Book Holiday Homes in Canandaigua

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Featured Holiday Homes in Canandaigua

Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!

Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!

Penn Yan
The price is AU$1,063 per night from 16 Aug to 17 Aug
AU$1,063
16 Aug - 17 Aug
includes taxes & fees
With a stay at this vacation home in Penn Yan, you'll be on the beach, within a 15-minute drive of Keuka Lake and Fox Run Vineyards.
Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!
Fully Furnished Seneca Lake Lakefront Rental

Fully Furnished Seneca Lake Lakefront Rental

Romulus
Located in Romulus, this vacation home is on a lake, a 5-minute drive from Sampson State Park and 5 minutes from Zugibe Vineyards.
Fully Furnished Seneca Lake Lakefront Rental
Birchwood Cottage, 200ft of Lake Beach-Fully flat lot -Private Driveway

Birchwood Cottage, 200ft of Lake Beach-Fully flat lot -Private Driveway

Branchport
With a stay at this vacation home in Branchport, you'll be on the waterfront, within a 10-minute drive of Keuka Lake and Hunt Country Vineyards.
Birchwood Cottage, 200ft of Lake Beach-Fully flat lot -Private Driveway
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Arrowhead Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Pets, Recently Updated-Covered Deck

Arrowhead Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Pets, Recently Updated-Covered Deck

Dresden
With a stay at this vacation home in Dresden, you'll be on the waterfront, within a 15-minute drive of Keuka Lake and Prejean Winery.
Arrowhead Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Pets, Recently Updated-Covered Deck
Spacious Keuka Gem: BBQ, Firepit

Spacious Keuka Gem: BBQ, Firepit

Penn Yan
The price is AU$1,085 per night from 6 Aug to 7 Aug
AU$1,085
6 Aug - 7 Aug
includes taxes & fees
With a stay at this vacation home in Penn Yan, you'll be on a lake, within a 5-minute drive of Keuka Lake and Oliver House Museum.
Spacious Keuka Gem: BBQ, Firepit
Cozy All Season Bungalow right on the Lake  wine and brewery trail.

Cozy All Season Bungalow right on the Lake wine and brewery trail.

Penn Yan
Located in Penn Yan, this vacation home is on the waterfront, a 1-minute drive from Fox Run Vineyards and 7 minutes from Billsboro Winery.
Cozy All Season Bungalow right on the Lake wine and brewery trail.
Only A Few Summer Dates Left!!!!

Only A Few Summer Dates Left!!!!

Keuka Park
Located in Keuka Park, this vacation home is in a rural location, within a 15-minute walk of Keuka Lake and Keuka College.
Only A Few Summer Dates Left!!!!
Serenity Aloft House - Seneca Lake House with Private Beach

Serenity Aloft House - Seneca Lake House with Private Beach

Penn Yan
With a stay at this vacation home in Penn Yan, you'll be on the waterfront, within a 15-minute drive of Keuka Lake and Fox Run Vineyards.
Serenity Aloft House - Seneca Lake House with Private Beach
Naples Valley Getaway! Private home with hot tub and air conditioning

Naples Valley Getaway! Private home with hot tub and air conditioning

Naples
Located in Naples, this vacation home is in a rural location, within a 5-minute drive of Reservoir Creek Golf Course and Bristol Valley Theater.
Naples Valley Getaway! Private home with hot tub and air conditioning
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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.

Canandaigua Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Canandaigua vacation homes are the perfect way for you to wing it.

Holiday houses in Canandaigua let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Canandaigua in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Canandaigua adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Canandaigua with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Canandaigua vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Canandaigua Holiday Homes essential information

Accommodation
712 Holiday Homes
Lowest Price
AU$131
Highest Price
AU$1,085
Popular accommodation
Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!, Fully Furnished Seneca Lake Lakefront Rental, Birchwood Cottage, 200ft of Lake Beach-Fully flat lot -Private Driveway, Arrowhead Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Pets, Recently Updated-Covered Deck, Spacious Keuka Gem: BBQ, Firepit, Cozy All Season Bungalow right on the Lake wine and brewery trail., Only A Few Summer Dates Left!!!!, Serenity Aloft House - Seneca Lake House with Private Beach, Naples Valley Getaway! Private home with hot tub and air conditioning

Top trending hotels in Canandaigua

The Lake House on Canandaigua

The Lake House on Canandaigua

4.5 out of 5
770 South Main Street, Canandaigua, NY
The price is AU$649 per night from 2 Sept to 3 Sept
AU$649
2 Sept - 3 Sept
includes taxes & fees
The Lake House on Canandaigua is in the heart of Canandaigua, within a 10-minute walk of Canandaigua City Pier and Canandaigua Lake.
The Lake House on Canandaigua
Hotel Canandaigua, Tapestry Collection by Hilton

Hotel Canandaigua, Tapestry Collection by Hilton

3.5 out of 5
205 Lakeshore Drive, Canandaigua, NY
Fully refundableReserve now, pay when you stay
The price is AU$440 per night from 12 Aug to 13 Aug
AU$440
12 Aug - 13 Aug
includes taxes & fees
When you stay at Hotel Canandaigua, Tapestry Collection by Hilton in Canandaigua, you'll be on a lake, just steps from Canandaigua Lake and Kershaw Park.
Hotel Canandaigua, Tapestry Collection by Hilton
Econo Lodge Inn & Suites Canandaigua

Econo Lodge Inn & Suites Canandaigua

2 out of 5
4232 Route 5 and 20, Canandaigua, NY
Fully refundableReserve now, pay when you stay
The price is AU$131 per night from 1 Sept to 2 Sept
AU$131
1 Sept - 2 Sept
includes taxes & fees
With a stay at Econo Lodge Inn & Suites Canandaigua, you'll be centrally located in Canandaigua, within a 5-minute drive of Canandaigua Lake and Naked Dove Brewing ...
Econo Lodge Inn & Suites Canandaigua
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Holiday Inn Express Canandaigua - Finger Lakes by IHG

Holiday Inn Express Canandaigua - Finger Lakes by IHG

2.5 out of 5
330 Eastern Blvd., Canandaigua, NY
Fully refundable
The price is AU$179 per night from 2 Sept to 3 Sept
AU$179
2 Sept - 3 Sept
includes taxes & fees
With a stay at Holiday Inn Express Canandaigua - Finger Lakes by IHG in Canandaigua, you'll be within a 15-minute walk of Roseland Waterpark and Kershaw ...
Holiday Inn Express Canandaigua - Finger Lakes by IHG
Don't see what you're looking for?
See all available properties in Canandaigua
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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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^Subject to availability and chosen travel dates.