Town of Woodstock Rentals
- From $279 per night (USD)
VRBO
Relaxing House in Catskills Forest Near Pretty Pond - near Woodstock\/Phoenicia.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Comfortable tri-level house nestled in the woods with seasonal mountain views. Each bedroom has en suite bathroom. Hikin ...
From $279 per night (USD)VRBO
- From $190 per night (USD)
VRBO
BLUEBERRY HILL CABIN
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Blueberry Hill Cabin is located in Willow NY, seven miles from the heart of Woodstock. I can tell you this cabin ha ...
From $190 per night (USD)VRBO
- From $255 per night (USD)
VRBO
Charming Countryside Cottage in woodstock with outdoor hottub. Very private.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful well-kept cottage in Willow, next to Woodstock.. 1 bedroom + 1 loft bedrooms, large outdoor hot tub. Air Condi ...
From $255 per night (USD)VRBO
- From $304 per night (USD)
Expedia
TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Brook Cottage Too is ideally located on a shared and secluded property at the end of a private lane, yet it’s just a few ...
From $304 per night (USD)Expedia
- From $298 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 $298 per night (USD)VRBO
- From $750 per night (USD)
VRBO
1876 Eyebrow Colonial Home on 36 acres, with pool and fully loaded game room
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beautifully Appointed 1876 country house with sweeping lawns and an expansive, enclosed bluestone patio that is perfect ...
From $750 per night (USD)VRBO
- From $950 per night (USD)
VRBO
Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Located just a three-minute drive or a leisurely stroll to the center of Woodstock, this stunning five bedroom contempor ...
From $950 per night (USD)VRBO
- From $273 per night (USD)
VRBO
Waterfront Mid-century Modern Gem Surround by Forever Wild Land
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Bridge House is a true gem of mid-century modern styling. Furnished with iconic pieces by Charles Eames, Jens Risom, Pa ...
From $273 per night (USD)VRBO
- From $475 per night (USD)
VRBO
Beautiful, private home - heated pool, year round hot tub & close to all
- 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 $475 per night (USD)VRBO
- From $128 per night (USD)
Expedia
NEW! Rock City Writer's Studio: Bucolic Setting, Nordic Sauna, Walk to Town!
- Bedrooms:
- 2
- Bathrooms:
- 0
- Sleeps:
- 2
Treat yourself to a relaxing, rejuvenating and inspiring retreat in your own private historic studio cottage in the hear ...
From $128 per night (USD)Expedia
- From $370 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 $370 per night (USD)VRBO
- From $466 per night (USD)
VRBO
Gracious Woodstock Retreat -Walking Distance to Town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Elegant yet comfortable home in a rural wooded setting on 2 private acres, and only a 10 minute walk from town. King Be ...
From $466 per night (USD)VRBO
- From $408 per night (USD)
VRBO
Brookside Retreat: streamside patio•outdoor fireplace•fenced yard•walk to town!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Brookside Retreat is ideally located on a quiet side street overlooking Tannery Brook, a year-round stream that flows th ...
From $408 per night (USD)VRBO
- From $417 per night (USD)
Expedia
Romantic Luxury Chalet With Private Pool
- 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 $417 per night (USD)Expedia
- Click For Pricing
VRBO
Wydeclove Artist Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy a secluded retreat in an original Birdcliff-style artist cabin: completely updated with air conditioning, Wifi and ...
Click For PricingVRBO
- Click For Pricing
Expedia
Immaculate Bearsville Oasis - Private, with all amenities, close to town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome home... to this sophisticated & comfortable Bearsville property. An 1800's farmhouse was expanded to create the ...
Click For PricingExpedia
- From $225 per night (USD)
VRBO
Village Center: Gracious & Spacious Retreat \"Above the Books\"
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Treat yourself to a luxurious and inspiring getaway "Above the Books", just up the stairs from Woodstock’s legendary MIR ...
From $225 per night (USD)VRBO
- From $2200 per night (USD)
VRBO
Walk To Woodstock, Streamside W\/In Ground Pool
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Stunning country home with all the modern amenities & interior design you would want to have during your stay. Enjoy th ...
From $2200 per night (USD)VRBO
- From $215 per night (USD)
VRBO
In the heart of Woodstock 2BR with Hot Tub and Wood Fireplace,
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of Woodstock (Glasco Tpyk & Ricks Rd.) this cabin is the perfect romantic getaway. With forest and ...
