While Annapolis is a year-round destination, many of our visitors come in the middle of the summer to enjoy the fabulous boating and water sports on our local rivers and the grand Chesapeake Bay. While there is plenty to do – from splashing around at the waterpark to kayaking and canoeing to exploring the Bay’s inlets in your own boat – if your idea of a vacation is lounging by your own private pool, we’ve got you covered. While all of At Home Annapolis’ vacation rentals come with the most modern amenities and luxuries, we also offer a selection of vacation houses for rent in Annapolis MD that include your very own pool. These homes also provide more isolation and are much quieter than a hotel room. So whether you are a family of four looking for some fun in the sun, or a large group looking to host a summer gathering, and a pool is a requirement for your vacation stay, be sure to browse our incredible selection of houses with pools and spas for rent in the Annapolis MD area!
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Water, Water Everywhere
From West Annapolis to the charming waterfront suburbs of Bay Ridge, if you are looking for a modern vacation rental with all the convenience of home and the luxury of a 4-star hotel, look no further than our selection of Annapolis vacation homes with their own pools. From lap pools to garden oases, there is something for everyone. Our vacation home rentals offer a wide variety of pool features, with Olympic sized in-ground pools, smaller, more intimate in-ground bathing pools, saltwater pools, and spas; we have it all. And all of these refreshing pools and spas are surrounded with plenty of loungers, comfy chairs, and dining sets so you can spend the entire day out by the pool, including dining al fresco under the stars. And if you plan on doing a lot of sightseeing on foot while you’re here, be sure to look for vacation homes with hot tubs to ease those aching muscles at the end of the day.
Starting with several 4-bedroom properties, we also feature larger estates with as many as 6 bedrooms and room to sleep as many as 17 adults (we call dibs on the pool house!). All of the Annapolis MD houses for rent feature bright, open floorplans, with plentiful, expansive windows to soak up the sun, let in the cool evening breezes, and to enjoy the scenic views of the Chesapeake and the greater Annapolis area. Outdoor spaces are at a premium and many of our vacation houses for rent in Annapolis MD feature expansive grassy backyards with shady, old-growth hardwoods, garden areas, backyard entertaining venues with grills and outdoor seating, spacious porches, and balconies with hammocks and recliners – perfect for watching the sailboat races on the Bay – or all of the above! But, most importantly for the summer vacationer, they all boast their very own pools.
Luxury Meets Convenience in Our Annapolis Vacation Homes
With your own pool on site, you won’t ever have to leave your vacation compound during your summer break (though Annapolis has plenty to entice you!). All of our Annapolis vacation homes feature modern amenities like state-of-the-art, fully stocked kitchens; entertainment centers with a home stereo, big screen TVs, and streaming entertainment platforms; sumptuous master suites (many with private balconies and porches and amazing water views); large bedrooms and additional private bathrooms; comfortable, spacious living rooms; and of course multiple dining areas, inside and out, so you can seat everyone in your group comfortably. And many of our vacation homes offer additional amenities like Game Rooms, Home Theaters, therapeutic Zen gardens, large grassy backyards that your kids and four legged friends will love, outdoor kitchens, fire pits, gas, and charcoal grills, and even putting greens. Plus, each rental is cleaned and sanitized before and after each stay. The only thing missing is you and your family and friends!
Venturing Off the Compound
As much as there is to do within the boundaries of one of our At Home Annapolis Maryland vacation rentals with a pool, you will still want to get out and explore the beauty of our bayside city. You’ve traveled quite far to get here, why wouldn’t you want to see Annapolis? Historic, artistic, and sophisticated, but still offering a playful side, our town is a mecca of beauty and excitement! And every inch of these cobblestone streets is overflowing with history.
Take a tour of the Thomas Point Shoal Lighthouse built in 1875 when you visit the Annapolis Maritime Museum for a glimpse into the past or, if you’re visiting March 21st through March 24th, take part in the Annapolis Film festival for a peek into the future: Over 80 films from all over the world will be previewed with ticket prices starting at $15 per individual film.
Explore the history of the often-overlooked middle class with a visit to Hogshead, a home with a gambrel roof constructed of wood and built in the early days of our nation. This home style was originally constructed for the middle-class families of the time but wasn’t built to last. Hogshead was renovated in the 1970s to ensure that it continues to stand the test of time. Open for tours from March to December on weekends only, this charming structure should be moved to the top of your bucket list of things to do in Annapolis.
