Town of Italy holiday rentals

We found 548 holiday rentals — enter your dates for availability
Discover a selection of 11 homes and other holiday rentals in Town of Italy that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll have the amenities that you expect and more, such as air conditioning and a TV. Whatever you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Town of Italy

Showing deals for:13 Nov - 20 Nov

living room sofa sectional
waterfront view; upper patio for owner
front porch lake view sunny
driveway to upper barn parking to left and 2 spaces opposite barn; 5 cars total
Exceptional
(40 reviews)

Canandaigua Lake Farmhouse

Canandaigua

7% off
AU$8,430
for 7 nights, 1 home
AU$1,204 per night
includes taxes & fees
Canandaigua Lake Farmhouse
Interior
Living area
Exterior
Dining
Exceptional
(11 reviews)

You’ve Found Paradise With this Spacious Log Cabin on Keuka Lake -

Branchport

8% off
AU$12,165
for 7 nights, 1 cabin
AU$1,738 per night
includes taxes & fees
You’ve Found Paradise With this Spacious Log Cabin on Keuka Lake -
View of kitchen from living room
Spacious living room
Large kitchen island
Enjoy the campfire
Exceptional
(197 reviews)

Friends And Family Farmhouse

Penn Yan

8% off
AU$5,702
for 7 nights, 1 home
AU$815 per night
includes taxes & fees
Friends And Family Farmhouse
Dining
Interior
Interior
Exterior
Exceptional
(10 reviews)

Finger Lakes Lodge overlooking Keuka Lake with 1st floor master bed & bath!

Pulteney

8% off
AU$8,052
for 7 nights, 1 cabin
AU$1,150 per night
includes taxes & fees
Finger Lakes Lodge overlooking Keuka Lake with 1st floor master bed & bath!
bedroom down east facing
Southside porch
1.9 acres with dock, house view to cottage
den area
Exceptional
(5 reviews)

Charming 4-bedroom house with WiFi and AC in Branchport

Branchport

8% off
AU$9,773
for 7 nights, 1 home
AU$1,396 per night
includes taxes & fees
Charming 4-bedroom house with WiFi and AC in Branchport
Exterior
Room
Dining
Living area
Exceptional
(8 reviews)

Beautiful waterfront cottage with dock and fire pit

Penn Yan

7% off
AU$4,445
for 7 nights, 1 cottage
AU$635 per night
includes taxes & fees
Beautiful waterfront cottage with dock and fire pit
Primary suite (upstairs): King Bed, Smart TV, Closet, Ceiling Fan, Ensuite Bath
Our porch is a great spot to enjoy morning coffee with views of Keuka Lake!
Relax while you watch TV with a pool view and a gas fireplace!
Enjoy the outdoors with pool, hot tub, grill, and outdoor dining area 💕
Exceptional
(28 reviews)

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

Penn Yan

8% off
AU$7,295
for 7 nights, 1 home
AU$1,042 per night
includes taxes & fees
Lakeview w/Pool, Hot Tub, Firepit, Gameroom, Golf!
Sleeping loft: Double bed
Especially cozy in the winter.
View of cabin from road in wintertime.
Kitchen amenities include stove, microwave, air fryer.
Exceptional
(57 reviews)

Timber Haven - Serene year-round log home getaway with gas fireplace, HVAC, WiFi

Cohocton

8% off
AU$2,108
for 7 nights, 1 cabin
AU$301 per night
includes taxes & fees
Timber Haven - Serene year-round log home getaway with gas fireplace, HVAC, WiFi
Living area
Exterior
Private kitchen
New railing summer 2024: now allows for total waterfront views-
Exceptional
(12 reviews)

Lake House Retreat on Beautiful Canandaigua Lake Sleeps 12

Middlesex

8% off
AU$12,680
for 7 nights, 1 cottage
AU$1,811 per night
includes taxes & fees
Lake House Retreat on Beautiful Canandaigua Lake Sleeps 12
3 seasons sun room
View from the living room
Exterior
Overhead view of the living room
Exceptional
(167 reviews)

Chalet overlooking Keuka Lake in the heart of Wine Country

Penn Yan

15% off
AU$1,812
for 7 nights, 1 chalet
AU$259 per night
includes taxes & fees
Chalet overlooking Keuka Lake in the heart of Wine Country
Private kitchen
Property grounds
Several wineries nearby!
Beautiful sight at sunset!
Exceptional
(47 reviews)

Panoramic Keuka Lake Views And Breathtaking Sunsets! Save Aug 16-23

Penn Yan

8% off
AU$4,819
for 7 nights, 1 home
AU$688 per night
includes taxes & fees
Panoramic Keuka Lake Views And Breathtaking Sunsets! Save Aug 16-23
Private kitchen
Living area
Room
Living area
Exceptional
(458 reviews)

