Zena Rentals
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Woodstock Cottage with a view !
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Offering a quaint and charming Woodstock artists cottage. Complete with mowed trails right off the front porch into 60 a ...
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Artists cottage on preserved land
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
A very special Woodstock artists cottage that sits right on preserved land, with open views and big sky. Thorn Preser ...
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From $308 per night (USD)VRBO
Cozy and eclectic Woodstock getaway
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Recently renovated space with hand crafted touches, the Stardust Suite is a creative nook inspired by both our journey o ...
From $308 per night (USD)VRBO
From $387 per night (USD)Expedia
Serene Woodstock house with two living rooms and enclosed outdoor animal spaces
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled on nearly an acre of land, this beautiful home boasts and abundance of natural light that floods its spacious, h ...
From $387 per night (USD)Expedia
From $298 per night (USD)VRBO
Red Maple Studio & Spa: Steam, Stream & Dream at Sawkill in Woodstock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Just 2.5 miles from the heart of Woodstock and 10 minutes to uptown Kingston! Enjoy our custom-designed 400 sq ft studi ...
From $298 per night (USD)VRBO
From $1102 per night (USD)Expedia
Luxury Woodstock Family Retreat with pool\/hot tub
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
I will work with you on pricing! I have bee. A superhost on the other site for 7+ years. Yoy can find me on Insta at ren ...
From $1102 per night (USD)Expedia
From $302 per night (USD)VRBO
NEW! Spacious 3-bedroom house with pool and fenced yard in Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Book your Woodstock getaway at this roomy 3-bedroom house with great outdoor space and easy access to the Village and th ...
From $302 per night (USD)VRBO
From $306 per night (USD)Expedia
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 $306 per night (USD)Expedia
From $877 per night (USD)VRBO
Modern Farmhouse w\/ Saltwater Pool, Game Room, Spa Baths - 5 Min to Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Woodstock Highlands, a beautifully renovated four-bedroom modern farmhouse nestled in the heart of the Hudson ...
From $877 per night (USD)VRBO
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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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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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From $372 per night (USD)Expedia
NEW! Bright and Cheerful Historic Cottage in Woodstock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Step into a piece of history! Built in 1930 by Bolton Brown, an original founder of the Woodstock Artist Colony, this Ar ...
From $372 per night (USD)Expedia
From $357 per night (USD)VRBO
Zena Cottage is a bright and sunny retreat 3miles to Village of Woodstock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Zena Cottage is a gateway to all the Catskills have to offer & only 2.8mi. to the Village of Woodstock for shopping, di ...
From $357 per night (USD)VRBO
From $500 per night (USD)Expedia
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 $500 per night (USD)Expedia
From $278 per night (USD)VRBO
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 $278 per night (USD)VRBO
From $465 per night (USD)Expedia
Bright, historic Woodstock home close to town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our historic Woodstock home is close to everything, but far enough away to be surrounded by trees, grass and peace & qui ...
From $465 per night (USD)Expedia
From $604 per night (USD)VRBO
Woodstock Secluded Close to Town
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
About this space: Our beautiful family vacation home is a 1/2 mile to town and sits on a 3 acre parcel with a stunning M ...
From $604 per night (USD)VRBO
From $574 per night (USD)Expedia
LARGE COZY Sleeps 7 Main House + Opt. Apt 4 More (+Fee) Pool\/Pond!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
“Classically American” in its design, this family home in Woodstock is very flexible. The main house has 4 bedrooms and ...
From $574 per night (USD)Expedia
From $310 per night (USD)VRBO
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 $310 per night (USD)VRBO
From $432 per night (USD)Expedia
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
A Broadway music director purchased this Woodstock home in 2015, and since then it's become the favorite getaway for man ...
From $432 per night (USD)Expedia
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Newly built Modern Cabin walk to town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This brand new cabin was built using green construction and features a living green roof. It is an open concept 1 bedroo ...
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From $107 per night (USD)Expedia
Relax near Catskills in our cozy Woodstock Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to the heart of the Catskills in this charming 1-bedroom apartment in Woodstock. Nestled just a short drive from ...
From $107 per night (USD)Expedia
From $494 per night (USD)VRBO
Brookside Retreat: streamside patio•outdoor fireplace•fenced yard•walk to town!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Brookside Retreat is ideally located on a quiet side street overlooking Tannery Brook, a year-round stream that flows th ...
