Waterfront holiday rentals in Canandaigua

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Top-rated waterfront rentals in Canandaigua

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Guest favourite
Home in Canandaigua
4.91 out of 5 average rating, 295 reviews

Bristol Creekside Cottage

Unwind at this romantic getaway nestled in the beautiful Bristol Hills, just minutes away from Bristol Ski Resort, Canandaigua and Honeoye Lakes. This unique 1 bedroom 1 bathroom cottage is one of our two homes on the property along the peacefully flowing Mill Creek. Take in the natural beauty from the large patio and hot tub. Inside, enjoy the warmth of the gas fireplace, complimentary wifi and smartTV. The full kitchen and bathroom are well stocked with amenities to ensure a comfortable stay.

Top guest favourite
The exterior of a charming farmhouse is displayed, featuring a light blue metal roof and a covered front porch. Lush greenery surrounds the house, with floral arrangements enhancing the inviting entrance. A manicured lawn and the natural landscape complete the picturesque setting.
Home in Canandaigua
4.97 out of 5 average rating, 344 reviews

Walnut Pond Retreat-Private house & scenic grounds

Perfect getaway for nature lovers, or as an Artist's retreat. Pristine wooded hills, wildlife, greenery & fall foliage each in their season. Striking aquatic views of large manicured pond with water lilies to please Monet, and a dock from which to paint them. Diverse wild birds at established feeders & generally on the property. Wood burning fireplace inside & fire pit out. Full kitchen. Gas grill. Extra space. Laundry. Small library / reading room. 5 miles to nearest town. New Cable WiFi.

Top guest favourite
A charming tiny house is set beside a tranquil pond, surrounded by vibrant autumn foliage. The reflections of colorful trees are visible in the calm water, enhancing the serene landscape. The gentle contours of the hillside form a picturesque backdrop.
Tiny home in Naples
4.95 out of 5 average rating, 121 reviews

Offgrid Tiny home with private ponds, Finger lakes

This tiny house is surrounded by forest and ponds, just out of Naples. You will have private access to a pond and 15 acres of forest. In winter you are minutes away from Bristol mountain ski resort and Hunt hollow ski resort. For cross country skiing there is Cummings nature centre down the road. This property is in a prime area with lakes to kayak or fish on, many hiking trails including Grimes Glen, and the wine routes and arts and crafts the finger lakes are known for. 2 nights minimum

Guest favourite
A red log cabin is seen across a tranquil pond, surrounded by vibrant fall foliage. The reflection of the cabin and colorful trees creates a serene scene. The sky is clear and blue, enhancing the peaceful atmosphere of the property.
Cabin in Branchport
4.93 out of 5 average rating, 166 reviews

Retreat @ Keuka Cabin

It's The Cabin! This picturesque cabin sits on 8 acres of mowed and wooded land. Enjoy all that the property has to offer with a half mile's worth of walking paths, a large front porch to drink your morning cup of joe, fully stocked pond, a fire pit/wood and more. It offers serenity in the Finger Lakes Region. Easy access to countless wineries, breweries and distilleries. The cabin is where memories are forged, belly laughs are had, and adventures await. Come, kick back, and take it easy.

Top guest favourite
The image captures a stunning lakeside view framed by large floor-to-ceiling windows. Soft pink and orange hues from the sunset reflect on the tranquil water, creating a serene ambiance. Outdoor seating is visible on the deck, allowing for enjoyment of the picturesque scenery.
Home in Rushville
4.96 out of 5 average rating, 206 reviews

Lake House-Sunset Views-HOT TUB-Couples Retreat

Escape to the private and secluded Sunset Sanctuary where you can relax and enjoy 180 degree breathtaking views of Canandaigua Lake during the day and stunning sunsets from the wrap-around deck in the evenings. Enjoy amenities such as a hot tub, a cinematic experience, a grill and a fire pit. You are minutes from all Canandaigua has to offer-from CMAC, Canandaigua Boatworks, Deep Run Beach, and all the locally owned restaurants, shops and tasting rooms that make the Finger Lakes so iconic!