A Beautiful, Fully Furnished Log Cabin Overlooking Keuka Lake

Penn Yan

8% off
AU$2,543
for 7 nights, 1 cabin
AU$363 per night
includes taxes & fees
A Beautiful, Fully Furnished Log Cabin Overlooking Keuka Lake
Information binder on island to help guest enjoy their stay.
Interior
Vinyl waterproof flooring in the kitchen.
Grill on back deck for outdoor cooking.
Exceptional
(147 reviews)

Newly Renovated Rustic Cabin w/WiFi in the Heart of the Finger Lakes

Branchport

8% off
AU$1,072
for 7 nights, 1 cabin
AU$153 per night
includes taxes & fees
Newly Renovated Rustic Cabin w/WiFi in the Heart of the Finger Lakes
Property grounds
Exterior
Living area
Living area
Exceptional
(13 reviews)

Private, Rustic, Quiet, Quirky! Welcome to O'Cottage! 150 feet of lake frontage

Penn Yan

6% off
AU$10,786
for 7 nights, 1 cottage
AU$1,541 per night
includes taxes & fees
Private, Rustic, Quiet, Quirky! Welcome to O'Cottage! 150 feet of lake frontage
Room
Living area
Private kitchen
Dining
Exceptional
(39 reviews)

Beautifully Renovated Lodge with Lakeview

Canandaigua

12% off
AU$4,004
for 7 nights, 1 home
AU$572 per night
includes taxes & fees
Beautifully Renovated Lodge with Lakeview
Dining Room
Livingroom
Dining Room
Kitchen
Exceptional
(36 reviews)

Tranquil Lodge with A+ Amenities

Naples

8% off
AU$4,200
for 7 nights, 1 home
AU$600 per night
includes taxes & fees
Tranquil Lodge with A+ Amenities
Living area
Dining Table converts to Pool Table
Interior
Interior
Exceptional
(100 reviews)

VRFLX Canandaigua View | Pool & Hot Tub

Naples

6% off
AU$5,139
for 7 nights, 1 home
AU$734 per night
includes taxes & fees
VRFLX Canandaigua View | Pool & Hot Tub
Living area
Outdoor dining
Dining
Living area
Exceptional
(10 reviews)

Robust vacation home near wineries, nature and ski mountains in the FLX region!

Naples

8% off
AU$4,534
for 7 nights, 1 home
AU$648 per night
includes taxes & fees
Robust vacation home near wineries, nature and ski mountains in the FLX region!
Exterior
Living area
Living area
Dining
Exceptional
(9 reviews)

The Cabin At Keuka Lake-Great Views overlooking the Lake!

Penn Yan

8% off
AU$4,096
for 7 nights, 1 home
AU$585 per night
includes taxes & fees
The Cabin At Keuka Lake-Great Views overlooking the Lake!
Interior
Balcony off of living room
Entrance across the street to the road that takes you to the community center
Dining
Exceptional
(37 reviews)

Waterfront two story condo

Canandaigua

8% off
AU$3,897
for 7 nights, 1 apartment
AU$557 per night
includes taxes & fees
Waterfront two story condo
Open floor plan in living room and kitchen.
Large living room with 18’ ceiling.
Private kitchen
Room
Exceptional
(54 reviews)

Renovated Cabin, with custom craftwork, in Picturesque Finger Lakes Wine Country

Branchport

8% off
AU$1,276
for 7 nights, 1 cabin
AU$182 per night
includes taxes & fees
Renovated Cabin, with custom craftwork, in Picturesque Finger Lakes Wine Country
Room
Property grounds
Exterior detail
Living area
Exceptional
(23 reviews)

Tranquil creek side retreat

Canandaigua

8% off
AU$1,320
for 7 nights, 1 apartment
AU$189 per night
includes taxes & fees
Tranquil creek side retreat
Lower Level - 2 Double Beds w/ Charging Ports & LED Lighting
South View of Keuka Lake from Deck under Sail Shade
South View - One Lot Back from Lake
Living Room
Exceptional
(163 reviews)

Keuka East: Spacious & Comfy

Penn Yan

8% off
AU$4,955
for 7 nights, 1 home
AU$708 per night
includes taxes & fees
Keuka East: Spacious & Comfy
Across the street, Steuben Brewing Company.
Just steps away, Point of the Bluff
Just steps away, Point of the Bluff
Livingroom
Exceptional
(39 reviews)

A quaint stay in wine country!

