A large lake with a bridge, surrounded by mountains and greenery.

Olivebridge Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Olivebridge vacation rentals

TV, fireplace, books

1. Mid-Century Ranch * One-Level Living * Quiet Garden

Mid-Century Ranch * One-Level Living * Quiet Garden
Olivebridge
The price is AED 485
AED 2,081 total
includes taxes & fees
29 Sep - 30 Sep
Mid-Century Ranch * One-Level Living * Quiet Garden
Terrace/patio

2. West Wing - a unique private space w/patio

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (36 reviews)
"loved our stay and would stay again!"
United States
MIKE W.
The price is AED 463
AED 728 total
includes taxes & fees
5 Oct - 6 Oct
West Wing - a unique private space w/patio
Terrace/patio

3. Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet

Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
Stone Ridge
8.6 out of 10, Excellent, (18 reviews)
"Clean cozy will be staying again"
United States
Michael C.
The price is AED 338
AED 623 total
includes taxes & fees
4 Oct - 5 Oct
Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
Coffee/tea maker, fridge, microwave, oven

4. Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
The price is AED 305
AED 938 total
includes taxes & fees
25 Oct - 26 Oct
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Interior

5. Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (33 reviews)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is AED 316
AED 975 total
includes taxes & fees
28 Sep - 29 Sep
Campfire Cottage: Fireplace, fire pit & no chores!
1 bedroom, WiFi (free), bed sheets

6. The Studio at the Inn at High Falls

The Studio at the Inn at High Falls
High Falls
8.0 out of 10, Very good, (46 reviews)
"The pictures are misleading"
United States
Jia
The price is AED 413
AED 956 total
includes taxes & fees
27 Sep - 28 Sep
The Studio at the Inn at High Falls
Premium House, Kitchen, Mountain View | Private kitchen | Coffee/tea maker, full-size fridge, microwave

7. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (314 reviews)
"nice room, nice kitchen, nice renovated rest room, plus picnic tables and grounds"
United States
Sarah
The price is AED 459
AED 514 total
includes taxes & fees
28 Sep - 29 Sep
Starlite Motel
Property grounds

8. Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Stone Ridge
10.0 out of 10, Exceptional, (4 reviews)
"Very convenient and welcoming. Perfect place for a quick stop over."
United States
Jenna H.
The price is AED 333
AED 764 total
includes taxes & fees
28 Sep - 29 Sep
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Property grounds

9. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (299 reviews)
"It was the perfect place for a weekend away from home! The location was only a few minutes from town and was the perfect size for a couple. Would definitely reccomend!"
United States
Kristen S.
The price is AED 526
AED 1,152 total
includes taxes & fees
27 Sep - 28 Sep
Streamside Cottage Half Mile to Town of Woodstock
Interior

10. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Stone Ridge
9.4 out of 10, Exceptional, (30 reviews)
"Great location close to town. Cute and clean. Great little spot."
United States
Stephen
The price is AED 201
AED 485 total
includes taxes & fees
29 Sep - 30 Sep
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Interior

11. Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Kingston
9.6 out of 10, Exceptional, (103 reviews)
"Wonderful stay. "
United States
Chris L.
The price is AED 628
AED 950 total
includes taxes & fees
27 Sep - 28 Sep
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Terrace/patio

12. Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Kingston
9.4 out of 10, Exceptional, (37 reviews)
"Clean, host answered in timely fashion and provided accommodations if needed or requested. Great stay overall!"
United States
Erin H.
The price is AED 414
AED 990 total
includes taxes & fees
7 Oct - 8 Oct
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Outdoor dining

13. Cozy Mid-Century Retreat with Spa Hot Tub

Cozy Mid-Century Retreat with Spa Hot Tub
Woodstock
10.0 out of 10, Exceptional, (13 reviews)
"Great spot, close to town but removed enough to have total privacy. Thank you!"
United States
Alec M.
The price is AED 1,249
AED 2,773 total
includes taxes & fees
28 Sep - 29 Sep
Cozy Mid-Century Retreat with Spa Hot Tub
Property grounds

14. Glamping Tent & Campsite by Minnewaska State Park

Glamping Tent & Campsite by Minnewaska State Park
Kerhonkson
9.0 out of 10, Wonderful, (4 reviews)
"This place was amazing and our hosts were as equally as awesome as their campsite. My family highly recommends this place! It's got everything you need and is close to so many beautiful hiking and swimming areas!"
United States
Andie C.
The price is AED 314
AED 557 total
includes taxes & fees
27 Sep - 28 Sep
Glamping Tent & Campsite by Minnewaska State Park
Coffee/tea maker, stovetop, cookware/dishes/utensils, paper towels

15. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.2 out of 10, Wonderful, (12 reviews)
"Oh, I gave this property excellent scores for all the questions but I am reminded now by the suggestions for what to write about about the fact that it listed an Ocean view, which is obviously a mistake. It’s nowhere near the ocean. There’s no ocean view. It is in the woods it’s secluded.I actually took a very little walk in the middle of the night in the dark using my cell phone flashlight and got kind of lost for a while, but managed to find my way back. That was quite an interesting...
United States
Michael H.
The price is AED 419
AED 745 total
includes taxes & fees
29 Sep - 30 Sep
Woods Cabin-Kingston/Woodstock, NY.
Smart TV

16. Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (32 reviews)
"Wonderful apartment with everything our family of five needed. We enjoyed the hot tub on two snowy evenings. Thank you for a great stay!"
United States
Clara L.
The price is AED 439
AED 985 total
includes taxes & fees
30 Sep - 1 Oct
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Property grounds

17. A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
Wallkill
9.2 out of 10, Wonderful, (15 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
The price is AED 241
AED 497 total
includes taxes & fees
29 Sep - 30 Sep
A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
Exterior

18. Tiny Cat Tiny House

Tiny Cat Tiny House
Grahamsville
9.0 out of 10, Wonderful, (13 reviews)
"Very cute house with the necessities and more!"
United States
TAYLOR L.
The price is AED 327
AED 744 total
includes taxes & fees
28 Sep - 29 Sep
Tiny Cat Tiny House
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.
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Top Olivebridge Hotel Reviews

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

10/10 Excellent
"The room was spacious and clean, with a refrigerator, a coffee Maher and a microwave. The breakfast was nice, and the bar at the hotel was pleasant during the cocktail hour."
Elena 1-night trip
Posted 4 hours ago
Beekman Arms and Delamater Inn

Frequently asked questions

Can I find vacation rentals in Olivebridge?

Yes, we offer vacation rentals close to well known points of interest in Olivebridge, or you can select a secluded option if you're looking for relaxation. Olivebridge is known for its ski areas and mountain views. Make sure you have time to check out the entertainment choices and restaurants during your trip.

What's the top vacation rental that Olivebridge has to offer?

High Point Mtn House ~ Celebrate Summer ~ Privacy ~ SERENITY NOW~ Gorgeous VIEWS: This highly rated vacation home rental in Olivebridge is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Olivebridge?

Choose from 9 Expedia vacation rentals in Olivebridge for a memorable vacation.

What can I see and do in Olivebridge?

Esopus Creek and Brown's Station are a couple of lovely local spots to get outside and enjoy nature. Catskill State Park and Ashokan Rail Trail- Woodstock Dike Trailhead are a couple of places you'll find in the larger area.

What are vacation rentals like in Olivebridge?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Olivebridge. Vacation rentals offer extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.