A Winter Getaway to Annapolis

The winter season really allows Annapolis to shine. Come and experience the magic of the winter season with us this year. Let warmth fill your heart as you walk through the city streets as they’re all aglow with warm lights in the winter evening. Experience the thrill of live shows and musical acts, holiday events, delicious food and drink, and easy snowfall by the lovely Chesapeake Bay this winter in Annapolis! 

Art, Culture, & Adventure

When winter in Annapolis comes knocking, one of the best ways to fill your days is by finding indoor activities where you can escape the cold weather. Annapolis is filled to the brim with art and culture, providing the perfect indoor daydreams to color your vacation. Get the family tickets to see the Ballet Theatre of Maryland or go and see a show put on by the talented Annapolis Shakespeare Company.

Live music is easy to find here in Annapolis; simply pay a visit to Maryland Hall for Creative Arts. Or you can visit one of the lively bars downtown for a night of music and great food and drink too, like Dock Street Bar & Grill, or 49 West Cafe.

Don’t let yourself stay indoors all day, though! Take a relaxing walk down Main Street and enjoy the falling snow, drinking in the crisp morning air and the aesthetic architecture that makes Annapolis so unique. Visit the waterside at the Severn River, and take a boat ride in the afternoon with the sun on your face.

Winter-Exclusive Annapolis Fun

Get ready for the joys of winter! This is one of our favorite times of year here, and we love to celebrate it. Every year at the gorgeous Sandy Point State Park we have our Lights on the Bay show, a drive-thru holiday experience right by the waterside. This show is only open for your enjoyment from November to December. Attend Midnight Madness on Thursday nights in December, where stores stay open late to satisfy your Christmas shopping needs, and you’ll also find live musical acts and a visit to Santa Claus for the kids. Stay in town long enough to see the New Year’s Eve fireworks show in Annapolis Harbor. That’s one memory you’ll carry with you all through the new year.

Get Started on Your Winter in Annapolis Getaway

Get in touch with the magic of winter in Annapolis this year by escaping the toils of daily life to visit us here in wonderful Annapolis. At Home Annapolis has a warm and comfortable rental home awaiting your arrival. Get in touch with us today at (888) 508-9661 or (435) 571-0024 and we’ll help you get started!

What Makes an Annapolis Getaway Great for the Holidays?

Annapolis is the pride and joy of the Chesapeake Bay, and the greatest holiday gift you could give yourself and your family is to come and visit us here. This city is regarded as the sailing capital of the world, but the fun doesn’t end with sailing. Buckle up for the holiday of a lifetime when you go on an Annapolis getaway!

Fun for Every Season

Annapolis is a great destination no matter what time of year you’re planning to visit. Springtime is great for seeing the flowers bloom and getting into the great outdoors. In the summer months, you’ll get to enjoy warm temperatures and the joys of sailing. In the fall, bask in the glory of the changing seasons as our foliage turns red, yellow and gold. By November the weather turns colder, and you’ll get to enjoy the twinkling lights, local holiday events, and the magic of Annapolis in the throes of its wonderful winter season.

See All the Sights During Your Annapolis Getaway

There is never a shortage of things to enjoy in and around the city. Hop on a trolley for a tour of the city and all its shining lights from the people who know it best. Take a walk down Main Street, get a glimpse of colonial life at the William Paca House, and go for a peaceful stroll along Ego Alley—the colloquial name for the place in city dock where all the most beautiful boats can be found. When the evening hits, foxtrot, tango, dance the swing at the Davidson Dance Club!

The Wonders of the Chesapeake

The best way to spend a holiday is to do something unforgettable that you’ve never done before. The Chesapeake Bay and Severn River provide endless opportunities for unique experiences. Catch a ride on a boat and sail through the bay with the experts, visit the Naval Academy Museum, or simply dine at one of our favorite waterside cafes, like Pusser’s Caribbean Grille, or Sam’s On the Waterfront. Surprise the family with tickets to shows at the Ballet Theatre of Maryland and Annapolis Shakespeare Company. Every year November through January 1st you can enjoy Lights on the Bay, a drive-thru light show held at Sandy Point State Park, with the evening waters as your backdrop.

Your Ideal Rental Home

The best part about coming to Annapolis is that your home-away-from-home is already here awaiting your arrival! Center your trip with At Home Annapolis and you’ll get to enjoy all the wonders of the city, starting with your comfortable rental home. Call us today at (888) 508-9661 or (435) 571-0024 to book one of our vacation rentals for your Annapolis getaway!

