
Vacation rentals with a kayak in Ashland
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Top-rated kayak rentals in Ashland
Guests agree: these kayak rentals 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.

Historic Schoolhouse c1866 / Sauna + Hot Tub + Gym
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, gym and tennis court.

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!

Hotel Style room w/pool, stunning Mountain view
Stylishly renovated Hotel room at the Lodge at Lincoln Station resort. Sleeps 2. Featuring King bed, Microwave and coffee maker. Seated at the base of Loon Mountain’s South Peak, in New Hampshire's gorgeous White Mountains. Enjoy nature, hiking and lovely mountain scenery! Great area dining, and outdoor activities. Indoor pool and Jacuzzi are open and located in our facility. Great restaurants within walking distance. Free shuttle bus service to Loon Lift gate. Pemigewasset River in back.

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.

Quaint lakefront; firepit, boat, kayaks, hammock
A peaceful retreat or fun-filled vacation. 160 feet of direct waterfront on crystal-clear Kolelemook Lake in the Sunapee watershed. Kayaks, paddle-boards, canoe, row boat — all provided! The house is 20 mins from ski resorts, x-country skiing, snow shoe trails, tubing. Optimal snowmobile location with several primary and secondary trails right down the street. Fully-stocked kitchen. Dishwasher. Washer/Dryer. Linens provided. Firewood provided. Complimentary bottle of wine.

☀ 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).

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 Mount 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!

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.

Quiet and large Squam Lake House. Lake Region
Squam Lake, large family friendly house, 40'x50' deck with great 20'x20' screened-in section, hot tub (seasonal), lots of hiking trails local, great Foliage, Many Lakes Region attractions close. Foosball, corn hole, movie room, games, etc. Short walk down the road to a shared separate 40' Beach with swim docks and kayaks (5 min walk). Close to many ski mountains and other winter activities. Loon, Waterville, Gunstock, etc.

Riverfront cabin between Portland & White Mtns.
Look out onto the always-changing Ossipee River from this cute little log cabin. Use our tandem kayak, or fish and swim from our dock. In the winter months, ride your snowmobile right from the driveway, take a brewery tour in Portland, head to the White Mountains, or just watch the river go by. Cornish, Maine is just 12 minutes away and has plenty of dining and shopping opportunities.
Popular amenities for Ashland kayak rentals
House rentals with a kayak

Melvin Village - 5 Bed/3 Bath - Lake Winnipesaukee

Cozy Historic Home on Squam River

Chocorua Lakefront HotTub,Fireplace, Swim,Hike,Ski

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

Cozy Private Home in the Mountain Lakes

Cozy camp for swimming, water sports and skiing!

Blue Breeze - Private lakefront w/ Hot Tub

Hot Tub Haven: Dog-Friendly Retreat
Cottage rentals with a kayak

Lovely cottage on Sunrise Lake, Middleton, NH.

Completely updated detached cottage/Paugus Bay!

Cottage w/ charm, mountain view & river HSI Wi-Fi

Kolelemook Cottage!

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

Tiny Lakefront Cottage

Beautiful Lakeside Cottage

Large Private Lake House
Cabin rentals with a kayak

Hill Studio

Beautiful Serene Lake/Ski House with central AC

+ Cannon Mountain Collective | Forest Undertones +

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views

The Conscious Cabin

Fairlee Log Cabin

Cozy waterfront cabin Perkins Pond

Bear Cabin
Quick stats about vacation rentals with a kayak in Ashland

Total vacation rentals
Explore 40 vacation rentals in Ashland

Nightly prices starting at
Ashland vacation rentals start at G$27,162 GYD per night before taxes and fees

Verified guest reviews
Over 700 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Ashland vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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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- House rentals Ashland
- Rentals with a patio Ashland
- Rentals with a fire pit Ashland
- Pet-friendly rentals Ashland
- Rentals with lake access Ashland
- Rentals with a fireplace Ashland
- Rentals with breakfast Ashland
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- Rentals with a washer and dryer Ashland
- Rentals with beach access Ashland
- Waterfront rentals Ashland
- Bed and breakfasts Ashland
- Family-friendly rentals Ashland
- Rentals with a kayak Grafton County
- Rentals with a kayak New Hampshire
- Rentals with a kayak United States
- White Mountain National Forest
- Squam Lake
- Story Land
- Pats Peak Ski Area
- Loon Mountain Resort
- Weirs Beach
- Mount Washington Cog Railway
- King Pine Ski Area
- Cranmore Mountain Resort
- Tenney Mountain Resort
- Franconia Notch State Park
- Omni Mount Washington Resort
- Diana's Baths
- Cannon Mountain Ski Resort
- Gunstock Mountain Resort
- Waterville Valley Resort
- Ragged Mountain Resort
- Bear Brook State Park
- Conway Scenic Railroad
- Wildcat Mountain
- Crotched Mountain Ski and Ride
- Montshire Museum of Science
- Mount Sunapee Resort
- Echo Lake State Park




