Holiday rentals in Canandaigua

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Top-rated holiday rentals in Canandaigua

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

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Guest favourite

Home in Dundee

4.97 out of 5 average rating, 111 reviews

Private Waterfront Home Wine Trail Hot Tub Dock

Welcome to Vineyard Views, your luxurious lakefront getaway! This year-round home on the Finger Lakes WINE TRAIL has 75' of LAKEFRONT, level yard, indoor-outdoor living & modern amenities. 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. Plenty of room inside & out for FAMILY VACATIONS, FRIENDS GATHERINGS and COUPLES GETAWAYS. Up to 2 dogs OK/night fee.

Guest favourite

Chalet in Penn Yan

4.96 out of 5 average rating, 132 reviews

Finger Lakes Wine Country Chalet

The sunrise over Seneca Lake from this large A frame home are breathtaking. This newly remodeled, immaculate property features not only amazing views of Seneca Lake but two huge blue stone fire places, accommodations for up to 8 folks and all the comforts of a modern wine country vacation property. All new furnishings, floors, counter tops and finishes throughout. New leather furnishings in the living area. Enjoy outdoor living on the massive lake facing deck which has a sitting and dining area.

Guest favourite

Cabin in Hector

5 out of 5 average rating, 58 reviews

Sunset Paradise, Hector NY .

Come and enjoy the stunning sunsets and vista views from your private patio to “get away from it all”. ALL NEW CONSTRUCTION created from the ground up with every detail in mind. Enjoy the spacious 1 bedroom home with queen and additional queen sofa bed in the living room to allow for a more comfortable fit. Minutes to top winery’s and wonderful restaurants! Included is a stocked coffee bar for early mornings and a fire-pit for sunsets and late evenings. Great for 4 adults or a family getaway!

Guest favourite

Home in Burdett

4.97 out of 5 average rating, 394 reviews

Burdett Home with a View. Perfect location.

Walking distance to Grist Iron, JR Dill and Two Goats Brewing. 6 miles from downtown Watkins Glen which offers boat launches, beach, kayak rentals and many other things. Very Clean. Parking for 6 cars. Large carport. Central air. Large, well equipped kitchen including Keurig and cone filter coffee makers, ice maker, blender, toaster oven, dishwasher. Large shower and closet in master bath. Bathtub in second bath. Hot Tub and fire pit. High speed/wireless internet , DVD player. 3 TV's.

Guest favourite

Home in Penn Yan

4.8 out of 5 average rating, 56 reviews

Cozy New England cottage west side Seneca lake

Cozy whole house. Centrally located on the Finger Lakes wine and craft beer trail. Enjoy this lakeside setting with your favorite wine. Fiber optics wi-fi. Beach firepit, gas fireplace for those winter days. 100' dock with covered boat hoist. A/C for those hot summer days. Covered grill area. Six miles to nearest boat launch and rentals. Separate firepits, shared dock, kayaks and paddle boat with Bungalow rental. Pets allowed as long as $50. PET fee is paid.

Guest favourite

Home in Canandaigua

4.95 out of 5 average rating, 21 reviews

Short-Term/Corporate/Utilities Included!

Lake access, fully furnished in a quiet, walkable, neighborhood. Utilities included! Close to wine country, breweries and cideries, Bristol Mountain skiing, downtown shopping, restaurants, and less than 30 min. to Roch. Enjoy CMAC which is walkable, or the NYS Wine Ctr. A great walking and biking area with easy access to the City Pier and great sunsets from the front porch or sunrises from the back deck! The host has tremendous knowledge of the FLX area and will answer any questions!

Superhost

Holiday home in Naples

5 out of 5 average rating, 4 reviews

Village Chalet - Walk to Breweries & Wineries

This 2 bedroom 1.5 bathroom boasts an open floor plan with bedrooms on opposite ends of the house for the ultimate privacy. One king bedroom opens up to the back ground level patio through its French doors. The other bedroom also has a king bed and includes an attached 1/2 bath and balcony with French doors. The main bathroom is large with bathtub & shower combo and includes Jack and Jill sinks for extra space. Enjoy the brand new pergola out back with lights and a fire pit.

Guest favourite

Flat in Honeoye

5 out of 5 average rating, 37 reviews

Cozy, romantic getaway on a quiet Finger Lake

Escape to a tranquil and romantic retreat conveniently located near a plethora of local attractions-lakes, skiing, hiking, restaurants, breweries, & wineries. Within walking distance, discover a private park boasting a range of amenities-a basketball court, horseshoe pit, swings, sandy beach, & picnic tables. Enjoy complimentary parking & WIFI & a range of amenities including a microwave, toaster oven, mini-fridge, Keurig, & access to streaming services on the provided TV.

Guest favourite

Home in Rochester

4.98 out of 5 average rating, 48 reviews

*Waterfront* Hot Tub on The Bay

Our serene family lake house on a private cove provides a peaceful, tranquil setting with stunning views of Irondequoit Bay and 190 ft of waterfront. The home boasts 1600 sq ft, 3 bedrooms (sleeps 8), 2 full baths with a primary bedroom ensuite. Perfect for those who love the water and to fish, kayak or just love to take in the sights and sounds of nature. Enjoy our hot tub, fire pit and dock for the perfect bay front getaway! Top notch amenities, location and ambiance.

Superhost

Home in Sodus

4.89 out of 5 average rating, 114 reviews

Lakefront | Hot tub | Fire Pit | Inside Views

We are a small family owned and run cottage rental business. We love these homes, use these homes and enjoy sharing with kind travelers. Over the years we have rented cottages and rented to many many guests. We work hard to give personal attention to guests. And we have worked to make the cottages welcoming and easy to use for all. We make a point of making your stay hospitable. No matter if you are ice fishermen in February or a Family in Aug. we want to make it GREAT!

Guest favourite

Home in Penn Yan

4.93 out of 5 average rating, 14 reviews

Casa Del Lago- UNIT 38

BRAND NEW MARCH 2023! Sleeps 11 Guests. Amazing lake views and just steps away from the water, directly across the street is a marina, public beach with lifeguards, picnic area and playground for your enjoyment. Surrounded by amazing wineries and breweries. This unique property is a duplex with completely separate entrances for privacy or may be joined through outdoor covered patio for larger gatherings (rent whole house-sleep 22). Ask for more details.

Guest favourite

Tiny home in Burdett

4.94 out of 5 average rating, 153 reviews

Vineyard Villa B

Make your memories here! The Vineyard Villas is a premier vacation destination, conveniently located on the Seneca Lake Wine Trail. Beautiful panoramic views overlooking sprawling Vineyards and Seneca Lake. There is much to do (and taste!) here in the Finger Lakes, so grab your favorite person or treat yourself, to an unforgettable stay! Restaurant on site. *See other Vineyard Villas listings if calendar is full for this Villa**