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 €61 per night before taxes and fees

  • Verified guest reviews

    Over 4,610 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, 120 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.

Top guest favourite
Home in Canandaigua
4.92 out of 5 average rating, 320 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.

Guest favourite
Home in Canandaigua
4.91 out of 5 average rating, 23 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
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, 342 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, 346 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
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, 226 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 welcoming living space features comfortable seating, including two brown leather chairs and a stylish bench. Natural light enters through large windows, highlighting the wooden beams overhead. A flat-screen TV is mounted on the wall, while decorative touches like plants and wall hooks add character.
Cottage in Canandaigua
4.95 out of 5 average rating, 207 reviews

Lake Escape >HOT TUB< Walk to the lake >near CMAC<

The Getaway Lake Escape is a cozy cottage along the scenic Canandaigua Lake Wine & Brewery Trail, offering seasonal lake views and mature gardens. Fully equipped with all the essentials, it's just a short drive to wineries, dining, shopping, and entertainment. Located in a quiet, private community with shared lake access just a 2-minute walk away—perfect for swimming and unwinding. Relax in the year-round hot tub with a glass of wine or your favorite beverage after a day of exploring.

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, 109 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.

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, 293 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 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, 325 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 living area features a sleek black sofa and matching armchairs, arranged around circular glass coffee tables. A decorative area rug anchors the space, while natural light fills the room through two windows adorned with black valances. A wall-mounted TV and a stylish clock add to the decor.
Flat in Canandaigua
4.96 out of 5 average rating, 174 reviews

One bedroom apartment in downtown Canandaigua

Located in the historic downtown Canandaigua, this newly renovated one bedroom, one bathroom, second story apartment offers tranquil residential vibe along with quick easy access to roof top restaurants, shops, breweries, Canandaigua Lake, and CMAC preforming arts center are only a few minutes away. This apartment features a fully equipped kitchen with stainless steel appliances and coffee maker. Come enjoy all that Canandaigua has to offer.

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, 139 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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Frequently Asked Questions

  • What are the best places to stay in Canandaigua?

    Many visitors choose accommodations near the historic downtown, the lakefront, or in areas surrounded by vineyards and rolling hills. These locations provide easy access to local shops, restaurants, and outdoor recreation.

  • What are the best things to do in Canandaigua with kids?

    Families frequently enjoy waterfront parks, children’s activity centers, and hands-on exhibits at local museums. Renting paddle craft or exploring walking trails around the lake are also popular with kids.

  • What are some of the best things to do in Canandaigua?

    Explore local art galleries, stroll along the historic Main Street, or enjoy outdoor activities like boating or walking in lakeside parks. Many visitors also sample wines at area vineyards and attend seasonal community events.

  • How is the weather in Canandaigua?

    Canandaigua experiences cold winters with temperatures from 19 to 38°F (-7 to 4°C), and warm summers ranging from 57 to 82°F (14 to 28°C), along with moderate rainfall year-round. Spring and fall usually bring mild weather and changing foliage.

  • When is the best time to visit Canandaigua?

    Late spring through early fall is often recommended for comfortable temperatures, outdoor events, and activities on the lake. Autumn brings colorful foliage and harvest festivals, while winter is quieter and suited to those enjoying a peaceful retreat.

  • What are the best places to visit in Canandaigua?

    Popular places to visit include the lakefront, historic downtown, local gardens, and museums focused on regional history. Vineyards and craft beverage producers also invite guests for tastings throughout the year.

  • What are some hiking trails in Canandaigua?

    Canandaigua has scenic trails through wooded areas, parklands, and along the lakefront. Some trails include gentle boardwalks, interpretive paths, and options for both leisurely walks and longer hikes.

  • What are some family activities we can do in Canandaigua?

    Family activities in Canandaigua include visiting interactive museums, picnicking at community parks, and exploring lake beaches or garden paths. Seasonal events, such as outdoor concerts or art fairs, are often enjoyed by visitors of all ages.

  • What are some of the best day trip ideas from Canandaigua?

    Around Canandaigua, visitors often explore other Finger Lakes communities, hike in nearby state parks, or visit waterfalls and regional museums. A drive through wine country or a stop at traditional markets are frequently suggested.

  • Are there any pet friendly accommodations available in Canandaigua?

    Pet friendly stays are available in various parts of Canandaigua, including the lake area and residential neighborhoods. Some hosts provide fenced yards or easy access to nearby parks, making travel with pets more convenient.

  • What are some local tips for visiting Canandaigua?

    Locals often suggest exploring the lake early in the morning for quiet views and considering seasonal produce at the farmers market. Dressing in layers is helpful due to changing weather, especially near the water.

  • What is Canandaigua known for?

    Canandaigua is known for its scenic lake, vibrant local arts, and historic downtown. The city often draws visitors seeking outdoor recreation, wineries, and a relaxed Finger Lakes atmosphere.

  • What are the best hidden gems to explore in Canandaigua?

    Seek out lesser-known garden spaces, small local art studios, or quiet lakeside trails that feel tucked away. Exploring local farmers markets or joining a historical walking tour can also reveal unique perspectives on the area.

  • What are the best foods to try in Canandaigua?

    The area is known for locally grown produce, artisan cheeses, and dishes featuring Finger Lakes wines. You might find seasonal farm-to-table meals, fresh-baked goods, and lake-inspired specialties frequently suggested by locals.

  • What should I bring for a trip to Canandaigua?

    Consider packing layers for changing weather, comfortable shoes for walking, and a light rain jacket. If you plan to spend time outdoors, sunscreen and a hat can be helpful, especially near the water.

  • What is the nightlife in Canandaigua like?

    Canandaigua’s nightlife features relaxed bars, live music venues, and welcoming breweries around downtown and the waterfront. Evenings often blend local music, seasonal events, and gatherings at casual eateries.

  • What are the most popular events or festivals in Canandaigua?

    Canandaigua hosts several annual events, including summer music and arts festivals, craft fairs, and a frequently suggested grape and wine celebration. These gatherings highlight the region’s agricultural traditions and creative community.

  • Are there family friendly vacation rentals in Canandaigua?

    Many rentals in Canandaigua have family friendly features such as multiple bedrooms, kitchens, and outdoor spaces. Consider options around the lakefront or in residential neighborhoods for added convenience.