Olivebridge Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Olivebridge vacation rentals

Exterior detail

NEW: Atomic Ranch - MCM One Level in Olivebridge

NEW: Atomic Ranch - MCM One Level in Olivebridge
Olivebridge
$515 nightly
The price is $581
May 14 - May 15
Total with taxes and fees
NEW: Atomic Ranch - MCM One Level in Olivebridge
Property grounds

TRANQUIL MOUNTAIN SOLITUDE

TRANQUIL MOUNTAIN SOLITUDE
Pine Bush
10.0 out of 10, Exceptional, (4 reviews)
"Such a quaint & cozy little hideaway! Hosts could not be more hospitable. Thank you for a great stay!"
United States
Michelle H.
$198 nightly
The price is $222
Jun 1 - Jun 2
Total with taxes and fees
TRANQUIL MOUNTAIN SOLITUDE
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.
$145 nightly
The price is $162
May 17 - May 18
Total with taxes and fees
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Property grounds

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

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Phoenicia
$273 nightly
The price is $282
May 14 - May 15
Total with taxes and fees
"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
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
$253 nightly
The price is $283
May 14 - May 15
Total with taxes and fees
Tiny Home, King Bed & Hot Tub, Unit B
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, (35 reviews)
"Instructions were clear. Accommodations were comfortable and clean. Lovely grounds. "
United States
Julia
$243 nightly
The price is $272
May 14 - May 15
Total with taxes and fees
The Studio at the Inn at High Falls
Property grounds

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (31 reviews)
"Lovely place almost magical ....the perfect get away . . So well kept."
United States
Nivia
$345 nightly
The price is $372
May 14 - May 15
Total with taxes and fees
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Interior

Dream getaway apartment in the foot of Gunks Ridge

Dream getaway apartment in the foot of Gunks Ridge
Wallkill
9.6 out of 10, Exceptional, (26 reviews)
"Clean and quiet."
United States
Ted
$149 nightly
The price is $152
May 14 - May 15
Total with taxes and fees
Dream getaway apartment in the foot of Gunks Ridge
Property grounds

Glamping Tent & Campsite by Minnewaska State Park

Glamping Tent & Campsite by Minnewaska State Park
Kerhonkson
8.8 out of 10, Excellent, (3 reviews)
"This is an "upgraded" camping experience! A peaceful setting for outdoor living, exceptionally private. Super convenient to Minnewaska. Everything you need amd exactly as described, plenty of seating for a larger group and sleeping tent/yurt makes inclement weather less of a concern than a regular tent or backpacking setup. Definitely stay here!"
United States
Megan
$136 nightly
The price is $152
May 14 - May 15
Total with taxes and fees
Glamping Tent & Campsite by Minnewaska State Park
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, (36 reviews)
"Awesome place, great location. We loved our stay."
United States
Will R.
$191 nightly
The price is $193
Jun 2 - Jun 3
Total with taxes and fees
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Bar (on property)

Jessie's Harvest House

Jessie's Harvest House
Tannersville
$189 nightly
The price is $200
May 14 - May 15
Total with taxes and fees
Jessie's Harvest House
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.
$213 nightly
The price is $239
May 14 - May 15
Total with taxes and fees
Tiny Cat Tiny House
Premium House, Kitchen, Mountain View | Private kitchen | Full-size fridge, microwave, coffee/tea maker

Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (303 reviews)
"Just what me and my two boys needed for our short ski weekend. Very efficient little apartment with well equipped kitchen. So close to Belleayre and very nice welcome from the host."
United States
Peter
$125 nightly
The price is $140
May 14 - May 15
Total with taxes and fees
Starlite Motel
TV, fireplace, offices

Catskills Cabin with Hot Tub near Hiking

Catskills Cabin with Hot Tub near Hiking
Shandaken
8.2 out of 10, Very Good, (31 reviews)
"Great fireplace setup. Great sound system. Nice kitchen "
United States
Austin H.
$320 nightly
The price is $336
May 26 - May 27
Total with taxes and fees
Catskills Cabin with Hot Tub near Hiking
Exterior

Umana's Cabin, cozy, comfy, 5+ acres of land

Umana's Cabin, cozy, comfy, 5+ acres of land
Saugerties
10.0 out of 10, Exceptional, (3 reviews)
"Secluded and private but just a short drive away from a little town with great bars, restaurants and music venues. "
United States
Paul
$453 nightly
The price is $507
May 14 - May 15
Total with taxes and fees
Umana's Cabin, cozy, comfy, 5+ acres of land
Property grounds

Cold Spring Lodge - Cabin 2

Cold Spring Lodge - Cabin 2
Big Indian
9.6 out of 10, Exceptional, (4 reviews)
"We had a nice relaxing stay"
United States
Michael
$245 nightly
The price is $275
May 14 - May 15
Total with taxes and fees
Cold Spring Lodge - Cabin 2
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
$221 nightly
The price is $240
Jun 1 - Jun 2
Total with taxes and fees
Cabin on Mtn, Seasonal Pool Access w Panoramic View! Hike, Golf, Swim, Recharge
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.
$403 nightly
The price is $451
May 20 - May 21
Total with taxes and fees
Mossy Moody Cabin in High Falls, 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, (279 reviews)
"The view in the snow was absolutely gorgeous and the size of the accommodations was perfect!"
United States
Abigail Y.
$310 nightly
The price is $347
Jun 5 - Jun 6
Total with taxes and fees
Streamside Cottage Half Mile to Town of Woodstock
Interior

Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!
Kingston
9.8 out of 10, Exceptional, (76 reviews)
"Beautiful tiny home with a very responsive host! "
United States
Vicky E.
$238 nightly
The price is $267
May 14 - May 15
Total with taxes and fees
Esopus Creek modern Tiny house 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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Top Olivebridge Hotel Reviews

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

8/10 Good
"The place is old, but was refurbished in years past. The closet door mirror was broken. Black ants in the bathroom. On the positive side, it was one minute away from FDR's house and library, and a little bit away from a new shopping center with a supermarket. The guy who checked us in was friendly. Breakfast was waffles and oatmeal; some fruit was out to grab. Hyde Park is not what we expected. The town looks tired. It needs updating in many areas, but at least there is new commerce coming in here and there."
Robert 1-night trip
Posted 13 hours ago
Quality Inn Hyde Park Poughkeepsie North

Find out more about Olivebridge

Everything you need to know about Olivebridge vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Olivebridge vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Olivebridge vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Olivebridge vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Olivebridge. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Olivebridge in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $140 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Olivebridge rentals

At Expedia, we put the best Olivebridge vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Olivebridge rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Olivebridge vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Olivebridge. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Olivebridge?

Yes, we offer vacation rentals close to well known points of interest in Olivebridge, or you can select a secluded option if you're looking for relaxation. 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's the top vacation rental that Olivebridge has to offer?

The Farm at Hyde Park: Visitors like this Olivebridge vacation home rental. It is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Olivebridge?

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

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 vacation rentals like in Olivebridge?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Olivebridge. Vacation rentals offer extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.