Accommodation with a pool in Annapolis
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Annapolis
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Annapolis rentals with a pool
House rentals with a pool
Home in New Market
4.94 out of 5 average rating, 115 reviewsHistoric Peace and Plenty Farm: Pool House
21 – 28 Oct
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
7 – 14 July
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
15 – 22 Nov
Home in Severn
4.81 out of 5 average rating, 102 reviewsLarge Home with Pool & 7 bedrooms; sleeps 21
28 Mar – 4 Apr
Home in Fairfax
4.96 out of 5 average rating, 144 reviews6BR Modern Home w/HEATED Pool & Screened in Porch
10 – 17 Jan
Home in Shady Side
4.88 out of 5 average rating, 174 reviewsCattail Landing- Photographer's Waterfront Retreat
8 – 15 Jan
Home in Saint Michaels
4.97 out of 5 average rating, 238 reviewsMiles Aweigh
4 – 11 Apr
Home in Annapolis
4.95 out of 5 average rating, 41 reviewsNaptown Suite
3 – 10 Jan
Condo rentals with a pool
Condo in McLean
4.82 out of 5 average rating, 126 reviews3 Bedroom/King-Master/Free-Parking/POOL (Rare)
28 July – 4 Aug
Condo in Oxon Hill
4.88 out of 5 average rating, 132 reviewsModern Apartments available at National Harbor
13 – 20 June
Condo in Annapolis
4.97 out of 5 average rating, 68 reviewsSpring into Annapolis-very low cleaning fee
3 – 10 Mar
Condo in Annapolis
5.0 out of 5 average rating, 6 reviewsCharming Annapolis Waterfront Condo
16 – 23 Sept
Condo in Annapolis
4.89 out of 5 average rating, 9 reviewsNewly Renovated 1-Bedroom on Spa Creek
9 – 16 Jan
Condo in Annapolis
4.94 out of 5 average rating, 35 reviewsCozy Annapolis Condo
22 – 29 Mar
Condo in Montgomery Village
4.76 out of 5 average rating, 33 reviewsHOME away HOME
6 – 13 May
Condo in Alexandria
5.0 out of 5 average rating, 6 reviewsQuiet Condo Near Alexandria ~ Ideal for long stays
25 May – 1 June
Quick stats about accommodation with a pool in Annapolis
Total rentals
40 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.5K reviews
Nightly prices starting at
$61 AUD before taxes and fees
Destinations to explore
- Baltimore Accommodation & holiday rentals
- Ocean City Accommodation & holiday rentals
- Cape May Holiday rentals
- Wildwood Holiday rentals
- Rehoboth Beach Accommodation & holiday rentals
- Arlington Accommodation & holiday rentals
- Washington Holiday rentals
- Deep Creek Lake Holiday rentals
- Philadelphia Accommodation & holiday rentals
- Jersey City Holiday rentals
- New York Accommodation & holiday rentals
- The Hamptons Holiday rentals
- Rentals with pools United States
- Rentals with pools Washington
- Rentals with pools Philadelphia
- Rentals with pools Baltimore
- Family-friendly rentals Annapolis
- Rentals with a hot tub Annapolis
- Fitness-friendly rentals Annapolis
- Rentals with a patio Annapolis
- Waterfront rentals Annapolis
- Rentals with lake access Annapolis
- Rentals with outdoor seating Annapolis
- Private suite rentals Annapolis
- Apartment rentals Annapolis
- Condo rentals Annapolis
- Rentals with a washing machine and dryer Annapolis
- Rentals with an EV charger Annapolis
- Townhouse rentals Annapolis
- Pet-friendly rentals Annapolis
- Rentals with breakfast Annapolis
- House rentals Annapolis
- Kid-friendly rentals Annapolis
- Monthly Rentals Annapolis
- Rentals with a fire pit Annapolis
- Rentals with a fireplace Annapolis
- Rentals with beach access Annapolis
- Rentals with pools Maryland
- Rentals with pools Anne Arundel County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom