House holiday rentals in Woodstock

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Top-rated house rentals in Woodstock

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Guest favourite

Home in Woodstock

4.91 out of 5 average rating, 641 reviews

Dutch Touch Woodstock Cottage

The Dutch Touch captures the best Woodstock has to offer. Be in the Village and secluded at the same time! This Woodstock treasure is surrounded by gardens, with Monet-worthy views, peaceful mountains and swaying pines. It’s your cozy and peaceful home away from home, yet only a short, pretty walk to the very center of the village. Dutch Touch is the "brain-child" of artist, Manette van Hamel, an early Woodstock arts colony resident whose work is held in the permanent collection of the Met. The kind of place one would expect an artist to build: Perfect for a romantic get-a-way or solo retreat. Recline on your own deck beside a sparkling stream, soak up the sun, read a good book, or walk into town and visit the galleries and shops, or zip up the mountain for hikes, a visit to the Buddhist Monastery or a tour of the Byrdcliffe arts colony. Winter visitors will love the open fireplace, and the fresh winter scent of forest, hearth and home.

24–31 Dec

€ 135 per night

Guest favourite

Home in Woodstock

4.94 out of 5 average rating, 268 reviews

Woodstock Historic Artist Estate - The Pond House

Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

21–28 Nov

€ 686 per night

Guest favourite

Home in Catskill

4.96 out of 5 average rating, 135 reviews

HEAVEN ON EARTH - Hudson Riverfront Home

Location, Location, Location! Smiths Point-is definition-Riverfront. Panoramic stunning views of the Hudson AND private river access. We provide kayaks, SUP & complimentary tours of the Hudson by boat! Enjoy your private sauna & steam shower indoors and hot tub on lower deck - all for your exclusive use. Fish right off the property. Enjoy dinner in the Gazebo suspended over the Hudson. The area serves up plenty-Saugerties, Woodstock, Hudson, Hunter, Catskill. Honestly you'll not want to leave.

21–28 Jan

€ 433 per night

Guest favourite

Home in Kingston

4.97 out of 5 average rating, 277 reviews

This New House

Unique custom built new home constructed 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, dinning area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and floors. You will also see plenty of natural pine, hickory, and local cedar throughout the house.

25 Mar – 1 Apr

€ 154 per night

Guest favourite

Home in Woodstock

5.0 out of 5 average rating, 126 reviews

Whispering Pines: Secluded Retreat near town

Beautifully furnished 2 BR, 1.5 bath ranch-style home w/ 2 fireplaces, huge soaking tub, large cooking lover's kitchen, turntable and vinyl collection, fire pit, outdoor shower, picnic table for BBQ + Big Green Egg, two decks w/sitting areas. TV w/ Netflix and Roku. Ultimate privacy - secluded 27 acres of woodlands, rolling lawns, fruit trees, seasonal pond, organic garden, views. We have another home on the property if you have a larger party or we are booked, here: airbnb.com/h/applehead

15–22 Mar

€ 380 per night

Guest favourite

Home in Woodstock

4.91 out of 5 average rating, 425 reviews

Mountain View Cottage - Sauna, Jacuzzi, Fire Place

Completely Private w/ Exceptional, Expansive Mountain View, All-Seasons Hot Tub and Sauna. Billiards room, Fireplace, Woodstove, Screen Porch, 300 Vinyl records, Full Kitchen, bathtub and Bidet Surrounded by nature, but 2 miles from center of town. Hiking and creek swimming walking distance This property is for Love. La Dolce Vita. The Love of Friends and Family. The Love of Time. Fall in Love here, with the Land and with One-Another. *No checkins are avail Tgiving,Xmas Day, Easter Sunday

18–25 Jun

€ 401 per night

Superhost

Home in Woodstock

4.98 out of 5 average rating, 177 reviews

Grandma's Place an Easy Walk to Woodstock

Simply decorated and conveniently located, Grandma's Place is on a quiet road just minutes from all Woodstock has to offer. Vintage furnishings make this popular rental a fun place to stay. The house shares a roof with Grandma's Apartment but the spaces are separated with a secure and sound proofed door. The only shared areas include the driveway and garden. If you wish to rent only one bedroom, please see link at Grandma's Place - Queen Only and send an inquiry about your desired dates.

28 Sep – 5 Oct

€ 175 per night

Guest favourite

Home in Kingston

4.98 out of 5 average rating, 216 reviews

DeMew House in Historic Kingston

PRIVATE, ELEGANT ONE KING BEDROOM HOME! DeMew House is an exclusive, newly renovated 1850s brick home, a block from the historic Kingston waterfront. Enjoy total privacy in an elegant, transitional two-story home with an open floor plan that is inviting, warm and intimate. The home, across from a marina, has a king bedroom, a pull-out sofa bed, an en suite bathroom with two-person shower and double vanity. A full kitchen, ac, private driveway and gazebo frame this discerning getaway...

13–20 Aug

€ 145 per night

Guest favourite

Home in Saugerties

4.95 out of 5 average rating, 104 reviews

Convenient Cottage

Whether you're in the area for the horse shows in the warmer months or skiing in the colder months our conveniently located cottage is perfect for you. Not only are we Just a couple miles off of the thruway, we are less than a 10 minute drive from town. If you're looking to explore Hunter/Tannersville area, you're in luck, as that is less than a 30 minute drive as well. We are pet friendly with a small fenced in area to let them out and access to a large field to let your dogs run.

7–14 Mar

€ 145 per night

Guest favourite

Home in Woodstock

4.97 out of 5 average rating, 197 reviews

Sweeping mountain views/3 bedroom house

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

26 Sep – 3 Oct

€ 369 per night

Guest favourite

Home in Phoenicia

4.94 out of 5 average rating, 517 reviews

Zen Cottage retreat to nature

We built this sun-filled cottage with lots of love in 2015. Use it as a relaxing getaway, a workspace or hub to experience the majestic Catskills. Guests love the fireplace and amenities. (Inquire about 1-night stays from Sunday to Thursdays at a special rate.) The cottage has over 500 five-star reviews. As Superhosts for over a decade, we are committed to providing stellar customer service and making your vacation a memorable and restorative experience. License # 2023-STR-055P.

20–27 Jul

€ 170 per night

Guest favourite

Home in Kingston

4.96 out of 5 average rating, 259 reviews

Country Elegance with Beautiful Catskill Mt. Views

Great location, 20 minutes from Woodstock, Kingston, Stone Ridge, High Falls. 2 hours north of New York City. Located on a cul-de-sac with an incredible view of High Point Mt. with breathtaking sunsets minutes from the Ashokan Reservoir! We supply wood for the wood-burning stove + baseboard heat. We have Apple TV, Espresso coffee machine, French Press, Pour-Over, Blender, Magic Bullet, Food Processor and Toaster Oven. People from all backgrounds are welcome! Eco-friendly!

11–18 Jul

€ 169 per night