Holiday Homes in Canandaigua

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Featured Holiday Homes in Canandaigua

Charming 3-bedroom house in Rochester/UofR & RIT

2.0 star property
9.4 out of 10, Exceptional, (9)
"this was a great stay very clean and nice "
The price is AU$290
includes taxes & fees
9 Dec - 10 Dec
Charming 3-bedroom house in Rochester/UofR & RIT

Naples Valley Getaway! Private home with hot tub.

10.0 out of 10, Exceptional, (300)
"My husband and I stayed at this beautiful property for our anniversary weekend. It was just what we needed. Clean, cozy and quiet. Would definitely return! "
Naples Valley Getaway! Private home with hot tub.

On Cloud Wine | 5 Bed, 3 Bath

10.0 out of 10, Exceptional, (2)
"Wow! This is an amazing property in a stunning location on Keuka lake. We had a fabulous time!"
On Cloud Wine | 5 Bed, 3 Bath

New! Panorama Lakeview Place: Canandaigua Lake escape w pool, game room & more!

2.0 star property
10.0 out of 10, Exceptional, (3)
"The house was lovely and comfortable for our group of 6 friends who came to celebrate a milestone birthday.There's plenty of spaces to be together and have private time.Views are spectacular.The check in was easy and the host was quick to responding to any questions we had.Would definitely come back."
New! Panorama Lakeview Place: Canandaigua Lake escape w pool, game room & more!

"Thyme Away" - A quiet home in the country

9.6 out of 10, Exceptional, (50)
"David and Holly's place was perfect for our weekend getaway to visit our son. They had thought of every convenience... a wonderful assortment of coffees, farm fresh eggs, and the most delicious homemade bread. They even had disposable slippers for going to and from the hot tub!! The house was centrally located for all our sightseeing and was very peaceful. My favorite part had to be the beautiful sunrises every morning. We will definitely book again."
"Thyme Away" - A quiet home in the country

Serenity Place | 5 Bed, 3 Bath

10.0 out of 10, Exceptional, (87)
"We really loved this property. The view was outstanding and the house was fully stocked. Instructions for everything was super helpful. Centrally located and no lack of things to do. There were 8 of us and plenty of room for everyone. The openness of the kitchen/dining/living room was really nice as everyone was always involved wherever they were. I would absolutely stay here again."
Serenity Place | 5 Bed, 3 Bath

Your Perfect Retreat Awaits: Comfortable Haven in the Heart of Convenience!

9.8 out of 10, Exceptional, (28)
"This is our first time exploring Rochester and we came up for family weekend at RIT. It was perfect for our large family to have our own space with a kitchen and enough places to hang out and play games. I would highly recommend this to anyone looking for a great place to stay!"
Your Perfect Retreat Awaits: Comfortable Haven in the Heart of Convenience!

Lakeview w/Pool, Hot Tub, Firepit, Gameroom, Golf!

9.8 out of 10, Exceptional, (12)
"Extremely well organized. Host thought of everything! Lots of fun spaces to hang out. We all had a wonderful time."
Lakeview w/Pool, Hot Tub, Firepit, Gameroom, Golf!

The Cozy Place in Rochester, NY Near RIT - College Pet Friendly

10.0 out of 10, Exceptional, (8)
"Needed a place to stay near RIT. Perfect home to stay at would recommend."
The Cozy Place in Rochester, NY Near RIT - College Pet Friendly

Rustic Ridge Log Cabin

9.4 out of 10, Exceptional, (49)
"Its the cabin I've been searching for for years, Its very clean and the outside environment is very spacious. The outside bathroom was very clean. It does have solar powered lights but they dont last forever so bring lanterns, There is no running water so plan for that, There was evidence of mice so if that creeps you out then dont rent. Its very secluded so Animals are expected. Ive already rebooked. There was no coffee pot so i brought my own propane coffee pot because that porch was too...
The price is AU$210
includes taxes & fees
26 Nov - 27 Nov
Rustic Ridge Log Cabin

