
Vacation rentals with a pool in Anne Arundel County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Anne Arundel County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Anne Arundel County rentals with a pool
House rentals with a pool
Superhost

Home in Pasadena
4.87 out of 5 average rating, 61 reviewsBeautiful Home Near Beach and Patapsco River
KristinaRating, 5 stars3 weeks ago
Place was great and large enough to accommodate 2 families (9 total people). We were excited to have a place with a pool but didn’t end up using it because it was a little chilly. Neighborhood was quiet and early morning walks were pleasant. Beds were comfortable too.
Guest favorite

Home in Annapolis
4.91 out of 5 average rating, 22 reviewsThe General's House
CherryRating, 5 stars1 month ago
This place is the best!! My daughter graduated from Howard University this past week so we needed a larger home for our stay. The greenery surrounding the property is beautiful. The home is large enough to host a large family but cozy enough to still feel close. Danielle keeps the pool and jacuzzi clean and functional for all guests. I could go on and on… you won’t regret staying here!!
Top guest favorite

Home in Edgewater
5 out of 5 average rating, 15 reviewsStayAhoy! | Swim spa | Fishing
AlvaroRating, 5 stars2 months ago
Perfect place to explore DC while also being close to the water (and with an amazing hot tub to relax in)
Top guest favorite

Home in Edgewater
4.98 out of 5 average rating, 60 reviewsEntire Beach House with Pool and Hot Tub
LisaRating, 5 stars5 days ago
Peggy’s house is beautiful! The inside and the outside are just wonderful! The pool, hot tub are just perfect! Wishing only that the house could sleep 6 adults plus a couple of kids. The location is just perfect!

Home in Davidsonville
4.95 out of 5 average rating, 19 reviewsAnnapolis Elegant 5* House -3 Bedrooms Sleeps 6
CharlesRating, 5 stars22 months ago
Fantastic stay. Veronica was an excellent communicator from pre-booking to check-out. House was very nice, but the pool was exceptional. Home was as described. Thanks for a great weekend.
Superhost

Home in Glen Burnie
Contemporary, luxury Townhouse
SonalRating, 5 stars20 months ago
Olga was a very nice and responsive host. The townhome was very clean and everyone had their own room and bathroom which is hard to find on Airbnb. The townhouse was easy to find and access. Overall, we had a good experience at the townhome.
Guest favorite

Home in Bowie
4.92 out of 5 average rating, 85 reviewsLuxury 4 Bedroom - Pool/HotTub/Fire Pit
KaylaRating, 5 stars2 weeks ago
My family and I enjoyed our stay here. If we are to return, we would most likely look at this house as a first option. The house is very spacious and for there to be 10 of us, we never felt piled on top of each other. the host communicated very well, from the time we booked the reservation up until it was time to check out and we really appreciate that! One main thing I would ask the host to consider is putting FULL BODY mirrors in some rooms (ie. living room/den and master bedroom) it was kind of hard trying to get dressed and make sure I looked well put together without having a full mirror to look into. Also, with all the backyard space, an in ground pool would have been nice but the above ground pool did its job. Overall the stay was about an 8/10
Top guest favorite

Home in Deale
4.89 out of 5 average rating, 18 reviewsPoolside Waterfront Retreat
CrystalRating, 5 stars4 weeks ago
This place is an absolute gem. We’ve stayed in everything from sleek modern homes to charming older properties, and this one truly stands out. Although built in the early ’90s, it has a unique colonial charm that feels timeless. The bedrooms and bathrooms were spotless and comfortable, with plenty of drawer and closet space for everyone. While it’s listed as a four-bedroom, there’s an additional upstairs room perfect for an air mattress, making it easy to accommodate up to 10 guests. What really drew us here was the peaceful setting—and it didn’t disappoint. The pool sits in front of the house, while the back opens to serene water views. Both areas offer spacious, covered and open seating to relax, rain or shine. In fact, we spent our first rainy evening on the covered back porch, just soaking in the view. We also brought our dogs, who absolutely loved having so much room to explore. The fully fenced yard gave us peace of mind, which made the stay even more relaxing. The hosts were
Condo rentals with a pool

