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
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."

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, 74 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.

Guest favourite
A serene lake scene is presented at sunset, with a solitary kayaker navigating the calm waters. The reflection of the sun creates a shimmering path across the lake's surface, while trees line the distant shore, adding to the peaceful atmosphere.
Flat in Leicester
4.95 out of 5 average rating, 106 reviews

Hideaway Lodge at Lake Dunmore

Wake up to a mountain view and have a warm drink on your private screen porch or in your cozy rustic studio which includes a full kitchen and bath with tub shower. Centrally located for skiers! Swim, kayak, hike, bike, play in the water, fish, relax. Nordic & Alpine ski in the winter, ice fish, etc! 20 minutes from Middlebury. Must love animals- your entrance crosses our yard and you may be greeted by dogs, cats and sometimes even a chicken or two. Friendly VT owners live upstairs.

Guest favourite
A unique two-story house is nestled among lush green trees, showcasing distinct architectural elements such as an arched roof and colorful siding. A small deck with seating is visible, surrounded by a vibrant garden that adds to the serene outdoor setting.
Place to stay in Warren
4.9 out of 5 average rating, 29 reviews

The Mailbox House - magical getaway in nature

This charming little house is a unique one of kind architectural gem. Perched atop a hill, full of light, with magnificent nature views, it is only minutes from both Sugarbush ski area and Mad River Glen ski area. It is a perfect getaway for an artist or writer retreat, where one can truly get away from it all. Couples can enjoy a romantic getaway. Great mountain biking & hiking trails nearby. In the summer, there's hiking, swimming and kayaking all nearby.

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

Guest favourite
A vibrant sunset paints the sky in hues of orange and pink, reflecting on the calm waters of Lake Dunmore. A wooden dock extends into the water, surrounded by lush green trees and a peaceful shoreline.
Cottage in Leicester
4.82 out of 5 average rating, 45 reviews

Sage advice, be lakeside!

Summer playground! Hike, mountain/road bike, kayak, waterski, fish, swim...the list goes on. Lake Dunmore and the surrounding area is the ideal spot for the outdoor/active group. Though not a waterfront property, this cottage is positioned about 50 yards from the water. It is also right next to a boat access point for easy launch of your favorite watercraft. Step into nature and take it all in. You will rarely see a car pass this cottage!

Top guest favourite
A serene lakeside scene features vibrant sunset colors reflecting on the water. Adirondack chairs are positioned on the grass, providing a relaxing spot to appreciate the view. Nearby trees frame the setting, with a gravel path leading towards the lake.
Flat in Shoreham
5 out of 5 average rating, 7 reviews

Lake Champlain Private Waterfront Guest Apartment

Kick back and relax in this calm, stylish space. This private and newly renovated apartment is the ultimate spot to relax and get awat, where you'll discover the perfect blend of comfort, luxury, and breathtaking natural beauty. Our lake house apartment is your ticket to a memorable getaway, offering a stunning view of the lake, seasonal amenities, and all the comforts of home.

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