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Holiday rentals with a pool in Maryland
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Maryland
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 Maryland rentals with a pool
House rentals with a pool
![](https://a0.muscache.com/im/pictures/airflow/Hosting-15205495/original/3e4a7777-2362-471d-b68f-9df1afe2d5f9.jpg?im_w=720)
Home in Saint Michaels
4.97 out of 5 average rating, 244 reviewsMiles Aweigh
![](https://a0.muscache.com/im/pictures/6ed32ad5-c7dd-43bf-b630-6a1670fadfbb.jpg?im_w=720)
Home in New Market
4.94 out of 5 average rating, 124 reviewsHistoric Peace and Plenty Farm: Pool House
![](https://a0.muscache.com/im/pictures/miso/Hosting-52172926/original/b5666f0a-00d3-44e5-b9d3-a3dd97769178.jpeg?im_w=720)
Home in Edgewater
4.94 out of 5 average rating, 126 reviewsHouse in Edgewater Maryland
![](https://a0.muscache.com/im/pictures/34453ffe-e3ff-45cd-949d-94b2c97dee93.jpg?im_w=720)
Home in Queenstown
4.82 out of 5 average rating, 148 reviewsBay Breeze Retreat
![](https://a0.muscache.com/im/pictures/d08fe3ce-4165-4def-a878-55139e298a5b.jpg?im_w=720)
Home in Chesapeake Beach
4.91 out of 5 average rating, 117 reviewsIndoor pool/spa nestled in Southern Md. woods.
![](https://a0.muscache.com/im/pictures/miso/Hosting-48773444/original/43f40664-a0ed-4922-a68d-8d3b0f4a8934.jpeg?im_w=720)
Home in Ocean City
4.94 out of 5 average rating, 166 reviewsRight behind Alley Oops & Crab Bag. Walk to beach
![](https://a0.muscache.com/im/pictures/8ff4c889-066a-4086-8f49-a56251b73394.jpg?im_w=720)
Home in Harwood
4.94 out of 5 average rating, 122 reviewsLuxury Home, Sleeps 15, Private Pool, Close to DC
![](https://a0.muscache.com/im/pictures/4260e7ac-09a3-46cd-8b01-9ebcba69a107.jpg?im_w=720)
Home in Berlin
4.79 out of 5 average rating, 185 reviewsOC, Md great amenities in community, near beaches
Apartment rentals with a pool
![](https://a0.muscache.com/im/pictures/e2ee2f86-d2b4-462a-a800-a81155e0026c.jpg?im_w=720)
Apartment in Ocean City
4.89 out of 5 average rating, 164 reviewsPrime Condo North OC 2 Blocks to Beach w/ Pool
![](https://a0.muscache.com/im/pictures/129f1349-be88-4f20-8d70-76c96cc945cc.jpg?im_w=720)
Apartment in Ocean City
4.92 out of 5 average rating, 101 reviewsThe Penthouse Oasis (Bring own linens) Hidden Gem
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-18653146/original/d16e2b0b-0a14-4f35-bf7f-85f0509903bd.jpeg?im_w=720)
Apartment in Ocean City
4.91 out of 5 average rating, 271 reviewsOcean Front 802 Midtown Oasis Pool & Parking
![](https://a0.muscache.com/im/pictures/miso/Hosting-552766983673172853/original/6cc0c95d-1de6-466b-bff8-dbf42150f12b.jpeg?im_w=720)
Apartment in Ocean City
4.94 out of 5 average rating, 185 reviewsGorgeous Oceanfront Condo- Beach, Pool, Hot Tub!
![](https://a0.muscache.com/im/pictures/a6d7e231-39b5-4443-b5ff-0463dfa7431a.jpg?im_w=720)
Apartment in Ocean City
4.99 out of 5 average rating, 195 reviewsCozy oceanfront condo with stunning ocean views
![](https://a0.muscache.com/im/pictures/07eadf45-274e-4b47-89c5-9b91f328a5db.jpg?im_w=720)
Apartment in Ocean City
4.85 out of 5 average rating, 124 reviewsBayfront Family Friendly Beach Condo w/BoatSlip
![](https://a0.muscache.com/im/pictures/miso/Hosting-42936988/original/eaf6b6a3-5404-44aa-82e0-dae602a582b6.jpeg?im_w=720)
Apartment in Ocean City
4.83 out of 5 average rating, 150 reviewsRomantic Beach Inscape-Best Ocean View+Heated Pool
![](https://a0.muscache.com/im/pictures/88e48589-8e70-48d6-aa0d-ecdfc6165357.jpg?im_w=720)
Apartment in Ocean City
4.91 out of 5 average rating, 263 reviewsWight Bay Unit 245
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