Property Walkthrough: The Wardroom

The best vacation stories always begin and end with the best of vacation homes and when you choose Annapolis for your vacation getaway, choosing At Home Annapolis’ the Wardroom for the vacation chapter of your life promises to make this getaway a story you won’t be able to put down! Featuring 3 serene and tranquil bedrooms, 2.5 spacious baths, and a location that is close to all the excitement our city on the Chesapeake Bay can offer, this charming escape will be an integral part of your Annapolis experience, offering room for up to 10 guests to cohabitate in peace and harmony inside this Annapolis Vacation rental!

Step into History

Built in the early years of the 20th century, the Wardroom is a sophisticated blend of historic charm and modern conveniences and as you follow the original wood floors into the depths of the home, you will never want to go home again. The living room is a bright space containing leather furnishings strategically placed opposite the state-of-the-art television hanging on the wall. A half-wall of brick is actually the back of the fireplace that provides warmth and charm in the dining space where happy vacation memories will be created over family feasts and board game adventures. The kitchen is a bright and modern space offering granite countertops and high-end appliances of stainless steel, including a gas range that will bring a tear of joy to the eye of every chef, amateur or professional. The half bath on the main level ensures no one will have to run up the wood stairs in the case of an emergency and completes the tour of the public spaces. Upstairs, the master suite offers a king bed topped with the most comfortable of mattresses and its own television for late-night entertainment options. The ensuite bath is surprisingly modern offering marble tiles, countertops, and two white porcelain vessel sinks that face matching mirrors. The second bedroom, this one centered by a full bed with painted iron head and footbed, shares access to the remaining full bath in which lies a clawfoot tub that will be the most popular spot in the home. The third bedroom also offers a painted iron full bed and shared access to the bath.

So Much to Love in This Annapolis Vacation Rental

The Wardroom offers comfortable adventures that include alfresco dining at the umbrella-topped patio table that is perched cozily on a red brick terrace outside. Reserve this sweet home today and fall in love with everything that makes Annapolis one of the most popular vacation spots in the nation!

Stay in Annapolis This Memorial Day

And just like that it is time to start planning your Memorial Day getaway and we can’t think of a better place to celebrate than in a town that has a military history that goes back to the early days of our nation. Of course we are talking about Annapolis, our home town on the Chesapeake Bay, and of course, we are inviting you to choose At Home Annapolis for your celebration accommodations! This guide to a fun-filled stay in our favorite place on earth offers everything you need to enjoy a memorable Annapolis Memorial Day weekend!

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Annapolis Memorial Day Parade

In a world that is ever changing, it is refreshing and comforting to find a place that treasures its traditions, traditions that include a Memorial Day Parade. Offering one of the largest tributes to those who have sacrificed everything for our freedom, you shouldn’t be surprised that this military town respects and honors the holiday in a big way. The details are still forthcoming, but we recommend staking out your spot on the sidewalk at Amos Garrett Boulevard early and prepare to be amazed!

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Tour the US Naval Academy

As we contemplate the true reason behind the celebration of Memorial Day, we can’t think of a better way to pay homage to the real heroes of our nation than with a tour of the US Naval Academy! Public tours are being offered again and although they will be shut down for Memorial Day itself, you can schedule a Saturday walking tour of the yard. Held at 10, 11, 1, and 3 PM, they last 90 minutes and give visitors a behind the scenes peek into what it means to be a member of the US Naval Academy. Tickets are available for sale on the same day of your tour at the Information Desk inside the Visitor’s Center.

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Celebrate with At Home Annapolis

As you shop the Memorial Day sales at local stores, enjoy hearty breakfasts at your new favorite restaurants, and explore the Bay and all the fun it offers, the secret to an amazing getaway is to make sure you come home to At Home Annapolis every day of your stay! Grill your favorite meats, swim in private pools, and sleep in beds topped with premium mattresses and silky linens, waking each morning ready for another 24 hours of Memorial Day adventures! Choose your favorite holiday hideaway today and celebrate in comfort and style!

Property Walkthrough: Stadium Gardens

Offering the dignified and elegant appearance of a Captains estate and standing tall and proud on a private road, our At Home Annapolis Stadium Gardens weathered clapboard sided property will give guests the tranquil sanctuary they require during their Annapolis visit. It’s location, just a few blocks away from the stadium makes it a popular choice during Commissioning Week, but its beautiful gardens and peaceful landscape ensures that it stays popular year round.

