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Compare 640 Vacation Homes in Olivebridge with updated reviews, rates, and availability.

The Farm at Hyde Park
Exterior

The Farm at Hyde Park

9.8 out of 10, Exceptional, (63)
"Quiet spot out of the city but not too far from Hudson Valley sites. Large vaulted space, fresh eggs from the hen house next door, sky full of stars at night. Great host!"
The Farm at Hyde Park
Beautiful Private Stone Home in the Hudson Valley
Exterior

Beautiful Private Stone Home in the Hudson Valley

10.0 out of 10, Exceptional, (138)
"home and amenities enjoyed by all age groups. the city-slickers were thrilled by the deer, and visiting the chickens and roosters. the location is beautiful and rural. easy drive from nyc and capital district."
Beautiful Private Stone Home in the Hudson Valley
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
Front of the Red Cottage

HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace

10.0 out of 10, Exceptional, (34)
"This house was adorably charming and perfect for a weekend getaway in Woodstock. We loved watching wildlife from the beautiful kitchen windows and the privacy the property provided. Our pup loved the front sun room and keeping an eye on the yard. Thank you for sharing your home!"
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
The Catskills Red Barn
The Catskills Red Barn

The Catskills Red Barn

10.0 out of 10, Exceptional, (36)
"Really cute weekend stay for my partner, pup and I. Easy access to the main road which was very convenient and great yard for the dog! Bathroom needs a little updating :) "
The Catskills Red Barn
Red Barn Retreat - Shawangunk Mountains Getaway
Property grounds

Red Barn Retreat - Shawangunk Mountains Getaway

10.0 out of 10, Exceptional, (32)
"We had a great time staying in Gardiner, NY. The Red Barn Retreat was perfect! There are so many things to do near this location. We visited Hyde Park, had lunch at the Culinary Institute, hiked the Monhonk Preserve, explored Historic Huguenot Street, checked out New Paltz for the first time and did the Walkway Over the Hudson on the way home. I loved relaxing under the stars in the hot tub and just gazing out at the view. My spouse just asked me last night, "When are we going back?" Bill is a...
Red Barn Retreat - Shawangunk Mountains Getaway
Bright, historic Woodstock home close to town
Exterior

Bright, historic Woodstock home close to town

9.8 out of 10, Exceptional, (6)
"We loved the historic nature of the property. It is in a beautiful setting, just a short walk from downtown Woodstock. Cheryl was very responsive and helpful. Wish we had more time to enjoy the outdoor space!"
Bright, historic Woodstock home close to town
‘A Gathering Den’ 3-bedrm house. Central to Belleayre, Hunter and Windham slopes
Exterior

‘A Gathering Den’ 3-bedrm house. Central to Belleayre, Hunter and Windham slopes

10.0 out of 10, Exceptional, (6)
"My family stayed here while visiting our daughter for parents weekend at Bard College. We have stayed in a number of rentals in the area over the past few years, and this is by far the best! It was perfect in every way: spacious, very clean and comfortable, everything worked well and the hosts were super responsive and kind. We will absolutely want to stay here again! "
‘A Gathering Den’ 3-bedrm house. Central to Belleayre, Hunter and Windham slopes
Hamptons on the Hudson in South Saugerties
Pool

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (12)
"Our group of 7 women had a great time in the house. Beautiful property. Nice view of the Hudson. Lots of amenities. Well stocked kitchen. Cozy and comfortable. We enjoyed the Nespresso machine. Lots of room for us to spread out and to hang out together in the living room and enjoy a meal in the dining room. We would definitely stay again. "
Hamptons on the Hudson in South Saugerties
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim
Exterior

7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim

10.0 out of 10, Exceptional, (212)
"We had a fantastic stay in Valentyna's home. We had a large group of 16 at the home during labor day weekend. We found the house large, clean, updated and had plenty of space. The bedrooms are roomy, the living spaces are even larger than pictured, and the five different outdoor areas are fantastic. The house has every amenity you can ask for. Direct lake access is steps from the house and the house is close to Hunter for the winter months. We had a great time and would happily stay again. "
The price is AED 1,319
AED 2,722 total
includes taxes & fees
24 Nov - 25 Nov
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
Exterior

Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County

10.0 out of 10, Exceptional, (14)
"The house is best for a small family that can be active and not worry about hurting the interior. The property is pretty especially the open fields across the street where an evening walk is lovely. House was well stocked and comfortable ."
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
Property grounds

THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE

10.0 out of 10, Exceptional, (90)
"The house and its amenities were perfect for our group, and the host was easy to communicate. "
The price is AED 1,414
AED 2,516 total
includes taxes & fees
24 Nov - 25 Nov
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Eating area leading to one pristeen acre looking out to waterfront

Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!