How to Find the Most Scenic Spots in Annapolis

Our lovely city of Annapolis truly has it all—18th century historic buildings rich with American history, sprawling waterfronts on the Chesapeake Bay, and beautifully maintained city parks—not to mention excellent local dining and expertly prepared seafood! We’ve compiled a list of some of the most scenic places to see in Annapolis that aren’t to be missed, and unique ways for you to enjoy them!

Take a Cruise Around Annapolis Harbor

If a city is surrounded by water, often one of the best ways to see some of the most iconic places to see in Annapolis all at once is by boat, and Annapolis is no different! With Cruises On the Bay by Watermark, you can take a 40-minute ride through the harbor that serves as a perfect introduction to the city, and will take you on a narrated tour and past sights such as the U.S. Naval Academy and Chesapeake Bay Bridge from a distance. They also offer a number of other excursions, such as the Spa Creek Tour, the Severn River Cruise, and the Chesapeake Bay Bridge tour that’ll take you directly under the massive architectural feat. You can find Cruises on the Bay by Watermark at City Dock at 1 Dock St, Annapolis, MD 21401.

Picnic at Quiet Waters Park, One of the Best Places to See in Annapolis

If you’re looking for a serene way to enjoy the outdoors, stop by Quiet Waters Park for the afternoon. This 340-acre park has it all—miles of paved paths for biking, a striking sculpture garden, play areas for children, and formal gardens with fountains where you can stop for an unhurried picnic lunch.  There’s also a Reading and Butterfly Garden, and in the summer, you can rent a kayak to take out onto the cove. The park also hosts seasonal events like outdoor concerts and ice-skating in the winter. You can find Quiet Waters Park at 600 Quiet Waters Park Rd, Annapolis, MD 21403.

Take a Walking Tour Through Historic Annapolis

Pay a visit to downtown Annapolis for a vibrant, bustling neighborhood with four hundred years of historic architecture, carefully preserved buildings, and scenery around every corner. The Main Street area is not to be missed, and is brimming with 18th-century buildings, boutique shops, and outstanding local restaurants. Stop by the Historic Annapolis Museum Store for tips on a self-guided walking tour or sign up for a guided journey with Annapolis Tours. When you’re done taking in the sights, stop by a top-rated restaurant like Preserve or the Iron Rooster for comfort food and cocktails. For an easy starting point, you can find the Historic Annapolis Museum Store at 77 Main St, Annapolis, MD 21401.

With so much to do in Annapolis, our expert reservation specialists can assist you in finding a vacation home tailored with what you’d like to do the most while you’re here, whether it’s hitting all the historic sites or relaxing against the beautiful backdrop of Chesapeake Bay. Contact us to learn more today!

Plan a 2019 Annapolis Thanksgiving Getaway

Thanksgiving is the time of year when you’re ready for a break from day to day life. Fall is in full swing, winter is on the horizon, and you want to get cozy with the ones you love! There’s no better place to enjoy this holiday together than in Annapolis, Maryland.


Explore the heart of Annapolis on your first day in town with Annapolis Urban Adventures. Take this 1.5-hour tour with the whole family by climbing aboard the electric vehicle to make your way around town. See all the historic landmarks, get acquainted with the city you’ll be spending your Thanksgiving in, and hear some fun stories and facts from your tour guide as well! It’s a small group tour, which makes it perfect for a family holiday vacation.

Thursday – Thanksgiving Day!

On Thanksgiving Day you’ll want the focus to be on the family. Choose some quiet activities where you can enjoy each other’s company. Head to Sandy Point State Park for a quiet day of fun by the water and have your Annapolis Thanksgiving dinner at your comfortable rental home, utilizing the available amenities to cook up a delicious meal with the ones you love.


After your relaxing Thanksgiving Day, you’ll want to get up and get active with some outdoor activities! Take the Chesapeake Wine Tour hosted by Vino 302 Wine Concierge Tours and you’ll get to explore two different wineries, Crow Farm and Vineyard and Mark Cascia Vineyards. This tour is five hours long, and on the way, you’ll get to bask in the beauty of the region and its waterways and beaches. If you don’t have kids with you, or if you have older family members to leave the kids with, this is a great way to get some alone time!