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3 Tranquil Bedrooms and 4 Spacious Baths in this Annapolis Home

A cobblestone path and matching steps leads the way to the start of your fantastic Annapolis vacation and when the door swings open for the first time, you are guaranteed to fall in love. Wood floors grace the sitting room with a leather chesterfield sofa perched under a set of windows looking out onto the enchanted gardens. From here you can take part in conversations being held in the dining area where a large colorful rug designates the space as the heart of the home. Custom ceilings created from reclaimed wood of Pennsylvania Dutch Barns provide a dramatic appeal to the space and the view of the kitchen from this angle encourages guests to continue their tour.The country kitchen boasts marble countertops, farmhouse style cabinets, and a gas range destined to be the joy of the family cook. A garden room lined with a wall of windows provides an extra place to dine, relax, and enjoy the beautiful gardens without having to face the elements on days that are less than sunny and warm. A cooling beverage drawer in this space allows guests to never be far from their favorite beverage and a half bath off the garden room is bathed in the light of many colors due to the stained glass window. The living room offers more seating spaces and a cheerful fireplace much appreciated on chilly days and also features a chess board on the coffee table ready to be played. The bedrooms are cozy spaces decorated with a historic style and includes a main floor queen suite with attached bath; the closets are created from reclaimed barn doors giving this room a rustic appeal. Upstairs, the remaining two bedrooms include a second queen bedroom, a loft area seating space lined with bookshelves, and a third bedroom that offers two twin beds. The lowest level of the home also offers a third (or is it fourth?) seating area with soft leather sofas and a state of the art television.

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Choose Comfort and Style

This stunning Annapolis home offers luxurious and comfortable surprises around every corner; reserve it today!

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Celebrate Easter In Annapolis, Maryland

As the days grow longer and the temperatures begin to grow milder, the beauty of spring makes Annapolis shine even brighter. These are the days we wish could last forever, as we go about our business of doing Spring things and the even more important business of celebrating the Easter holiday. If your journey involves an Easter escape to our beloved City on the Bay and a stay in one of our At Home Annapolis holiday hideaways, this guide to all things Annapolis Easter will ensure that your getaway will be filled with fun and celebration!

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The Hunt for Colored Eggs This Annapolis Easter

Our excitement over the holiday is reflected by the Easter activities we offer, including two very different egg hunts! On April 9th, the week before Easter, an Adult Easter Egg Hunt at Night is being held, at the Pip Moyer Recreation Center. Offering 1000 eggs to be found, 50 of which are golden eggs that contain prizes that are worth $50 or more, this 18 and over event promises to be an awesome way to start the celebration process early! On April 16th, the day before Easter, the Chesapeake Children’s Museum offers their own Eggstravaganza, featuring an egg hunt, delicious food and shopping opportunities, and the chance to get to meet some of the sweet animals that make their home at the museum!

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Hoppy Feaster

As with most holidays, the feast that anchors the celebration is a meal everyone looks forward to and many of our local restaurants will be open and serving Easter Brunch! Pusser’s Caribbean Grille on Annapolis Harbor has already released their Easter Menu, offering a variety of entrée options that include Twin Filet Medallions, a Seared Ham Steak, and a Linguine Primavera Alfredo. Their $25 prixe fixe menu includes dessert options, something we can never get enough of on Easter! For those who want the joy of an Easter Feast while still lingering close to home but don’t want to do the cooking themselves, our local grocery stores, including Safeway and Whole Foods, will do the hard work for you offering Easter Meals that you can bring home to your At Home Annapolis vacation escape!

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Home Sweet Vacation Home

Offering all the comforts of home, our At Home Annapolis seasonal sanctuaries are designed to add extra sparkle to your celebration! Hide colorful eggs in large fenced in backyards, create your own Easter Feast in fully equipped kitchens, and celebrate with your family in peace, happiness, and harmony when you choose to stay in for the day! Reserve your favorite Easter escape today!

Best Places to Stay in Annapolis

Maryland’s slogan, “Land of Pleasant Living,” is right on the mark here in Annapolis. This is upscale waterfront living at its best, and if you are at all connected to the U.S. Navy and its Naval Academy here in town, you know that Annapolis is the heart of everything! Below you will find some of the best places to stay in Annapolis and why you should book!

