House holiday rentals in Woodstock

Find and book unique houses on Airbnb

Top-rated house rentals in Woodstock

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in North Blenheim

4.92 out of 5 average rating, 110 reviews

Think Summer! Hike, Hot Tub, or Relax by the Fire!

Large house perfect for groups & entertaining surrounded by 11 acres near 3 skiing resorts, hiking, state park & more. HUGE WRAP DECK & HOT TUB. 3 Bedrooms & large open loft. Plenty of entertainment space inside & out on 2 floors. New Wood stove, Hi speed WIFI, 2 large TVs, free Prime, Netflix, WII console and plenty of games. Lots to do, day and night inside and out! Beautiful retreat to relax & have fun! Primary and most guests must be over 25 years old,unless family traveling with children.

Guest favourite

Home in Round Top

4.96 out of 5 average rating, 191 reviews

Escape in the Catskills w/hottub

Escape to the Catskills: Your Mountain Retreat No Cleaning Fee! Immerse yourself in the breathtaking beauty of the Catskills. Our cozy retreat offers the perfect blend of relaxation and adventure, whether you're seeking a romantic getaway, a peaceful remote work haven, or an exciting outdoor adventure. Unwind in the hot tub while enjoying stunning world-class panoramic views. Conveniently located near charming towns with unique shops, delectable dining options, and hidden antique treasures.

Guest favourite

Home in Athens

4.93 out of 5 average rating, 114 reviews

Lake house, 700 ft waterfront - from every room

Panoramic views from the wrap-around deck offers privacy and 700 feet of lake frontage from this comfortable home. Enjoy the sunrise and sunsets views of the lake from EVERY room. Two kayaks, canoe, paddle board to be enjoyed from its private beach. The great room has full lake view, heated floors and two large decks. This home offers 4 bedrooms, 2 and 1/2 baths, a finished lower level that features game room with private deck, ping pong table, giant Jenga, home gym, and large 55in TV.

Guest favourite

Home in Kingston

4.92 out of 5 average rating, 243 reviews

This New House Two

Custom built new home built purposefully for Airbnb quests. This house offers a distinctive design with a large loft bedroom and a fully tiled bathroom. The loft overlooks the downstairs living area which has an open living room, dining area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and shower areas. You will also see unique pieces of furniture, accent tables and artwork throughout the house.

Guest favourite

Home in Gardiner

4.91 out of 5 average rating, 231 reviews

Riverfront Stone Cottage Private/ hot tub/ boats

Welcome to Rose and Thorn, a cozy cottage with an old world feel. Stay in this timeless stone house perched along the Shawangunk River. Comfortable beds and plenty of options for lounging greet you after a day exploring the nearby Mohonk Mountain Preserve or eclectic town of New Paltz. Enjoy expansive views of the ridge from the back deck or riverside dock. You won’t even need to leave the property to fill your day. Swim, boat, soak and play in complete privacy right out of the back door.

Guest favourite

Home in Athens

4.84 out of 5 average rating, 170 reviews

A Victorian "Lady"

Enjoy an old-fashioned vacation right across the street from the Hudson river. Watch the tides, boats, and barges pass by. Dining, kayaking within walking. Historic Hudson, Olana just 10 min. drive. This is a house to relax, use as a base for other activities. It is not intended as a place to party.. It is a quiet neighborhood. I expect my guests to respect that. There is a weekend special. If you book friday/saturday or saturday/sunday the price is $350.00 for the 2 nights. Thanks

Guest favourite

Home in Catskill

4.93 out of 5 average rating, 105 reviews

Catskill Village House close to dining shops

New for winter 2025 outdoor heated igloo. Quiet street with private parking. Large outdoor deck. Close to Hudson, Hunter and Woodstock. Nearby skiing and hiking. Windham and Hunter ski areas. And north lake. Numerous restaurants, breweries cafes in the bustling Village of Catskill. Short walk to Hudson River and two waterfront parks Need more space. Property is adjacent to https://www.airbnb.com/h/studiocatskillvillage https://www.airbnb.com/h/catskillwaterviewhouse

Guest favourite

Home in Woodstock

4.98 out of 5 average rating, 214 reviews

Sweeping mountain views in Woodstock, NY

A quick 3 minute drive to the center of town, our recently built 3 bedroom house has gorgeous mountain views and is on 5 beautiful secluded acres surrounded by trees. The property is fantastic in all seasons and close to amazing Catskill skiing, hikes, waterfalls, swimming holes, and the Hudson River, as well as the towns of Phoenicia, Saugerties, Kingston, Catskill, Hudson, Rhinebeck, and Tivoli. In winter we have the best sledding hill in town! Follow us on Insta @ohayowoodstock

Superhost

Home in Middletown

4.89 out of 5 average rating, 122 reviews

Riverfront! Swim, Fish, Hot Tub & Game Barn.

Fish, Tube, Hot tub and Game room! All in one property! This exquisite riverfront home has 3 bedrooms and a sleeping loft. This magical property is 7 acres on the River. Bellayre beach 15 mins and Windham mountain biking 30 mins. Hike, s’mores by the fire, hang out in the 3 season game barn equipped with a pool table and darts, have a drink in the riverside hot tub. 5 mins to retro bowling and restaurants. NO FIRST TIME RENTERS ID VERIFIED/REVIEWED RENTERS ONLY.

Guest favourite

Home in High Falls

4.95 out of 5 average rating, 282 reviews

Stunning renovated house in the Hudson Valley

enjoy a peaceful get away at this newly renovated private home in the hudson valley . nestled next to a beautiful cliff the house is just minutes away from mohonk perserve and the hudson valley rail trail with access to over 1000 miles of groomed hiking trails. spend your days hiking, biking and rock climbing or choose to stay in and relax on the hammock or in the screened in porch. just a 1 mile drive to the quaint town of high falls.

Guest favourite

Home in Roxbury

4.99 out of 5 average rating, 235 reviews

Charming Cottage on 12 Secluded Acres + Hot Tub

This Catskill cottage is situated on 12 secluded acres with stunning mountain and valley views. The main house features three well-appointed floors with two bedrooms downstairs, a primary bedroom with ensuite on the top floor and a wood burning stove on the main floor. The property also features a separate studio with a large stone patio, fire pit, cedar hot tub, pond, and scenic forest trail beyond. Close to skiing, hiking and golfing!

Guest favourite

Home in Craryville

4.92 out of 5 average rating, 233 reviews

The City Farmers Upstate. Farm house with hot tub

Beautiful farm house in Columbia County, Less than 2 hours from NYC. 4 bedrooms ,an office that can convert to having 2 twin beds, and a gorgeous dining room. Can sleep up to 10 people. The house is surrounded by 9 acres of beautiful land with a creek. Located in the beautiful Columbia County. Nearby the town of Hudson. 10 min to Lake Taghkanic, 15 min to Catamount Ski