Saturday & Sunday

Do a family activity! How about a game that’s a cross between a scavenger hunt, self-guided tour, and thrilling race? Check out Puzzling Adventures and complete their adventure at your own pace, all while learning fun things about your surroundings. The point is to get you outdoors and having fun together. Spend some time in the gardens at Quiet Waters Park, have a bite to eat at Carrol’s Creek Cafe by the waterside, and grab some souvenirs at Annapolis Harbor Center.

Spend Thanksgiving 2019 With At Home Annapolis

Wherever you are and whatever you do, family is always the most important part of Thanksgiving. So give your family the best home-away-from-home that there is to be found in Annapolis! Just get in touch with us today at (888) 508-9661 or (435) 571-0024 and we’ll help you get started.

Outdoor Things to Do in Annapolis

Annapolis is a thriving city full of art and culture but thriving even more is the natural landscape that surrounds us. From the sparkling waters to the rich flora, this climate is one where you’ll want to spend a great deal of time outdoors. Here are some ideas for outdoor things to do in Annapolis you can take to make the most of each day:

Visit Quiet Waters Park

This is a great way to get your fill of the outdoors on a quiet afternoon where you just want to hang out. Take a picnic here, or go on a peaceful walk, and enjoy the winding paths and the local wildlife that you’re sure to see. You can even bring your dog along on this adventure and let him run free in the dog park.

Go Kayaking with the Family

One of the most exciting ways you can explore the outdoors is to hit the water in a kayak. Take the entire family with you on this adventure! With Kayak Annapolis LLC you’ll get the best gear, and the water here always makes for a serene day trip. It’s a fun way to get a good work out with all that paddling, but also existentially relaxing at the same time. Take some snacks and kick back far away from the shore, simply enjoying the sunshine and the sound of the water splashing around you.

Take a Ride Down B&A Trail

This is a long and flat trail that’s easy to ride and stretches from Boulters Way in Annapolis all the way to Dorsey Road in Glen Burnie. That’s a lot of road to cover, and you can ride however much of it as you like, depending on how much of the gorgeous, forested area you want to see.

Cast a Line with the Experts

Chesapeake Bay is rich with sea life, and it’s the perfect place for sportfishing. Head out onto the water with Captain Frank through Down Time Charters, and you’ll get the opportunity to catch all manner of fish in the best sportfishing areas, like Kent Island and Poplar Island. Fish with the best of the best and go back to your rental home at the end of the night with more than a few prizes in tow.

Start Your Adventure with At Home Annapolis

There are so many different adventures to be had in Annapolis, but without a doubt, the place to start is right here with At Home Annapolis. Give us a call today at (888) 508-9661 or (435) 571-0024 to get started on finding your rental home!

3 Unusual Annapolis Activities & Attractions to Enjoy

Annapolis is one of the most unique cities in the entire US. You’ll find countless Annapolis activities and attractions here that you’ll never see anywhere else; but how are you supposed to find them? We always recommend asking a local for their tips, tricks, and secrets—and hey, that’s us! Here are some unusual things to do and places to see in Annapolis:

See the Coolest Model Ship Ever Built

Whether you’re interested in miniature models or not isn’t super important when you’re thinking about going to see this attraction. The U.S.S. Agerholm is a work of art, plain and simple! This 16-foot long model ship is one of the most intricate model ships ever crafted, and you’ll be floored by the amount of passion and detail that went into its making. It was put together by the Gibbs and Cox Company model shop back in the 40s, and was sold for $1.4 million, which was an absolutely wild amount of money back then and equates to a value today of over $25 million when you adjust for inflation. This incredible model can be visited at the U.S. Naval Academy in Rickover Hall.

Imagine Colonial Life at the William Paca House

Have you ever wondered what colonial life was life? Well, now’s your chance to experience it for yourself! This 18th century brick mansion was declared a National Historic Landmark in 1971 and has since been restored to its original state, so you can see what it looked like in its own era. This house was first built in 1763, and you’ll feel like you’ve been transported back to that year when you step inside. Come and take a look! This is certainly one of the more interesting things you can do during your visit to Annapolis.

Visit a Haunted Hospital

What’s more unusual than a haunted hospital? If you like to get out there and try the craziest things when you’re on vacation, then this is the #1 place you’ll want to visit here in Annapolis. Crownsville State Hospital was the home of such famously horrific medical practices as lobotomies, shock therapy, and pneumoencephalography (an outdated medical technique which consisted of draining brain fluid). The hospital was built on old tobacco farmland and was famous for its terrible conditions. While you’re not allowed inside, you can certainly visit and see for yourself whether it’s as haunted as they say.