Best Communities

This historic city has a variety of communities to choose from, each with its own unique features, character and amenities. From the hustle and bustle of historic downtown Annapolis to quiet suburbs surrounding the city. Selecting a vacation rental from all these lovely choices may be the hardest part of your trip. So, in no particular order, here is a little bit about the best places to stay while you’re vacationing here in lovely, historic Annapolis.

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Downtown Annapolis

Downtown Annapolis truly is the heart of things. Overflowing with historic charm at every step, with buildings whose architecture spans centuries jammed together along brick-paved sidewalks and cobblestone streets, there’s over 400 years of history here and you can see every bit of it when you walk through the city. At Home Annapolis offers a variety of vacation homes right in the middle of the historic district, so you can immerse yourself in its rich history every minute of your stay. Choose from cozy, narrow townhomes to spacious, detached homes, all with the amenities you want. And most of our vacation homes here in downtown are on the National Historic District Site & Building Registry. We also offer a few vacation homes located on quiet streets with amazing water views that are still just a quick walk to the heart of historic downtown.

Annapolis is a perfectly pedestrian, walking city where you’ll be steps away from the rough, bustling charm of the picturesque downtown streets lined with flowering trees, quaint shopfronts, bars and restaurants, museums and so much more. Bring your comfy walking shoes and get ready to enjoy yourself.

best places to stay in annapplis maryland

Edgewater Area

All of our Edgewater homes have been recently renovated, with new stainless steel appliances, bright interiors and comfy furnishings. Many of our vacation homes in the Edgewater Area sit right on the shore of the South River, and come complete with large outdoor living spaces where you can dine al fresco or just sit and watch all the action on the river. Many have private piers, outdoor showers and gas grilles. Plus, there are lots of windows to enjoy the view and the balmy breeze when the weather’s nice.

Located just across the South River from Annapolis, and less than 10 miles from downtown, Edgewater offers its residents several parks like the popular South River Park and the Mayo Beach Park on the waterfront, and The Historic London Town and Gardens, a “lost colonial town and garden sanctuary” on the water with the historic William Brown House and its lovely gardens including the Sound and Sensory Garden and the beautiful Ornamental Gardens.

Arnold Area

While the Arnold Area is considered a suburb of Annapolis, you’ll feel like you’re out in the country, and certainly not less than 10 minutes from the busy hub of Annapolis. A drive down country roads lined with grassy, green meadows and fields with the occasional horse or two, Arnold is just north of the city, across the Severn River.

Most of our Arnold homes have private access to the water, with docks and the all essential crabbing equipment you’ll need. If you can remember to throw the crab pot into the water each morning, you’ll be rewarded with fresh, delicious crabs in the afternoon. Nothing could be easier. And the gourmet kitchens in our Arnold homes make it even easier to fix those crab legs, crab cakes or Low Country Boil for your hungry guests.

Our Arnold vacation homes have three to six bedrooms, perfect for families or a few of your best buddies from the academy. Many have in-ground pools too, where you can splash about or just enjoy the sun and the Severn River views. These lovely vacation homes are in the perfect spot for watching the Blue Angels practice their flying routines too.

Eastport Area

A few miles from downtown, you’ll find great shopping and dining along the Chesapeake Bay. Eastport is across the Annapolis Harbor from the Naval Academy, and just a few blocks from the City Dock and the Eastport Bridge. You’ll be able to walk everywhere from your Eastport vacation home or take the water taxi across Spa Creek to Downtown and the Yard.

All of our Eastport homes are newly renovated too, with fully equipped kitchens, bright open interiors, free Wi-Fi, lovely landscaped yards and gardens, gas grills out on the deck and plenty of outdoor living areas. Many offer screened porches, fire pits and off street parking.

Bay Ridge Area

Every one of our lovely, spacious Bay Ridge homes and condo feature amazing waterfront views, and many offer private access to the water with docks. Bay Ridge is less than a 5-mile drive from downtown Annapolis, but you’ll feel like a world away with the stunning panoramic views of Lake Ogleton, the Severn River and the Chesapeake Bay that our Bay Ridge vacation homes offer.