Hammondsport

11% off
AU$2,132
for 7 nights, 1 home
AU$305 per night
includes taxes & fees
A quaint stay in wine country!

Choose a holiday rental for your Town of Italy getaway

Learn about the unique charm of Town of Italy with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Town of Italy

Are you hoping to discover attractions to see while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Town of Italy a one-of-a-kind holiday spot. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Bristol Mountain Ski Resort (10 mi / 16.1 km)
  • Bully Hill Vineyards (14.2 mi / 22.9 km)
  • Keuka Lake Vineyards (14.2 mi / 22.9 km)
  • Roseland Waterpark (18 mi / 29 km)
  • Fox Run Vineyards (18.5 mi / 29.7 km)
  • Inspire Moore Winery and Vineyard (4.6 mi / 7.4 km)

Exploring the natural features in Town of Italy

Whether you're looking for adventure or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Town of Italy. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Keuka Lake State Park (9 mi / 14.6 km)
  • Canandaigua Lake (10.9 mi / 17.6 km)
  • Keuka Lake (12.2 mi / 19.6 km)
  • Honeoye Lake (14.8 mi / 23.9 km)
  • Keuka Lake Outlet Trail (15.6 mi / 25.2 km)
  • Waneta Lake (16.8 mi / 27 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Town of Italy?
Cabins are the most popular type of holiday home in Town of Italy, according to our data. Even if you have a different idea in mind, Stayz has holiday homes in many shapes and sizes. Look over our options to find your perfect Town of Italy pad.
How much does it cost to rent a holiday home in Town of Italy?
The average price for a holiday home in Town of Italy is determined by a number of factors, like season, property type and length of stay. Whether you're searching for a sprawling villa with lots of bedrooms or a cosy cottage for just you and your sweetheart, just enter your travel dates to see stays with fantastic value.
How much does it cost to rent a beach house in Town of Italy?
When you travel and the size and style of the property will influence how much you'll pay for your beachside holiday home. Enter your Town of Italy travel dates to view your available options on Stayz. Can't live without a hot tub, or maybe a private pool? Use the filters to pick the amenities and features you want in your home.
Are there pet-friendly holiday homes in Town of Italy?
There certainly are. Take your pick of 11 holiday homes that allow pets in Town of Italy on Stayz. Our cuddly best friends need a break too, so simply use our search function for pet-friendly holiday homes to find a perfect property where your pooch can be near his favourite humans.
What are popular home amenities in Town of Italy?
Mountain views, nearby museums and a garden top the list of most popular home amenities in Town of Italy. Whether you're planning to travel on your own, with your better half or a group of best friends, Stayz can help you find a holiday home that fits your tastes with all the features you need.
Are there large group holiday homes in Town of Italy?
Take your pick of five Stayz properties in Town of Italy that can host five or more people. You'll get all the space and privacy you need to hang out with the people you're holidaying with — and nobody else.
Are there holiday homes in Town of Italy that welcome kids?
Town of Italy has 10 family-friendly holiday homes to choose from. And discovering a stay that welcomes children is simple with our "Properties good for families" filter. On top of having the whole place to yourselves, you can also look forward to conveniences and perks such as bunk beds, kitchens and yards.
What are the top attractions for families in Town of Italy?
Keeping the kiddos entertained during your Town of Italy holiday is a breeze with these family-friendly attractions:
  • Conklin Gully
  • Clarks Gully
  • Ontario County Park at Gannett Hill
Can I find two-bedroom holiday homes in Town of Italy?
Gather your family and relax in total privacy and comfort in one of the three two-bedroom holiday homes Town of Italy has to offer.
Are there holiday homes with WiFi in Town of Italy?
Town of Italy has five holiday homes with WiFi, so you'll be able to stay connected during your holiday. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming TV shows with the family to updating your social media, these Stayz homes make it easy to get online.
How can I find holiday homes with air conditioning in Town of Italy?
You can choose from 10 Stayz holiday homes with air conditioning in Town of Italy offering that cool, cool breeze and extra element of comfort. Enter your desired travel dates and then use our handy filter tool to find properties with air conditioning.
How old do you have to be to rent a holiday home in Town of Italy?
The minimum age is usually 16, 18 or 21. It can change across properties on Stayz, so look at the rules of your chosen Town of Italy holiday home before making a booking.
How long can I rent a holiday home in Town of Italy for?
How long you can rent a holiday home in Town of Italy is up to the property. Just enter your preferred travel dates to view a list of options offering extended stays. With a range of features such as air conditioning and full kitchens, as well as some offering weekly or monthly discounts, you're sure to find somewhere just right to call your home away from home in Town of Italy.

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