At Home Annapolis is your avenue for the most unique vacation. Get in touch with us today at (888) 508-9661 or (435) 571-0024 to take the first step. Book today!

Our Favorite New Flavors in Annapolis

We’re always looking for fresh eateries to spice things up here in Annapolis, and it’s our pleasure to some of our favorite finds with you! Check out our current top three Annapolis restaurants:

Galway Bay Irish Pub

Galway is a good old-fashioned Irish style pub, and it’s as cozy on the inside as the name makes it sound. The seafood here is to die for (try the Char-Grilled Ahi Tuna Steak, you’ll thank yourself), but their sandwich menu is almost better. It’s hard to say which one is truly the best, but Miss Peggy’s Crab Cake Sandwich is a strong contender. Make sure to check out their happy hour (Mon-Fri, 3-7pm) and late-night menus, because that’s the time when this bar is most alive.


The specialty here is pickled things of every variety, so if that’s your style, you have to check out the menu at Preserve. You’ll understand why it’s called Preserve when you see all those colorful mason jars lining the shelves! If you go for Happy Hour (Tues-Sun, 3-5pm) you’ll get some nice specials too, and that’s a good time to try more than one thing with a sampler plate. Regardless of whether you like your food pickled, there’s something on the menu for you here. The flavors are thick and strong in every meal; try the PA Dutch Chicken Pot Pie made with farmstead chicken and saffron flavoring, or maybe the Pan Roasted Filet of Arctic Char served up hot with bacon lardons, lima puree, and pea-tendril frisee salad.

Carol’s Creek Cafe

If you like to dine by the waterfront, Carol’s Creek Cafe is a great spot to stop for a bite to eat. The view is lovely, and the food is too! If you’re going for Sunday Brunch, a winning combo is the Crab, Spinach & Swiss Omelet paired with a delicious mimosa while you look out upon the morning waterway. One of our favorite desserts in Annapolis is the Coffee & Donuts Bread Pudding they serve here, made with glazed donuts and served up with coffee-chocolate-chip ice cream and sea salt caramel sauce drizzled across it. Once you eat here, you’ll never forget it. It’s definitely one of the best top three Annapolis restaurants!

Enjoy Annapolis at Every Turn

At Home Annapolis knows the ins and outs of Annapolis better than anyone else, so you can trust us to help you find the rental home and Annapolis restaurants most suited for your needs. Get in touch with us today at (888) 508-9661 or (435) 571-0024 to get started!

Our Favorite Annapolis Activities in the Fall

Annapolis in the fall is cozy, stunning, and wildly fun all at once. With the leaves changing color around you, the weather brisk and pleasant, and a plethora of fall activities to participate in, you’re going to have one unforgettable vacation. Make some time while you’re here to check out our favorite Annapolis activities in the Fall:

Greenstreet Gardens Fall Festival

This festival runs from September all the way through October in Greenstreet Gardens, so there are six whole weekends of festivities and themed events to enjoy. Get lost with your friends in the corn maze, go bowling with pumpkins, take a haunted hayride, and take a ride on an underground slide. That’s not all, but you’ll have to come and check out this fun fall festival if you want to know more!

U.S. Sailboat Show

This October come and see this one-of-a-kind gathering, where sailors from around the world come together. You’ll never have seen so many interesting boats all in one place before. If you love the sea and sailing, you’ll adore this show, and if you don’t know much about it this is a great chance to learn.

Visit the Renaissance Fair

The Maryland Renaissance Fair runs between August 24th and October 20th, so you have ample time this fall season to come down and catch the fair while you’re here. The Renaissance Fair is always a world of fun, and Maryland truly goes all out. The Renaissance Fair is definitely one of our favorite things to do in Annapolis in the Fall!

Winterbrook Farms

We adore this pumpkin patch for many reasons, including but not limited to the moonlight maze, the private campfires, and the mountain slides. This is a great day activity for any family and evening activity for anyone who wants to do a corn maze in the dark.

Walking Ghost Story Tour

This activity is exactly as exciting and off-the-wall as it sounds. Experience Annapolis in an entirely unique way by taking this 90-minute nighttime walking tour through the city to some of the most ‘haunted’ places in Annapolis. Between haunted taverns, Joe Morgue, and “The Headless Man,” this is a great way to wake you up when the sun goes down!

Book a Stay To Experience The Best Annapolis Activities in the Fall

Planning an autumn trip to Annapolis this year? Plan your trip right by picking an awesome rental home to stay in through At Home Annapolis. Just call us today at (888) 508-9661 or (435) 571-0024 and we’ll help you get started!

