
Vacation rentals with a kayak in Plymouth
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Plymouth
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

Luxury Condo Tucked in the Heart of Killington
Welcome to our ❄newly renovated❄ Cozy Condo Located right off the "loop" walking trail on river road. Our end unit condo sits just 5 min from the base of Killington with easy access to night life/restaurants and much more. Whether you are skiing, hiking, biking, kayaking or just enjoying the fresh Vermont air, you'll love the comfort of our condo. Enjoy a space that is truly convenient, comfortable, child-friendly and fun for you to enjoy during your hard-earned vacation time in Killington!

Boulder House - Extraordinary Luxury in the Woods!
From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

Newer Home on quiet 200 acre lake - sleeps 6
Less than an hour from Manchester, Concord & Keene, this new home offers relaxation & year-round adventure. This lakefront property has a dock, with kayaks & paddleboards. You could also walk down the paved road to the neighborhood beach & swim platform. About 30 minutes to Pats Peak, Sunapee, or Crotched Mtn ski resorts. Beds for 6, 2 full baths, W/D, fully equipped kitchen, open living space, gas fireplace, water views, gas grill, parking, firepit, internet. We do not allow pets or smoking.

My house is your house!
Relax in this refurbished quiet Lake view rental. Minutes from Lake Bomoseen/Crystal Beach. Large family room, Cast iron wood-stove. Wall of windows w/lake views. 65" 4K w/ surround sound. w/ game hook-up. Wi-Fi. Galley kitchen includes range, microwave, Keurig, fridge & wine cooler. Spacious bedroom, queen size bed w/ heated mattress pad. Lots of storage.Full bathroom. Private deck w/Adirondack chairs. Kayaks & boat launch. 15 miles to Rutland, 35 min to Pico & 47 min Killington Ski Resorts.

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.

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..

Cabin-by-the-falls
One-bedroom cabin (one double bed only) for those who want tranquility. Parking at main house and then short walk downhill, then level rocky trail to the cabin, which is located at a stream and waterfalls. There is a composting toilet, electricity and water. Wifi at main house, on deck, 5 mins walk. Wood burner in cabin, and propane stove in outside kitchen. A stand pipe (potable) or water from nearby stream (non-potable). There is a deck overlooking the stream with a picnic table.

Cozy waterfront cabin Perkins Pond
Come relax, unwind and enjoy the year round beauty and fun at our cabin on Perkins Pond! Many activities to enjoy with each season.. Kayak, canoe, fish and swim or float, nap on the hammock in summer months.. Walk, hike and enjoy the awe of Fall color.. Snowshoe, skate, ice fish, cross country ski on the frozen pond during winter and enjoy downhill at Mt Sunapee just 8 min away or just relax by the wood stove!! Make special memories with your family and friends here at our special place!!

Tranquil Ludlow Waterfront Retreat
Fully renovated in 2019, our four bedroom Ludlow, VT home has over 300' of river frontage on the west side of the Black River. Walk out to amazing fishing in one of Vermont's crystal clear rivers. Enjoy nature while your stress melts away or have some fun at the Okemo Resort boasting mountain biking, zip lining, and two 18-hole championship golf courses. Easy river access by kayak to Lake Rescue and a 2 min drive to the family-friendly beaches of Echo Lake.

Highland Haus | Cozy 70s Aframe | Lake Access
Authentic 1975 A-frame chalet nestled in peaceful Stoddard countryside. This cozy cabin sleeps 5 with two wood stoves and full kitchen. Perfect rural retreat just 2 hours from Boston! Explore nearby hiking trails, swimming spots, and fishing areas. Summer bonus: complimentary canoe access! Highland Haus offers a tranquil escape with vintage charm. Note for winter visitors: Shedd Hill Road requires AWD/4WD due to steep terrain. Your cozy retro hideaway awaits!

Waterfront Cabin • Dock • Fire Pit • Kayaks & SUPs
Relax at this private Vermont lakefront getaway on North Bay. Unwind in a bright, comfortable space with a full kitchen, fast WiFi, and cozy bedrooms. Walk a few steps to the water front to enjoy morning coffee on the dock. Perfect for year-round escapes: -Summer (kayaks, SUPs, floating mat) -Fall (foliage, fire pit, hiking trails) -Winter (skiing, snowshoeing, ice fishing) -Spring (deck, hammock, fishing opener).

Waterfront Cabin on Beautiful Highland Lake!
Quiet lake experience, especially on weekdays, to get away and reset your busy life! This historic renovated "boat house" comes with 2 kayaks for your use at no extra charge. We recently added an outdoor shower in addition to an indoor claw foot bath tub. There is a small private outdoor deck. Lots to do in the surrounding area, but most people don't want to leave this beautiful setting. (Pets are not permitted)
Popular amenities for Plymouth kayak rentals
House rentals with a kayak

Lakefront Family Fun Retreat

Lake Dunmore Oasis near Middlebury

Lake Dunmore Retreat 15 min to Middlebury College

Berry Mountain Lodge: Mountain Views by Lake & Ski

The Nest at Birch Quarry

Dana Road House Sunlit VT Country Home w/HotTub

The Barn at Cold River ~ 20 minutes to Ski Resorts

Upper Valley Shaker-Style Home, close to Dartmouth
Cottage rentals with a kayak

Waterfront cottage with arcade

Lakeside Retreat 4BR/2BA- 2hrs from Boston

Cottage on Lake Dunmore

Sandsend Cottage - Lakefront Serenity

Mascoma Lake Quiet Cottage

Vermont Country Cottage(Near Village w/Magic View)

Cheerful 3-bedroom lakefront cottage

Dragonfly Cottage on Beautiful Mountainview Lake
Cabin rentals with a kayak

Cozy Lakefront Retreat w/ Dock & Mountain Views

Luxury Cabin#3 Hot Tub Fire Pit Kayak Paddle Board

Family Retreat |Hot-tub| Fire pit|BBQ|Lakes&Trails

Peaceful & contemporary lake house- perfect escape

Charming waterfront 4-bedroom cabin

Cozy Cabin with Lake Access

Fairlee Log Cabin

Mountain Views, Hot tub, Trails, Pond, BBQ
Quick stats about vacation rentals with a kayak in Plymouth

Total vacation rentals
Explore 30 vacation rentals in Plymouth

Nightly prices starting at
Plymouth vacation rentals start at ﺩ.ﺇ735 per night before taxes and fees

Verified guest reviews
Over 1,570 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Plymouth vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Plymouth rentals

4.8 Average rating
Plymouth stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with a kayak Windsor County
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- Rentals with a kayak United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Killington Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Dartmouth College
- Middlebury College
- Bromley Mountain Ski Resort
- Mount Sunapee Resort
- Montshire Museum of Science
- Emerald Lake State Park
- Trout Lake
- Warren Falls
- Southern Vermont Arts Center
- Camp Plymouth State Park
- Jamaica State Park





