Woodstock Rentals
From $214 per night (USD)HomeAway
VILLAGE POSTNBEAM CARRIAGE HOUSE, 2BR, 2BTH, SECRET GARDEN, FAMILY/DOG FRIENDLY
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
“This is a phenomenal place to stay in Woodstock! Central, yet private, and right next to Colony for amazing live music” ...
From $214 per night (USD)HomeAway
From $125 per night (USD)VRBO
Serene Woodstock 3 bedroom cottage with sweeping mountain views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Recently built 3 bedroom/2 bath house with mountain views on 5 beautiful secluded acres surrounded by trees, a quick 3 m ...
From $125 per night (USD)VRBO
From $150 per night (USD)HomeAway
Woodstock Historic Artist Estate - The Cottage House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
**featured as freshgrub unique property: If you want to fall asleep to the stereo lullaby of frog croaks while watching ...
From $150 per night (USD)HomeAway
From $325 per night (USD)VRBO
NEW: Architect-designed historic CARRIAGE HOUSE w/heated pool, AC, walk to town!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Carriage House is a unique living space that was masterfully designed by the owner-architect to blend modern living ...
From $325 per night (USD)VRBO
From $214 per night (USD)HomeAway
SLED HILL SUITE #1 Fabulous 3BR, 2Baths Central, yet private, steps to town.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A fabulous 3BR, 2Bath Suite to stay in Woodstock! Centrally located in the village, yet private, and steps to everything ...
From $214 per night (USD)HomeAway
From $175 per night (USD)VRBO
A Woodstock Waterfall™ Hideaway in the heart of the village ~ no car needed!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Treat yourself to a romantic getaway or personal retreat in your own private hideaway overlooking the spectacular Tanner ...
From $175 per night (USD)VRBO
From $214 per night (USD)HomeAway
SLED HILL SUITE #2 FABULOUS WOODSTK VILLAGE 2BR, 2Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Walk everywhere from your own Woodstock suite, steps to best restaurants, galleries, pubs, yoga, theatre and shops. Cal ...
From $214 per night (USD)HomeAway
From $164 per night (USD)VRBO
So Romantic! 'THE PENTHOUSE' in Woodstock, Walk EVERYWHERE, SLEEPS 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
'The Penthouse' is a fabulous studio apartment. Steps to the Village Green in Woodstock, The Colony, great restaurants ...
From $164 per night (USD)VRBO
From $120 per night (USD)HomeAway
A True Gem in the heart of Woodstock, w/ fireplace & hot tub, wheelchair access
- Bedrooms:
- 2.5
- Bathrooms:
- 1
- Sleeps:
- 4
Located at the heart of woodstock (on Ricks Rd) this newly built cabin is a dream gateway. Spacious, with all modern ame ...
From $120 per night (USD)HomeAway
From $75 per night (USD)VRBO
Brigadoon--3 BR Magical Farmhouse for a Romantic or Family Vacation
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 6
Named after Brigadoon, an enchanted place where life is simpler and easier, untouched by the worries of the modern world ...
From $75 per night (USD)VRBO
From $150 per night (USD)HomeAway
Converted Barn with Waterfall, Walk to Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fall asleep to the sound of a waterfall 5 minutes walk from the center of Woodstock. Originally a stable, this 1824 home ...
From $150 per night (USD)HomeAway
From $500 per night (USD)VRBO
Walk To Woodstock, Streamside W/In Ground Pool
- Bedrooms:
- 6.5
- Bathrooms:
- 6
- Sleeps:
- 10
Stunning country home with all the modern amenities & interior design you would want to have during your stay. Enjoy th ...
From $500 per night (USD)VRBO
From $100 per night (USD)HomeAway
Stay Central to Woodstock & Unwind w/ Mountain Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Dreamcatcher Cottage is a cozy, clean & light-filled country cottage designed for all season comfort & relaxation. Centr ...
From $100 per night (USD)HomeAway
From $180 per night (USD)VRBO
INCREDIBLE “WALKABLE” RENTAL with Sawkill Creek Views
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 4
WALK TO EVERYTHING IN THE VILLAGE FROM THIS NEWLY RENOVATED COTTAGE WITH GORGEOUS VIEWS! Located in the center of the ...
From $180 per night (USD)VRBO
From $250 per night (USD)HomeAway
Brookside Retreat: Streamside Patio, Fireplace, Writer's Studio, Walk to Village Green!
- 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 $250 per night (USD)HomeAway
From $150 per night (USD)VRBO
Brook Cottage Too: 5-star pristine/luxury "shelter" w/stream, views, walkable
- 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 $150 per night (USD)VRBO
From $135 per night (USD)HomeAway
SPRING at CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Creek Cottage was built in 1939. A charming 2 bedroom, 2 bath home that has been updated with the aim of keeping the or ...
From $135 per night (USD)HomeAway
From $125 per night (USD)VRBO
NEW! Rock City Writer's Studio: Bucolic Setting, Nordic Sauna, Walk to Town!
- Bedrooms:
- 2.5
- Bathrooms:
- 0
- Sleeps:
- 2
Treat yourself to a relaxing, rejuvenating and inspiring retreat in your own private historic studio cottage in the hear ...
From $125 per night (USD)VRBO
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EASY WALK TO TOWN Weekly & Monthly Discounts, Game Room w. Pool Table, HOT TUB!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 9
Streamside House is a newly renovated and tastefully furnished 4+ bedroom, 2 full bath + 2 half bath house within easy w ...
