Town of Italy Vacation Rentals from ￥13,416: Search Short-Term Rentals

A red building with a sign that reads "Welcome to Little Italy."

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Our top choices for Town of Italy vacation rentals

A lakeside setting with Adirondack chairs and a blue crate on a stone-paved area.

1. Peaceful lake front home with amazing views.

Middlesex

Jessica F.

￥76,433 total

includes taxes & fees

Dec 1 - Dec 2

A modern cabin with a large deck, a covered outdoor seating area, and a staircase leading to the main entrance.

2. Finger Lakes Escape • FLX Chalet + Private Pond

Branchport

Catherine K.

￥68,023 total

includes taxes & fees

Nov 22 - Nov 23

A living room with a modern sofa, a glass coffee table, a flat-screen TV, a refrigerator, and a Keuka Lake poster.

3. Hammondsport Hideaway

Hammondsport

Helen

￥38,995 total

includes taxes & fees

Nov 15 - Nov 16

A compact kitchenette with a coffee maker, a built-in oven, and a small refrigerator. There are wooden cabinets and a chair.

4. Charming 1BR getaway steps from Keuka Lake, wine trail & Village Square

Hammondsport

Todd B.

￥38,280 total

includes taxes & fees

Nov 23 - Nov 24

5. Ideal location for adventure all year round

Naples

Andrew A.

￥16,739 total

includes taxes & fees

Nov 18 - Nov 19

A modern building with large windows, a table, and an umbrella.

6. Casita: Near Wineries & Keuka Lake: 100"Projector

Bath

Nathan M.

￥46,345 total

includes taxes & fees

Nov 15 - Nov 16

A yurt interior with a round ceiling, a mounted television, a wooden barrel, and a small kitchenette.

7. Pet Friendly Keuka Yurt

Penn Yan

Sharon

￥32,367 total

includes taxes & fees

Dec 7 - Dec 8

A modern kitchen with a stainless steel refrigerator, microwave, and stove, a bar area with stools, and a sliding glass door leading to a backyard with a barbecue grill.

8. Beautiful Tiny home Near The Lake

Canandaigua

￥14,079 total

includes taxes & fees

Nov 23 - Nov 24

9. Cozy 1-bedroom house in Lovely Crystal Beach Area

Canandaigua

￥28,243 total

includes taxes & fees

Nov 24 - Nov 25

A wooden interior with a staircase, a sofa, a dining table, and a vase of flowers.

10. 24-Acre Finger Lakes Cabin w/ Private Pond

Arkport

￥68,867 total

includes taxes & fees

Dec 6 - Dec 7

11. 24-acre Finger Lakes Cabin w/ Private Pond

Arkport

￥70,387 total

includes taxes & fees

Dec 6 - Dec 7

12. Beautiful Newly Renovated 1900s Farm House On 9 Acres

Rushville

Tamara B.

￥38,280 total

includes taxes & fees

Nov 24 - Nov 25

A two-story house with a porch, surrounded by trees and a sidewalk.

13. Gulf Stream House - Unit 12

Hammondsport

Mike B.

￥36,284 total

includes taxes & fees

Nov 17 - Nov 18

A wooden cabin with a porch, string lights, and a hanging planter.

14. Timber Haven-Serene getaway with fireplace, grill, fire pit, AC, WiFi

Cohocton

Mike F.

￥36,848 total

includes taxes & fees

Nov 19 - Nov 20

A fire pit surrounded by Adirondack chairs in a wooded area with a small pond and a covered structure in the background.

15. Achsah Mongolian Round Tent & Breakfast in Finger Lakes Wine Country region

Rushville

"We so much enjoyed our two night's stay at Rainey and Jeff's campground and can't wait to return. Upon arrival, Rainey showed us around the campground, led us to our adorably decorated yurt and invited us to join the campfire later that evening for gourmet smores. We opened a bottle of wine and sat on the egg swings for a while, enjoying the sound of the bullfrogs and the beautiful surroundings. Later we enjoyed sitting by the campfire talking with the other guests and Rainey and Jeff. After a...

Stephanie M.

￥37,921 total

includes taxes & fees

Nov 17 - Nov 18

A kitchen with a gas stove, oven, microwave, and a stainless steel refrigerator. There are potted plants on the counter and a sign on the wall.

16. Escape to the Heart of the Finger Lakes

Naples

Anonymous traveler

￥39,394 total

includes taxes & fees

Nov 16 - Nov 17

A wooden deck with a covered area, a door, and a view of a grassy yard with trees.

17. Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake

PennYan

Philip D.

￥35,775 total

includes taxes & fees

Nov 16 - Nov 17

A wooden dock extending into a body of water, with a building and greenery in the background.

18. Nov 13-15 Christkindl/Murder Mystery wknd, Pets Same day bookings ok terms apply

Canandaigua

Charlie M.

￥56,571 total

includes taxes & fees

Nov 15 - Nov 16

A wooden dock leading to a calm water body, surrounded by a stone wall and a grassy area with blue Adirondack chairs.

19. Lake Demmon Lodge-Beach,Boats,Fishing,FUN!!

Bath

James M.

￥69,837 total

includes taxes & fees

Nov 16 - Nov 17

A hot tub with a view of the sunset and trees in the background.

20. A dreamy Seneca Lake retreat with sweeping views, a relaxing hot tub under the stars, flexible bedroom setups, a fully stocked kitchen, cozy living spaces, and easy access to the lake, wineries, and waterfalls.

