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Featured Cottages in Woodstock

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.2 out of 10, Wonderful, (40)
"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 AU$452
includes taxes & fees
12 Jan - 13 Jan 2025
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

10.0 out of 10, Exceptional, (58)
"Perfectly cute and cutely perfect "
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

Country Cottage with beautiful views and easy access to Catskills activities.

10.0 out of 10, Exceptional, (6)
"We had a very comfortable stay for the second time. Amazing spot with seating behind the cabin overlooking the meadow. Panoramic views of the mountains and the changing colors in the leaves. "
The price is AU$308
includes taxes & fees
1 Jan - 2 Jan 2025
Country Cottage with beautiful views and easy access to Catskills activities.

Reset and Relax in Luxury Cottage

10.0 out of 10, Exceptional, (31)
"Beautiful place about a 15 minute drive out of Rhinebeck. Great views, well equipped kitchen and spacious living quarters. Bed is a king and super comfy. The hosts were so kind and accommodating with lots of great suggestions for what to do and where to eat. You’ll love it!"
Reset and Relax in Luxury Cottage

Cozy Getaway: King bed/ Game Room/ Out Door Patio

9.6 out of 10, Exceptional, (13)
"The house was beautiful and comfy."
Cozy Getaway: King bed/ Game Room/ Out Door Patio

The Cabin at Chichester in the Catskills Mountains

9.8 out of 10, Exceptional, (176)
"A beautiful, peaceful location to enjoy nature, yet be close enough to restaurants and shopping for convenience. We had four days of quiet and serenity in the warm, cozy, "feels like home" cottage. Our Labrador retriever loved exploring the woods and creekside (and barking at the wild turkeys!) Host Paul was attentive and gracious."
The Cabin at Chichester in the Catskills Mountains

Charming Artist's Retreat

9.8 out of 10, Exceptional, (130)
"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

NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!

9.8 out of 10, Exceptional, (130)
"Lovely in every way except loft area around bed. Didn’t realize I couldn’t stand upright. Was difficult to get around. Carpet could be replaced on loft. No idea it had such challenging steps to the bed. Cottage had a musty smell when first entered. "
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!

Private Home ~ All Yours ~ Newly Renovated ~ In town ~ fenced in yard ~ Hot Tub

9.8 out of 10, Exceptional, (108)
"This house couldn’t be closer to town - literally steps from our favorite restaurant. Perfect for our family of three (plus our dog) but would also work well for two couples (with a loft area that could sleep a kid or two on the couch or an air mattress). Great communication with our host who was super responsive and accommodating. All the amenities we needed and the hot tub was a great bonus. We’d stay again in a heartbeat! "
Private Home ~ All Yours ~ Newly Renovated ~ In town ~ fenced in yard ~ Hot Tub

Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

10.0 out of 10, Exceptional, (27)
"We had a wonderful stay in this quiet gem. Clean, comfortable, cute, and cozy. Highly recommended! "
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

Charming 2-bedroom cottage with large deck in beautiful Accord NY.

10.0 out of 10, Exceptional, (6)
"We had a fabulous stay at Judy's place. The beds were very comfortable, and the location was good. When we had an issue with the furnace, the owner went out of her way to correct the problem and ensured that we were comfortable. We would recommend this place."
Charming 2-bedroom cottage with large deck in beautiful Accord NY.

TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too

10.0 out of 10, Exceptional, (116)
"The property was lovely, and the perfect location. Chelsea was great to work with!"
TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too

TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage

10.0 out of 10, Exceptional, (162)
"Great location, beautiful cottage and property."
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage

Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes

10.0 out of 10, Exceptional, (5)
"quiet sanctuary close to Woodstock and saugerties"
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes

Modern Country Cottage

10.0 out of 10, Exceptional, (2)
"We were looking for a quiet getaway and found it! The house is updated, immaculate and fully appointed. It is well laid out with very comfortable furniture. There is a deck with a forest and a pond in the backyard, and a short walk through the forest to a creek. Very peaceful, with things to do in the area."
Modern Country Cottage

Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit | 5 Min to Kaaterskills Falls

The price is AU$870
includes taxes & fees
9 Jan - 10 Jan 2025
Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit | 5 Min to Kaaterskills Falls

Riverview Retreat located on the Hudson River in Upstate NY

2.0 star property
Riverview Retreat located on the Hudson River in Upstate NY

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (226)
"Place was a perfect place to unwind. Very clean and Jane was very communicative!"
The price is AU$585
includes taxes & fees
30 Dec - 31 Dec
Streamside Cottage Half Mile to Town of Woodstock

Relaxing Catskill Mountain Cottage.

10.0 out of 10, Exceptional, (45)
"The property was absolutely beautiful well-maintained lovely! Sitting out on the deck, making dinner having cocktail listening to music talking to my spouse just what we needed! Cannot wait for reschedule"
Relaxing Catskill Mountain Cottage.

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

9.6 out of 10, Exceptional, (16)
"I had a wonderful weekend stay at this lovely cabin! It is beautiful and cozy, all necessities provided. The check in and check out processes were easy, the guest contact was easy to contact and pleasant to speak with. The views are gorgeous, and the neighbors are so kind. Loved being here and definitely plan to come back! Will tell all my friends! Thank you!"
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
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 property types in Woodstock

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.2 out of 10, Wonderful, (40)
"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 AU$452
includes taxes & fees
12 Jan - 13 Jan 2025
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (226)
"Place was a perfect place to unwind. Very clean and Jane was very communicative!"
The price is AU$585
includes taxes & fees
30 Dec - 31 Dec
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
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

How much do cottages in Woodstock cost?
Expect to pay between AU$308 and AU$870 per night for cottages in Woodstock. No matter your budget, an ideal stay is a click away on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Woodstock?
Enjoy the beauty of nature in one of the 167 cottages on offer in Woodstock. To help you find a stay that’s right for you, make use of our handy filters to search for must-have amenities or perks.
What is there to do in Woodstock near my cottage?
There are loads of fun things to fill your days in Woodstock. Make tracks to top attractions like Mount Tremper Arts, James Cox Gallery and Overlook Mountain Trailhead. Saugerties Village Beach, Indian Head Mountain and Karma Triyana Dharmachakra Monastery are also visited by many.