Discover Your Perfect Canandaigua Vacation Homes

Best Vacation Homes in Canandaigua

House
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like-icon10.0
Exceptional
(80 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£223/Night 7 Nights - £1,558
Resort
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like-icon10.0
Exceptional
(3 Reviews)
3 Baths 6 Guests 1872.92 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
£202/Night 7 Nights - £1,417
star-icons-4
Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£214/Night 7 Nights - £1,501
Cottage
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like-icon10.0
Exceptional
(71 Reviews)
2 Bedrooms 1 Bath 4 Guests 1020 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£92/Night 7 Nights - £645
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
6 Bedrooms 3 Baths 12 Guests 3003.13 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£163/Night 7 Nights - £1,140
Apartment
Map-icon
like-icon10.0
Exceptional
(50 Reviews)
2 Bedrooms 1 Bath 4 Guests 650 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
£208/Night 7 Nights - £1,459
Condo
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like-icon10.0
Exceptional
(34 Reviews)
3 Bedrooms 1 Bath 6 Guests 1113 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
£261/Night 7 Nights - £1,824
Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(34 Reviews)
1 Bedroom 1 Bath 2 Guests 500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£216/Night 7 Nights - £1,510

Canandaigua Luxury Rentals

House
Map-icon
7 Bedrooms 1 Bath 12 Guests 5500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£1,533/Night 7 Nights - £10,732
House
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
6 Bedrooms 5 Baths 12 Guests 3400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
£1,514/Night 7 Nights - £10,600
House
Map-icon
like-icon10.0
Exceptional
(82 Reviews)
6 Bedrooms 3 Baths 16 Guests 4700 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£1,412/Night 7 Nights - £9,887
House
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
6 Bedrooms 4 Baths 14 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£1,339/Night 7 Nights - £9,375
House
Map-icon
like-icon9.8
Exceptional
(8 Reviews)
5 Bedrooms 3 Baths 8 Guests 2200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
£1,162/Night 7 Nights - £8,133
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
5 Bedrooms 7 Baths 11 Guests 5000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£1,147/Night 7 Nights - £8,031
House
Map-icon
like-icon10.0
Exceptional
(117 Reviews)
6 Bedrooms 4 Baths 16 Guests 3500 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£1,136/Night 7 Nights - £7,949
House
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like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 10 Guests 3062 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£1,119/Night 7 Nights - £7,831

Canandaigua Pet Friendly Vacation Rentals

Cottage
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like-icon10.0
Exceptional
(22 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£264/Night 7 Nights - £1,851
Cabin
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests 796.53 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£92/Night 7 Nights - £645
Cabin
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£214/Night 7 Nights - £1,497
Apartment
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
£646/Night 7 Nights - £4,525
star-icons-4
Bed & Breakfast
Map-icon
like-icon9.8
Exceptional
(11 Reviews)
5 Bedrooms 5 Baths 12 Guests 400.42 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£199/Night 7 Nights - £1,392
Cottage
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£452/Night 7 Nights - £3,164
Apartment
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
£330/Night 7 Nights - £2,313
Cottage
Map-icon
like-icon9.8
Exceptional
(31 Reviews)
2 Bedrooms 1 Bath 6 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£199/Night 7 Nights - £1,391