Other interesting house museums include the Banneker-Douglas Museum, (named for black social crusader Frederick Douglas and black scientist Benjamin Banneker), the Hammond-Harwood House (an Anglo-Palladian masterpiece with amazing woodcarving and plaster detailing), and the William Paca House and Garden—the restored 18th century home of William Paca, a signer of the Declaration of Independence). And history buffs won’t want to miss the Museum of Historic Annapolis, with exhibits on the 400+ year history of Annapolis and its inhabitants.
Of course, one of the main attractions in Annapolis the U.S. Naval Academy. While you’re in town, you must take a tour of the museum (home to a world-class collection of warship models), watch the midshipmen march in formation, then take a guided walking tour of the campus where you’ll learn about the Academy’s naval history as you wander through the gardens admiring the Academy’s beautiful Beaux-Arts architecture. And while you’re touring the Academy, take a look across the river for the Maryland WWII Memorial. Facing the Severn River and the Naval Academy, this impressive memorial forms an amphitheater that is surrounded by columns and granite slabs etched with the names of the 6,454 Marylanders who died in WWII. And we should mention historic St. John’s College too, the third oldest college in the country and well worth a visit.
You can get your steps in as you walk around the beautiful Annapolis Historic District, down cobblestone streets, past quaint shops, churches, bars, and restaurants set in historic structures spanning hundreds of years. The Annapolis Historic District was established over fifty years ago, and over 260 historic residences and public buildings have color-coded markers on their facades to make their architectural styles easier to identify. Just pick up a Historic Marker Brochure at the Visitor’s Center and you’ll be an expert on Annapolis architectural history in no time.
Combine history and nature with a visit to Historic London Town and Gardens. Take a step back in time when you tour the National Landmark William Brown House, then wander through the landscaped, woodland gardens of this 23-acre park, strolling past magnolias, camellias, wildflowers, and more. Or make a stop at the Annapolis Maritime Museum and the 12-acre waterfront park surrounding it.
Venturing Off the Compound and Enjoying the Outdoors
Besides the historic gun battery and barracks, Fort Smallwood Park offers visitors a fishing pier (great for fishing, birdwatching and people watching), an accessible playground, beaches, walking trails and plenty of scenic views. The fort is located at the tip of peninsula where the Patapsco River and Rock Creek meet the Chesapeake Bay and was a vital part of the area’s coastal defense from 1890 until the late 1920s.
Annapolis is centered on the water, and on sailing, so why not get in on the action? Have fun while sightseeing when you book a sailing cruise. The Annapolis Sailing Cruises: Schooner Woodwind cruise is a two-hour sailing adventure on a 74-foot wooden schooner, with views of Annapolis, the Naval Academy and more. Or book a cruise on a paddleboat tour and cruise along Spa Creek, the Severn River, Chesapeake Bay and more.
Delicious Detours
As you explore the sights and sounds of Annapolis, hunger pangs will soon have you taking delicious detours from your activities, and in our eyes, it’s the flavors of the region that often enhance your memories of the vacation. And while seafood is often first on our guest lists of foods to try (our crab cakes will change your life!), that doesn’t mean you have to ignore all the other flavors we offer.
Try places like Jalapeños, offering sangria and adding spice to their extensive menu of Mexican and Spanish dishes. Located at 85 Forest Drive, even our visitors from the West Coast enjoy the delicious dishes served here. If you’re intent on staying with the seafood motif, try the Ceviche Levantino, a dish created from fresh and sweet shrimp, scallops, and calamari. Another international favorite of locals and visitors is Lemongrass, a Thai restaurant located at 167 West Street. Serving classic Thai dishes with a modern twist, their ingredients are fresh and local, and their Pad Thai is world famous!
And of course, if your vacation rental home is also on the water, you can catch your own crabs, and make your own crab cakes in your rental’s gourmet kitchen to enjoy as you dine out by the pool with that beautiful water view as a backdrop. And, if you didn’t catch enough crab for your entire group, don’t worry. Stop by the Annapolis Seafood Market for all kinds of crab, fresh fish and shellfish, or order from their menu of cooked foods like fried calamari or catfish, sandwiches and soups.
Several of our vacation houses for rent in Annapolis MD are available at special rates, so be sure to browse our website and make your choice, today! Click here to learn more about us.
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