
Vacation rentals with a kayak in New Fairfield
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in New Fairfield
Guests agree: these kayak rentals 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

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.

Rustic Pond Cabin: Nature, Stars & Serenity
Serene rustic cabin in Colebrook, Ct in beautiful Litchfield County! Cozy King bed under skylight, queen downstairs, woodstove and all the comforts of home. Pure clean pond- swim, fish, canoe n kayak! Sits far from main roads on quiet back road. Can walk, run or bike to local trails or stay and walk the trail around the pond, have campfires outside in firepit! Cleaned by me, no crazy rules n and surrounded by nature! Private Great WIFI! Close to quaint ski resorts n dispensaries

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.

Private Lake House 1 Hour to NYC & Near Westpoint
Escape to this private lake cottage. Just 1h drive from NYC, near lots of skiing & hiking Thunder Ridge (30mi) Mt Peter (30mi) Victor Constant (20mi) Campgaw Mountain (40mi) Enjoy panoramic lake views, 86in TV, ample board games, 5-jet shower, and indoor jetted Jacuzzi tub. Short drive to Bear Mountain & West Point. Legoland is 45 min away Pets are welcome! WiFi is extremely fast and we have free electric car charging

Little Lake Cabin | CT Getaway w/ Hot Tub & 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.

Private space, with yard
A little bit country with a modern twist, the space provides comfortable sleeping for up to five guests with a queen bed, queen sofa, and an extra twin mattress (if requested). Has many kitchen amenities. You will have a private yard (table, chairs, and grill) plus 5 peaceful acres and short hiking trails to explore. Pet friendly for additional fee.
Popular amenities for New Fairfield kayak rentals
House rentals with a kayak

Beachfront house on Long Island Sound

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

Crystal Wave LakeHouse

Fall Foliage! Apple Pick, Firepit, Kayak Ren Faire

Magical Waterfront Escape on the Esopus Creek

Direct Lake Access - Priv Dock, Kayaks, EV Charger

Whispering Pines: Secluded Retreat near town

Steps2Beach, Fish Pond, Tropical Backyard Oasis!
Cottage rentals with a kayak

Cottage with Private Deck on 8 acres of Woods

Waterlily Lakehouse - Modern+Waterfront+Retreat

Sunset Cabin Modern Home Kayak FirePit Lake Access

Lakefront cottage on Candlewood Lake

Romantic House on a Magical Lake

Waterfront, Wooded Cottage on Candlewood Lake

Charming Fairfield Beach 3BR Cottage By The Sea

The Silent Sun Cottage Hottub/Kayak/Firepit/BBQ
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

Serene Lakefront Retreat with Stunning Foliage

Private Woodstock Getaway w Hot Tub

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 | R3,913Â ZAR | R3,828Â ZAR | R3,742Â ZAR | R5,759Â ZAR | R7,228Â ZAR | R7,263Â ZAR | R8,322Â ZAR | R8,527Â ZAR | R5,588Â ZAR | R5,417Â ZAR | R5,263Â ZAR | R5,110Â ZAR |
| 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 vacation rentals with a kayak in New Fairfield

Total vacation rentals
Explore 20 vacation rentals in New Fairfield

Nightly prices starting at
New Fairfield vacation rentals start at R2,734Â ZAR per night before taxes and fees

Verified guest reviews
Over 1,230 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of New Fairfield vacation rentals include wi-fi 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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- The Hamptons Vacation rentals
- Rentals with lake access New Fairfield
- Rentals with a fire pit New Fairfield
- Pet-friendly rentals New Fairfield
- Family-friendly rentals New Fairfield
- Rentals with a washer and dryer New Fairfield
- House rentals New Fairfield
- Rentals with a fireplace New Fairfield
- Rentals with beach access New Fairfield
- Rentals with outdoor seating New Fairfield
- Waterfront rentals New Fairfield
- 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
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Bronx Zoo
- Walnut Public 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
- Hudson Highlands State Park
- Jennings Beach
- Wildemere Beach
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Seaside Beach
- Ringwood State Park




