Waterfront holiday rentals in Plymouth

4.89 out of 5 average rating, 236 reviews

Aerial view of a snow-covered landscape, showcasing rolling hills and a winding road. The scene includes a mix of bare trees and patches of evergreen, while the distant mountains hint at recreational opportunities. A clear sky and soft sunlight enhance the serene atmosphere.

Home in Killington

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!

4.86 out of 5 average rating, 166 reviews

The custom home features warm wood siding and a welcoming porch with flower boxes. A spacious deck with rustic railings extends from the second floor, while a covered area includes seating. Surrounding greenery enhances the natural setting, creating a serene outdoor ambiance.

Cabin in Wardsboro

Mountain side acres

10 years of love and affection went into building our 2 bedroom custom home. Sticking with natural products to blend together the beauty of the surrounding area. Lay in bed at night and listen to river that runs the entire length of the property. The house has a full kitchen with seating for 6. Spacious living room for relaxing or admiring one of the many birds that visit all year round. Two upstairs bedrooms and office space. Walkout basement with full entertainment area, hot tub,exercise room.

4.85 out of 5 average rating, 119 reviews

A bright kitchen area is complemented by a vibrant yellow wall. Wooden cabinetry holds kitchen essentials above a small countertop. Two bar stools are positioned at a wooden table. Natural light enters through large windows, illuminating the cozy studio space with an inviting atmosphere.

Flat in North Hartland

Private Riverside Studio* Upper Valley*Vermont

This unique place has a style all its own. Perfect for a traveling nurse or anyone who needs a relaxing getaway or a remote place to work. This studio apartment has river and garden views and is conveniently located in the New England Village of North Hartland. A 15-20 minute drive to Dartmouth College or DHMC. Take country walks across the twin covered bridges right from your doorstep. Relax on the front porch and watch the bald eagles and peregrine falcons search for prey along the river.

Guest house in Manchester

A cozy bedroom features a metal bed frame adorned with a colorful quilt. Soft pillows are arranged at the head of the bed, and a bedside lamp provides gentle illumination. An angled ceiling creates an intimate atmosphere, complemented by a framed landscape picture on the wall.

4.75 out of 5 average rating, 291 reviews

Romantic Barn Guesthouse in Village Center

Keep it simple at our peaceful and centrally-located hideaway. This rustic and cozy two-story barn guesthouse with fireplace is located on four acres of a 1768 historic homestead right in Manchester Center. Enjoy the pond and mountain views from the bedroom and living room windows; the guesthouse faces a peaceful meadow and wildlife pond which abuts 70 acres of preserved land with hiking trails, yet it's also just steps from Main Street and all of the dining and shopping of Manchester Village.

4.91 out of 5 average rating, 253 reviews

A wooden deck is featured in the foreground, leading to a small sitting area with a patterned chair beside a black side table. Lush greenery surrounds the space, providing a natural setting, while a gravel path and stacked firewood are visible in the background.

Tiny home in Clarendon

Secluded tiny house resort - DOG FRIENDLY

New tiny house, never lived in, but made to be comfortable. All amenities included: Air-condition, heat, WiFi, TV with cable, shower, tub, dry toilet, small full loft bed and full size couch futon, fire pit, river for swimming or fishing right out the door, small refrigerator, microwave, hot plate, toaster.ear three ski resorts (Killington, Okemo, Pico), Appalachian Long Trail two miles away, swinging bridge on trail beginning, White Rock hiking, lakes near for paddle boarding. Hot tub shared.

5 out of 5 average rating, 103 reviews

A cozy seating area is presented, featuring a patterned rug beneath a wooden coffee table. A sofa with light-colored cushions and decorative pillows is accompanied by a lamp providing warm light. A chest of drawers and a framed artwork add character to the inviting space.

Flat in Wallingford

49 River Street

Here, you'll enjoy a fantastic getaway surrounded by numerous activities. Just off Rt. 7, alongside the Otter Creek. Close to local ski areas Killington, Okemo, and Stratton Mtns., as well as hiking on the Long Trail and White Rocks Rec. Area. Ideal for a trip, solo or with a small family. Inside, you'll find a comfortable queen-size bed, and a pull-out couch. The kitchen is ready for cooking. Plus, you'll be in walking distance to charming village shops, convenient stores, and a playground.

