Middletown Vacation Rentals

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Vacation Rentals in Middletown

Spacious 7BR Villa on 14 Acres w/ Indoor Pool

Washingtonville NY

Located in Blooming Grove, this vacation home is within a 10-minute drive of Brotherhood Winery and Schunnemunk State Park.

Pool

Washer

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

Wallkill NY

With a stay at this vacation home in Wallkill, you'll be within a 15-minute drive of Tuthilltown Spirits and Jenkinstown Day Spa.

Pool

Pet friendly

Greenwood Lake Lakefront Luxury

Hewitt NJ

When you stay at this vacation home in West Milford, you'll be on the waterfront, within a 5-minute walk of Greenwood Lake and Long Pond Ironworks State Park.

Kitchen

Washer

Cozy Cabin with Sauna & Firepit!

Monroe NY

With a stay at this vacation home in Monroe, you'll be within a 15-minute drive of Brotherhood Winery and Museum Village.

Kitchen

Washer

Lakefront Paradise Pool + Paddle Boats Sleeps 12

Monroe NY

With a stay at this vacation home in Monroe, you'll be within a 15-minute drive of Woodbury Common Premium Outlets and LEGOLAND® New York.

Pool

Kitchen

Forest and River Side Tranquil House

Montague NJ

$163 nightly

$181 total

Jun 16 - Jun 17

Total with taxes and fees

With a stay at this vacation home in Montague, you'll be within a 5-minute walk of Delaware River and High Point State Park.

Kitchen

Pet friendly

Cute home in Kerhonkson NY. This home is minutes to many popular destinations

Kerhonkson NY

Located in Wawarsing, this vacation home is in the mountains, within a 5-minute drive of Lippman Park and Federated Church of Kerhonkson.

Kitchen

Washer

Beacon,Hudson Valley, 4bedroom 2bath, Sleeps 7, Pool, Hot Tub, Wifi,1.5m to town

Beacon NY

A stay at this vacation home places you in the heart of Beacon, within a 5-minute drive of Mount Gulian Historic Site and Hudson River.

Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

New Paltz NY

$383 nightly

$388 total

Jun 17 - Jun 18

Total with taxes and fees

With a stay at this vacation home in New Paltz, you'll be on the waterfront, within a 15-minute drive of Mohonk Preserve Visitor Center and Historic Huguenot Street.

Pool

Hot Tub

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

Newburgh NY

When you stay at this vacation home in Newburgh, you'll be on the waterfront, within a 5-minute drive of Town of Newburgh Little League and Ice Time Sports Complex.

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

Newburgh NY

When you stay at this vacation home in Newburgh, you'll be on the waterfront, within a 5-minute drive of Town of Newburgh Little League and Ice Time Sports Complex.

Kitchen

Washer

Modern Farmhouse on pristine private 12 Acres

Wallkill NY

Located in Wallkill, this vacation home is in the mountains, within a 15-minute drive of Minnewaska State Park and Whitecliff Vineyard.

Kitchen

Washer

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.