
Vacation rentals with a kayak in Candlewood Lake
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Candlewood Lake
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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.
LocationValueComfort
4.96 out of 5 average rating, 193 reviews
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
LocationValueAccuracy
4.99 out of 5 average rating, 191 reviews
Cheerful 3 Bedroom Cottage with Fire Place
We are happy to still offer some dates for September. Come enjoy the solitude of the beach as the tide ebbs & flows. Reconnect with loved ones in this family-friendly place. Enjoy strolls on the beach located just out the back door or a sunset meal on the back porch. This wonderful cottage offers everything you will need during your stay. Including, comfortable beds, beach strolls and a bright upgraded kitchen with many amenities. The 3 bedrooms will fit up to 8 people comfortably.
ValueLocationDecor
4.88 out of 5 average rating, 109 reviews
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.
Outdoor spacesValuePets
4.89 out of 5 average rating, 332 reviews
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.
Outdoor spacesLocationLaundry
5.0 out of 5 average rating, 141 reviews
Waterfront Lake House
Welcome to your lakeside retreat! Escape to tranquility and breathtaking views with our unique lakefront Airbnb. Nestled right into the water of Lake Peekskill, our cozy lake house promises the ultimate getaway. Adventure awaits right outside your door! Take advantage of complimentary paddleboard or kayaks for a leisurely paddle on the lake. Located just minutes from renowned hiking trails and delicious dining options, our Airbnb offers the perfect balance of serenity and convenience.
LocationValueFamily
4.94 out of 5 average rating, 144 reviews
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.
Outdoor spacesLocationComfort
4.99 out of 5 average rating, 173 reviews
Hilltop Retreat- Lakefront with Dock
Enjoy all that Candlewood Lake and Squantz Pond State Park have to offer in the comfort of our home. Come reconnect with love ones and relax in the serene surroundings. This waterfront property has a private dock, features 2 bedrooms, 2 full baths, and views from almost every room in the home, plenty of indoor and outdoor entertaining space and a wood burning fireplaces to keep toasty during chilly evenings. Toiletries, all linens are provided. Please read house rules before booking.
LocationOutdoor spacesFamily
4.95 out of 5 average rating, 105 reviews
Cozy Oasis, Lakefront with 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! Pet friendly!
ValueOutdoor spacesDecor
4.94 out of 5 average rating, 152 reviews
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 two-person kayaks are available for use from May 1 to November 1.
Outdoor spacesLocationSleep quality
4.96 out of 5 average rating, 463 reviews
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.
LocationValueLayout
4.88 out of 5 average rating, 175 reviews
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.
ValueOutdoor spacesHiking
4.99 out of 5 average rating, 190 reviewsPopular amenities for Candlewood Lake kayak rentals
House rentals with a kayak

Stay at Old Dorset Farm & create lifelong memories
Outdoor spacesLocationHospitality
4.98 out of 5 average rating, 179 reviews
3 Bedroom Beach House with Hot Tub!
Outdoor spacesLocationBiking
4.97 out of 5 average rating, 158 reviews
Beautiful & Fun Waterfront Duplex on the Hudson
Outdoor spacesLocationComfort
4.86 out of 5 average rating, 165 reviews
Lake Front Luxury
LocationOutdoor spacesNearby
4.95 out of 5 average rating, 85 reviews
Direct Lake Access - Priv Dock, Kayaks, EV Charger
Outdoor spacesLocationParking
5.0 out of 5 average rating, 42 reviews
Candlewood Lake - Lakefront Family Getaway 3775sqf
ValueLocationNearby
5.0 out of 5 average rating, 56 reviews
Blue Skies Cottage & Dock on Candlewood Lake
Outdoor spacesLocationGetting around
4.88 out of 5 average rating, 34 reviews
OWL's PERCH Candlewood Lakefront Rustic Cottage!
ValueOutdoor spacesDecor
4.95 out of 5 average rating, 62 reviewsCottage rentals with a kayak

Be in Nature at this Gorgeous Riverfront Cabin
Outdoor spacesValueBathroom
4.91 out of 5 average rating, 399 reviews
Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away
LocationOutdoor spacesDecor
4.98 out of 5 average rating, 195 reviews
1 Bed Pond Cottage w/ pool/hot tub/sauna access
LocationOutdoor spacesCleanliness
4.88 out of 5 average rating, 112 reviews
Charming Fairfield Beach Cottage
LocationOutdoor spacesCondition
4.98 out of 5 average rating, 129 reviews
Waterfront, Wooded Cottage on Candlewood Lake
Outdoor spacesValueAir conditioning
4.98 out of 5 average rating, 82 reviews
Sunset Cabin Modern Home Kayak FirePit Lake Access
LocationOutdoor spacesView
4.97 out of 5 average rating, 58 reviews
Lakefront Hudson Valley Cottage w/Hot Tub/Fire Pit
Outdoor spacesLocationHeating
4.92 out of 5 average rating, 72 reviews
The Whaley Lakeside
LocationOutdoor spacesComfort
4.95 out of 5 average rating, 40 reviewsCabin rentals with a kayak

Cozy Cabin, Fall Foliage, Lake
LocationOutdoor spacesLaundry
4.95 out of 5 average rating, 124 reviews
West Hill Cabin
LocationValueCleanliness
4.97 out of 5 average rating, 78 reviews
Casa Luna Lake Cottage
LocationCleanlinessQuiet
4.88 out of 5 average rating, 8 reviews
Log Cabin On A Lake With Private Dock
LocationOutdoor spacesView
5.0 out of 5 average rating, 6 reviews
Lakefront cabin with private dock on stunning cove
LocationOutdoor spacesNearby
5.0 out of 5 average rating, 17 reviews
Swim, fish, kayak & RELAX!
Outdoor spacesLocationWalkability
4.92 out of 5 average rating, 49 reviews
Robin's Nest: Cozy Lakeside Cottage in Pine Plains
LocationOutdoor spacesHiking
5.0 out of 5 average rating, 5 reviews
Beautiful lakeside summer home
Outdoor spacesLocationSleep quality
4.84 out of 5 average rating, 51 reviewsDestinations to explore
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