
Holiday rentals with a kayak in New Fairfield
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in New Fairfield
Guests agree: these holiday homes with a 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

Cozy Cabin, Fireplace, Ski Nearby
Escape to Deer Ridge Cabin, a serene & cozy retreat designed to help you unwind. Relax by the warm glow of the fireplace or venture out to enjoy nearby skiing & tubing at Mohawk Mt. and Mt. Southington. Explore scenic hiking trails, indulge in local wineries, or visit Litchfield just 10 minutes away for fantastic dining & boutique shopping. Located only 2 hours from NYC, this peaceful cabin offers the perfect winter escape to nature while keeping you close to it all. Your perfect getaway awaits!

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 Winter Lake Cabin
Make wonderful memories on pristine Walton Lake. 1 hr from NYC . This ALL INCLUSIVE Waterfront Cabin is like a mini resort! Rustic, rugged, off grid feel yet 2 miles from town. It has 2 docks, over water hammock & fire pit🔥. Enjoy sunsets on the covered porch & deck. Fish, & look for bald eagles🦅 Hungry? Paddle🛶 across the lake for tacos🌮 & drinks🍸. Inside has retro & antique decor, modern appliances, fireplace♨️, & strong WIFI. Includes COMPLIMENTARY Firewood, NO CLEANING/PET FEES🐕

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.

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 w/ Hot Tub, Firepit & Kayaks
Named one of the Best Airbnbs in Connecticut by Business Insider, The Little Lake Cabin is a cozy Connecticut lake cabin perfect for relaxing, hiking, and reconnecting with nature. Just steps from Candlewood Lake and Squantz Pond State Park, enjoy kayaking, evenings by the fire pit, or a soak in the hot tub under the stars. Your peaceful New England getaway awaits, ideal for couples, friends, and nature lovers alike.
Popular amenities for New Fairfield kayak rentals
Holiday House Rentals with a Kayak

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

Waterfront Three bedroom in Saugerties w/ Hot Tub

The Katalpa House -by the beach

Oceanfront Retreat with Hot Tub

The Blue House on the Hill Catskills

Stunning Pvte Lakehouse•SKI•Hike•Mntn Views•F/pit

3 Bedroom Beach House with Hot Tub!

The Boonton Revival- A restored treasure in NJ
Cottages with a kayak

Private Lake House 1 Hour to NYC & Near Westpoint

Waterlily Lakehouse - Modern+Waterfront+Retreat

Be in Nature at this Gorgeous Riverfront Cabin

Waterfront Joshua Cove Cottage with private beach.

The Mountaintop Lakehouse that Time Forgot.

The Cottage at Indian Cove

Charming Fairfield Beach Cottage

Snowy Lake Views from Private Hot Tub
Cabin rentals with a kayak

Cascade-Cabin

Cozy Cabin with Pond on Six Acres

Lakefront Log Cabin

Rustic Pond Cabin: Nature, Stars & Serenity

Private Woodstock Getaway w Hot Tub

Lakeside Cottage: Boulder's Bluff

West Hill Cabin

Wake & Lake Lodge - Perfect Winter Getaway
When is the best time to visit New Fairfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $397 NZD | $388 NZD | $380 NZD | $584 NZD | $733 NZD | $737 NZD | $844 NZD | $865 NZD | $567 NZD | $550 NZD | $534 NZD | $518 NZD |
| 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 $277 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of New Fairfield holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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 lake access New Fairfield
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- Family-friendly rentals New Fairfield
- Pet-friendly rentals New Fairfield
- Rentals with a fire pit New Fairfield
- Rentals with a fireplace New Fairfield
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- Rentals with beach access New Fairfield
- House rentals New Fairfield
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- Rentals with a patio New Fairfield
- Rentals with a kayak Connecticut
- Rentals with a kayak United States
- Yale University
- Yankee Stadium
- Fairfield Beach
- Rye Beach
- Thunder Ridge Ski Area
- Bronx Zoo
- Minnewaska State Park Preserve
- Rowayton Community Beach
- Walnut Public Beach
- Bethpage State Park
- Rye Playland Beach
- Cedar Beach
- Catamount Mountain Ski Resort
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach
- Sunken Meadow State Park
- Silver Sands Beach
- Hudson Highlands State Park
- Bash Bish Falls State Park
- Jennings Beach
- Wildemere Beach
- Kent Falls State Park
- Seaside Beach




