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Vacation Rentals in Town of Italy

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Our top choices for Town of Italy vacation rentals

A house with a front porch, a door, and a window. There are potted plants and flowers around the porch.

1. Amazing Stargazing Retreat

Amazing Stargazing Retreat
Naples
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful home and property. Very clean, very quiet. The amenities were lovely and allowed for a restful getaway. Easy communication with host. Definitely recommend!"
United States
Becky H.
The price is ￥52,788
￥81,467 total
includes taxes & fees
Oct 4 - Oct 5
Amazing Stargazing Retreat
A waterfall cascading over rocks into a pool, surrounded by greenery.

2. Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016

Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
Penn Yan
9.8 out of 10, Exceptional, (165 reviews)
"Great experience while wine testing in Finger Lakes - staying at the real cabin, with all the modern conviniences with a twist. Very comfortable bed and cute porch with. We really enjoyed the fire pit after wine testings and morning stroll to the waterfall on the trail just across the river. Highly recommend this very unique house."
United States
Alissa
The price is ￥20,537
￥26,527 total
includes taxes & fees
Oct 7 - Oct 8
Vacation Rental Cabin, Keuka Lake Outlet-Trail, Wine Trail. Brand New in 2016
A cozy cabin interior with a sectional sofa, wooden ceiling, white cabinets, and a kitchenette.

3. Finger Lakes Cottage

Finger Lakes Cottage
Prattsburgh
9.8 out of 10, Exceptional, (102 reviews)
"Cute place!"
United States
Jessica W.
The price is ￥12,043
￥25,831 total
includes taxes & fees
Oct 12 - Oct 13
Finger Lakes Cottage
A living room with a brown leather sofa, a wooden coffee table, a TV mounted on the wall, and a window with blinds.

4. Beautiful Tiny home Near The Lake

Beautiful Tiny home Near The Lake
Canandaigua
4.0 out of 10, (2 reviews)
"Cozy, comfortable and peaceful! A nice place for our first evening in the Finger Lakes area!"
United States
Melody O.
The price is ￥10,622
￥14,802 total
includes taxes & fees
Oct 7 - Oct 8
Beautiful Tiny home Near The Lake
Living area

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

Beautiful Newly Renovated 1900s Farm House On 9 Acres
Rushville
10.0 out of 10, Exceptional, (1 review)
"Beautiful, private, place. We loved the outdoor fire. The bed was very comfortable. We had everything we needed."
United States
ERIC W.
The price is ￥19,120
￥39,392 total
includes taxes & fees
Oct 8 - Oct 9
Beautiful Newly Renovated 1900s Farm House On 9 Acres
A modern kitchen with a large island, a sink, and a window overlooking a yard.

6. Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!

Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!
Penn Yan
8.6 out of 10, Excellent, (10 reviews)
"Very peaceful 3 days. Amenities were as expected."
United States
alan
The price is ￥18,129
￥32,996 total
includes taxes & fees
Oct 6 - Oct 7
Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!
A yurt interior with a round ceiling, a mounted television, a wooden barrel, and a small kitchenette.

7. Pet Friendly Keuka Yurt

Pet Friendly Keuka Yurt
Penn Yan
9.6 out of 10, Exceptional, (30 reviews)
"Such a fun yurt and a peaceful location! We loved the proximity to activities and then relaxing with a glass of wine on the little balcony!"
United States
Sharon
The price is ￥28,627
￥43,886 total
includes taxes & fees
Oct 4 - Oct 5
Pet Friendly Keuka Yurt
A grassy area with two white Adirondack chairs and a black pot, surrounded by trees and a field.

8. Deer Path Off Grid Cabin

Deer Path Off Grid Cabin
Rock Stream
10.0 out of 10, Exceptional, (1 review)
"Everything was much better than expected. The whole experience was outstanding. The Host was Great to work with and very friendly. We have already told several people about our experience. I will definitely be back again. Thank you for a great weekend!"
United States
Steve P.
The price is ￥13,455
￥28,289 total
includes taxes & fees
Oct 2 - Oct 3
Deer Path Off Grid Cabin
A living room with a sectional sofa, a fireplace, and a large window.

9. Ideal location for adventure all year round

Ideal location for adventure all year round
Naples
10.0 out of 10, Exceptional, (7 reviews)
"house was clean, quiet area, perfect for my one night stay for a wedding"
United States
Alexis M.
The price is ￥20,458
￥25,376 total
includes taxes & fees
Oct 19 - Oct 20
Ideal location for adventure all year round
A modern building with large windows, a table, and an umbrella.

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

Casita: Near Wineries & Keuka Lake: 100"Projector
Bath
10.0 out of 10, Exceptional, (16 reviews)
"Fantastic getaway! The property was exactly as listed and provided the perfect backdrop for our escape. It was secluded but conveniently located to Keuka Lake, wineries and restaurants! Communication was prompt and helpful. We are already planning a return visit!"
United States
Michael G.
The price is ￥24,786
￥57,019 total
includes taxes & fees
Oct 2 - Oct 3
Casita: Near Wineries & Keuka Lake: 100"Projector
A rustic log cabin with a porch, surrounded by trees.

11. Sunny Trails Getaway Cabin

Sunny Trails Getaway Cabin
Cohocton
10.0 out of 10, Exceptional, (18 reviews)
"Really enjoyed our weekend in this cozy cabin."
United States
Jeff D.
The price is ￥27,062
￥40,185 total
includes taxes & fees
Oct 5 - Oct 6
Sunny Trails Getaway Cabin
A cozy room with a brown sofa, a blue bed, and a fireplace.

