
House holiday rentals in Queen Anne's County
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Top-rated house rentals in Queen Anne's County
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Popular amenities for Queen Anne's County house rentals
House rentals with a pool

Chestertown Watson Family Farm
We had a great time. The view is one of the best we have stayed at. The hosts have thought of almost everything you could need or want to do. Our kids wanted to come back just to do more of the activities. The interior is obviously dated but it is thoughtful, functional, and clean. We felt cozy and at home! We will be back!

Pintail Point Cottage
Beautiful location. Cottage was nice and cozy.

Rockfish Keeper
It was a great stay after a long day roaming around Washington DC and Maryland. The accommodation was clean and nicely decorated with very inspiring words of wisdom providing a cozy and comfortable retreat throughout our stay. Kelly has been very informative and detailed on the instructions to help us on a very smooth check in and check out process. The location was fantastic and quiet neighborhood. Overall, we had a wonderful time and would highly recommend this place to anyone looking for a memorable Airbnb experience!"

The Mariner's House
Wonderful property with lots of amenities!

Waterfront Farmhouse Meets Modern Luxury
The house is beautiful and worked well for our family. The host was very helpful and responded quickly to any questions we had. The grounds are lovely and very peaceful. Pictures don’t do this property justice.

10 Minutes to St. Michaels with a Private Pool
This home gave us something we hadn’t experienced before: a vacation with two small children that actually felt like a vacation! From the moment we arrived, we were blown away by how perfectly suited the home is for families with young kids. The pool has a shallow platform area that our toddlers could safely enjoy, and the expansive, beautifully maintained yard gave them plenty of space to run and play freely along with a swing and hammock. Inside, the house is just as exceptional. The layout is thoughtfully designed, with a separate bedroom wing that allowed us to put the kids to bed and then relax in the evenings without worrying about noise. Every detail felt intentional and welcoming, and the water views were absolutely stunning. The home is just a short drive from the charming town of St. Michael’s, which we loved exploring. This trip was such a joy for our entire family, and we’re already talking about when we can come back. Highly, highly recommend!

Bayside Escape
Our family of 3 had an amazing vacation on our 4 day stay. It was so peaceful and relaxing. The place was exceptionally clean and organized with everything needed. Amazing views on the water and pool was great. We had some rainy weather but still managed enough dry time to enjoy the pool and outdoors

The Peaceful Getaway (with private pool & hot tub)
Perfect for a family getaway and retreat. Love how child friendly their home was as well!
Weekly house rentals

Annapolis USNA Cottage Waterfront Pier Cozy Escape
Very quiet location but not far from amenities. The home had an attention to detail that not all air bnbs do (for example enough towel hooks for everyone staying!) as well as basic cooking amenities

Spacious waterfront home private pier dog-friendly
The accommodations did not disappoint! Fabulous view, fun choices to take advantage of on the water, great neighborhood and local seafood restaurants! Our family gathering was memorable as a result of this venue! Will be sure to return!

Lovely Home in Chestertown With Free EV Charging
Perfect place for our during a nearby wedding. Teddi was always responsive, pleasant, and helpful.

Away at the Bay: New Home on the Chesapeake Bay!
Cannot put into words how wonderful our time was at Away at the Bay! Just left my soon-to-be SILs bachelorette trip and the entire weekend was nothing short of incredible. Thank you so much to Ryan and Eric for creating such a wonderful experience in a place that truly feels like home but BETTER! Memories we will cherish forever.

Simple Living on the Pond
Lovely house in a beautiful and peaceful setting. Well equipped kitchen, bathroom and cozy, comfortable bedding and beds! I recommend Diana’s place for a peaceful and relaxing stay.

Screened Porch | Near Bay Bridge & USNA | Big Yard
Karin was very responsive to our last minute booking. The house was as described and directions were clear. We cannot thank the hosts for assisting us during a difficult time.

