
House vacation rentals in Middletown
Find and book unique houses on Airbnb
Top-rated house rentals in Middletown
Guests agree: these houses 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 Middletown house rentals
House rentals with a pool

Perfect Family Retreat•Pool•Volleyball•Firepit

Birthday Paradise | Pool, Hot Tub & Game Zone!

The Round House w/ Heated Pool

Gorgeous Villa Mntn Views, salt H2O pool, hot tub!

Entire House Hot tub Barrel Sauna Private Backyard

On The Rocks In The Hot Tub

Poconos getaway w\ Pool, Hot Tub, Bar & Game room

Modern House with Private Pool, Hot-Tub, Fireplace
Weekly house rentals

Stunning Modern Barn minutes from Woodstock 21N195

Cozy Catskill Lake Community Home

Riverfront Stone Cottage Private/ hot tub/ boats

Modern Upstate Gem Surrounded by Trees | Hot Tub

Hudson Valley Mountaintop Riverview

Home away from home

Secluded Post-And-Beam Retreat

Perfect Abbey Road Retreat
Private house rentals

Our Place - A Big Little House

Secluded Open Air Cabin

Entire Home (private pool), Event Friendly

#1 Spectacular Modern Retreat + Private 2 Acres

Secluded Oasis w/ Fire Place In Stone Ridge

Large family house on the lake

Entire lake house to yourself. Great for groups

Comfortable Entire House for rent. 4 bed, 3 baths
Quick stats about house rentals in Middletown
Total rentals
10 properties
Nightly prices starting at
G$8,394 GYD before taxes and fees
Total number of reviews
140 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Coney Island, ShopRite of Wallkill, and IHOP
Destinations to explore
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- Riverside Park
- Mountain Creek Resort
- St. Nicholas Park
- Belleayre Mountain Ski Center
- Yankee Stadium
- MetLife Stadium
- Inwood Hill Park
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- Bushkill Falls
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Promised Land State Park
- Thunder Ridge Ski Area
- Delaware Water Gap National Recreation Area
- Ringwood State Park
- Rockland Lake State Park
- Walkway Over the Hudson State Historic Park
- Brotherhood, America's Oldest Winery
- The Ridgewood Country Club
- Hook Mountain State Park
- Tamarack Country Club
- Hudson Highlands State Park
- Opus 40