From $215 per night (USD)VRBO
- From $510 per night (USD)
VRBO
Luxurious stream-side farmhouse with spectacular mountain views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This exciting, newly listed property just came on the market. Our locally based property manager lives just minutes away ...
From $510 per night (USD)VRBO
- From $176 per night (USD)
VRBO
Relaxing Catskills Cottage in Nature
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
⭐️⭐️⭐️⭐️⭐️ About this space: Beautiful spacious Cottage in historic Woodstock surrounded by nature. The Cottage is nea ...
From $176 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $188 per night (USD)
VRBO
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $188 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Stylish & Secluded Woodstock Country Home With Pool - Prime Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to country living at its best: inspiring architecture, comfortable and tasty atmosphere, seclusion and convenien ...
From $450 per night (USD)VRBO
- From $761 per night (USD)
VRBO
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 ...
From $761 per night (USD)VRBO
- From $399 per night (USD)
Expedia
JUST LISTED! Romance +history +luxury +privacy in heart of village = Maple House
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Treat yourself to a romantic getaway or relaxing retreat in your own newly-renovated historic farmhouse, ideally located ...
From $399 per night (USD)Expedia
- From $416 per night (USD)
VRBO
Spacious, Private, Close to Town, Work From Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious, modern ranch-style house on 1.9 acres, atop a hill, with plenty of natural sunlight. Designed and decorated fo ...
From $416 per night (USD)VRBO
- From $1200 per night (USD)
VRBO
Gorgeous Designers Home With Award Winning Gardens And A Fabulous Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
. This home and acres of gardens surrounding it, are our life's work - and have been featured in news papers and magazi ...
From $1200 per night (USD)VRBO
- From $166 per night (USD)
VRBO
Private Magical Camping Oasis in Woodstock, NY!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come back to Nature...Come back to yourself! The Nest at Woodstock is the most unique private Glamping site in the Huds ...
From $166 per night (USD)VRBO
- From $800 per night (USD)
VRBO
Exclusive Escape - 7 Minutes to Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Escape to the mountains while enjoying all the luxurious comforts of home. From designer bedding to handmade leather so ...
From $800 per night (USD)VRBO
- Click For Pricing
VRBO
This unusual house on the corner has a layout like no other house in Woodstock.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
3 1/2 bedrooms and 2 full bathrooms has been completely renovated. The kitchen has all brand new LG appliances. The LG ...
Click For PricingVRBO
- From $276 per night (USD)
Expedia
Mountainside Japanese Teahouse with heated salt water pool and tennis court
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Come and stay at the Hudson Valley's only Japanese Teahouse, our hidden gem sits on the south facing side of a mountain ...
From $276 per night (USD)Expedia
- From $180 per night (USD)
VRBO
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
..........The Teahouse Cottage is on an estate that was the home of Woodstock artist Judson Smith. He used the Teahous ...
From $180 per night (USD)VRBO
- From $199 per night (USD)
VRBO
LIVE IN NATURE - WALK TO TOWN- CHILDREN LOVE US- SIT BY THE CAMP FIRE
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
The Pike Lane Cabin is nestled in the woods situated on seven acres of quiet natural beauty yet minutes waking distance ...
From $199 per night (USD)VRBO
- Click For Pricing
VRBO
Zen Retreat in Woodstock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This is a sanctuary for the ones who search for inner peace. It's right in the center of Woodstock but hiding seclusivel ...
Click For PricingVRBO
- From $947 per night (USD)
Expedia
MONTH! History+art+luxury+style=Byrdcliffe Retreat w\/separate office+heated pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
From the front, Byrdcliffe Retreat appears to be an authentic and historic Woodstock artist’s bungalow built in 1900 as ...
From $947 per night (USD)Expedia
- From $326 per night (USD)
VRBO
Woodstock Paradise with Gardens & Private Heated Pool (seasonal)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
COME VISIT OUR COZY HOME WITH BEAUTIFUL FIREPLACE. LOVELY PRIVATE POOL, HOUSE & GARDEN IN SEASON. Our charming, cozy a ...
From $326 per night (USD)VRBO
- From $354 per night (USD)
VRBO
Lanesville by Summer | Chic Catskills Cabin
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: This picturesque, one-of-a-kind Catskills cabin is an year-round enchanting escape nestled along Stony Clove Cr ...
