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

Total holiday rentals
Explore 30 holiday rentals in Plymouth

Nightly prices starting at
Plymouth holiday rentals start at $230 SGD per night before taxes and fees

Verified guest reviews
Over 1,680 verified reviews to help you choose

Family-friendly holiday rentals
20 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
30 of Plymouth holiday rentals include wifi access

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

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

Breathtaking Riverfront Retreat w/Mountain Views
Thoughtfully designed to elevate every moment of your Vermont getaway, our home offers a comfortable & uniquely historic experience, along with panoramic views of the beautiful Ottauquechee River. Perfectly nestled between the vibrant towns of Woodstock and Killington, guests have incredible hiking, skiing, golfing, shopping, leaf peeping, delicious dining, and so much more right at your finger tips. Wonderful for families, couples, or small groups looking to explore all that VT has to offer!
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Top of the World! Jacuzzi! Private Hiking Trails!
Welcome to one of the most unique "retreats" in Vermont! Perched atop a private mountain with beautiful 100 mile views! Ideally located between Killington (7 miles) & Okemo resorts, near Woodstock. Relax in the Jacuzzi while enjoying the views and stars. Private, peaceful hiking trails and waterfalls, with trail maps. Direct access to the Green Mtn. Forest, new BlackStone Grill! There's a picnic table near the water falls and Buddha Rocks. Enjoy your own nature paradise! Small private beach!
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Falcon House: VT Chalet w/Sauna, Bike to Village
Welcome to Falcon House! A modern VT chalet w/sauna at the edge of a 60 acre forest ∙ Outdoor Finnish sauna, shower, yoga platform & hiking trails ∙ 5 min to Woodstock village, 20 min to ski Killington ∙ Spotlessly clean, tastefully furnished, well stocked with thoughtful amenities ∙2 bedrooms, 2 full baths. Lofted king master has ensuite +Lower level den w/double futon ∙ Chefs kitchen, fireplace, 2 TVs & WiFi ∙ Brookside deck w/BBQ & dining ∙Follow Falcon House on Social @falcon_house_vt
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Log Cabin - Relaxing Retreat w/1pm Checkout
Cozy Cabin doesn’t charge an additional cleaning fee and offers a late 1pm checkout to our guests! We focus on a comfortable, relaxed, Vermont experience. If you’re looking for a peaceful, yet accessible location, we are situated on 15 acres located between Woodstock Village & Killington. There’s fiber WiFi, Hulu with MAX, +Live TV w/local channels, ESPN+, Disney+. Also Amazon movies & music, Netflix & Peacock. The Rec Room has a pool table, darts, lounge, gym and a desk for remote work.
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Waterfront Vermont Lake House w/ Panoramic Sauna
Waterfront on Lake St. Catherine, with almost 100ft of private lake frontage and a view that's hard to beat. Watch the sunrise from the deck or from inside our new panoramic barrel sauna. Explore the lake by kayak or canoe — both included for guests. Keep an eye out for both bald eagles and loons. There's also a fire pit for evening s'mores — firewood included as well. Great for families — we've got a crib, a bunk room for the kids, and a bookshelf of board games for those rainy days.
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Cozy Log Cabin with Hot Tub | 1/2 mile to Okemo
Come enjoy your getaway in a log cabin! Located near downtown Ludlow, we’re less than a half-mile from Main Street and less than a 5-minute drive to Okemo's base lodge. We are also on the Okemo Mountain bus route for easy mountain access! This home is the perfect location for year-round outdoor adventures and downtown restaurants. Enjoy a peaceful morning coffee on the front porch while listening to the river, or your après-ski in the hot tub on the back porch! @blackbearcabinvt
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100 Acres Views & Creek near Woodstock/Killington
You will leave the demands of your busy lifestyle behind when you vacation on our 100+ acre 4 BR 2 BA cabin property with a babbling crystal clear mountain creek. Place your beach chair in the creek, relax with your favorite book for Best Spa Experience Ever! Large open covered porch with porch swing seating to enjoy the expansive mountain views, listen to the leaves rustle and the stream running in the distance. Miles of hiking & biking trails, skiing, restaurants and more nearby.
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Bearfoot Cottage: Tiny House w/ Hot Tub near Okemo
Tiny living at its best! Welcome to Bearfoot Cottage, a custom-designed Tiny House escape nestled on 15 acres in Southern Vermont. Enjoy the entire property to yourself with hot tub, Char-Griller BBQ, & Solostove firepit. Hike or snowshoe Ladybug Trail to our babbling brook. Then explore the best of Okemo Valley all at your fingertips! Ski/Snowboarding (+more Winter sports), biking, hiking, fishing, dining, breweries, and live music/nightlife. Your vacation is what you make it!
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VT Lakefront House, Lake Fun, Fall Foliage and Ski
Newly renovated, air conditioned, lake front home with a hot tub, fire pits and modern finishes. Tons of space, super comfortable beds. Year-round fun; swim, kayak, golf and fish in the summer; hike and fall foliage in the fall and ski in the winter. The house is located 7 minutes from Jackson Gore and Okemo and 22 minutes from Killington. Cook with a stunning view of the lake, watch a movie by the fire and relax in the hottub. Outdoor shower, game rooms and much more!
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Tranquil Ludlow Waterfront Retreat
Fully renovated in 2019, our four bedroom Ludlow, VT home has over 300' of river frontage on the west side of the Black River. Walk out to amazing fishing in one of Vermont's crystal clear rivers. Enjoy nature while your stress melts away or have some fun at the Okemo Resort boasting mountain biking, zip lining, and two 18-hole championship golf courses. Easy river access by kayak to Lake Rescue and a 2 min drive to the family-friendly beaches of Echo Lake.
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Kingsley Grist Mill Waterfall & Private Beach OMG
One of the "World's Most Amazing Vacation Rentals " as seen on the exciting NetFlix series, s.2, ep.7 and on HGTV's "You Live in What?, s.2, ep.1. Join us this season for the romance, the history, the breakfast, the natural mineral spring tap water, the concert, the rafting, the architecture and the legacy of the KGM, Vermont's Wright-esque falling water masterpiece. No cleaning fees added. Come make history with us ! Near Killington & Okemo Mtns.
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Modern 3-bedroom A-frame in Londonderry w/ Pond
This 1970s A-Frame has been newly renovated and is ready to host guests. This home is located on a 2.6 acre property complete with a swimmable pond , outdoor firepit (snow dependent) and dining al fresco. It's located only a few minutes away from amenities such as Londonderry Market, Pingree Park, Lowell Lake and several restaurants. For skiing, this home is in proximity to Magic (8min), Bromley (9min), Okemo (25 min) and Stratton (20 min).
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Popular amenities for waterfront rentals in Plymouth
Waterfront apartment rentals

