Vacation rentals in Oliverea

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Top-rated vacation rentals in Oliverea

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.

Cabin in Saugerties

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

ValueLocationHiking

4.99 out of 5 average rating, 159 reviews

Top guest favorite

Cabin in Big Indian

Retro Modern Paradise in the Catskills

Our spacious home is nestled at the top of Rose Mountain in The Catskills, perfect for a family retreat. Approximately 2.5 hour drive from New York City and only 10 minutes from Belleayre. Spend your time relaxing in our cabin with the seclusion and privacy of 5 acres of forest and meadow. Our property runs along a small creek in Big Indian, NY, with sweeping views of Slide Mountain. Centered in the middle of the Catskills its easy to explore many local restaurants and bars within an hour drive.

FamilyLocationWifi

4.96 out of 5 average rating, 304 reviews

Guest favorite

A peaceful outdoor scene features red Adirondack chairs positioned on lush green grass. The morning sun casts long shadows, illuminating the surrounding trees and the misty mountain view in the background.

Cabin in Arkville

Mountain View Hideaway

This cabin is a peaceful hideaway with spectacular mountain views tucked into a wooded cove. The hot tub along with the aura of tranquility will provide an oasis after a day of hiking, skiing or snowboarding. It’s an easy 5 minutes to Belleayre Ski Mountain and if looking to work from home, there is high speed wifi available as well as clear cellphone signals at the location. Lookout for the deer, wild turkeys, birds and much more from the porch or lounge. Check out @mountainviewhideaway on IG!

FamilyValueGetting around

4.92 out of 5 average rating, 155 reviews

Top guest favorite

A serene view of the cabin set amidst lush greenery, with a calm stream flowing nearby. The deck is visible, and seating areas are arranged on the manicured lawn. Surrounding trees offer a sense of seclusion, enhancing the natural ambiance of the location.

Cabin in Hardenburgh

Catskills Cabin Oasis: Hot Tub, Hike, Creek, Relax

Escape to a secluded Catskills cabin with hot tub, forest views, fireplace, and walkable access to Balsam Lake Trailhead. Relax in the hot tub under the stars, enjoy coffee on the deck beside a babbling creek, and unwind by the historic fireplace built in 1920. Just 10 minutes to Belleayre Mountain for skiing, tubing, hiking, and lake days. Perfect for couples getaways, family weekend escapes, hiking trips, ski weekends, and year-round Catskills adventures. Welcome to Catskill Cabin Oasis!

FamilyLocationComfort

4.98 out of 5 average rating, 182 reviews

Guest favorite

Barn in Big Indian

(RE)Barn | Lakefront Mountain Retreat by Belleayre

Immerse yourself in this (RE)Barn: with rustic charm & modern luxury. This 100+ year-old gem has been transformed into your ultimate getaway spot. Picture this: private lakefront, dreamy mountain views, and trails to be explored or Bellayre to be Skied. The blend of old-school-cool and new-age comfort : century-old timbers that'll make you swoon.This is where history, modernity and nature seamlessly blend for your most relaxing vacay yet. Answer the call to hang out by the lake and fire-pit!

FamilyValueCheck-in

4.93 out of 5 average rating, 100 reviews

Guest favorite

A charming cottage is nestled among lush greenery, featuring a white exterior with brown shutters. The entrance is framed by well-maintained shrubs and a wooden deck extends from the front. Tall trees create a serene backdrop, enhancing the peaceful environment.

Bungalow in Big Indian

The Den @ Oliverea - Minutes to Hiking and Skiing!

Nestled into a quiet through road that goes to some of the best hiking nearby (hello Slide Mt.!) and just 10 minutes away from skiing at powder-coated Belleayre, my charming little two bedroom cottage is ready for your family or group's adventures. There is no cell service here, but fast Internet awaits the remote worker, with a modern mesh network providing indoor/outdoor coverage. Comfy beds, a stocked kitchen, a hot shower, and mountain peace await! Shandaken STR License #2022-STR-001P

LocationValueBackyard

4.94 out of 5 average rating, 216 reviews

Top guest favorite

An outdoor wood-fired hot tub is positioned on a deck, offering views of the lush green landscape and distant mountains. Sunlight reflects off the water's surface, while a wooden paddle rests against the side. The serene setting invites relaxation amidst nature.

