Holiday rentals with a kayak in Addison County

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Top-rated rentals with kayak in Addison County

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Guest favourite
A wide expanse of green pasture is visible under a golden sunset, casting long shadows across the field. Round bales of hay dot the landscape, adding texture to the serene setting. The sky is adorned with scattered clouds, reflecting the warm tones of dusk.
Home in Orwell
4.95 out of 5 average rating, 43 reviews

Heron Bluff on East Creek

A modern, private retreat overlooking East Creek situated on 114 acres of fenced pasture and woodlands. 35 minutes from Middlebury, Heron Bluff abuts East Creek, a haven for wildlife -- and an ideal getaway for paddlers, anglers, cyclists, birders, hikers... families, couples, artists looking for tranquility and inspiration. Guests may kayak on the East Creek from a private dock, hike nearby Mount Independence Park, bird watch, and be at peace. Starlink Internet. Bedrooms have window A/Cs.

Guest favourite
Cottage in Leicester
4.97 out of 5 average rating, 91 reviews

Beautiful Lake Dunmore 4-Season Cottage

A bright, sunny year-round retreat near Middlebury nestled in a private setting with lake access. Close to trails and waterfalls, 15 minutes to ski the Snow Bowl; 40 to Killington. All new appliances, maple floors, custom cabinets, rainshower, two 2-person kayaks. Air-conditioning and heat in every room except the sun porch (3rd bedroom), which is warm enough to sleep in unless it is below freezing. Don't see your dates open? Ask about our other new 3-bedroom lakefront cottage "Dockside."

Superhost
A charming two-story house is framed by lush green lawns and trees. Red doors provide a striking contrast to the gray exterior. A gravel path leads to the entrance, inviting guests to explore the surrounding tranquil landscape and stunning mountain views.
Home in Warren
5 out of 5 average rating, 3 reviews

Mountain View Oasis

Relax with the whole family at this peaceful place to stay with breathtaking views of the mountains in the Mad River Valley. Located on 6 acres of land with a private sledding hill and pond. The sunsets over the mountains will have you swooning. Centrally located 10 mins from Sugarbush, 20 mins from Mar River Glen, 45 mins to Stowe and 1 hour from Killington in the heart of Warren. Near great restaurants and shopping. 4 beds plus a small room that can be used as a nursery where we keep a crib.

Guest favourite
Aerial view of a vibrant red house surrounded by a stunning display of autumn foliage, featuring a well-defined driveway leading to the property. A circular fire pit is visible in the foreground, and rolling hills extend into the distance.
Home in Warren
4.89 out of 5 average rating, 63 reviews

Private Family Ski Lodge with hot tub!

Amazing 4000 sqft home just 1.5 miles to the Sugarbush lift, yet in a private setting on 3 acres of solitude. Vermont charm in this private ski lodge featuring; 12 person hot tub on the oversized deck in the birchwood forest, game room, outdoor fire pit, stone fireplace, kayaks, everything you need for family fun! Spacious kitchen w/ double ovens is perfect for gatherings & holidays. Dining seats 12. Come enjoy our slice of heaven in The Mad River Valley. No loud parties. This is a family home

Top guest favourite
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
4.96 out of 5 average rating, 121 reviews

Lake Dunmore Getaway — Foliage Views & Ski Retreat

About this space Perched directly on the shores of Lake Dunmore, our lakefront getaway transforms into a four-season escape when the temperatures drop. In autumn, enjoy foliage views over the water, crisp mornings on the deck, and easy drives to Vermont’s most scenic byways. When winter arrives, we’re your basecamp for adventure — just 30 minutes to Middlebury Snow Bowl, 45 minutes to Killington or Sugarbush, and minutes to local snowmobile trails, ice fishing spots, and Middlebury College.

Top guest favourite
Treehouse in Moretown
4.98 out of 5 average rating, 112 reviews

4-Season Treehouse @ Bliss Ridge; Best Views in VT

thermostat control! LUXURY! 1-of-a-kind, 5⭐️Interior bathroom, @Bliss Ridge - 88acre, OG farm, private estate surrounded by 1000s acre of wilderness. NEW SAUNA& cold plunge!!! Our 2 architectural wonders = real treehouses, built withIN the living trees, not stilted cabins. Equipped w. a fabulous yotel fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original Dr. Seuss treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works!

