Vacation rentals with a kayak in Canandaigua Lake

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Top-rated kayak rentals in Canandaigua Lake

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Top guest favorite

A scenic view of Keuka Lake is captured from the deck, showcasing a spacious grassy area leading to the private lakefront dock. Boats are visible on the water, while the hillside is lined with trees under a clear blue sky.

Home in Hammondsport

*New* Keuka View/No Steps to lake*Sleeps 8/ kayaks

Delightful 4 bedroom, 3.5 bath lake house located on the Keuka Wine Trail. This comfortable home *SLEEPS 8 people and is just the right size for that perfect week or weekend on the lake. Enjoy gorgeous lake views from the many windows inside the home and outside on the newly built deck. This year round get-a-away sits on 75 feet of walk in level lake front. “Due Time” is the perfect home close to top-notch wineries, restaurants and all that this region has to offer. Strict *No Pets Policy.

ValueLocationNearby

4.96 out of 5 average rating, 137 reviews

Top guest favorite

A view of a lakefront property illustrating a well-maintained yard with green grass and a dock extending into clear water. An American flag gently flutters near the house, while several outdoor chairs and loungers are arranged for relaxation. Lush trees form a backdrop against a clear sky.

Home in Dundee

Private Waterfront Home Wine Trail Hot Tub Dock

Welcome to Vineyard Views, your beautiful lakefront getaway! This year-round home on the FLX WINE TRAIL has 75' of LAKEFRONT and nice amenities. 3BR+sleeping loft/2BA+outdoor shower. The 4-SEASON covered PATIO/outdoor kitchen & dining enhances your experience any time of year! Enjoy the 4-person HOT TUB w/ TV. 60’ dock w/ electric BOAT LIFT, bar, seating area and fire pit. Steps to lake and ladder on dock. FAMILY VACATIONS, FRIENDS GATHERINGS and COUPLES GETAWAYS. Up to 2 dogs/$25 each/night.

Outdoor spacesValueTV

4.98 out of 5 average rating, 160 reviews

Guest favorite

Cottage in Naples

Canandaigua lake - Heron Cove Sanctuary

The only house in 500' of lakefront. Quiet & beautiful & private. [See pics & feedback] A panoply of personal watercraft. 10 min to village of Naples. House is upgraded mid-century cottage over a bridge at the end of the road – secluded, at the bottom of a cliff. Outdoor hot tub, living room fireplace. Big beautiful lake - right there - you'll feel it in your heart. The wifi is decent, but we recommend that you don't use, because it's best to sit lakeside and watch the stars!

LocationOutdoor spacesComfort

4.97 out of 5 average rating, 123 reviews

Guest favorite

A serene lakefront cottage is surrounded by trees, featuring a spacious deck that extends over the water. A boat is docked at the private pier, providing easy lake access. Large windows reflect light from inside, enhancing the inviting outdoor space.

Cottage in Naples

Hook, Wine and Sinker

Completely updated in 2022! Canandaigua lakefront 5 minutes outside of Naples, NY! Level lakefront- Stunning views of South Hill- perfect for autumn leaf gazing and also summertime swims off the permanent dock. With kayak, inflatable toys, gas BBQ, WiFi, cable TV & electric awning over a picnic table. Enjoy s’mores over the campfire pit. Tastefully decorated, well equipped kitchen, washer/dryer & bedroom AC. Escape to the vineyards, Bristol Mtn. & all the Finger Lakes has to offer!

Outdoor spacesValueIndoor spaces

4.95 out of 5 average rating, 164 reviews

Top guest favorite

A vibrant sunset reflects on the calm waters of Honeoye Lake, creating a gradient of oranges and purples in the sky. The silhouette of the shoreline is visible in the background, while the faint glow of a campfire flickers at the right edge.

Bungalow in Honeoye

Cozy Bungalow on a Beautiful Lake

Welcome to your getaway - our cozy bungalow right on Honeoye Lake! Located in the rolling hills of the Finger Lakes on our waterfront property. We look forward to your stay! Comfortably sleeps 2 in a full-sized bed & 1 on our couch. The property includes flat-land lake access, seasonal dock, fire pit, gas grill, gazebo & patio, kayaks for rent, WiFi, TV/DVD, YouTube TV, cook-your-own breakfast w/eggs & fruit provided, seasonal A/C, and a brewery & marina in walking distance.

LocationValueParking

4.96 out of 5 average rating, 272 reviews

Top guest favorite

The image captures a serene sunset over a tranquil lake, with gentle waves reflecting warm colors. The horizon features rolling hills, and scattered clouds are illuminated by the fading light, creating a peaceful atmosphere.

Cottage in Canandaigua

FLX Guest House: Lovely Sunsets, Lakefront Cottage

*Special off season monthly rates for visiting nurses and medical professionals.* Remote vibes minutes from town, this dog-friendly property sits directly on 100+ ft of private lakefront. Perched 20 steps above the water, the FLX Guest House boasts southern views and spectacular sunsets all year long. Nestled in the heart of the Finger Lakes, there are endless wineries, breweries and outdoor all season adventure options nearby! Infant items available upon request.