Charming 2-story dog-friendly farmhouse with game room, firepit, deck, grill

10.0 out of 10, Exceptional, (12)
"We loved the area and the property "
Charming 2-story dog-friendly farmhouse with game room, firepit, deck, grill

Large Lakeview Lodge on Canandaigua Lake

9.6 out of 10, Exceptional, (59)
"Family reunion, we rented a boat, excellent accommodations !"
Large Lakeview Lodge on Canandaigua Lake

Cheerful 2 Bedroom House with off street parking

10.0 out of 10, Exceptional, (41)
"Convenient to Finger Lakes attractions, clean and comfortable."
Cheerful 2 Bedroom House with off street parking

The Painted Pony Cottage at LegUp Stables. Vacation with a Horse!

10.0 out of 10, Exceptional, (88)
"Very nice "
The Painted Pony Cottage at LegUp Stables. Vacation with a Horse!

The Lodge at Pine Summit

9.6 out of 10, Exceptional, (21)
"We were 5 couples in town for a wedding. House was a great fit, well stocked, with plenty of room for everyone to spread out or be together. The beautiful grounds were an added bonus as we enjoyed some botchy ball, and walks around the property. Would definitely recommend this house and would stay again! Hosts were great with terrific communications!"
The price is AU$2,163
includes taxes & fees
9 Dec - 10 Dec
The Lodge at Pine Summit

New 3 seat and 2 seat sofa's and smart TV in front room. Week/month discounts.

8.0 out of 10, Very good, (13)
"We enjoy our stay overall, the house was nice the host gave great communication. Definitely would come back!!"
New 3 seat and 2 seat sofa's and smart TV in front room. Week/month discounts.

Spacious ‘GEM’ of the city

9.8 out of 10, Exceptional, (24)
"Very clean and affordable "
The price is AU$520
includes taxes & fees
1 Dec - 2 Dec
Spacious ‘GEM’ of the city

King Bed Suite w/ Free Parking+WiFi

9.2 out of 10, Wonderful, (13)
"Cozy apt to crash at for the night. Clean bathroom w/ fresh towels, comfy bed, and plenty of outlets to charge my devices. So thankful for the iron board and iron in the closet; came in clutch. Owner was excellent at communicating; appreciate all his hard work in making my stay so easy :)"
The price is AU$196
includes taxes & fees
4 Dec - 5 Dec
King Bed Suite w/ Free Parking+WiFi

Penn Yan House Rental - Close to Wineries!

9.6 out of 10, Exceptional, (4)
"This was a lovely little home for our weekend getaway. It is walking distance to multiple restaurants and shops in Penn Yann and the owner's were kind enough to recommend wineries for us."
Penn Yan House Rental - Close to Wineries!

Fully furnished yr round home near Seneca Lake, on Wine trail, Family Friendly

9.0 out of 10, Wonderful, (4)
"We just wanted a little place to stay away for a weekend. This house was everything and more than we wanted! The hosts were great to work with. "
The price is AU$824
includes taxes & fees
1 Dec - 2 Dec
Fully furnished yr round home near Seneca Lake, on Wine trail, Family Friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Canandaigua

creek's edge

9.8 out of 10, Exceptional, (17)
"Stayed for the night after going to a concert, amazing place felt very safe there and had no concerns!"
creek's edge

Charming Canandaigua Lake House w/ Deck & Views!

10.0 out of 10, Exceptional, (18)
"Very nice house, lots of room and very clean in a nice quiet neighborhood. K-kup coffee and snacks provided for us adults and doggie treats, water bowl and doggie toy provided for our pup, what a nice personal touch, thank you so much. We would highly recommend this to others and we will be back next year. "
Charming Canandaigua Lake House w/ Deck & Views!

Secluded European Style 1810 Mansion minutes to the lake, sleeps 15

10.0 out of 10, Exceptional, (24)
"Perfect location and they have all the contacts I needed to pull it off for my wife’s birthday. "
The price is AU$2,138
includes taxes & fees
27 Nov - 28 Nov
Secluded European Style 1810 Mansion minutes to the lake, sleeps 15
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.