Holiday rentals in Canandaigua

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Top-rated holiday rentals in Canandaigua

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Guest favourite

Guest suite in Bloomfield

4.93 out of 5 average rating, 285 reviews

Farm House Suite 15 minutes from Canandaigua lake

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.

7–14 Aug

$94 SGD per night

Guest favourite

Home in Canandaigua

4.97 out of 5 average rating, 276 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.

23–30 Jan

$193 SGD per night

Guest favourite

Cottage in Canandaigua

4.93 out of 5 average rating, 164 reviews

Bristol Retreat Cottage, Creekside with Hot Tub

Rest and unwind at this unique, romantic getaway nestled in the beautiful Bristol Hills. Just minutes away from Bristol Ski Resort, Canandaigua and Honeoye Lake, this cozy 1 bedroom 1 bathroom cottage is one of our two homes available along the peacefully flowing Mill Creek. Take in the natural beauty from the large patio and hot tub. Indoors you'll enjoy the gas fireplace, complimentary wifi and smartTV. The full kitchen and bathroom are stocked with many amenities to help you enjoy your stay.

23–30 Aug

$263 SGD per night

Guest favourite

Home in Canandaigua

5.0 out of 5 average rating, 213 reviews

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

21–28 Oct

$200 SGD per night

Guest favourite

Flat in Canandaigua

4.98 out of 5 average rating, 173 reviews

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!

20–27 Dec

$181 SGD per night

Guest favourite

Guest suite in Canandaigua

4.96 out of 5 average rating, 247 reviews

Canandaigua Farmhouse Guest Suite

Join us in our 1870s farmhouse in the heart of Canandaigua. Walking distance to shops, restaurants, pubs and the lake! Enjoy our six acres of lush landscape, walking trails and fire pit - or venture out for wine and craft beer tasting, shopping and all that the Finger Lakes Region has to offer. City living with a country feeling only 15 minutes from Bristol Mountain and 10 minutes from CMAC. Stay for one night or an entire week. Our clean and cozy guest suite has all the amenities you need.

16–23 Sep

$210 SGD per night

Guest favourite

Loft in Canandaigua

4.96 out of 5 average rating, 239 reviews

Surveyor’s Studio - One Block from Main St

This is a farm house style studio apartment above an office space. The studio is one block from Main Street shops and restaurants and it is a 10 min walk to the lake. There are seven restaurants, several pubs and two breweries within a 5 min walk. The apartment has a 12 foot deck with a table that overlooks the city skyline. The space has a separate entrance from the office. 5 minute drive from CMAC! Please ask us for our winery recommendations! We very involved with the local wineries.

15–22 Jan

$172 SGD per night

Guest favourite

Home in Victor

4.96 out of 5 average rating, 283 reviews

Beautiful & quiet place. A true in-law house.

It’s a true separate in-law house in a walk out basement. It’s completely furnished & includes a living room, bathroom. laundry room, kitchen, 1 bedroom with a queen bed, a full size bed off the living room, a day bed with a twin bed and a trundle twin underneath in the living room, and 2 full size air mattresses & 3 TVs. Victor is a suburb of Rochester with many hiking trails. There are wineries, lakes, casinos, & colleges. Its approx. 20 mins from Bristol Mt & we have many theatres.

17–24 Mar

$145 SGD per night

Guest favourite

Apartment in Canandaigua

5.0 out of 5 average rating, 104 reviews

Lakefront Retreat

Enjoy Gorgeous Panoramic Views of the Lake & surrounding hillsides from the private & spacious balcony. PERMIT #2021-0066 Immaculate & Modern - 1 Bedroom & 1 Bath condo, fully equipped Kitchen, Cozy Living Area, 70" TV with Netflix, Amazon Prime & Internet TV & Music Channels etc. Leather Recliner, mesmerizing LED Fireplace , Very Comfortable King Bed & large Closet. Washer, Dryer, Stylish Spa Bathroom and a Fully setup Balcony w/ electric grill & a View to Capture your Heart.

10–17 Nov

$281 SGD per night

Guest favourite

Guest suite in Naples

4.97 out of 5 average rating, 350 reviews

Sher's MILLION DOLLAR VIEW Artistic & Peaceful

Your newly decorated, 900 sq. ft. apartment comes complete with full kitchen, living room with wood burning stove, bedroom, private bath, and laundry room. You will love the amazing views on your 10 acre getaway including 2 ponds and hidden woods. Only a mile from the village of Naples, hiking trails, waterfalls, wine tastings, quaint shops, restaurants, golf course, leaf peeping, and only 15 min. to Bristol Mountain. Great for couples, solo adventurers, and business travelers.

2–9 Feb

$156 SGD per night

Guest favourite

Guest suite in Bloomfield

4.99 out of 5 average rating, 213 reviews

Finger Lakes 1 Bedroom Private Suite

This private 1 bedroom in-law style suite in the Bristol Hills has keyless entry, deck, bedroom, living area, bath with both shower and jetted tub and breakfast bar. The property is connected to the owners living area by locked door for your privacy and nestled on a back road in a rural area of the finger lakes. Views of the woods from all windows. If this room is booked, please check out our other listing on this property “Peaceful Finger Lakes Studio”

5–12 Oct

$120 SGD per night

Guest favourite

Cabin in Bloomfield

4.93 out of 5 average rating, 251 reviews

Relaxing Getaway Cabin...Explore The Finger Lakes!

Just 11 mile from Bristol Mountain, this unique cabin sits on top of a hill overlooking 100 acers of woods and fields. Relax and enjoy everything the cabin and property have to offer with 2.5 miles of walking trails, a large back deck, two fire pits and much more. Located in the Finger lakes Region offers easy access to many wineries, breweries, distilleries, antique stores, and shops. Rochester is 25 miles away and Victor is 8 miles.

30 Mar – 6 Apr

$145 SGD per night