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

Home in Otisville
4.82 out of 5 average rating, 17 reviews3BedRM Cozy home Otisville Middletown Deer Park

Place to stay in Goshen
4.7 out of 5 average rating, 91 reviewsGroovy Digs for a unique stay on Murray Hill

Flat in Middletown
5 out of 5 average rating, 4 reviewsModern Oasis Suite
Top guest favourite

Cabin in Wurtsboro
4.97 out of 5 average rating, 63 reviewsEscape to a Streamside Cabin in the Catskills

Home in Wurtsboro
4.87 out of 5 average rating, 116 reviewsCozy Rustic Farmhouse With Wood Stove

Tiny home in Middletown
4.71 out of 5 average rating, 52 reviewsCharming Tiny Home Getaway: Cozy Romance Awaits!

Flat in Middletown
4.85 out of 5 average rating, 27 reviewsUrban Studio Perfect for Solo or Couples Travel
Superhost

Flat in Goshen
4.95 out of 5 average rating, 37 reviewsApartment, located in the village
Quick stats about holiday rentals in Middletown
Total rentals
40 properties
Nightly prices starting at
£29 before taxes and fees
Total number of reviews
550 reviews
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
Popular amenities
Gym, BBQ grill and Laptop-friendly workspace
Destinations to explore
- Hudson Valley Holiday rentals
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- Farm Cottages United Kingdom
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- Holiday Houses United Kingdom
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- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- MetLife Stadium
- Yankee Stadium
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Bushkill Falls
- Delaware Water Gap National Recreation Area
- Minnewaska State Park Preserve
- Belleayre Mountain Ski Center
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Thunder Ridge Ski Area
- Promised Land State Park
- Ringwood State Park
- Riverside Park
- Hudson Highlands State Park
- Walkway Over the Hudson State Historic Park
- Brotherhood, America's Oldest Winery
- Rockland Lake State Park
- Van Cortlandt Park Golf Course
- Sterling Forest State Park
- St. Nicholas Park
- Inwood Hill Park
- Wawayanda State Park
- Great Falls Park