
Vacation rentals in Middletown
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Top-rated vacation rentals in Middletown
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Middletown vacation rentals
Other great vacation rentals in Middletown
Guest favorite

Home in Margaretville
4.98 out of 5 average rating, 59 reviewsApple Hill: Sweet cottage with hot tub and views
Guest favorite

Cabin in Arkville
4.9 out of 5 average rating, 100 reviewsMountain View Hideaway
Superhost

Home in Fleischmanns
4.81 out of 5 average rating, 16 reviewsBelleayre Barn: 1900s Barn w/ Hot Tub + Mtn Views
Guest favorite

Home in Margaretville
4.97 out of 5 average rating, 32 reviewsModern Catskills Escape w/ Hot tub, Creek, & Views
Guest favorite

Dome in Roxbury
5 out of 5 average rating, 91 reviewsLuxury Designer Dome Private Oasis in Catskills
Top guest favorite

Home in Margaretville
5 out of 5 average rating, 18 reviewsLuxurious A-Frame Escape in the Catskills
Top guest favorite

Cabin in Margaretville
4.98 out of 5 average rating, 47 reviewsMtn Top Cabin w/ Stunning Views, Skiing, Hot Tub
Top guest favorite

Bungalow in Margaretville
4.95 out of 5 average rating, 40 reviewsDog Days Blue Skies Lazy Day Midweek Specials
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Mississauga Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Hunter Mountain
- Bethel Woods Center for the Arts
- Glimmerglass State Park
- Minnewaska State Park Preserve
- Belleayre Mountain Ski Center
- The Kartrite Resort & Indoor Waterpark
- Howe Caverns
- Resorts World Catskills
- John Boyd Thacher State Park
- Zoom Flume
- Walkway Over the Hudson State Historic Park
- Villa Roma Ski Resort
- Windham Mountain
- Hunter Mountain Resort
- Opus 40
- Thaddeus Hait Farm
- Plattekill Mountain
- National Baseball Hall of Fame and Museum