Your Annapolis Labor Day Weekend Vacation

Annapolis is a hotspot of beautiful sights to see and wildly fun activities. There is so much to do here, and September is a great time of year to visit. The long weekend that Labor Day provides gives you the perfect amount of time to see the best Annapolis has to offer. Here are some ideas for what to do each day to get the most out of your Annapolis Labor Day Weekend visit:


Do something crazy on the first day that will get the entire family excited about the three-day weekend in Annapolis, like a family-friendly pirate cruise with Pirate Adventures on the Chesapeake! Afterward, you can check out some of the amazing museums in town, like the Annapolis Maritime Museum. Keeping with the sailing theme, you can grab some dinner at the Boatyard Bar & Grill, a proudly nautical-themed seafood joint with an amazing vibe and even more amazing food.


Sunday is a great day to plan some peak relaxation and sight-seeing. Head to the aptly named Quiet Waters Park, where you can explore hiking trails on foot or on a bike, and even rent a kayak if you want to head out onto the water. If you pack a picnic, you can grab a shady spot under a tree and have your lunch there while you soak in the lovely weather and the scenery. Later on, head to Sandy Point State Park for one of the most gorgeous views you’ll ever lay eyes on. You can see the bridge from there, and the ocean in all its glory. Lay out some towels and chill out with some music on.


Since you’ve thoroughly enjoyed the waters, on Monday, you’ll want to enjoy the city itself! Check out local favorites like the Maryland Federation of Art for some culture, the Historic Annapolis Museum for some history, and the Old Fox Books & Coffeehouse for some afternoon coffee and a nice quiet look around a good old-fashioned bookstore. Pick up some fancy teas and spices from The Spice & Tea Exchange to take home with and maybe give out to friends as souvenirs! Top off your trip with an ice-cold craft beer from The Brass Tap on your last night in town.

Where Do I Start?

The first thing you’ll want to do is find an awesome place to stay, so you can make the most of your weekend getaway! Here at At Home Annapolis, that’s the most important thing to us. Just give us a call today at (443) 837-6870, and we’ll help you get started.

Best Dessert in Annapolis to Beat the Summer Heat

Summer is a gorgeous and lively time of year to visit Annapolis. There are a million things to do here, and you’ll find yourself on the go from the time you arrive, just trying to see it all! When you’re out and about this summer soaking in the sights and sounds of Annapolis, and you start to feel the sun beating down on you, remember these three pro-tips for defeating the summer sunshine:

Cool Off in Style with Annapolis Ice Cream

Conveniently located right on Main Street, this place is a one-stop shop for the creamiest gourmet ice cream you’ll ever taste. This company only uses the finest ingredients available; you won’t find another shop quite like in all of New England! You can even order a custom ice cream cake if you’re having an event, or even if you just want to surprise the family or your group of friends after a long warm day of summer fun in the sun with an ice cold treat to cool off with back at your rental home. This ice cream is definitely the most popular dessert in Annapolis among tourists!

Enjoy a Cold Drink by the River at Boatyard Bar & Grill

This nautical themed restaurant will start cooling you off through aesthetic alone before you even take your first sip of a refreshing ice-cold drink! Dine on crab cakes, clams, and sailor-style mussels while you take your pick from the rick drink menu. Consider trying one of the specialty drinks here, perfect for summertime, like the Fresh Fruit Crushes (made with fresh juices, triple sec, lemon soda, and your choice of lemon, grapefruit, or orange vodka), or the Boatyard’s Bloody (Tito’s Vodka, a delicious house-made Bloody Mary mix, spicy pickled green beans, pepperoncini, olive, and fresh lime).

Hit the Water for the Ultimate Cool-Down

Without a doubt, the best way to beat the sun in Annapolis will always be to head out and enjoy the pride and joy and heart of the city, the gorgeous waters of Chesapeake Bay. Take your pick between sailing, paddleboarding, or even windsurfing! Sporty activities can be hard to enjoy in the heat of the summer sun, but you don’t have to worry about that with water sports on the bay. The waves are nice, the water is refreshing, and that ocean breeze will keep you smiling in the sunshine all day long.

Book Your Annapolis Summer Vacation

The best place to start when you’re coming to Annapolis will always be with Annapolis Vacation Rentals. Get in touch with us today at (443) 837-6870 and we’ll help you get started in finding the perfect rental home to spend your summer evenings in Annapolis.