Town of Woodstock, New York Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Town of Woodstock, New York on RentalSaver.com!

Town of Woodstock Rentals

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From $383 per night (USD)
VRBO
Private oasis, Beautiful, perfect for families! Hot tub always open!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Woodstock and our family oasis! Located on a private road, at the base of Overlook Mountain, on more than 5 s ...
From $383 per night (USD)
VRBO
From $280 per night (USD)
Expedia
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
..........The Teahouse Cottage is on an estate that was the home of Woodstock artist Judson Smith. He used the Teahous ...
From $280 per night (USD)
Expedia
From $510 per night (USD)
VRBO
This barn is a 4 bedroom(s), 2 bathrooms, located in Bearsville, NY.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The Woodstock Barn is a beautifully restored 1889 gem—featured in Vogue and “Woodstock Handmade Houses—located just 8 mi ...
From $510 per night (USD)
VRBO
$Woodstock 2-bedroom cottage mountain views fireplace Jan\/Feb\/March 3 months$
From $453 per night (USD)
Expedia
Woodstock 2-bedroom cottage mountain views fireplace Jan\/Feb\/March 3 months
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
CONTACT OWNER TO DISCUSS DETAILS AND PRICE ...This Deal must be booked by December 15, 2024.......Your Mount Tremper get ...
From $453 per night (USD)
Expedia
From $362 per night (USD)
VRBO
The Mod Cabin
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
About this space Discover a cute Catskills hideaway: a warm, cozy and stylish vacation home perfectly located by the dow ...
From $362 per night (USD)
VRBO
From $159 per night (USD)
Expedia
Mid-Century Woodstock Retreat
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to our mid-century Woodstock retreat! This one-level home features an open-concept layout that seamlessly blends ...
From $159 per night (USD)
Expedia
From $281 per night (USD)
VRBO
Charming guesthouse in castle in delightful Woodstock with office space
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Get ready to relax in a fully independent guesthouse in a stone castle in Woodstock . This terrific property features ...
From $281 per night (USD)
VRBO
From $458 per night (USD)
Expedia
Woodstock Artist's Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Relax, create, and enjoy the Woodstock Artist's Retreat. 6 serene acres hugged by magical Overlook Mountain, Lewis ...
From $458 per night (USD)
Expedia
From $155 per night (USD)
VRBO
Private house in the woods. 1.5 miles to Woodstock town center.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Architecturally designed house in a private setting while also close to town (1.5 miles to Village Green), music venues, ...
From $155 per night (USD)
VRBO
From $73 per night (USD)
VRBO
Woodstock Cabin in the Woods
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Charming A-frame cabin in lovely private wooded setting. This stone and wood constructed cabin features a gorgeous work ...
From $73 per night (USD)
VRBO
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VRBO
This Sioux Tipi is no longer available, but we have one nearby in another town!
Bedrooms:
500
Bathrooms:
5
Sleeps:
4
--------We cannot, for the time being, offer the Authentic 18 foot Sioux Tipi for booking but search "Tipi Saugerties NY ...
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VRBO
From $284 per night (USD)
VRBO
Most Charming, Most quiet place in the Catskills--Willow-brook Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Willow-Brook cottage is a newly renovated stream-side cabin with a river on both sides next to a swimming hole, looking ...
From $284 per night (USD)
VRBO
From $354 per night (USD)
VRBO
NEW! Woodstock-Private-Exquisite-Modern A-Frame-Minimum Stays are Monthly!
Bedrooms:
3
Bathrooms:
5
Sleeps:
15
Style meets convenience for a relaxing and peaceful stay. Plan your MONTH-LONG visit to the Hudson Valley and use Wood ...
From $354 per night (USD)
VRBO
From $265 per night (USD)
VRBO
Modern House In The Woods, Yet Close To Downtown Woodstock
Bedrooms:
0
Bathrooms:
3
Sleeps:
6
This is a three bedroom modern home sitting on a small hill. The location is perfect, private yet convenient. It is walk ...
