Holiday rentals 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, 416 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
4.93 out of 5 average rating, 269 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
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
4.96 out of 5 average rating, 342 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 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, 357 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, 308 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
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.
Flat in Canandaigua
4.98 out of 5 average rating, 310 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
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, 105 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

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, 189 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
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.
Flat in Canandaigua
4.86 out of 5 average rating, 418 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 cozy sitting area is presented with two upholstered couches and a single armchair. Decorative pillows are placed on the couches, while a soft throw is draped over the armchair. Light-colored walls are complemented by natural light filtering through the window treatments.
Home in Canandaigua
4.93 out of 5 average rating, 403 reviews

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.

Top guest favourite
A modern kitchen is presented with a spacious island topped with sleek granite and featuring white cabinetry. Pendant lights hang above, illuminating the area. A dining table with four orange chairs is visible in the background, complemented by a large window that allows natural light.
Chalet in Canandaigua
4.97 out of 5 average rating, 290 reviews

The Johnson Chalet in Bristol/Canandaigua*HOT TUB*

Minutes from Bristol Ski Mountain, beautiful Canandaigua Lake, Finger Lake wineries, local breweries, restaurants and hiking trails or stay and relax at the Chalet! You can enjoy the hum of the relaxing jacuzzi spa, gaze at the scenery while sitting on the porch sipping your coffee, start a bon fire outside in the fire pit, or stay cozy indoors by the fireplace! Whatever you choose, this is your time to sit back, relax and be stress free at the Johnson Chalet!

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, 115 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+, no Pets allowed.

Popular amenities for Canandaigua holiday rentals

When is the best time to visit Canandaigua?

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Avg. price$221 SGD$207 SGD$221 SGD$219 SGD$221 SGD$260 SGD$304 SGD$302 SGD$239 SGD$228 SGD$211 SGD$221 SGD
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Frequently Asked Questions

  • Do bed and breakfast rentals in Canandaigua have wifi?

    Absolutely! We offer over 10 bed and breakfast 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 $91 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    80 of Canandaigua holiday rentals include wifi 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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