Canandaigua Large Vacation Homes

New
House
Map-icon
4 Bedrooms 3 Baths 12 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
£315/Night 7 Nights - £2,205
Bed & Breakfast
Map-icon
like-icon9.9
Exceptional
(26 Reviews)
5 Bedrooms 5 Baths 10 Guests 320.76 ft²
  • Oceanfront
    Oceanfront
  • Skiing
    Skiing
More amenities
£192/Night 7 Nights - £1,341
House
Map-icon
6 Bedrooms 2 Baths 6 Guests
  • Kitchen
    Kitchen
  • Child Friendly
    Child Friendly
More amenities
£332/Night 7 Nights - £2,326
House
Map-icon
like-icon10.0
Exceptional
(121 Reviews)
7 Bedrooms 5 Baths 15 Guests 3174 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£650/Night 7 Nights - £4,552
star-icons-4
Bed & Breakfast
Map-icon
like-icon9.6
Exceptional
(96 Reviews)
5 Bedrooms 5 Baths 10 Guests 333.68 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£146/Night 7 Nights - £1,025
House
Map-icon
like-icon10.0
Exceptional
(92 Reviews)
6 Bedrooms 3 Baths 12 Guests 3100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
£750/Night 7 Nights - £5,250
House
Map-icon
like-icon10.0
Exceptional
(88 Reviews)
3 Bedrooms 3 Baths 10 Guests 1800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£382/Night 7 Nights - £2,673
House
Map-icon
like-icon10.0
Exceptional
(36 Reviews)
4 Bedrooms 2 Baths 10 Guests 2800 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£403/Night 7 Nights - £2,823

Why Choose Rent By Owner for your Canandaigua Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Canandaigua

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit this destination can significantly enhance your experience, whether you're seeking lively summer activities or peaceful winter escapes in the region.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, the area thrives with lively outdoor activities and pleasant weather, making it ideal for exploring scenic landscapes from your vacation rentals.

Average Temperature Daytime: 75-85°F - Nighttime: 60-65°F
autumn
Fall (September to November)

The vibrant fall foliage attracts visitors seeking picturesque views, perfect for enjoying serene stays in this region’s cozy vacation rentals.

Average Temperature Daytime: 65-70°F - Nighttime: 45-50°F

Off-Season Highlights

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Winter (December to February)

The winter months bring a peaceful charm to this destination, offering a quieter atmosphere for relaxing stays in your preferred holiday rental.

Average Temperature Daytime: 30-40°F - Nighttime: 20-25°F
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Spring (March to May)

As the region awakens from winter, spring offers mild weather and blooming scenery, providing a tranquil setting for a memorable getaway in local vacation rentals.

Average Temperature Daytime: 50-60°F - Nighttime: 35-45°F

Weekly Weather Forecast for Canandaigua

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining areas where you can savor meals with scenic views of the region’s natural beauty.
  • Benefit from private patios or decks perfect for relaxing and soaking in the fresh air during your stay.
  • Take advantage of landscaped gardens that provide a serene setting and beautiful surroundings.
  • Make use of outdoor fire pits, ideal for cozy evenings spent with friends or family.
  • Access to spacious yards or lawns, great for outdoor activities and games amidst nature.
  • Look for properties featuring waterfront access or lakeside amenities, if you wish to enjoy the water views firsthand.
  • Seek out outdoor pools or hot tubs to unwind and enjoy leisure time while immersed in the area's peaceful ambiance.
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Family Activities

  • Canandaigua Lake Boat Tours: Embark on a guided boat tour across the scenic waters, offering family-friendly fun and stunning views of the surrounding landscape.
  • Roseland Waterpark: Spend a sunny day enjoying thrilling water slides, lazy rivers, and kid-friendly pools at this popular water park in the region.
  • Granger Homestead and Carriage Museum: Explore this historic site with engaging exhibits and beautiful gardens that appeal to families interested in local history.
  • Ontario County Park: Enjoy outdoor activities such as hiking, picnicking, and nature exploration in this expansive park ideal for family outings in the area.
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Adult Activities

  • Wine Tasting Tours: Explore local vineyards along the region's renowned wine trail, offering you a chance to sample exquisite wines and enjoy scenic vineyard views.
  • Boating and Water Activities: Take advantage of the lakeside setting by renting a boat or trying kayak excursions to experience the area's natural beauty from the water.
  • Fine Dining Experiences: Indulge in the culinary scene featuring farm-to-table restaurants and lakeside eateries that showcase the region’s fresh, local ingredients.
  • Art and Cultural Events: Immerse yourself in the area's vibrant arts scene through galleries, live performances, and seasonal festivals held throughout the region.