From $265 per night (USD)
VRBO
$Log Cabin\/screened porch, 9 Acres\/ Mountain views$
From $303 per night (USD)
VRBO
Log Cabin\/screened porch, 9 Acres\/ Mountain views
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
9 year new Log cabin, hand built by Amishcraftsman, located in the Catskill Recreation Park, with preserved land in the ...
From $303 per night (USD)
VRBO
$\Fantastic.\ Serene Woodstock Oasis, Sauna, Steam, Winter Warmth, Cook's Kitchen$
From $280 per night (USD)
VRBO
\"Fantastic.\" Serene Woodstock Oasis, Sauna, Steam, Winter Warmth, Cook's Kitchen
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Guest reviews -- more than 60 5-star reviews! "Warmly furnished and beautifully appointed. The kitchen is nicely laid o ...
From $280 per night (USD)
VRBO
From $782 per night (USD)
VRBO
Spa ranch | hot tub, steam, wetroom, chef kitchen
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
The Ranch is in the heartbeat of the small Catskill town of Woodstock. All that transpired in this small hamlet on the e ...
From $782 per night (USD)
VRBO
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Expedia
Eco-friendly Modern Mountain Home near Woodstock
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This home is a perfect escape for both work and play. Nestled in the Catskill Mountains, our 3-bedroom, 2.5-bathroom hom ...
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Expedia
From $135 per night (USD)
VRBO
A Wonderful House. High on a hill overlooking the mountains and valleys.
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
We want to rent only for the season, from November 15th until March 31st. We have a beautiful, light-filled modern hous ...
From $135 per night (USD)
VRBO
From $219 per night (USD)
VRBO
The CubHouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
WOODSTOCK/BEARSVILLE Escape to a little healing magic in this 1909 built cottage. Originally owned by a medicine woman i ...
From $219 per night (USD)
VRBO
$Privacy & Luxury @ Heart of Woodstock w\/ Hot Tub$
From $328 per night (USD)
VRBO
Privacy & Luxury @ Heart of Woodstock w\/ Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Perfect romantic getaway, totally private. Beautiful 1600 sq. ft modern house, newly constructed, 2 bedrooms/2 baths, tu ...
From $328 per night (USD)
VRBO
From $377 per night (USD)
VRBO
Cozy vacation home in the Catskills
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover a cute Catskills hideaway: a warm, cozy and stylish vacation home perfectly located by the downtown area and so ...
From $377 per night (USD)
VRBO
From $840 per night (USD)
VRBO
Luxury Woodstock Retreat: Hot tub & heated pool! Family & Group friendly
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
I will work with you on pricing! Super host for 7+ years with 100+ reviews on that other site ;) insta at rentwoodstock. ...
From $840 per night (USD)
VRBO
From $148 per night (USD)
VRBO
Country Cabin in Woodstock, NY- Cozy and Pet Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Two night minimum stay. Please do not request a one night stay as that is not an option. Country Cottage Retreat in be ...
From $148 per night (USD)
VRBO
From $152 per night (USD)
VRBO
NEW! Rock City Writer's Studio: Bucolic Setting, Nordic Sauna, Walk to Town!
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Treat yourself to a relaxing, rejuvenating and inspiring retreat in your own private historic studio cottage in the hear ...
From $152 per night (USD)
VRBO
From $211 per night (USD)
VRBO
Romantic Luxury Chalet
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Dear Traveler, Look no further. This quiet, private and very romantic chalet exudes character, luxury and charm. P ...
From $211 per night (USD)
VRBO
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VRBO
Spa Cabin Close to Woodstock Center with Full Service Options
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Sounds of nature at all times. You can hear water falls, birds, occasionally the owl. Here you get to stay in comfort, n ...
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VRBO
From $211 per night (USD)
Expedia
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
You will be Catskillin' it in this newly remodeled, over 500 sq. ft., design-forward 1BR cottage, bright and snug with p ...
From $211 per night (USD)
Expedia
From $195 per night (USD)
VRBO
Woodstock Waterfall Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Waterfall Cottage is on 2 1/2 privet acers and 2 1/2 miles to the center of the town of Woodstock. The Sawkill and ...
