Vacation rentals with a kayak in Addison County

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Top-rated kayak rentals in Addison County

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Guest favorite
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, 65 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 favorite
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
4.95 out of 5 average rating, 130 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.

Guest favorite
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 favorite
A charming treehouse is nestled among lush green trees, featuring large windows that glow warmly at dusk. A connecting bridge is illuminated with string lights, creating a welcoming pathway. Ferns and forest foliage add to the natural surroundings, enhancing the serene woodland atmosphere.
Treehouse in Moretown
4.97 out of 5 average rating, 178 reviews

Treehouse at Bliss Ridge Farm - Best Views in VT!

This treehouse, the Birds Nest, is open May-Oct. Our “4-Season Treehouse @ Bliss Ridge,” is open year-round: https://www.airbnb.com/h/bigtreehouseatblissridgefarm — NEW SAUNA on property! Dr. Seuss-inspired tree home perched @top of 88-acre, organic hill farm, surrounded by 1000s acres of wilderness. Designed by B'fer Roth, DIY network host of The Treehouse Guys - an authentic treehouse built WITHIN living trees, not stilts! Private hiking & panoramic views of Worcester range, MR valley!

Top guest favorite
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.

Guest favorite
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.
Apartment in Leicester
4.95 out of 5 average rating, 107 reviews

Hideaway Lodge at Lake Dunmore Cozy VT Retreat

Wake up to mountain views in a cozy, rustic studio with a full kitchen and bath, a large screened porch and beautiful lake. Enjoy morning coffee and unwind in a peaceful setting. Centrally located for skiing and outdoor recreation year-round—swim, kayak, hike, bike, fish, or relax in warmer months, and enjoy Nordic and alpine skiing in winter. 20 minutes from Middlebury. Must love animals. You may be greeted by dogs and cats. Helpful owners live upstairs and respect your privacy.

Guest favorite
Home in Warren
5 out of 5 average rating, 27 reviews

Charming, Dog-Friendly Warren Village Home

Your family will be close to everything when you stay at this centrally-located place. Within walking distance of local amenities like the Almost Famous Warren Store, Pitcher Inn, and the most excellent viewing location for the infamous Warren Village 4th of July Parade! Located only a few miles from Sugarbush's Lincoln Peak, enjoy relaxing in the hot tub after a day spent on the hill! During the summer, enjoy Blueberry Lake just up the road, and nearby mountain bike trails.

Guest favorite
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
4.95 out of 5 average rating, 245 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 favorite
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 favorite
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
4.91 out of 5 average rating, 22 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 favorite
The lakeside home is framed by tall trees, surrounded by vibrant autumn foliage. Stairs lead to a stone terrace with wooden seating areas. Large windows reflect natural light, creating an inviting appearance. The rustic stone exterior enhances the connection to the natural setting.
Home in Leicester
5 out of 5 average rating, 15 reviews

Lakefront Retreat 20 minutes from Middlebury

Enjoy beautiful views and relaxation in this charming lakeside home. The cook's kitchen has everything you need to prepare meals and entertain. Relax in front of the large stone fireplace or step outside on the patio to watch the sunset. Close to hiking, skiing, and a 20 minute drive to Middlebury College and 40 minutes to Killington. Lots of dining and shopping options within a short drive.

Superhost
A serene lakeside view captures calm waters reflecting clouds and trees. Two Adirondack chairs are positioned on a wooden dock extending over the lake. A grassy area leads to the water's edge, while a boat is moored nearby.
Cottage in Salisbury
4.8 out of 5 average rating, 10 reviews

Waterfront cottage on the shores of Lake Dunmore

Quaint cottage with screened porch, deck and dock ideal for enjoying time on beloved Lake Dunmore. Heat pump offers a/c for those hot summer days while heat is available for cooler nights. Paddle over to Paddlers Pub for a bite to eat or hike nearby Silver Lake & Mount Moosalamoo! Both Middlebury & Brandon, approximately 15 minutes away, offer wonderful shopping & dining.

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