Canandaigua Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local landmarks: Discover the area's key attractions to appreciate its unique charm and history during your stay.
  • Experience waterfront activities: Take advantage of nearby lakes or rivers to enjoy boating, fishing, or relaxing by the water.
  • Savor regional cuisine: Dine at local eateries to get a taste of the area's culinary specialties and authentic flavors.
  • Plan outdoor adventures: Make the most of scenic parks and natural spots for hiking, picnicking, or enjoying the fresh air here.

Transportation Options

  • Local Bus Services: Public transportation options in the area offer convenient routes to explore Canandaigua and its surroundings, making it easy for you to access local attractions from your vacation rental.
  • Taxi and Rideshare Services: Taxis and rideshare companies are readily available here, providing flexible and quick transportation directly from your accommodation to popular destinations around the region.
  • Car Rentals: Renting a car is a practical choice for gaining freedom and flexibility during your stay, allowing you to comfortably visit nearby lakes, parks, and scenic spots at your own pace.
  • Airport Transfers: For travelers arriving by air, dedicated shuttle services connect major airports with the area, ensuring a seamless transition from flight to your vacation rental.

Local Customs Options

  • Italian Heritage Celebrations: You can experience the area's rich Italian heritage through local festivals and culinary traditions that highlight the region's cultural roots.
  • Lakefront Traditions: Engaging in seasonal lake activities and respecting local customs around water safety are an integral part of enjoying your stay here.
  • Community Art Shows: Participating in or viewing local art displays allows you to appreciate the artistic spirit that thrives within this destination’s vibrant community.
  • Farmers' Market Customs: Visiting the farmers’ markets offers a glimpse into the region’s agricultural practices and provides an opportunity to support local vendors during your trip.

Frequently Asked Questions About Canandaigua?

2. How many vacation rentals have private pools in Canandaigua?

There are 6 vacation rentals with private pools near Canandaigua. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Canandaigua are best for families?

If you are looking for a family-friendly vacation home in Canandaigua, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Canandaigua:

4. How many Rentbyowner vacation rentals are available in Canandaigua?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 357 in the Canandaigua area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Canandaigua. 

5. What is the cancellation policy for vacation rentals in Canandaigua, New York?

Cancellation policies vary by property. It's best to review the specific listing details or contact the owner directly to understand the terms and any potential fees involved.

6. Are there any additional fees I should be aware of when booking a vacation rental in the area?

Additional fees such as cleaning charges, service fees, or security deposits are typically specified in the listing. Be sure to read the full description or reach out to the owner for clarification before booking.

7. How do I ensure my reservation is secure when booking through the platform?

Bookings are protected through secure payment processing, and communicating with owners via the platform helps keep your transaction safe. Always confirm the booking details directly with the host if you have concerns.

8. Can I find pet-friendly vacation rentals here for my stay?

Many properties accommodate pets, but this varies by listing. You should filter your search or contact the owner directly to confirm pet policies prior to booking.

9. What amenities are typically included in vacation rentals in this region?

Amenities range from kitchens and Wi-Fi to outdoor spaces and water access. Review each listing’s amenities section carefully or ask the owner to ensure the property meets your needs.

Canandaigua Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(33 Reviews)
3 Bedrooms 2 Baths 8 Guests 1600 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£277/Night 7 Nights - £1,940
House
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
4 Bedrooms 3 Baths 6 Guests 1800 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£515/Night 7 Nights - £3,603
Ski Chalet
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
1 Bedroom 1 Bath 4 Guests 950 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£208/Night 7 Nights - £1,459
Other
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
7 Bedrooms 6 Baths 16 Guests 2800 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£748/Night 7 Nights - £5,239
Other
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 3 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£370/Night 7 Nights - £2,587
House
Map-icon
like-icon9.8
Exceptional
(40 Reviews)
3 Bedrooms 3 Baths 8 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£515/Night 7 Nights - £3,603
Other
Map-icon
like-icon9.8
Exceptional
(36 Reviews)
5 Bedrooms 3 Baths 10 Guests 2400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£634/Night 7 Nights - £4,435
Condo
Map-icon
like-icon9.8
Exceptional
(21 Reviews)
2 Bedrooms 2 Baths 6 Guests 1200 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£366/Night 7 Nights - £2,559