4.98 out of 5 average rating, 115 reviews

A modern chalet is situated among lush greenery, featuring a sloped roof and large windows. A cozy outdoor seating area surrounds a fire pit on a grassy lawn, inviting relaxation in a natural setting. A storage area for firewood is visible beside the structure.

Chalet in Woodstock

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

4.93 out of 5 average rating, 368 reviews

A winter landscape is depicted, showing a house surrounded by snow-covered trees. Steps lead down from the house towards the water, which is also blanketed in snow. The warm glow of the house's lights contrasts with the cool white surroundings.

Cabin in Poultney

Waterfront Vermont Lake House w/ Panoramic Sauna

We invite you to come stay and experience all of the beauty that Vermont has to offer at Lake St. Catherine. Located on the west side of the lake off a quiet private drive with almost 100ft of lake frontage, there are few spots with a better view. Watch the sun rise each morning from either our private decks. Explore the lake by canoe or kayak; both available for our guests. If the dates you're looking for are booked, message us for availability at our second location! Follow us @vtlakehouse

4.95 out of 5 average rating, 263 reviews

A captivating sunset paints the sky with hues of orange, pink, and purple, with rolling hills silhouetted in the foreground. The distant mountains create a serene backdrop, accentuating the natural beauty of the secluded setting.

Home in Plymouth

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!

4.98 out of 5 average rating, 209 reviews

The cozy log cabin is surrounded by snow-covered trees, presenting a warm wooden exterior with a balcony. Snow blankets the ground, creating a serene winter landscape. Large windows offer glimpses of the cabin's inviting interior, surrounded by the calmness of nature.

Cabin in Woodstock

Cozy Log Cabin, Relaxing Retreat with 1p 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.

4.97 out of 5 average rating, 169 reviews

The exterior of Bearfoot Cottage is highlighted, featuring a combination of wood and metal finishes. A spacious deck with steps leads to the entrance, framed by large windows. A fire pit sits nearby, complemented by comfortable seating arrangements on the gravel surface.

Tiny home in Chester

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!

4.98 out of 5 average rating, 497 reviews

The Kingsley Grist Mill is positioned alongside a flowing river, surrounded by trees showcasing autumn colors. A historic covered bridge is visible in the distance, enhancing the landscape. The building features multiple stories with varying textures and roof styles, reflecting its rich history.

Castle in Clarendon

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. Come make history with us ! Near Killington & Okemo Mtns.

Popular amenities for waterfront rentals in Plymouth

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

4.92 out of 5 average rating, 64 reviews

The kitchen features warm wood cabinetry and a countertop with bar seating for two. A stainless steel stove and microwave are included, with utensils hanging above the sink. The mosaic tile backsplash adds texture, while natural light filters in through the window.

Flat in Dover

Cozy Brookside Getaway

4.9 out of 5 average rating, 59 reviews

A well-designed kitchen corridor features wooden cabinetry and stainless steel appliances. Marble flooring guides the view, complemented by a decorative runner. Natural light illuminates the space, highlighting the open layout leading towards a dining area in the distance.

Flat in Chester

Spacious, Sunny, Second Story 2 Bedroom Apartment

4.86 out of 5 average rating, 85 reviews

The exterior of the home is showcased, featuring a gray facade with large windows and a well-maintained pathway. Lush greenery surrounds the property, complementing the paved driveway leading up to the entrance.

Flat in Lebanon

River and Lakeside Apartment

4.95 out of 5 average rating, 157 reviews

Flat in Springfield

Connecticut River Odyssey

4.95 out of 5 average rating, 107 reviews

A skier is captured navigating through a snow-covered wooded area, surrounded by tall trees. The sunlight filters through the branches, creating contrasting shadows on the bright white snow. The clear blue sky adds to the serene winter atmosphere.

Flat in Leicester

Hideaway Lodge at Lake Dunmore Cozy VT Retreat

4.9 out of 5 average rating, 198 reviews

A charming two-story lake house apartment features a welcoming exterior with a covered porch adorned with hanging plants. Bright sunlit spaces are framed by large windows, and a grassy area is visible in the foreground, enhancing the outdoor ambiance.

