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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

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
$561 nightly
The price is $634
Sep 8 - Sep 9
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
$178 nightly
The price is $199
Aug 17 - Aug 18
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, (29 reviews)
"Great location close to town. Cute and clean. Great little spot."
United States
Stephen
$161 nightly
The price is $163
Sep 13 - Sep 14
Total with taxes and fees
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Terrace/patio

4. 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)
"Great tastefully kept property. Our family including the 8 year felt we should have stayed here longer."
United States
Tarun
$265 nightly
The price is $268
Aug 18 - Aug 19
Total with taxes and fees
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
1 bedroom, WiFi (free), bed sheets

5. 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.
$243 nightly
The price is $272
Aug 16 - Aug 17
Total with taxes and fees
The Studio at the Inn at High Falls
Terrace/patio

6. Charming & Cozy Cabin w/ Screened Porch

Charming & Cozy Cabin w/ Screened Porch
Stone Ridge
9.0 out of 10, Wonderful, (4 reviews)
"Freezing temperatures and a ton of snow made for a winter wonderland. Had a phenomenon 5 days with family by reading books by the fireplace. Three thumbs up!"
United States
Michael G.
$555 nightly
The price is $622
Sep 8 - Sep 9
Total with taxes and fees
Charming & Cozy Cabin w/ Screened Porch
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, (294 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
$284 nightly
The price is $318
Sep 7 - Sep 8
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.
$166 nightly
The price is $168
Aug 18 - Aug 19
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.
$221 nightly
The price is $248
Sep 13 - Sep 14
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
9.2 out of 10, Wonderful, (7 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 17 - Aug 18
Total with taxes and fees
Woods Cabin-Kingston/Woodstock, NY.
Terrace/patio

11. Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat!

Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat!
Hurley
9.4 out of 10, Exceptional, (28 reviews)
"Wonderful weekend and wonderful host. Thank you!"
United States
Jenna D.
$386 nightly
The price is $432
Aug 27 - Aug 28
Total with taxes and fees
Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat!
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.
$250 nightly
The price is $280
Sep 13 - Sep 14
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, (35 reviews)
"The beds were especially comfortable! "
United States
josh p.
$253 nightly
The price is $283
Aug 17 - Aug 18
Total with taxes and fees
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Interior

14. Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks

Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (15 reviews)
"It was great! "It's about a whale"."
United States
jwinegra W.
$192 nightly
The price is $194
Aug 20 - Aug 21
Total with taxes and fees
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
Interior

15. 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, (96 reviews)
"Wonderful stay. "
United States
Chris L.
$215 nightly
The price is $241
Sep 13 - Sep 14
Total with taxes and fees
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Property grounds

16. 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 16 - Aug 17
Total with taxes and fees
Glamping Tent & Campsite by Minnewaska State Park
Fireplace, books

17. 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.
$215 nightly
The price is $218
Sep 14 - Sep 15
Total with taxes and fees
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Smart TV

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

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (29 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.
$248 nightly
The price is $278
Sep 10 - Sep 11
Total with taxes and fees
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Interior

19. 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, (41 reviews)
"Sweet place, very close to Minnewaska State Park which was great for us"
United States
Sueane
$207 nightly
The price is $209
Sep 7 - Sep 8
Total with taxes and fees
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
2 bedrooms, desk, WiFi (free), bed sheets

20. Retro Retreat: renovated 2BR, desk, no chore list!

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15 reviews)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
$316 nightly
The price is $354
Sep 13 - Sep 14
Total with taxes and fees
Retro Retreat: renovated 2BR, desk, no chore list!
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

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

10/10 Excellent
"Nice clean updated"
Guillermo 1-night trip
Posted 6 hours ago
Americas Best Value Inn New Paltz

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?

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: Visitors like this Olivebridge vacation home rental. It is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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.