Holiday rentals with a kayak in Ashland

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Ashland

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

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Guest favourite

Home in Orford

4.98 out of 5 average rating, 101 reviews

B&E's 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.

Guest favourite

Tiny home

5 out of 5 average rating, 108 reviews

Secret Off-grid Forest Retreat w/ Hot Tub

Relax in a quiet pine forest surrounded by beautiful private walking trails, with everything you need at your fingertips! We make off-grid living easy with luxury bedding, fresh bread and eggs from our farm, locally-roasted coffee, cream, ice, a hot outdoor shower (seasonal), firewood, marshmallows, battery-operated lights, and a wood-fired hot tub! Just a half mile from the Barn on the Pemi, and minutes from the lakes, rivers, and mountain trails. All you have to bring are your clothes!

Guest favourite

Place to stay in Plymouth

4.97 out of 5 average rating, 122 reviews

Hot Tub At Sunset View Farm (2 adults and 3 kids)

Brand New! We allow no more than 2 adults. But we welcome families! This 2 bedroom space can accomodate 3 kids (under 18) at NO EXTRA FEE. Time to soak it all in! After a full day snowmobiling, skiing, mountain biking, climbing, or hiking, don't you just want to unwind in the hot tub? This place is perfect. There's a king bed in the master, bunkbeds in the middle room, and a full bathroom so the little ones can take their bath too. And when you're done, a full kitchen and a 50" smart tv.

Guest favourite

Cabin in Conway

4.96 out of 5 average rating, 123 reviews

The Conscious Cabin

Your cozy, mountain retreat awaits. Settle by the fire in this thoughtfully renovated log cabin, located in the heart of the White Mountains & less than 10 minutes from downtown North Conway's local shops, restaurants & adventures. Just 5 minutes from hiking Mt. Chocorua, paddling Lake Chocorua & exploring the scenic Kancamagus Highway. Featuring a bedroom, loft, full bath, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.

Guest favourite

Home

4.93 out of 5 average rating, 231 reviews

The Riverhouse Kayaks Pool Table Firepit Downtown

Waterfront location nestled in the heart of Laconia. located on a river connected to Lake Opechee. Kayaks are provided with the home. Walking distance to downtown. A beautiful 7 mile walking trail “wow trail” walking distance from the property. A firepit under the pergola! Access to 2 grills, a large front porch and deck off the queen bedroom with water views. Close to lake Winni, Weirs beach, Bank of NH Pavilion, Gunstock ski and many more local attractions all 10 minutes away.

Guest favourite

Cottage

4.94 out of 5 average rating, 145 reviews

Cottage with antique charm view & river HSI Wi-Fi

Immerse yourself in nature at our secluded saltbox cottage, where tranquility meets adventure. Explore nearby trails, ski slopes, and fishing spots. Inside, the cozy ambiance with a fireplace and a library of books invites you to unwind. Outside, the fire pit, hammock, and marked trails to the pond offer a true escape. With high-speed Wi-Fi, a desk, and a pet-friendly policy, your retreat is complete. Discover the perfect blend of comfort and nature for a memorable stay!

Guest favourite

Home

4.99 out of 5 average rating, 130 reviews

Pleasant Lake Paradise - Heaven with a hot tub!

If you’ve contemplated booking - do it now! Our home will be remodeled beginning in August 2025. We love our home away from home...with lake views, two bedrooms, 1.5 baths, and an expansive back deck with hot tub - our peaceful home on Pleasant Lake is sure to please. Boat, swim, kayak, hike, ice fish...or simply relax. In all seasons, this charming home has it all. And, we love your 4 legged friend! Dogs welcome. Looking to stay again? Message me for priority booking.

Superhost

Home

4.9 out of 5 average rating, 179 reviews

Squam Lake Farmhouse, Beach Access, Winter Skiing

Quiet Large Farmhouse at Squam Lake. Five bedrooms, large kitchen, family room, and living room provide lots of space for large groups. Themed bedrooms, pool table, ping pong, cornhole, firepit, etc. Large yard. Lots of hiking trails local, great foliage, and many other Lakes Region attractions are close. Separate shared 40' Beach with swim docks and kayaks (5 min walk). Close to many ski mountains and other winter activities. Loon, Waterville, Gunstock,etc

Guest favourite

Cabin

4.94 out of 5 average rating, 106 reviews

Little House on the Lake in the Forest

***7-night minimum in warmer months, Saturday check in/out*** Wake up to the call of loons in this tiny and cozy lakefront cabin. Nestled at the remote base of Mt. Kearsarge, with unobstructed views of Ragged Mountain, this location affords year-round adventure on the protected south shore of Bradley Lake. Five minutes from Proctor Academy, 90 minutes from Boston. This retreat mixes ample amenities and high-speed internet with outdoor adventure!

Guest favourite

Cottage in Middleton

4.96 out of 5 average rating, 164 reviews

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting!

Guest favourite

Guest suite in Conway

5 out of 5 average rating, 291 reviews

CloverCroft - "Far from the madding crowd."

CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.

Superhost

Guest suite in Meredith

4.82 out of 5 average rating, 132 reviews

Meredith Manor, Suite in Town

Updated suite with queen bed, private bath, living area with dining/work space, couch and fireplace. TV, small refrigerator and coffee/tea maker. Private entrance on to a screen porch with sitting area that leads into this spacious and comfortable suite. Centrally located with a 2 min walk to lake and Main St shopping/dining. Quintessential 1880 New England home located in quiet neighborhood.