Holiday rentals with lake access in Windsor County

Find and book unique lake access rentals on Airbnb

Top-Rated Accommodation with Lake Access in Windsor County

Guests agree: These options for accommodation with lake access are highly rated for location, cleanliness and more.

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Top Guest favourite

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!

NearbyOutdoor spacesEV charging

5.0 out of 5 average rating, 191 reviews

Top Guest favourite

The exterior of the house is viewed, showcasing a modern design with a mix of wood and stone accents. A welcoming entryway features a large front door and a small seating area. Surrounding trees contribute to a natural and serene environment.

Home in Hartford

Quechee Vermont Home

Forget your worries in this spacious and serene space. Nestled in the woods, listen to the sounds of nature from the deck, or take advantage of all that the area has to offer for outdoor recreation. Enjoy the outdoor fire pit and spacious deck for entertaining your guests. Each guest rooms has its own private bath, and the primary bedroom features a private outdoor deck. Enjoy the Air Fryer oven, 5-chamber pure drinking water system, soaking tubs at all bathrooms, top-quality cotton linens.

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4.91 out of 5 average rating, 100 reviews

Guest favourite

A vibrant garden is showcased, filled with an array of colorful flowers in various hues, surrounded by lush greenery. A charming wooden structure with a metal roof is partially visible in the background, illuminated by gentle sunlight filtering through the trees.

Townhouse in Fairlee

Garden Retreat, Lake Fairlee, Dartmouth & Ski-way

Set in a lovely 3 acre garden setting, our Airbnb is 1/4 mile from the lake and 23 minutes from Dartmouth College or the Ski-way. This private, comfortable apartment is built onto our house with its own entrance, hardwood floors, radiant heat, large windows, full kitchen and bath, & gorgeous garden views. The wrap around loft has 3 generous semi-private sleeping areas with 2 queens + 1 twin. A queen futon is downstairs. Rental includes pass to Treasure Island Recreation area & beach: 1.5 mi..

Outdoor spacesViewFamily

4.98 out of 5 average rating, 285 reviews

Guest favourite

Cabin in Cavendish

Upscale Cabin hot-tub fire pit kayaks paddleboards

Sugar Maple Mountain Retreat is an intimate resort perfect for small groups. Our three light filled, cozy cabins are tucked deep into the Vermont woods—private, peaceful, and designed for guests who crave both comfort and the tranquil escape of nature. Enjoy the peace of a private 8-acre boutique resort, packed with comforts and amenities while still less than 20-minutes from local charming Vermont restaurants, attractions, and all the small‑town magic that makes this area unforgettable.

ViewOutdoor spacesFamily

4.96 out of 5 average rating, 117 reviews

Top Guest favourite

A spacious outdoor deck features a mix of seating, including lounge chairs and a table set for two. String lights are elegantly draped above, providing a warm glow. Surrounding trees add to the natural setting, enhancing the peaceful atmosphere.

Cabin in Stockbridge

1958 Classic "Hunting Cabin" w/ Breathtaking Views

Welcome to CAMP TREETOPS, located in the heart of the beautiful Vermont mountains. Our cabin is nestled at the top of a private mountain, surrounded by breathtaking views of Killington, Pico mountains, and the White River. Originally purchased from a Sears & Roebuck catalog as a hunting cabin owned by the same family until 2019. The cabin has since been transformed into its original vintage classic camp décor with antique furnishings and unique vintage finds that take you back in time.

NearbyViewBarbecue

4.94 out of 5 average rating, 136 reviews

Guest favourite

A newly renovated lakefront home is showcased, featuring a spacious deck with comfortable seating and a covered lower level area. Soft lighting illuminates the exterior, highlighting the modern finishes and architectural details against a twilight sky.

Home in Ludlow

VT Lakefront House, Lake Fun, Fall Foliage and Ski

Newly renovated, air conditioned, lake front home with a hot tub, fire pits and modern finishes. Tons of space, super comfortable beds. Plus TWO LARGE bonus rooms. Year-round fun; swim, kayak, golf and fish in the summer; hike and fall foliage in the fall and ski in the winter. 7 minutes from Okemo and 22 minutes from Killington. Cook with a stunning view of the lake, watch a movie by the fire or hottub. Outdoor shower, game room, movie room, screened porch and much more!