From $494 per night (USD)VRBO
From $434 per night (USD)Expedia
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 $434 per night (USD)Expedia
From $162 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 $162 per night (USD)VRBO
From $282 per night (USD)Expedia
'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 $282 per night (USD)Expedia
From $439 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 $439 per night (USD)VRBO
From $362 per night (USD)Expedia
Streamside Cottage Half Mile 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 $362 per night (USD)Expedia
From $1167 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 $1167 per night (USD)VRBO
From $414 per night (USD)Expedia
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 $414 per night (USD)Expedia
From $1020 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 $1020 per night (USD)VRBO
From $484 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 $484 per night (USD)Expedia
From $546 per night (USD)VRBO
Fabulous Newly Renovated Family House Near Woodstock Center
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Airy and comfortable, this newly-decorated Woodstock home promises a warm and relaxing vacation. Throw some logs onto th ...
From $546 per night (USD)VRBO
From $303 per night (USD)Expedia
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 $303 per night (USD)Expedia
From $313 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 $313 per night (USD)VRBO
From $602 per night (USD)Expedia
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 $602 per night (USD)Expedia
From $291 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 $291 per night (USD)VRBO
From $2565 per night (USD)Expedia
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 $2565 per night (USD)Expedia
From $666 per night (USD)VRBO
Peaceful, stunning property 3 min to Woodstock-truly a \"Blissful Getaway\"
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Perfectly located, this spectacular home is a 2-minute drive or a 10-minute walk into the heart of our town – Woodstock’ ...
From $666 per night (USD)VRBO
From $363 per night (USD)Expedia
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Monthly rentals available for summer 2025. Please message me with questions. While weekends are popular I offer larger d ...
From $363 per night (USD)Expedia
From $553 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 $553 per night (USD)VRBO
From $858 per night (USD)Expedia
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 $858 per night (USD)Expedia
From $559 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 $559 per night (USD)VRBO
From $287 per night (USD)Expedia
Our Heart of Woodstock Village Cottage, fully restored
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Just listed: Our lovely Woodstock cottage is the only fully private single family residence in the heart of the village. ...
From $287 per night (USD)Expedia
From $112 per night (USD)VRBO
Studio close to Woodstock
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 2
Fully furnished 750 square foot studio apartment with queen size bed, kitchen and one bathroom with shower, air conditio ...
From $112 per night (USD)VRBO
From $289 per night (USD)Expedia
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 $289 per night (USD)Expedia
From $940 per night (USD)VRBO
Luxury Woodstock Retreat: Hot tub & heated pool! Family & Group friendly
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Insta at munchkinlanewoodstock :) Superhost for 7+ years on that other site ;) Featured on insta’s best of design- the s ...
From $940 per night (USD)VRBO
From $893 per night (USD)Expedia
Woodstock\/Saugerties Retreat- Pool\/Hot Tub\/FirePit
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to The Evergreen, our Hudson Valley retreat located just 5 minutes from Woodstock village. Sitting on 3 acres am ...
From $893 per night (USD)Expedia
From $429 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 $429 per night (USD)VRBO
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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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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 ...
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From $322 per night (USD)Expedia
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 $322 per night (USD)Expedia
From $422 per night (USD)VRBO
Quaint Woodstock Escape - 2 Mi to Tinker St!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Highlighted by its spacious grounds and close proximity to restaurants, entertainment, and shopping, this secluded Woods ...
From $422 per night (USD)VRBO
From $605 per night (USD)Expedia
Fall Foliage Getaway!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Recently featured in Atomic Ranch & Country Home Magazines, the Maverick is a secluded luxuriously restored 1964 MidCent ...
From $605 per night (USD)Expedia
From $340 per night (USD)VRBO
Mountain view, mid-century style, 1 mile to town!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Spacious Mountain Studio, mid-century style, on 4 acres. Wake up to a gorgeous view of the Catskill Mountains, seen thro ...
From $340 per night (USD)VRBO
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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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From $413 per night (USD)VRBO
Woodstock Getaway w\/ Hot Tub ~ 2 Mi to Dtwn!
- Bedrooms:
- 2
- Bathrooms:
- 7
- Sleeps:
- 8
Visit renowned music venues, chase waterfalls, and enjoy the natural beauty of the Catskills when you stay at this all-s ...
From $413 per night (USD)VRBO
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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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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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Woodstock getaway
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 9
A quaint house on a peaceful street just a 5-minute drive from downtown Woodstock and short walk to the Ashokan River Tr ...
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From $461 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 $461 per night (USD)VRBO
From $154 per night (USD)Expedia
Woodstock Country Guest Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Warm and inviting guest suite with private driveway and entrance in an extremely quiet neighborhood, around the corner f ...
From $154 per night (USD)Expedia