ValueLocationBeach

4.97 out of 5 average rating, 107 reviews

Top guest favorite

Four white Adirondack chairs are positioned around a stone fire pit, facing a serene lake. The shoreline is lined with green trees, and the sky is dotted with fluffy clouds. A natural stone pathway leads to the seating area, offering a peaceful spot for relaxation.

Home in Naples

The Chosen Spot: lakefront, hot tub, wineries, ski

The home is the last house on a private road, in a cove with distant neighbors, offering great privacy & solitude. A family of bald eagles nests in the cove. The huge 2nd story deck adorns the entire front of the house. Best views on the lake to enjoy your morning coffee or afternoon glass of wine while soaking in this little slice of heaven. Bring your boat, we have a whip mooring & hoist. Boat launch 3 mi Note: late June -Labor day, 7 nite min checkin/out Fri only.

Outdoor spacesValueView

4.96 out of 5 average rating, 104 reviews

Top guest favorite

A serene lakeside home is positioned on a gently sloping green hill, featuring a spacious deck that overlooks the water. Surrounding trees provide a natural setting. The structure showcases large windows, allowing for abundant natural light and expansive views of the lake.

Home in Penn Yan

Beautiful Keuka Lake home close to Penn Yan.

Welcome to Keuka lake in this beautiful home that boasts 3 master suites. The living room has a panoramic view of Keuka Lake. There is a deck off the top floor and a patio off the first floor to sit and enjoy the lake view as well. From the downstairs patio you are only a few steps to the beach. At the end of the dock the lake is only 3 feet deep so it’s excellent for swimming. Everything in this house is new and very clean. We are a mile from downtown Penn Yan.

LocationValueParking

4.98 out of 5 average rating, 291 reviews

Top guest favorite

A bright living area features floor-to-ceiling windows offering views of the lake. A round dining table accommodates four, while a cozy seating arrangement includes a gray couch and two chairs. Natural light floods the space, enhanced by high vaulted ceilings and wood accents.

Home in Jerusalem

The Best Getaway on the Keuka Lake Wine Trail

Welcome to our “tree house" paradise on Keuka lake! It's one of the most unique cottages on Keuka. Our lake home promises you an unforgettable vacation on Keuka, with unparalleled views of the lake. Spend your days lounging on the beach, swimming, fishing, kayaking or tasting the local wine & cheese before you wind down on the hammock, taking in breathtaking views among the Keuka treetops. End each night with memories (and S’mores!) ‘round the campfire!

Outdoor spacesLocationKitchen

4.98 out of 5 average rating, 108 reviews

Guest favorite

A tranquil lakeside scene is presented at sunset, highlighting the calm water reflecting vibrant hues of orange and blue. Two docks are visible, framed by gentle silhouettes of trees, creating a peaceful atmosphere for relaxation.

Cottage in Penn Yan

Heart of the Fingerlakes Wine Country

Our special place sits upon 5 quiet acres on the majestic Seneca Lake. With the large wrap around porch, you will get lost in this beautiful setting while sipping on a glass of wine from many of our local Wineries. On the inside the first thing you will notice is the open floor plan, granite counter tops, and wall to wall windows with views for days. This property sleeps up to 6 guest, has 2 bedrooms up stairs and a large day room that can act as a 3rd.

ValueOutdoor spacesPets

4.91 out of 5 average rating, 170 reviews

Superhost

A bright living area is showcased, featuring a sectional sofa with tropical-patterned cushions. A dining table with matching chairs occupies one side, while a sleek fireplace complements the room. Natural light is provided by a large window, enhancing the inviting atmosphere.

Home in Honeoye

The Bungalow on Berkeley - NEW w/Game Room

The Bungalow on Berkeley is a top-to-bottom renovated cottage steps from Honeoye Lake. Located at the north end of the lake, guests enjoy access to a private community beach, park, and boat launch. The home features three bedrooms, a comfortable common space, and a STELLAR game room that truly sets it apart (with brand-new flooring just completed). Bristol and Hunt Hollow ski resorts are both within 15 minutes for easy year-round fun.

ValueOutdoor spacesQuiet

4.94 out of 5 average rating, 136 reviews

Guest favorite

A serene view of Canandaigua Lake is captured at sunset, with vibrant colors reflecting on the water. Silhouetted trees frame the scene, highlighting the calm landscape and distant hills under a softly illuminated sky.

Home in Canandaigua

Amazing Views! Butler Beach— just 200 steps away!

NEWLY REMODELED IN 2022. GORGEOUS HOME OVERLOOKING CANANDAIGUA LAKE This beautiful home has a brand new patio with fire pit/barbecue area for summer fun. The home has 4 bedrooms and 2 baths. It has a kitchen with built in dishwasher, stove and refrigerator, large living room and dining room (both rooms have spectacular views overlooking the lake). The house is also protected with video surveillance on the exterior.

Outdoor spacesLocationBathroom

4.8 out of 5 average rating, 251 reviews