Canandaigua holiday lettings

We found 342 holiday rentals — enter your dates for availability

Select from 104 houses, 32 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:22 May - 29 May

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • 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)
  • 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)
  • Three Brothers Wineries and Estates (18.7 mi / 30.2 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 considering a holiday rental in Canandaigua, a popular area to stay is near the picturesque Canandaigua Lake. This neighbourhood not only offers stunning waterfront views but also provides easy access to a variety of outdoor activities, such as boating, fishing, and hiking. The vibrant downtown area features charming shops, delightful cafes, and restaurants that showcase local cuisine, making it a lovely place to explore.

Another appealing option is the area surrounding the historic Ontario County Courthouse. This neighbourhood is rich in history and offers a unique blend of cultural attractions, including the Canandaigua Lady, a charming paddleboat that takes visitors on scenic lake tours. The nearby Sonnenberg Gardens and Mansion State Historic Park is also a must-see, featuring beautifully landscaped gardens and a historic mansion that reflects the region's heritage.

In terms of available properties, the areas around the lake and downtown Canandaigua have a wide selection of holiday rentals, suiting various preferences and budgets. Whether you're seeking a cosy lakeside cottage or a modern apartment in the heart of the action, you'll find plenty of options to suit your needs.
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, the area around Canandaigua Lake is ideal, particularly along the lakeside in neighbourhoods such as Kershaw Park and the scenic north shore. Here, you'll find a selection of charming holiday rentals that often feature amenities such as private docks, spacious decks for al fresco dining, and outdoor grills, great for enjoying the stunning lake views. Many properties are designed with families in mind, offering multiple bedrooms and large living areas to accommodate groups.

In addition, the West Lake Road area provides further options, where properties often come equipped with modern kitchens, laundry facilities, and easy access to the water for swimming, boating, or fishing. Nearby, you can explore local attractions, such as the historic Sonnenberg Gardens and Mansion State Historic Park, which adds a touch of culture to your stay. The proximity to local shops, restaurants, and recreational activities makes this region a convenient and enjoyable destination for beach house rentals.
Where are the best Canandaigua ski resort rentals?
For skiing in the Canandaigua area, the closest ski resort is Bristol Mountain, located just a short drive away. When searching for rental accommodations near this ski destination, travellers should consider the charming town of Canandaigua itself, which offers a variety of options. Many properties in Canandaigua come with scenic views of the lake and surrounding hills, providing a picturesque backdrop for a winter getaway.

Visitors can find holiday rentals that range from cosy cabins to modern lakeside homes, often featuring amenities such as fireplaces, fully equipped kitchens, and outdoor spaces for enjoying the crisp, fresh air. Many properties also include hot tubs, ideal for relaxing after a day on the slopes.

In addition to the skiing at Bristol Mountain, the area offers opportunities for winter activities like snowshoeing and cross-country skiing in nearby parks. The town of Canandaigua boasts local shops and restaurants, ensuring that guests have everything they need within easy reach.
What is the most popular type of holiday rental accomodation in Canandaigua?
In Canandaigua, holiday houses are the most popular type of holiday rental, with approximately 376 available throughout the area. These spacious homes are often situated near the picturesque Canandaigua Lake, providing easy access to outdoor activities such as boating and hiking. Most holiday houses come with fully equipped kitchens, multiple bedrooms, and outdoor spaces like decks or patios, superb for enjoying the scenic views and relaxing after a day of exploration.

Additionally, there are around 100 cottages available, which offer a charming and cosy atmosphere, often located in quieter spots close to nature. These cottages typically include kitchen facilities and comfortable living areas, making them ideal for couples or small families.

For those seeking a more compact stay, around 56 apartments and 52 condos are also on offer, generally located nearer to the town centre. These accommodations usually feature essential amenities, such as kitchenettes and communal areas, suiting shorter stays or solo travellers looking to experience local dining and attractions.

Lastly, there are about 20 cabins, which provide a rustic retreat for those wanting a more secluded experience, often with beautiful woodland surroundings.
Are there any family house rentals in Canandaigua?
In Canandaigua, New York, visitors will find a wide selection of family-friendly house rentals, with around 119 options available in the area. The locale is known for its stunning lake views and outdoor activities, making it an ideal destination for families. Many of these properties come equipped with spacious living areas, well-appointed kitchens for preparing family meals, and outdoor spaces great for children to enjoy.

