
Waterfront holiday rentals in Woodstock
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Woodstock

Total holiday rentals
Explore 20 holiday rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at $153 SGD per night before taxes and fees

Verified guest reviews
Over 4,600 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Woodstock holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Woodstock rentals

4.9 Average rating
Woodstock stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated waterfront rentals in Woodstock
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Dutch Touch Woodstock Cottage
The Dutch Touch captures the best Woodstock has to offer. Be in the Village and secluded at the same time! This Woodstock treasure is surrounded by gardens, with Monet-worthy views, peaceful mountains and swaying pines. It’s your cozy and peaceful home away from home, yet only a short, pretty walk to the very center of the village. Dutch Touch is the "brain-child" of artist, Manette van Hamel, an early Woodstock arts colony resident whose work is held in the permanent collection of the Met. The kind of place one would expect an artist to build: Perfect for a romantic get-a-way or solo retreat. Recline on your own deck beside a sparkling stream, soak up the sun, read a good book, or walk into town and visit the galleries and shops, or zip up the mountain for hikes, a visit to the Buddhist Monastery or a tour of the Byrdcliffe arts colony. Winter visitors will love the open fireplace, and the fresh winter scent of forest, hearth and home.
4.91 out of 5 average rating, 785 reviews
Catskills Mountain River Dream House
*Art-filled c. 1910 Cottage w/ wrap-around porch *Self-contained natural wonderland for grownups, kids, & dogs *Riverfront w/ amazing swimming hole: trout fishing, swimming, tubing on site *Huge back yard w/ meandering brook, seasonal cascade, classic tree swing, & surrounding woods *Speedminton court *Mature perennial butterfly gardens *Fire pit *Weber Gas Grill *Cedar hot outdoor rain shower nestled in side garden *Minutes walk to Ashokan Reservoir Rail Trail (run/bike/stroll); 2 adult bikes
4.95 out of 5 average rating, 283 reviews
Catskill Mtn Streamside Getaway - With EV Charger
Escape to this intimate one-bedroom Catskill cabin, nestled in a private yard with a trout stream at your doorstep. Just minutes from the charming town of Phoenicia, this retreat offers incredible hiking trails, three nearby ski resorts, and direct trout fishing access. Relax on the back porch with breathtaking views of snow-capped mountains or cozy up by the fireplace after a day of exploring. Perfect for couples or solo adventurers seeking peace and serenity.” EV Charger on site upon request.
4.99 out of 5 average rating, 309 reviews
Mt. Wonder: Big Cozy Cabin with Wow View
Welcome to Mt Wonder. With a wood burning hot tub, this quiet cabin perches on 18 acres with creek access, a vast forest & the greatest view in the county. 10 min to Woodstock. Seeking a vacation w friends or a romantic sojourn? Enjoy this rustic 2br 1ba cabin, cozy & spacious - a unique magical feel. Mega amenities incl the tub, wood stove & stocked kitchen. Peruse our books, vibe w the view, enjoy hikes & cute towns. Need more space? Try my cousin's cabin called "Wonders Never Cease"
4.93 out of 5 average rating, 277 reviews
Waterfront Cottage - Hot Tub, Kayaks and Fire Pit
Welcome friends to our beloved waterfront cottage right on the Esopus Creek, in the beautiful Catskills! Whether you’re seeking a peaceful retreat, fun for the family, or a romantic escape, our 2-bedroom home is your perfect Catskills destination. With kayaks for adventures on the creek (Spring through Fall), a firepit with water views, outdoor dining with a grill, and located close to lots hiking and nearby towns, like Woodstock and Saugerties, you'll only wish you could stay here longer!
4.95 out of 5 average rating, 109 reviews
Waterfront, Dog & Family Friendly, Cozy Cottage
El Girasol, "The Sunflower," a sunny, family and pet friendly cottage on the Esopus Creek in the Catskill Mountains. Our home is fully furnished with global & vintage finds. This charming cottage has 2 beds, spacious living room with a big, comfy sleeper sofa and cozy electric fireplace & fully equipped kitchen combined with a dining room. Creek access, BBQ, fire pit, fenced in backyard, & 2 decks makes our home a great destination for a relaxing getaway with family, friends and pets.
4.96 out of 5 average rating, 154 reviews
Woodstock Streamside Cottage
Our streamside cottage is located on a five acre property under a mile to the center of Woodstock. The Sawkill Stream is your backyard with plenty of beautiful trees and meadows your front yard. Quiet sounds of the stream and nature surround you. Central heat and central a/c keeps you comfortable year round. Newly renovated. Please read our reviews and see how you'll feel. About 1.5 miles from the Ramble concert venue and 2.5 miles from the Bearsville Theater area. Enjoy!
4.95 out of 5 average rating, 334 reviews
Brookside, Walk to Town Center, Dog Friendly
Perfect Catskills basecamp! Three-bedroom getaway an 8-minute stroll to Woodstock’s shop and restaurants yet tucked beside a babbling brook. Why guests love it: • Bright living room with huge couch for cozy fireplace moments with friends and family • Ultra-fast Wi-Fi for work or play (3 desks) • Dog-friendly & fully stocked kitchen • Fire pit • Connected to nature As Superhosts we are committed to keeping the home spotless. Just press the reserve button and relax :)
4.91 out of 5 average rating, 537 reviews
Creekside Couple's Retreat w/Hot tub, Sauna & More
Tucked by an enchanting creek, this newly built cabin is a serene haven where nature and comfort meet. Unwind together in the hot tub beneath the stars, relax in the wood fired sauna, or enjoy a fun evening in the game room. Let the soothing sounds of the creek lull you to sleep as you take in the beauty of the outdoors from every window. Explore nearby trails, quaint towns, and secret escapes. Pet-friendly, perfect for couples seeking a magical retreat in every season.
4.99 out of 5 average rating, 157 reviews
Mirror Moon Cottage (waterfront)
Mirror Moon cottage is a newly renovated, original 1960's cottage in the heart of a historic arts and music community. The property is waterfront, overlooking the Saw Kill, with tranquil views & sounds. Imagine falling asleep to the sounds of the river on our hammock. Only an 8 min bike ride, or 4 min drive to the center of Woodstock town. It's subtly tucked into the woods, just outside of town. Perfect for a friends or couples getaway! Make yourself at home!
4.96 out of 5 average rating, 267 reviews
Upstate Waterfront Saugerties Retreat-Near HITS
Serene riverfront home, just outside the Village of Saugerties with strong Wifi for easy work-from-home. You can swim, canoe, fish on the banks of the Esopus direct from your own home. Bright and stylish space with clean aesthetic, direct water access with lovely views across the Esopus to a protected preserve - ideal for dinners on the deck in Summer or Fall. Or cozy up by the fireplace in Winter after skiing at Hunter, and binge on movies on the large TV.
4.94 out of 5 average rating, 203 reviews
Hudson Valley Hygge House~ comfort in the country!
Experience the cozy charm of hygge at the farmhouse by a tranquil pond in Rosendale. Nestled in the Hudson Valley, just minutes from Kingston, Stone Ridge, and High Falls—and only 90 miles from NYC—this retreat offers pure serenity. Located on a quiet country road, enjoy the sounds of birdsong, evening frog lullabies, and a gas fireplace for a cozy winter escape. Set on over 3 acres, nature abounds here. Come and enjoy all the Hudson Valley has to offer!
4.95 out of 5 average rating, 374 reviewsPopular amenities for waterfront rentals in Woodstock
Waterfront apartment rentals

