Waterfront vacation rentals in Woodstock

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Woodstock

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in New Paltz

4.94 out of 5 average rating, 270 reviews

Welcome to The Boathouse! Waterfront/Boats/Hot tub

Perched on the water’s edge, you’ll look down from this bright, modern post at an expanse of winding river and broad tree-lined meadows. Let the mellow current and enveloping natural setting satisfy and soothe your senses. This special place is close to everything, making it an ideal launchpad to all the Hudson Valley has to offer. Kingston, New Paltz and Rosendale are all ten minutes away, surrounding you with a plethora of hiking trails, climbing, dining, drinking, entertainment and shopping.

Guest favorite

A circular fire pit area is set on a grassy lawn, surrounded by five Adirondack chairs. Tall trees provide shade, while the river glistens in the background under the warm glow of the sunrise. The scene exudes a sense of tranquility.

Apartment in Wallkill

4.91 out of 5 average rating, 111 reviews

Waterfront Gem: 1BR w/Private Balcony & Serenity

Escape to our waterfront serenity in this cozy 1-bedroom haven! Wake up to dazzling sunrises dancing over the water, and end your day with unforgettable sunsets painting the sky from your private vantage point. This is more than just an Airbnb; it's an experience for the soul. Sip your morning coffee on the deck, enveloped by the fresh scent of the water and the melody of birdsong or spending cozy evenings by the fire pit. Book your stay and let the magic of the waterfront work its charm on you!

Top guest favorite

The exterior of the lakefront home showcases a vibrant blue facade, framed by well-maintained green lawns and leafy trees. A spacious deck is visible, along with multiple large windows that enhance the inviting appearance of the property.

Home in Valatie

5 out of 5 average rating, 111 reviews

Escape to Lakefront Leisure—Amazing views!

Welcome to this beautiful lake-front home on Kinderhook Lake, NY. Totally rebuilt in 2018, this home is designed to maximize the incredible view of the lake. Cool and sunny in the summer, and warm and cozy in the winter. Come and relax on Lake Kinderhook!! Brand new 6 person hot tub. Relax and unwind while 45 jets massage your muscles, summer or winter! Ever sit in the steaming hot water while snow falls around you? Upgraded 400/100 internet for work/school! About 2 hrs from New York City!

Top guest favorite

The home, constructed with dark wood, is set against a backdrop of lush greenery. A spacious lawn leads to a stone-lined waterfront, where gentle ripples reflect the structure's large windows. A dock extends into the water, enhancing the serene lakeside environment.

Home in Lake Katrine

4.95 out of 5 average rating, 111 reviews

Waterfront 3BR Home in Hudson Valley, Catskills

Key Residence Features at a glance; Waterfront on the Esopus Creek, Seasonal Kayaks, Rowboat, Dock (approx. Memorial Day weekend-mid October) large yard. Fully equipped kitchen, cable, wireless internet, washer and dryer. Enclosed porch, deck and patio with propane grill and patio furniture. Paved flat driveway, ramp allowing access to first floor, oversize door to first floor bathroom. Three spacious bedrooms with air conditioners. Convenient location close to thruway exits. No boat launch.

Top guest favorite

A charming green cottage is positioned near the water's edge, surrounded by lush trees and vibrant landscaping. A wooden pathway leads to the entrance, while tranquil lake views are visible beyond the well-maintained lawn. Clear blue skies complete the serene setting.

Cottage in Valatie

4.99 out of 5 average rating, 141 reviews

Kinderhook Lakefront Retreat-private, kayaks, ac

Welcome to our paradise-where time slows down and memories are made. It's the perfect retreat for relaxing, kayaking, swimming, hiking, biking, and so much more. -Sip your coffee on the decks while enjoying lake wildlife -Grab a kayak or paddleboard and explore the 8 miles of shoreline -Catch the sunset, then end the day sharing stories around the starlit firepit An ideal base for exploring restaurants, breweries, wineries, galleries, historical sites, trails, farm stores, and orchards.

Guest favorite

Home in Athens

4.92 out of 5 average rating, 118 reviews

Lake house, 700 ft waterfront - from every room

Panoramic views from the wrap-around deck offers privacy and 700 feet of lake frontage from this comfortable home. Enjoy the sunrise and sunsets views of the lake from EVERY room. Two kayaks, canoe, paddle board to be enjoyed from its private beach. The great room has full lake view, heated floors and two large decks. This home offers 4 bedrooms, 2 and 1/2 baths, a finished lower level that features game room with private deck, ping pong table, giant Jenga, home gym, and large 55in TV.