From $195 per night (USD)
VRBO
From $777 per night (USD)
Expedia
Exceptional Property, Saline Pool, Waterfall, Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
This lovely home is available August through Labor Day. Beautifully updated farmhouse featured in Good Housekeeping & Co ...
From $777 per night (USD)
Expedia
From $470 per night (USD)
VRBO
Mountainside home, with pool , deck & 3mins to Woodstock
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
This charming home sits on 5 acres and walking distance to the Village of Woodstock. It is stylishly decorated & include ...
From $470 per night (USD)
VRBO
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Expedia
Perfect Catskills Getaway, 12 Minutes to Town of Woodstock.
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
This charming weekend getaway is 12 minutes from the center of Woodstock. On 8+ acres, furnished with comfortable elegan ...
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Expedia
From $206 per night (USD)
VRBO
Mountain view, mid-century style, 1 mile to town. New Listing 4.9 on other sites
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Spacious Mountain Studio, mid-century style, on 4 acres. Wake up to a gorgeous view of the Catskill Mountains, seen thro ...
From $206 per night (USD)
VRBO
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Expedia
Unique Woodstock House with Swimming Pool - walk to town
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Secluded on a private lane. 1800 square feet of over 2 acres of custom stonework, gardens bursting with flowers and a f ...
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Expedia
From $308 per night (USD)
VRBO
Saugerties retreat, hot tub, 10 min from Woodstock
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Peaceful, cozy country house, prime location, private deck with hot tub and proximity to the towns of Woodstock and Saug ...
From $308 per night (USD)
VRBO
$Modern Cottage w\/ Amazing Views & Hot Tub$
From $365 per night (USD)
VRBO
Modern Cottage w\/ Amazing Views & Hot Tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Modern 2 Bedroom Cottage with Stunning Mountain Views & Open Forest surroundings, with 200 Acres of Conservation Land. V ...
From $365 per night (USD)
VRBO
$The Chapel at Upland, with heated salt water pool and new tennis\/bball court$
From $216 per night (USD)
VRBO
The Chapel at Upland, with heated salt water pool and new tennis\/bball court
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Indulge in the serenity of private and secluded country house, once a monk's sanctuary now a blend of history and luxury ...
From $216 per night (USD)
VRBO
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Expedia
Chestnut Hill Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
ecently renovated artist studio located in Woodstock, the Country's Most Famous Small Town in America! Everything is bra ...
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Expedia
From $595 per night (USD)
VRBO
Cheerful, renovated 4 bedroom, 10 min walk to town
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
The perfect Hudson Valley home! Enjoy the sounds of nature from the backyard, centrally located walking distance to town ...
From $595 per night (USD)
VRBO
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Expedia
NEW! Bright and Cheerful Historic Cottage in Woodstock
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Step into a piece of history! Built in 1930 by Bolton Brown, an original founder of the Woodstock Artist Colony, this Ar ...
Click For Pricing
Expedia
From $365 per night (USD)
VRBO
Iconic Woodstock Home - Private, Walk to Town, Family & Pet friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Note: though our property is still one of the most private and walking distance to town, a single-family home constructi ...
From $365 per night (USD)
VRBO
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Expedia
Woodstock Luxury Retreat
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
BRAND NEW / Completely Renovated 3 Bedroom (2 Queen Beds & 2.5 Bath w bidets). For May - $5000/month For June-October - ...
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Expedia
From $322 per night (USD)
VRBO
Noorden House - Spacious and Private, Pool
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
Summary: Welcome to Noorden House, a beautiful 3 Bed, 3.5 Bath haven just 15 minutes from Woodstock. Contemporary luxur ...
From $322 per night (USD)
VRBO
From $297 per night (USD)
VRBO
Fall Miracle! Price Reduced! Idyllic Chalet on 36 acres, sleeps 19
Bedrooms:
3
Bathrooms:
3
Sleeps:
20
Friends and family love escaping to this majestic, expansive six-bedroom log home (Sleeps 19) with gorgeous mountain vie ...
