Vacation rentals with a pool in Calvert County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Calvert County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Calvert County rentals with a pool
House rentals with a pool
Home in Hollywood
4.85 out of 5 average rating, 27 reviewsRiverhouse
Feb 16 – 23
Home in Lusby
4.91 out of 5 average rating, 67 reviewsSpacious and private waterfront, sleeps 10
Nov 21 – 28
Home in California
4.93 out of 5 average rating, 14 reviewsWaterfront home with pier near Solomon's Island
Oct 20 – 27
Home in Sherwood
5.0 out of 5 average rating, 51 reviewsChesapeake Mansion-heated pool 30acre waterfront
Jan 15 – 22
Home in Lusby
5.0 out of 5 average rating, 5 reviewsSerene and Private Waterfront Retreat w Pool
Apr 19 – 26
Home in Owings
5.0 out of 5 average rating, 10 reviewsMills House on Patuxent River
Nov 6 – 13
Home in Port Republic
4.75 out of 5 average rating, 4 reviewsFamily Friendly: Hot Tub, Grill, Pool & More!
Jan 10 – 17
Home in Prince Frederick
4.75 out of 5 average rating, 32 reviewsThe Hideaway on the Patuxent River
Oct 18 – 25
Condo rentals with a pool
Condo in Annapolis
4.97 out of 5 average rating, 68 reviewsSpring into Annapolis-very low cleaning fee
Dec 22 – 29
Condo in Annapolis
5.0 out of 5 average rating, 7 reviewsCharming Annapolis Waterfront Condo
Sep 24 – Oct 1
Condo in Colonial Beach
5.0 out of 5 average rating, 24 reviewsRooftop bay and river views
Sep 26 – Oct 3
Condo in Annapolis
4.89 out of 5 average rating, 9 reviewsNewly Renovated 1-Bedroom on Spa Creek
Apr 5 – 12
Condo in Annapolis
4.94 out of 5 average rating, 36 reviewsCozy Annapolis Condo
Jan 28 – Feb 4
Condo in Annapolis
4.5 out of 5 average rating, 4 reviewsWalk to Main St Waterfront condo, pool, parking
Oct 7 – 14
Condo in Annapolis
4.96 out of 5 average rating, 214 reviewsAnnapolis Waterfront Condo - Unit #: A-203
Aug 20 – 27
Condo in Greenbelt
4.83 out of 5 average rating, 30 reviewsLovely 1-bedroom condo w/ 2 parking spots near DC
May 31 – Jun 7
Destinations to explore
- Rentals with pools United States
- Rentals with pools Washington
- Rentals with pools Baltimore
- Rentals with pools Maryland
- Rentals with pools Maryland
- House rentals Calvert County
- Rentals with beach access Calvert County
- Rentals with lake access Calvert County
- Rentals with a fireplace Calvert County
- Apartment rentals Calvert County
- Cottage rentals Calvert County
- Monthly Rentals Calvert County
- Rentals with a washer and dryer Calvert County
- Beachfront rentals Calvert County
- Rentals with a kayak Calvert County
- Rentals with breakfast Calvert County
- Waterfront rentals Calvert County
- Fitness-friendly rentals Calvert County
- Kid-friendly rentals Calvert County
- Rentals with a hot tub Calvert County
- Family-friendly rentals Calvert County
- Rentals with outdoor seating Calvert County
- Pet-friendly rentals Calvert County
- Rentals with a fire pit Calvert County
- Rentals with a patio Calvert County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes