Waterfront vacation rentals in Plymouth

Home in South Londonderry

A charming treehouse sits elevated on wooden stilts, surrounded by lush greenery. Soft lighting decorates the deck area, creating a warm environment. A gravel path leads to the entrance, while the tranquil pond reflects the evening sky in the background.

4.84 out of 5 average rating, 172 reviews

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 🐣

4.89 out of 5 average rating, 226 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!

5 out of 5 average rating, 156 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!

Apartment in North Hartland

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.

4.84 out of 5 average rating, 116 reviews

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.

4.98 out of 5 average rating, 205 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, 354 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

4.95 out of 5 average rating, 258 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!

4.92 out of 5 average rating, 108 reviews

A red cabin with a metal roof is framed by tall yellow wildflowers and lush greenery. The spacious porch features white railing and is decorated with several seating areas, offering a serene view of the surrounding landscape.

Cabin in Bridgewater

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.

4.97 out of 5 average rating, 157 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, 329 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.

Apartment 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 Plymouth waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

4.91 out of 5 average rating, 57 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.

Apartment in Dover

Cozy Brookside Getaway

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.

Apartment in Chester

Spacious, Sunny, Second Story 2 Bedroom Apartment

4.85 out of 5 average rating, 82 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.

Apartment in Lebanon

River and Lakeside Apartment

5 out of 5 average rating, 84 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.

Apartment in Wallingford

49 River Street

4.93 out of 5 average rating, 42 reviews

The image captures a scenic view of Otter Creek waterfalls alongside a historic stone arch bridge. Lush greenery frames the scene, while red brick buildings are visible in the background, showcasing the rich character of downtown Middlebury.

Apartment in Middlebury

*Downtown Middlebury Waterfall Studio Apartment*

4.9 out of 5 average rating, 192 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.

Apartment in Salisbury

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

4.9 out of 5 average rating, 20 reviews

A cozy living area features a brick fireplace with a modern television mounted above. Exposed wooden beams stretch across the ceiling. A comfortable blue armchair sits beside a lamp, while a patterned area rug adds warmth to the space. A spiral staircase is visible in the background.

Apartment in Hartford

Quechee Acorn! VT at its best!

4.93 out of 5 average rating, 40 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.

Apartment in Hartford

The Maple Street Flats: A

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, 121 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

4.9 out of 5 average rating, 20 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

4.77 out of 5 average rating, 430 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!

4.93 out of 5 average rating, 184 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, 121 reviews

Sunset is seen through a row of trees along the lake, casting gentle reflections on the water's surface. A boat is visible in the distance, leaving ripples as it moves across the calm lake, while the sky transitions from blue to shades of orange and gold.

Home in Washington

Newer Home on quiet 200 acre lake - sleeps 6

4.95 out of 5 average rating, 149 reviews

A charming exterior is presented, featuring a green house with a gabled roof and a stone path leading to the entrance. An American flag is proudly displayed by the door, and lush greenery surrounds the property, enhancing the tranquil setting by the lake.

Home in Poultney

VT Lake House living with sunset views!

Waterfront condo rentals

5 out of 5 average rating, 3 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.

Condo in Dover

Updated Light filled condo @ Mt Snow /golf/ trails

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.

Condo in Hartford

Lake Pineo Fox Hollow Prime View

4.63 out of 5 average rating, 40 reviews

A spacious living room features a large blue sectional sofa adorned with patterned throw pillows. A coordinating ottoman sits at the center, and a soft area rug is laid beneath. Expansive windows allow views of the golf course and let in natural light.

Condo in Hartford

Fox Hollow Townhome,5 Minute Walk to Lake Pineo

A spacious living area features a cozy seating arrangement, including a sofa with a plaid pattern and an armchair upholstered in floral fabric. A glass coffee table sits in the center, while natural light streams through large windows adorned with decorative curtains. A staircase leads to an upper level.

Condo in Grantham

Condo in Eastman!

A spacious living area features a large sectional sofa adorned with cozy throw pillows. A wooden coffee table sits in front of a stone fireplace, while a wall-mounted TV is visible. Natural light filters through the windows, creating a bright and inviting atmosphere.

Condo in Ludlow

2BR Riverfront 2nd-Floor | Balcony |