
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

Private Hudson Valley Country Retreat

Lake | Kayaks | Hiking | Sauna | Hot Tub | Pools

4Br Mountain Brook House on 130 acres w/ trails

Midcentury Modern ZenHouse Sculptor Studio

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Wander Inn! Golf Sim, Hot Tub, Pools, Lake

Modern House with Private Pool, Hot-Tub, Fireplace

Peace & Privacy - High Falls (hot tub & salt pool)
Weekly house rentals

Welcome to Newburgh's Cozy Cove

Country Modern Home w/5-Acre land Relax Retreat

Hudson Valley Log Cabin with Lake Access & View

Family friendly River Retreat Wi Fi~ Fireplace

Cabin96-Shawangunk Mountain View

Modern Rustic Hudson Valley Cabin in Warwick

The First House

Modern Comfort Timeless Charm | Log Cabin Retreat
Private house rentals

Private Island + Lakefront Home

Unique Dutch Barn in the Hudson Valley

Streamside Catskills Cabin

Luxury Mountain Retreat with Panoramic Vista Views

Warwick Retreat Fireplaces Hot Tub Outdoor Lounge

Hudson Valley Home with Pool & Jacuzzi

Victorian Catskills Retreat—90 min from NYC

NEW: Stunning Country Contemporary in Kerhonkson
Quick stats about house rentals in Middletown
Total rentals
10 properties
Nightly prices starting at
€ 34 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, Orange County Fair Speedway, and ShopRite of Wallkill
Destinations to explore
- Hudson Valley Vacation rentals
- East River Vacation rentals
- New York Vacation rentals
- Pocono Mountains Vacation rentals
- Plainview Vacation rentals
- Long Island Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- The Hamptons Vacation rentals
- South Jersey Vacation rentals
- Boston Vacation rentals
- Washington Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- 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
- Minnewaska State Park Preserve
- Belleayre Mountain Ski Center
- Delaware Water Gap National Recreation Area
- The Kartrite Resort & Indoor Waterpark
- Thunder Ridge Ski Area
- Promised Land State Park
- Resorts World Catskills
- Ringwood State Park
- Hudson Highlands State Park
- Walkway Over the Hudson State Historic Park
- Brotherhood, America's Oldest Winery
- Riverside Park
- Van Cortlandt Park Golf Course
- Rockland Lake State Park
- Sterling Forest State Park
- Inwood Hill Park
- Wawayanda State Park
- Great Falls Park
- St. Nicholas Park