From $297 per night (USD)
VRBO
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VRBO
NEW! The Joyful Cabin - Modern Upstate Cabin Vibe
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Our joyful cabin is nestled on 6 wooded acres - this is the perfect place to rest and recharge. Soak in the sights in th ...
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VRBO
From $492 per night (USD)
Expedia
Family Oasis - Minutes from Hiking & Skiing
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Town of Woodstock Special Use (aka STR) Permit #23-0683 Featured in Hudson Valley Style Magazine, this fully renovated ...
From $492 per night (USD)
Expedia
$Mountain Home with a View\n\n$
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VRBO
Mountain Home with a View\n\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Find refuge and relaxation when you stay at "Hickory House;" a newly renovated mountain home on 4 secluded acres in Will ...
Click For Pricing
VRBO
$A pleasant space in a pleasant neighborhood in a beautiful part of the country!\n$
From $295 per night (USD)
Expedia
A pleasant space in a pleasant neighborhood in a beautiful part of the country!\n
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a newly renovated apartment in and old studio. Close (1 mile) to the center of the village of Woodstock, NY. Wit ...
From $295 per night (USD)
Expedia
From $138 per night (USD)
VRBO
Adorable Red Cottage, walking distance to Woodstock
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
We invite you to enjoy your time upstate in our Cozy Red Woodstock Cottage! This adorable, thoughtfully renovated 2 BR ...
From $138 per night (USD)
VRBO
From $480 per night (USD)
VRBO
NEW LISTING Woodstock secluded mountain retreat with beautiful pool and sauna.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Stunning, tranquil mountainside retreat with exposed beams, saltwater swimming pool, sauna, fireplace, soaking tubs and ...
From $480 per night (USD)
VRBO
$Light filled Architect Beauty With Total Privacy\n$
From $382 per night (USD)
VRBO
Light filled Architect Beauty With Total Privacy\n
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Welcome to The Middle Way, the most bucolic private road, (right off famed Abbey Road), in Mount Tremper. We are so plea ...
From $382 per night (USD)
VRBO
From $154 per night (USD)
Expedia
Mid-Century Modern House Convenient to All that Woodstock has to Offer.
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Marko Grove is a Mid-Century Modern Raised Ranch house on a large lot in Woodstock’s well-known Bearsville Flats neighbo ...
From $154 per night (USD)
Expedia
$Beautiful & Spacious Woodstock Home w\/ Pool$
From $344 per night (USD)
VRBO
Beautiful & Spacious Woodstock Home w\/ Pool
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This peaceful home is 4 miles from Tinker St, offers two acres of serene woodlands, a fire pit, pool & porch for bird wa ...
From $344 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Private Woodstock cottage. Don't forget your dog!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy the music, art, shopping and restaurants of Woodstock in the winter holiday season! Hike the many trails, explor ...
From $190 per night (USD)
Expedia
From $495 per night (USD)
VRBO
Cozy Silo with Sunset Mountain Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming Willow Silo nestled amongst the trees 10 minutes away from Woodstock and 15 minutes away from Phoenicia, this w ...
From $495 per night (USD)
VRBO
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Expedia
Savor Dreamy Treetop Views Under Whitewashed Beams
Bedrooms:
0
Bathrooms:
0
Sleeps:
0
Escape to your private, treetop hideout right in the village of Woodstock. Peaceful & private, this upper unit has an ea ...
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Expedia
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VRBO
Explore Woodstock from an Exceptional Home
Bedrooms:
0
Bathrooms:
0
Sleeps:
0
Sit by the fire in a living room with hardwood floors, relaxed furnishings, and distressed wood accents. Have a cookout ...
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VRBO
From $192 per night (USD)
VRBO
Imagine The Woodstock House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Woodstock House is distinctive and gracious. The Woodstock house is ideally located within walking distance to the ...
From $192 per night (USD)
VRBO
From $311 per night (USD)
VRBO
Magical cottage in the Woodstock woods with with heated pool and firepit
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Magical cottage in the woods just outside of Woodstock. Relaxed and charming, meticulously appointed and newly renovated ...
