
Vacation rentals with a kayak in New Milford
Find and book unique kayak rentals on Airbnb
Quick stats about vacation rentals with a kayak in New Milford

Total vacation rentals
Explore 30 vacation rentals in New Milford

Nightly prices starting at
New Milford vacation rentals start at G$25,107 GYD per night before taxes and fees

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Over 2,050 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
30 of New Milford vacation rentals include wi-fi 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!
Top-rated kayak rentals in New Milford
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

Cozy Scenic New England rural retreat hike & kayak
Cozy and private studio in attached guest house on 3 bucolic acres w/pond. Two free kayaks parked by the lake town beach (only 3 miles away). Self check-in with private entrance. Enjoy scenic views of pond and farms from deck & patio with your own grill & fire pit. Mosey along our scenic road to nature preserve. 3 miles to quaint town with restaurants & coffee. Close to Appalachian Trail & other great hiking. Family friendly beach on Lake nearby. Pets welcome. Inquire min stay requirements.

Little Lake Cabin with Hot Tub, Kayaks & Fire Pit
Named one of the best Airbnbs in Connecticut by Business Insider, The Little Lake Cabin is a cozy wooded retreat a short stroll or 2 minute drive from Candlewood Lake with a year round hot tub, fire pit, and kayaks to take out on the lake. Perfect for couples getaways & relaxing weekends. The cabin is close to hiking, boating, wineries, antique shops, skiing, and charming New England towns. End your days soaking in the hot tub and relaxing by the fire under the stars after a day out on the lake.

Design-Forward Riverfront Cabin on 120 Acres
Far from the road, a tranquil modern cabin sits directly above a state-stocked fly-fishing and tubing river - an intimate, private escape under two hours from NYC. Set on a 120-acre property, with access to trails, river swimming, and a private cabin beach, you’ll feel completely secluded while still being 10–30 minutes from Red Hook, Rhinebeck, Hudson, and Kingston. Radiant floors, a Swedish composting toilet, Tesla Powered, w/ 500 Mbps fiber internet make it easy to unplug without sacrificing.

Romantic Getaway at The Lake!
Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

Magical Private Island Retreat in Pine Plains
Enjoy the serenity of Twin Island Lake, surrounded by tranquil water, lush mountains and nature. this incredible private island retreat is only 2 hours from NYC. Take a canoe across a lily pad dotted lake to your own private island paradise. You will never find a magical space like this so close! The entire island is yours to enjoy and has plenty of outdoor spaces including a propane grill, hammocks and plenty of seating areas. The inside a humble aesthetic with wood paneling and charm.

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

Community Beach, Paddle Board, Swim
Escape daily stress at Deer Ridge Cabin CT, a bright and airy retreat with all amenities. Enjoy the private community beach and paddleboarding at the lake, a 5-minute walk away. Or exploring nearby hiking trails. Only a 15-min drive to downtown Lichfield to indulge in great restaurants and shopping. Experience local wineries. Conveniently located 2 hrs from NYC, this peaceful cabin offers a quick escape to nature while being close to everything! Deer Ridge Cabin CT is your perfect getaway!

Oscaleta Guest House: Lakefront Cabin
Escapology-A spectacular lakeside destination, designed as a luxury suite with its own dock. Close to NYC and ideal for a quick trip, remote work or an extended retreat. Glamping-A cabin in the woods on a lake surrounded by nature, but tech-enabled with all the modern perks. Artfully Designed Space-Modern retrofit thoughtfully curated with custom artwork throughout this historic 1920's cottage. Purpose built for your outdoor routine- from grill to canoe…. We recommend 3+nights if you can.

HEAVEN ON EARTH - Hudson Riverfront Home
Voted one of the Most Romantic AirBnB's Near NYC (Time Out NY). Location, Location, Location! Smiths Point-is definition-Riverfront. Panoramic stunning views of the Hudson AND private river access yr round. Enjoy your private sauna & steam shower inside & hot tub on covered lower deck. Kayaks/SUP/Fishing Poles provided. Enjoy brunch, dinner or high tea on the Gazebo suspended over the Hudson with a private chef. Explore Hudson, Woodstock....also only 30 mins to Hunter/Skiing/Snowboarding!

Cozy Cottage |Quintessential CT | Pet Friendly
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.

Candlewood Cabin - with Private Waterfront
Candlewood Cabin is a cozy retreat located right on the water. Enjoy stunning views of Squantz Pond from the private deck, or take a quick walk down to the waterside lot for some fishing, swimming, or boating. Inside, the cabin has a modern kitchen with all the necessary amenities. The living room features a gorgeous view of Squantz Pond. With natural beauty all around, this cabin is ideal for couples or families looking to get away from it all and enjoy a serene lakeside holiday.

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

OWL's PERCH Candlewood Lakefront Rustic Cottage!

Luxe Bolton Lake

Entire lake house to yourself. Great for groups

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

Welcome to The Boathouse! Waterfront/Boats/Hot tub

Sunrise on the Water's Edge - Riverside Bungalow

*Hot Tub* Kayak*VIEWS* Stylish Waterfront Retreat

Waterfront Lake House
Cottage rentals 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.

Hudson Valley Lakefront Cottage | Nature Escape

Direct Waterfront Cottage on Moodus Reservoir.

Cheerful 3 Bedroom Cottage with Fire Place

Lake Views from Hot Tub Propane Fire Pit 4 Kayaks
Cabin rentals with a kayak

The Paradise Cabin w/ Sauna - 10 min to the Falls

The Lakefront Chalet - Ski, Ride, Golf, Bike, Hike

Luxury Scandi Lakeside Cabin with Woodfired Sauna

Berkshires! Walk to LAKE, kayaks, dog friendly.

Cascade-Cabin

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My

Rustic Pond Cabin: Nature, Stars & Serenity

Lakefront - King - W&D - Pets OK - Kayaks - SUPs
When is the best time to visit New Milford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$61,093 GYD | G$54,816 GYD | G$52,306 GYD | G$56,072 GYD | G$67,788 GYD | G$62,767 GYD | G$72,182 GYD | G$92,267 GYD | G$64,859 GYD | G$62,767 GYD | G$66,324 GYD | G$66,114 GYD |
| 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 |
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- Rentals with lake access New Milford
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- Rentals with a fireplace New Milford
- Fitness-friendly rentals New Milford
- Rentals with a hot tub New Milford
- Rentals with a fire pit New Milford
- Family-friendly rentals New Milford
- Rentals with beach access New Milford
- Pet-friendly rentals New Milford
- Rentals with a patio New Milford
- Rentals with a kayak Connecticut
- Rentals with a kayak United States
- Yale University
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Fairfield Beach
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
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- Powder Ridge Mountain Park & Resort
- Walkway Over the Hudson State Historic Park
- Storm King Art Center
- Sleeping Giant State Park
- Compo Beach
- Ski Sundown
- Yale University Art Gallery
- Millbrook Vineyards & Winery
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