
Holiday rentals with a kayak in Ashland
Find and book unique kayak rentals on Airbnb
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 $221 NZD per night before taxes and fees

Verified guest reviews
Over 830 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, Wifi and Pool across Ashland rentals

4.8 Average rating
Ashland stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated Accommodation with a Kayak in Ashland
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

Luxury Year-round Treehouse with private hot tub
The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Hill Studio
Take it easy at this unique and tranquil getaway. This former Architect’s studio has been set up as a one bedroom guest house. It is a wonderful spot to relax and snuggle up next to the fire with your favorite book, beverage, or a special someone. The studio is very private with only the trees or maybe a visiting moose to see in. We are 30 min. to Ragged Mountain and Newfound Lake. We have a friendly dog and preapproved well-behaved pets are welcome. An all-wheel drive car is needed in winter.

Inclusive Forest Retreat Like No Other!
Relax in a hushed pine forest surrounded by beautiful private walking trails, with everything you need at your fingertips! We make off-grid living luxurious with high end bedding, fresh bread & 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!

Mountain Lodge with Private Sauna
Escape to Darkfrost Mountain Lodge, less than 2 hours from Boston - Gather under the stars by the fire pit & garden - Relax or grill on patio with woodland views - Enjoy a pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain - Explore hiking, biking & snowshoeing nearby at Wellington, Cardigan Mountain State Parks, AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 available cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

Kolelemook Cottage!
Kolelemook Cottage - a peaceful lakeside retreat that offers something for everyone all year round. With pristine and shallow water, this lake is perfect for family recreation. We offer an inflatable swim platform, children and adult kayaks, as well as a paddle board for seasonal enjoyment (available Memorial Day-October 15). Board games and Smart TV for indoor entertainment. 10 min. to downtown New London, 20 min. to Sunapee Ski Resort, with loads of hiking options just a short drive away.

Cozy Historic Home on Squam River
Welcome to our beautiful home in Ashland, NH! Nestled on a picturesque acre along Squam River, this cozy home with modern touches offers everything you need for a relaxing vacation no matter the season. Walking distance to restaurants, minutes to Squam and Plymouth State. 10 minutes to hiking trails and 30 minutes to major ski resorts. Keep a window open to hear a waterfall, dine outside and gather around a fire pit, or retreat to a renovated sugar shack. Our Ashland retreat has it all.

Charming Mountain view w/ River HSI Wi-Fi / Pets
Escape to our secluded cottage, where tranquillity meets adventure, & have access to towns in 10 min. Enjoy mountain views, private hiking/snowshoeing trails & the Pemi 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. Local hiking, skiing, golfing, and fishing spots offer outdoor activities. With HS Wi-Fi & a pet-friendly policy (pet fee $80), your stay is comfortable and convenient!

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

Lovely home, across from lake, walk to Meredith
Hilltop Lakeview Retreat is a quiet and private modern oasis! Across the street from Lake Waukewan and a short walk to Main St in Meredith, NH, this 4 bedroom 3.5 bath home sleeps 12! Well behaved dogs are allowed with a pet fee. A 3 minute drive gets you to the Meredith town docks and Hesky Park. Stroll through the local shops and visit the restaurants for a culinary delight. Take in the Meredith Sculpture Art Walk, or Weirs Beach is only a 10 min drive.

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).

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.

kids hidden room, firepit, Kayaks/Canoes, ev
Relax, recharge, reconnect. Whatever you are looking for from your stay, it would be an honor to host you in The Riverview Haven. Planning a vacation is a big decision but our goal is to do everything we can to create an unforgettable experience with your friends, family, & loved ones. Message us for local event information, trip planning and seasonal discounts! Kayla and Charlie.
Popular amenities for Ashland kayak rentals
Holiday House Rentals with a Kayak

Secluded Forest Getaway 2 Mins Downtown Littleton

Cozy Private Home in the Mountain Lakes

Waterfront, Wood stove & Private beach, Solo Stove

Lakeside Getaway~EV Charger~15mns to Gunstock

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

Birch Mirror House at FarAway Pond

Hot Tub Retreat w/ River Access | 2 King Suites

Immaculate Lake House Perfect for Entire Family
Cottages with a kayak

Beautiful Lakeside Cottage

Waterfront Retreat on Chalk Pond

Smokey Pines Camp

Gorgeous Romantic Lakefront Getaway

Tiny Lakefront Cottage

Quaint lakefront; firepit, boat, kayaks, hammock

RiverPine Retreat - Clean & Bright Waterfront Home

Waterfront Cottage Private Dock | Kayaks | Rowboat
Cabin rentals with a kayak

Cozy waterfront cabin Perkins Pond

Dreamy Lakefront: Hot Tub, Kayaks, & Kid-friendly

The Conscious Cabin | Getaways + Retreats

The SugarShack at Sweetwater

Little House on the Lake in the Forest

Fairlee Log Cabin

Beautiful Serene Lake/Ski House with central AC

Beautiful private cabin on Big Squam Lake
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $538 NZD | $538 NZD | $538 NZD | $538 NZD | $531 NZD | $548 NZD | $555 NZD | $567 NZD | $473 NZD | $531 NZD | $538 NZD | $538 NZD |
| Avg. temp | -5°C | -4°C | 1°C | 7°C | 14°C | 19°C | 22°C | 21°C | 16°C | 10°C | 4°C | -2°C |
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Bar Harbor Holiday rentals
- Salem Holiday rentals
- Rentals with lake access Ashland
- House rentals Ashland
- Family-friendly rentals Ashland
- Rentals with beach access Ashland
- Pet-friendly rentals Ashland
- Rentals with breakfast Ashland
- Bed and breakfasts Ashland
- Waterfront 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
- Weirs Beach
- Pats Peak Ski Area
- Mount Washington Cog Railway
- Dartmouth College
- Snhu Arena
- Tenney Mountain Resort
- Cranmore Mountain Resort
- Franconia Notch State Park
- Gunstock Mountain Resort
- Conway Scenic Railroad
- Ragged Mountain Resort
- Pleasant Mountain Ski Area
- Bear Brook State Park
- Waterville Valley Resort
- Echo Lake State Park
- Diana's Baths
- Crawford Notch State Park
- Attitash Mountain Resort
- Flume Gorge
- Squam Lakes Natural Science Center
- Ice Castles





