Canandaigua Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Canandaigua

Fridge, microwave, stovetop, dishwasher
Charming Canandaigua Lake House w/ Deck & Views!
10.0 out of 10, Exceptional, (8)
"The property and location were great…the property manager was AWESOME! Very easy to communicate with! Our only complaint was no frying pans to cook with. We would highly recommend this property! Stunning views!"
Charming Canandaigua Lake House w/ Deck & Views!
Property grounds
1818 Modern Farm House with Pool, Hot Tub and a large permanent dock on the lake
10.0 out of 10, Exceptional, (57)
"We were in town for our daughter’s graduation from college. We had 10-people total from 20 to 80-yrs. It was perfect place for us and had plenty room. We would definitely come back. Note the property does have waterfront access, but it is a walk down the road."
1818 Modern Farm House with Pool, Hot Tub and a large permanent dock on the lake
Golf
Secluded European Style 1810 Mansion minutes to the lake, sleeps 15
10.0 out of 10, Exceptional, (22)
"We had a great stay at this house - was perfect for our big family group with a mix of kids and adults!"
The price is NZ$1,908
includes taxes & fees
20 May - 21 May
Secluded European Style 1810 Mansion minutes to the lake, sleeps 15
Save an average of 15% on thousands of hotels when you're signed in
Adirondack Style Lodge - Minutes from Keuka Lake, Wineries.
10.0 out of 10, Exceptional, (222)
"2nd time staying and looking forward to a 3rd!"
Adirondack Style Lodge - Minutes from Keuka Lake, Wineries.
Fridge, microwave, oven, stovetop
"Secluded Oasis: Luxurious Retreat with Stunning Views"
10.0 out of 10, Exceptional, (16)
"This property was a perfect getaway for my wife and I. Was a great spot to relax and detach from reality for a weekend. Everything was clean, the amenities were great, and Shanisha was available and easy to communicate with through the entire process. Will definitely consider booking again in the future!"
"Secluded Oasis: Luxurious Retreat with Stunning Views"
Fridge, microwave, oven, stovetop
Finger Lakes Cottage Getaway
10.0 out of 10, Exceptional, (15)
"We booked this property for the total eclipse. Unfortunately, it was cloudy but it was a perfect location. Close to town, close to local vineyards, quiet with a private dock. This was PERFECT for a couple looking to get away in a beautiful spot."
Finger Lakes Cottage Getaway
Outdoor dining
Naples Valley Getaway, private home with hot tub.
10.0 out of 10, Exceptional, (273)
"We had a wonderful relaxing weekend at this rental. After arriving there we settled in, sat in the hot tub and talked about our day. We looked forward to spending our mornings and evenings in such comfort in this home. Everything you could think of was provided. We loved all the amenities and special touches that made our weekend special."
Naples Valley Getaway, private home with hot tub.
Outdoor pool, a heated pool
PERFECT Finger Lakes Trip, POOL, LAKE, spacious home and yard, close to wineries
10.0 out of 10, Exceptional, (74)
"One of the nicest places I've stayed using the app. Perfect spot. Lake is awesome."
PERFECT Finger Lakes Trip, POOL, LAKE, spacious home and yard, close to wineries
3 bedrooms, iron/ironing board, travel cot, WiFi
☞Fire Pit☞Smart TV❤ of Seneca Wine Trail☞A/C
10.0 out of 10, Exceptional, (56)
"Stayed a few days. The place is always kept clean. No major surprises. Wegmans and a Super Walmart are right down the street. Lots of wineries, breweries, etc. Thanks for an enjoyable stay."
☞Fire Pit☞Smart TV❤ of Seneca Wine Trail☞A/C
Interior
creek's edge
9.8 out of 10, Exceptional, (10)
"The house is tucked away off the main roadway. A large lot close to a creek, with benches, a hammock, fire pit for a relaxing rejuvenating stay. Very comfortable"
The price is NZ$278
includes taxes & fees
20 May - 21 May
creek's edge
Pool
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
9.8 out of 10, Exceptional, (113)
"We had a great time relaxing by the fire pit. Everything we needed to keep a good fire going for multiple nights was provided. Close by to good breakfasts at Angels, and just a short drive to Watkins Glenn and other attractions by the lake."
The price is NZ$243
includes taxes & fees
30 May - 31 May
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
Exterior
Secluded Dog-Friendly Studio w/Deck, Private Pond, Fireplace, Fast WiFi, Views
9.8 out of 10, Exceptional, (26)
"Had a great stay. Very peaceful"
Secluded Dog-Friendly Studio w/Deck, Private Pond, Fireplace, Fast WiFi, Views
TV, fireplace
Hidden gem of the fingerlakes
9.8 out of 10, Exceptional, (8)
"Warm, functional home with 3 bedrooms and plenty of outdoor entertainment space. Wood and everything else you would need to have a small fire and outdoor activities to escape from the busy life we see in MA. Very clean with a full kitchen as well! Our favorite was the welcoming decor for all walks of life. We had a varying age group but we all thought it was a perfect place. The only thing is the water does smell like sulfur (eggs). We have seen it before but if someone hasn’t it could be off...
Hidden gem of the fingerlakes
Balcony
Family fun, wine tours and beautiful sunsets
9.8 out of 10, Exceptional, (143)
"Comfy, convenient, simple. Great place."
Family fun, wine tours and beautiful sunsets
Property grounds
Cozy new England style cottage Right on Wine and Beer Trail
9.8 out of 10, Exceptional, (235)
"We enjoyed ourselves."
The price is NZ$499
includes taxes & fees
20 May - 21 May
Cozy new England style cottage Right on Wine and Beer Trail
Property grounds
Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK
9.6 out of 10, Exceptional, (184)
"The location of the cabin was very convenient to a good amount of wineries. We visited 9 and didn’t have to drive any further than maybe 20 minutes, many of them were within a 5 minute drive. The cabin is on the lake, the hot tub is awesome! The cabin was cozy and made us feel right at home, even our dog was so relaxed there. it was staged beautifully when we arrived, and there were towels for the hot tub, plenty of bathroom towels, kitchen towels, and the kitchen had pots, pans, toaster,...
Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK
Exterior
Keuka East: Spacious & Comfy
9.6 out of 10, Exceptional, (119)
"The stay was great. Even though the weather wasn't the greatest we had a good time. Located near a lot of great wineries and restuarants. House was spacious and comfortable."
Keuka East: Spacious & Comfy
Newly Renovated Rustic Cabin w/WiFi in the Heart of the Finger Lakes
9.6 out of 10, Exceptional, (105)
"Our stay was good. Cabin was cozy. Internet was not working but our host took care of it immediately contacting the company. Great hosts and would definitely consider coming back."
Newly Renovated Rustic Cabin w/WiFi in the Heart of the Finger Lakes
Exterior
The Farmhouse-Seneca/Keuka-HotTub-WineTrail-1850’s Farmhouse, Classic Red Barn-Big Rooms-Pets OK
9.6 out of 10, Exceptional, (28)
"Came here with friends, an infant, and a dog for a weekend in the Finger Lakes. The house has so much space, is charmingly decorated, and we all agreed the most comfortable beds we’ve ever experienced in a rental. Great location near multiple wineries. Owners had clear and prompt communication. Would absolutely rent again!"
The Farmhouse-Seneca/Keuka-HotTub-WineTrail-1850’s Farmhouse, Classic Red Barn-Big Rooms-Pets OK
Fridge, microwave, oven, stovetop
Recently Renovated 3 BR (Jewel) in the Heart of Finger Lakes
9.4 out of 10, Exceptional, (35)
"My friends and I stayed here for a few nights as a base to see the eclipse. The cabin had the essentials and is located in a nice, quiet location. Internet is extremely fast and the water was fine once it had been run a little while (as the host mentions). Be aware that the second queen is not in a bedroom - no door/privacy from downstairs and is walk-through to the main bedroom. Kitchen is also not stocked for any meaningful cooking."
Recently Renovated 3 BR (Jewel) in the Heart of Finger Lakes
Don't see what you're looking for?
See all available properties in Canandaigua
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.

