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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
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Popular amenities for Calvert County rentals with a pool
House rentals with a pool
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Home in Hollywood
4.88 out of 5 average rating, 34 reviewsRiverhouse
![](https://a0.muscache.com/im/pictures/miso/Hosting-34779672/original/84033809-96f1-48a8-be60-86b2d826daae.jpeg?im_w=720)
Home in Lusby
4.92 out of 5 average rating, 71 reviewsSpacious and private waterfront, sleeps 10
![](https://a0.muscache.com/im/pictures/miso/Hosting-952935324122158320/original/893551f5-e872-467a-8a32-83b8bc17f5b9.jpeg?im_w=720)
Home in Port Republic
4.9 out of 5 average rating, 10 reviewsFamily Friendly: Hot Tub, Grill, Pool & More!
![](https://a0.muscache.com/im/pictures/miso/Hosting-48165457/original/0252b487-74f9-4a0e-a1d6-45d30e232223.jpeg?im_w=720)
Home in Sherwood
5 out of 5 average rating, 55 reviewsChesapeake Mansion-heated pool 30acre waterfront
![](https://a0.muscache.com/im/pictures/miso/Hosting-904272264858018675/original/283d9a74-e363-43cb-9a00-c74d58453d41.jpeg?im_w=720)
Home in Lusby
5 out of 5 average rating, 5 reviewsSerene and Private Waterfront Retreat w Pool
![](https://a0.muscache.com/im/pictures/8ff33d10-25da-470f-80a0-10bf0038e430.jpg?im_w=720)
Home in California
4.93 out of 5 average rating, 15 reviewsWaterfront home with pier near Solomon's Island
![](https://a0.muscache.com/im/pictures/miso/Hosting-1047323460862850824/original/a65f5b00-993c-45a1-ac33-10260b9b3b2e.jpeg?im_w=720)
Home in Lusby
5 out of 5 average rating, 7 reviewsOsprey Eyrie on the Chesapeake Bay
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-977328569113119094/original/58f4d63f-9081-4e36-bda8-09d458d7f5b4.jpeg?im_w=720)
Home in Owings
5 out of 5 average rating, 14 reviewsMills House on Patuxent River
Condo rentals with a pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-53560431/original/bbf4c1c5-345c-4083-8bb8-061432423db2.jpeg?im_w=720)
Condo in Annapolis
4.98 out of 5 average rating, 81 reviewsSummer fun in Annapolis-very low cleaning fee
![](https://a0.muscache.com/im/pictures/miso/Hosting-1115942486814637742/original/da30d8ef-b3e5-4fde-ba29-295e76a3755c.jpeg?im_w=720)
Condo in Annapolis
5 out of 5 average rating, 32 reviewsCharming Annapolis Waterfront Condo
![](https://a0.muscache.com/im/pictures/ed15b493-c28e-4430-bb5a-d83b306d07ec.jpg?im_w=720)
Condo in Annapolis
4.95 out of 5 average rating, 39 reviewsCozy Annapolis Condo
![](https://a0.muscache.com/im/pictures/miso/Hosting-711525265359247176/original/87177939-de1a-43df-9a95-51a33f618004.jpeg?im_w=720)
Condo in Annapolis
4.93 out of 5 average rating, 14 reviewsNewly Renovated 1-Bedroom on Spa Creek
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-878138903254290539/original/a110ef3f-f0e8-4819-adda-7eba745bc713.jpeg?im_w=720)
Condo in Colonial Beach
4.97 out of 5 average rating, 32 reviewsRooftop bay and river views
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-882450725747167032/original/ae5dc0e3-534f-41fa-9853-37813cab6c74.jpeg?im_w=720)
Condo in Annapolis
4.5 out of 5 average rating, 4 reviewsWalk to Main St Waterfront condo, pool, parking
![](https://a0.muscache.com/im/pictures/bd7b0cb3-efe4-4de6-ba76-16dc6d46947e.jpg?im_w=720)
Condo in Annapolis
4.96 out of 5 average rating, 232 reviewsAnnapolis Waterfront Condo - Unit #: A-203
![](https://a0.muscache.com/im/pictures/miso/Hosting-49030207/original/fa2fe855-f667-4af8-b360-be3be83a8669.jpeg?im_w=720)
Condo in Greenbelt
4.84 out of 5 average rating, 31 reviewsLovely 1-bedroom condo w/ 2 parking spots near DC
Destinations to explore
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