Holiday houses in Canandaigua

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Top-rated holiday rentals in Canandaigua

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Top Guest favourite
The exterior of a large farmhouse is depicted, with a well-maintained lawn featuring a mature tree and colorful autumn foliage. A pathway leads to the entrance, and large windows provide ample natural light inside. Clear blue skies enhance the tranquil setting.
Guest suite in Bloomfield
4.94 out of 5 average rating, 424 reviews

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.

Guest favourite
Home in Canandaigua
4.92 out of 5 average rating, 275 reviews

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.

Top Guest favourite
A shaded outdoor area features a swing chair with soft cushions, providing a comfortable spot to relax. Lush green foliage surrounds the space, while colorful flowers add a vibrant touch to the scene, enhancing the natural surroundings.
Guest suite in Naples
4.94 out of 5 average rating, 363 reviews

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.

Top Guest favourite
A spacious living room is furnished with a comfortable gray sofa and two accent chairs. A light-colored coffee table centers the space, which is warmed by a floor lamp. Natural light filters through floor-to-ceiling curtains, creating a welcoming and bright atmosphere.
Home in Canandaigua
5 out of 5 average rating, 310 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

Top Guest favourite
The kitchen features modern appliances, including a stainless steel fridge and oven, set against light-colored cabinetry and a mosaic backsplash. A spacious island with bar seating offers additional workspace. Natural light filters through large windows, illuminating the open layout.
Farm stay in Penn Yan
4.98 out of 5 average rating, 245 reviews

Modern, bright & calm 1 BR / 1 bath farm retreat

Let the calm, quiet beauty of New York’s Finger Lakes region renew you at this modern and bright on-farm escape right on the Seneca Lake Wine Trail. Enjoy our outdoor space and the comfort of our new building's private second floor which features natural lighting, a private entrance, self check-in, marble countertops, tile throughout, a custom bathroom, in-floor radiant heat, WiFi, no TV and a spacious deck overlooking Black Squirrel Farms, a black walnut growing and processing operation.

Top Guest favourite
A cozy living room features a spacious gray couch adorned with decorative pillows. A mustard-colored ottoman complements the area rug’s abstract design. A writing desk and a mirror are positioned nearby, alongside soft lighting from lamps that enhance the warm ambiance.
Apartment in Canandaigua
4.98 out of 5 average rating, 315 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!

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.
Condo in Canandaigua
5 out of 5 average rating, 190 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

Guest favourite
The exterior of a two-story home is visible, showcasing a light-colored siding and a metal roof. A large deck with wooden railing extends from the house, adjacent to a flowing creek. Lush greenery surrounds the property, enhancing the serene setting.
Home in Bloomfield
4.95 out of 5 average rating, 118 reviews

The Creek House Private Home & Scenic Grounds

The Creek House: a fully renovated 1 bdrm, 1 bath home with a full modern kitchen and large new deck situated right next to a year round babbling brook. The creek is 15 feet from the foot of the deck stairs; its sounds lull guests to sleep each night. Frogs, salamanders, crayfish, and all manner of forest life abound. The stream meanders through the mixed park like and wooded parcel ending at a 25’ wide 6’ high waterfall. Antique clawfoot tub. Water may have a sulfur smell (see below).

Guest favourite
A single-story house is surrounded by a well-maintained yard featuring green grass and various shrubs. A large tree is visible in the front, providing shade. The clear blue sky and scattered clouds create a serene setting.
Apartment in Geneseo
4.9 out of 5 average rating, 288 reviews

The Nut House

This apartment is located in a beautiful country setting. There is private parking available for guests. Located on the first floor is the entrance to the hallway. Once inside you will have a private door to enter your private apartment. Outside you can enjoy your private patio in the back, a well kept yard, and very nice gardens. There is no stove, but we do offer amenities for simple cooking and reheating food. We also offer a basic continental breakfast with cereal and coffee.

Guest favourite
A serene bedroom features a spacious bed with a patterned quilt. Soft lighting is provided by bedside lamps. Two windows, framed with teal curtains, allow natural light to fill the room. A comfortable armchair complements the inviting space.
Apartment in Canandaigua
4.86 out of 5 average rating, 423 reviews

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.

Top Guest favourite
A living area features a comfortable futon with decorative cushions, a small coffee table, and a plush armchair. Natural light enters through a large window, framing views of the surrounding woods. A woven area rug adds texture to the wooden floor.
Guest suite in Bloomfield
4.98 out of 5 average rating, 286 reviews

Finger Lakes 1 Bedroom Private Suite

This private 1 bedroom (queen and twin daybed) 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”

Top Guest favourite
A modern farmhouse is set against a backdrop of lush greenery, featuring a clean white exterior and large black windows. A gravel driveway leads to the entrance, flanked by neatly trimmed shrubs and outdoor seating areas that invite relaxation.
Home in Canandaigua
5 out of 5 average rating, 117 reviews

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+, 1 small dog under 30lb allowed, no cats.

Popular amenities for Canandaigua holiday rentals

When is the best time to visit Canandaigua?

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Avg. price$295 NZD$276 NZD$295 NZD$292 NZD$295 NZD$347 NZD$407 NZD$403 NZD$320 NZD$304 NZD$281 NZD$295 NZD
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Frequently Asked Questions

  • Do apartment rentals in Canandaigua have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Canandaigua. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Canandaigua?

    Canandaigua has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Canandaigua have air conditioning?

    Absolutely! We offer over 20 apartment rentals with air conditioning in Canandaigua. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Canandaigua?

    Four-legged friends are welcome in Canandaigua. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there house rentals with a dedicated workspace in Canandaigua?

    Yes! Work meets play with ease at over 10 house rentals in Canandaigua featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in apartment rentals in Canandaigua?

    Experience the best of Canandaigua with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Quick stats about holiday rentals in Canandaigua

  • Total holiday rentals

    Explore 80 holiday rentals in Canandaigua

  • Nightly prices starting at

    Canandaigua holiday rentals start at $122 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,230 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Canandaigua holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Canandaigua rentals

  • 4.9 Average rating

    Canandaigua stays are highly rated by guests—averaging 4.9 out of 5!

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