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Vacation 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.
Vacation 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/6ed32ad5-c7dd-43bf-b630-6a1670fadfbb.jpg?im_w=720)
Home in New Market
4.93 out of 5 average rating, 119 reviewsHistoric Peace and Plenty Farm: Pool House
![](https://a0.muscache.com/im/pictures/miso/Hosting-42143060/original/887ebcb5-bf18-4e3f-88e3-d17ab72c33cc.jpeg?im_w=720)
Home in Stevensville
5 out of 5 average rating, 107 reviewsChesapeake Bay Waterfront ARTectural Home w/ 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, 240 reviewsMiles Aweigh
![](https://a0.muscache.com/im/pictures/miso/Hosting-43611440/original/ab9e6dc0-9ef1-4c16-bac1-fd6fb2c019ea.jpeg?im_w=720)
Home in Cambridge
4.96 out of 5 average rating, 102 reviewsWaterfront, Fabulous Home for Families with Pool!
![](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, 124 reviewsHouse in Edgewater Maryland
![](https://a0.muscache.com/im/pictures/ef2a6092-e810-4e07-93a7-6db3c21d4963.jpg?im_w=720)
Home in Oakland
4.95 out of 5 average rating, 196 reviewsPrivate|Waterfalls&Lake|PoolAccess|Firewood|HotTub
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-13250119/original/5ed26f5d-71a6-45f9-84e9-5f484c1b45f7.jpeg?im_w=720)
Home in Severn
4.81 out of 5 average rating, 108 reviewsLarge Home with Pool & 7 bedrooms; sleeps 21
![](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, 114 reviewsIndoor pool/spa nestled in Southern Md. woods.
Condo rentals with a pool
![](https://a0.muscache.com/im/pictures/4bef2a52-502c-4bd1-a959-73e261723579.jpg?im_w=720)
Condo in Ocean City
4.89 out of 5 average rating, 169 reviews🌊Oceanfront studio w/ amazing views & amenities🏖
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-18653146/original/d16e2b0b-0a14-4f35-bf7f-85f0509903bd.jpeg?im_w=720)
Condo in Ocean City
4.91 out of 5 average rating, 265 reviewsOcean Front 802 Midtown Oasis Pool & Parking
![](https://a0.muscache.com/im/pictures/miso/Hosting-548025733681257558/original/0095602e-7e5a-4c79-a748-6625983cfbf2.jpeg?im_w=720)
Condo in Ocean Pines
4.96 out of 5 average rating, 121 reviewsQuiet Waterview Hideaway
![](https://a0.muscache.com/im/pictures/miso/Hosting-42936988/original/eaf6b6a3-5404-44aa-82e0-dae602a582b6.jpeg?im_w=720)
Condo in Ocean City
4.83 out of 5 average rating, 147 reviewsRomantic Beach Inscape-Best Ocean View+Heated Pool
![](https://a0.muscache.com/im/pictures/07eadf45-274e-4b47-89c5-9b91f328a5db.jpg?im_w=720)
Condo in Ocean City
4.85 out of 5 average rating, 119 reviewsBayfront Family Friendly Beach Condo w/BoatSlip
![](https://a0.muscache.com/im/pictures/a6d7e231-39b5-4443-b5ff-0463dfa7431a.jpg?im_w=720)
Condo in Ocean City
4.99 out of 5 average rating, 190 reviewsCozy oceanfront condo with stunning ocean views
![](https://a0.muscache.com/im/pictures/e2ee2f86-d2b4-462a-a800-a81155e0026c.jpg?im_w=720)
Condo in Ocean City
4.88 out of 5 average rating, 156 reviewsPrime Condo North OC 2 Blocks to Beach w/ Pool
![](https://a0.muscache.com/im/pictures/af02e9cc-c6d8-4859-8d35-46776c65fd84.jpg?im_w=720)
Condo in Ocean City
4.94 out of 5 average rating, 236 reviewsNice 2 BR Oceanfront, Year Round Fun & Amenities!
Destinations to explore
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