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

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!

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. Surrounded by nature! Private Great WIFI! Close to ski resorts, dispensaries and amazing Berkshires!

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 on Lake Zoar[ SUITE]
Enjoy your private patio overlooking the lake, Or just walk 12 steps to water Edge and visit the cozy lower level and enjoy the swings . Use our kayaks, and don’t forget to bring your fishing pole, go swimming ,or just sit in the sun with a book and listen to the waterfall and you are welcome to sit by the firepit Optional boat dock space, parking Hosts live upstairs Two miles to quaint Sandy Hook center with grocery and restaurants All quests must be register Ninety minutes to Boston/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.

Lakefront Cozy Oasis 2BR w/ Stunning Sunset Views
It’s the Lakefront Paradise you’ve been searching for: Escape to Cozy Oasis where peaceful waters meet modern comfort! Wake to stunning views, spend the day kayaking around the lake, and unwind with breathtaking sunsets from your private deck. This pet-friendly retreat offers high-speed WiFi for remote work, fully equipped kitchen for home-cooked meals, and cozy entertainment spaces. Perfect for romantic getaways or family adventures - your serene lakeside escape awaits

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..

Oceanfront Retreat with Hot Tub
Escape to this luxurious 4-bedroom, 2.5-bath oceanfront home on the stunning Long Island Sound. Enjoy direct beach access, a private hot tub, and a fully equipped patio with a gas grill and dining area. Perfect for families or groups, this retreat offers breathtaking views, a full kitchen, arcade games, and modern amenities. Located minutes from restaurants and shops, it’s ideal for relaxation or adventure. Book now for a perfect blend of comfort and coastal charm.

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.
Popular amenities for kayak rentals in New Milford
House rentals with a kayak

Beachfront house on Long Island Sound

Crystal Wave LakeHouse

Cozy Winter Escape • Firepit • Near Train & I-95

Direct Lake Access - Priv Dock, Kayaks, EV Charger

Greystone at Twin Lakes

Twin Island Lake House • Hot Tub

Serenity by Lakefront Cottage!

Walnut Beach Escape Fenced Oasis Yard
Cottage rentals with a kayak

Salty Kisses Beach Cottage Milford CT

Sunset Cabin Modern Home Kayak FirePit Lake Access

Be in Nature at this Gorgeous Riverfront Cabin

Cheerful 3 Bedroom Cottage with Fire Place

Lakefront cottage on Candlewood Lake

Waterfront, Wooded Cottage on Candlewood Lake

Charming Fairfield Beach Cottage

Charming Lake Front Cottage - Paradise Rest Home
Cabin rentals with a kayak

Lakefront cabin with private dock on stunning cove

Luxury Scandi Lakeside Cabin with Woodfired Sauna

Swim, fish, kayak & RELAX!

Serene Lakefront Retreat with Stunning Foliage

Waterfront Cabin: Love Lake Life

Log Cabin On A Lake With Private Dock

West Hill Cabin

Beautiful lakeside summer home
When is the best time to visit New Milford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £182 | £157 | £163 | £200 | £241 | £223 | £257 | £328 | £231 | £224 | £194 | £177 |
| 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 Milford

Total holiday rentals
Explore 30 holiday rentals in New Milford

Nightly prices starting at
New Milford holiday rentals start at £60 per night before taxes and fees

Verified guest reviews
Over 1,980 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 Milford holiday rentals include wifi access

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

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




