
Vacation rentals with a kayak in Woodstock
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Top-rated kayak rentals in Woodstock
Guests agree: these kayak rentals 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.

Cottage w/ charm, mountain view & river HSI Wi-Fi
Escape to our secluded cottage, where tranquillity meets adventure. Enjoy mountain views + private access to the Pemigewasset 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. Nearby hiking, skiing, and fishing spots offer outdoor activities. With high-speed Wi-Fi and a pet-friendly policy, your stay is comfortable and convenient. Experience the perfect blend of comfort and nature for a memorable getaway!

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.

The Conscious Cabin
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.

Mountain Chalet near a Lake
Enjoy this unique A-Frame Chalet in the coveted Mountain Lakes District of NH just 4 miles outside the White Mountains National Forest. Within 30 minutes to Cannon and Loon Ski Resorts and world famous Franconia Notch State Park, this cozy home gives you all the feels of a mountain lifestyle without giving up any comfort. Sun bathe and barbecue out back on the private decks. Dont foget to relax with a unique nature-surrounded experience in the hot tub! A short walk to a beautiful lake view.

Romantic New England Historic Schoolhouse c1866
Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond and tennis court.

Lux Waterfront Cottage at FarAway Pond
Luxurious Cottage on beautiful private pond. Hot Tub! Outdoor wood fireplace, kayaks & gas fire table. Graceful bridges lead to your Private Island with screened gazebo and hammock. Lounge on the deck with mountain and lake view or hike the trails on our 68 acres to the Gold Mine Trail. With a full kitchen, fine china, new shower, Jacuzzi bathtub, electric fireplaces, and two workspaces, this dog-friendly luxury cottage has it all! Adjacent guest house available for larger groups.

Clean, quaint studio apartment on small farm
Enjoy the Old Farm cottage, a studio apartment on our small homestead in the beautiful Lakes Region. It’s a perfect spot for couples, small families, or traveling nurses. We are within 20 minutes to many beaches, including Lake Winnipesaukee, and provide easy access to head south to the ocean or north to the mountains. You will have your own separate parking/entrance, but are welcome to enjoy our cozy fire pit, stylish treehouse, and backyard access to the network of snowmobile trails.

The Loft at River's Edge w/hot tub!
The Loft at River's Edge is a private, spacious, second floor river view apartment at the end the hosts' main house. Views of the Connecticut River and Vermont's mountains are breathtaking. Spacious lawns abound throughout the property. Guests have their own outdoor area where they can enjoy a hot tub, fire pit, gas grill and picnic table. Kayaks and canoes are available for guests to use free of charge. The loft is a comfortable and peaceful place to call your "home away from home."

CloverCroft - "Far from the madding crowd."
CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.

Fairlee Log Cabin
Cozy Log cabin 0.2 miles from Lake Fairlee! This year-round cabin is a cozy getaway from the hustle and bustle of life. Just two hours north of Boston, and 30 minutes from Dartmouth, Lebanon, and the White River Junction. Additional amenities: -Clawfoot tub -Outdoor firepit -40 acres of land for hiking, mountain biking, snowshoeing, etc. -dog only friendly for a $40 additional fee -**as of 2/1/23 new oven and dishwasher :)

North Country Lake House - Bear
Escape to Bear, a romantic lakeside studio apartment in North Country House, our cozy mini motel. With lake views from every window and a gas fireplace (available seasonally), Bear is perfect for an intimate getaway. It’s the only unit with a bathtub and oven, providing extra comfort for those looking to unwind. Whether relaxing by the water or exploring nearby trails, Bear offers a peaceful, rejuvenating stay.
Popular amenities for Woodstock kayak rentals
House rentals with a kayak

Fish Tales Cabin

4-Season Escape w/ Woodstove, Firepit & Mtn Views

Tranquil Pondside Retreat

On The Rocks

Deer Park-Shuttle-Amenities- Fireplace

Cozy camp for swimming, water sports and more!

Lakefront & Ski Retreat with a Private Beach

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

Lovely cottage on Sunrise Lake, Middleton, NH.

Kolelemook Cottage!

Close to skiing, hot tub, beach access & fire pit

Tiny Lakefront Cottage

Conway Waterfront Base for Your Family Memories!

Beautiful Lakeside Cottage

Large Private Lake House

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

Beautiful Serene Lake/Ski House with central AC

Beautiful private cabin on Big Squam Lake

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views

Cozy waterfront cabin Perkins Pond

Bear Cabin

White Mountain retreat | waterfront, amazing views

Cozy Lake Cabin Hike Ski Kayak FirePit Santas Vil

Lake Front with Private Dock - BRAND NEW Furniture
Quick stats about vacation rentals with a kayak in Woodstock

Total vacation rentals
Explore 20 vacation rentals in Woodstock

Nightly prices starting at
Woodstock vacation rentals start at ﺩ.ﺇ404 per night before taxes and fees

Verified guest reviews
Over 710 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Woodstock vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Woodstock rentals

4.9 Average rating
Woodstock stays are highly rated by guests—averaging 4.9 out of 5!
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- Squam Lake
- Story Land
- Loon Mountain Resort
- Weirs Beach
- Mount Washington Cog Railway
- Franconia Notch State Park
- Diana's Baths
- Omni Mount Washington Resort
- Tenney Mountain Resort
- King Pine Ski Area
- Cannon Mountain Ski Resort
- Waterville Valley Resort
- White Lake State Park
- Conway Scenic Railroad
- Ragged Mountain Resort
- Dartmouth Skiway
- Cranmore Mountain Resort
- Lucky Bugger Vineyard & Winery
- Whaleback Mountain
- Wildcat Mountain
- Northeast Slopes Ski Tow
- Montshire Museum of Science
- Mount Sunapee Resort
- Baker Hill Golf Club




