Vacation rentals with a kayak in Addison County

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Top-rated kayak rentals in Addison County

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Top guest favorite
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
4.96 out of 5 average rating, 49 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.

Top guest favorite
A cozy outdoor fire pit area is surrounded by trees, offering a sense of privacy. Four wooden Adirondack chairs are positioned around a circular fire pit, with a gravel pathway leading up from the steps. Soft landscaping with plantings enhances the natural setting.
Cottage in Leicester
4.97 out of 5 average rating, 29 reviews

Cottage on Lake Dunmore

Relax at this cute cottage by the lake. Stairs bring you to the private dock and shallow water access for kayaking, paddle boarding, or hopping on a floatie to relax in the quiet cove. In the evening enjoy a bonfire on the hillside patio, or sit on the dock and watch the sun go down. Stay at the lake or venture off to nearby hiking, golf, mountain biking, and everything else Vermont has to offer! The cottage is about 13 miles to Middlebury and about 7 miles to Brandon. 75 min to Burlington.

Top guest favorite
The exterior of a rustic cabin is framed by tall trees, showcasing a light green and white façade. A welcoming porch features two chairs and a small table, leading to a door with a glass insert. A compact deck extends around the cabin.
Cabin in Charlotte
4.86 out of 5 average rating, 81 reviews

Adirondack Sunsets, Cozy Cabin on Lake Champlain

Updated rustic chic meets cute vintage vibe in this lakefront cabin, with 2-bed/1-bath + book nook bunk. Enjoy spectacular scenery & the soothing sound of waves lapping just outside your windows. Incl: 2 kayaks; private dock; 2 bikes; games, puzzles, books; fast internet; wood-burning stove, charcoal bbq, & well-stocked kitchen; new mattresses; new sofa-bed with memory foam mattress. Tennis court & playground is just up the road, we pay for guest access. 15 min to museum, 30 min to Burlington.

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
4.96 out of 5 average rating, 134 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
Treehouse in Moretown
4.98 out of 5 average rating, 132 reviews

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

Insulated, 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. Fabulous “Jotul” 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 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, 110 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 XC, and alpine skiing, and skating in winter. 20 minutes from Middlebury. MUST LOVE ANIMAS- you may be greeted by barking, but not aggressive, dogs. Helpful owners live upstairs.

Top guest favorite
Apartment in Warren
5 out of 5 average rating, 81 reviews

Quiet Alpine Suite for ski trips and lake days

This quiet and sunny 1BR suite has a private deck, full kitchen, smart TV, pull-out sofa, and washer/dryer. Walk to Blueberry Lake & trails, then unwind by the fire pit or grill. Close to mountains, markets, bridges & byways—perfect for a foliage retreat or ski getaway (only 15 min to Sugarbush Resort). At Kismet Properties, we’re locals who can craft tailored tips & itineraries to enrich your trip—if you’d like. Please review rental agreement in House Rules before booking.

Guest favorite
Home in Warren
4.94 out of 5 average rating, 33 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.

Superhost
Home in Addison
4.94 out of 5 average rating, 252 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, 149 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
4.92 out of 5 average rating, 25 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

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