
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.

Modern Nordic Designed Cabin
Newly designed Modern Nordic Cabin. Escape to the tranquility of the mountains and lakes. The Nordic cabin is modern with high-end finishes throughout. The open concept living area features a fireplace, waterfall shower, vaulted ceilings, and large windows that offer stunning views of the surrounding forest and lake. Getting to and from NYC is easy. There is a bus stop down the street and a train station 15 minutes away. Perfect for a convenient getaway from the city Warwick town Permit 33274

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.

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

Lakefront Cottage near Hudson Valley
Named in the Top 30 U.S. Lakehouse Rentals by Refinery29 in May'21, this beautiful, secluded cottage on pristine Lake Oscawana has breathtaking views. Escape the city and enjoy the fresh country air! Extra-large great room, cathedral ceilings, loft bedroom, kitchenette, bathroom, fireplace, wall of double-height windows with spectacular lake views. Central AC/heat, hardwood floors, private large deck with BBQ. Dock nestled in a cove where you can swim or paddleboard. Only 1 hour from NYC.

Cozy Getaway | Pet Friendly | Litchfield Cty
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.

Waterfront, Dog & Family Friendly, Cozy Cottage
El Girasol, "The Sunflower," a sunny, family and pet friendly cottage on the Esopus Creek in the Catskill Mountains. Our home is fully furnished with global & vintage finds. This charming cottage has 2 beds, spacious living room with a big, comfy sleeper sofa and cozy electric fireplace & fully equipped kitchen combined with a dining room. Creek access, BBQ, fire pit, fenced in backyard, & 2 decks makes our home a great destination for a relaxing getaway with family, friends and pets.

Creekside Cottage
Set on the beautiful Esopus Creek, this lovely 2 BR, 2 bath home is perfect for a get-away w/family, friends or a romantic or creative retreat. It's just a 15-20 minute drive to the quaint Village of Saugerties, Kingston, Woodstock & Rhinebeck. Sit & watch the river run by on the screened porch or on the deck down by the river's edge, bbq (4 burner gas stove), play board games, take a kayak or swim in the river. Kitchen w/full amenities. Pets are not allowed unless pre-approved.

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!

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.

The Little Lake Cabin— hot tub, fire pit, & kayaks
Named one of the best Airbnbs in CT by Business Insider, The Little Lake Cabin is the perfect place to soak in the magic of nature by relaxing, hiking, and enjoying the lake. The cabin is a place to slow down and reconnect. Spend your days on the lake, exploring nearby towns, wineries & antique shops & your nights in the hot tub, by the fire pit roasting s'mores and gazing up at the stars.
Popular amenities for kayak rentals in New Fairfield
House rentals with a kayak

Beachfront house on Long Island Sound

The Best Lake House! *Ask About Boat Use Promo*

Crystal Wave LakeHouse

The Katalpa House -by the beach

Steps2Beach, Fish Pond, Tropical Backyard Oasis!

Waterfront!-Hot Tub-The Charles Island Beach House

3 Bedroom Beach House with 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

Sunset Cabin Modern Home Kayak FirePit Lake Access

Be in Nature at this Gorgeous Riverfront Cabin

Lakefront cottage on Candlewood Lake

Picturesque Cottage on Private LAKE (2 of4)

Romantic House on a Magical Lake

Waterfront, Wooded Cottage on Candlewood Lake
Cabin rentals with a kayak

Luxury Scandi Lakeside Cabin with Woodfired Sauna

Cascade-Cabin

Cozy Cabin with Pond on Six Acres

Cozy Cabin, Fireplace, Ski Nearby

Lakefront Log Cabin

Rustic Pond Cabin: Nature, Stars & Serenity

Serene Lakefront Retreat with Stunning Foliage

Lakeside Cottage: Boulder's Bluff
When is the best time to visit New Fairfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹20,334 | ₹19,891 | ₹19,447 | ₹29,925 | ₹37,561 | ₹37,739 | ₹37,739 | ₹44,398 | ₹36,407 | ₹27,172 | ₹27,349 | ₹26,550 |
| 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 20 holiday rentals in New Fairfield

Nightly prices starting at
New Fairfield holiday rentals start at ₹14,208 per night before taxes and fees

Verified guest reviews
Over 1,230 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
20 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!
Destinations to explore
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- Rentals with lake access New Fairfield
- Rentals with a fireplace New Fairfield
- Rentals with a firepit New Fairfield
- Pet-friendly rentals New Fairfield
- House rentals New Fairfield
- Rentals with a patio New Fairfield
- Rentals with outdoor seating New Fairfield
- Rentals with beach access New Fairfield
- Family-friendly rentals New Fairfield
- Rentals with a washing machine and dryer New Fairfield
- Waterfront rentals New Fairfield
- Rentals with a kayak Connecticut
- Rentals with a kayak United States
- Yale University
- Yankee Stadium
- Fairfield Beach
- Rye Beach
- Minnewaska State Park Preserve
- Bronx Zoo
- Thunder Ridge Ski Area
- Walnut Public Beach
- Rowayton Community Beach
- Bethpage State Park
- Rye Playland Beach
- Cedar Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Bash Bish Falls State Park
- Sunken Meadow State Park
- Jennings Beach
- Wildemere Beach
- Kent Falls State Park
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Seaside Beach