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 $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 $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 $25 per night (USD)
VRBO
Charming, Comfy House in Woodstock
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy the tranquility of the mountains when you come and relax in this charming Quarryman's cottage. A ten minute drive ...
From $25 per night (USD)
VRBO
From $300 per night (USD)
HomeAway
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)
HomeAway
From $250 per night (USD)
VRBO
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)
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
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 $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 $150 per night (USD)
VRBO
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)
VRBO
From $325 per night (USD)
HomeAway
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)
HomeAway
From $125 per night (USD)
VRBO
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)
VRBO
From $188 per night (USD)
HomeAway
Perfect Catskills Getaway, 12 Minutes to Town of Woodstock.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This charming weekend getaway is 12 minutes from the center of Woodstock. On 8+ acres, furnished with comfortable elegan ...
From $188 per night (USD)
HomeAway
From $180 per night (USD)
VRBO
MODERN house with a pool and hot tub
Bedrooms:
3.5
Bathrooms:
4
Sleeps:
10
- WE HAVE A WEEK MINIMUM DUE TO COVID 19 - POOL IS OPEN IN SUMMER MONTHS - HOT TUB IS OPEN MOST MONTHS This beautiful ...
From $180 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 $396 per night (USD)
VRBO
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)
VRBO
From $150 per night (USD)
HomeAway
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)
HomeAway
From $265 per night (USD)
VRBO
Zen Mt. Tremper Home w/Incredible Views & Hot Tub!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover life in the Hudson Valley from this expansive 3-bedroom, 2-bathroom Mount Tremper vacation rental house, which ...
From $265 per night (USD)
VRBO
From $125 per night (USD)
HomeAway
Secluded, Renovated Cabin with Hot Tub - 5 Miles to Woodstock
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Our newly renovated and well-equipped cabin sits at the end of a dead-end road on three secluded acres including rolling ...
From $125 per night (USD)
HomeAway
From $200 per night (USD)
VRBO
Absolutely Gorgeous 1876 Eyebrow Colonial Home on 36 acres. Kids under 12 free!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beautifully Appointed 1876 country house with sweeping lawns and an expansive, enclosed bluestone patio that is perfect ...
From $200 per night (USD)
VRBO
From $150 per night (USD)
HomeAway
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 $150 per night (USD)
HomeAway
From $135 per night (USD)
VRBO
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)
VRBO
From $349 per night (USD)
HomeAway
Woodstock Cottage 1 month Minimum
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
**********HI there, I have to say, we are being bombarded with requests to rent for at least one month at any price. it ...
From $349 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 $75 per night (USD)
HomeAway
Romantic Cottage nr Woodstock- Hot Tub & Views! Monthly Rates Now Available!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Catskills’ best-kept secret. Wake up to mountain views, coffee on the deck and a symphony of birds singing! Soak in the ...
From $75 per night (USD)
HomeAway
From $214 per night (USD)
VRBO
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)
VRBO
From $164 per night (USD)
HomeAway
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)
HomeAway
From $120 per night (USD)
VRBO
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)
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
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 $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 $180 per night (USD)
HomeAway
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)
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 $125 per night (USD)
VRBO
Relaxing House in Catskills Forest Near Pretty Pond - near Woodstock/Phoenicia
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
6
Current avail: 14 nights from 7/19. Comfortable, newly furnished, tri-level house nestled in the woods with seasonal m ...
From $125 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
Click For Pricing
HomeAway
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 ...
Click For Pricing
HomeAway
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
Click For Pricing
HomeAway
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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HomeAway
Click For Pricing
VRBO
Extraordinary modern renovated 1840's barn with pool and privacy
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
One of the finest properties in the area, this one-of-a-kind converted barn is conveniently located between Woodstock an ...
Click For Pricing
VRBO
Click For Pricing
HomeAway
House on 35 Acres w/Mt Views, Private Trails & Creeks
Bedrooms:
3.5
Bathrooms:
4
Sleeps:
8
Renovated home about 8 min drive to Woodstock our 35 acres provides total privacy and unparalleled views and serenity. T ...
Click For Pricing
HomeAway
From $175 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 $175 per night (USD)
VRBO
From $259 per night (USD)
HomeAway
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)
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 $180 per night (USD)
HomeAway
DESIGNER Woodstock cabin with a large pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
- WE HAVE A WEEK MINIMUM DURING THE SUMMER (June to early September) - 3 NIGHTS MINIMUM IN HOLIDAYS. $600 PER NIGHT. ...
From $180 per night (USD)
HomeAway
From $250 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 $250 per night (USD)
VRBO
From $300 per night (USD)
HomeAway
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)
HomeAway
From $350 per night (USD)
VRBO
Classic Catskills Estate on Private Mountain, with Available Guest House
Bedrooms:
3.5
Bathrooms:
5
Sleeps:
13
Welcome to Lachland! This 5 bedroom home has been a beloved family vacation home for 4 generations. Lachland is located ...
From $350 per night (USD)
VRBO
From $250 per night (USD)
HomeAway
The Hunter Mt. House of Hunter an Historic 1800's Resort on a Babbling Stream
Bedrooms:
5
Bathrooms:
6
Sleeps:
15
Hunters and skiers are welcome ! THE SEASON has begun!! The house is near Hunter Mt Festival/Ski Resorts, Windham Mt., ...
From $250 per night (USD)
HomeAway
From $67 per night (USD)
VRBO
A Spectacular 50 Mile View of the Hudson Valley
Bedrooms:
1
Bathrooms:
0
Sleeps:
4
We are perched on a cliff above a wonderful waterfall. You can see for 50 miles from every room. Watch the seasons chang ...
From $67 per night (USD)
VRBO
From $120 per night (USD)
HomeAway
Cozy, quiet, stream-side 1850s farmhouse with meadow, garden and mountain views
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Near H.I.T.S., Woodstock, the Hudson River, Big Pink, local festivals, including the Woodstock Film Festival, and Garlic ...
From $120 per night (USD)
HomeAway
From $140 per night (USD)
VRBO
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)
VRBO
From $257 per night (USD)
HomeAway
'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)
HomeAway
Click For Pricing
VRBO
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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VRBO
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HomeAway
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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HomeAway
Click For Pricing
VRBO
Beautiful House with Great Views and Space
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Our beautiful and welcoming home, perched high above the Ashokan Reservoir, is spacious, well appointed, and sun filled. ...
Click For Pricing
VRBO
From $158 per night (USD)
TripAdvisor
NEW! Newly Renovated City Escape in Hudson Valley!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Are you in need of a change of scenery, some R&R, or just feel like getting out of the city? This unique Hudson Valley v ...
From $158 per night (USD)
TripAdvisor

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Town of Woodstock Rentals

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Results: 63 Rentals