Book Holiday Homes in Olivebridge

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Olivebridge

The Farm at Hyde Park

The Farm at Hyde Park

Staatsburg
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 ...
The Farm at Hyde Park
Beautiful Private Stone Home in the Hudson Valley

Beautiful Private Stone Home in the Hudson Valley

Pine Bush
Located in Pine Bush, this vacation home is within a 10-minute drive of Lake Awosting Beach and Minnewaska State Park.
Beautiful Private Stone Home in the Hudson Valley
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace

HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace

Woodstock
With a stay at this vacation home in Woodstock, you'll be in the mountains, just steps from Catskill State Park and a 3-minute drive from Woodstock Dog ...
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
Save an average of 15% on thousands of hotels when you're signed in
The Catskills Red Barn

The Catskills Red Barn

Highmount
With a stay at this vacation home in Highmount, you'll be within a 10-minute drive of Catskill Mountains and Belleayre Mountain Ski Center.
The Catskills Red Barn
Red Barn Retreat - Shawangunk Mountains Getaway

Red Barn Retreat - Shawangunk Mountains Getaway

Gardiner
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.
Red Barn Retreat - Shawangunk Mountains Getaway
Bright, historic Woodstock home close to town

Bright, historic Woodstock home close to town

Woodstock
With a stay at this vacation home in Woodstock, you'll be a 1-minute walk from Catskill State Park and 8 minutes by foot from Woodstock Golf Club.
Bright, historic Woodstock home close to town
‘A Gathering Den’ 3-bedroom house. HITS-on-the-Hudson.

‘A Gathering Den’ 3-bedroom house. HITS-on-the-Hudson.

Saugerties
When you stay at this vacation home in Saugerties, you'll be within a 10-minute drive of Esopus Creek and Hudson Valley Mall.
‘A Gathering Den’ 3-bedroom house. HITS-on-the-Hudson.
Hamptons on the Hudson in South Saugerties

Hamptons on the Hudson in South Saugerties

Glasco
With a stay at this vacation home, you'll be centrally located in Glasco, just a 3-minute walk from Hudson River and 11 minutes by foot from Falling Waters ...
Hamptons on the Hudson in South Saugerties
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim

7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim

Lanesville, Hunter
With a stay at this vacation home, you'll be centrally located in Hunter, within a 5-minute drive of Hunter Mountain and Catskill State Park.
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim
Don't see what you're looking for?
See all available properties in Olivebridge
View all properties
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.

Olivebridge Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Olivebridge vacation homes are the perfect way for you to wing it.

Holiday houses in Olivebridge let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Olivebridge in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Olivebridge adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Olivebridge with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Olivebridge vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Olivebridge Holiday Homes essential information

Accommodation
640 Holiday Homes
Lowest Price
AU$223
Highest Price
AU$341
Popular accommodation
The Farm at Hyde Park, Beautiful Private Stone Home in the Hudson Valley, HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace, The Catskills Red Barn, Red Barn Retreat - Shawangunk Mountains Getaway, Bright, historic Woodstock home close to town, ‘A Gathering Den’ 3-bedroom house. HITS-on-the-Hudson., Hamptons on the Hudson in South Saugerties, 7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim

Top trending hotels in Olivebridge

High Point Mtn House ~ Summer Breeze on the Mtn ~ 2 hrs to NYC ULTIMATE PRIVACY!

High Point Mtn House ~ Summer Breeze on the Mtn ~ 2 hrs to NYC ULTIMATE PRIVACY!

Olivebridge
Located in Olivebridge, this vacation home is in a rural location, within a 15-minute drive of Catskill State Park and Esopus Creek.
High Point Mtn House ~ Summer Breeze on the Mtn ~ 2 hrs to NYC ULTIMATE PRIVACY!
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave, Kingston, NY
Fully refundableReserve now, pay when you stay
The price is AU$223 per night from 11 Nov to 12 Nov
AU$223
includes taxes & fees
11 Nov - 12 Nov
Located in Kingston, Best Western Plus Kingston Hotel And Conference Center is in the historical district, a 5-minute walk from Dietz Stadium and 10 minutes ...
Best Western Plus Kingston Hotel And Conference Center
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St, Hunter, NY
Fully refundableReserve now, pay when you stay
The price is AU$303 per night from 6 Nov to 7 Nov
AU$303
includes taxes & fees
6 Nov - 7 Nov
With a stay at Hunter Lodge, a Bluebird by Lark in Hunter, you'll be near ski lifts, within a 5-minute drive of Hunter Mountain and Catskill State Park.
Hunter Lodge, a Bluebird by Lark
Save an average of 15% on thousands of hotels when you're signed in
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
882 NY-212, Saugerties, NY
The price is AU$341 per night from 1 Dec to 2 Dec
AU$341
includes taxes & fees
1 Dec - 2 Dec
Located in Saugerties, AutoCamp Catskills is in the mountains, within a 10-minute drive of Opus 40 and Bethel Woods Museum.
AutoCamp Catskills
Don't see what you're looking for?
See all available properties in Olivebridge
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.