Middletown Vacation Rentals

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Vacation Rentals in Middletown

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

Monticello NY

Located in Monticello, this vacation home is on the waterfront, within a 10-minute drive of Mongaup River and White Lake.

Pool

Kitchen

Starlight Lakehouse; Your Magical 5 Bdrm Getaway! W/ BRAND NEW 7 SEATER HOT TUB!

Monticello NY

Located in Monticello, this vacation home is on the waterfront, within a 10-minute drive of Sackett Lake and Mongaup River.

Kitchen

Washer

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

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

Vernon Township NJ

$261 nightly

$296 total

Nov 1 - Nov 2

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.

Pool

Hot Tub

Stunning .5 acre family-friendly home, near everything in the heart of Beacon NY

Beacon NY

Located in Beacon, this vacation home is within a 5-minute drive of Hudson River and Mount Gulian Historic Site.

Kitchen

Washer

Owl's Nest: A Pet-Friendly Nature Lover's Getaway near Wineries & Hiking Trails

Marlboro NY

With a stay at this vacation home in Marlboro, you'll be within a 15-minute drive of Live At The falcon and Marlboro Free Library.

Kitchen

Washer

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

Warwick NY

$141 nightly

$160 total

Nov 2 - Nov 3

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

Our home is perfect for relaxing and having lots of fun, with near by activity’s

Highland NY

$633 nightly

$709 total

Oct 26 - Oct 27

Total with taxes and fees

Located in Highland, this vacation home is within a 10-minute drive of Apple Greens Golf Course and Franny Reese State Park.

Kitchen

Pet friendly

Scenic Views & River Access, Cozy River Home

Montague NJ

$190 nightly

$212 total

Oct 26 - Oct 27

Total with taxes and fees

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

Kitchen

Washer

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

Warwick NY

$143 nightly

$162 total

Nov 2 - Nov 3

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

Private Mountain Creek Getaway!

Vernon Township NJ

$452 nightly

$511 total

Oct 21 - Oct 22

Total with taxes and fees

When you stay at this vacation home in Vernon, you'll be on a river, within a 15-minute drive of Mountain Creek Ski Resort and Crystal Springs Golf Resort.

Kitchen

Washer

Gunks Cottage Fire Pit, Hot Tub, Near Minnewaska Park

Kerhonkson NY

Located in Kerhonkson, this vacation home is in the mountains, a 1-minute drive from Minnewaska State Park and 5 minutes from Lake Minnewaska Beach.

Hot Tub

Kitchen

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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.