
Vacation rentals with a kayak in New Milford
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Top-rated kayak rentals in New Milford
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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 Bungalow Bliss - 2BR Cottage
Unwind by a crackling fire on the lake at dusk. Bungalow Bliss offers expansive lakefront views from its many unique outdoor spaces. Situated in a tranquil private Lake community, this home is ideal for swimming, fishing, kayaking, bird watching and skating in wintertime. Enjoy your next getaway, relaxing couples weekend, or just working remotely in a peaceful, centered home. This well-equipped home is located near wineries, golf courses and hiking in the Litchfield hills. We're Pet-Friendly!

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.

Modern Mid-Century Cottage - Hike, Swim & Shop!
Let all your worries fade away in this beautifully remodeled modern cottage! Our 3 bedroom, 2 bath can sleep 8 adults in 2 Queen Beds, 2 Twin Beds and a Queen Sleeper Sofa. Relax by the fire pit out back or take out our 2 two person Kayaks and enjoy the lake in the summer, visit Catamount Ski Resort or other nearby ski mountains in the winter. The large, custom dinner table seats 8 comfortably with lots of room to hang, play games, watch movies and more. Guests must be 25 years old to rent.

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 Joshua Cove Cottage with private beach.
Beautiful architecturally designed 1 Bedroom + loft Cottage on Joshua Cove in Guilford. The sunsets are spectacular from your own private beach. Enjoy Fall Foliage, swimming, fishing, and some of the best Kayaking from this perfect setting. Minutes from the Guilford train station, restaurants, shopping, and historic town green. The property is just 15 minutes from New Haven, and the Yale campus. The Thimble Island cruise, and the Ct. river steam train/cruise are nearby as well.

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!

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.

Sunrise on the Water's Edge - Riverside Bungalow
Cozy riverside bungalow celebrates panorama views of the peaceful Connecticut River. Multiple levels of outdoor living space, open-air and screened-in. Just minutes from all major points of interest in the Pioneer Valley - including Six Flags New England, MGM Casino Complex, Big E Fairgrounds, Basketball Hall of Fame, and the Greater Springfield Metro area. Only 20 minutes from Bradley International Airport (BDL) in Windsor Locks.

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

The Hilltop Harborview

Crystal Wave LakeHouse

The Katalpa House -by the beach

Stunningly Designed Historical Icon w/ Hot Tub

Twin Island Lake House • Hot Tub

Steps2Beach, Fish Pond, Tropical Backyard Oasis!

Oceanfront Retreat with Hot Tub

Waterfront!-Hot Tub-The Charles Island Beach House
Cottage rentals with a kayak

Private Lake House 1 Hour to NYC & Near Westpoint

Waterlily Lakehouse - Modern+Waterfront+Retreat

Sunset Cabin Modern Home Kayak FirePit Lake Access

Be in Nature at this Gorgeous Riverfront Cabin

The Cottage at Indian Cove

Waterfront, Wooded Cottage on Candlewood Lake

Charming Fairfield Beach 3BR Cottage By The Sea

Your own Thimble Islands private cottage!
Cabin rentals with a kayak

Lakefront cabin with private dock on stunning cove

Luxury Scandi Lakeside Cabin with Woodfired Sauna

Riverfront Antique Cabin in the Heart of Madison

Swim, fish, kayak & RELAX!

Cozy Cabin, Fireplace, Ski Nearby

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 | G$50,936 GYD | G$44,047 GYD | G$45,717 GYD | G$55,946 GYD | G$67,636 GYD | G$62,626 GYD | G$72,020 GYD | G$92,060 GYD | G$64,714 GYD | G$62,835 GYD | G$54,276 GYD | G$49,475 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 |
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$27,138 GYD per night before taxes and fees

Verified guest reviews
Over 2,010 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!
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- House rentals New Milford
- Rentals with lake access New Milford
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- Rentals with a fireplace New Milford
- Rentals with a fire pit New Milford
- Fitness-friendly rentals New Milford
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- Family-friendly rentals New Milford
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- Rentals with a washer and dryer 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
- Rye Beach
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Walnut Public Beach
- 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
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Bushnell Park
- Sherwood Island State Park




