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Holiday houses 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 $122 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    90 of Canandaigua holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ 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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Guest favourite
A private balcony offers stunning views of Canandaigua Lake, with expansive greenery and walking paths visible below. A single chair provides a space to relax and enjoy the serene surroundings, while the distant shoreline blends with the sky in soft hues.
Condo in Canandaigua

NEW Lakeview Escape | Seasonal Hot Tub | Poolside

Stay at Hotel Canandaigua in a modern lake-view condo with a full kitchen, private balcony, high-speed WiFi, pool, seasonal hot tub opening in May, and complimentary docking. * 1 minute to Kershaw Park * 2 minutes to CMAC * 3 minutes to Other Half Brewing * 5 minutes to Canandaigua dining and shops Important: One key fob is provided; guests should coordinate access using the lockbox. The unit has no washer or dryer, but paid laundry is available on the fifth floor for approximately $5 per load

4.83 out of 5 average rating, 41 reviews
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

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.

4.96 out of 5 average rating, 365 reviews
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

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

5.0 out of 5 average rating, 349 reviews
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

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!

4.98 out of 5 average rating, 359 reviews
Top Guest favourite
Home in Canandaigua

Wildflower Cottage: Lake Access & Master Suite!

Welcome to Wildflower Cottage, a chic lake cottage retreat nestled just one block from the pristine shores of Canandaigua Lake. Located in the heart of New York's premier wine country, this immaculate charmer flawlessly blends lakeside charm with modern amenities. Features include a fully equipped chef's kitchen, a private master suite and a peaceful second-story deck. Boasting dedicated lake access, this lovely 3-bedroom property offers a beautifully curated vacation experience.

4.99 out of 5 average rating, 214 reviews
Top Guest favourite
The entrance is framed by two sets of windows, adorned with flower boxes featuring vibrant blooms. A welcoming green door is complemented by wooden shutters. Paved paths made of herringbone-patterned bricks lead to the door, flanked by neatly arranged flower pots and fresh greenery.
Home in Canandaigua

Canandaigua Lake Cottage!

Charming newly renovated 2 bedroom, 1.5 bath cottage near Canandaigua Lake, offering lake access within a short walk. The cottage features an open floor plan with stylish and cozy interior. Amenities include central air, washer/dryer, BBQ grill on private deck, free parking, beach access, easy access to CMAC (4.5 miles), downtown Canandaigua shops and restaurants, Rochester, NY Airport, Canandaigua Lady boat, enjoy wine/beer and cheese tours in the area, casinos and farm stands.

5.0 out of 5 average rating, 77 reviews
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

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.

4.94 out of 5 average rating, 451 reviews
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

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.

5.0 out of 5 average rating, 117 reviews
Top Guest favourite
The historic farmhouse is highlighted by soft outdoor lighting, creating a welcoming ambience at dusk. The front porch features several chairs and is adorned with seasonal decorations. The surrounding grassy area is framed by trees, providing a peaceful outdoor setting.
Home in Canandaigua

The Canandaigua Farmhouse. Private, lake access

Kick back in this warm, relaxing, stylish, renovated circa 1900 Farmhouse. Keep warm by the camp-style firepit in a peaceful 2-acre setting. Watch the sunset from the back deck. A short walk to the neighborhood store, ice cream, pizza and Eastside Bar & Grill. A short walk through the backyard with access to beautiful Canandaigua Lake. Close to wine tasting in the Finger Lakes, Naples, Bristol and Hunt Hollow Ski hills, wedding venues, and summer concerts at CMAC.

5.0 out of 5 average rating, 56 reviews
Top Guest favourite
A modern kitchen is shown, featuring white cabinetry, stainless steel appliances, and a tiled backsplash. A dining table with black chairs is positioned in the center, alongside large windows that allow natural light to illuminate the space. Shelving with decorative items is visible on one side.
Apartment in Canandaigua

Canandaigua downtown 2 bedroom

Located in the historic downtown Canandaigua, this newly renovated two bedroom, one bathroom, first floor 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.