From $354 per night (USD)VRBO
- From $600 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 $600 per night (USD)VRBO
- From $246 per night (USD)
VRBO
Hummingbird Cottage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our beautiful and welcoming home, perched high above the Ashokan Reservoir, is spacious, well appointed, and sun filled. ...
From $246 per night (USD)VRBO
- From $125 per night (USD)
VRBO
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a charming 'Camping Cabin' in the woods on more than 23 acres of woodlands overlooking a 1 1/2 acre lake. [Some ...
From $125 per night (USD)VRBO
- From $158 per night (USD)
VRBO
Room 7- Twin Gables of Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 1
Another favorite and economical single-bedded room for solo travelers, Room 7 is a cheery room with a comfortable twin m ...
From $158 per night (USD)VRBO
- From $188 per night (USD)
VRBO
Room 5- Twin Gables of Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 2
Guests seeking utter tranquility often request this light peaceful corner room that offers an ambiance of serenity, doub ...
From $188 per night (USD)VRBO
- From $188 per night (USD)
VRBO
Room 4- Twin Gables of Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 2
Our room with two twin beds is perfect for children or two traveling friends to share. Bright, retro colors decorate the ...
From $188 per night (USD)VRBO
- From $320 per night (USD)
VRBO
Room 1- Twin Gables of Woodstock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our most sought after generously sized 2nd-story suite features a memory foam king bed, writing desk, twin day bed with ...
From $320 per night (USD)VRBO
- From $360 per night (USD)
VRBO
Room 12- Twin Gables of Woodstock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our luxurious, spacious ground-floor suite is equipped with a king memory foam bed and sitting area with pull-out queen ...
From $360 per night (USD)VRBO
- From $188 per night (USD)
VRBO
Room 3- Twin Gables of Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 2
Cozy and delightfully decorated, this bedroom houses a comfortable queen-sized memory foam bed, antique dresser and acce ...
From $188 per night (USD)VRBO
- From $208 per night (USD)
VRBO
Room 2- Twin Gables of Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 3
This generously sized 2nd-story room providing a bird's eye view of Tinker Street and the mountain beyond, is furnished ...
From $208 per night (USD)VRBO
- From $320 per night (USD)
VRBO
Room 11- Twin Gables of Woodstock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This roomy ground-floor suite features a California king memory foam bed, desk, chair, twin daybed with trundle and thre ...
From $320 per night (USD)VRBO
- From $158 per night (USD)
VRBO
Room 6- Twin Gables of Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 1
Our extremely popular economy room for solo guests, features a twin memory foam bed in a bright and quiet back corner of ...
From $158 per night (USD)VRBO
- From $192 per night (USD)
VRBO
Tree Top HideAway - Rural Apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Open-plan apartment with high ceiling, wood stove, bedroom, office with sofa bed, (it MUST be specifically requested if ...
From $192 per night (USD)VRBO
- From $500 per night (USD)
VRBO
NEW! 5 MINUTES TO TOWN\/ LEVON'S~EXCEPTIONAL~ ROMANTIC~14 ACRES~DOGS WELCOME
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
Our Woodstock getaway home is nestled in the woods next to a stream on 13+ acres yet only 5 minutes to town. Enter throu ...
From $500 per night (USD)VRBO
- From $629 per night (USD)
VRBO
Bearsville Barn: Featured in Vogue - Renovated Barn w\/ 30 ft Ceilings and Historic Wood Beams
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Bearsville Barn is a beautifully restored 1889 gem—featured in Vogue and “Woodstock Handmade Houses—located just 8 m ...
From $629 per night (USD)VRBO
- From $294 per night (USD)
VRBO
Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 1920 Woodstock cottage is a five-minute walk to the center of Woodstock and the Trailways bus stop and an equal dis ...
From $294 per night (USD)VRBO
- From $755 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 $755 per night (USD)VRBO
- From $235 per night (USD)
VRBO
Contemporary, Secluded Cabin in the Heart of Woodstock W\/ Hot Tub & Fireplace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come for the perfect romantic getaway. Newly renovated, one bedroom cabin, in the heart of Woodstock. Secluded and priv ...
From $235 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Room 10- Twin Gables of Woodstock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
One of our most in-demand rooms, this bright and airy Secret Garden suite located off the parlor on the ground floor, is ...
