Waterfront holiday rentals in Plymouth

4.89 out of 5 average rating, 227 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!

4.85 out of 5 average rating, 159 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.

4.98 out of 5 average rating, 172 reviews

The cabin is illuminated at dusk, showcasing a rustic exterior with a distinctive cupola. Glass French doors provide a view into the warmly lit interior. A wooden pathway leads to the entrance, bordered by a landscaped yard with trees and decorative elements.

Farm stay in Croydon

Lighthouse Inn the Woods~peaceful nature escape

Our cabin is perfectly private, comfortably cozy, and surprisingly sunny. Fully stocked kitchen allows for easy meal prep away from home. Comfy seats for everyone around the TV or table. You'll feel so at home you might never want to leave. A good night's sleep is paramount in a peaceful vacation. We offer only 100% cotton or linen bed linens on our extraordinarily comfortable beds as well as black out curtains in each bedroom. Book your stay to let us show you what luxury and rest feel like.

5 out of 5 average rating, 159 reviews

A cozy living area showcases a comfortable sofa adorned with patterned cushions and a soft throw. A rustic coffee table sits in front, complemented by stylish armchairs. Natural light filters through large windows, illuminating the modern kitchen with dark cabinetry in the background.

Tiny home in Fairlee

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!

4.92 out of 5 average rating, 197 reviews

A rustic cabin is set against a backdrop of vibrant autumn foliage, showcasing hues of orange, red, and yellow. The structure features a covered porch, and the surrounding landscape includes trees and open fields, creating a serene and natural setting.

Cabin in Randolph

Remote, pond view log home, fully loaded, sleeps 6

Enjoy our remote, easily accessible, immaculate, pond-side cabin, set in nature on 109 acres: pond, woods, fields, and trails; with high-speed internet and smart TV! Sleeps 6, including a queen bed, 2 bunk beds, and a sleep sofa. Fully equipped kitchen, including a full-sized refrigerator, microwave, Keurig coffee maker, pots and pans, utensils and many other amenities. Screened in porch. In the heart of the Vermont ski corridor. Explore the trails, and our meditation yurt when available!

4.98 out of 5 average rating, 206 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 Starz, 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.

4.98 out of 5 average rating, 112 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, 357 reviews

A serene lakeside scene captures a cozy cabin nestled among lush trees, illuminated by warm light. A dock extends into the water, featuring seating for relaxation. A canoe glides gently across the lake, adding to the tranquil atmosphere of this picturesque setting.

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

4.92 out of 5 average rating, 100 reviews

The treehouse is elevated above the ground, nestled among tall trees. Soft lighting illuminates the deck while a swing hangs below. The structure features large windows, offering views of the surrounding forest, creating a serene ambiance in the evening light.

Treehouse in Newport

Sugar River Treehouse

Welcome to Sugar River Treehouse! If you’re looking for serenity, peace and quiet, in the most unique, breathtaking, beautiful setting, you have found it. On top of the trees, overlooking the Sugar River in the quaint town of Newport, NH you will find plenty of year round activities including swimming, floating, fishing on the beautiful, clear Sugar River, right outside the back door. You will find the treehouse sits up in between 2 beautiful northern hemlocks and is fully equipped inside.

4.97 out of 5 average rating, 163 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!

4.95 out of 5 average rating, 333 reviews

An open living space is captured, featuring a comfortable couch, a colorful chair, and a round coffee table. Natural light brightens the room, highlighting a kitchenette area and coordinating furnishings across the suite. High ceilings contribute to an airy atmosphere, creating a welcoming environment.

Flat in Clarendon

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.

4.98 out of 5 average rating, 492 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, Fall & Winter Wunderland, 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

4.85 out of 5 average rating, 118 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

4.89 out of 5 average rating, 57 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, 84 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

5 out of 5 average rating, 87 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

4.95 out of 5 average rating, 106 reviews

A serene lake scene is presented at sunset, with a solitary kayaker navigating the calm waters. The reflection of the sun creates a shimmering path across the lake's surface, while trees line the distant shore, adding to the peaceful atmosphere.

Flat in Leicester

Hideaway Lodge at Lake Dunmore

4.65 out of 5 average rating, 105 reviews

A futon couch, featuring decorative pillows, is positioned in the living area next to a glass coffee table. An eclectic painting adorns the wall, and a glimpse of the kitchen area is visible in the background, illuminated by natural light from the window.

Flat in Bridgewater

Après-Ski Retreat Near Vermont’s Best Mountains

4.9 out of 5 average rating, 195 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

4.8 out of 5 average rating, 20 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!

Waterfront house rentals

4.98 out of 5 average rating, 51 reviews

The exterior view showcases the cottage beside Lake Rescue, with a clear path leading down to the water. Lush greenery surrounds the property, and a tranquil lake reflects the sky and trees. The space provides direct access to water activities.

Home in Ludlow

Ludlow Lake & Ski Cottage - Adventure Awaits!

4.96 out of 5 average rating, 124 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

4.86 out of 5 average rating, 22 reviews

A serene exterior view of the timber-frame home is presented amidst a lush green lawn, surrounded by vibrant autumn foliage. The private pond and distant hills enhance the tranquil setting, while a large tree provides shade beside the inviting outdoor space.

Home in Mount Holly

Stunning 3 br Timber Frame ski retreat on 6 Acres

4.94 out of 5 average rating, 127 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

4.77 out of 5 average rating, 433 reviews

A modern house is nestled among greenery by Echo Lake. Large windows reflect the natural surroundings, and a stone wall supports the structure. The calm water presents a tranquil view, framed by trees and rocky shores.

Home in Plymouth

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

5 out of 5 average rating, 8 reviews

A lakeside cabin is viewed from the water's edge, featuring a wooden dock extending into the lake. Two white lounge chairs are positioned on the shore, surrounded by trees. The cabin's exterior showcases large windows, blending with the natural landscape.

Home in Plymouth

Amherst 1: Lakefront Cabin!

4.94 out of 5 average rating, 186 reviews

The image captures a view from a wooden deck illuminated by string lights. A cozy seating area features an Adirondack chair and a gas fire pit, with the West River flowing nearby, reflecting the soft light of dusk.

Home in Jamaica

Cozy Riverfront Home in beautiful Jamaica

5 out of 5 average rating, 85 reviews

An outdoor patio area is depicted along the riverbank, featuring stone walls and a railing. String lights hang overhead, creating a warm ambiance as the sun sets behind distant mountains, illuminating the tranquil river below.

Home in Bridgewater

Breathtaking Riverfront Retreat w/Mountain Views

Waterfront apartment rentals

5 out of 5 average rating, 3 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