Woodstock Vacation Rentals

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Vacation Rentals in Woodstock

Streamside Cottage Half Mile to Town of Woodstock
10.0 out of 10, Exceptional, (224)
"Place was a perfect place to unwind. Very clean and Jane was very communicative!"
Streamside Cottage Half Mile to Town of Woodstock
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
10.0 out of 10, Exceptional, (34)
"This house was adorably charming and perfect for a weekend getaway in Woodstock. We loved watching wildlife from the beautiful kitchen windows and the privacy the property provided. Our pup loved the front sun room and keeping an eye on the yard. Thank you for sharing your home!"
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.2 out of 10, Wonderful, (39)
"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 $391 total
includes taxes & fees
Dec 22 - Dec 23
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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."
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
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 25 - Nov 26
Starlite Motel
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
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 27 - Nov 28
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Tuscan Year Round Beauty - Pickleball Court
10.0 out of 10, Exceptional, (97)
"Awesome"
Tuscan Year Round Beauty - Pickleball Court
Cozy Relaxing Retreat in Saugerties, NY
10.0 out of 10, Exceptional, (42)
"Secluded house very quiet surrounding, owner was very quick to respond "
Cozy Relaxing Retreat in Saugerties, NY
The Cabin at Chichester in the Catskills Mountains
9.8 out of 10, Exceptional, (175)
"The house was cozy and comfortable. We enjoyed our stay."
The Cabin at Chichester in the Catskills Mountains
Pet-Friendly Cozy Cabin in the Catskills with Cedar Hot Tub
9.2 out of 10, Wonderful, (15)
"We had a great stay here at woodside! The house was clean and cozy. The perfect long weekend stay for us and our dog. "
Pet-Friendly Cozy Cabin in the Catskills with Cedar Hot Tub
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!
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
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
Campfire Cottage: Fireplace, fire pit & no chores!
10.0 out of 10, Exceptional, (20)
"Cute Clean Comfy bed "
The price is CA $88
CA $258 total
includes taxes & fees
Nov 24 - Nov 25
Campfire Cottage: Fireplace, fire pit & no chores!
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
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!
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!
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
Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (23)
"Every thing was good! Thank you for quickly responding to my request to add an additional night. Thank you for being pet friendly."
The price is CA $138
CA $222 total
includes taxes & fees
Dec 4 - Dec 5
Mid-Century DJ’s Dream
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
4.0 star property
9.6 out of 10, Exceptional, (121)
"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 $336
CA $430 total
includes taxes & fees
Dec 2 - Dec 3
Woodstock Way Hotel
Streamside Cottage Half Mile to Town of Woodstock
10.0 out of 10, Exceptional, (224)
"Place was a perfect place to unwind. Very clean and Jane was very communicative!"
Streamside Cottage Half Mile to Town of Woodstock
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.2 out of 10, Wonderful, (39)
"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 $391 total
includes taxes & fees
Dec 22 - Dec 23
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.
Beautiful view of the beach with palm trees

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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.