Holiday rentals in Canandaigua

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Quick stats about holiday rentals in Canandaigua

  • Total holiday rentals

    Explore 90 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 4,570 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

    60 properties have a dedicated workspace

  • Wifi availability

    90 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!

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 historic farmhouse is visible, framed by vibrant autumn foliage. A well-maintained driveway leads to the entrance, with a mailbox and flower arrangement at the forefront. The colorful landscape features lush green grass and scattered orange leaves, enhancing the serene appeal of the property.
Farm stay in Canandaigua
5 out of 5 average rating, 110 reviews

CMAC - 420 Friendly Horses Private Quiet Romantic

Our visitors have only 5 star reviews for Finger Lakes High View. " Best stay ever!"; "Clean, quiet and peaceful". Our working horse farm offers a comfortable stay; spectacular fall vistas and is only 6 miles from Canandaigua Lake. Chill with a beverage in our 3 season room. Visit with our horses. They are guest friendly and love carrots (provided). You will have a 5 star experience in this immaculate historic home-away-from-home that offers proximity to Canandaigua and a 420 friendly stay.

Guest favourite
An aerial view of a spacious property surrounded by lush greenery, featuring a modern single-story home with a red roof. The manicured lawn extends beautifully, complemented by mature trees and a winding driveway leading up to the house.
Home in Canandaigua
4.87 out of 5 average rating, 121 reviews

Private Canandaigua Retreat- Hot Tub/Pet Friendly

Searching for the perfect Finger Lakes getaway? Discover this gorgeous Canandaigua retreat, featuring four bedrooms (one with an en suite bathroom), ample space, and a luxurious hot tub. This airy abode boasts a spacious deck with breathtaking views, plus complimentary WiFi. Centrally located near Canandaigua, Naples, and other Finger Lakes destinations! 🌞🏞️🛁 🐈🐕This property is pet-friendly ( pet with fee up to 2 dogs.) Permission needed for more than 2. Make sure to clean up after your fu

Guest favourite
Home in Canandaigua
4.91 out of 5 average rating, 311 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.

Superhost
Home in Canandaigua
4.89 out of 5 average rating, 19 reviews

Loft at the Vandenbergh Mansion

Stay in history, steps from the lake! Welcome to your Canandaigua getaway in a historic Italianate brick home, set on an acre of land and just a short walk to Canandaigua Lake, Kershaw Park, Sonnenberg Gardens & Mansion, shops, and dining! This one of a kind property blends 19th century charm with modern comfort, offering plenty of space for families, groups, or anyone looking for a memorable stay. Make your trip unforgettable and experience history, space, and style all in one incredible home!

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, 353 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
The image captures a stunning lakeside view framed by large floor-to-ceiling windows. Soft pink and orange hues from the sunset reflect on the tranquil water, creating a serene ambiance. Outdoor seating is visible on the deck, allowing for enjoyment of the picturesque scenery.
Home in Rushville
4.96 out of 5 average rating, 217 reviews

Lake House-Sunset Views-HOT TUB-Couples Retreat

Escape to the private and secluded Sunset Sanctuary where you can relax and enjoy 180 degree breathtaking views of Canandaigua Lake during the day and stunning sunsets from the wrap-around deck in the evenings. Enjoy amenities such as a hot tub, a cinematic experience, a grill and a fire pit. You are minutes from all Canandaigua has to offer-from CMAC, Canandaigua Boatworks, Deep Run Beach, and all the locally owned restaurants, shops and tasting rooms that make the Finger Lakes so iconic!

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
4.79 out of 5 average rating, 117 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, 432 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 spacious living area features a natural stone fireplace, surrounded by comfortable seating including a dark blue armchair and a light grey sofa. Large windows bring in natural light, and artwork adorns the wooden walls, enhancing the cabin's inviting ambiance.
Home in Canandaigua
5 out of 5 average rating, 103 reviews

Finger Lakes Hilltop Chalet Relax, Unwind & Renew

This log cabin chalet tucked back in the woods invites you to kick back and relax, with a cozy fireplace, hot tub, and rejuvenating sauna adding to the luxurious atmosphere. Nestled in the woods on 9 acres, the property provides a tranquil haven, complete with walking trails that allow you to connect with nature. Whether you're enjoying the warmth of the fireplace or strolling through the peaceful surroundings, this home offers the perfect blend of comfort and tranquility.

Guest favourite
Flat in Canandaigua
4.93 out of 5 average rating, 14 reviews

Condo on Canandaigua Lake #420

Renting this 2-bedroom condo on the lake is not just about securing a place to enjoy a vacation;it's about embracing a lifestyle that seamlessly integrates modern comforts with the tranquility of nature. From the well-appointed interior to the breathtaking views, every aspect of this lakeside retreat is crafted to provide a haven of relaxation and inspiration. It's more than a home; it's a retreat where the beauty of the lake becomes an integral part of your everyday life.

Top guest favourite
The cabin exterior features a metal roof and a spacious deck with railing, surrounded by trees. A grill is positioned on the deck, and outdoor seating is available. The serene landscape showcases a glimpse of Canandaigua Lake in the background.
Guest house in Naples
4.98 out of 5 average rating, 288 reviews

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!

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, 132 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. 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$196 SGD$198 SGD$206 SGD$218 SGD$220 SGD$259 SGD$303 SGD$301 SGD$239 SGD$227 SGD$211 SGD$218 SGD
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Frequently Asked Questions

  • 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.

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

    Experience the best of Canandaigua with our hotel rentals, starting at about $210 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Canandaigua?

    Four-legged friends are welcome in Canandaigua. Choose from more than 40 vacation rentals for guests traveling with pets.

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

    Yes! Work meets play with ease at over 60 vacation rentals in Canandaigua featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Canandaigua hotel rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 hotel rentals with pools in Canandaigua, available on Airbnb. Make a splash and soak up the sun in style!

  • Do bed and breakfast rentals in Canandaigua have air conditioning?

    Absolutely! We offer over 10 bed and breakfast rentals with air conditioning in Canandaigua. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Canandaigua have wifi?

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

  • Do hotel rentals in Canandaigua have a gym?

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

Destinations to explore

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