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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Compare 135 Cottages in Olivebridge with updated reviews, rates, and availability.

Mountain View escape
Exterior

Mountain View escape

10.0 out of 10, Exceptional, (46)
"Can’t wait to go back, if I could move this home to Myrtle Beach I would. Fantastic communication with homeowner, great location. Homeowner keeps the home stocked with goodies, extra plus! Very cozy and Quiet it’s a 10 Star "
Mountain View escape
Streamside Cottage Half Mile to Town of Woodstock
Front Entrance to Cottage

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (228)
"We totally enjoyed our stay at the cottage! Exactly as advertised, except the views of the river from the home are are even better than pictured. We would definitely recommend!"
Streamside Cottage Half Mile to Town of Woodstock
Charming Artist's Retreat
enchanted setting among cedar trees

Charming Artist's Retreat

10.0 out of 10, Exceptional, (133)
"This super cozy cabin is perfectly located and close to major Catskills towns. Yet, Maureen has done an amazing job at creating a space that feels far away from every thing. Town and groceries are less than 10mins away. We visited Kingston and Woodstock - also nearby. The nearby trail options are endless too.This home is exemplar of what VRBO stands for. Thank you, Maureen! "
Charming Artist's Retreat
Cedar Cottage with hot tub as seen in New York Times escape section.
Original Woodstock fireplaces

Cedar Cottage with hot tub as seen in New York Times escape section.

9.4 out of 10, Exceptional, (80)
"This was our fifth time staying at the cabin and as always it was perfect. We stayed the week of Thanksgiving and cooked a full feast easily with the appliances and cookware found in the kitchen. We even woke up to snow a few times that week. We enjoyed the hot tub at night and the fireplace each day. Beds are comfy, rooms are cozy and location is ideal. With close proximity to Woodstock, Tannersville and West Kill we were able visit some of our favorite places in the mountains. We’ll be back....
Cedar Cottage with hot tub as seen in New York Times escape section.
The Cabin at Chichester in the Catskills Mountains
The Cottage at Chichester

The Cabin at Chichester in the Catskills Mountains

9.8 out of 10, Exceptional, (179)
"Very nice cottage that is well kept and clean. Easy 7 min to Phoenicia and 20 min to Belleayre. The manager is very attentive and responsive to messages and questions. Very nice heat for the winter. Good kitchen for a small family. Also had a nice time running the dog in the yard."
The Cabin at Chichester in the Catskills Mountains
Relaxing Catskill Mountain Cottage.
Main room

Relaxing Catskill Mountain Cottage.

10.0 out of 10, Exceptional, (48)
"Property owner was very responsive and easily accessible. Our power was out when we got there and we were provided updates as to when everything would be restored in a timely manner. House was clean and comfortable. Would highly recommend this place to anyone looking to stay around West Shokan."
Relaxing Catskill Mountain Cottage.
Country Cottage with beautiful views and easy access to Catskills activities.
Terrace/patio

Country Cottage with beautiful views and easy access to Catskills activities.

10.0 out of 10, Exceptional, (7)
"The pipes were frozen at the original place, but they were kind enough to upgrade our stay. The mountain view was gorgeous, and the staff were extremely nice."
The price is AED 404
AED 641 total
includes taxes & fees
18 Feb - 19 Feb
Country Cottage with beautiful views and easy access to Catskills activities.
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Elka Park Vacation Rental | 3BR | 2BA | 1,200 Sq Ft | Step-Free Entry

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

9.6 out of 10, Exceptional, (16)
"I had a wonderful weekend stay at this lovely cabin! It is beautiful and cozy, all necessities provided. The check in and check out processes were easy, the guest contact was easy to contact and pleasant to speak with. The views are gorgeous, and the neighbors are so kind. Loved being here and definitely plan to come back! Will tell all my friends! Thank you!"
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Summer at the Lily

Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

10.0 out of 10, Exceptional, (27)
"We had a wonderful stay in this quiet gem. Clean, comfortable, cute, and cozy. Highly recommended! "
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Private Woodstock cottage. Don't forget your dog!
Living area

Private Woodstock cottage. Don't forget your dog!

10.0 out of 10, Exceptional, (8)
"Irene was wonderful! Will return!"
Private Woodstock cottage. Don't forget your dog!
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
View of Herb Cottage from the 'show off' herb garden

NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!