Areas like the Canandaigua Lake waterfront provide easy access to swimming, boating, and picnicking, while the nearby Bristol Mountain offers opportunities for hiking and skiing, depending on the season. Amenities such as Wi-Fi, air conditioning, and sometimes even private docks or fire pits are commonly found, ensuring a comfortable and enjoyable stay for all ages.
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 town, situated on the shores of Canandaigua Lake, offers a variety of neighbourhoods suitable for travellers looking for a relaxing getaway.

Many of these properties come equipped with private pools and hot tubs, as well as amenities like outdoor patios, spacious living areas, and fully equipped kitchens, making them ideal for families or groups seeking both comfort and entertainment. Some rentals may also include features such as barbecue grills and access to beautiful gardens, enhancing the overall experience of enjoying the serene surroundings of the Finger Lakes region. 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 pets. Many of these holiday homes feature spacious layouts, fully equipped kitchens, and outdoor spaces, making them superb for families or groups. Expect amenities such as private patios, gardens, and sometimes even direct access to nearby lakes or parks, allowing for enjoyable outdoor activities with your furry companions.

The neighbourhoods surrounding Canandaigua Lake, particularly along the lakeshore, offer beautiful views and easy access to various recreational opportunities. Pet-friendly parks and walking trails in the area provide great spots for exercising pets while enjoying the stunning scenery.
Are there any remote work holiday rentals in Canandaigua?
In Canandaigua, New York, there are numerous holiday rentals suitable for remote work, with around 588 options available. This charming town, situated on the shores of Canandaigua Lake, provides an inspiring backdrop for those looking to balance work and leisure. Many of the properties feature dedicated workspaces, including desks and ergonomic chairs, along with high-speed Wi-Fi to keep you connected.

Travellers can expect a variety of amenities, such as fully equipped kitchens, comfortable living areas, and outdoor spaces where you can unwind after a productive day. The lakefront area offers stunning views and recreational opportunities, including boating, fishing, and hiking in the nearby Finger Lakes region. 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 include fully equipped kitchens, allowing guests to prepare their own meals with ease. Onsite parking is commonly available, providing convenience for those travelling by car. Many rentals feature decks or patios, superb for enjoying the scenic views of the Finger Lakes region. Additionally, travellers can expect to find coffee and tea makers for a comforting brew, as well as fireplaces that create a cosy atmosphere, especially during the cooler months.
When is the best time to visit Canandaigua for a holiday rental?
The best time to visit Canandaigua for a holiday rental is during the peak season from June to August, with July being particularly popular. This vibrant summer period draws visitors eager to savour the beautiful lakeside setting, partake in outdoor activities, and enjoy local events such as festivals and markets.

July typically offers warm temperatures, ranging from the high teens to mid-20s Celsius, great for swimming, sailing, or simply relaxing by the water. The stunning scenery, alongside the charming downtown area filled with shops and eateries, creates a friendly space for those looking to unwind or explore.

For travellers seeking a more budget-friendly option, November presents an excellent opportunity. While this month sees fewer tourists, it provides a quieter experience where you can enjoy the stunning autumn colours and the peaceful ambiance of the area. The cooler temperatures (around 0 to 10 degrees Celsius) may limit some outdoor activities, but it's an ideal time for scenic drives and enjoying the local culture without the crowds.

Ultimately, your decision on when to visit Canandaigua can hinge on your preference for bustling summer energy or the tranquil beauty of late autumn.
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 that showcase the area's natural beauty and local charm. The stunning Canandaigua Lake is a central feature, offering opportunities for boating, fishing, and swimming, with several parks along its shores such as Kershaw Park, which also has picnic areas and a beach.

The Sonnenberg Gardens and Mansion State Historic Park is another highlight, featuring beautifully landscaped gardens and a historic mansion, superb for leisurely strolls and photography.

For those interested in local history, the Canandaigua Lady offers scenic boat tours that provide insights into the region's past while enjoying picturesque views of the lake.

Additionally, the Finger Lakes region is renowned for its wineries, and Canandaigua serves as an excellent base for exploring local vineyards and tasting their offerings, making it a great destination for wine enthusiasts.
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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More holiday ideas