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- Vacation Rentals with Pools
Middletown Vacation Homes and Villas with Pools
Find Luxury Places to Stay Near Middletown with a Swimming Pool
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People Visiting Middletown Also Like
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About Middletown Vacation Rentals with Pools on PickleTrip
Swimming pools are a great way to cool off during the hot summer months or to enjoy a relaxing soak after a long day of activities. At PickleTrip™, we offer a wide range of vacation rentals with swimming pools in Middletown to suit all types of travelers. Whether you are looking for a private pool for a family vacation, or a communal pool to share with other guests, we have something for all pickleball enthusiasts and every traveler.
Our vacation rentals with swimming pools come in all shapes and sizes to suit your needs and budget. From luxury villas with private infinity pools to cozy cabins with communal hot tubs, our rentals have something for everyone. We also offer a range of amenities such as WiFi, hot tubs, self-catering, and more to make your stay as comfortable as possible. Browse our selection of vacation rentals with swimming pools in Middletown and book your next vacation today!
Frequently Asked Questions About Middletown Rentals with Pools
There are a lot of options in Middletown. If you plan on staying in the Middletown area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals with Pools in Middletown:
- Charming "Cream of the Crop" Cape ~❤️of Middletown
- Countryside Cabin with Mountain Views near Surreybrooke Gardens
- Sunny And Cozy Little Lodge With A Spectacular View Of The Blue Ridge Mountains
- Luxury Cabin Nestled In The Beautiful Blue Ridge Mountains
- INDULGE - FRESH FLOWERS, MANY AMENITIES
- Historic Jefferson Farmhouse - Hike, Bike & Raft!
- Enjoy the serenity of our cozy forest lodge by the Frederick Watershed
- 3-bedroom house in charming Boonsboro with WiFi, AC, and a gorgeous view!
- Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
- Boutique Space at Marble Ridge
- Private remodeled house rent weekends, weekly, monthly. Country/Equine setting
- Harmony Lodge nestled in wooded tranquility!
- Hot Tub/Fire Pit/Grill/Balcony/Large Porch/Summertime Pool/Ask About Events
- Sunny And Cozy Little Lodge With A Spectacular View Of The Blue Ridge Mountains
- Modern Townhome 4 Mi to Downtown Frederick!
- Historic Boonsboro Vacation Rental w/Grill
- Historic Boonsboro Vacation Rental with Grill
See all pet-friendly luxury rentals in Middletown on PickleTrip
- Private remodeled house rent weekends, weekly, monthly. Country/Equine setting
- Harmony Lodge nestled in wooded tranquility!
- Hot Tub/Fire Pit/Grill/Balcony/Large Porch/Summertime Pool/Ask About Events
- Sunny And Cozy Little Lodge With A Spectacular View Of The Blue Ridge Mountains
- Modern Townhome 4 Mi to Downtown Frederick!
- Historic Boonsboro Vacation Rental w/Grill
- Historic Boonsboro Vacation Rental with Grill