From $311 per night (USD)
VRBO
$Renovated farmhouse, dogs friendly\/ hot tub with a mountain view.$
From $403 per night (USD)
VRBO
Renovated farmhouse, dogs friendly\/ hot tub with a mountain view.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This tranquil Catskill farmhouse is perfectly situated on a 1.3-acre secluded mid-mountain hill, between the towns of Ph ...
From $403 per night (USD)
VRBO
$\Blissful Retreat\ Elegant , Charming & Peaceful$
From $420 per night (USD)
VRBO
\"Blissful Retreat\" Elegant , Charming & Peaceful
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Permit # 20H-095 Brand new, stylish, elegant, 1 bedroom apartment with office above a garage, located on 10.5 acres and ...
From $420 per night (USD)
VRBO
From $194 per night (USD)
VRBO
Peace Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Sweet Streamside Cottage in the magical hamlet of Willow in the town of Woodstock NY. Stone yoga deck on the water to m ...
From $194 per night (USD)
VRBO
From $810 per night (USD)
VRBO
Private Luxury Woodstock Cabin In the Woods - Welcome to The Velvet Antler!
Bedrooms:
4
Bathrooms:
3
Sleeps:
12
The Velvet Antler is the ultimate cabin in the woods! Sit by the fire or read on the porch as endless light flows in thr ...
From $810 per night (USD)
VRBO
From $328 per night (USD)
VRBO
Secluded Cabin with Hot Tub - 5 Miles to Woodstock
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Our well-equipped cabin sits at the end of a dead-end road on three secluded acres including rolling lawn, woodlands, an ...
From $328 per night (USD)
VRBO
From $360 per night (USD)
VRBO
Woodstock, Kingston, Saugerties Catskills, pool table, private, fire pit
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
When you think about going away to the beautiful Catskill Mountains this year imagine staying in the most gorgeous log c ...
From $360 per night (USD)
VRBO
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Expedia
The 212 Escape - Main House
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Amazing amenities include: - 5 person sauna (so relaxing you won’t want to leave) - Cal spa hot tub (available all year ...
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Expedia
From $1336 per night (USD)
VRBO
Glasco Woodstock - 16 Acres with Mountain View.
Bedrooms:
3
Bathrooms:
6
Sleeps:
16
Thoughtfully designed to elevate every moment of your stay, Glasco Woodstock treasures the uniquely historic while relis ...
From $1336 per night (USD)
VRBO
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Expedia
Cozy and spacious apartment in tree-lined neighborhood
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We offer a complete garden apartment with a separate entrance on the first level of our family home. The floor plan of t ...
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Expedia
$'Casa Reál' ~ Expansive Woodstock House w\/ Hot Tub$
From $252 per night (USD)
VRBO
'Casa Reál' ~ Expansive Woodstock House w\/ Hot Tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to 'Casa Reál,' an exquisite 4-bedroom, 4-bathroom ranch vacation rental in the iconic upstate town of Woodstock ...
From $252 per night (USD)
VRBO
From $318 per night (USD)
Expedia
Classic Catskills Estate, Amazing Location!
Bedrooms:
3
Bathrooms:
5
Sleeps:
13
Welcome to Lachland! (PLEASE NOTE AT THIS TIME OUR MINIMUM RENTAL IS 30 DAYS, DUE TO LOCAL LAW) This 5 bedroom home has ...
From $318 per night (USD)
Expedia
From $386 per night (USD)
VRBO
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Location is everything! It is just a couple of miles from Woodstock village on a quiet dead-end road. Ashokan Reservoir ...
From $386 per night (USD)
VRBO
From $722 per night (USD)
Expedia
5-Star New Barn Home - Music Studio, Views & Hot Tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Brand new timber frame home features 3 bedroom, 3 bath with separate 1 bedroom/bath guest cottage/music studio. Soaring ...
