
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$27,199 GYD 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.

20 Mile Bay - Tuftonboro - Lake View Pet friendly
Directly across from 20 Mile Bay on Lake Winnipesaukee in Tuftonboro. This 4 bedroom / 2.5 bathroom home sleeps up to 10 adults or 15 total people. The front deck overlooks the lake with unobstructed views. We provide kayaks, inflatable boats, & beach chairs for guests. We are pet friendly with $50 Fee only for pets registered at the time of booking. No unregistered pets allowed. The property is surrounded by conservation land. The Chandler Wild Park Trail has an entrance right in front o

Holderness Hideaway 3BR/2BA Home near Meredith
Holderness Hideaway is the quintessential New Hampshire retreat—perfect for families or friends seeking peaceful escapes. Set back from the road with plenty of space to relax and unwind. It’s minutes from downtown Holderness and only 10 minutes to Meredith and Lake Winnipesaukee. Spend days boating on the lakes, hiking nearby trails, or exploring the Squam Lakes Science Center. Evenings are made for games, s’mores, and cozy nights by the fire. Experience the best of lake life and mountain charm!

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.

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.

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 River Cottage w/ Pvt. Trail
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!

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.

Lake cabin, private beach, ski 10 min
Five bedrooms, two full baths, sleeps 10. Our own private beach plot is steps across the road, with two kayaks, beach chairs, and life jackets already down there. Full kitchen, grill, and a big table for meals or board games. Stone fireplace and propane fire pit for after. Swim in summer, hike the foliage in fall, ski Tenney, Ragged, Waterville, or Loon in winter — all under an hour. A/C, fast Wi-Fi, pet-friendly.

Hidden Kids Room | Kayaks | Fire Pit | Epic views
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.

New Home Discount! Lakefront|Dock|Fireplace|XBox
Lakefront 4BR home in Meredith, NH—perfect for families! Enjoy private lake access, a dock to bring your boat, fireplace, fully stocked kitchen, Xbox, washer/dryer, and a private office. Every bedroom has lake views; 3 open to a waterside deck. Minutes to downtown Meredith and the shops, ice cream, and dining. Relax, play, and make lifelong memories in the NH Lakes Region!
Popular amenities for Ashland kayak rentals
House rentals with a kayak

Quiet lakeside retreat with private dock.

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

Squam waterfront 2 bed 2bath (Suite 8)

Secluded Waterfront Retreat with Luxe Amenities

Immaculate Lake House Perfect for Entire Family

Private lake access, cozy retreat, skiing, shops

Winnipesaukee Lakefront Luxury unit #4 w Hot tub

Peaceful 4 bedroom lakehouse retreat
Cottage rentals with a kayak

Quaint lakefront; firepit, boat, kayaks, hammock

Kolelemook Cottage!

Large Private Lake House

Lovely cottage on Sunrise Lake, Middleton, NH.

Waterfront Cottage Private Dock | Kayaks | Rowboat

Smokey Pines Camp

Eclectic Lakefront Cottage on Great East Lake

RiverPine Retreat - Clean & Bright Waterfront Home
Cabin rentals with a kayak

Hill Studio

Riverfront cabin between Portland & White Mtns.

Breezy Moose - A Frame Cabin/ Pet friendly

Beautiful Serene Lake/Ski House with central AC

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

Waterfront,Hot tub,Private dock,Freshly renovated

Cozy waterfront cabin Perkins Pond

Fairlee Log Cabin
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$66,323 GYD | G$66,323 GYD | G$66,323 GYD | G$66,323 GYD | G$65,486 GYD | G$67,578 GYD | G$68,415 GYD | G$69,880 GYD | G$58,373 GYD | G$65,486 GYD | G$66,323 GYD | G$66,323 GYD |
| 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
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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
- Loon Mountain Resort
- Pats Peak Ski Area
- Mount Washington Cog Railway
- Snhu Arena
- Cranmore Mountain Resort
- Dartmouth College
- Tenney Mountain Resort
- Franconia Notch State Park
- Pleasant Mountain Ski Area
- Omni Mount Washington Resort
- Gunstock Mountain Resort
- Conway Scenic Railroad
- Ragged Mountain Resort
- Bear Brook State Park
- Attitash Mountain Resort
- Echo Lake State Park
- Crawford Notch State Park
- Diana's Baths
- Waterville Valley Resort
- Flume Gorge





