
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.

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.
LocationOutdoor spacesDecor

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 spacesCondition

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!
LocationValueAccess

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.
ValueLocationSleep quality

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.
Outdoor spacesLocationLaundry

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!
LocationOutdoor spacesHiking

Cabin #6
This charming one-room cabin features an electric fireplace stove, cozy sitting area, full kitchen, dining area, double-size bed, and full bath. Its vintage New Hampshire theme makes it our most romantic cabin! Enjoy access to a private beach, playground, outdoor fire pit, BBQs, and lawn games for all ages. Dock space upon request, availability, and additional fee. Guests can take advantage of our kayaks, canoes, and SUP boards to explore the beauty of Squam Lake!
LocationViewHospitality

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
Outdoor spacesValuePool

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).
LocationOutdoor spacesAccess

Blue Spruce Mirror House at FarAway Pond
Our premier Blue Spruce Mirror House floats directly over FarAway Pond for a spectacular waterfront escape. This striking glass sanctuary features a private dock with kayaks, a hot tub, and an exclusive glass-sided, wood-fired sauna. Complete with a fire table, gas grill, and scenic deck seating- the ultimate adventure base for two. Sip a complimentary bottle of wine while you relax at your perfect escape in the White Mountains.
LocationOutdoor spacesHiking

A luxury log apartment located on the Saco River
This exquisite log apartment offers a one of a kind luxury experience with a private master bedroom including a gas stone fire place, king bed with exquisite bedding and a balcony which overlooks a 140’ private beach on the Saco River. Also included is a fully equipped designer kitchen/living area with a queen sofa bed, a full spa-like bathroom with a steam shower, Kohler bidet, and soaking tub.
ValueLocationAmenities

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.
LocationValueComfort
Popular amenities for Ashland kayak rentals
Holiday House Rentals with a Kayak

New Home Discount! Lakefront|Dock|Fireplace|XBox
LocationValueKitchen

Lovely home, across from lake, walk to Meredith
Outdoor spacesLocationBeach

Holderness Hideaway 3BR/2BA Home near Meredith
LocationValueFamily

Cozy Private Home in the Mountain Lakes
Outdoor spacesLocationParking

Peaceful Lakefront Retreat
Outdoor spacesValueWalkability

Winnipesaukee Lakefront Luxury unit #2 w Hot tub
ValueOutdoor spacesView

Peaceful 4 bedroom lakehouse retreat
Outdoor spacesLocationWi-Fi

Immaculate Lake House Perfect for Entire Family
LocationOutdoor spacesBathroom
Cottages with a kayak

Gorgeous Romantic Lakefront Getaway
Outdoor spacesLocationLayout

Smokey Pines Camp
Outdoor spacesValueView

Waterfront Cottage Private Dock | Kayaks | Rowboat
Outdoor spacesLocationFamily

Lovely cottage on Sunrise Lake, Middleton, NH.
LocationOutdoor spacesHiking

Waterfront Retreat on Chalk Pond
ValueOutdoor spacesTV

Kolelemook Cottage!
LocationOutdoor spacesWi-Fi

Tiny Lakefront Cottage
ValueLocationIndoor spaces

Seasonal lake side cottage
Outdoor spacesValueNearby
Cabin rentals with a kayak

Beautiful Serene Lake/Ski House with central AC
ValueOutdoor spacesAmenities

Little House on the Lake in the Forest
LocationOutdoor spacesBeach

Beautiful private cabin on Big Squam Lake
Outdoor spacesValueNearby

Fairlee Log Cabin
Outdoor spacesValueDecor

The Conscious Cabin | Getaways + Retreats
ValueOutdoor spacesHeating

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

Cozy waterfront cabin Perkins Pond
Outdoor spacesLocationAir conditioning

The Pioneer Lakeside Cabin
ValueOutdoor spacesIndoor spaces
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 | $532 NZD | $549 NZD | $555 NZD | $567 NZD | $474 NZD | $532 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
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- 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