4.98 out of 5 average rating, 168 reviews
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

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.

5.0 out of 5 average rating, 144 reviews
Top Guest favourite
The exterior of the lower-level apartment features a spacious patio area with outdoor seating, including a sectional and dining set. Lush greenery surrounds the space, and a barbecue grill is covered nearby. Large windows allow natural light to brighten the façade of the building.
Apartment in Canandaigua

Cozy Lower Level Apartment in the Grove

Cozy 2 bedroom lower level apartment in host's home in the beautiful historic district of Canandaigua. 1 to 2 miles from shops, restaurants, pubs, and Canandaigua Lake, and easy to walk to everything if you enjoy walking. Just 12 miles from Bristol Mountain, 4 miles from CMAC, and 2 miles from Sonnenberg Gardens. The private entrance has a coded keyless entry which will be presented upon booking. Pets are welcome at $25 per pet per stay.

4.93 out of 5 average rating, 375 reviews

Popular amenities for Canandaigua holiday rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Stay near Canandaigua's top sights

Roseland Waterpark

115 locals recommend

Cmac

107 locals recommend

Kershaw Park

67 locals recommend

Star Cider

44 locals recommend

Granger Homestead and Carriage Museum

34 locals recommend

Frequentem Brewing

33 locals recommend

Other great holiday rentals in Canandaigua

Top Guest favourite
Home in Rushville

Sanctum at Sunset Lake

5.0 out of 5 average rating, 8 reviews
Top Guest favourite
An aerial view showcases a vibrant landscape of autumn foliage along a serene lake. The clear blue water reflects the colorful trees, while distant homes and roads are visible amidst the natural scenery, emphasizing the peacefulness of the surroundings.
Home in Canandaigua

Cozy Lakehouse Vibe, & Views, Deck, 10 Min to Town

4.99 out of 5 average rating, 84 reviews
Top Guest favourite
Apartment in Canandaigua

Above the Tavern

4.97 out of 5 average rating, 73 reviews
Top Guest favourite
A spacious deck showcases two black wooden chairs positioned around a circular fire pit, overlooking a scenic view of the lake. The water reflects the clear blue sky, enhanced by a few fluffy clouds, while lush greenery frames the peaceful lakeside landscape.
Home in Canandaigua

Modern Canandaigua Lake House with Hot Tub/Sauna

5.0 out of 5 average rating, 47 reviews
Guest favourite
A spacious log home is shown with large, floor-to-ceiling windows that allow natural light to brighten the interior. A wide deck surrounds the house, providing outdoor seating options. Green grass leads up to the building, with trees framing the property and farmland visible in the background.
Home in Canandaigua

Cedar & Stone Lodge

4.91 out of 5 average rating, 22 reviews
Top Guest favourite
The exterior of the cottage is shown, featuring a welcoming white facade with a bright yellow front door. A spacious porch is visible, lined with black railings and furnished with chairs. A grass area surrounds the cottage, with a stone path leading to the entrance.
Cottage in Canandaigua

The Place at Crystal Beach

4.98 out of 5 average rating, 66 reviews
Guest favourite
Home in Canandaigua

Sandy Beach Haven - Modern Canandaigua Lake House

5.0 out of 5 average rating, 8 reviews
Top Guest favourite
Home in Rushville

The Vita and Vine: Lakefront, Outdoor Theater

5.0 out of 5 average rating, 21 reviews

When is the best time to visit Canandaigua?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$264 NZD$267 NZD$278 NZD$288 NZD$321 NZD$356 NZD$409 NZD$405 NZD$321 NZD$306 NZD$285 NZD$293 NZD
Avg. temp-3°C-3°C2°C8°C15°C20°C22°C22°C18°C11°C5°C0°C

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.

Destinations to explore