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 the waterpark to canoeing to exploring the Bay’s inlets in your own boat – if your idea of a vacation is lounging by your own 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 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, be sure to browse our incredible selection of houses 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. 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 open floorplans, plentiful windows to soak up the sun, let in the cool evening breezes, and 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 garden areas, backyard entertaining venues with grills and outdoor seating, spacious porches, and balconies with 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 TV’s, and streaming entertainment platforms; sumptuous master suites; large bedrooms and additional private bathrooms; course comfortable living rooms; and of course multiple dining areas, inside and out. Each rental is cleaned and sanitized before and after each stay. The only thing missing is you!
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!
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.
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!