Flat in Salisbury

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

4.81 out of 5 average rating, 21 reviews

A well-lit bedroom features a spacious bed covered with a floral quilt. Above the bed, a shelf is filled with various books, adding character to the space. Wooden flooring and light-colored walls create a calm environment, while storage provided by a closet and hooks ensures convenience.

Flat in Londonderry

A Beautiful Secret Den - with a private hot tub!

4.9 out of 5 average rating, 42 reviews

The spacious open format living area features a large dining table with black chairs. A comfortable sectional couch is positioned nearby, complemented by a coffee table. Natural light fills the space through a large window, enhancing the modern decor and inviting atmosphere.

Flat in Hartford

The Maple Street Flats: A

Waterfront house rentals

4.95 out of 5 average rating, 132 reviews

A spacious living area features large windows allowing natural light to fill the room. A gray sofa with decorative pillows is centered on a decorative area rug. The open layout connects to the kitchen and dining area, enhancing the inviting atmosphere.

Home in Salisbury

Lake Dunmore Getaway — Foliage Views & Ski Retreat

4.81 out of 5 average rating, 415 reviews

A charming red farmhouse exterior is framed by lush green trees, displaying a welcoming entrance with a simple front door and steps leading up. Large windows allow light to flood into the interior, inviting guests to explore within.

Home in Jamaica

1850's VT Farmhouse on the River

4.93 out of 5 average rating, 109 reviews

A stone fire pit is surrounded by several light-colored Adirondack chairs, offering a view of the calm lake and lush green hills in the background. The tranquil water reflects the blue sky dotted with clouds, creating a serene lakeside setting.

Home in Ticonderoga

Summer View Lake House

4.99 out of 5 average rating, 151 reviews

An interior view showcases a modern staircase with wooden steps and a metal railing, leading to a second floor. Natural light floods the space through large glass windows, illuminating the wooden walls and a stone fireplace. A green plant adds a touch of nature.

Home in Londonderry

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

4.95 out of 5 average rating, 130 reviews

A serene scene features a spacious house nestled beside a tranquil pond. Vibrant autumn foliage enhances the landscape, with a mix of orange, yellow, and green trees lining the property. The grassy area invites exploration, while reflections on the water add to the peaceful ambiance.

Home in Grafton

The Grafton Chateau

4.93 out of 5 average rating, 160 reviews

The serene lake reflects vibrant fall foliage on the surrounding trees, creating a warm tapestry of orange and yellow. Soft gray clouds drift above, adding depth to the autumn landscape. A small boat is anchored nearby, contributing to the tranquil scene.

Home in Whitehall

Lakefront A-Frame Home Emerald Lake, NY

4.87 out of 5 average rating, 250 reviews

A serene view of a lake is framed by lush green trees and grass. The still water reflects the surrounding nature, while a patio area with seating is visible near the water's edge, inviting relaxation in a peaceful outdoor setting.

Home in Whitehall

Well appointed lakehouse. Peaceful family fun.

4.97 out of 5 average rating, 121 reviews

A covered deck features wooden seating accompanied by a small table. Lush greenery surrounds the area, with trees displaying autumn foliage. The view extends towards the Battenkill River and distant hills, creating a serene outdoor setting.

Home in Manchester

Private Riverfront Getaway with Mountain Views

Waterfront apartment rentals

4.83 out of 5 average rating, 6 reviews

The cozy living area features a light-colored sofa adorned with decorative cushions, situated in front of a dark coffee table. A flat-screen TV is mounted on the wall, accompanied by wooden accents and a large skylight that allows natural light to brighten the space.

Apartment in Dover

Updated light filled condo @ Mt Snow/ HayStack ski

5 out of 5 average rating, 4 reviews

The exterior of the home features a well-maintained garden with neatly trimmed shrubs and a gravel path leading to a welcoming entry. Two white chairs are positioned in a quiet area, surrounded by lush greenery. A vehicle is parked in the driveway alongside the garage.

Apartment in Hartford

Lake Pineo Fox Hollow Prime View