This area is known for its exceptional crabbing, and you can enjoy catching and cooking your own crabs right off your private dock. Many of our waterfront homes will feature all the equipment and gear you need to catch fresh crabs for lunch and dinner, and these homes also have large outdoor living areas perfect for enjoying your fresh catch. The ease of enjoying fresh, caught crab is just one more thing about Annapolis to love.

Stadium Vacation Rentals

Football! If you’ve come to town for a Navy football game, this is where you want to be. Leave the hassles of driving and parking behind, because these lovely vacation homes are within walking distance to the stadium and all the excitement. And there are large flat screens and free Wi-Fi throughout each of these homes, so after the Navy game, everyone can watch the game or movie of their choice.

These lovely vacation homes are within walking distance of the stadium, in fact, you can see the stadium from a few of these homes. Enjoy all the Navy football you want, as well as college and professional lacrosse games, and of course, the U.S. Naval Academy graduation ceremony is held here too. You’ll be within walking distance to not only to the stadium, but to the Academy, and Historic Downtown.

Big backyards and lush gardens, patios and screened in porches, outdoor fireplace, gas grill are pretty standard for these vacation homes. Many of our stadium area homes are constructed from unique stone, feature plenty of interior wood detailing, vaulted or coffered ceilings, and offer a choice of traditional or modern interiors. And, there’s private, driveway parking too!

Exterior view of this Annapolis vacation rental

West Annapolis Area Vacation Rentals

Our West Annapolis vacation homes are spacious homes in quiet neighborhoods near the Chesapeake Bay or the Severn River. You can choose from historic homes with charm and style, expansive brick estates with a private heated pool and acres of manicured lawns. Many are newly renovated with lots of extras like putting greens, outdoor ping pong table, Rec/Game Rooms, vaulted ceilings, bright modern interiors, screened in porches, gourmet kitchens and stone fireplaces.

Many have private water access, sprawling lawns and lush gardens, fire pits, heated pools and spas, several are located in waterfront communities, and are just a short walk from the Stadium’s downtown trolley, the Academy and downtown West Annapolis.

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A Few Area Attractions to Visit

Of course, the main attraction in Annapolis (besides the historic city itself) is the U.S. Naval Academy. You can tour the museum, watch the midshipmen march in formation at noon and take the guided walking tour of the campus to learn the academy’s naval history, and about the academy’s interesting beaux-arts architecture and landscaping.

If you love history and museums, you’ll never want to leave Annapolis. A few of our favorites are the Annapolis Maritime Museum and Park (learn about the area’s maritime heritage as well as the Chesapeake Bay’s ecology), the U.S. Naval Academy Museum, Hogshead (a lovingly restored gambrel-roofed home showing what life was like for the city’s lower and “middling” 18th century inhabitants), the Banneker-Douglas Museum (housed in the Victorian-Gothic former Mount Moriah African Methodist Episcopal Church and named for the black scientist Benjamin Banneker and black social crusader Frederick Douglass), the Hammond-Harwood House (the “jewel of Annapolis”) and the William Paca House and Garden (the restored 18th century home of William Paca, one of the signers of the Declaration of Independence). And a visit to the Museum of Historic Annapolis offers exhibits of the stories of the people of this historic town throughout 400 years of history.

The Maryland WWII Memorial, right on the Severn River across from downtown Annapolis, is an amphitheater surrounded by columns and granite slabs etched with the names of the 6,454 Marylanders who died in the war, as well as plaques explaining the state’s role in the war. The impressive memorial on its overlook faces the river and the Naval Academy.

Don’t Miss These Area Activities

Commissioning Week in May is the big event here. A time of celebration for midshipmen, their friends and family and really all of Annapolis, including the graduation and commissioning ceremony at the Navy-Marine Corps Memorial Stadium. Oh, and you can watch the Blue Angels show off too.

Since 1970, the Annapolis Sailboat Show in the spring shows off the latest and greatest in new boats and all the gear that goes with sailing. Displays include catamarans, mono hulls, racing boats and inflatables.

It’s time for crabs! It’s the world’s largest crab feast and all-you-can-eat-and-drink extravaganza focusing on Maryland’s famous blue crabs. This feast is organized by the Rotary Club of Annapolis to raise money for local charities.

