Woodstock Vacation Rentals

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Vacation Rentals in Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Aerial view
Streamside Cottage Half Mile to Town of Woodstock
10.0 out of 10, Exceptional, (223)
"We had a wonderful time at this comfy cottage by the water. Just a few minutes from tow but totally peaceful and laid back. Cottage lives up to its fine reviews. We were lucky to have unusually warm weather so we could enjoy the outside more than we expected for November."
The price is CA $250
CA $449 total
includes taxes & fees
Nov 27 - Nov 28
Streamside Cottage Half Mile to Town of Woodstock
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Property grounds
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.2 out of 10, Wonderful, (38)
"2 nights in a delightful cottage. It is small but delightfully appointed. The highlight was this clean, warm little cottage is perched directly on swft stream. We left the backdoor open at night!"
The price is CA $251
CA $390 total
includes taxes & fees
Nov 17 - Nov 18
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
Exterior
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
10.0 out of 10, Exceptional, (33)
"Loved the house. Pictures don’t do it justice. We had a few issues and the property manager was super responsive and had everything corrected. Would stay there again. "
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
3 bedrooms, iron/ironing board, WiFi, bed sheets
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
10.0 out of 10, Exceptional, (169)
" Beautiful house! Great location! The house overall exceeded our expectations! A bit bright in the mornings, good to know in case you are looking to try and sleep in. King bed in the master is super comfortable and the shower is awesome! Would definitely stay again."
The price is CA $453
CA $878 total
includes taxes & fees
Nov 17 - Nov 18
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Starlite Motel
Exterior
Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, (244)
"Cosy room, clean bathroom, useable kitchen with all useful appliances. Loved the back yard with the fire pit. A little bit of a drive from our home but it was worth the effort. I would come again."
The price is CA $174
CA $199 total
includes taxes & fees
Nov 20 - Nov 21
Starlite Motel
The Farm at Hyde Park
Exterior
The Farm at Hyde Park
9.8 out of 10, Exceptional, (63)
"Quiet spot out of the city but not too far from Hudson Valley sites. Large vaulted space, fresh eggs from the hen house next door, sky full of stars at night. Great host!"
The Farm at Hyde Park
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Exterior
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.2 out of 10, Very good, (42)
"We had a great time at the cabin! It was the perfect escape from the city. The view was gorgeous, and the cabin had everything we needed. We also tried to use the canoe but the padlock is stuck, it might be rusted/need to be replaced. Otherwise everything was perfect!"
The price is CA $174
CA $202 total
includes taxes & fees
Nov 17 - Nov 18
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Tuscan Year Round Beauty - Pickleball Court
Outdoor dining
Tuscan Year Round Beauty - Pickleball Court
10.0 out of 10, Exceptional, (96)
"Awesome"
Tuscan Year Round Beauty - Pickleball Court
Cozy Relaxing Retreat in Saugerties, NY
Exterior
Cozy Relaxing Retreat in Saugerties, NY
10.0 out of 10, Exceptional, (41)
"2nd time around here-perfect location to everything.Great place and grounds.Will be back."
The price is CA $210
CA $445 total
includes taxes & fees
Nov 27 - Nov 28
Cozy Relaxing Retreat in Saugerties, NY
The Cabin at Chichester in the Catskills Mountains
The Cabin at Chichester in the Catskills Mountains
9.8 out of 10, Exceptional, (174)
"The house was cozy and comfortable. We enjoyed our stay."
The Cabin at Chichester in the Catskills Mountains
Hamptons on the Hudson in South Saugerties
Terrace/patio
Hamptons on the Hudson in South Saugerties
10.0 out of 10, Exceptional, (12)
"Our group of 7 women had a great time in the house. Beautiful property. Nice view of the Hudson. Lots of amenities. Well stocked kitchen. Cozy and comfortable. We enjoyed the Nespresso machine. Lots of room for us to spread out and to hang out together in the living room and enjoy a meal in the dining room. We would definitely stay again. "
Hamptons on the Hudson in South Saugerties
High Point Mtn House ~ Summer Breeze on the Mtn ~ 2 hrs to NYC ULTIMATE PRIVACY!
Terrace/patio
High Point Mtn House ~ Summer Breeze on the Mtn ~ 2 hrs to NYC ULTIMATE PRIVACY!
10.0 out of 10, Exceptional, (21)
"My friends and I were looking for a place for 8 of us to enjoy the weekend and it was awesome. The house location has one of the most beautiful sights of any VRBO house I've stayed at. Between the incredible audio systems, furniture layout, overall living room aesthetics, and living room windows designed to take advantage of the beautiful view, the interior was ideal for our group. The host was in constant communication with us and gave clear directions for entering and leaving the house. Highly...
High Point Mtn House ~ Summer Breeze on the Mtn ~ 2 hrs to NYC ULTIMATE PRIVACY!
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
Fridge, microwave, oven, stovetop
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
9.6 out of 10, Exceptional, (45)
"We really enjoyed our stay in Hunter. The house met our needs well for a large family gathering. The hot tub and game room were excellent. Beutiful inside.It is close to shopping and hiking trails in the area. We did a lot of cooking and could have used larger cutting boards and baking/roasting pans. Be aware that the house is right on the main road into Hunter. The pinball machine was frustrating at times because the ball would get stuck.Overall it was a great stay."
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
Campfire Cottage: Fireplace, fire pit & no chores!
Fridge, microwave, oven, stovetop
Campfire Cottage: Fireplace, fire pit & no chores!
10.0 out of 10, Exceptional, (20)
"Cute Clean Comfy bed "
The price is CA $77
CA $246 total
includes taxes & fees
Nov 20 - Nov 21
Campfire Cottage: Fireplace, fire pit & no chores!
Charming Artist's Retreat
Exterior
Charming Artist's Retreat
9.8 out of 10, Exceptional, (129)
"Escaped Long Island’s noise, traffic and overall stress . Listened to owls, watched birds soaring, kicked up leaves and gazed at the periwinkle colored mountains while perched on a bench. Felt safe enough knowing civilization was near enough, would have liked a landline phone just in case of an emergency "
Charming Artist's Retreat
The Studio at the Inn at High Falls
Exterior
The Studio at the Inn at High Falls
7.8 out of 10, Good, (22)
"Great communication with host. Stayed one night for event at Arrowood Farms (only 10 minutes away). Clean , nicely decorated studio with plenty of light. Lovely yard. Close to all local attractions and dining. Large shower. Great towels and toiletries.TV and A/C worked well. Appreciated the drinking water.Really cozy studio. Has frig, microwave and coffee maker.(also iron and hair dryer). A fabulous stay, although water pressure was a little low, but certainly not a deal breaker. Had people...
The Studio at the Inn at High Falls
Sexiest Lil Cabin in Saugerties, NY
Exterior
Sexiest Lil Cabin in Saugerties, NY
8.6 out of 10, Excellent, (7)
"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"
Sexiest Lil Cabin in Saugerties, NY
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
Outdoor dining
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
9.6 out of 10, Exceptional, (171)
"Everything was just perfect. The house was spacious and had so many wonderful amenities. Location was great, private and quiet. We enjoyed the hot tub under the stars each night to relax from the hiking! Highly recommend. "
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
Catskills Windham Hunter Mountain Cabin Getaway
Terrace/patio
Catskills Windham Hunter Mountain Cabin Getaway
9.0 out of 10, Wonderful, (25)
"Quiet stay in the mountains in the summer."
The price is CA $375
CA $1,016 total
includes taxes & fees
Nov 20 - Nov 21
Catskills Windham Hunter Mountain Cabin Getaway
Beautiful House 0,5 Mile From Hunter Mountain
Exterior
Beautiful House 0,5 Mile From Hunter Mountain
9.8 out of 10, Exceptional, (196)
"Very accommodating host! Thanks for the stay. Definitely consider staying again! Lovely layout, airy, roomy. Host generous with paper goods etc. Thanks for a great vacation!"
Beautiful House 0,5 Mile From Hunter Mountain
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Woodstock you may be interested in

