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

Olivebridge Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Olivebridge vacation rentals

TV, fireplace, books

1. NEW: Atomic Ranch - MCM One Level in Olivebridge

NEW: Atomic Ranch - MCM One Level in Olivebridge
Olivebridge
$610 nightly
The price is $688
Aug 25 - Aug 26
Total with taxes and fees
NEW: Atomic Ranch - MCM One Level in Olivebridge
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, (28 reviews)
"I enjoyed my stay at this lovely, clean, cozy home."
United States
Taela
$177 nightly
The price is $198
Aug 4 - Aug 5
Total with taxes and fees
West Wing - a unique private space w/patio
Interior

3. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Stone Ridge
9.6 out of 10, Exceptional, (28 reviews)
"Very nice location to our day trips along the Hudson and the Catskills Nice having a kitchen Good for a couple looking for a nice getaway"
United States
Mark
$183 nightly
The price is $186
Aug 12 - Aug 13
Total with taxes and fees
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
1 bedroom, WiFi (free), bed sheets

4. 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, (41 reviews)
"I had a great stay here, it’s just as listed; simple but has everything that I needed, check in was easy, communication was good, and bed was comfortable!"
United States
Jamie M.
$240 nightly
The price is $268
Aug 2 - Aug 3
Total with taxes and fees
The Studio at the Inn at High Falls
Terrace/patio

5. Charming & Cozy Cabin w/ Screened Porch

Charming & Cozy Cabin w/ Screened Porch
Stone Ridge
9.0 out of 10, Wonderful, (4 reviews)
$556 nightly
The price is $622
Aug 4 - Aug 5
Total with taxes and fees
Charming & Cozy Cabin w/ Screened Porch
Terrace/patio

6. 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, (2 reviews)
$254 nightly
The price is $256
Aug 26 - Aug 27
Total with taxes and fees
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Property grounds

7. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (290 reviews)
"Wonderful property with an easy check in and checkout process. The property and surrounding areas are beautiful. We would stay here again. "
United States
Anonymous traveler
$300 nightly
The price is $336
Aug 11 - Aug 12
Total with taxes and fees
Streamside Cottage Half Mile to Town of Woodstock
Terrace/patio

8. 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, (17 reviews)
"Clean cozy will be staying again"
United States
Michael C.
$158 nightly
The price is $160
Aug 3 - Aug 4
Total with taxes and fees
Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
Coffee/tea maker, fridge, microwave, oven

9. 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.
$231 nightly
The price is $259
Aug 10 - Aug 11
Total with taxes and fees
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Private kitchen

10. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.0 out of 10, Wonderful, (6 reviews)
"The cabin is awesome. Surrounded by forrest you feel like youre the only person in the world. What's even cooler is its off grid but you dont miss a thing. Lights. Music. Bathroom. There were even a couple board games. Outside fire ready to go. Exactly what I was looking for."
United States
Carrie
$181 nightly
The price is $203
Aug 9 - Aug 10
Total with taxes and fees
Woods Cabin-Kingston/Woodstock, NY.
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, (94 reviews)
"Wonderful stay. "
United States
Chris L.
$201 nightly
The price is $225
Aug 10 - Aug 11
Total with taxes and fees
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Interior

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

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (31 reviews)
"The place was amazing! Very easy check in/out process and the host is very responsive. "
United States
Samuel M.
$264 nightly
The price is $296
Aug 19 - Aug 20
Total with taxes and fees
Campfire Cottage: Fireplace, fire pit & no chores!
Terrace/patio

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

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Kingston
9.2 out of 10, Wonderful, (32 reviews)
"The beds were especially comfortable! "
United States
josh p.
$241 nightly
The price is $269
Aug 3 - Aug 4
Total with taxes and fees
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
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.
$136 nightly
The price is $152
Aug 2 - Aug 3
Total with taxes and fees
Glamping Tent & Campsite by Minnewaska State Park
Interior

15. Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (40 reviews)
"Sweet place, very close to Minnewaska State Park which was great for us"
United States
Sueane
$207 nightly
The price is $210
Aug 6 - Aug 7
Total with taxes and fees
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Exterior

16. 'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Saugerties
8.0 out of 10, Very Good, (47 reviews)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
$133 nightly
The price is $148
Aug 2 - Aug 3
Total with taxes and fees
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Smart TV, fireplace

17. Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location

Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
Boiceville
9.8 out of 10, Exceptional, (11 reviews)
"Great place and very clean. Beds are very comfortable. Would definitely stay here again."
United States
Charles S.
$539 nightly
The price is $604
Aug 4 - Aug 5
Total with taxes and fees
Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
Fireplace, books

18. Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Kerhonkson
9.6 out of 10, Exceptional, (15 reviews)
"The cottage was welcoming, clean and cozy. We appreciated the special touches throughout. The indoor fireplace and sauna were a huge bonus "
United States
Anthony M.
$220 nightly
The price is $222
Aug 31 - Sep 1
Total with taxes and fees
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Premium House, Kitchen, Mountain View | Private kitchen | Coffee/tea maker, full-size fridge, microwave

19. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (308 reviews)
"Very nice for the price. The full kitchen was great stocked with plates, glasses, pans etc. The beds seemed new and very comfortable and the bathroom was brand new and exceptionally nice. They have definitely been putting effort into updating the rooms and it shows. I would definitely stay there again."
United States
Sean
$125 nightly
The price is $140
Aug 3 - Aug 4
Total with taxes and fees
Starlite Motel
Smart TV, fireplace

20. Mossy Moody Cabin in High Falls, NY

Mossy Moody Cabin in High Falls, NY
High Falls
9.8 out of 10, Exceptional, (20 reviews)
"Had a great fall weekend staying at the cabin. Cute place and the location was perfect for our activities in the nearby towns like Kingston and Accord."
United States
Steve H.
$486 nightly
The price is $544
Aug 2 - Aug 3
Total with taxes and fees
Mossy Moody Cabin in High Falls, NY
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Olivebridge Hotel Reviews

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

10/10 Excellent
"Everything was ok and very nice. Loved the setup the rustic look. Everything was clean and beautiful. Breakfast was of good qlaytit and served well in a nice beautiful setting .. Only issue we faced in the overnight taya was that the hot water was broken. They promptly called the bldganagement to fix it. However we had to leave and took shower in luck warm water. Will stay again and will recommend . Must visit and stay if you come this way"
Ashish 1-night trip
Posted 8 hours ago
Beekman Arms and Delamater Inn

Find out more about Olivebridge

Everything you need to know about Olivebridge vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Olivebridge vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Olivebridge vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Olivebridge vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Olivebridge. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Olivebridge in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $140 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Olivebridge rentals

At Expedia, we put the best Olivebridge vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Olivebridge rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Olivebridge vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Olivebridge. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

The Studio at the Inn at High Falls: Visitors like this Olivebridge vacation home rental. It is located in a rural location and offers a garden, air-conditioning, and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

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.