Waterfront vacation rentals in Woodstock

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Woodstock

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Guest favorite

Home in Woodstock

4.91 out of 5 average rating, 641 reviews

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.

Nov 21 – 28

R2,481 ZAR per night

Guest favorite

Home in Woodstock

4.94 out of 5 average rating, 268 reviews

Woodstock Historic Artist Estate - The Pond House

Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Nov 21 – 28

R12,727 ZAR per night

Guest favorite

Cabin in Kingston

4.94 out of 5 average rating, 109 reviews

Cabin 192

No cleaning fee and no 2-night minimum! Cabin 192 is a tiny home glamping experience located in lovely Kingston, NY. Cabin 192 takes you back to 1992 with: a vhs collection of classics, a Super Nintendo, Sega, and other fun activities. Warm and toasty in fall and winter and cool in summer you’re always comfortable at Cabin 192. Enjoy smores by the fire surrounded by trees in nature while also being able to enjoy a vibrant uptown district a 9-minute drive away! Minnewaska and Woodstock nearby!

Sep 11 – 18

R2,366 ZAR per night

Guest favorite

Yurt in Shandaken

4.95 out of 5 average rating, 184 reviews

Phoenicia Comfy Yurt - Spring Bling!

5 minutes from Phoenicia, the heart of the Catskills. A comfy Yurt for 2 amid wild elderberries, peach trees, goldfish pond and forested hills. Savor the pure mountain spring water. Cozy heat in the Yurt down to 10 below zero! The gas fired hot shower is glass enclosed and solar heated on sunny mornings. Odor-free cedar, maple, and mahogany composting toilet. Mini kitchen with tasty provisions. Fire circle and gas grill. Private space, but easy access to road. Fast WiFi and cell phone hotspot.

May 30 – Jun 6

R2,134 ZAR per night

Guest favorite

Cabin in Phoenicia

4.99 out of 5 average rating, 126 reviews

"A Stones Throw" Cabin on the Esopus Creek

The cabin is on a 1.2acre parcel nestled in an orchard between route 28 and the Esopus Creek, just West of Phoenicia. Activities for every season include biking, hiking, tubing, leaf peeping, skiing, snowshoeing, and antiquing. An outdoor fire pit and Adirondack chairs are provided creek side. When you finish enjoying the outdoors, you will find a charming cabin perfect for a relaxing get away. Check our other Airbnb cabin listing "Rocky Bottom" for additional family or friends accommodations.

Nov 14 – 21

R2,971 ZAR per night

Guest favorite

Home in Woodstock

5.0 out of 5 average rating, 126 reviews

Whispering Pines: Secluded Retreat near town

Beautifully furnished 2 BR, 1.5 bath ranch-style home w/ 2 fireplaces, huge soaking tub, large cooking lover's kitchen, turntable and vinyl collection, fire pit, outdoor shower, picnic table for BBQ + Big Green Egg, two decks w/sitting areas. TV w/ Netflix and Roku. Ultimate privacy - secluded 27 acres of woodlands, rolling lawns, fruit trees, seasonal pond, organic garden, views. We have another home on the property if you have a larger party or we are booked, here: airbnb.com/h/applehead

Mar 1 – 8

R6,899 ZAR per night

Guest favorite

Cottage in Woodstock

4.9 out of 5 average rating, 376 reviews

Famous Architect - Streamside Cottage w/ hot tub

Magical cottage nestled in the woods along the Sawkill River just outside historic Woodstock, NY. Designed by famed architect/author, Lester Walker, this 'Tiny House' is the perfect retreat. You'll be tucked away on 6 secluded acres in the middle of a forest. Hike the grounds, enjoy the river, or stroll the garden. Experience the 2 things that are difficult to find anywhere near a city; silence and stars... Listen to the gentle rapids of the river next to you as you drift off to sleep...

Oct 5 – 12

R3,542 ZAR per night

Guest favorite

Home in Kingston

4.98 out of 5 average rating, 217 reviews

DeMew House in Historic Kingston

PRIVATE, ELEGANT ONE KING BEDROOM HOME! DeMew House is an exclusive, newly renovated 1850s brick home, a block from the historic Kingston waterfront. Enjoy total privacy in an elegant, transitional two-story home with an open floor plan that is inviting, warm and intimate. The home, across from a marina, has a king bedroom, a pull-out sofa bed, an en suite bathroom with two-person shower and double vanity. A full kitchen, ac, private driveway and gazebo frame this discerning getaway...

Jul 9 – 16

R2,798 ZAR per night

Guest favorite

Cabin in Phoenicia

4.98 out of 5 average rating, 557 reviews

Cozy Catskills Cottage on the Esopus Creek

Our beautiful cottage has cozy charm and modern amenities. Located on the Esopus Creek, near the town of Phoenicia. Enjoy the restaurants and shops nearby, or cuddle up near a warm fire after hitting the slopes. Relax to the sound of the river after a day of hiking or tubing. One queen bed and one lush futon make this a couples or family get away. Surround yourself with the peace and quiet of nature any time of year. The Catskills are calling.. License # 2022-STR-015

Dec 28 – Jan 4

R3,835 ZAR per night

Guest favorite

Cottage in Bearsville

4.98 out of 5 average rating, 148 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!

Jun 7 – 14

R4,210 ZAR per night

Guest favorite

Guesthouse in Mount Tremper

4.91 out of 5 average rating, 326 reviews

Cozy Catskill Cottage Perfect Getaway for Two

NEWLY RENOVATED, COZY, CLEAN, PRIVATE AND SECURE Cottage in scenic and peaceful locale. Convenient and easy to find near the town of Phonecia, NY. 100 PACES to the ESOPUS RIVER and its trout fishing, trail heads and scenic hikes less than a mile away. Close to numerous sophisticated dining and shopping options. Less than 30 minutes to BelleAyre and Hunter Summer Happenings. Perfect for couples who need a weekend country getaway.

Apr 21 – 28

R2,729 ZAR per night

Guest favorite

Home in New Paltz

4.97 out of 5 average rating, 679 reviews

Victorian Haven

Victorian Haven is located near the Shawangunk Mountains that extends for over 20 miles and reaches 2,200 feet in height at Sam's point, the highest elevation on the ridge. In addition, the Wallkill River provides unspoiled and picturesque spots for hiking, fishing and/or picnics. Gardiner has a beautiful rail trail that follows the path of the 1860's railroad and provides a great opportunity to hike, bike or ski.

Apr 19 – 26

R2,492 ZAR per night