Woodstock Way Hotel
Superior Room, Fireplace, River View
Woodstock Way Hotel
4.0 star property
9.6 out of 10, Exceptional, (120)
"Loved the property. A walk away from all the action. The staff was great and very helpful. We plan on returning again next Spring. Highly recommended. "
The price is CA $406
CA $509 total
includes taxes & fees
Nov 17 - Nov 18
Woodstock Way Hotel
Streamside Cottage Half Mile to Town of Woodstock
Aerial view
Streamside Cottage Half Mile to Town of Woodstock
10.0 out of 10, Exceptional, (223)
"We had a wonderful time at this comfy cottage by the water. Just a few minutes from tow but totally peaceful and laid back. Cottage lives up to its fine reviews. We were lucky to have unusually warm weather so we could enjoy the outside more than we expected for November."
The price is CA $250
CA $449 total
includes taxes & fees
Nov 27 - Nov 28
Streamside Cottage Half Mile to Town of Woodstock
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Property grounds
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.2 out of 10, Wonderful, (38)
"2 nights in a delightful cottage. It is small but delightfully appointed. The highlight was this clean, warm little cottage is perched directly on swft stream. We left the backdoor open at night!"
The price is CA $251
CA $390 total
includes taxes & fees
Nov 17 - Nov 18
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Are there vacation rentals in Woodstock?

Yes, there are vacation rentals in Woodstock close to Woodstock Music Shop, or you can choose a secluded option if you're looking for a relaxing stay. The forests and art scene are just a few reasons why tourists like Woodstock. Make sure you have time to check out the riverfront and mountain views during your trip.

What's the top vacation rental in Woodstock?

HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace: This highly rated vacation home rental in Woodstock is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many vacation rentals are there in Woodstock?

Expedia has 60 vacation rentals for your stay in Woodstock.

What can I see and do in Woodstock?

Overlook Mountain Trailhead and Catskill State Park are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Woodstock Music Shop. You’ll find favorite places to visit like Hunter Mountain and Catskill Mountains in the larger area.

What are vacation rentals like in Woodstock?

Vacation rentals are privately owned properties you can reserve for several days or longer in Woodstock. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for family gatherings.