From $722 per night (USD)
Expedia
From $703 per night (USD)
VRBO
Blackbear Lodge - Luxury Cabin, Kid-Friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Welcome to Blackbear Lodge! Our home is located just below Hunter Mountain in Chichester, NY and is the perfect ...
From $703 per night (USD)
VRBO
$Charming Cottage w\/ Yard - 2 Mi to Tinker St!$
From $307 per night (USD)
Expedia
Charming Cottage w\/ Yard - 2 Mi to Tinker St!
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Take a break from the chaos of city life and head to the quaint village of Woodstock, where this cozy vacation rental aw ...
From $307 per night (USD)
Expedia
From $586 per night (USD)
VRBO
Bungalow · Scenic Waterfront • Near Spa • Breweries • Dining
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
*Sanitized and cleaned after every stay* This home is a completely reimagined 1890s bungalow. It sits privately along t ...
From $586 per night (USD)
VRBO
From $308 per night (USD)
Expedia
The Leeway - Two-Bedroom Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience the essence of Catskills elegance in our two-bedroom suite at The Leeway. This spacious retreat boasts two qu ...
From $308 per night (USD)
Expedia
$Historic Catskills Farmhouse with Mountain Views with H\/S Inter Net Remote Work$
From $195 per night (USD)
VRBO
Historic Catskills Farmhouse with Mountain Views with H\/S Inter Net Remote Work
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax with the whole family at this peaceful historic farmhouse in the heart of the Catskills. Original charm is preser ...
From $195 per night (USD)
VRBO
From $283 per night (USD)
Expedia
1.5 Bedroom Suite with Den
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
The 1.5 Bedroom Suite has one Queen Bedroom, a Den with a Twin XL sleeper sofa, Smart TV and an ensuite full bathroom wi ...
From $283 per night (USD)
Expedia
From $233 per night (USD)
VRBO
1 Bedroom Suite with a Living Room
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The 1 Bedroom Suite has one Queen Bedroom an ensuite bathroom. There is a a separate living room with a Smart TV. This ...
From $233 per night (USD)
VRBO
From $499 per night (USD)
VRBO
Cottonwood-A Luxury Woodstock Home Located Between Woodstock + Saugerties
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Cottonwood! An upscale 3 bedroom, private office/convertible bedroom, 2 bath, in a lovely, newly renovated sp ...
From $499 per night (USD)
VRBO
$Farmhouse near Woodstock w\/Hot Tub & Private Yard$
From $690 per night (USD)
VRBO
Farmhouse near Woodstock w\/Hot Tub & Private Yard
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Escape to the heart of Saugerties and immerse yourself in the timeless charm of our authentic farmhouse. This historic h ...
From $690 per night (USD)
VRBO
From $512 per night (USD)
VRBO
UNIQUE! 40 Pvt. Ac. Fireplace, Grill, Enclosed Heated Pool & Hot Tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Echo Hill allows is like nowhere else. It offers complete solitude with a multitude of amenities. Set on 40 private acre ...
From $512 per night (USD)
VRBO
From $607 per night (USD)
VRBO
Historic Catskills farmhouse with sweeping views
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Your getaway in the mountains awaits! Welcome to Juniper Grove - your country home in the Catskills. This 4 bedroom 2 fu ...
From $607 per night (USD)
VRBO
From $266 per night (USD)
VRBO
Cozy, quiet, stream-side 1850s farmhouse with meadow, garden and mountain views
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Near H.I.T.S., Woodstock, the Hudson River, Big Pink, local festivals, including the Woodstock Film Festival, and Garlic ...
From $266 per night (USD)
VRBO
From $206 per night (USD)
VRBO
Cozy Cottage with Great Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cute and cozy with great views of the Ashokan Reservoir A great view from the patio with private entrance to the house. ...
From $206 per night (USD)
VRBO
From $639 per night (USD)
VRBO
Heated pool, outdoor deck, fire pit, basketball court, fireplaces, central air.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
The pool is open from May 22, 2024 until October 7, 2024. We supply 50 gallons of gas for the pool heater weekly; guests ...
