Holiday rentals with a kayak in Orange County

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Orange County

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

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Top guest favourite

A spacious log home is seen from the exterior, featuring large windows that allow for abundant natural light. A wooden deck wraps around the front, furnished with seating. The surrounding yard is lush with grass, and a few trees are visible in the background.

Flat in Fairlee

4.98 out of 5 average rating, 165 reviews

Kismet Cottage, Perfect for longer stays

Welcome to your home away from home! This charming, fully-furnished 1-bedroom apartment sits right on the lake, offering serene views and a peaceful retreat after a long shift. With four major hospitals located within a 30-minute commute, this is the ideal spot for traveling nurses looking for comfort and convenience. Everything you need is here from a cozy queen bed to a fully equipped kitchen and comfortable living space including a laundry room so you can stay fresh and ready for your shifts.

Outdoor spacesValueQuiet

Superhost

A serene lakeside view is framed by large glass doors, inviting natural light into the dining space. A table is set with neatly arranged plates and napkins, while a grill and seating area are positioned outside, overlooking the tranquil waters and lush green hills.

Cottage in Fairlee

4.43 out of 5 average rating, 7 reviews

Lakeside Cottage at Lake Morey Resort | 4 Seasons

This quaint 1BR/1BA cottage sits lakeside on lovely Lake Morey & across from the golf course w/ a private deck, stunning lake views, extra pull out sofa and shared lawn & gardens. Nothing stands between you, Lake Morey and all the best of Vermont! Fairlee boasts forest & conservation hiking, summer & winter lake activities, ATV & snowmobile trails, golf, hot air ballooning, restaurants, drive-in & more. Just off I-91 & minutes to Dartmouth College & Skiway, Appalachian Trail & 25A to White Mtns.

LocationValueSleep quality

Guest favourite

A post and beam log cabin is shown with a red metal roof, featuring multiple covered balconies on the upper level. The expansive lawn in front is framed by trees, with a clear blue sky above. The cabin is nestled in a secluded area, enhancing privacy.

Cabin in Barnard

4.83 out of 5 average rating, 18 reviews

Private post & beam log cabin on Macintosh Pond.

Post and beam log cabin on 40 acres with large flat lawn. Sugar Shack has game room. Located on the VAST trail system. Short trail leads to the abutting MacIntosh Pond for kayaking and fishing. 1 mile to Joseph Smith birthplace. 2 miles to VT Law School. 35 minutes to Killington Ski area. Main level open concept kitchen/dining and living room. Attached appt has 2 BRs, kitchen and living area. Wi-Fi is ECFiber which is fast. Cell service can be very spotty, check with your carrier.

Outdoor spacesLocationGrill

Top guest favourite

A vibrant garden is showcased, filled with an array of colorful flowers in various hues, surrounded by lush greenery. A charming wooden structure with a metal roof is partially visible in the background, illuminated by gentle sunlight filtering through the trees.

Townhouse in Fairlee

4.99 out of 5 average rating, 281 reviews

Garden Retreat, Lake Fairlee, Dartmouth & Ski-way

Set in a lovely 3 acre garden setting, our Airbnb is 1/4 mile from the lake and 23 minutes from Dartmouth College or the Ski-way. This private, comfortable apartment is built onto our house with its own entrance, hardwood floors, radiant heat, large windows, full kitchen and bath, & gorgeous garden views. The wrap around loft has 3 generous semi-private sleeping areas with 2 queens + 1 twin. A queen futon is downstairs. Rental includes pass to Treasure Island Recreation area & beach: 1.5 mi..

LocationValueHeating

Top guest favourite

A spacious deck features several black reclining chairs arranged around a white table. Vivid autumn foliage is visible in the background, along with distant mountains and a clear blue sky. The scene invites relaxation in a serene outdoor setting.

Home in Orford

4.98 out of 5 average rating, 161 reviews

Romantic Mountain Getaway

Come enjoy the peacefulness that only living in the mountains can give you, without letting go of every day luxuries. Our place is ideal for romantic getaways with its beautiful and private setting! Lots of things to do in the area as well. The serene Indian Pond is located just down the road and it is ideal for swimming & kayaking in the summer and snowshoeing in the winter. Hike Mt. Moosilauke and enjoy stunning views, or hike Mt. Cube or Smarts Mountain for smaller fun family adventures.

ValueOutdoor spacesCleanliness

Superhost

A rustic cabin with a dark brown exterior is surrounded by lush greenery. A screened porch extends from the front, featuring a bright red door. Natural stone and wooden steps lead to the entrance, with a window positioned to the left.

