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Check prices for these dates

Next weekend
26 Sept - 28 Sept
In two weeks
3 Oct - 5 Oct
In one month
17 Oct - 19 Oct
In two months
14 Nov - 16 Nov

Featured Cottages in Olivebridge and around

Our top choices for Olivebridge cottages

Charming Cottage in the Heart of the Shawangunks
Exterior

Charming Cottage in the Heart of the Shawangunks

10.0 out of 10, Exceptional, (15)
"The gatehouse was a perfect spot for a girls trip getaway. Secluded enough, but close to some local activities and restaurants! Cozy vibe and place had everything we needed!"
Charming Cottage in the Heart of the Shawangunks
Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly!
Exterior

Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly!

9.8 out of 10, Exceptional, (20)
"Had a wonderful "
Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly!
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Exterior

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

10.0 out of 10, Exceptional, (74)
"Nice property Very clean and comfortable "
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Streamside Cottage Half Mile to Town of Woodstock
Exterior

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (252)
"A beautiful quiet setting! "
Streamside Cottage Half Mile to Town of Woodstock
Relaxing Catskill Mountain Cottage.
Exterior

Relaxing Catskill Mountain Cottage.

10.0 out of 10, Exceptional, (50)
"Nice place. Beautiful seroundings"
Relaxing Catskill Mountain Cottage.
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Exterior

ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi

10.0 out of 10, Exceptional, (80)
"My friend and I really enjoyed the solace of our stay. Highly recommend!"
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
The Cabin at Chichester in the Catskills Mountains
Exterior

The Cabin at Chichester in the Catskills Mountains

9.8 out of 10, Exceptional, (187)
"This is a great little cottage! It’s super clean and has everything you need and plenty of space inside and out. Host was terrific to deal with and made the process seamless and simple. Would definitely stay here again as a great place to stay while enjoying all the area has to offer!! "
The Cabin at Chichester in the Catskills Mountains
Charming Artist's Retreat
Exterior

Charming Artist's Retreat

10.0 out of 10, Exceptional, (142)
"Enjoyed our stay!"
Charming Artist's Retreat
Woodstock Cottage with hot tub. Close to town yet very private.
Exterior

Woodstock Cottage with hot tub. Close to town yet very private.

9.4 out of 10, Exceptional, (84)
"Diana’s property was the perfect spot to reconnect with old friends. We enjoyed the art, food and music of Woodstock and a side trip to Bethel to check out the Woodstock Museum. Diana’s home was a comfortable place to retreat to after our days of exploring. We would love to make it an annual event. "
Woodstock Cottage with hot tub. Close to town yet very private.
Hits Adjacent | Pet Friendly | Caraway Cottage
Exterior

Hits Adjacent | Pet Friendly | Caraway Cottage

10.0 out of 10, Exceptional, (12)
"We enjoyed our stay, nice location "
Hits Adjacent | Pet Friendly | Caraway Cottage
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (43)
"Lily Cottage worked out perfectly for my wife and myself. It was clean, quiet, and amenities were as described in the listing. It was a scenic 20 minute drive to Woodstock, the Ashokan bike trail, and Phoenicia. Recommended!"
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Whimsical Woodland Cottage in Stone Ridge NY
Exterior

Whimsical Woodland Cottage in Stone Ridge NY

9.4 out of 10, Exceptional, (10)
"The cottage was in a great location and perfect for my husband and me. Nice getaway!"
Whimsical Woodland Cottage in Stone Ridge NY
Private cottage - 5 min from the center of town
Interior

Private cottage - 5 min from the center of town

10.0 out of 10, Exceptional, (11)
"Perfect for a visit to Woodstock. Comfortable bed, small space but everything that was needed was there. On site close parking is a plus. Great stay for a couple. "
Private cottage - 5 min from the center of town
Mountain Views & Brook Access: Home in Arkville!
House (3 Bedrooms) | Interior

Mountain Views & Brook Access: Home in Arkville!

3.0 star property
Mountain Views & Brook Access: Home in Arkville!
Leggett Cottage, High Falls, NY.
Exterior

Leggett Cottage, High Falls, NY.

10.0 out of 10, Exceptional, (77)
"Lovely view of horse farm from cottage patio. Close to great hiking, the farmer’s market, and restaurants. Wonderful hosts, very helpful and responsive to all needs. "
Leggett Cottage, High Falls, NY.
Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish
House (3 Bedrooms) | Interior

Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a great time during our stay. The house was nicely setup. We would go back again."
Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish
Charming Victorian Ski House minutes to Belleayre Mountain
Terrace/patio

Charming Victorian Ski House minutes to Belleayre Mountain

10.0 out of 10, Exceptional, (5)
"Cozy house, loved how close it was to mountain. Perfect for my family!"
Charming Victorian Ski House minutes to Belleayre Mountain
Stream Come True! Ski, hike, spa, flow, relax...
Exterior

Stream Come True! Ski, hike, spa, flow, relax...

10.0 out of 10, Exceptional, (6)
"Very clean house, cozy, beautiful views. Close to skiing. "
Stream Come True! Ski, hike, spa, flow, relax...
Charming 2-bedroom cottage with large deck in beautiful Accord NY.
Exterior

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

10.0 out of 10, Exceptional, (14)
"It was better than the pictures! Very peaceful and a lovely little house. Judy was very responsive with any questions or needs we had. "
Charming 2-bedroom cottage with large deck in beautiful Accord NY.
Charming Rhinebeck Cottage, 5 min. from town, King Bed!
Property grounds

Charming Rhinebeck Cottage, 5 min. from town, King Bed!

10.0 out of 10, Exceptional, (1)
"Wonderful couples getaway. Stunning landscape, wildlife, and views."
Charming Rhinebeck Cottage, 5 min. from town, King Bed!
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

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"Amazing place for a quality weekend."
Eric 2-night trip
Posted 2 days ago
Hunter Lodge, a Bluebird by Lark

Find out more about Olivebridge

Find out more about Olivebridge

Olivebridge Cottages information

Number of reviews
1,005
Accommodation
158 Cottages
Lowest Price
Highest Price

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