Other types of properties in Canandaigua you may be interested in

Seasonal outdoor pool
The Lake House on Canandaigua
4.5 star property
9.2 out of 10, Wonderful, (161)
"Check in was delayed for almost two hours for one room. Yoga has limited spot. Other than that was good."
The price is NZ$576
includes taxes & fees
9 Jun - 10 Jun
The Lake House on Canandaigua
Exterior
Holiday Inn Express Canandaigua - Finger Lakes, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (953)
"It was great!"
The price is NZ$223
includes taxes & fees
22 May - 23 May
Holiday Inn Express Canandaigua - Finger Lakes, an IHG Hotel
Beach nearby, beach bar, kayaking
Hotel Canandaigua, Tapestry Collection by Hilton
3.5 star property
8.6 out of 10, Excellent, (74)
"The property was beautiful and the service was amazing. I will visit again. "
The price is NZ$251
includes taxes & fees
23 May - 24 May
Hotel Canandaigua, Tapestry Collection by Hilton
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Canandaigua holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Canandaigua. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Canandaigua. Seeing all the best attractions is bound to make you fall in love with Canandaigua. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Canandaigua short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Canandaigua?

Yes, there are holiday rentals in Canandaigua close to Roseland Waterpark, or you can select a more secluded option if you're looking for a relaxing stay. The lakeside and live music are just a few reasons why tourists like Canandaigua. Make sure you have time to check out the gardens and monuments during your trip.

What are some of the best holiday rentals that Canandaigua has to offer?

Charming Canandaigua Lake House w/ Deck & Views!: This highly rated holiday home rental in Canandaigua offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals are there in Canandaigua?

Choose from 102 Expedia holiday rentals in Canandaigua for a memorable holiday.

What can I see and do in Canandaigua?

Cultural attractions include CMAC Performing Arts Center and Granger Homestead and Carriage Museum, whereas Sonnenberg Gardens and Mansion State Historic Park and Kershaw Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Canandaigua City Pier and Roseland Waterpark.

What are holiday rentals like in Canandaigua?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Canandaigua. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a family trip.

Recent reviews of Canandaigua properties
Expedia verified reviews