Romulus

Stacie S.

￥52,993 total

includes taxes & fees

Nov 15 - Nov 16

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Find vacation rentals that suit your style

Top Town of Italy Hotel Reviews

An outdoor patio with tables and chairs, overlooking a lake.

Hampton Inn Penn Yan

Penn Yan

10/10 Excellent

Vincenzo

A spa area with wooden tubs, a lounge chair, and a building with a balcony overlooking a lake.

The Lake House on Canandaigua

Canandaigua

10/10 Excellent

Amanda

A modern living room with a stone fireplace, a sofa, a coffee table, and a TV area.

Fairfield Inn & Suites by Marriott Geneva Finger Lakes

Western Gardens

10/10 Excellent

Tyson

A multi-story hotel with a stone facade, a covered parking area, and a landscaped entrance.

Best Western Plus The Hammondsport Hotel

Hammondsport

10/10 Excellent

Michael

Two wooden chairs facing a table with a plate of fruit and two glasses of water on a wooden deck with a view of a body of water and greenery.

The Inn at Glenora Wine Cellars

Dundee

10/10 Excellent

Deborah

An outdoor seating area with wicker furniture and a fire pit.

Holiday Inn Express & Suites Geneva Finger Lakes by IHG

Geneva

10/10 Excellent

Julie

A hotel entrance with a covered walkway, brick pillars, and a central entrance with glass doors.

Microtel by Wyndham Penn Yan Finger Lakes Region

Penn Yan

10/10 Excellent

Definitely lived up to its "fabulous" rating! Everyone was super friendly and helpful. The room was very nice and clean. The bed and pillows were super comfortable. The options for the continental breakfast were many and even nicer was that everything was individually wrapped (but fresh, NOT pre-packaged and sealed with no expiration date!) and pancake machine was touchless. A little further off the interstate than we anticipated but worth the drive. Would stay again

Rex

A grassy area with two Adirondack chairs, a picnic table, and a view of a lake with boats and a distant shoreline.

Hotel Canandaigua, Tapestry Collection by Hilton

Canandaigua

10/10 Excellent

Michael

A hotel breakfast area with a buffet, dining tables, and chairs.

Microtel Inn & Suites by Wyndham Geneva

Geneva

10/10 Excellent

Holly

An outdoor patio area with a fire pit, lounge chairs, and a well-lit garden.

Sutherland House Victorian Bed & Breakfast

Canandaigua

10/10 Excellent

Brent

A two-story house with a front porch, green shutters, and a chimney.

B&B at Oliver Phelps

Canandaigua

10/10 Excellent

This was a short stay at a Bed and Breakfast. We arrived in the pm, I did a bicycle ride while my wife shopped. We checked in around 5 and left the next morning around 10:00. It was a great B&B. Run by a husband and wife. Great breakfast with locally grown foods. We just didn't have enough time to really enjoy the stay. Hope to go back some day and spend more time there. If you are there in the fall watch where you park or the falling walnuts could cause dents.

John

Two wooden cabins with porches, surrounded by greenery and a paved path leading to them.

Los Gatos Bed & Breakfast

Penn Yan

10/10 Excellent

Nitin

A hotel room with a fireplace, a round wooden table with a bottle of wine and glasses, a chair, and a bed with a black and white throw blanket.

Canandaigua Guesthouse

Canandaigua

10/10 Excellent

Christine

A bar area with a checkered floor, wooden bar counter, and multiple stools.

The Naples Hotel

Naples

10/10 Excellent

Holly

A log cabin with a large deck and multiple windows, surrounded by trees.

Chalet of Canandaigua

Canandaigua

10/10 Excellent

Jennifer

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Vacation Apartments in Town of Italy

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Vacation Rentals in Town of Italy

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Town of Italy vacation rentals

1. Peaceful lake front home with amazing views.

2. Finger Lakes Escape • FLX Chalet + Private Pond

3. Hammondsport Hideaway

4. Charming 1BR getaway steps from Keuka Lake, wine trail & Village Square

5. Ideal location for adventure all year round

6. Casita: Near Wineries & Keuka Lake: 100"Projector

7. Pet Friendly Keuka Yurt

8. Beautiful Tiny home Near The Lake

9. Cozy 1-bedroom house in Lovely Crystal Beach Area

10. 24-Acre Finger Lakes Cabin w/ Private Pond

11. 24-acre Finger Lakes Cabin w/ Private Pond

12. Beautiful Newly Renovated 1900s Farm House On 9 Acres

13. Gulf Stream House - Unit 12

14. Timber Haven-Serene getaway with fireplace, grill, fire pit, AC, WiFi

15. Achsah Mongolian Round Tent & Breakfast in Finger Lakes Wine Country region

16. Escape to the Heart of the Finger Lakes

17. Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake

18. Nov 13-15 Christkindl/Murder Mystery wknd, Pets Same day bookings ok terms apply

19. Lake Demmon Lodge-Beach,Boats,Fishing,FUN!!

20. A dreamy Seneca Lake retreat with sweeping views, a relaxing hot tub under the stars, flexible bedroom setups, a fully stocked kitchen, cozy living spaces, and easy access to the lake, wineries, and waterfalls.

Find vacation rentals that suit your style

Top Town of Italy Hotel Reviews

Hampton Inn Penn Yan

10/10 Excellent

Find out more about Town of Italy

Vacation Apartments in Town of Italy