Cabin in Lyme

5.0 out of 5 average rating, 3 reviews

Maplewood Rustic 2BR Cabin, water access,fireplace

Rustic 2BR cabin on Post Pond in Lyme, NH. Cabin has mini-fridge, fireplace, screen porch. Queen bed and two twin beds. Loch Lyme Lodge is located minutes from Hanover, NH and Dartmouth College. Swim, fish, boat, enjoy the call of the loons while you relax on our private waterfront. A full breakfast is included during the summer season (late June to Labor Day). Pet-friendly. We have canoes, kayaks, and paddle boards. Hiking, biking and sports. More options at Loch Lyme Lodge NO CLEANING FEES

LocationValueFamily

Guest favourite

A snowy mountain view showcases the slopes with visible ski trails winding down the landscape. Leafless trees frame the foreground, while a serene winter sky blankets the scene, enhancing the quiet beauty of the surrounding nature.

Home in Waitsfield

4.94 out of 5 average rating, 17 reviews

Private 5BR Mt. view, pool, new hot tub

New to AirBnB, but not new to renting! See reviews of our property on a competitor's site #2421942. A beautiful mountain view, relaxing hot tub, and refreshing pool await you! Our pet-friendly home in the Mad River Valley is: - 10-15 min drive to ski Sugarbush, Mad River Glen, Mt. Ellen, Lareau Farm, Round Barn Inn, hiking trails & waterfalls, - 7 min drive to downtown Waitsfield & Warren - 20 min from Norwich University. The house sleeps 12 - perfect for families or getaways with friends.

Outdoor spacesLocationAccuracy

Guest favourite

A calm lake reflects clear blue skies and lush green trees, creating a serene atmosphere. The mist rises gently from the water's surface, indicating the early morning. A wooded shoreline surrounds the lake, offering a peaceful backdrop for outdoor activities.

Home in Ryegate

5.0 out of 5 average rating, 47 reviews

Cozy Lake Lodge with Kayaks Fishing & Campfire Fun

Escape to the peaceful beauty of Vermont in our cozy 2-bedroom, 1-bath cabin. This home offers a true Vermont experience with knotty pine walls and a warm, inviting atmosphere throughout. The upstairs features a fully equipped kitchen, along with a large dining table. Downstairs, you'll find a comfortable living room, ideal for unwinding after a day of outdoor adventures. An additional sleep space with 2 twin beds is also located on this level, bringing the total sleeping capacity to 6.

LocationOutdoor spacesAccuracy

Superhost

Flat in Haverhill

5.0 out of 5 average rating, 4 reviews

King Studio, Hike White Mtns| Lincoln & Littleton

The studio features a plush king bed, oversized walk-in shower, luxury linens, high-speed Wi-Fi, and perfectly positioned between the White Mountains and Vermont. Spend your days hiking Franconia Notch, biking Loon Mountain, exploring downtown Littleton, riding the rail trail, or taking in New England’s spectacular fall foliage. Just minutes from local restaurants, the Connecticut River, and Cottage Hospital, makes this space equally suited for vacationers and traveling professionals.

LocationConditionParking

Guest favourite

A rustic cabin sits along a serene pond surrounded by dense greenery. The tranquil water reflects the blue sky and trees, while kayaks and other outdoor seating are arranged nearby. The area offers a peaceful atmosphere, ideal for relaxation and connecting with nature.

Cabin in Bethel

4.88 out of 5 average rating, 91 reviews

The Cabin on the Pond

Unique rustic one bedroom cabin with deck extended over the pond, equipped with a cooking area, outhouse, outdoor shower. The cabin is off grid there is an updated solar powered generator for lights and cell phone charging! There is water for the shower and sink but not drinkable. Private location but also 5-10 minutes to bars, restaurants and stores! It’s not a safe spot for non swimmers please don’t hesitate with any questions before booking! works well with larger camping groups!

ValueOutdoor spacesComfort

Superhost

Chalet in Fairlee

5.0 out of 5 average rating, 4 reviews

Idle Pine Lakefront Retreat | Bogart’s VT Getaway

Imagine waking at first light to the soft, hypnotic lap of mirror-calm water just steps from your door. Towering white pines whisper in the breeze, framing views of a lake so pristine and untouched it feels like a secret world preserved in time. Welcome to Idle Pine —an extraordinarily rare lakefront gem on one of Vermont’s most beautiful, and unspoiled lakes. Here, deep history, masterful craftsmanship, and breathtaking natural splendor converge in perfect, effortless harmony.

ValueHospitalityComfort

Guest favourite

An aerial view reveals a spacious house nestled within a dense forest, surrounded by vibrant green foliage. The property includes a large parking area and a clear pathway that leads through the trees, providing a sense of privacy and connection to nature.

Home in Orford

5.0 out of 5 average rating, 6 reviews

Lake, Laughs & Firelight: 4BR Retreat Awaits!

Stunning 4 bedroom private house with plenty of parking, Hot Tub, Private Patio, Fire Pit, and Basketball Court, perfect for groups & families up to 14. You are a 10-minute drive to Lake Maury and Lake Fairlie, both offering access to boat ramps and kayaking, and beautiful spots for a picnic. Explore nearby trails, including one that winds right through our property. Seasonal Activities: Experience vibrant fall foliage, winter skiing, or summer festivals in the region.

Outdoor spacesLocationCleanliness