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

Holiday Homes in Olivebridge

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Olivebridge holiday homes

A living room with a sofa, television, and plants.

1. Mid-Century Ranch * One-Level Living * Quiet Garden

Mid-Century Ranch * One-Level Living * Quiet Garden
Olivebridge
The price is €530
includes taxes & fees
6 Oct - 7 Oct
Mid-Century Ranch * One-Level Living * Quiet Garden
A modern two-story house with a deck, a swimming pool, and outdoor seating.

2. Hot Tub * Fireplace * Close To Woodstock

Hot Tub * Fireplace * Close To Woodstock
West Hurley
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful place! "
United States
Cheryl U.
The price is €876
includes taxes & fees
26 Oct - 27 Oct
Hot Tub * Fireplace * Close To Woodstock
A wooden deck with a wood-burning stove and a door leading to an outdoor area with chairs.

3. 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, (5 reviews)
"Great tastefully kept property. Our family including the 8 year felt we should have stayed here longer."
United States
Tarun
The price is €228
includes taxes & fees
29 Oct - 30 Oct
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
A kitchen with grey cabinets, a stone floor, and a view of a garden through an open door.

4. Historic Cottage * Steam Shower * Chef’s Kitchen

Historic Cottage * Steam Shower * Chef’s Kitchen
Kingston
10.0 out of 10, Exceptional, (1 review)
"We had a great time staying here! The house is a gorgeous historic house with modern amenities. It was a short drive to Kingston which was super convenient. We loved that we could bring our dog with us as well. It is on a main road, but we didn't find that to be a disturbance at all. I would definitely come back here again!!"
United States
Laura D.
The price is €554
includes taxes & fees
25 Oct - 26 Oct
Historic Cottage * Steam Shower * Chef’s Kitchen
A modern bedroom with a large bed, bedside tables, a chair, and a view of the outdoors through a glass door.

5. Stone Ridge Modern Mountain House

Stone Ridge Modern Mountain House
Stone Ridge
9.6 out of 10, Exceptional, (4 reviews)
"We enjoyed our one night stay. House was very clean and well appointed. Host was responsive. "
United States
Margaret and Greg S.
The price is €579
includes taxes & fees
6 Oct - 7 Oct
Stone Ridge Modern Mountain House
A bedroom with a bed, a TV mounted on the wall, a window with a view of greenery, and a small seating area with a table and chairs.

6. 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, (46 reviews)
"The pictures are misleading"
United States
Jia
The price is €246
includes taxes & fees
4 Oct - 5 Oct
The Studio at the Inn at High Falls
A spacious living area with a high ceiling, wooden beams, two leather sofas, a central rug, and a staircase leading to an upper level.

7. The Loft At The Inn At High Falls

The Loft At The Inn At High Falls
High Falls
9.0 out of 10, Wonderful, (23 reviews)
"this was just a lovely stay all around!! Will absolutely stay there again!"
United States
Inez
The price is €323
includes taxes & fees
8 Oct - 9 Oct
The Loft At The Inn At High Falls
A spacious living room with a fireplace, comfortable seating, and a dining area with a wooden table.

8. LONGVIEW FARM - Reimagined Modern Farmhouse

LONGVIEW FARM - Reimagined Modern Farmhouse
Marbletown
The price is €1,704
includes taxes & fees
5 Oct - 6 Oct
LONGVIEW FARM - Reimagined Modern Farmhouse
A swimming pool with a curved edge, surrounded by lush greenery and a house with a deck.

9. NEW: Family Retreat * Fireplace * Spa Bathroom

NEW: Family Retreat * Fireplace * Spa Bathroom
Cottekill
10.0 out of 10, Exceptional, (1 review)
"Property was great for our girls weekend! Eight of us fit very comfortably. Host was very responsive to all of our needs! We had a great time!"
United States
Shannon M.
The price is €823
includes taxes & fees
6 Oct - 7 Oct
NEW: Family Retreat * Fireplace * Spa Bathroom
A house with a sloped roof, a front porch with two chairs, and a well-maintained lawn.

10. Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!

Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!
Woodstock
10.0 out of 10, Exceptional, (1 review)
"The setting was peaceful and cottage was adorable. The proximity to Tinker Street was a short walk."
United States
Susan
The price is €305
includes taxes & fees
5 Oct - 6 Oct
Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!
A view from a room with a sliding glass door leading to an outdoor deck with a wooden fence, a chair, and a bench.

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, (103 reviews)
"Wonderful stay. "
United States
Chris L.
The price is €237
includes taxes & fees
20 Oct - 21 Oct
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

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

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (33 reviews)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is €258
includes taxes & fees
28 Oct - 29 Oct
Campfire Cottage: Fireplace, fire pit & no chores!
A spacious living area with a wooden dining table, a sofa with cushions, and a staircase leading to an upper level.

13. Hot Tub * Stylish Family Home * 2nd Guest Suite

Hot Tub * Stylish Family Home * 2nd Guest Suite
Stone Ridge
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful home, well appointed, hot tub was great, pet friendly, and incredible communication with the hosts! "
United States
Rebecca K.
Hot Tub * Stylish Family Home * 2nd Guest Suite
A compact kitchen with blue cabinets, a white stove, and yellow chairs.

14. 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.
The price is €233
includes taxes & fees
14 Oct - 15 Oct
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
A neatly made bed with white bedding and a few colorful pillows, a wooden headboard, and a wall-mounted light fixture.

15. 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
The price is €329
includes taxes & fees
14 Oct - 15 Oct
Retro Retreat: renovated 2BR, desk, no chore list!
An outdoor deck with a table and chairs, surrounded by trees and a wood-burning stove.

16. Cozy Mid-Century Retreat with Spa Hot Tub

Cozy Mid-Century Retreat with Spa Hot Tub
Woodstock
10.0 out of 10, Exceptional, (13 reviews)
"Great spot, close to town but removed enough to have total privacy. Thank you!"
United States
Alec M.
The price is €656
includes taxes & fees
7 Oct - 8 Oct
Cozy Mid-Century Retreat with Spa Hot Tub
A modern outdoor deck with a sectional sofa, a glass door leading to a red chair, and a white fence.

17. Brand New House with Huge Patio

Brand New House with Huge Patio
Kerhonkson
8.8 out of 10, Excellent, (6 reviews)
"This place was perfect for our weekend getaway."
United States
Soonmi
Brand New House with Huge Patio
A kitchen with wooden shelves, a window with a view of trees, and a vase with flowers on the windowsill.

18. 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, (45 reviews)
"Sweet place, very close to Minnewaska State Park which was great for us"
United States
Sueane
The price is €184
includes taxes & fees
28 Oct - 29 Oct
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
A forest campsite with a tent, a fire pit, and a bench.

19. 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.
The price is €138
includes taxes & fees
12 Oct - 13 Oct
Glamping Tent & Campsite by Minnewaska State Park
A hot tub on a wooden deck with a view of a river and trees.

20. Welcome to The Boathouse! Waterfront/Boats/Hot tub

Welcome to The Boathouse! Waterfront/Boats/Hot tub
New Paltz
9.6 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay very much! Everything was as described, inside was very clean, host was excellent with communication. Scenic, serene spot!"
United States
Jessica B.
Welcome to The Boathouse! Waterfront/Boats/Hot tub
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

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent
"very friendly helpful staff. very clean rooms. I loved the pillows. Where do you get them?"
Sharon 7-night trip
Posted 6 hours ago
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Find out more about Olivebridge

Olivebridge Holiday Homes information

Number of reviews
322
Accommodation
686 Holiday Homes
Lowest Price
€138
Highest Price
€1,704