
Holiday rentals with a pool in Cecil County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Cecil County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Cecil County rentals with a pool
House rentals with a pool
Top guest favourite

Home in Chestertown
5 out of 5 average rating, 26 reviewsChestertown Watson Family Farm
Guest favourite

Home in Strasburg
4.94 out of 5 average rating, 143 reviewsFindley Farm View Cottage (Outdoor Pool!)
Top guest favourite

Home in Elkton
5 out of 5 average rating, 11 reviewsBreathtaking Waterfront Now booking Fall 2025
Top guest favourite

Home in Quarryville
5 out of 5 average rating, 25 reviewsModern Farmhouse: Pool, Hot Tub & Pickleball
Guest favourite

Home in Chesapeake City
4.9 out of 5 average rating, 99 reviewsThe Mint Cottage in Chesapeake City
Superhost

Home in Newark
4.83 out of 5 average rating, 76 reviewsSpacious 4-bedroom house with a private pool.
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Home in Pasadena
5 out of 5 average rating, 3 reviewsWaterfront Poolside Escape
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Home in Millington
4.87 out of 5 average rating, 69 reviewsThe Peaceful Getaway (with private pool & hot tub)
Apartment rentals with a pool

Apartment in Camden
4.37 out of 5 average rating, 57 reviewsNYC style studio apt with Queen Sleeper Sofa
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Apartment in Betterton
4.92 out of 5 average rating, 38 reviews3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!

Apartment in Wilmington
5 out of 5 average rating, 4 reviewsFamily Friendly 2B2B one level in Pike Creek 19808
Top guest favourite

Apartment in Betterton
5 out of 5 average rating, 21 reviewsBeach Haven Hideout
Guest favourite

Apartment in Betterton
4.91 out of 5 average rating, 23 reviewsBest kept secret beach-condo on the Chesapeake Bay
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- Pennsylvania Convention Center
- Lincoln Financial Field
- Fortescue Beach
- Citizens Bank Park
- Betterton Beach
- Fairmount Park
- Penn's Landing
- Longwood Gardens
- Oriole Park at Camden Yards
- Wells Fargo Center
- Dutch Wonderland
- Hampden
- M&T Bank Stadium
- Sandy Point State Park
- Philadelphia Museum of Art
- The Franklin Institute
- Philadelphia Zoo
- Patterson Park
- 30th Street Station
- Aronimink Golf Club
- French Creek State Park
- Marsh Creek State Park
- Independence Hall
- Valley Forge National Historical Park