Cabin in Big Indian

Romantic Cabin with Sauna & Wood Fired Hot Tub

Voted GQ 18 Best Airbnbs with Hot Tubs. Under three hours from NYC and just 10 minutes off of Route 28, our rustic cabin is tucked away far from the rest of the world. Nestled in the woods perfectly situated on a hill the five acres of land make you feel completely removed from the city. The property includes a sweeping lawn, a deck for dining or star gazing, an outdoor fire pit, outdoor charcoal grill. Then there's the outdoor wood fired hot tub and sauna - the highlights! (#2022-STR-003)

FamilyLocationKitchen

4.97 out of 5 average rating, 402 reviews

Top guest favorite

The exterior of a Bavarian-style chalet is displayed, featuring a two-story structure with a steeply pitched roof and a front balcony. The surrounding lawn is adorned with seasonal foliage, and the mountains in the background are highlighted by autumn colors.

Chalet in Big Indian

The Alpine Chalet - A Relaxing Mountain Retreat

Enjoy the scenic Catskill Mountains in this Bavarian-style chalet situated on half an acre with valley views. Composed of modern luxuries and comforts, The Alpine Chalet is the perfect getaway for anyone looking to explore the Catskills. Only 6 mins to Full Moon Resort, 10 mins to Belleayre Ski Mountain, and 15 mins to Phoenicia/30 mins to Woodstock, an abundance of hiking trails, ski resorts, and charming towns await you! Follow us on Insta! @Alpine.Chalet STR License #2022-STR-AO-005

LocationFamilyTV

4.96 out of 5 average rating, 207 reviews

Top guest favorite

An open-concept gourmet kitchen and dining area feature wooden beams and a polished hardwood floor. A large dining table is surrounded by various chairs. The kitchen is equipped with modern appliances and a spacious island, illuminated by pendant lights. Natural light fills the area through large windows.

Cabin in Big Indian

Puckihuddle: Luxurious Converted Barn - Catskills

Rustic barn once used for textiles manufacturing converted to a modern, luxurious Catskills getaway! Sits at the base of Panther Mtn in Big Indian on 5 acres of private land & across from Creek swimming. 11mi to Phoenicia-8 to Belleayre-2 to Full Moon. 2 beds, 2 baths, chef's kitchen & grand, open living room. Fast WiFi, Sonos, Samsung Frame TV, games, cocktail cart, wood burning stove inside, fire pit and HOT TUB outside. Kitchen stocked with basics & then some! Insta: @puckihuddlebarn

ValueLocationView

5.0 out of 5 average rating, 101 reviews

Guest favorite

The charming mountainside house features a rustic wooden deck with railings, providing an inviting outdoor space. A mixture of blue siding and stone accents characterize the exterior, surrounded by lush greenery and trees, creating a peaceful natural setting.

Home in Big Indian

Catskills Hiking Skiing Belleayre Full Moon Resort

STR License#2024-STR-AO-133. Total OCC 12 NOT including children U18. Private mountainside, 1 acre waterfront/stream (Mother Nature controlled/operated) is the perfect place to unwind with family/friends. Roast marshmallows by the fire pit* Cozy-up to the wood burning stove* Offering grocery/catering pick-up; let us stock the kitchen for you! Offering balloon design/decorations for your special occasion. We are 1.8 miles from the Full Moon Resort & 1000 yards from The Urban Cowboy

LocationFamilyWifi

4.93 out of 5 average rating, 160 reviews

Guest favorite

An open living space features a stone fireplace at its center, flanked by large windows that provide natural light. Comfortable seating is arranged around a coffee table, and a dining area with chairs is visible in the background, all designed with rustic cedar beams overhead.

Home in Big Indian

Contemporary MOUNTAINSIDE home

The contemporary mountain side house is located between Woodstock and the Belleayre Ski Resort. Designed by an award winning architect, featuring cedar beams, vaulted ceiling, and walls of windows. Lower level houses the media/billiards room and 4 en-suite bedrooms all with individual private outdoor patios. Close to Peekamoose and Zephyr restaurants. Few minuets from Phoenicia and a little further is the historic Town of Woodstock with its long history in the arts and music.

LocationValueParking

4.97 out of 5 average rating, 196 reviews

Top guest favorite

A spacious living area features a high A-frame ceiling with large triangular windows, allowing for abundant natural light and scenic views. A wood-burning stove sits in the center, surrounded by elegant seating arrangements on a plush area rug, enhancing a cozy atmosphere.

Cabin in Margaretville

Modern & Chic Log Home-Spectacular Mountain Views!

Welcome to Fox Ridge Chalet! Minimum age to book 21. A newly renovated, stylish log cabin nestled on 7 private acres above the village of Margaretville, in the heart of Catskills Park. Though the home is secluded, offering spectacular mountain views and total privacy, it’s just a three-minute drive to Margaretville’s restaurants, shops and galleries and under ten minutes to Belleayre Ski Resort as well many other local attractions.

ValueFamilyGetting around

4.98 out of 5 average rating, 475 reviews