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Zena Rentals

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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 ...
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VRBO
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Expedia
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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Expedia
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VRBO
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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VRBO
From $277 per night (USD)
Expedia
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 $277 per night (USD)
Expedia
From $271 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 $271 per night (USD)
VRBO
$Luxury Woodstock Family Retreat with pool\/hot tub$
From $879 per night (USD)
VRBO
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 $879 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
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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
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VRBO
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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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
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VRBO
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 ...
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VRBO
$Beautiful & Spacious Woodstock Home w\/ Pool$
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)
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 $190 per night (USD)
VRBO
From $380 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 $380 per night (USD)
Expedia
$LARGE COZY Sleeps 7 Main House + Opt. Apt 4 More (+Fee) Pool\/Pond!$
From $375 per night (USD)
VRBO
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 $375 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 $109 per night (USD)
VRBO
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 $109 per night (USD)
VRBO
From $367 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 $367 per night (USD)
Expedia
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VRBO
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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VRBO
From $270 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 $270 per night (USD)
VRBO
From $145 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 $145 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 $388 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 $388 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 $336 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 $336 per night (USD)
VRBO
From $347 per night (USD)
VRBO
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 $347 per night (USD)
VRBO
From $426 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 $426 per night (USD)
VRBO
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 $348 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 $348 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
$Village Center: Gracious & Spacious Retreat \Above the Books\$
From $232 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 $232 per night (USD)
VRBO
$Walk To Woodstock, Streamside W\/In Ground Pool$
From $1593 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 $1593 per night (USD)
VRBO
From $387 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 $387 per night (USD)
Expedia
From $271 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 $271 per night (USD)
VRBO
From $485 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 $485 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 $2387 per night (USD)
VRBO
Modern Glass House, Minutes to Town
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Escape to one of the most beautiful homes in upstate New York. Perched on the edge of a ravine with huge windows, mult ...
From $2387 per night (USD)
VRBO
From $348 per night (USD)
VRBO
Private Home ~ All Yours ~ Newly Renovated ~ In town ~ fenced in yard ~ Hot Tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
House is cleaned with bleach solution as per CDC recommendations. While weekends are popular we offer larger discounts ...
From $348 per night (USD)
VRBO
From $438 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 $438 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 $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
From $277 per night (USD)
VRBO
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 $277 per night (USD)
VRBO
From $109 per night (USD)
Expedia
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 $109 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 $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
$Woodstock\/Saugerties Retreat- Pool\/Hot Tub\/FirePit$
From $618 per night (USD)
VRBO
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 $618 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
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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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 ...
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Expedia
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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 ...
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VRBO
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
From $461 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 $461 per night (USD)
VRBO
From $490 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 $490 per night (USD)
Expedia
$Modern Cottage w\/ Amazing Views & Hot Tub$
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
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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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
$Woodstock Getaway w\/ Hot Tub ~ 2 Mi to Dtwn!$
From $385 per night (USD)
Expedia
Woodstock Getaway w\/ Hot Tub ~ 2 Mi to Dtwn!
Bedrooms:
3
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 $385 per night (USD)
Expedia
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VRBO
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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VRBO
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Expedia
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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Expedia
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VRBO
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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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 $141 per night (USD)
VRBO
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 $141 per night (USD)
VRBO

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Zena Rentals

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Results: 63 Rentals