Canandaigua holiday lettings

We found 318 holiday rentals — enter your dates for availability

Select from 103 houses, 38 flats and other holiday rentals to find the perfect place for your stay in Canandaigua. Holiday homes offer the best amenities for you and your friends, family or even pets, such as a fireplace and garden. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Canandaigua

Showing deals for:30 Jan - 6 Feb

Image gallery for Finger Lakes Chalets – Private Retreat Near Wineries & Canandaigua Lake!

Pool is Open May 1st!
10 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)

Finger Lakes Chalets – Private Retreat Near Wineries & Canandaigua Lake!

Canandaigua, NY

8% off
Price is £1,565
for 7 nights, 1 chalet
£224 per night
includes taxes & fees
Finger Lakes Chalets – Private Retreat Near Wineries & Canandaigua Lake!

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

The lively city of Canandaigua awaits you

Enjoy the area's monuments, wineries and architecture with a rental holiday home in Canandaigua. Renowned for its gardens, lake and sailing, this city welcomes all visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Canandaigua

Do you want to discover top things to see and do in the city? Venture out of your cosy holiday rental and experience everything that makes Canandaigua a fun place to get away to. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Roseland Waterpark (1.1 mi / 1.8 km)
  • Finger Lakes Gaming and Racetrack (6.8 mi / 10.9 km)
  • Bristol Mountain Ski Resort (12 mi / 19.4 km)
  • Casa Larga Vineyards (13.6 mi / 21.9 km)
  • Ravines Wine Cellars on Seneca Lake (14.5 mi / 23.4 km)
  • Ventosa Vineyards (17.6 mi / 28.4 km)

Exploring the natural features in Canandaigua

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Canandaigua is a great place to get outside. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Sonnenberg Gardens and Mansion State Historic Park (0.9 mi / 1.4 km)
  • Kershaw Park (1.1 mi / 1.8 km)
  • Canandaigua Lake (7.5 mi / 12 km)
  • Honeoye Lake (13.9 mi / 22.5 km)
  • Seneca Lake State Park (16.2 mi / 26.1 km)
  • Erie Canal (16.5 mi / 26.5 km)

Transport to and around Canandaigua

The nearest airport is in Rochester, NY (ROC-Greater Rochester Intl.), located 25.5 mi (41.1 km) from the city centre.

Frequently asked questions

What is the best area to stay in Canandaigua when booking a holiday rental?
When booking a holiday rental in Canandaigua, New York, the lakefront area is one of the best choices. This picturesque neighbourhood offers stunning views of Canandaigua Lake and provides easy access to a range of outdoor activities, making it great for those who enjoy nature and relaxation. Here, you can relish the scenic beauty while being just a short stroll away from the charming downtown area, which features a delightful selection of shops, restaurants, and cafes.

In addition to its natural beauty, the lakefront area is home to several top attractions. The Canandaigua City Pier is a lovely spot for a leisurely walk or to simply soak in the stunning sunsets. Nearby, you'll find the historic Granger Homestead and Carriage Museum, which offers a fascinating glimpse into the region's history and is a great outing for families.
How much does it cost to rent a holiday home in Canandaigua?
Prices for holiday rentals in Canandaigua vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Canandaigua to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Canandaigua holiday house rentals?
You can find great discounts on house rentals in Canandaigua on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Canandaigua?
For renting a beach house in Canandaigua, New York, the prime locations are along the shores of Canandaigua Lake, particularly in the areas of Kershaw Park and the south end of the lake near the town of Naples. Kershaw Park offers public beach access and is close to amenities like picnic areas and playgrounds, making it an ideal spot for families. Here, you can find charming beach houses that often feature private docks, outdoor decks with lake views, and fully equipped kitchens, superb for enjoying summer meals outdoors.

Moving towards the village of Naples, the properties here typically provide a more secluded atmosphere with stunning views of the lake. Many of these rentals come with amenities such as fire pits, spacious yards, and direct access to the water, allowing for swimming, kayaking, or simply relaxing by the lakeside. The area also hosts several local wineries and farm markets, adding to the appeal for visitors looking to explore the culinary delights of the Finger Lakes. Find your rental near the beach in Canandaigua.
Where are the best Canandaigua ski resort rentals?
For ski resort rentals near Canandaigua, New York, travellers should consider the nearby Bristol Mountain Ski Resort, which is just a short drive away. In the charming town of Canandaigua, a variety of accommodations are available, ranging from cozy cabins to spacious chalets, suiting different group sizes. Many of these properties come equipped with essential amenities such as fully equipped kitchens for self-catering, comfortable living areas, and sometimes even fireplaces to warm up after a day on the slopes.

In Canandaigua itself, visitors can enjoy the lovely waterfront area alongside the lake, with rentals that offer stunning views and easy access to local dining and shopping options. Some properties feature outdoor spaces like decks or patios, superb for basking in the scenic surroundings. For those looking for a more rustic experience, additional options can be found further out in the Finger Lakes region, where visitors can find secluded lodges and cabins located in the woods, often equipped with amenities such as hot tubs and game rooms for relaxation after skiing. See all ski-in-/ski-out rentals in Canandaigua.
What is the most popular type of holiday rental accomodation in Canandaigua?
In Canandaigua, holiday houses are the most popular type of rental, with about 94 available throughout the area. These properties are often situated near picturesque Canandaigua Lake, providing easy access to outdoor activities such as boating and swimming. Most holiday houses feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor decks or patios for enjoying the beautiful surroundings.

