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

Total vacation rentals
Explore 30 vacation rentals in Plymouth

Nightly prices starting at
Plymouth vacation rentals start at ﺩ.ﺇ 661 per night before taxes and fees

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

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Plymouth vacation rentals include wi-fi 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.

Lovers Honey Pond Treehouse with hot tub & sauna
Guest Favorite VERY romantic abode…The Honey Pond Treehouse is made for you and yours! It’s constructed of all natural materials, has breathtaking views, and is outfitted with absolutely everything you need! Lifted high over a stocked trout pond way up in the birch trees…Enjoy private hot tubbing, sauna time, swimming & hammock time. Skylight was designed for stargazing in bed!! Just minutes to the slopes or enjoy our own groomed trails for Xcountry & snowshoes & nature walks!! High speed WiFi 🐣
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Luxury Condo Tucked in the Heart of Killington
Welcome to our ❄newly renovated❄ Cozy Condo Located right off the "loop" walking trail on river road. Our end unit condo sits just 5 min from the base of Killington with easy access to night life/restaurants and much more. Whether you are skiing, hiking, biking, kayaking or just enjoying the fresh Vermont air, you'll love the comfort of our condo. Enjoy a space that is truly convenient, comfortable, child-friendly and fun for you to enjoy during your hard-earned vacation time in Killington!
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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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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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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-There's a picnic table near the water falls and Buddha Rocks. Bring lunch & enjoy your own nature paradise! Small private beach!
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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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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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Popular amenities for Plymouth waterfront rentals
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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A Beautiful Secret Den - with a private hot tub!
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Private 1st Floor Apartment/ Secluded Paradise
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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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Stunning 3 br Timber Frame ski retreat on 6 Acres
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Modern 3-bedroom A-frame in Londonderry w/ Pond
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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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Cozy Cottage Lakefront
Outdoor spacesAmenitiesDecor
Other waterfront vacation 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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Home with a spring fed Koi pond and mountain view
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Charming Lakefront House
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Cozy 4-season Cabin on Pond - "East Cabin"
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Mountain Views, Hot tub, Trails, Pond, BBQ
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50 Acres · West River Access · Valley Views
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- 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
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- Trout Lake
- Camp Plymouth State Park
- Warren Falls
- Quechee Gorge
- Jamaica State Park
- Dartmouth Skiway





