
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 $218 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!

Birch Mirror House at FarAway Pond
ÖÖD Birch House at FarAway Pond offers a spectacular view of FarAway pond and mountains beyond. Perched above the pond, the Birch House features mirrored glass walls for full immersion into nature's beauty. Unwind in the hot tub on your private deck, grill or sit by your fire, then wander to your private kayak dock for a peaceful paddle or swim. With 68 acres and miles of trails leading to a nearby state forest, this is the perfect getaway for unparalleled peace and adventure. Dogs welcomed!

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.

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.

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.

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!

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).

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.

Beautiful Serene Lake/Ski House with central AC
Come enjoy the summer at our beautiful secluded lake house in New Hampshire! Swim, fish, kayak right in our backyard! Enjoy a good night with friends and family sitting around the fire, roasting marshmallows and watching the beautiful stars or play some games inside our rustic cottage. Activities in the area include Newfound lake, hiking, golf, winery, NH rail trail, entertainment complex. Sheets, towels and other necessities provided.

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

Secluded Forest Getaway 2 Mins Downtown Littleton

Waterfront home on Squam Lake

Holderness Hideaway 3BR/2BA Home near Meredith

kids hidden room, firepit, Kayaks/Canoes, ev

Immaculate Lake House Perfect for Entire Family

Winnipesaukee Lakefront Luxury unit #6 w Hot tub

Lovely home, across from lake, walk to Meredith

Luxury Lake House +Hot Tub! Waterfront Magic in NH
Cottages with a kayak

Beautiful Lakeside Cottage

Gorgeous Romantic Lakefront Getaway

Kolelemook Cottage!

Waterfront Cottage Private Dock | Kayaks | Rowboat

Tiny Lakefront Cottage

Large Private Lake House

1B Cottage w/Kayaks-Lake Winnipesaukee View/Access

Smokey Pines Camp
Cabin rentals with a kayak

Fairlee Log Cabin

Cozy waterfront cabin Perkins Pond

Little House on the Lake in the Forest

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

The SugarShack at Sweetwater

The Conscious Cabin | Getaways + Retreats

Sunny Lakeside Cabin + Dock and Boats

Bear Cabin
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $532 NZD | $532 NZD | $532 NZD | $532 NZD | $526 NZD | $543 NZD | $549 NZD | $561 NZD | $469 NZD | $526 NZD | $532 NZD | $532 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
- 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
- Loon Mountain Resort
- Pats Peak Ski Area
- Mount Washington Cog Railway
- Dartmouth College
- Cranmore Mountain Resort
- Snhu Arena
- Tenney Mountain Resort
- Franconia Notch State Park
- Gunstock Mountain Resort
- Omni Mount Washington Resort
- King Pine Ski Area
- Conway Scenic Railroad
- Pleasant Mountain Ski Area
- Ragged Mountain Resort
- Bear Brook State Park
- Waterville Valley Resort
- Crawford Notch State Park
- Attitash Mountain Resort
- Flume Gorge
- Echo Lake State Park





