Middletown Vacation Rentals

Name: Lakeview with Mountain View, Nature seeker friendly. Greenwood Lake
Address: Greenwood Lake

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Vacation Rentals in Middletown

Beautiful Private Stone Home in the Hudson Valley

Located in Pine Bush, this vacation home is within a 10-minute drive of Lake Awosting Beach and Minnewaska State Park.

Hot Tub

Kitchen

Red Barn Retreat - Shawangunk Mountains Getaway

When you stay at this vacation home in Gardiner, you'll be on the waterfront, within a 5-minute drive of Whitecliff Vineyard and DM Weil Gallery.

Hot Tub

Kitchen

complete privacy vacation home [private pool]

$1,108

includes taxes & fees

$1,045 per night

Dec 1 - Dec 2

Located in Newburgh, this vacation home is within a 10-minute drive of Chadwick Lake Park and Mount Saint Mary's College Newburgh.

Pool

Hot Tub

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

$838

includes taxes & fees

$805 per night

Nov 26 - Nov 27

Located in Monroe, this vacation home is within a 15-minute drive of Woodbury Common Premium Outlets and LEGOLAND® New York.

Pool

Kitchen

Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!

$351

includes taxes & fees

$339 per night

Dec 2 - Dec 3

Located in Wallkill, this vacation home is on the waterfront, within a 15-minute drive of Angry Orchard and Tuthilltown Spirits.

Kitchen

Washer

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

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

Nature Getaway: Charming Villa Near Trails and Parks

With a stay at this vacation home in Monroe, you'll be within a 15-minute drive of Woodbury Common Premium Outlets and Schunnemunk State Park.

Kitchen

Washer

Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything

$281

includes taxes & fees

$267 per night

Dec 1 - Dec 2

With a stay at this vacation home in Kerhonkson, you'll be within a 5-minute drive of Federated Church of Kerhonkson and World's Second Largest Garden Gnome.

Kitchen

Free WiFi

Luxury Lakeside Paradise

Located in Monticello, this vacation home is on a lake, within a 15-minute drive of Mongaup River and Monticello Casino and Raceway.

Kitchen

Washer

Pet-Friendly ‘Pond View Loft' w/ Private Pool!

Located in Pine Bush, this vacation home is on a river, within a 15-minute drive of Brimstone Hill Winery and Angry Orchard.

Pool

Kitchen

Trails Head Tiny House

$124

includes taxes & fees

$119 per night

Dec 1 - Dec 2

Located in Rock Hill, this vacation home is on a river, within a 15-minute drive of Neversink River and Lake Louise Marie.

Kitchen

Pet friendly

Lakeview with Mountain View, Nature seeker friendly. Greenwood Lake

When you a stay at this vacation home in Greenwood Lake, you'll be in the mountains, just steps from Greenwood Lake and Lion's Field Park.

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.