Guest favourite
The charming redwood cabin is seen from the exterior, featuring multiple windows that allow warm light to emanate from within. A large deck is visible, furnished with two turquoise chairs, creating a welcoming outdoor space amidst the surrounding trees.
Cabin in Shoreham
4.91 out of 5 average rating, 75 reviews

Koselig Cabin: Lakefront cabin w/ stone beach

Unique redwood cabin on Lake Champlain, newly renovated and situated in a quiet neighborhood of year round residents. Perfect for a quiet retreat or a family getaway. One master bedroom, bath, & one great room which includes full kitchen, washer/dryer, dining area, sitting area, and a twin-over-full bunkbed for the kids. Large deck facing the lake with BBQ grill and backyard campfire stove. Stairs lead down to a stone beach. Two kayaks on site. Lapham Bay boat launch is 1 mile up the road.

Top guest favourite
Two dogs sit calmly in front of a black wood stove, with warm flames visible through the glass door. A decorative arrangement of yellow and brown foliage is placed prominently on a table in the foreground, adding a natural touch to the cozy interior.
Townhouse in Warren
4.96 out of 5 average rating, 23 reviews

Cozy 3-BDR Townhouse with pool, tennis

3 bedroom 2-bathroom sunny end-unit townhouse at Drumleys, with spacious open-air LVR/DR/Kitchen, ski and boot storage, 5 minutes to both Lincoln peak and Mt Ellen, and on the Mad Bus route. Fully stocked kitchen, electric grill for year-round grilling, renovated bathroom with modern full-sized bathtub. Large pool, two tennis/pickleball courts and meadow for summer fun. 1 small-medium house-trained dog allowed. Kate and Greg are superhosts. Meals and Rooms Tax ID number: MRT-10126712.

Top guest favourite
A wooden dock extends over calm waters, reflecting a clear blue sky dotted with fluffy white clouds. The distant mountains along the shoreline provide a picturesque backdrop, enhancing the serene lakeside environment.
Home in Addison
4.96 out of 5 average rating, 232 reviews

Brthtkng New Premier Lake Champlain Wfrnt Escape!

7/19/20 : UPDATE - We are fully compliant with all local, state and federal safety protocols. Call /text Us fir any questions, at 978-502-6282 . Be Well, Be Safe & We Look Forward to Having You as Our Guests! We are the #1 Premier Lake Champlain Breathtaking New Property with 250'+ Prime Lake Champlain West/Sunset/Adirondack Mtn. facing w/Amazing Sunsets & Jacuzzi Tub in Master Bath Overlooking Lake,Mountains & Amazing Sunsets and 250+ 5 Star Reviews!

Top guest favourite
A lakeside view of the two-story lake house, nestled against a wooded backdrop. The property features a grassy area leading to a dock with a boat tied alongside. An outbuilding is visible, complementing the serene environment surrounded by lush greenery.
Home in Salisbury
4.96 out of 5 average rating, 148 reviews

Lake Dunmore Oasis near Middlebury

Lake house on Lake Dunmore. Come and enjoy summer on the lake. Perfect for late summer and foliage. Sunsets and loons. Hiking, kayaking & cookouts. 3 kayaks w/ life vests on site. Gas grill, patio furniture, table and chairs on dock. Swim ladder from Dock. Dock with whips available to dock boat (19 ft. or less). 8 Miles to Middlebury. 5 minutes to store and year round lakeside restaurant. Garage for bike storage [not for cars]. 3 day minimum stay.

Guest favourite
The exterior of a spacious log home is presented, showcasing its multi-level structure and large windows. Surrounded by trees, a stone pathway leads up to the house, emphasizing its natural setting and inviting appeal.
Cabin in Bridport
4.9 out of 5 average rating, 20 reviews

Lakefront-Mountain View Lodge on Lake Champlain

Stunning Waterfront Retreat on 10 Private Acres with Unmatched Views Escape to this expansive 5-bedroom, 3.5-bath retreat, set on 10 acres of tranquil privacy with 850 feet of private shoreline. Enjoy breathtaking sunsets over the Adirondacks from the West-facing balcony, which wraps around the house to offer panoramic views at any time of day. Relax by the fireplace after a day of skiing, hiking, or water sports. Lakefront property. Stunning home

Top guest favourite
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
4.9 out of 5 average rating, 192 reviews

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

Charming 2 bedroom lake house apartment. Fully furnished and with everything you need (shampoo, soap clean towels, linens and blankets, dishes and cookware,) all ready for you to move in for your lake vacation. Lake access across the road with Dock, (sorry no docking your boats allowed) campfire, grassy yard to play on or relax on by the lake. kayak/canoe available

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