Olivebridge Holiday Rentals

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Olivebridge holiday rentals

Exterior

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Saugerties
8.0 out of 10, Very good, (47 reviews)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
The price is HK$978
HK$1,271 total
includes taxes & fees
29 Apr - 30 Apr
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Property grounds

Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (276 reviews)
"The view in the snow was absolutely gorgeous and the size of the accommodations was perfect!"
United States
Abigail Y.
Streamside Cottage Half Mile to Town of Woodstock
Smart TV, fireplace

Mossy Moody Cabin in High Falls, NY

Mossy Moody Cabin in High Falls, NY
High Falls
9.8 out of 10, Exceptional, (19 reviews)
"Had a great fall weekend staying at the cabin. Cute place and the location was perfect for our activities in the nearby towns like Kingston and Accord."
United States
Steve H.
The price is HK$1,471
HK$3,523 total
includes taxes & fees
5 May - 6 May
Mossy Moody Cabin in High Falls, NY
Exterior

Tiny Home, King Bed & Hot Tub, Unit B

Tiny Home, King Bed & Hot Tub, Unit B
Ellenville
9.6 out of 10, Exceptional, (9 reviews)
"Everything was perfect. Don’t miss the owners restaurant either it’s great "
United States
Matthew
The price is HK$1,260
HK$2,287 total
includes taxes & fees
21 Apr - 22 Apr
Tiny Home, King Bed & Hot Tub, Unit B
Exterior

PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC

PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
Mt. Tremper
9.6 out of 10, Exceptional, (10 reviews)
"Wonderful spot to unwind and take a relaxing getaway."
United States
cheryll s.
The price is HK$1,479
HK$3,252 total
includes taxes & fees
4 May - 5 May
PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
Terrace/patio

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Gardiner
10.0 out of 10, Exceptional, (12 reviews)
"Great weekend getaway to reconnect with old friends!"
United States
Lisa D.
The price is HK$819
HK$1,582 total
includes taxes & fees
23 Apr - 24 Apr
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Smart TV, video games, offices

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
Saugerties
9.6 out of 10, Exceptional, (15 reviews)
"The home was extremely clean and nicely appointed. Beds were very comfortable and kitchen was nicely equipped."
United States
Nancy B.
The price is HK$581
HK$2,049 total
includes taxes & fees
22 Apr - 23 Apr
Peaceful Cabin w/ Fire Pit & Creek Access
Property grounds

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Phoenicia
The price is HK$1,127
HK$2,235 total
includes taxes & fees
21 Apr - 22 Apr
"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Property grounds

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (30 reviews)
"Best place ever!!"
United States
LaurapatOsterwald S.
The price is HK$1,585
HK$2,886 total
includes taxes & fees
21 Apr - 22 Apr
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
2 bedrooms, desk, free WiFi, bed sheets

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 HK$595
HK$2,191 total
includes taxes & fees
29 Apr - 30 Apr
Retro Retreat: renovated 2BR, desk, no chore list!
Exterior

Tiny Cat Tiny House

Tiny Cat Tiny House
Grahamsville
9.8 out of 10, Exceptional, (7 reviews)
"Great location to get some peace and quiet. Beautiful foliage and tons of wildlife in the area. This was our first time staying in a tiny home, and the place had everything we needed to cook, clean, and relax while exploring the area."
United States
Jacob L.
The price is HK$930
HK$1,838 total
includes taxes & fees
19 Apr - 20 Apr
Tiny Cat Tiny House
Pool

Cabin on Mtn, Seasonal Pool Access w Panoramic View! Hike, Golf, Swim, Recharge

Cabin on Mtn, Seasonal Pool Access w Panoramic View! Hike, Golf, Swim, Recharge
Hunter Highlands
10.0 out of 10, Exceptional, (12 reviews)
"We couldn't ask for a better location for snowboarding at Hunter. Nice apartment. We'd definitely go back next time."
United States
Rui
The price is HK$883
HK$1,769 total
includes taxes & fees
19 Apr - 20 Apr
Cabin on Mtn, Seasonal Pool Access w Panoramic View! Hike, Golf, Swim, Recharge
Interior

Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!
Kingston
9.8 out of 10, Exceptional, (75 reviews)
"Wonderful tiny home. "
United States
Kyle E.
The price is HK$1,189
HK$1,858 total
includes taxes & fees
19 Apr - 20 Apr
Esopus Creek modern Tiny house Retreat!
Fridge, microwave, oven, stovetop

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, (5 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 HK$516
HK$1,858 total
includes taxes & fees
21 Apr - 22 Apr
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Fireplace, books

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, (14 reviews)
"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "
United States
Patrick S.
The price is HK$619
HK$1,381 total
includes taxes & fees
6 May - 7 May
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Interior

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Stone Ridge
9.4 out of 10, Exceptional, (22 reviews)
"Great stay!"
United States
Olivia O.
The price is HK$380
HK$986 total
includes taxes & fees
22 Apr - 23 Apr
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Bar (on property)

Jessie's Harvest House

Jessie's Harvest House
Tannersville
10.0 out of 10, Exceptional, (1 review)
"cute little spot! very nice place to stay"
United States
David R.
The price is HK$923
HK$1,558 total
includes taxes & fees
19 Apr - 20 Apr
Jessie's Harvest House
1 bedroom, free WiFi, bed sheets

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, (34 reviews)
"Instructions were clear. Accommodations were comfortable and clean. Lovely grounds. "
United States
Julia
The price is HK$978
HK$2,244 total
includes taxes & fees
10 May - 11 May
The Studio at the Inn at High Falls
Interior

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, (34 reviews)
"Awesome place, great location. We loved our stay."
United States
Will R.
The price is HK$611
HK$1,373 total
includes taxes & fees
11 May - 12 May
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Terrace/patio

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Kingston
9.4 out of 10, Exceptional, (28 reviews)
"The beds were especially comfortable! "
United States
josh p.
The price is HK$775
HK$1,981 total
includes taxes & fees
19 Apr - 20 Apr
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
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

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

10/10 Excellent
"The Arms is amazing I always like staying there!"
Maria 1-night trip
Posted 3 hours ago
Beekman Arms and Delamater Inn

Find out more about Olivebridge

Search for holiday rentals in Olivebridge on Expedia! You can easily find your home rentals, villas, holiday apartments in Olivebridge using one of the methods below:

  • View our selection of featured holiday rentals in Olivebridge
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  • Enter your travel dates to view the best deals on holiday rentals in Olivebridge while they last

Look no further and take a look at our great range of rental properties in Olivebridge!

Frequently asked questions

Can I find holiday rentals in Olivebridge?

Yes, there are holiday rentals close to the most popular sights in Olivebridge, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that Olivebridge has to offer?

Esopus Creek modern Tiny house Retreat!: This holiday home rental outside of Olivebridge is located on a river, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family.

How many holiday rentals will I find in Olivebridge?

Choose from 10 Expedia holiday rentals in Olivebridge for a memorable holiday.

What can I see and do in Olivebridge?

Esopus Creek and Catskill Mountains are a couple of lovely local spots to get outside and enjoy nature. While here, Catskill State Park and Brown's Station are other places worth a visit.

What are holiday rentals like in Olivebridge?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Olivebridge. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a small group gathering.