
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.
Holiday 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

Findley Farm View Cottage (Outdoor Pool!)

New Pristine Suburban Escape

Breathtaking Waterfront Now booking Fall 2025

Modern Farmhouse: Pool, Hot Tub & Pickleball

The Mariner's House

The Hidden Gem•Heated pool•Pickleball Court

Spacious 4-bedroom house with a private pool.
Apartment 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 holiday rentals with a pool

Cozy, Cute and Clean rowhouse w/ 2 Masters!

Carriage House in Landenberg

Historic Victorian Queen Chesapeake City

Spacious Wing of Rustic Farmhome

Cording Lodge*Pool*Pickleball/Basketball court

Quiet Getaway with pool!

Scenic 5BD 3.5BA Home Short Distance to Airport

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