
Holiday rentals with a kayak in New Fairfield
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in New Fairfield
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Welcome to The Boathouse! Waterfront/Boats/Hot tub
Perched on the water’s edge, you’ll look down from this bright, modern post at an expanse of winding river and broad tree-lined meadows. Let the mellow current and enveloping natural setting satisfy and soothe your senses. This special place is close to everything, making it an ideal launchpad to all the Hudson Valley has to offer. Kingston, New Paltz and Rosendale are all ten minutes away, surrounding you with a plethora of hiking trails, climbing, dining, drinking, entertainment and shopping.

Cozy & Spacious Country Home - All Seasons
We welcome you to stay at our inviting home in the hamlet of High Falls. The two-story early 1900's era farmhouse is set on 12 private acres off a quiet country road in a lovely residential area. Grounds feature access to woods & pond + the canoe-ready Roundout Creek. A large sunlit family room, a variety of games, vast outdoor space with patio furniture, in-ground pool/deck/BBQ/swings/firepit/hammock offer the perfect place to relax and restore your connection to nature, friends and family.

Luxury Lake House Sauna 1h From NYC
Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC

Waterfront Lake House
Welcome to your lakeside retreat! Escape to tranquility and breathtaking views with our unique lakefront Airbnb. Nestled right into the water of Lake Peekskill, our cozy lake house promises the ultimate getaway. Adventure awaits right outside your door! Take advantage of complimentary paddleboard or kayaks for a leisurely paddle on the lake. Located just minutes from renowned hiking trails and delicious dining options, our Airbnb offers the perfect balance of serenity and convenience.

Private Beach, Paddle Board, Swim
Escape daily stress at Deer Ridge Cabin CT, a bright and airy retreat with all amenities. Enjoy the private beach and paddleboarding at the lake, a 4-minute walk away! or exploring nearby hiking trails. Only a 10-minute drive to downtown Lichfield to indulge in great restaurants and shopping. Experience local wineries. Conveniently located 2 hours from NYC, this peaceful cabin offers a quick escape to nature while being close to everything! Deer Ridge Cabin CT is your perfect getaway!

Cozy Cottage |Quintessential CT | Pet Friendly
Escape to the Cottage at the Grove - with a cozy wood burning fireplace and inviting sectional it is the perfect winter sanctuary. Well equipped with all the amenities; from a fully stocked kitchen to bath salts for the deep soaking tub. One bedroom w/ en-suite bath & pull-out full size sofa bed. Just 30 min to Mohawk or Southington Ski Mountains. Just 10 min to downtown Litchfield, close to local farms & vineyards. For security we have two exterior cameras facing the door & driveway.

The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

Lakeside Private Guest Suite
Feel like you're in your own studio apartment in the spacious, bright lower level of our home! Walk out to your own lounging/dining area. Guests have their own separate entrance & parking space(s). Enjoy the serenity of Camp Columbia state park, as it is our extended backyard. Tip: The sunsets are beautiful! 2 hours from NYC, 30-45 minutes to local skiing & just 10 minutes to Washington Depot. We've recently made some updates in response to guests' feedback!

Cozy Scenic New England country retreat w/ hiking
Cozy and private studio in attached guest house on 3 bucolic acres w/pond. Two free kayaks parked by the lake town beach (only 3 miles away). Self check-in with private entrance. Enjoy scenic views of pond and farms from deck & patio with your own grill & fire pit. Mosey along our scenic road to nature preserve. 3 miles to quaint town with restaurants & coffee. Close to Appalachian Trail & other great hiking. Pets welcome. Inquire about min stay requirements.

Candlewood Lakefront Retreat
This beautiful custom-built lakefront house is located only 90 min from NYC. Surrounded by nature, it is serene and peaceful. This spacious and cozy home has panoramic views from the living room, office, and master. The owners have tastefully updated throughout. If you are looking for a truly unique and peaceful retreat on the lake, come have an al fresco morning coffee, or sunset dinner while sitting outside on the deck gazing at the rippling lake.

Twin Lakes Designer A-frame Stone Cottage
*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.

Waters' Edge on the Esopus
Welcome to Waters' Edge, a beautiful eclectic cottage set on a perfect stretch of the Esopus Creek. Just two hours from the city, you are surrounded by a wonderful cultural experience, great music, farm to table restaurants, art galleries and antique stores. And for the outdoor enthusiast there is something for everyone! Always something happening in the Hudson Valley no matter what time of year you visit.
Popular amenities for kayak rentals in New Fairfield
House rentals with a kayak

Beachfront house on Long Island Sound

Waterfront Three bedroom in Saugerties w/ Hot Tub

Chef's kitchen, seclusion, and breathtaking views

Perfect New Paltz Location!

Tranquil Lake Escape! Amazing views, Fireplace!

Magical Waterfront Escape on the Esopus Creek

Twin Island Lake House • Hot Tub

Peaceful Riverfront Cottage with Private Hot tub
Cottage rentals with a kayak

Private Lake House 1 Hour to NYC & Near Westpoint

Cottage with Private Deck on 8 acres of Woods

Waterlily Lakehouse - Modern+Waterfront+Retreat

Sunset Cabin Modern Home Kayak FirePit Lake Access

Be in Nature at this Gorgeous Riverfront Cabin

Hudson Valley Lakefront Cottage | Nature Escape

Charming Fairfield Beach Cottage

Lakefront Cottage near Hudson Valley
Cabin rentals with a kayak

Luxury Scandi Lakeside Cabin with Woodfired Sauna

Modern Nordic Designed Cabin

Cascade-Cabin

Cozy Cabin with Pond on Six Acres

Lakefront Log Cabin

Rustic Pond Cabin: Nature, Stars & Serenity

Design-Forward Riverfront Cabin on 120 Acres

Private Woodstock Getaway w Hot Tub
When is the best time to visit New Fairfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £172 | £168 | £164 | £253 | £317 | £319 | £365 | £374 | £245 | £272 | £262 | £237 |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about holiday rentals with a kayak in New Fairfield

Total holiday rentals
Explore 30 holiday rentals in New Fairfield

Nightly prices starting at
New Fairfield holiday rentals start at £52 per night before taxes and fees

Verified guest reviews
Over 1,340 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of New Fairfield holiday rentals include wifi access

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

4.9 Average rating
New Fairfield stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a firepit New Fairfield
- House rentals New Fairfield
- Rentals with lake access New Fairfield
- Rentals with outdoor seating New Fairfield
- Rentals with a patio New Fairfield
- Pet-friendly rentals New Fairfield
- Rentals with a washing machine and dryer New Fairfield
- Waterfront rentals New Fairfield
- Rentals with beach access New Fairfield
- Rentals with a fireplace New Fairfield
- Family-friendly rentals New Fairfield
- Rentals with a kayak Connecticut
- Rentals with a kayak United States
- Bronx Zoo
- Yale University
- Yankee Stadium
- Fairfield Beach
- Thunder Ridge Ski Area
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Mount Peter Ski Area
- Sunken Meadow State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
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- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Bear Mountain State Park
- Taconic State Park
- Yale University Art Gallery
- Mount Southington Ski Area
- Ski Sundown
- Sleeping Giant State Park
- Sherwood Island State Park
- Compo Beach
- Opus 40