If you’re visiting Annapolis in March, you’ll be able to enjoy the St. Patrick’s Day Celebrations, Maryland Day Celebrations and Restaurant Week where over 40 area restaurants participate in fixed-price tasting menus.

The Maryland Renaissance Festival, set in 16th century Revel Grove, (a 27-acre village overseen by King Henry VIII), is overflowing with performance stages, street vendors and craft booths, wenches, jesters and valiant knights, rakes and rouges, magicians and minstrels, sportsmanship events, plenty of food, drink, musicians and more.

Our Best Rentals

All of our vacation homes feature expansive decks, patios and porches so you can enjoy their spacious backyards and gardens and/or your river view and all the action on it. These vacation homes have plenty of outdoor living space where you can sit quietly sipping a nice adult beverage, dine al fresco under the stars, or party (quietly) with your friends and family.

Our vacation homes have comfortable, cozy seating, gourmet kitchens with high-end stainless steel appliances, free Wi-Fi, large flat screens throughout the home, and plenty of gathering areas for your group. Choose from open floor plans or traditional layouts, and modern or traditional interior styling. Many of our vacation homes feature extra amenities like private waterfront access, fire pits, coffee bars, porch swings, pizza ovens, Game Rooms, outdoor kitchens and fireplaces. And many have private, heated pools and hot tubs for your enjoyment.

Our Annapolis vacation rentals are located throughout the city and the surrounding neighborhoods, with a variety of styles, locations and amenities for your selection. Whether you want a private dock so you can arrive and move around by boat, or want to be right in the heart of things in downtown historic Annapolis, or want more privacy out in the suburbs with acres of groomed lawns and lush gardens around, we’ll have several vacation rentals that fit the bill. If you need help selecting a vacation rental close to one particular attraction, like the stadium or the William Paca House and Garden, or want the best vacation rental location for Restaurant Week or the Annapolis Film Festival, just give our friendly, knowledgeable staff a call. We’d love to help. Get started planning your Annapolis vacation today!

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Property Walkthrough: The Goat Pen

At Home Annapolis loves a bit of whimsy, such as what can be found in the name of one of our more popular properties, the lovely (and goat-less, we promise!) 4-bedroom, 3-bath Annapolis rental home affectionately referred to as the Goat Pen! Offering a tranquil comfort and an amazing location in the heart of historic downtown Annapolis, this beautiful home reveals surprises in comfort at every turn, including stunning views of the gardens of the William Paca House! Take a break from your television watching, pour yourself a cup of coffee, and prepare to lose yourself in the beauty of this special property that is destined to be your Annapolis dream vacation home come true!

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Welcome to This Annapolis Rental Home

A brick entryway, topiary bushes, and a charming seating area placed to the side of the front door are all hints that this home is something special. Open the wood and glass front door and step into a space that welcomes all who visit and follow the path of wood floors to the rooms beyond. A comfortable living room with a plush blue sectional, navy décor, and views of the state of the art television is the first space waiting to be discovered, but don’t sink into its depths yet, there is much more to see. Starting with a bar area tucked away in a quiet nook behind the dining room table and offering a built in stainless steel wine chiller, tile backsplash, and white stone counters that provide a calm contrast to the navy blue cabinets. A bright white farmhouse kitchens offers country cabinets, stainless steel appliances, and a breakfast bar, its expanse of white stone countertop fronted by two leather topped barstools. A secluded den off the kitchen features another plush sectional, a large television, and a quiet place to relax away from the “crowds” in a home that sleeps 19 comfortably. This room also offers access to a half bath and a fully equipped laundry room centered by front loading washer and dryer. A breakfast room offers seating for four at a glass topped table and the formal dining room provides seating for 8 more, ensuring everyone in the Goat’s Pen has a place to dine.

Each of the bedrooms in this beautiful space offer comfort and peace, with shiplap walls in one room, a queen bed with ensuite bath downstairs, and a king suite designed to impress. A king sleigh bed anchors the tranquil space offering views of the William Paca House gardens, and a clawfoot tub in the master bath promises to be the most popular spot in the home. Two Iron beds, one a full and the other a twin, grace the final bedroom and most bedrooms feature luxuriously appointed baths with designer details that include marble tiles, brass fixtures, and shiplap walls.