Guest favorite

An aerial view captures a tranquil lakefront property surrounded by lush greenery. A sandy beach area is visible, featuring lounge chairs and a small dock extending into the water. The home is nestled among trees, providing a serene retreat.

Chalet in Athens

4.89 out of 5 average rating, 102 reviews

Waterfront Lake Home, close to Hunter & Windham

Located w/in the Sleepy Hollow Lake community, adjacent to The Hudson River, offering an unrivaled location to experience all that Hudson has to offer. The quaint community of Sleepy Hollow is 30 minutes from Hunter Mountain & Wyndham Mountain, and 20 minutes from Hudson. The community enjoys its own beach, boat ramp, tennis courts, bocce ball court, 2 swimming pools (seasonal), outdoor full-size basketball court, a baseball/softball field, volleyball court, and a golf driving range.

Guest favorite

The exterior of the riverfront chalet is presented, featuring an A-frame design painted in soft green. Snow covers the ground, and evergreen trees surround the property. A wooden deck with chairs is visible, along with a porch light inviting a warm welcome.

Chalet in Monticello

4.98 out of 5 average rating, 118 reviews

Riverfront Ski Chalet

Escape to the country air at Sean & Brad's riverfront chalet on the Neversink River. Formerly a popular ski shop and yoga studio, this fully renovated property offers you every possible amenity. Walk across the street to launch your kayak or toss a line into some of the best trout fishing around, roast s'mores around the fire or visit the Resorts World Casino, just 5 minutes away. Golf, hiking, mountain biking, local breweries and distilleries...all just a short distance as well.

Superhost

Home in Middletown

4.9 out of 5 average rating, 129 reviews

Riverfront! Swim, Fish, Hot Tub & Game Barn.

Fish, Tube, Hot tub and Game room! All in one property! This exquisite riverfront home has 3 bedrooms and a sleeping loft. This magical property is 7 acres on the River. Bellayre beach 15 mins and Windham mountain biking 30 mins. Hike, s’mores by the fire, hang out in the 3 season game barn equipped with a pool table and darts, have a drink in the riverside hot tub. 5 mins to retro bowling and restaurants. NO FIRST TIME RENTERS ID VERIFIED/REVIEWED RENTERS ONLY.

Guest favorite

A well-maintained cottage is framed by lush green grass and tall trees. A neat path leads to the front door, which is accented by a vibrant red door. The cottage overlooks a serene lake, enhancing its inviting exterior.

Cottage in Walden

4.96 out of 5 average rating, 108 reviews

Cute, Cozy, Lakefront cottage

Cute, cozy lakefront cottage on private lake. Deck with an unobstructed view of the lake. Stunning sunrises, pinewood floors in bedroom/living room/kitchen. Queen size bed in bedroom. Situated on the same lot as owner occupied main house. Quiet, residential area. Near wineries, breweries, hiking. WIFI. No TV. Unfortunately, due to severe pet allergies I am unable to host any kind of animals including emotional support and service dogs and cats of any kind.

Guest favorite

A serene riverfront home is depicted, framed by mature trees. The exterior features a spacious deck, blending effortlessly with the lush greenery and water's edge. Steps lead down from the home to the riverbank, which is reflected in the calm waters of the Esopus Creek.

Home in Saugerties

4.92 out of 5 average rating, 148 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.

Guest favorite

A modern house with a large glass wall is nestled among tall trees beside a serene waterway. A spacious deck extends from the home, offering a view of the surroundings. The landscape features a gently sloping yard leading to the water's edge.

Home in Monticello

4.98 out of 5 average rating, 131 reviews

Secluded lakefront home With an EV charger

Welcome to your oasis on the Swiniging Bridge Reservoir! Only 90 minutes from NYC, but a world away. A complete glass wall facing the water allows guests to take in the views and sounds of a babbling brook that feeds into a motorboat lake. This brand new house sleeps 6 adults (or 4 adults and 3 children) and features a full kitchen, free WiFi, bedding, linens, and toiletries. A canoe and paddleboat are also available for your use!

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What guests are saying

Esopus Creekfront | Sauna I Hot Tub | Kayaks

5 out of 5 average rating, 4 reviews2 months ago

We had a wonderful stay at this well-located house in the heart of beautiful Saugerties. The home was spotless, situated right across from the serene frozen lake. Our kids especially enjoyed the arcade games. We highly recommend this place to anyone visiting the area.

