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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Top guest favourite
A modern single-room cabin is nestled among trees, featuring large windows that offer natural light and views of the surrounding woods. A covered porch with seating invites relaxation, while a wooden railing adds to the cabin's rustic charm.
Cabin in Dundee
5 out of 5 average rating, 127 reviews

Timber View At Timber Trails

Escape to the countryside at the charming, “Timber View.” Surrounded by wineries & scenic beauty, this country retreat offers a peaceful getaway for those seeking to disconnect & rejuvenate. Wake up to the sounds of nature, enjoy your morning coffee on the porch, & spend your days exploring the Finger Lakes region with activities like hiking, visiting local farmers' markets, or simply enjoying the tranquility of rural life. In the evenings, gather around the fire pit for stories and stargazing.

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, 431 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
4.91 out of 5 average rating, 285 reviews

Bristol Creekside 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, 368 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, 315 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, 319 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 cozy bedroom features a large bed dressed in a colorful patchwork quilt. Light streams in through a window adorned with sheer curtains, illuminating the rustic wooden bed frame and a small seating area nearby.
Guest suite in Canandaigua
4.96 out of 5 average rating, 271 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.

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, 194 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, 119 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 spacious guest suite features a red sofa with a decorative pillow, a dining area with a table and chairs, and a kitchenette in the corner. Light wood flooring complements the white walls, while natural light fills the space through a nearby window.
Guest suite in Canandaigua
4.78 out of 5 average rating, 111 reviews

Spacious guest suite w/ view of Canandaigua

Spacious and private 500 sq ft guest suite in a quiet residential neighborhood. Walk out to a large patio with a fire pit to enjoy a view of Canandaigua. On cooler nights, keep warm with a pellet stove. Enjoy streaming on a 75" TV with surround. Resistance training equipment easily accessible. 10 Minutes to Canandaigua Lake, CMAC, restaraunts, bars, breweries, theater, bowling alley and Roseland Water Park. No gatherings of more than 2 people. Absolutely NO smoking on property.

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, 409 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.

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, 120 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$215 SGD$201 SGD$215 SGD$213 SGD$215 SGD$253 SGD$296 SGD$294 SGD$233 SGD$222 SGD$206 SGD$213 SGD
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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 apartment rentals with a dedicated workspace in Canandaigua?

    Yes! Work meets play with ease at over 10 apartment 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 100 holiday rentals in Canandaigua

  • Nightly prices starting at

    Canandaigua holiday rentals start at $89 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,490 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    100 of Canandaigua holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Canandaigua rentals

  • 4.8 Average rating

    Canandaigua stays are highly rated by guests – averaging 4.8 out of 5!

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