
Vacation rentals with a kayak in Ashland
Find and book unique kayak rentals on Airbnb
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 ﺩ.ﺇ 477 per night before taxes and fees

Verified guest reviews
Over 830 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!
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.
ValueOutdoor spacesSleep quality

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.
ValueLocationLayout

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.
LocationOutdoor spacesDecor

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!
ValueLocationAccess

Immaculate Lake House Perfect for Entire Family
This lakefront cottage is a perfect combination of luxury, comfort and fun for the entire family. Take in the views from the deck while the kids play on shore, swim and jump from the swim platform. Grab a kayak and explore the pond before enjoying dinner on the one-of-a-kind floating picnic table and roasting s’mores over the fire. For a cozy winter stay-XC ski, snowshoe or sled right out the back door. Inside, cozy up with a good book in front of the fireplace or gather to play board games
Outdoor spacesLocationAir conditioning

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.
LocationOutdoor spacesRiver

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. Mini splits for AC and heat in all bedrooms and common area. 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.
Outdoor spacesLocationGrill

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!
ValueLocationNearby

Modern Rustic Cabin with Sauna near Lake and Hike
Escape to Black Dog Cabin, less than 2 hours from Boston: - Gather under the stars by the fire pit - Relax or grill on the huge back deck & sauna - Enjoy our pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain resorts - Hike, bike & snowshoe at nearby 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.
Outdoor spacesLocationCheck-in

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).
Outdoor spacesValueGetting around

Cabin #4 "The Birch" with Lake View
This cozy cabin features a living room with an electric fireplace stove, full kitchen, dining area, and two bedrooms (1 queen-size bed and a twin-over-full bunk). With stunning views of Evans Cove on Little Squam, it’s perfect for a lakeside getaway. Enjoy a private beach, playground, outdoor fire pit, BBQs, and lawn games. Dock space upon availability & additional fee. Guests can explore Squam Lake using our kayaks, canoes, or SUP boards.
LocationIndoor spacesHospitality

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.
Outdoor spacesValueFamily
Popular amenities for Ashland kayak rentals
House rentals with a kayak

New Home Discount! Lakefront|Dock|Fireplace|XBox
ValueOutdoor spacesHospitality

Secluded Waterfront Retreat with Luxe Amenities
LocationAccuracyDecor

Lovely home, across from lake, walk to Meredith
LocationOutdoor spacesParking

Snowy Acres
LocationHospitalityCheck-in

Holderness Hideaway 3BR/2BA Home near Meredith
Outdoor spacesValueTV

Winnipesaukee Lakefront Luxury unit #2 w Hot tub
Outdoor spacesValueCleanliness

Lakeview Cabin w/ Private Beach & All-Season Fun
LocationOutdoor spacesCheckout

Quiet lakeside retreat with private dock.
Outdoor spacesValueAccuracy
Cottage rentals with a kayak

Smokey Pines Camp
Outdoor spacesLocationWalkability

Gorgeous Romantic Lakefront Getaway
LocationValueGetting around

Waterfront Cottage Private Dock | Kayaks | Rowboat
Outdoor spacesLocationComfort

Lovely cottage on Sunrise Lake, Middleton, NH.
Outdoor spacesLocationQuiet

Waterfront Retreat on Chalk Pond
Outdoor spacesLocationLaundry

Kolelemook Cottage!
LocationOutdoor spacesSleep quality

Tiny Lakefront Cottage
ValueLocationAccuracy

Beautiful Lakeside Cottage
ValueLocationDecor
Cabin rentals with a kayak

Beautiful Serene Lake/Ski House with central AC
ValueOutdoor spacesView

Little House on the Lake in the Forest
Outdoor spacesLocationSleep quality

Beautiful private cabin on Big Squam Lake
ValueOutdoor spacesCleanliness

The Conscious Cabin | Getaways + Retreats
Outdoor spacesLocationCleanliness

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

Fairlee Log Cabin
LocationOutdoor spacesCleanliness

Cozy waterfront cabin Perkins Pond
ValueLocationAccuracy

The Pioneer Lakeside Cabin
LocationValueNearby
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,164 | ﺩ.ﺇ 1,164 | ﺩ.ﺇ 1,164 | ﺩ.ﺇ 1,164 | ﺩ.ﺇ 1,149 | ﺩ.ﺇ 1,186 | ﺩ.ﺇ 1,201 | ﺩ.ﺇ 1,227 | ﺩ.ﺇ 1,025 | ﺩ.ﺇ 1,149 | ﺩ.ﺇ 1,164 | ﺩ.ﺇ 1,164 |
| 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 |
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- 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
- Loon Mountain Resort
- Pats Peak Ski Area
- Mount Washington Cog Railway
- Dartmouth College
- Snhu Arena
- Cranmore Mountain Resort
- Tenney Mountain Resort
- Franconia Notch State Park
- Omni Mount Washington Resort
- Gunstock Mountain Resort
- King Pine Ski Area
- Conway Scenic Railroad
- Ragged Mountain Resort
- Pleasant Mountain Ski Area
- Bear Brook State Park
- Attitash Mountain Resort
- Waterville Valley Resort
- Crawford Notch State Park
- Echo Lake State Park
- Cannon Mountain Ski Resort