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Paradise Found

Offering comfortable charms and natural delights outside, the Goat’s Pen also features brick walkways, multiple seating and dining spaces, and two grills, 1 charcoal and 1 propane for al fresco meals that will never be forgotten. Reserve this special home today and find your joy in the historic city of Annapolis.

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Plan A Spring Road Trip To Annapolis, Maryland

Our life journeys don’t always take us in the directions we originally thought they might but our vacation journeys are destined to be exactly what we dreamed they could be, especially when your wanderings lead you to the doorstep of our favorite place on earth, Annapolis, Maryland for a stay in one of our At Home Annapolis escapes. And when spring entices you to take a road trip, loading up the car, minivan, or SUV, and hitting the streets for an adventure you will never forget, well this is one time where the destination is as important as the journey as you discover that all roads lead to our historic city on the bay for an Annapolis vacation!

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Annapolis Spring Sailboat Show, April 29 through May 1st, Annapolis City Dock

Your family vehicle brings a freedom you always enjoy but its wonders pale in comparison to the elegant beauty of a sailboat skimming across the bay and the Annapolis Spring Sailboat Show presents a different kind of freedom. Offering a VIP experience that will exceed your expectations, you will be escorted into the VIP Lounge to rest your tired feet after exploring all the boats you wish could be your own, savor delicious foods, and sip freely at the complimentary wine, beer, and spirit tastings. But of course, the elegant vessels that bob in the waters, seemingly impatient to be set free will be your main objective and who knows? Maybe your family vehicle will return to the roads with the sailboat of your dreams hitched behind!

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A Tour of the Town On Your Annapolis Vacation

As the days grow longer and the temperatures begin to rise, the promise of spring creates a shy beauty that reflects the wonders of Annapolis and the best way to enjoy its charms is on foot, especially the historic district. Walk the cobbled streets with camera in hand and marvel at the colorful homes that have stood their ground for hundreds of years. St. Anne’s Church, one of the original churches in the region, the William Paca House, home to one of the signers of the Declaration of Independence, and the historic Maryland State House which for a brief time served as our nation’s capital; all offer a glimpse into not just the history of our town, but the history of our nation!

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Explore the Wonders of your At Home Annapolis Spring Sanctuary

Our homes are designed to comfort and make you feel at home and many of our amenities can include entertainment options that make you want to stay and play, including pools and hot tubs on the outside and game rooms on the inside! Reserve your favorite sanctuary today!

Property Walkthrough: The Liberty Club

The Liberty Club is a home built for families, offering a warmth that embraces all who stay under its roof and a comfort that feels like home. Offering 5 bright and beautiful bedrooms and 5 and a half spacious baths that ensure even guests traveling with teens will have less chance of morning traffic jams, every minute spent in our At Home Annapolis vacation escape will be ones that you wish could last forever!

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A Taste of the Country in the Middle of Town With This Annapolis Vacation Home Rental

When you step out of your car in the driveway of the Liberty Club for the first time, the lush landscape and the sounds of nature will make you feel as if you have arrived in your private country home! An open concept floor plan reveals all the treasures inside of this Annapolis vacation home rental, including a charming and comfortable living room furnished with quality leather furnishings. A fireplace will keep you warm on cold nights and the windows that surround the room let in breathtaking views. The dining room is centered by a large oval table at which meals will be shared, games will be played, and laughter will be heard ringing throughout the house! The fully equipped kitchen features a sleek and modern appeal with stainless steel appliances and stone countertops is a chef’s dream while the separate seating area with overstuffed chairs placed in front of a tv tucked away in a bookshelf also filled with books, games, and colorful art pieces! The second floor of Liberty Club is where you will find 3 of the 5 bedrooms, including the king suite filled with luxury. A fireplace with 2 comfy chairs and an ensuite bath with walk in shower and separate soaking tub creates a retreat you will never want to leave. Bedrooms 2 and 3 offer colorful bedding on the queen bed and a day bed with trundles as they share a spacious bath. Downstairs, the basement is a finished one divided into a living area with sectional sofa and state of the art tv, bedroom 4 with its full bed and private bath, and a workout room with weights, a treadmill, and the opportunity to work off some of those vacation calories! A separate guest apartment is where the 5th bedroom lies, featuring a queen bed, and a sleeper sofa as well as its own private bath, a kitchenette, and another workout room!