Private Riverside Studio* Upper Valley*Vermont
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Spacious, Sunny, Second Story 2 Bedroom Apartment
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49 River Street
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Hideaway Lodge Lakefront- Screen Porch & MTN Views
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Cozy Vermont Escape Near Killington and Woodstock
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Private 1st Floor Apartment/ Secluded Paradise
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A Beautiful Secret Den - with a private hot tub!
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Quechee Acorn! VT at its best!
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Waterfront house rentals

Ludlow Lake & Ski Cottage - Adventure Awaits!
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Luxury Condo Tucked in the Heart of Killington
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Maple Run Guesthouse – Lakeside Retreat @ Okemo
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Stunning 3 br Timber Frame ski retreat on 6 Acres
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Valhalla
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All-Season Lake Pauline Retreat | 2 mi to Okemo
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Lull’s Brook Cottage
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The Grafton Chateau
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Other waterfront holiday rentals

Brookside Cabin + Hot Tub | Woodstock & Killington
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Idlewild Cottage on Star Lake Near Okemo
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Classic Vermont A-Frame | Fire Pit | Near Stratton
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Riverside Cottage - Bridgewater Vermont
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Charming Lakefront House
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Cozy 4-season Cabin on Pond - "East Cabin"
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50 Acres · West River Access · Valley Views
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Love Shack Yurt on Star Lake (100% off grid)
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Destinations to explore
- New York City Holiday rentals
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- Jersey City Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Bar Harbor Holiday rentals
- Rentals with beach access Plymouth
- Pet-friendly rentals Plymouth
- House rentals Plymouth
- Family-friendly rentals Plymouth
- Rentals with lake access Plymouth
- Chalet rentals Plymouth
- Cabin rentals Plymouth
- Rentals with a hot tub Plymouth
- Rentals with a kayak Plymouth
- Waterfront rentals Windsor County
- Waterfront rentals Vermont
- Waterfront rentals United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Dartmouth College
- Fort Ticonderoga
- Ragged Mountain Resort
- Middlebury College
- Hildene, The Lincoln Family Home
- Killington Resort
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Montshire Museum of Science
- Mount Sunapee Resort
- Trout Lake
- Camp Plymouth State Park
- Warren Falls
- Quechee Gorge
- Jamaica State Park
- Dartmouth Skiway





