10 Best Airbnb Vacation Rentals In Canandaigua, New York - Updated 2021

airbnb canandaigua ny

The moment New York is mentioned in any conversation, the common stereotype that comes to mind is that it’s an urban jungle. What people tend to forget is that New York is a big state and is not just the island of Manhattan we often see in movies. It has smaller cities, quiet towns and humble boroughs, too. One of these lovely cities is Canandaigua. Located in the northwestern part of the state, it’s one of the cities that border one of the eleven Finger Lakes. The city’s name originated from the Seneca people, a group of Indigenous people, who first inhabited the place. It became the site of many historical events. Today, Canandaigua is a haven for business, health care, and education. There are also a number of registered historic sites in town that are worth checking out. If you’re planning a visit to this lovely city, check out our recommendations for the best Airbnb vacation rentals in Canandaigua, New York.

1. Charming and clean apartment with good location (from USD 127)

Housed in a historic 200 year old building, this two-bedroom apartment is a real gem in Canandaigua. Located right along Main Street, it’s within the vicinity of many restaurants and shops. It’s also a short drive to the lake if you want to relax and unwind. The apartment is charmingly decorated with simple touches that makes you feel like you’re in a hotel but with a little more extra features. The television is equipped with Netflix, Amazon Prime, and Hulu to keep you entertained.

First Floor Apartment in Historic Home on Main St.
Canandaigua, New York, United States
195 reviews Superhost  Wifi Available
Entire rental unit 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
air conditioning much appreciated comfortable beds
great bath towels a large tv wifi closet space)
nice touch that andrew left us coffee milk and food for breakfast
very spacious place with nice comfortable furnishings
they provided breakfast and coffee and had easy check-in and parking
clean quiet comfortable accommodation
everything was very clean and nicely decorated
it's clean and roomy
it was very clean
this place was very clean
host was very responsive and helpful
parking was easy host is very quick with helpful responses
andrew was an amazing host responded quick and was very polite
andrew is a very responsive host
andrew is a wonderful host and will do all he can to make your stay awesome
nice location close to the garden and mansion
nice place close to town
super good location in the heart of canandaigua
andrew’s place is in a great location in canandaigua just a short walk from the main strip
such a great location in canadaigua close to great restaurants
Read more reviews

2. Rustic and cozy country home with swimming pool (from USD 195)

Live your countryside dream at this lovely and charming cottage fondly called The Little House. Even from the outside alone, you will really appreciate this house and how well it fits with its surroundings. Inside, the rustic setting of its interiors makes the cottage even more cozy. The living, kitchen, and dining areas are all open spaces, which allows for a sociable venue. Upstairs you will find the cozy bedroom with a double bed, while the sofa in the living area can be converted into another bed. If the weather permits, you may enjoy the pool right next door.

Cozy Cabin Getaway near Wineries & Ski Resort
Canandaigua, New York, United States
117 reviews Superhost  Wifi Available
Entire cottage 2 Beds 4 Guests 1 Bedroom 1 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
the little house was perfect beautiful quiet updated amenities very comfortable
"the little house was perfect beautiful quiet updated amenities very comfortable
absolutely beautiful property with a lovely pool and walking trails
the pool was spotless nice and loaded with chairs loungers and even a picnic table
another favorite feature was the full kitchen and grill we made steak our first night
charming house that is spotlessly clean and thoughtful little touches
the place was sparkling clean and had thoughtful touches left and right
a wonderful stay at this clean cozy cottage
neat and clean with lots of little personal touches
i am happy to say that every inch of the space is clean and inviting
shona is a great host
shona was attentive and kind
shona is the perfect host
the owner is super responsive to any questions or concerns
shona is definitely a great host
the location is beautiful and peaceful
it’s a nice location
conveniently located to town and still feels like you have your own park
conveniently located to town and still feels like you have your own park
the little house is such a cute and quaint place to stay very close to the lake
Read more reviews

3. Comfortable little suite in the countryside (from USD 125)

Located in the heart of Canandaigua, this little guest suite is a perfect choice for couples or groups of up to four people. The suite is housed in an adorable 1870s farmhouse and has all the basic amenities a home could have. The surrounding greenery around the farmhouse provides plenty of space for you to take a walk or get some exercise done. It’s also in a great location, as it is only a few minutes away from the main town where most of the restaurants and shops are located.