Outdoor spacesViewAmenities

4.88 out of 5 average rating, 104 reviews

Top Guest favourite

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

This 1970s A-Frame has been newly renovated and is ready to host guests. This home is located on a 2.6 acre property complete with a swimmable pond , outdoor firepit (snow dependent) and dining al fresco. It's located only a few minutes away from amenities such as Londonderry Market, Pingree Park, Lowell Lake and several restaurants. For skiing, this home is in proximity to Magic (8min), Bromley (9min), Okemo (25 min) and Stratton (20 min). STR License 26-23-185

ViewOutdoor spacesCheckout

4.99 out of 5 average rating, 155 reviews

Guest favourite

A large house with a gray exterior features a welcoming front porch and a gabled roof. Surrounding greenery includes trees and flower bushes, creating a peaceful outdoor environment. The driveway is visible, leading to the house amid a spacious lawn.

Home in Bethel

Hike, run, swim, cycle in green central Vermont

Enjoy the summer in beautiful Vermont. The guest area is the entire main floor of a large house with my quiet second home above. Private entrance, 2 bedrooms, full bathroom with washer and dryer, speedy fiber optic internet. The open kitchen has full sized stove and fridge with good cookware and appliances, adjacent to a large open living area. On a paved scenic road. Swim or paddle up at Silver Lake, or run or ride on the many tree-lined dirt roads.

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4.87 out of 5 average rating, 190 reviews

Top Guest favourite

Shipping container in Ludlow

Luxury Container Home Sauna-Heated Pool-Hot Tub

Escape to a luxury modern container retreat minutes from Okemo Mountain. Set on 3 private acres with mountain views, this unique getaway features a sauna, heated plunge pool and thoughtfully designed modern interiors. Perfect for skiing, hiking, fall foliage, or relaxing in nature, the home blends comfort, style, and privacy while still being close to restaurants, lakes, golf, and everything Ludlow has to offer year-round.

NearbyViewCleanliness

5.0 out of 5 average rating, 17 reviews

Top Guest favourite

A tranquil scene captures a log cabin nestled by a pond, surrounded by trees. The clear water reflects the cabin and vibrant foliage, creating a serene atmosphere. Tall grasses frame the pond's edge, while the landscape showcases the lush greenery of Vermont.

Cabin in South Royalton

Cozy 4-season Cabin on Pond - "East Cabin"

Take refuge in a cozy log cabin with abundant access to Vermont's Green Mountains and rolling foothills. A quick drive to Woodstock and Quechee, the cabin is located on quiet dirt road with beautiful south-facing views overlooking the town of South Royalton, just a mile away. Spring-fed pond is steps from the cabin, take a dip! Follow the trails through the woods and fields and enjoy this pristine piece of Vermont.

ViewNearbyAccuracy

4.96 out of 5 average rating, 242 reviews

Guest favourite

A green, grassy area is framed by tall, slender trees. Two benches are positioned on either side, offering a place to sit and admire the expansive view of distant hills and valleys under an overcast sky.

Apartment in Chester

Beautiful 2 Bedrooms in Mountains

Ready for a Vermont getaway? In heart of ski area w/ A+restaurants & charming villages are two cozy bedrooms on 2nd fl of larger apt complex. Each bedroom has separate toilet/sink room, shared shower room for your and your guests alone. Hallway living room at one end with 2 couches, desk and TV Other end is full compact kitchen with dishwasher, stove and over, full size refrigerator, coffee maker and microwave.

Outdoor spacesViewTV

4.89 out of 5 average rating, 519 reviews

Guest favourite

Aerial view of a large purple house set against a backdrop of rolling hills and trees. The expansive lawn surrounds the property, showcasing natural greenery and a gravel driveway with parked vehicles. The scene is illuminated by bright daylight, highlighting the serene rural atmosphere.

Villa in Fairlee

The Upper Valley Retreat

Upper Valley Retreat: A 20-Acre Vermont Symphony of Light, Land, and Legacy Tucked into the gentle embrace of the Upper Valley, where rolling meadows meet the ancient hush of Brushwood Forest, stands the Upper Valley Retreat — a magnificent 20-acre estate and working apple orchard that feels like a poem written in wood, stone, and sky.

Outdoor spacesNearbyQuiet

4.95 out of 5 average rating, 284 reviews