9.8 out of 10, Exceptional, (43)
"Wonderful rental, clean, modern, and a beautiful location."
The price is AED 628
AED 1,300 total
includes taxes & fees
3 Dec - 4 Dec
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Esopus Creek modern Tiny house Retreat!
Interior

Esopus Creek modern Tiny house Retreat!

9.6 out of 10, Exceptional, (18)
"Nice little place to crash after a show at Bearsville."
The price is AED 569
AED 826 total
includes taxes & fees
24 Nov - 25 Nov
Esopus Creek modern Tiny house Retreat!
Hudson River Way by Woodstock Way Hotel
Exterior

Hudson River Way by Woodstock Way Hotel

5.0 star property
The price is AED 1,913
AED 2,199 total
includes taxes & fees
23 Nov - 24 Nov
Hudson River Way by Woodstock Way Hotel
Cute home in Kerhonkson, NY. This home is minutes to many popular destinations
Schawangunk House

Cute home in Kerhonkson, NY. This home is minutes to many popular destinations

8.8 out of 10, Excellent, (16)
"Close to the trails. Loved the park with the trails. "
Cute home in Kerhonkson, NY. This home is minutes to many popular destinations
Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres
Exterior

Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres

10.0 out of 10, Exceptional, (177)
"David was very communicative and has a great home. Location felt surrounded by nature but was a very short drive into town. "
Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
17f8a313-7284-4e37-8035-3645cf8e583a

New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill

10.0 out of 10, Exceptional, (10)
"very comfortable and well appointed. will stay again."
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything
The open dining and living room area has plenty of comfortable seating.

Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything

9.4 out of 10, Exceptional, (3)
" This space was the perfect place to come back to after a day filled with fun fall activities. The property had everything we needed to cook a nice dinner. And there were ample entertainment provided options for the evening. The property was clean and spacious. It is a great place to stay, I would highly recommend it."
The price is AED 643
AED 1,025 total
includes taxes & fees
3 Dec - 4 Dec
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything
Pet-Friendly ‘Pond View Loft' w/ Private Pool!
Pine Bush Vacation Rental | 1BR | 1.5BA | Stairs Required for Access | 750 Sq Ft

Pet-Friendly ‘Pond View Loft' w/ Private Pool!

9.6 out of 10, Exceptional, (11)
"Overall, it seemed like the property manager was not ready for guests. The toilet instantly broke, the pool hadn’t been cleaned in probably weeks, and the apartment had stained sheets. It’s a nice place but really not worth the money."
Pet-Friendly ‘Pond View Loft' w/ Private Pool!
The Studio at the Inn at High Falls
Exterior

The Studio at the Inn at High Falls

7.8 out of 10, Good, (22)
"Great communication with host. Stayed one night for event at Arrowood Farms (only 10 minutes away). Clean , nicely decorated studio with plenty of light. Lovely yard. Close to all local attractions and dining. Large shower. Great towels and toiletries.TV and A/C worked well. Appreciated the drinking water.Really cozy studio. Has frig, microwave and coffee maker.(also iron and hair dryer). A fabulous stay, although water pressure was a little low, but certainly not a deal breaker. Had people...
The Studio at the Inn at High Falls
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

High Point Mtn House ~ Celebrate Thanksgiving on the Mountain! Total privacy!
Terrace/patio

High Point Mtn House ~ Celebrate Thanksgiving on the Mountain! Total privacy!

10.0 out of 10, Exceptional, (21)
"My friends and I were looking for a place for 8 of us to enjoy the weekend and it was awesome. The house location has one of the most beautiful sights of any VRBO house I've stayed at. Between the incredible audio systems, furniture layout, overall living room aesthetics, and living room windows designed to take advantage of the beautiful view, the interior was ideal for our group. The host was in constant communication with us and gave clear directions for entering and leaving the house. Highly...
High Point Mtn House ~ Celebrate Thanksgiving on the Mountain! Total privacy!
Starlite Motel
Terrace/patio

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (244)
"Cosy room, clean bathroom, useable kitchen with all useful appliances. Loved the back yard with the fire pit. A little bit of a drive from our home but it was worth the effort. I would come again."
The price is AED 459
AED 525 total
includes taxes & fees
26 Nov - 27 Nov
Starlite Motel
The Farm at Hyde Park
Exterior

The Farm at Hyde Park

9.8 out of 10, Exceptional, (63)
"Quiet spot out of the city but not too far from Hudson Valley sites. Large vaulted space, fresh eggs from the hen house next door, sky full of stars at night. Great host!"
The Farm at Hyde Park
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.