From $639 per night (USD)
VRBO
From $287 per night (USD)
VRBO
Private Home, Mins. to Woodstock
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
If you are looking for a place to get away, relax, be secluded from the hustle/bustle...this is the place! Take the pri ...
From $287 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Cedar Cottage with hot tub
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This cottage was featured in the Escape Section of the New York Times. The house is in a great location, six minutes by ...
From $286 per night (USD)
Expedia
From $231 per night (USD)
VRBO
Woodland Cozy Cabin Catskills
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Winston's Place is a cozy cabin nestled into a wooded backdrop, in the Catskill Mountains. Quiet dead end road, large wr ...
From $231 per night (USD)
VRBO
From $369 per night (USD)
VRBO
MODERN FARMHOUSE, Saugerties Woodstock, Deck, Fireplace, Fire Pit, WiFi, TV
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The house is the best of both worlds—it’s a farmhouse, but it’s modern, with all the charm of the old and the amenities ...
From $369 per night (USD)
VRBO
$Legendary Big Pink in Saugerties \/ Woodstock Minimum 3 night booking$
From $780 per night (USD)
VRBO
Legendary Big Pink in Saugerties \/ Woodstock Minimum 3 night booking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Big Pink, the house where Bob Dylan's Basement Tapes were recorded with his back-up band, later know as The Band, whose ...
From $780 per night (USD)
VRBO
From $1011 per night (USD)
VRBO
New Luxury 5BR Woodstock Secret Retreat Near all Ski MT Heated Pool& Hot Tub
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
We are now doing seasonal rental of 3-4 week’s minimum, please inquire via the site and we can adjust accordingly dates ...
From $1011 per night (USD)
VRBO
From $740 per night (USD)
VRBO
5 bedroom home, mountain views10 Acres, 65' swimming pool,separate pool house
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
WOODSTOCK HEAVEN 2 week Rental from 8/12/17-8/26/17, will accept one week. This is in Woodstock, NY Our house sits on 1 ...
From $740 per night (USD)
VRBO
From $377 per night (USD)
VRBO
Charming and private, dog-friendly contempo in Woodstock
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Charming, custom-made 1600 sq ft contemporary home on quiet country road adjacent to hundreds of acres of Catskill State ...
From $377 per night (USD)
VRBO
From $496 per night (USD)
VRBO
Catskill, HITS, Chalet in the Woods
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Swiss Chalet with open beamed soaring ceilings and huge stone fireplace. Rustic country look. Fireplace will call out ...
From $496 per night (USD)
VRBO
From $435 per night (USD)
Expedia
Secluded family retreat within minutes of Woodstock village
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Come and enjoy our secluded Catskills escape! Less than 100 miles from NYC, this spacious welcoming 3 bedroom home has ...
From $435 per night (USD)
Expedia
From $691 per night (USD)
VRBO
Hudson Valley Evergreen Treehouse
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to our brand new Scandinavian designed 5 bedroom, 3 bath treehouse in the Woodstock Hudson Valley area. Experien ...
From $691 per night (USD)
VRBO
From $365 per night (USD)
VRBO
Country Retreat-Expansive Views-Pool-Woodstock-HITS-Skiing-Hiking-Festivals
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This single-story, 2 bedroom, 2 bathroom cottage, on property that straddles the border of Woodstock and Saugerties, was ...
From $365 per night (USD)
VRBO
From $676 per night (USD)
VRBO
Secluded Catskill Mountain Log Cabin, Breathtaking Vista, Private, Relaxing
Bedrooms:
3
Bathrooms:
4
Sleeps:
15
The cabin is cozy and rustic looking but with modern comforts. Featuring a large stone fireplace and expansive deck, gre ...
From $676 per night (USD)
VRBO
From $4411 per night (USD)
VRBO
30 Acre Private Retreat + Newly Renovated Guest House in the Hudson Valley
Bedrooms:
4
Bathrooms:
7
Sleeps:
16
1-month discount available, currently available for April 2023. Back on the market after a year of renovations. This P ...
From $4411 per night (USD)
VRBO

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