From $350 per night (USD)VRBO
- From $140 per night (USD)
VRBO
Country Cabin in Woodstock, NY- Cozy and Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 0
- 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 $140 per night (USD)VRBO
- From $295 per night (USD)
VRBO
Rustic Catskills Cabin, on 3 acres, between Woodstock & Phoenicia
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This Quintessential Catskills Cabin, built in the 1930s as a gentleman's hunting lodge, on 3 acres, is the perfect blen ...
From $295 per night (USD)VRBO
- From $550 per night (USD)
VRBO
High Above It All In Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Our beautiful and welcoming home, perched high above the Ashokan Reservoir, is spacious, well appointed, sun filled, and ...
From $550 per night (USD)VRBO
- From $204 per night (USD)
VRBO
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the essence of Woodstock in this former home to Anita M. Smith — artist, historian and “Herb Lady of the Cats ...
From $204 per night (USD)VRBO
- From $592 per night (USD)
VRBO
Gorgeous Villa w\/ Mountain Views, pool, hot tub!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Please note this house has been rented under a previous owner for years with 5 star reviews, I also managed the house fo ...
From $592 per night (USD)VRBO
- From $567 per night (USD)
VRBO
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
We are pleased to announce this beautiful, rustic, four-bedroom, luxury mountain getaway home is NOW being offered at un ...
From $567 per night (USD)VRBO
- From $360 per night (USD)
VRBO
Woodstock Sanctuary Spa Retreat - walk to town!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Mountain Views | Cedar Hot Tub & Cold Plunge | Wood Stove | Walk to Town | Private Surrounded by towering pines and mou ...
From $360 per night (USD)VRBO
- From $638 per night (USD)
VRBO
Woodstock Retreat Vacation Home
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Unique and contemporary in quiet woodsy coveted area. Huge multi-level deck with kids playground and fire pit, 6 acres t ...
From $638 per night (USD)VRBO
- From $605 per night (USD)
VRBO
Beautiful Woodstock Mountain Home - Sunset Views, Woods - 4 adults, 6 children
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 10
Open floor-plan log home, with spectacular sunset views, surrounded by gardens and huge state forest preserves. 5 miles ...
From $605 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Charming, Comfy House in Woodstock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
**2024 special: Book 6 nights, get the 7th night free!** Enjoy the tranquility of the mountains when you come and rela ...
From $225 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Charming Cabin With Rushing Stream In Backyard For Peaceful Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Charming cabin in beautiful catskill mountains has Queen size bed and single bed for extra guest in alcove. Kitchen ha ...
From $175 per night (USD)VRBO
- From $290 per night (USD)
VRBO
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summer at the Red Cottage! Relax by the hand-built stone fireplace, watch the birds and wildlife from outside on the pa ...
From $290 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $231 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 $231 per night (USD)VRBO
- From $199 per night (USD)
VRBO
Woodstock Cooper Lake Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Woodstock country cottage walking distance to Cooper Lake. Minutes to center of Woodstock and the Bearsville Theater. Su ...
From $199 per night (USD)VRBO
- From $392 per night (USD)
VRBO
INCREDIBLE “WALKABLE” RENTAL with Sawkill Creek Views
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
WALK TO EVERYTHING IN THE VILLAGE FROM THIS COTTAGE WITH GORGEOUS VIEWS! Located in the center of the village, this ...
From $392 per night (USD)VRBO
- From $149 per night (USD)
VRBO
Stunning Woodstock NY Chalet with panoramic Catskill Mountains Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mt. Guardian Guest House is a serene designer space in the Woodstock region of the New York Hudson Valley. We host as we ...
From $149 per night (USD)VRBO
- From $99 per night (USD)
VRBO
Hotel Woodstock - Tiger Lilly Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Overlooking the Woodstock village center, this antique hotel has 148 years of history and charm. From the front steps yo ...
From $99 per night (USD)VRBO
- From $159 per night (USD)
Expedia
Streamside Cottage Walking Distance to Town of Woodstock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our stream side cottage is privately located on five park-like acres that are landscaped with beautiful gardens. Guests ...
From $159 per night (USD)Expedia
- Click For Pricing
VRBO
Byrdcliffe Retreat, Woodstock, NY
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Located in historic Byrdcliffe, surrounded by forever wild land, attached studio cabin features rustic charm, a single b ...
Click For PricingVRBO
- From $149 per night (USD)
VRBO
Margaret's Cottage New listing Woodstock Village
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Woodstock Village- country cottage offers in town connivence with private fenced yard, surrounded by woods. Walk to ever ...
