Middletown Vacation Rentals

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Vacation Rentals in Middletown

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

Monticello NY

With a stay at this vacation home in Monticello, you'll be on the waterfront, within a 15-minute drive of Bethel Woods Center For The Arts and Mongaup River.

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

Vernon Township NJ

$269 nightly

$304 total

Dec 12 - Dec 13

Total with taxes and fees

When you stay at this vacation home in Vernon, you'll be in the mountains, a 1-minute drive from Mountain Creek Ski Resort and 9 minutes from Crystal Springs Golf Resort.

Luxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries

Vernon NJ

With a stay at this vacation home in Sussex, you'll be within a 15-minute drive of Mountain Creek Ski Resort and Wawayanda State Park.

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Warwick NY

$133 nightly

$150 total

Dec 12 - Dec 13

Total with taxes and fees

With a stay at this vacation home in Warwick, you'll be within a 10-minute walk of Railroad Green and Strazza Art Gallery.

Large,Cozy,Bright Apartment, Business Themed.

Newburgh NY

$409 nightly

$483 total

Dec 20 - Dec 21

Total with taxes and fees

When you stay at this vacation home in Newburgh, you'll be next to a golf course, within a 5-minute drive of Mount Saint Mary's College Newburgh and David Crawford House.

Kitchen

Air conditioning

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

Newburgh NY

Located in Newburgh, this vacation home is on the waterfront, a 5-minute drive from Ice Time Sports Complex and 5 minutes from Chadwick Lake Park.

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Warwick NY

$131 nightly

$148 total

Dec 10 - Dec 11

Total with taxes and fees

With a stay at this vacation home in Warwick, you'll be within a 10-minute walk of Railroad Green and Strazza Art Gallery.

Air conditioning

Parking available

Cozy Private Suite in a Country Home near New Paltz

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.

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 Ice Time Sports Complex and Algonquin Park.

Lux Lake Neepaulin Front Home

Wantage NJ

$192 nightly

$207 total

Dec 10 - Dec 11

Total with taxes and fees

Located in Sussex, this vacation home is a 5-minute drive from High Point State Park and 7 minutes from Ventimigilia Vineyard.

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

new paltz NY

$634 nightly

$710 total

Dec 10 - Dec 11

Total with taxes and fees

With a stay at this vacation home in New Paltz, you'll be just steps from State University of New York-New Paltz and Samuel Dorsky Museum of Art.

Luxurious Ski in-Ski Out Mnt. Creek/Hot tub/Tennis & Pickleball/Heated pool/Golf

Vernon NJ

When you stay at this vacation home in Vernon, you'll be next to a golf course, a 1-minute drive from Mountain Creek Ski Resort and 6 minutes from Crystal Springs Golf Resort.

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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.