Escape to a Sleek, Serene Studio on the Riverbank
4.99 out of 5 average rating, 462 reviews
DeMew Townhouse in Historic Kingston
4.95 out of 5 average rating, 320 reviews
Art Room at Old Stone Farmhouse
4.78 out of 5 average rating, 723 reviews
Hudson River Beach House
4.99 out of 5 average rating, 169 reviews
Lovely 1 bedroom apt. with free parking in Rondout
4.98 out of 5 average rating, 237 reviews
Binnekill Views Apt.1 in the Catskill Mountains
4.96 out of 5 average rating, 205 reviews
Scenic Hudson River Getaway! 2 Min to HITS
4.98 out of 5 average rating, 124 reviews
Rosendale Trestle View
4.96 out of 5 average rating, 234 reviewsWaterfront house rentals

Mossybrook Hideout: Private Creek Oasis w Hot Tub
4.93 out of 5 average rating, 163 reviews
HOT TUB on Secluded 7acres, Heated Pool, Stream !
4.9 out of 5 average rating, 213 reviews
Stunning Pvte Lakehouse•Swim•Hike•Mntn Views•F/pit
4.97 out of 5 average rating, 189 reviews
Creekside Cottage
4.97 out of 5 average rating, 337 reviews
*Hot Tub* Kayak*VIEWS* Stylish Waterfront Retreat
4.98 out of 5 average rating, 132 reviews
Entire Secluded Streamside House
4.97 out of 5 average rating, 107 reviews
Slate Cabin - Stylish Country Escape x Rhinebeck
4.98 out of 5 average rating, 132 reviews
Creekside cottage on 65 acres of land
4.94 out of 5 average rating, 248 reviewsOther waterfront holiday rentals

Black Ridge Cottage: Pond, Cowboy Pool & Sauna
4.97 out of 5 average rating, 176 reviews
Stream Come True | Hot Tub, Ski, Hike, Relax
4.94 out of 5 average rating, 154 reviews
Catskills Lake House! Hot Tub, Fire Pit, Game Rm
5.0 out of 5 average rating, 105 reviews
Perch Cottages #9: Creek access + Sauna + Mt views
4.96 out of 5 average rating, 137 reviews
Riverside Retreat on the Hudson - Modern Cottage
4.99 out of 5 average rating, 200 reviews
Secluded, Modern Cabin Escape - Mountain Views
4.98 out of 5 average rating, 174 reviews
Cozy Cottage on the Esopus Creek (up-front price)
4.97 out of 5 average rating, 704 reviews
Swan Cottage with Expansive Hudson River Views
4.99 out of 5 average rating, 193 reviewsWhen is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $253 SGD | $265 SGD | $255 SGD | $260 SGD | $278 SGD | $292 SGD | $360 SGD | $297 SGD | $287 SGD | $353 SGD | $352 SGD | $351 SGD |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
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- Waterfront rentals Ulster County
- Waterfront rentals New York
- Waterfront rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Bethel Woods Center for the Arts
- June Farms
- Resorts World Catskills
- Windham Mountain
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Storm King Art Center
- Howe Caverns
- Taconic State Park
- Plattekill Mountain
- Mohonk Preserve
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Thacher State Park
- Kent Falls State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Mohawk Mountain Ski Area
- Millbrook Vineyards & Winery
- Storm King Art Center





