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

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.

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.

Copake Lake Cottage Near Hiking and Waterfalls
Renovated, art-filled cottage just 500 ft from Copake Lake. This 2 bedroom 1 bathroom house is also close to hiking trails, waterfalls, apple picking, & a winery in the fall, and in winter, there’s skiing at Catamount, and a distillery nearby. A house for all seasons! Please note the house is 5 houses back and across a quiet road from the lake, and the dock is in the lake from the beginning of May to mid-September. But there is plenty to do up here during the rest of the year!

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.

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 Milford kayak rentals
Holiday House Rentals with a Kayak

Waterfront Three bedroom in Saugerties w/ Hot Tub

Magical Waterfront Escape on the Esopus Creek

Stunningly Designed Historical Icon w/ Hot Tub

Twin Island Lake House • Hot Tub

Steps2Beach, Fish Pond, Tropical Backyard Oasis!

Waters' Edge on the Esopus

Sunrise on the Water's Edge - Riverside Bungalow

*Hot Tub* Kayak*VIEWS* Stylish Waterfront Retreat
Cottages with a kayak

Private Lake House 1 Hour to NYC & Near Westpoint

Waterlily Lakehouse - Modern+Waterfront+Retreat

Waterfront Joshua Cove Cottage with private beach.

The Cottage at Indian Cove

Romantic House on a Magical Lake

Charming Fairfield Beach 3BR Cottage By The Sea

Foliage Lake Views from Hot Tub, Fire Pit & Kayaks

Guest House at the Marina
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

The Little Lake Cabin w/ Hot Tub, Firepit & Kayaks

Cozy Cabin, Fireplace, Ski Nearby

Serene Lakefront Retreat with Stunning Foliage

Private Woodstock Getaway w Hot Tub
When is the best time to visit New Milford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $373 AUD | $323 AUD | $335 AUD | $410 AUD | $496 AUD | $459 AUD | $528 AUD | $675 AUD | $474 AUD | $461 AUD | $398 AUD | $363 AUD |
| 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 $199 AUD per night before taxes and fees

Verified guest reviews
Over 2,010 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
30 of New Milford holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- House rentals New Milford
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- Family-friendly rentals New Milford
- Rentals with lake access New Milford
- Rentals with pools New Milford
- Rentals with a fire pit New Milford
- Fitness-friendly rentals New Milford
- Rentals with beach access New Milford
- Pet-friendly rentals New Milford
- Rentals with a patio New Milford
- Rentals with outdoor seating New Milford
- Rentals with a fireplace New Milford
- Rentals with a kayak Connecticut
- Rentals with a kayak United States
- Yale University
- Fairfield Beach
- Rye Beach
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Walnut Public Beach
- Rowayton Community Beach
- Rye Playland Beach
- TPC River Highlands
- Cedar Beach
- 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
- Catamount Mountain Ski Resort
- Walkway Over the Hudson State Historic Park
- Seaside Beach
- Bushnell Park




