
Holiday rentals with a kayak in Ashland
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Ashland
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

Hot Tub At Sunset View Farm (2 adults and 3 kids)
SPECIAL: Stay 3 nights get the 4th night FREE, (must inquire when making reservation to confirm free night) We allow no more than 2 adults. But we welcome families! This 2 bedroom space sleeps 3 kids (under 18) NO EXTRA FEES! 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? King bed in the master, bunkbeds in the middle room, and a full bathroom for bathtime! Also, a full kitchen and a 50" smart TV.

Cottage w/ charm, mountain view & river HSI Wi-Fi
Escape to our secluded cottage, where tranquillity meets adventure. Enjoy mountain views + private access to the Pemigewasset River. Unwind by the fireplace + enjoy a book from our library. Spend evenings by the fire pit, relax in the hammock, or swim in the river. Nearby hiking, skiing, and fishing spots offer outdoor activities. With high-speed Wi-Fi and a pet-friendly policy, your stay is comfortable and convenient. Experience the perfect blend of comfort and nature for a memorable getaway!

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.

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 bathroom, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.

Romantic New England Historic Schoolhouse c1866
Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond and tennis court.

Lux Waterfront Cottage at FarAway Pond
Luxurious Cottage on beautiful private pond. Hot Tub! Outdoor wood fireplace, kayaks & gas fire table. Graceful bridges lead to your Private Island with screened gazebo and hammock. Lounge on the deck with mountain and lake view or hike the trails on our 68 acres to the Gold Mine Trail. With a full kitchen, fine china, new shower, Jacuzzi bathtub, electric fireplaces, and two workspaces, this dog-friendly luxury cottage has it all! Adjacent guest house available for larger groups.

Off-grid Forest Retreat w/ Hot Tub & Breakfast
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!

Clean, quaint studio apartment on small farm
Enjoy the Old Farm cottage, a studio apartment on our small homestead in the beautiful Lakes Region. It’s a perfect spot for couples, small families, or traveling nurses. We are within 20 minutes to many beaches, including Lake Winnipesaukee, and provide easy access to head south to the ocean or north to the mountains. You will have your own separate parking/entrance, but are welcome to enjoy our cozy fire pit, stylish treehouse, and backyard access to the network of snowmobile trails.

☀ 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. The sunsets can be unbelievable!

Breezy Moose - A Frame Cabin/ Pet friendly
Welcome to the White Mountain National Forest. Take it easy at this unique and tranquil getaway. Cozy A Frame Cabin with AC situated on quite side road. Perfect for romantic getaway or family trip. House is situated for family of 3 (2 adults plus 1 kid). Minutes walking from swimming whole on the Baker River. Ideally located, 30 minutes to Loon & Cannon for skiing, and convenient to I-93 or I-91. Newly renovated and furnished. Pet friendly (pet fee).

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.

Lakeside Getaway~EV Charger~15mns to Gunstock
Discover Your Lakeside Escape at Lake Winnipesaukee! Welcome to your perfect home away from home in beautiful Laconia, NH! This brand-new, luxury 2-bedroom condo in the heart of Paugus Bay offers the ideal retreat for couples, small families, and outdoor enthusiasts alike. With stunning lake views, access to a day dock, and modern comforts throughout, it’s the perfect base to experience the very best of New Hampshire’s Lakes Region.
Popular amenities for Ashland kayak rentals
Holiday House Rentals with a Kayak

4-Season Escape w/ Woodstove, Firepit & Mtn Views

Tranquil Pondside Retreat

The Farmhouse at Sweetwater

Cozy Private Home in the Mountain Lakes

Waterfront Getaway Home in Epsom, NH

Blue Breeze - Private lakefront w/ Hot Tub

Lakefront House - Less than 12 miles to Gunstock

Private Family Getaway, Firepit, Lakefront, Dogs
Cottages with a kayak

Smokey Pines Camp

Gorgeous Romantic Lakefront Getaway

Cottage on the lake! Includes kayaks & rowboat!

Lovely cottage on Sunrise Lake, Middleton, NH.

Kolelemook Cottage!

Gunstock, skiing, hot tub, lake access & fire pit

20ft from the Water with Mountain View!

Seasonal lake side cottage
Cabin rentals with a kayak

Cozy Cabin w/ Pond Access - SKI, SKATE, SNOWMobile

Deluxe cabin #1 at Ames Brook Campground

Beautiful Serene Lake/Ski House with central AC

Log cabin on 5 acres+creek w/ lake access+sleeps 9

+ Cannon Mountain Collective | Forest Undertones +

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views

Cozy waterfront cabin Perkins Pond

White Mountain retreat | waterfront, amazing views
Quick stats about holiday rentals with a kayak in Ashland

Total holiday rentals
Explore 40 holiday rentals in Ashland

Nightly prices starting at
Ashland holiday rentals start at $225 NZD per night before taxes and fees

Verified guest reviews
Over 670 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Ashland holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Ashland rentals

4.8 Average rating
Ashland stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with outdoor seating Ashland
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- House rentals Ashland
- Family-friendly rentals Ashland
- Pet-friendly rentals Ashland
- Waterfront rentals Ashland
- Rentals with a fire pit Ashland
- Rentals with a patio Ashland
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- Bed and breakfasts Ashland
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- Rentals with a kayak Grafton County
- Rentals with a kayak New Hampshire
- Rentals with a kayak United States
- Squam Lake
- Story Land
- Loon Mountain Resort
- Weirs Beach
- Mount Washington Cog Railway
- Pats Peak Ski Area
- Franconia Notch State Park
- Tenney Mountain Resort
- Diana's Baths
- Omni Mount Washington Resort
- King Pine Ski Area
- Cannon Mountain Ski Resort
- Waterville Valley Resort
- Bear Brook State Park
- White Lake State Park
- Pawtuckaway State Park
- Ragged Mountain Resort
- Conway Scenic Railroad
- Cranmore Mountain Resort
- Dartmouth Skiway
- Derryfield Country Club
- Wildcat Mountain
- Crotched Mountain Ski and Ride
- Whaleback Mountain