Condo in Annapolis
4.2 out of 5 average rating, 10 reviewsUpscale Waterfront Condo Annapolis
LaurieRating, 5 stars38 months ago
What a beautiful setting! As the others have said, it's in the perfect location with a beautiful view of St. Mary's church and the Maryland statehouse dome. Freshly renovated, you'll find a fully-tiled shower in place of the usual tub/shower combo. This is a perfect place for someone who does not like stairs. Easy access in and about the condo complex. The kitchen is fully equipped for anything you'd like to do, if cooking in. There are no curtains in the windows of the living space. There is a shade in the bedroom. The bed is comfortable, as are the sofa and loveseat. My husband and I stayed here for 6 months while our house was being renovated, and we felt quite at home.
Guest favorite

Condo in Annapolis
4.96 out of 5 average rating, 54 reviewsCozy Annapolis Condo
MeghanRating, 5 stars3 weeks ago
This was an awesome stay! If you have infants their place is a must as it is easily baby proofed and has so many accessible items!
Guest favorite

Condo in Annapolis
4.89 out of 5 average rating, 62 reviewsGREAT LOCATION ON SPA CREEK
LauraRating, 5 stars9 months ago
We’ve stayed here for a few years now. His place is always clean and quiet. Beautiful location and very comfortable.
Top guest favorite

Condo in Annapolis
4.97 out of 5 average rating, 59 reviews1st Floor Condo in Annapolis
JaneRating, 5 stars1 week ago
Wow! I have stayed at a lot of Airbnbs in the Annapolis area, and this one can’t be beat! Location is amazing. Easy off street parking and then easily walk to all Eastport restaurants or over the bridge to downtown Annapolis and the Naval Academy. Beautiful view of the water and boats just steps away. Super comfortable, quiet, and spotless. Perfect for a single traveler or couple. I felt very safe and right at home! Can’t wait to return. Don’t hesitate to book!
Guest favorite

Condo in Annapolis
4.95 out of 5 average rating, 20 reviewsNewly Renovated 1-Bedroom on Spa Creek
JulieRating, 5 stars1 month ago
We had a great stay - location and such were perfect for us.
Superhost

Condo in Annapolis
4.71 out of 5 average rating, 7 reviewsWaterfront Eastport Condo w Rooftop Pool & Parking
IanRating, 5 stars1 month ago
Sean’s unit is an amazing option for those who love a great place to relax with an amazing view. Sean is a great host and very communicative.

Condo in Annapolis
4.4 out of 5 average rating, 15 reviewsA Waterfront Upscale Annapolis Condo
BruceRating, 5 stars44 months ago
We stayed a week in Annapolis in November 2021. We wanted to use this location as our base to explore the Annapolis area, the Eastern Shore and see our son in D.C. Location was excellent. Historical District, City Dock and Eastport restaurants all very walkable. Condo was on a marina and fine for our needs. Kitchen was well stocked with with pots, pans and utensils (we stayed in for dinner a couple of times). A suggestion would be to have some glassware that is not plastic and some sort of additional lighting for the dining area. Small suggestions to an otherwise very pleasant stay.
Top guest favorite

Condo in Annapolis
4.98 out of 5 average rating, 85 reviewsCharming Annapolis Waterfront Condo
JanelleRating, 5 stars1 week ago
Great host, great location. Walkable to great restaurants as right over the bridge from Main Street Annapolis. The pool is literally right in front of the apartment overlooking the water and the boats going by. The place is not huge but location, location, location.
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- Nationals Park
- The White House
- Betterton Beach
- National Mall
- Georgetown University
- 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
- Arlington National Cemetery
- Washington Monument
- Georgetown Waterfront Park
- Patterson Park
- National Air and Space Museum
- Great Falls Park
- National Harbor
- Smithsonian American Art Museum
- Lincoln Park
- Meridian Hill Park
- Congressional Country Club
- Quiet Waters Park