
Holiday houses in Canandaigua
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Top-rated holiday rentals in Canandaigua
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Farm House Suite 15 minutes from Bristol Mountain
Country location on a quiet road just minutes from Canandaigua Lake, and Bristol Mountain. Large farmhouse, with private suite including a huge great room (450 sf), wrap around screened-in porch. Please note that bedrooms and bath are upstairs. Geothermal heating/cooling. No full kitchen or downstairs sink available, only toaster oven, mini fridge, coffee maker (Keurig) with seating for 4 in section of great room. TV, fast Wifi for all your devices. Plenty of privacy and room to spread out.

Bristol Retreat 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.

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.

All Seasons Base Camp - Finger Lakes
*King sized bed; Private Entrance; Keurig Coffee Machine; Roku TV; Mini Fridge; Microwave; Toaster; Walk to Main Street, restaurants, wineries, distillery and breweries* All Seasons Base Camp is perfect for a couple or 2 friends looking for a comfortable and convenient place to stay while visiting the Finger Lakes Region for hiking, biking, fishing, skiing, water falls chasing, and wine tasting! No A/C needed.stays cool in the Summer months due to the home being built into the side of a hill.

Cul-De-Sac Hideaway near ♥ of Downtown and Lake
★ Perfect place for a romantic weekend for two or a family/friends getaway ★ Just a 10-minute walk to downtown attractions, restaurants, breweries ★ Great access to Canandaigua Lake and Finger Lakes regions ★ Wi/Fi, TV, games/cards/books, washer/dryer included ★ Driveway offers two off-street parking spots ★ Full Kitchen, Master bedroom w/bath access, Extra pillows provided ★ Private enclosed backyard with deck and seating area ★ You'll find your stay private, clean, and safe ★ Coffee and Tea

The Porch on Park 1 bdr private - historic area
Peaceful, private, charming, one bdr apartment centrally located in beautiful historic area. Fully equipped kitchen. Spacious bedroom and living room offers a smart TV, writing desk, free Wi-Fi and a couch with removable cushions providing additional single bed. Covered porch is perfect spot for a cocktail, a meal or place to relax and take in the outdoors. Off street parking for one car. Private entrance with coded keyless entry. So much in the Finger Lakes! We have all info to share!

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

Peaceful Finger Lakes Studio
Overlooking a 3/4-acre pond, this 550 sq ft lower-level studio has a private patio, 2 entrances, full bath, queen bed and newly installed kitchen (after 3/15/24). TV has access to Netflix, Disney plus, Prime Video, and other Roku channels (no cable). Wi-Fi is continuous with listing and space has private access to heat/AC controls. Entrance is via keypad lock. Close to Canandaigua, Cummings Nature Center, CMAC, and wineries/microbreweries. Short drive to Letchworth State Park and Victor

First Floor Apartment in Historic Home on Main St.
This apartment is on the first floor of a 200 year old duplex right on Main Street. The shops and restaurants downtown are just a 5 minute walk down the street and the lake is less than two miles away. There are two bedrooms with queen beds and a fully equipped kitchen. The CMAC Performing Arts Center is just 3 miles away, Sonnenburg Mansion and Gardens are less than a mile, the Roseland Waterpark is only 2 miles away and Bristol Mountain Ski Resort is about a 20 minute drive.

Maiden Lane Charm
Cozy updated cottage within walking distance and access to a private community beach. 2 bedrooms, fully equipped kitchen, bath and living space. This charming 800 sq foot home features a gas fire place to keep you cozy in the winter and an upper deck with lake view for relaxing in the warmer months. Large yard, partially fenced in, with play house for children. The storage shed houses outdoor games and wagon for the short trip (.3 miles) to the beach. 4 miles from CMAC.

Hawks Landing - Your Romantic Getaway! New Pricing
Welcome to Hawks Landing Cabin… your romantic getaway! Located in the heart of the Finger Lakes, this extraordinary property perched above Canandaigua Lake with its spectacular views is within minutes of all the region has to offer. Hiking, fishing, boating, cycling, kayaking, snow many opportunities our guests can enjoy locally or just simply unplug and relax in the quiet of this cozy cabin. Come celebrate your special moments in the privacy of this beautiful cabin!

Modern Farmhouse Whole Home Cozy Hot Tub
Escape every day life and relax in our modern farmhouse in the country! 2 bedroom, 2 bath includes high end amenities. Sleeps 4, Open floorplan w/ fireplace. Luxury spa like bathrooms. Bedrooms w/ high ceilings. Office w/desk Fast Wi-Fi. Washer/Dryer. Outdoor hot tub. In house gym w/ Peloton Bike. Country feels Close to wineries, breweries, Bristol Mountain, Canandaigua Lake. Due to some amenities we ask for children to be 10+, no Pets allowed.
Popular amenities for Canandaigua holiday rentals
Other great holiday rentals in Canandaigua

Romantic Quiet Private 420 Friendly Horses

The Lodge at Mill Creek

Luxury Lakeview Retreat Hot Tub, Gym & Theatre

New property on historic farm with lake views

Country Echoes of the Finger Lakes

2 Bedroom pool house with Garage

Charming Country Cabin -HOT TUB-Sunset View-CMAC

Camp Navarac - A 4 season getaway
Quick stats about holiday rentals in Canandaigua
Total rentals
80 properties
Nightly prices starting at
$108 AUD before taxes and fees
Total number of reviews
4.2K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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- Letchworth State Park
- Watkins Glen State Park
- Chimney Bluffs State Park
- Sea Breeze Amusement Park
- The Strong National Museum of Play
- Taughannock Falls State Park
- Fair Haven Beach State Park
- Bristol Mountain
- Cayuga Lake State Park
- Stony Brook State Park
- Hamlin Beach State Park
- Watkins Glen International
- Keuka Lake State Park
- High Falls
- Sciencenter
- Hunt Hollow Ski Club
- Three Brothers Wineries and Estates
- Keuka Spring Vineyards
- Bet the Farm Winery
- Fox Run Vineyards
- Standing Stone Vineyards
- Hunt Country Vineyards