Highland Vacation Rentals

Name: The Chapel at Upland, with heated salt water pool and new tennis/bball court
Address: Bearsville

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Vacation Rentals in Highland

Beautiful cottage with HOT TUB in Kingston/Woodstock Catskills, Hudson Valley

$100

per night

Jun 9 - Jun 10

A stay at this vacation home places you in the heart of Kingston, within a 5-minute drive of Thorn Preserve - Catskill Center and Ashokan Rail Trail- Woodstock Dike Trailhead.

Pet friendly

Hot Tub

Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

With a stay at this vacation home in Woodstock, you'll be within a 5-minute drive of Woodstock Golf Club and Woodstock Music Shop.

Outdoor Space

Air conditioning

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Located in Carmel, this vacation home is in the mountains, a 4-minute drive from Clarence Fahnestock State Park and 8 minutes from Chuang Yen Monastery.

Bright Cornwall-On-Hudson Vacation Rental!

With a stay at this vacation home in Cornwall, you'll be in the mountains, within a 10-minute drive of United States Military Academy and New York Military Academy.

Fireplace

Free WiFi

The Farm at Hyde Park

Located in Staatsburg, this vacation home is in a rural location, within a 10-minute drive of Margaret Lewis Norrie State Park and Ogden Mills and Ruth Livingston Mills State Park.

Pet friendly

Fireplace

Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits

When you stay at this vacation home in Cold Spring, you'll be on a river, within a 5-minute drive of Clarence Fahnestock State Park and Hudson Highlands State Park.

Renovated 1850's Cottage on Storm King Mountain

With a stay at this vacation home in Cornwall, you'll be within a 5-minute drive of United States Military Academy and Storm King State Park.

Pet friendly

Fireplace

Woodstock Design-Waterfront, Deck, Private Dock Kayak, Swim

A stay at this vacation home places you in the heart of Saugerties, steps from Esopus Creek and a 1-minute drive from Esopus Bend Nature Preserve.

Pet friendly

Fireplace

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Located in Hopewell Junction, this vacation home is in the mountains, within a 10-minute drive of Clarence Fahnestock State Park and Hudson Valley Research Park.

Free WiFi

Outdoor Space

Oversized Country house, Quiet Retreat & Gathering space ~NEW !!!

Located in Ulster Park, this vacation home is on a lake, within a 15-minute drive of El Paso Winery and Rosendale Public Library.

Pet friendly

Fireplace

NEW! Gated 31 Acre Modern Luxury EstateHeated PoolHot TubGym*Movie Theater**

With a stay at this vacation home in Rhinebeck, you'll be within a 10-minute drive of Bard College and Museum of Rhinebeck History.

Pool

Hot Tub

The Chapel at Upland, with heated salt water pool and new tennis/bball court

Located in Bearsville, this vacation home is in the mountains, within a 10-minute drive of Woodstock Public Library and SweetHeart Gallery.

Pool

Pet friendly

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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.