Canandaigua Farmhouse Guest Suite
138 reviews Superhost  Wifi Available
Entire guest suite 3 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
nice bathroom and kitchen with fridge stove microwave and coffee maker
fyi — the smaller bed in the bedroom is so comfortable that it made sleeping in bliss
the bedding is super comfortable and they provide plenty of pillows and blankets
charming and comfortable with a lot of thoughtful touches
this space was beautiful and quaint very cozy
everything was clean and convenient
cassi’s place was clean and cozy
place was clean and stylish
linens were clean and soft fluffy towels would stay again
the unit was clean and newly renovated
hosts are very nice
hosts are very helpful
hosts were friendly and available for any questions
wonderful place and helpful info provided for enjoying the area
cassi and her husband were such great hosts
good location close to town
what a wonderful location and accommodations
super cute private guest suite close to everything highly recommended
great location for a golf trip lake access and the town
super close to downtown while still having an "away from it all" feel
Read more reviews

4. Adorable cottage right next to a pond (from USD 155)

This adorable cottage is what you would imagine the old houses during the 19th century would be like. Sitting right next to a lovely pond and surrounded by lush trees and greenery, this is the perfect image of a countryside home. It’s an ideal place for someone who wants to get away from the city, who loves nature, or who loves to paint. Either way, it’s a wonderful getaway with its two bedrooms and bathrooms, a bright living, dining, and kitchen area, and even an outdoor patio to enjoy the pond. There is also a fireplace to complete the cottage feel.

Walnut Pond Retreat-Private house & scenic grounds
Canandaigua, New York, United States
180 reviews Superhost  Wifi Available
Entire residential home 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
beds were comfy and the view was breathtaking
one small room had carpeting but no furniture perfect for doing yoga
it's well-insulated and has an amazing fan system that sucks in the cool night air
every room had real flowers which were a nice touch from the host
but even with temperatures reaching 90 during the day the whole house fan kept it very comfortable
a bunch of clean towels hand towels and wash-clothes were provided as well
the house is very clean and comfortable
the house was super clean cozy and comfortable
jason needs to clean up the kitchen
the place was very nice and clean
jason is an excellent host
jason is a wonderful host
jason is a perfect host
jason was a lovely host very quick and helpful in responding to any of our questions
he is a great host
great location only 15 minutes from canandaigua
the location was perfect for us
beautiful and relaxing spot close to wineries and local attractions
what a great place for a get away weekend
a great spot to stay if you are skiing at bristol - very close to the hill
Read more reviews

5. Spacious apartment with quirky accents (from USD 93)

Located near many restaurants and shops, this homey apartment is sure to be a sort of home away from home for you. It’s ideal mostly for small families with children or small groups of friends. The two-bedroom unit comes with an open kitchen; plus, there’s also a spacious living and dining area in the apartment. What makes it extra special is that all over the apartment you’ll find little quirks like abstract paintings or little colorful decor that adds to the welcoming ambiance.

Spacious Downtown Canandaigua Apartment
215 reviews Superhost  Wifi Available
Entire rental unit 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the photos don't do it justice joni's place is huge and very comfortable
the apartment is better than the photos; it is large & lots of nice details are well thought-out
the kitchen has sooooo much counter space and the backyard is huge and beautiful
plenty of room to spread out inside and enjoy
we had a good sleep in a comfortable bed
everything was clean and well decorated
it is extremely spacious and we really appreciated the cleanliness of the apartment
apartment was so clean and cute
joan’s apartment is clean nicely decorated and very hospitable for children
very comfortable and clean
she was an amazing host
joni was a great host
joni is a great host
joni is a great host
joni is an amazing host
a lovely apartment very close to the main strip in canandaigua
i recommend this location for a relaxing vacation
very responsive and great location
joan's place was so cute and welcoming
it is a great location just off main street
Read more reviews

6. Cottage by the lake (from USD 135)

This well-maintained and clean cottage is just a few meters away from the lake’s shore. Before reaching the actual shore, you will have to go through a mini park, which sits right next to the cottage. Because of this, you can expect to be surrounded by trees and probably sounds of chirping birds. so it’s a perfect choice for nature lovers. The two-bedroom cottage has one full bathroom and a fully equipped kitchen with all the essentials you will be needing. The best spot in the house might be its screened porch which is perfect for relaxing.

Grandma's Cottage
Canandaigua, New York, United States
37 reviews Superhost  Wifi Available
Entire cottage 2 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
the cottage itself is nicely appointed the beds are super comfy and we loved the shower
the cabin was very clean and neat with everything you need to make it a special stay
the cottage was clean comfortable and located in a great area
comfortable and clean the porch is great for mornings and evenings
this cottage is steps away from crystal beach entrance and the water is clean and warm
host were attentive great people very welcoming and close by if you need anything
jamie was a fantastic host delivered plenty wood for our bonfire within minutes of our arrival
very friendly and relaxing atmosphere
easy to work with great location and great space
great location for a quiet stay on the lake
close to two very nice student towns
the little community water access park is amazing
location was great as well a very dog friendly and family oriented area
Read more reviews

7. Cute rustic cabin with a modern feel (from USD 150)

Don’t be fooled by the first look of this accommodation - this literal cabin in the woods can sleep up to six guests with its three bedrooms. From outside, it looks like your typical log cabin, but when you step inside, you will notice that it has been furnished with a modern feel while retaining the rustic ambiance. The mounted flat-screen TV and modern fireplace steal the show. The cabin, fondly called Mayflower, is half a block from the lake shore beach and provides the perfect opportunity to take a stroll.

