
Waterfront holiday rentals in Plymouth
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Top-rated waterfront accommodation in Plymouth
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

Private, 1 bedroom boutique tiny home
This boutique tiny home is situated in the picturesque Upper Valley of Vermont. The nearly 50 acres of private land is equal parts woods and water. You will wake to the mooing of dairy cows. Have your coffee on the porch while watching birds dive for their breakfast on the pond. Inside you will find every modern amenity. A fully appointed chef's kitchen. A living area filled with comfy furnishings and a cozy fireplace. Upstairs is a queen bedroom with an ensuite double showered bathroom. Heaven!

Cozy Comfort on 250 Acre Private Estate
If you’re looking for serenity, peace and quiet, you've found it, amidst a 250 acre private estate. On a lake at the end of a mile long driveway (well plowed in the winter) Is Snowshoe Cabin. Built in 1929 as the garage for "Lakefalls Lodge, it's been completed renovated into a luxurious, cozy home with modern amenities. Guests rave about "views of the snowy pond while you’re warm inside" from heated floors and a wood burning stove with free firewood. Spikes provided for wonderful winter walks.

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!

Cozy waterfront cabin Perkins Pond
Come relax, unwind and enjoy the year round beauty and fun at our cabin on Perkins Pond! Many activities to enjoy with each season.. Kayak, canoe, fish and swim or float, nap on the hammock in summer months.. Walk, hike and enjoy the awe of Fall color.. Snowshoe, skate, ice fish, cross country ski on the frozen pond during winter and enjoy downhill at Mt Sunapee just 8 min away or just relax by the wood stove!! Make special memories with your family and friends here at our special place!!

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.

Hillside Cottage @ The Mettawee Retreat
The Hillside Cottage is a luxury cabin with views of the Mettawee River. Located on 26 acres on a back road, it is peaceful & private. Enjoy fishing, swimming, kayaking or relax on the deck. This riverside retreat includes a king bed, jacuzzi tub & a kitchenette. Sitting around the fire pit with dinner cooked on the grill is the perfect ending to a long hike. Whether it’s a quick get-away or an extended vacation, the Hillside Cottage is a simple solution from a complicated life.

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.

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.

Dog heavenly! Private, beautiful and relaxing.
Bright, secluded, second floor one room suite with private bathroom overlooking Mill River and across a covered bridge. No neighbors visible, but near town. Fly fish in the back yard, sit around the firepit, enjoy fall foliage, and hike and ski. Swinging bridge and Appalachia long trail very nearby. Close to three ski resorts: Killington, Okemo, and Pico. Dogs are welcome and loved, with plenty of room to run. Comfortable queen-sized bed and couch.

Classic Vermont A-Frame | Fire Pit | Near Stratton
Escape to a classic Vermont A-Frame in Jamaica, Vermont on a private wooded 3-acre property along scenic Route 100. Near Stratton Mountain, Mount Snow, Jamaica State Park, and Pike Falls, this peaceful mountain retreat is perfect for hiking, swimming holes, fall foliage, scenic drives, and outdoor adventures. Enjoy mornings on the screened porch and evenings around the fire pit listening to the river across the street under the Vermont stars.

Love Shack Yurt on Star Lake (100% off grid)
Glamping at its finest. Bring everything but the bed. Enjoy sunsets and star gazing lakeside. No running water or electricity. Clean & custom built outhouse for a toilet. You will need to bring bedding, size king. Please note: self cleaning policy. Leave it in great condition for your fellow travelers. Woodstove for heat, provide your own wood. One King Bed with mattresses and top sheet ONLY. IG@YURTlilyPAD

Picturesque Cabin on the Mettowee
This beautiful cabin features a loft style sleeping area, full bath, full kitchen, sitting area, and incredible views of the Mettowee River. Enjoy nature just outside your door with gorgeous views of fall foliage, fishing on the river and hiking.
Popular amenities for Plymouth waterfront rentals
Waterfront apartment accommodation

Private Riverside Studio* Upper Valley*Vermont

River and Lakeside Apartment

49 River Street

Hideaway Lodge at Lake Dunmore Cozy VT Retreat

Unique historic remodeled Pub

Cozy Vermont Escape Near Killington and Woodstock

Doc's Lake House 1st floor, 2 bdrm full apartment

A Beautiful Secret Den - with a private hot tub!
Waterfront house rentals

Ludlow Lake & Ski Cottage - Adventure Awaits!

High Oaks Lodge on Cossayuna Lake

Luxury Condo Tucked in the Heart of Killington

Stunning 3 br Timber Frame ski retreat on 6 Acres

Summer View Lake House

Modern 3-bedroom A-frame in Londonderry w/ Pond

Ephriam Bruce House- ON RIVER IN VILLAGE CENTER

The Grafton Chateau
Other waterfront holiday rentals

Maple Run Guesthouse – Lakeside Retreat @ Okemo

Brookside Cabin + Hot Tub | Woodstock & Killington

Charming waterfront 4-bedroom cabin

Riverside Cottage - Bridgewater Vermont

Valhalla

Charming Lakefront House

BEST OF LAKE FRONT LIVING, HOT TUB & FIREPIT !!

Mountain Views, Hot tub, Trails, Pond, BBQ
Quick stats about waterfront rentals in Plymouth

Total holiday rentals
Explore 20 holiday rentals in Plymouth

Nightly prices starting at
Plymouth holiday rentals start at $284 AUD per night before taxes and fees

Verified guest reviews
Over 1,640 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Plymouth holiday 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!
Destinations to explore
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- Rentals with a fire pit Plymouth
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- Waterfront rentals Windsor County
- Waterfront rentals Vermont
- Waterfront rentals United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Killington Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Dartmouth College
- Middlebury College
- Bromley Mountain Ski Resort
- Mount Sunapee Resort
- Montshire Museum of Science
- Emerald Lake State Park
- Trout Lake
- Warren Falls
- Camp Plymouth State Park
- Southern Vermont Arts Center
- Jamaica State Park