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Groomed Gardens and a New Pool

A screened in porch with outdoor seating, a deck open to the sky where more seating can be found, and a brand new pool surrounded by stone decking complete the picture of fun and wonder; reserve Liberty Club today and make all your vacation dreams come true!

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Romantic Activities for Couples in Annapolis

While Paris might be known as the City of Love, you may be surprised that Annapolis can be pretty romantic as well! Offering a history that is rich with love stories and beautiful homes—especially the ones we are proud to provide travelers—Annapolis is the perfect place to visit when you want to impress the one you love. This guide to our favorite city on the bay will give you some hints, tips, and ideas guaranteed to make your Annapolis escape the most romantic of all experiences!

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Sweets for the Sweet

Men all over the planet understand that the best way to woo the one they love is with a box of chocolates. Kilwins Chocolate and Ice Cream, 128 Main Street is where the locals go when they really want to impress, featuring a wonderful selection of handmade chocolates and ice cream that will make your relationship even sweeter!

The Couple Who Spas Together

Spas aren’t just for women if you’re looking for romantic Annapolis activities, and the Couple’s Massage offered by Even Keel Wellness Spa at 31 Old Solomons Road Suite 101 is all the proof you need. Tighten the bonds that draw you together in rooms designed to relax and spoil. Four people, two massage tables, and one happy couple adds up to equal one very romantic experience!

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A Sip, a Taste, and a Smile With These Romantic Annapolis Activities

A good meal does more than fill an empty spot in your stomach, it can be an experience that draws a loving couple even closer together. Annapolis is known for its high quality restaurants, many that offer romance and good taste, and Osteria 177 is our favorite. Located at 177 Main Street, Osteria’s brick exterior trimmed in royal blue has been a shining example of good food and companionship since opening day. Offering a menu filled with Italian classics and an elegant ambience designed to make people feel relaxed and welcomed, sharing a meal here will touch your souls.

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At Home Annapolis Is Where the Heart Is

As the temperatures drop and the winds start to move in over the bay, you may feel like staying in and celebrating your romance at home. Our At Home Annapolis romantic retreats are built to spoil, and as you sit in front of a roaring fire, sipping wine from Great Frogs Winery (3218 Harness Creek Road) and savoring your Kilwin’s chocolates, you will feel warm, cozy, and madly in love! Reserve your favorite love nest today!

Property Walkthrough: The Squadron’s Landing

When you are looking for a grand adventure, having the perfect home to come back to each night adds to the wonders of your getaway, especially when your journey brings you and your large family to Annapolis! Our Squadron’s Landing home manages to be cozy and comfortable as it offers 6 bedrooms, 6.5 bathrooms, and a backyard pool destined to be the hangout spot for you and 14 more of your favorite people. This guide to its charms will be all the convincing you need to click the book now button today and stay in this Annapolis vacation rental!

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A Private and Peaceful Annapolis Vacation Rental

This special property, constructed in 2014, has all the charm of an old farmhouse combined with the modern amenities travelers need today! A spacious living area filled with plush furnishings, bookshelves jam packed with books and games, and a state-of-the-art television brings pleasure to all who relax within its boundaries. A sleekly modern kitchen offers high-end appliances in stainless steel, granite countertops, and a cheerful ambience that may make you want to cook a meal, even though you are on vacation! Offering multiple places to enjoy the meals you prepare, you can choose to sit at the dining room table located just steps away from the fully equipped kitchen or on the covered and screened-in deck that overlooks the lake; the views at sunrise and sunset from this spot promises to be one of the sights you remember most!

Serene bedrooms help sleep come easy each night, a deep slipper tub in the master bath will soothe tired muscles, and a hanging swing outside one of the bedrooms are just more reasons your large group will absolutely fall in love with the magic of The Squadron’s Landing! A rec room on the pool level gives guests more ways to be entertained, offering a wet bar, pool table, and loads of soft and fluffy pool towels to dry off with after fun by the pool! A kid’s themed bedroom with a toy basket filled with toys and bunk beds where the littles will whisper, giggle, and share secrets until sleep overcomes them is a cheerful and happy space, and separate guest quarters allow multiple families to travel together, retreating to their private space when the vacation gets a little too crowded.

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Relaxation and Charm

Book The Squadron’s Landing today and discover how vacation dreams really can come true!

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