
Vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cecil County rentals with a pool
House rentals with a pool

Chestertown Watson Family Farm

Breathtaking Waterfront Now booking Fall 2025

Modern Farmhouse: Pool, Hot Tub & Pickleball

Comfort, Fun, & charming! - 5BR oasis w/ Pool

Charming 3 Bedroom with a Pool

The Hidden Gem•Heated pool•Pickleball Court

Spacious 4-bedroom house with a private pool.

The Peaceful Getaway (with private pool & hot tub)
Condo rentals with a pool

Family Friendly 2B2B one level Condo in Pike Creek

Beach Haven Hideout

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!

Best kept secret beach-condo on the Chesapeake Bay
Other vacation rentals with a pool

Cozy, Cute and Clean rowhouse w/ 2 Masters!

Beautiful Home Near Beach and Patapsco River

Carriage House in Landenberg

New Pristine Suburban Escape

Historic Victorian Queen Chesapeake City

Cording Lodge*Pool*Pickleball/Basketball court

Eagle Bunkhouse

Scenic 5BD 3.5BA Home Short Distance to Airport
Destinations to explore
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- Rentals with pools Maryland
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- Pennsylvania Convention Center
- Lincoln Financial Field
- Citizens Bank Park
- Fortescue Beach
- Oriole Park at Camden Yards
- Fairmount Park
- Dutch Wonderland
- Betterton Beach
- Longwood Gardens
- Wells Fargo Center
- Penn's Landing
- M&T Bank Stadium
- Sandy Point State Park
- Philadelphia Museum of Art
- Hampden
- 30th Street Station
- Patterson Park
- The Franklin Institute
- Caves Valley Golf Club
- Aronimink Golf Club
- Marsh Creek State Park
- Philadelphia Zoo
- French Creek State Park
- Crystal Beach Manor, Earleville, MD