Apartment in Saugerties

What guests are saying

Bright Lake House with Hot Tub, Kayaks & Firewood

4.95 out of 5 average rating, 109 reviews5 days ago

Had such a lovely time and exactly what we wanted for a long weekend getaway. House was well set up and every detail was well communicated by the host, Alex. The surroundings were calm, the lake was beautiful and clear, kayaking was fun for all, and hot tub to warm up after being out on the water. Everything was very comfortable and we hope to be back.

Home in Swan Lake

What guests are saying

Lakefront close to ski & shopping

5 out of 5 average rating, 56 reviews2 months ago

A beautiful home and the views were breathtaking on the lake. Although, it was frozen. All the amenities we needed and more. Close to skiing and tubing. Owner Sara was very attentive to respond quickly. We just wanted a getaway place for a family weekend. The road was narrow and very icy. Would go back but not in the winter. Summer and the Fall I think would be best. Lots more things to do in the nicer weather months. Thank you Sara for your hospitality.

Home in Hillsdale

What guests are saying

Private lakefront home, hot tub & resort amenities

4.95 out of 5 average rating, 132 reviews1 week ago

We had a fantastic stay! Our group of 8 adults, 1 toddler, and 2 dogs had an amazing time. The house was spacious, clean, and comfortable—perfect for a family getaway. Vincent was an incredible host—attentive, thoughtful, and quick to respond to anything we needed. He even had small trash bags delivered when we asked, and followed up when the delivery had an issue to make sure it was corrected. One of the highlights was the binder he provided, which was full of helpful information about the house and local area—it really helped us plan our stay. The kitchen was another standout: impressively stocked with basics like flour, sugar, and salt, plus a KitchenAid mixer, toaster, coffee maker, food storage containers, multiple cutting boards, and lots of serving ware. It made cooking for our large group so easy. We felt truly taken care of the entire time. Vincent’s hospitality made all the difference. We’d absolutely love to stay here again!

Home in Athens

What guests are saying

Modernist Lakefront Sojourn

4.89 out of 5 average rating, 38 reviews3 weeks ago

The house is set lakefront with a beautiful , peaceful and private view . It is very well equipped and super comfortable with many different seating selections and hang out spots. We enjoyed the many hiking trails around the house and the gas fireplace along with the jacuzzi! We were disappointed with the late 5pm check-in unless we wanted to pay extra for earlier. We have always had a 2-4 pm check-in nine years using Airbnb. Paying $400 a night made the first night a short one. We did have a relaxing wonderful vacation.

Home in Monticello

What guests are saying

WATERFRONT on the Hudson oasis🎒🛶🎣🔥Bring your boat!

4.89 out of 5 average rating, 56 reviews6 months ago

So, this space is an RV. I had never stayed in an RV, so there were a few things that I had to get used to. Firstly, the space is bigger than I had expected, which was a nice surprise. That said, the shower is incredibly tiny. Barely room to turn around, so be ready for that. The big difference is that this home is designed to be moved, so anything that can open and close has a very strong and sometimes complex locking system. Took a while to figure out how to open the fridge and the front door. Latches and doubly secure I assume so that nothing will open up while the home is in motion. The light switches are in odd places, the temperature control is a bit complex. Be sure to get clear instructions on using them. The RV has its own yard that is extremely well equipped. It's on a lovely creek. There's a gazebo and a fire pit and a swing, which are all nice additions for your stay.

Camper/RV in Saugerties

What guests are saying

Lakeside Cottage: Boulder's Bluff

5 out of 5 average rating, 211 reviews5 months ago

We loved our stay at Ed's cabin. it is a real gem and perfect for a long weekend away. we loved the fireplace, the rocking chairs, the windows with views out onto the lake that make you feel like you're right over the lake and in the trees. there were nice restaurants and hikes in the area, but we were perfectly content watching the lake and reading from the cabin. Ed was perfectly accommodating and extremely generous with his space, couldn't recommend more highly.

Cabin in Kingston

What guests are saying

Waterfront Cottage - HOT TUB & Fire Pit year-round

4.98 out of 5 average rating, 46 reviews1 week ago

My mom and I really loved staying at Diana and Will's place! The inside of the house is lovely and it was a really cozy place to have a girls weekend. We loved that you had a huge digital movie library because of all of the subscriptions available. Our only real ding was the highway noise which takes away from the ambiance of the cabin. When we were in the hot tub you can see and hear the highway quite prominently. I'm sure it's less so in the late spring and summer when the trees come in. Overall the place was really nice and in a great area with easy access to Woodstock, Rhinebeck, New Paltz and surrounding areas. Definitely a great home base! Oh, and you didn't hear the highway when you were inside so that was nice!

Home in Lake Katrine