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, 54 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.

Superhost
Home in Warren
4.83 out of 5 average rating, 6 reviews

Scandi Cabin•Walk to Blueberry Lake + Fall Foliage

Comfortable, Peaceful Scandinavian timberframe near Blueberry Lake, swimming holes, summer trails for biking and hiking Escape to a custom-built Scandinavian timberframe in Vermont’s Mad River Valley. Just a short walk to Blueberry Lake, this peaceful retreat blends Nordic design, mountain views, and year-round adventure. Quiet, modern, and beautifully crafted, it’s an ideal base for couples, families, or friends looking to slow down, get outside, and enjoy the best of Vermont in every season.

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, 39 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
A private balcony is presented with a small round table and two white ornate chairs. A vase of colorful flowers adds a touch of nature, while a cup is placed beside it. The view beyond showcases the sparkling waters of Lake Champlain surrounded by trees.
Apartment in Vergennes
4.99 out of 5 average rating, 326 reviews

Lake Champlain charming apartment amazing views

Charming, bright apartment attached to a 2007 custom Vermont country french home located on the shores of Lake Champlain. Breath taking westerly Adirondack views offer dramatic sunsets and lake views of Button Bay. The property consists of 12 acres of fields, woods, stone walls and gardens with the home situated privately looking over the lake shore. The apartment has a private entrance. We are 12 minutes to Vergennes restaurants and shops, 25 minutes to Middlebury and 45 minutes 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, 146 reviews

Lake Dunmore Retreat 15 min to Middlebury College

Directly on the shore of Lake Dunmore, our lakefront getaway is a peaceful escape 15 minutes from Middlebury College. Whether you're visiting campus, celebrating graduation, or simply looking for a quiet retreat in nature, this home offers the perfect balance of lakefront relaxation and easy access to town. Spring is a beautiful time on Lake Dunmore. Enjoy mornings with coffee overlooking the water, take a walk along nearby trails, or explore the food scene and shops in downtown Middlebury.

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, 206 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 - built WITHIN living trees, not stilts! Private hiking & panoramic views of Worcester range, MR valley! No pets or animals please.

Top guest favorite
Apartment in Leicester
4.95 out of 5 average rating, 121 reviews

Hideaway Lodge Lakefront- Screen Porch & MTN Views

Wake up to mountain views in a cozy, rustic studio with full kitchen and bath. Step onto your screened porch overlooking Lake Dunmore's peaceful south cove, with a private dock, two kayaks, a canoe, and a paddleboard to use. Centrally located for year-round recreation: swim, kayak, hike, bike, or fish in summer; ski or skate in winter. 20 minutes to Middlebury, close to downhill and XC ski areas. Animal lovers welcome; friendly (if vocal) dogs may greet you. Helpful owners live upstairs.

Top guest favorite
An aerial view captures the serene expanse of Lake Champlain surrounded by lush green fields and trees. A winding dirt road leads to the rustic home, while a boat is seen in the distance, creating a tranquil scene against the bright blue sky.
Home in Westport
4.93 out of 5 average rating, 121 reviews

Lakefront w/ dock and sauna in the Adirondacks

Spread out in our rustic but cozy 4 bedroom home! The entire house will be yours to enjoy, along with a dock, sauna, 2 kayaks, 2 SUPs and a canoe. AC and heaters make this a year round retreat. New STARLINK provides fast wifi. The quiet dirt road that leads to the house is perfect for evening strolls, bird watching and kid exploration (bring your bikes!). Local eateries and breweries will keep you fueled for your fun, or just relax on the screened in porch

Guest favorite
Home in Addison
4.94 out of 5 average rating, 265 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, 156 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.

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
5.0 out of 5 average rating, 21 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.

Guest favorite
A spacious deck overlooks Lake Champlain, framed by verdant trees and distant mountains. Colorful flowers adorn the railing, adding a touch of vibrancy. A retractable awning provides shade over a seating area, inviting relaxation in this serene lakeside setting.
Home in Addison
4.83 out of 5 average rating, 47 reviews

Lake Champ House Pvt Beach&Dock w350K renovation

Newly Renovated in Spring 2023 this Majestic Property has undergone a $350K make over. 1200+ SF of Staggered & Tiered Decking, Private Beach & Seasonal Dock. * DM me for even deeper savings - Marty D'Onofrio, Essex, VT 6/27 - 7/4/26 Available 8/15 - 8/22/26 Available September - Fall Availability 4 Bedroom, Pet Friendly, A/C, groups from 2-12. Cozy & spacious - Close to everything.

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