9.8 out of 10, Exceptional, (132)
"The cottage was a great place to stay with great easy access to downtown Woodstock, Kingston, and Rhineback. Lots of attention to detail by the owner. For example, there are plenty of kitchen utensils and dishes and tons of books and DVD's. The DVD's are displayed in alphabetical order and there are multiple heat zones that enabled the bathroom to independently be very warm while keeping the remaining zones more temperate. The place has everything you need for a cozy stay. The only...
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit | 5 Min to Kaaterskills Falls
Outdoor dining

Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit | 5 Min to Kaaterskills Falls

10.0 out of 10, Exceptional, (1)
"The place was clean, the area was adorable and close to everything, and the communication with the owner was quick and painless. Would stay again. "
Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit | 5 Min to Kaaterskills Falls
Charming 2-bedroom cottage with large deck in beautiful Accord NY.
Living area

Charming 2-bedroom cottage with large deck in beautiful Accord NY.

10.0 out of 10, Exceptional, (6)
"We had a fabulous stay at Judy's place. The beds were very comfortable, and the location was good. When we had an issue with the furnace, the owner went out of her way to correct the problem and ensured that we were comfortable. We would recommend this place."
Charming 2-bedroom cottage with large deck in beautiful Accord NY.
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
The loft also overlooks the spacious living room…

TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage

10.0 out of 10, Exceptional, (163)
"Our stay was ideal. Our third time staying at Brooks Cottage. The home is spacious and cozy, the kitchen very well equipped and the setting beautiful and all just a quick walk to the center of Woodstock. Highly recommend for those wanting to be "in town" yet in a very private and quite setting."
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
Charming Cottage in the Heart of the Shawangunks
Exterior

Charming Cottage in the Heart of the Shawangunks

10.0 out of 10, Exceptional, (7)
"My bridesmaids and I stayed here the night before my wedding and my husband and I the night of my wedding ..it is absolutely beautiful and private just what we wanted! Would definitely stay here again!"
The price is AED 735
AED 1,726 total
includes taxes & fees
18 Feb - 19 Feb
Charming Cottage in the Heart of the Shawangunks
A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley
Hand-hewn beams & cathedral ceilings

A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley

9.8 out of 10, Exceptional, (52)
"Very beautiful property! Beautiful night sky views and excellent nature, perfect place for a romantic weekend"
A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley
Stony Kill Ranch - Bohemian Paradise on Minnewaska

Stony Kill Ranch - Bohemian Paradise on Minnewaska

7.4 out of 10, Good, (3)
"Some friends and our pups were looking to spend a nice weekend upstate with our dogs to relax and spend time, and this place was perfect. The location is GREAT! It is near hiking trails, some breweries/orchards and while we didn’t go to dinner, there were restaurants around as well. The house was as described, spacious and had a lot to offer. We loved spending time in the hot tub and around the fire pit. The jam shed was a lot of fun for some in our group too! Check in was easy and when we had a...
Stony Kill Ranch - Bohemian Paradise on Minnewaska
Mountain Views & Brook Access: Home in Arkville!
Exterior

Mountain Views & Brook Access: Home in Arkville!

3.0 star property
Mountain Views & Brook Access: Home in Arkville!
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
Living room with L shaped couch + love seat (not featured)

Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes

10.0 out of 10, Exceptional, (5)
"quiet sanctuary close to Woodstock and saugerties"
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
Charming Retreat 5 Minute Walk to Main Street & 7 Minutes to Hunter Mountain
Outdoor spa tub

Charming Retreat 5 Minute Walk to Main Street & 7 Minutes to Hunter Mountain

The price is AED 1,828
AED 2,890 total
includes taxes & fees
21 Feb - 22 Feb
Charming Retreat 5 Minute Walk to Main Street & 7 Minutes to Hunter Mountain
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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Other property types in Olivebridge

Starlite Motel
Terrace/patio

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (248)
"Works great for our family of seven to Ski at Belleayre Mountain resort. Thank you. "
The price is AED 459
AED 525 total
includes taxes & fees
24 Feb - 25 Feb
Starlite Motel
Hamptons on the Hudson in South Saugerties
Pool

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (14)
"We had an absolutely wonderful stay at this Vrbo! From the moment we arrived, everything was spotless, beautifully decorated, and thoughtfully equipped with everything we needed. The hosts went above and beyond to ensure a comfortable and seamless experience, providing clear instructions and even thoughtful touches that made us feel right at home.The location was perfect—close enough to attractions and restaurants but still peaceful and private. The beds were incredibly comfortable, the kitchen...
Hamptons on the Hudson in South Saugerties
True Ski On - Ski Off Four Seasons Luxury Mountain Retreat!
Living area

True Ski On - Ski Off Four Seasons Luxury Mountain Retreat!

2.0 star property
9.8 out of 10, Exceptional, (28)
"Great place and location. We have been staying at different condo places for the past 3 Winter Ski season. This is by far the best. Matt is great. "
The price is AED 577
AED 995 total
includes taxes & fees
5 Mar - 6 Mar
True Ski On - Ski Off Four Seasons Luxury Mountain Retreat!
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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