Cottages also attract visitors, with around 26 options that offer a more quaint and rustic experience, great for those looking to immerse themselves in nature. Many of these cottages include amenities like fireplaces and private gardens, ideal for a serene getaway.
Are there any family house rentals in Canandaigua?
In Canandaigua, New York, there are numerous family-friendly house rentals available, with around 127 options to choose from. The area is known for its beautiful lakeside setting, making it an appealing destination for families seeking outdoor activities. Many of these homes come equipped with spacious living areas, full kitchens for preparing meals, and outdoor decks or patios where children can play and families can relax together.

Visitors can explore nearby attractions such as the stunning Canandaigua Lake, which offers opportunities for swimming, boating, and fishing. Additionally, the local Sonnenberg Gardens and Mansion State Historic Park provides a lovely backdrop for family outings, featuring beautiful gardens and walking paths. See all family-friendly rentals in Canandaigua.
Can I rent a holiday home with a pool or hot tub in Canandaigua?
In Canandaigua, there are several holiday homes available for rent that feature pools and hot tubs, with around 15 options to choose from. This picturesque city, located on the shores of Canandaigua Lake, offers a range of neighbourhoods where these properties can be found, each providing a special environment. Many rentals come equipped with private pools and hot tubs, superb for unwinding after a day of exploring. Find your rental in Canandaigua with a pool or a hot tub.
Can I find long-stay holiday rentals in Canandaigua?
A long-stay holiday rental in Canandaigua is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Canandaigua?
In Canandaigua, there are numerous pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. Many of these properties come equipped with amenities such as spacious outdoor areas, fully equipped kitchens, and comfortable living spaces. You can expect features like private patios or decks, which are superb for enjoying the scenic views of the Finger Lakes.

The area surrounding Canandaigua offers a variety of parks and outdoor activities suitable for pets. The Canandaigua Lake waterfront is a wonderful spot for leisurely strolls, and the nearby Kershaw Park provides ample green space for pets to enjoy. For those looking for more adventurous outings, the Finger Lakes National Forest is not too far away, offering hiking trails that welcome dogs on leashes. See all pet-friendly rentals in Canandaigua.
Are there any remote work holiday rentals in Canandaigua?
In Canandaigua, New York, there are plenty of options for remote work holiday rentals, with around 153 available throughout the area. Many of these properties are equipped with essential amenities tailored for remote workers, including high-speed Wi-Fi, dedicated office spaces, desks, and ergonomic chairs. Some rentals even feature additional conveniences like computer monitors and laptop workspaces, ensuring a productive environment away from home. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Canandaigua holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Canandaigua with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Canandaigua?
In Canandaigua, popular holiday rental amenities typically include well-equipped kitchens, allowing guests to prepare their own meals. Most rentals feature essential appliances such as microwaves, refrigerators, and stovetops, along with cookware, dishware, and utensils for convenience. This makes it easy for travellers to enjoy home-cooked meals while taking in the beauty of the area, including the picturesque Canandaigua Lake and nearby attractions like the Sonnenberg Gardens and Mansion State Historic Park.
When is the best time to visit Canandaigua for a holiday rental?
The peak season for holiday rentals in Canandaigua is during the vibrant summer months of June to August. This is when visitors flock to the area to enjoy the stunning Finger Lakes region, with activities such as boating, swimming, and exploring the scenic wineries that line the shores of Canandaigua Lake. July, in particular, stands out as the most popular month, offering a lively atmosphere filled with summer festivals and outdoor events.

During this time, temperatures typically hover in the mid to high 20s Celsius, creating ideal conditions for leisurely strolls along the lakeside or adventurous hikes in the nearby parks. You can also indulge in local dining experiences that feature fresh, seasonal ingredients, making the most of your summer getaway.

If you're looking for a more budget-friendly option, consider planning your visit in November. Although this falls outside the bustling peak season, it's a lovely time to experience the serenity of Canandaigua as the autumn leaves create a stunning backdrop. Enjoy peaceful walks, wine tastings, and a chance to explore the area without the summer crowds.
How early should I book a Canandaigua holiday rental?
Book your Canandaigua holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Canandaigua?
In Canandaigua, visitors can enjoy a variety of attractions centred around the picturesque Canandaigua Lake. The lake itself is ideal for water activities such as boating, fishing, and swimming, and there are several public parks along its shores, including Kershaw Park, which features beautiful picnic areas and a sandy beach.

The historic downtown area offers charming shops, cafes, and local restaurants where travellers can sample regional cuisine. The Canandaigua Wine Trail is also a highlight, showcasing the area's renowned wineries and vineyards just a short drive away, great for wine enthusiasts looking to explore the local offerings.

For those interested in history, the Granger Homestead and Carriage Museum provides insight into the region's past, while the Ontario County Historical Society presents exhibits related to local heritage.
Can I change or cancel my Canandaigua home rental booking on Vrbo?
To find Canandaigua holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Canandaigua holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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