Top guest favourite
Two mugs sit on a balcony railing, overlooking a serene lake at sunset. The sky displays vibrant shades of pink and purple, reflecting on the water's surface, while distant hills create a peaceful backdrop.
Apartment in Canandaigua
5 out of 5 average rating, 196 reviews

Lakefront Retreat

Enjoy Gorgeous Panoramic Views of the Lake & surrounding Hillsides from the private & spacious balcony. PERMIT #2023-0075 Immaculate & Modern - 1 Bedroom 1 Bath condo, fully equipped Kitchen, Cozy Living Area, 70" TV with Netflix & Internet TV/Music Channels, use your streaming services etc. Leather Recliner, mesmerizing LED Fireplace , Very Comfortable King Bed, Washer, Dryer, Stylish Spa Bathroom and a Furnished Balcony w/ electric grill & a Finger Lakes View to Capture your Heart

Top guest favourite
A tranquil lakeside view during fall showcases vibrant foliage, with trees in shades of orange, red, and yellow. Crisp leaves blanket the ground, while the calm water reflects the colorful landscape. A wooden dock is visible in the background, inviting relaxation by the lake.
Home in Keuka Park
4.94 out of 5 average rating, 284 reviews

Mutual Fun Keuka Memories

If you are going to just hang out, do it at this beautiful setting on Keuka Lake. Child-Friendly. Wonderful swimming area! Scenic drives around the vineyards. Spacious, comfortable home along a very quiet road. Cozy All-Season getaway! Enjoy your own private beach and dock. Swim/float/kayak in pristine waters. Walk along the lake. Stargaze. Campfires on the shore. Wintertime retreat. Brand new leather sofa, chair and ottoman. Nice, warm fireplace. Snuggle inside and let it snow!

Top guest favourite
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
4.95 out of 5 average rating, 152 reviews

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 sโ€™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!

Top guest favourite
A spacious covered deck features a round wooden table surrounded by six folding chairs. Dappled sunlight casts patterns on the wooden floor, enhancing the natural atmosphere. The deck overlooks a serene view of the lake, framed by lush trees in the background.
Cottage in Dundee
4.99 out of 5 average rating, 523 reviews

Waneta Lakeside Cottage

Right on the water with lots of space and fresh air this new and charming cottage is situated in the heart of the Finger Lakes on the east side of Waneta Lake. Ideal for 1 to 2 couples, a girls weekend getaway or families up to 4. There are 2 bedrooms, an open fully equipped kitchen, a sitting area and bathroom with walk-in shower. Dine and relax on the over-sized covered deck overlooking the lake. A stairway from the deck provides access to a private beach with 4 kayaks.

Top guest favourite
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
4.98 out of 5 average rating, 100 reviews

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.

Guest favourite
The cabin exterior features a rustic facade surrounded by trees, with a wooden deck leading down towards the private beach area. Four lounge chairs are positioned on the deck, overlooking the water. A hot tub is located to the right, inviting relaxation with scenic lake views.
Cabin in Burdett
4.93 out of 5 average rating, 205 reviews

FLX Cabin Cottage

Nestled on the East side of Seneca Lake is a AUTHENTIC cozy cabin style cottage with a private shale beach five miles from Watkins Glen. There are four lounge chairs on the beach that are perfect for sunbathing along with a dock, diving board. There is a privacy fence around the property. Renters also have access to three kayaks, 18 foot canoe ,boat lift, fire pit, outdoor grill and a perfect view of the evening sunsets. I air conditioners installed July 2024

Top guest favourite
A serene view of Lamoka Lake is framed by tall trees, showcasing a manicured lawn and a circular arrangement of rustic wooden chairs around a fire pit. The calm water reflects the surrounding greenery and distant hills under a clear blue sky.
Cottage in Bradford
4.98 out of 5 average rating, 132 reviews

Riesling Retreat - Waterfront Cottage, Lamoka Lake

Riesling Retreat is situated on scenic Lamoka Lake, in NYโ€™s Finger Lakes Region, between Keuka and Seneca lakes. Our cottage is professionally cleaned after each visit and boasts an expansive covered porch, full kitchen with gas stove and island for cooking, manicured lawn with fire pit, dock, and launch for the kayaks or canoe. It is central to Watkins Glen, Hammondsport, and more than 250 wineries; you canโ€™t go wrong!

Popular amenities for waterfront rentals in Canandaigua

Quick stats about waterfront rentals in Canandaigua

  • Total holiday rentals

    Explore 30 holiday rentals in Canandaigua

  • Nightly prices starting at

    Canandaigua holiday rentals start at $168ย SGD per night before taxes and fees

  • Verified guest reviews

    Over 180 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Canandaigua holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Canandaigua rentals

  • 4.9 Average rating

    Canandaigua stays are highly rated by guests โ€“ averaging 4.9 out of 5!

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