Cozy 1920's Bungalow Near Water/Local Attractions
We had a wonderful stay and the host was very accommodating! Her flexibility was good and location is great for getting around rockhall! I would recommend this place

In Town, Rock Hall, Fenced-In Yard, 1 blk to Water
We loved our stay in Rock Hall! It was our 3rd trip to the area and Jim's place was our favorite. We loved walking and biking everywhere including the restaurants and the beach! The front porch and back patio were great outside spots to relax. We enjoyed grilling dinner one night and using the yard games in the shed. We hope to be back soon!
Private house rentals

Cozy home with Screened Porch, Min from Weddings
Great little place. Convenient to the island and the venues

Bay Beach Oasis
Not only was our stay reasonably priced it was spacious and well equipped. Check out the Bed & Breakfast that is directly behind the house for a good bite to eat! A nice perk was the small community beach was in walking distance.

Beautifully remodeled home in Historic Chestertown
This was a lovely place to stay on the eastern shore of Maryland. The house was clean and a perfect place to stay the night before our triathlon.

River front cottage with private dock & water fun
The home was lovely, right on the river, and felt....homey. It was the kind of place I would have if I had a home on the river. There were friendly neighbors who gave us some advice on what to do/not to do in the area and we had a lovely time. This might just be an annual trip for me and my extended family.

Chessie Cottage - Chesapeake Bay
We had the BEST time staying at this beautiful home this past weekend while we were in town for a wedding. The location is absolutely perfect for a peaceful weekend on the water and this house is a DREAM. Thank you so much for letting us stay at your incredible home!

Unwind on the Wye River
Beautiful and well maintained property. This is not an investment property Airbnb, this is someone’s personal vacation home and it shows in the attention to details and how well maintained it is. John also went above and beyond for our stay with a special request. We hope to return for our next golf trip to Queenstown Harbor.

Historic 19th Century Eastern Shore Farmhouse
This historic property in Maryland is an amazing find. The property is a lovely two plus acres with many cozy retreats to stop and take in the wonderful trees. If you want a more rigorous outdoor experience, there is a lovely park 5 minutes away and a larger area with an arboretum about 15 minutes away. It is an easy walk into downtown which has several restaurants. The hosts have thought of everything, and I do mean everything. The character of the house is exceptional, but it is comfortable not stuffy. Lots of amazing artwork and books throughout. The kitchen is fully stocked and comfortable to eat or cook in. The rain shower in the bathroom was delightful and the beds are comfortable. It was a perfect place to have a mini family reunion for a few days. We will be visiting the house again

Chesapeake Bay, Waterfront Home near Baltimore
I had a wonderful weekend stay at Erika's house! The house was nice and comfortable and the location was perfect. We walked to both of the restaurants, which were great, and both had playground areas for kids. We used Erika's kayaks to paddle to Pleasure Island which was the highlight of our trip! I would recommend staying here for a fun stay on the water.
Destinations to explore
- Rentals with a patio Queen Anne's County
- Rentals with lake access Queen Anne's County
- Rentals with pools Queen Anne's County
- Rentals with a kayak Queen Anne's County
- Kid-friendly rentals Queen Anne's County
- Rentals with a washing machine and dryer Queen Anne's County
- Rentals with beach access Queen Anne's County
- Rentals with outdoor seating Queen Anne's County
- Pet-friendly rentals Queen Anne's County
- Rentals with a hot tub Queen Anne's County
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- Nationals Park
- The White House
- Betterton Beach
- National Mall
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Hampden
- District Wharf
- Smithsonian National Museum of Natural History
- M&T Bank Stadium
- Sandy Point State Park
- Washington Monument
- Patterson Park
- National Air and Space Museum
- Smithsonian American Art Museum
- Lincoln Park
- Meridian Hill Park
- Quiet Waters Park
- Crystal Beach Manor, Earleville, MD
- Caves Valley Golf Club
- Maryland Renaissance Festival
- Flounder Pavilion Beach Front - Sandy Point State Park
- Library of Congress
- Heritage Shores