From $149 per night (USD)VRBO
- From $613 per night (USD)
VRBO
Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Bearsville Retreat is a secluded bucolic compound nestled in the trees of Bearsville, a quarter mile from the gourme ...
From $613 per night (USD)VRBO
- From $385 per night (USD)
VRBO
Woodstock Mid-Century Gem in the Woods - Secluded Getaway Close to Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
You will have total privacy and safety on four wooded acres, 1.1 miles from the Woodstock village green. Enjoy the eclec ...
From $385 per night (USD)VRBO
- From $99 per night (USD)
VRBO
Hotel Woodstock - Queen Anne's Lace Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Overlooking the Woodstock village center, this antique hotel has 148 years of history and charm. From the front steps yo ...
From $99 per night (USD)VRBO
- From $676 per night (USD)
VRBO
\"Frank Lloyd Wright\" Catskills Mountain Yoga-Spa Retreat on 15 Acres
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This secluded "Frank Lloyd Wright" inspired home can become your own private mountain retreat. Designed like a luxuriou ...
From $676 per night (USD)VRBO
- From $391 per night (USD)
VRBO
Woodstock Nature's Chateau...so close to Saugerties, Kingston, Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Re-connect with nature. Located on a semi-private road, conveniently located just 3 miles to the village of Woodstock. ...
From $391 per night (USD)VRBO
- From $285 per night (USD)
Expedia
WOODSTOCK CHARMER: HIKING, NATURE, ELEPHANT ART SANCTUARY
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Close to beautiful hiking and lakes. Cozy artistic house on mountain foothills in scenic Bearsville, 10 mins from Woodst ...
From $285 per night (USD)Expedia
- From $894 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 $894 per night (USD)VRBO
- From $1043 per night (USD)
Expedia
Magical Chalet with spectacular views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Includes all comforts of modern living, this is the place to either get away from it all, or to celebrate an unforgettab ...
From $1043 per night (USD)Expedia
- From $306 per night (USD)
VRBO
Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The home is secluded and warm but with all the modern amenities. It sits in the middle of four wooded acres, with no ot ...
From $306 per night (USD)VRBO
- From $795 per night (USD)
Expedia
SECLUDED POOL, SPA & STREAM on 7 Acres, JUST 5 MINUTES FROM TOWN
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our pool is now closed until mid-May, 2024. (NOTE: Unlike other Hosts, we DO NOT charge you an extra fee to heat our poo ...
From $795 per night (USD)Expedia
- From $575 per night (USD)
VRBO
COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This lovely spot is just over a mile from the Woodstock Town Green, situated on a small road, nestled into a hillside, w ...
From $575 per night (USD)VRBO
- From $385 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 $385 per night (USD)VRBO
- From $190 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 $190 per night (USD)VRBO
- From $310 per night (USD)
VRBO
Serene Woodstock 3 bedroom cottage with sweeping mountain views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Recently built 3 bedroom/2 bath house with mountain views on 5 beautiful secluded acres surrounded by trees, a quick 3 m ...
From $310 per night (USD)VRBO
- From $668 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 $668 per night (USD)VRBO
- From $1532 per night (USD)
Expedia
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 $1532 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Perfect dream log house on creek with waterfalls, shorter stay for friends
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located just minutes from Woodstock, the Lake hill area is as private as it gets. With only the sound of the creek and o ...
From $500 per night (USD)VRBO
- From $770 per night (USD)
Expedia
Exceptional Property, Saline Pool, Waterfall, Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This lovely home is available August through Labor Day. Beautifully updated farmhouse featured in Good Housekeeping & Co ...
From $770 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Winter Farm Escape: Animals, Sauna & Mountain View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to The Bird’s Nest, a haven of adventure and relaxation nestled at the base of Overlook Mountain on our family r ...
From $450 per night (USD)VRBO
- Click For Pricing
VRBO
Stunning Historic Church
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
"The Little Church on the HIll." Find your refreshing and peaceful retreat away at a stunning church transformed into c ...
Click For PricingVRBO
- From $814 per night (USD)
VRBO
New Luxury 5BR Woodstock Secret Retreat Near all Ski MT Heated Pool& Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
We are now doing seasonal rental of 3-4 week’s minimum, please inquire via the site and we can adjust accordingly dates ...
From $814 per night (USD)VRBO
- From $786 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 $786 per night (USD)VRBO