Mayflower Getaway by the Lake
Canandaigua, New York, United States
229 reviews Superhost  Wifi Available
Entire cottage 4 Beds 6 Guests 3 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
pretty and cozy cottage with amenities as promised
the furniture is tastefully rustic and very comfortable
the cottage is cozy and well maintained with very generous amenities
the window ac unit was able to keep the entire cottage very comfortable in the heat
the kitchen is really nice and fully equipped
very clean and awesome fireplace
very clean and loved all of the wood
an adorable place that was very clean and nicely equipped
cozy comfortable clean and exactly as advertised
it was nice very clean
host is being very responsive
the host was easy to reach and helpful
kerry is a great host
great hosts and a great cabin
great place and great hosts
cute cabin in a great location
we enjoyed staying close to the lake and it was cute
close access to a beautiful park and lake
the location is perfect for access to primary points of interest
four 50-something longtime girlfriends spent an amazing weekend in this wonderful cabin close to the lake
Read more reviews

8. Rustic and retro loft in a great location (from USD 118)

As far as complementary style goes, rustic and retro are not the usual types to be used for an apartment. But it works perfectly well in this particular studio loft. The design is clearly well-thought of and adds to the cozy ambiance of the loft. Located above an office space, the loft is perfect for solo travellers or couples traveling to Canandaigua. There are several good restaurants and top shops located within walking distance from the apartment, so you won’t run out of places to check out.

Newly Remodeled Studio - One Block from Main Str.
Canandaigua, New York, United States
108 reviews Superhost  Wifi Available
Entire loft 2 Beds 2 Guests 0 Bedrooms 1 Bathroom

Accommodates: 2

Top guest reviews
this place is so pretty just like in the pictures the apartment was spotless when we arrived
the loft is very clean and comfortable loved the washer and dryer
super close to everything that cannandaigua has to offer
Read more reviews

9. Lovely and spacious lakeside cottage

If you’re hoping to disappear into the woods for a while, then this is the perfect place for you. This cottage is located by the lake and can be accessed through a small park near the house. It’s also great if you want to disconnect from the world because cell reception here is not quite strong. But don’t let that stop you from checking this place out. There are two spacious bedrooms and the entire place is decorated in a charming way that would make you want to consider living in the woods.

Crystal Beach House with Lake Access
Canandaigua, New York, United States
203 reviews
Entire house 4 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
the furniture was comfortable and it was nice to relax here
beds comfortable would definitely would stay here again
beautiful place the decorations and furnishings were clean updated and very comfortable
very clean and comfortable place
very clean very comfortable
super clean and awesome space
super clean and decorated with some unique finds
place was clean exactly what we expected
steven is such a great host easy to communicate
they are absolutely fantastic hosts
steven was responsive and everything was as expected
fantastic place wonderful host and would stay again
steve is a great host quick to respond and easy to work with
this is a cute house with a nice location
great quiet location near the lake
great location lovely short walk to the lake an park
overall the location was excellent
good location for wine and brewery adventures
Read more reviews

10. Stylish and luxurious country home

If you’re looking for a countryside house in Canandaigua but still want the extra comforts of a posh house, this is the perfect accommodation for you. This lavish house not only has two floors, but a basement as well. Its style is very countryside but mixed with modern touches. It’s a great option for big groups and families as it has three bedrooms and two and a half bathrooms. Add to that, a spacious open kitchen and living space to entertain guests and in the basement, an entertainment and fitness area. To top it off, there is also a huge swimming pool in the vast backyard.

Finger Lakes Post and Beam Home with Hot Tub
Canandaigua, New York, United States
75 reviews
Entire house 4 Beds 4 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
dave and karen’s space is great the kitchen has everything you need to cook
comfortable beds & beautiful bathroom/shower with nice hot water
the pool was great for our family
beautiful clean and spacious
it is exceptionally clean
the space was clean and tastefully decorated
very clean charming just a great place to stay
we had a great stay the house was well equipped and very clean
david and karen are great hosts
the hosts were quick to reply and very helpful
the host are amazing to work with
david and karen are great hosts extremely responsive and accommodating
david was very helpful with recommendations in town and they were all very good
beautiful home close enough to town but it doesn't feel too close
a nice place to getaway from the hustle and bustle of life
the beds were extremely comfortable the location is very convenient to town and the decor was excellent
awesome stay great location the home is lovely
Read more reviews

Experience the charm of country living in Canandaigua

Living in the countryside has always had its own kind of charm. Being a part of what locals call the Finger Lakes Region, Canandaigua is an excellent place to live your countryside dream, with its many rustic cottages and cozy homes. Go ahead and take a break from the urban jungle and discover Canandaigua’s country charm!

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

Get Trip101 in your inbox

Unsubscribe in one click. See our privacy policy for more information on how we use your data

Marga is a self-employed aspiring writer and budding artist from the Philippines. On days she's not writing, she paints and creates art which she later sells at craft bazaars. Marga also has...Read more

 Want to contribute as a Local Expert?
Explore Canandaigua
Good things are meant to be shared!