
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 G$27,222Â GYD per night before taxes and fees

Verified guest reviews
Over 730 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.

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.

Romantic Mountain Getaway
Come enjoy the peacefulness that only living in the mountains can give you, without letting go of every day luxuries. Our place is ideal for romantic getaways with its beautiful and private setting! Lots of things to do in the area as well. The serene Indian Pond is located just down the road and it is ideal for swimming & kayaking in the summer and snowshoeing in the winter. Hike Mt. Moosilauke and enjoy stunning views, or hike Mt. Cube or Smarts Mountain for smaller fun family adventures.

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.

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.

The Conscious Cabin | Getaways + Retreats
Your cozy, mountain retreat awaits. Settle by the fire in this thoughtfully renovated log cabin, located in the heart of the White Mountains & less than 10 minutes from downtown North Conway's local shops, restaurants & adventures. Just 5 minutes from hiking Mt. Chocorua, paddling Lake Chocorua & exploring the scenic Kancamagus Highway. Featuring a bedroom, loft, full bathroom, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.

Waterfront w Kayaks, Pool table, Pergola, Firepit
Waterfront location nestled in the heart of Laconia. Located on a river connected to Lake Opechee.. Less than 5 minute walk the lake, beaches and downtown. A beautiful 7 mile walking trail “wow trail” right near the property. 2 water facing decks, 1 front porch, 2 grills, fire pit under the pergola, Sundeck on the river, and 2 kayaks are provided with the home. Close to lake Winni, Weirs beach, Bank of NH Pavilion, Gunstock ski and many more local attractions all 10 minutes away

Sunny Waterfront Cottage at FarAway Pond
Spring Skiing! Sugar and Snow 20%discount! March is maple sugar and BIG snow season at Bretton Woods (only 20 min. away). This bright, wood lined cottage has all you need for a peaceful getaway-Hot Tub in private pavilion, Japanese soaking tub, (small) Heat/AC, +fast wifi. Cook in the kitchen or grill in the beach side pavilion. With 68 acres + miles of trails to a nearby state forest, this is the perfect base for peak-season skiing and serene winter adventure. Dogs welcomed!

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

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).

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.

Peaceful Treehouse in Woods with Sauna & Stream
Welcome to Stone City Treehouse! Stone City is a quiet retreat in the Vermont woods where time slows, and nature leads. Thoughtfully crafted spaces—treehouse & glamping stays, forest sauna, and gathering circles—invite deep rest, reconnection, and simple beauty. Come be held by fire, trees, and stillness, and leave feeling grounded, inspired, and gently restored.
Popular amenities for Ashland kayak rentals
House rentals with a kayak

Tranquil Pondside Retreat

Lovely home, across from lake, walk to Meredith

Gorgeous Waterfront Home with Dock and Beach

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

Cozy Private Home in the Mountain Lakes

Lakefront Retreat: Swim, Kayak, Fish, and more!

Quiet lakeside retreat with private dock.

Immaculate Lake House Perfect for Entire Family
Cottage rentals with a kayak

Lovely cottage on Sunrise Lake, Middleton, NH.

Waterfront Retreat on Chalk Pond

Cozy cottage near Gilford, lake access & hot tub!

Waterfront Escape

Conway Waterfront Base for Your Family Memories!

Seasonal lake side cottage

Private Beach, Lake Front, Family Friendly Cottage

Large Private Lake House
Cabin rentals with a kayak

Beautiful Serene Lake/Ski House with central AC

Little House on the Lake in the Forest

Cozy Cabin with Lake Access

Fairlee Log Cabin

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

Cozy waterfront cabin Perkins Pond

Riverfront cabin between Portland & White Mtns.

Barrett’s Cabin-Lakes Region-Private Trails
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Pocono Mountains Vacation rentals
- Québec City Vacation rentals
- The Hamptons Vacation rentals
- Rentals with outdoor seating Ashland
- Rentals with a patio Ashland
- Rentals with lake access Ashland
- Rentals with a fire pit Ashland
- Rentals with breakfast Ashland
- Waterfront rentals Ashland
- Pet-friendly rentals Ashland
- Bed and breakfasts Ashland
- Rentals with a fireplace Ashland
- Rentals with a washer and dryer Ashland
- Family-friendly rentals Ashland
- Rentals with beach access Ashland
- House rentals Ashland
- Rentals with a kayak Grafton County
- Rentals with a kayak New Hampshire
- Rentals with a kayak United States
- White Mountain National Forest
- Story Land
- Squam Lake
- Weirs Beach
- Pats Peak Ski Area
- Loon Mountain Resort
- Mount Washington Cog Railway
- Franconia Notch State Park
- Tenney Mountain Resort
- Omni Mount Washington Resort
- King Pine Ski Area
- Snhu Arena
- Cranmore Mountain Resort
- Gunstock Mountain Resort
- Waterville Valley Resort
- Conway Scenic Railroad
- Cannon Mountain Ski Resort
- Ragged Mountain Resort
- Diana's Baths
- Pleasant Mountain Ski Area
- Bear Brook State Park
- Echo Lake State Park
- Dartmouth College
- Mount Sunapee Resort