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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 ...
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From $125 per night (USD)HomeAway
Pet Friendly Cabin Doh-Ray up @ 1500 ft
- Bedrooms:
- 2.5
- Bathrooms:
- 2
- Sleeps:
- 5
Normally 3 Day minimum, 4 Day Min in July, August, 3 or 4 Day Minimums Christmas, New Years + Surrounded by the forests ...
From $125 per night (USD)HomeAway
From $449 per night (USD)VRBO
New Luxury 5BR Woodstock Secret Retreat Near all Ski MT Heated Pool& Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
Say hello to your perfect vacation home! Bright and airy Woodstock home with all the amenities you will need. Located on ...
From $449 per night (USD)VRBO
From $359 per night (USD)HomeAway
Mid-Century Gem with Heated Pool 1 Mile from Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Modern Gem in Woodstock. 1960 stone and glass mint condition 3 bedroom immaculate home. Private yet less than a mile fro ...
From $359 per night (USD)HomeAway
From $300 per night (USD)VRBO
Private Luxury Estate with Indoor Pool/Gym/Spa, Perfect for Groups
- Bedrooms:
- 8.5
- Bathrooms:
- 6
- Sleeps:
- 16
This spectacular Woodstock estate home is ideal for family or group vacations or retreats. PLEASE NOTE that out of cons ...
From $300 per night (USD)VRBO
From $135 per night (USD)HomeAway
Spacious, peaceful Zen Cabin in the woods
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This lovely Romantic Zen Cabin was featured in both NY Magazine and The NY Times as the spot to go to when vacationing i ...
From $135 per night (USD)HomeAway
From $225 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 $225 per night (USD)VRBO
From $396 per night (USD)HomeAway
BOOKING SUMMER 2020 MOUNTAINTOP COTTAGE/POOL just 3 min from Woodstock village
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Why stay in a crowded hotel? Stay in a lovely country cottage . Picture yourself floating in the in ground pool overlo ...
From $396 per night (USD)HomeAway
From $259 per night (USD)VRBO
Woodstock Mediterranean Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Pool will be open until October 13, 2020 Bright and airy Woodstock home with all the amenities you will need. Located ...
From $259 per night (USD)VRBO
From $125 per night (USD)HomeAway
Pristine Mountaintop Log Cabin in Pine Forest, 1.5 Miles to Town!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Treat yourself to a romantic getaway or family retreat in your own private log cabin on Ohayo Mountain, just 1.5 miles f ...
From $125 per night (USD)HomeAway
From $300 per night (USD)VRBO
NEW: Arts+Crafts original perched on terraced mountainside w/breathtaking views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the peace and beauty of your own secluded Arts + Crafts-style house perched on the southern ridge of Ohayo Moun ...
From $300 per night (USD)VRBO
From $140 per night (USD)HomeAway
Enchanted Cedar Cottage !
- Bedrooms:
- 2.5
- Bathrooms:
- 3
- Sleeps:
- 6
Location, Location! Six minutes to the heart of Woodstock yet totally secluded in pine woods. A rare Woodstock original ...
From $140 per night (USD)HomeAway
From $257 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 Spanish-style vacation rental house in Woodstock, New York, w ...
From $257 per night (USD)VRBO
From $170 per night (USD)HomeAway
Mountain Stream Retreat: rustic elegance, decks overlooking stream, wood stove!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Relax in your private Woodstock cottage perched on the banks of a meandering mountain stream that flows through a shared ...
From $170 per night (USD)HomeAway
From $175 per night (USD)VRBO
New House, Great Hiking, Fireplace, Fire Pit, Hot Tub on deck, 4 mi. to Wdstk
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
If you are bringing your dog(s), please select the "pet fee" circle when booking. The Garrison Road House is newly ren ...
From $175 per night (USD)VRBO
From $75 per night (USD)HomeAway
Mid-Century Gem in the Woods - Secluded Escape plus Yoga Room and Garden
- Bedrooms:
- 2.5
- Bathrooms:
- 3
- Sleeps:
- 5
You will have total seclusion and safety on four wooded acres, 1.1 miles from the Woodstock village green. Enjoy the ecl ...
From $75 per night (USD)HomeAway
From $395 per night (USD)VRBO
3rd night free!* 5 Bedrm, sleeps 10. (*exclusions apply, contact for approval)
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 13
Beautiful 1800's farmhouse on 2 acres surrounded by mountains and streams. Recently restored large, bright and airy room ...
From $395 per night (USD)VRBO
From $229 per night (USD)HomeAway
Sweet Woodstock Country Home - Great Spot For Hiking, Skiing And Mountain Air
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Our Woodstock home sits on top of Ohayo Mountain, about two miles from the village of Woodstock, which boasts world clas ...
From $229 per night (USD)HomeAway
From $150 per night (USD)VRBO
STONE COTTAGE 2 Pvt. Acres, Heated Pool, Tech, Sleeps 5 - 9, Opt Guest Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Hand built in 1937. Staying at the Stone Cottage gives you the true feeling of a private Catskill mountain retreat while ...
From $150 per night (USD)VRBO
From $160 per night (USD)HomeAway
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 $160 per night (USD)HomeAway
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Cottonwood-A Luxury Woodstock Home Located Between Woodstock + Saugerties
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Cottonwood! An upscale 3 bedroom, private office/convertible bedroom, 2 bath, in a lovely, newly renovated sp ...
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Red Maple Studio & Spa: Steam, Stream & Dream on the 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 ...
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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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