
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!

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.

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.

Lovely 1 bedroom apt. with free parking in Rondout
Large 1 bedroom apartment with 10 foot ceilings, located in Kingston Historic Rondout District. Queen size bed and one large futon conversation, there are large pocket doors that separate the bedroom from the living room, pool table, lots of natural light, blackout curtains , air conditioning, claw foot tub, small private patio, 60 inch wall tv, walk to the historic Rondout water front, restaurants, boat rides, trolly, art galleries, Kingston Point Beach and Hudson Brickyards.

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..

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

Beachfront house on Long Island Sound

Stunningly Designed Historical Icon w/ Hot Tub

Escape to Bantam Lake

Twin Island Lake House • Hot Tub

Waters' Edge on the Esopus

Peaceful Riverfront Cottage with Private Hot tub

3 Bedroom Beach House with Hot Tub!

15% off, workcation spot, private pond, fireplace
Cottage rentals with a kayak

Waterlily Lakehouse - Modern+Waterfront+Retreat

Sunset Cabin Modern Home Kayak FirePit Lake Access

Be in Nature at this Gorgeous Riverfront Cabin

Waterfront Joshua Cove Cottage with private beach.

The Cottage at Indian Cove

Waterfront, Wooded Cottage on Candlewood Lake

Charming Fairfield Beach Cottage

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

Lakefront cabin with private dock on stunning cove

Luxury Scandi Lakeside Cabin with Woodfired Sauna

Cascade-Cabin

Riverfront Antique Cabin in the Heart of Madison

Swim, fish, kayak & RELAX!

Serene Lakefront Retreat with Stunning Foliage

Waterfront Cabin: Love Lake Life

Log Cabin On A Lake With Private Dock
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 a firepit New Milford
- Rentals with a fireplace New Milford
- Rentals with lake access New Milford
- Family-friendly rentals New Milford
- Rentals with a patio New Milford
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- 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
- Mount Southington Ski Area
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Norman Rockwell Museum
- Opus 40
- Yale University Art Gallery
- Compo Beach
- Ski Sundown
- Naumkeag