12. Hubbs Cellar at JS Hubbs Guest House

Hubbs Cellar at JS Hubbs Guest House
Hammondsport
10.0 out of 10, Exceptional, (10 reviews)
"Very clean, quiet and convenient. Host was very nice and easy to work with as was the check-in, check-out process."
United States
Todd B.
The price is ￥13,156
￥40,820 total
includes taxes & fees
Oct 27 - Oct 28
Hubbs Cellar at JS Hubbs Guest House
An outdoor seating area with two chairs facing a stone fire pit.

13. Tranquil Airstream Nature Escape

Tranquil Airstream Nature Escape
Bath
9.8 out of 10, Exceptional, (8 reviews)
"Was a wonderful getaway. Cozy and perfect and exactly what we were looking for!"
United States
Melinda L.
The price is ￥27,540
￥50,409 total
includes taxes & fees
Oct 4 - Oct 5
Tranquil Airstream Nature Escape
A bedroom with a bed, a nightstand, a bedside table with a lamp, a chair, a wooden floor, and a ceiling fan.

14. Hammondsport Hideaway

Hammondsport Hideaway
Hammondsport
9.8 out of 10, Exceptional, (70 reviews)
"Great location.small but met our needs."
United States
Helen
The price is ￥19,671
￥39,833 total
includes taxes & fees
Oct 6 - Oct 7
Hammondsport Hideaway
A log cabin with a snow-covered roof, surrounded by trees.

15. Timber Haven - Serene getaway-Fireplace, air conditioning, fire pit, grill, WiFi

Timber Haven - Serene getaway-Fireplace, air conditioning, fire pit, grill, WiFi
Cohocton
10.0 out of 10, Exceptional, (63 reviews)
"Quiet and secluded cottage, perfect for our weekend family stay!"
United States
Mike F.
The price is ￥30,215
￥38,776 total
includes taxes & fees
Oct 6 - Oct 7
Timber Haven - Serene getaway-Fireplace, air conditioning, fire pit, grill, WiFi
A dining room with a table set for four, wooden chairs, a vase with flowers, and a window with curtains.

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

Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
PennYan
9.6 out of 10, Exceptional, (171 reviews)
"Quiet, clean, and peaceful. We thoroughly enjoyed a chance to relax and enjoy the beauty of Penn-Yan. Mary is a kind and responsive host who contacted me prior to our arrival to ensure all of our needs would be met. We definitely hope to return in the future."
United States
Karen H.
The price is ￥27,540
￥35,251 total
includes taxes & fees
Oct 5 - Oct 6
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
Private kitchen

17. Lovely 1 Bed Ranch Close to all Attractions

Lovely 1 Bed Ranch Close to all Attractions
Canandaigua NY
4.0 out of 10, (1 review)
"There is NO house number on the building. The host did NOT provide us with info prior to arrival, we had to message him to get access. It appeared that check in was at 4:00, but turned out it was 3:00. The actual property appearance does NOT look like the pictures online. Outside is overgrown, dirty and cobweb’s everywhere. Inside smells musty and gross. Flies everywhere, spiders in the bathroom and shower. It was not clean under the bed. There’s no bathroom soaps or wash clothes and the towels...
United States
Anonymous traveler
The price is ￥14,950
￥32,819 total
includes taxes & fees
Oct 21 - Oct 22
Lovely 1 Bed Ranch Close to all Attractions
A dining area with a wooden table, metal railings, and a decorative butterfly wall piece.

18. Junior`s Suite at JS Hubbs Guest House

Junior`s Suite at JS Hubbs Guest House
Hammondsport
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay in this beautiful property!"
United States
Kim C.
The price is ￥23,889
￥54,779 total
includes taxes & fees
Oct 6 - Oct 7
Junior`s Suite at JS Hubbs Guest House
A wooden cabin with a sloped roof, a front door, and a covered porch area.

19. 24-acre Finger Lakes Cabin w/ Private Pond

24-acre Finger Lakes Cabin w/ Private Pond
3.0 star property
Arkport
The price is ￥33,048
￥69,356 total
includes taxes & fees
Oct 18 - Oct 19
24-acre Finger Lakes Cabin w/ Private Pond
A spacious living area with a kitchen, a sofa, and a dining table.

20. Modern Studio - Main St Penn Yan

Modern Studio - Main St Penn Yan
Penn Yan
9.6 out of 10, Exceptional, (15 reviews)
"Great place downtown over looking Main Street. I really liked the decor and the apartment was fully equiped with everything we needed. Greta coffee place across the street with amazing croissants for breakfast."
United States
Aki S.
The price is ￥29,743
￥52,883 total
includes taxes & fees
Oct 18 - Oct 19
Modern Studio - Main St Penn Yan
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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Top Town of Italy Hotel Reviews

The Lake House on Canandaigua

The Lake House on Canandaigua

10/10 Excellent
"The grounds are gorgeous and well maintained. The staff was amazing and extremely helpful and friendly. We ate at both restaurants and the meals were awesome! From presentation to flavor they didn’t miss a beat. The amenities offered something for everyone especially the heated pool and hot tub. The rooms are bright and very well appointed right down to bath robes and slippers to wear to the pool if you want. If you want a first class getaway, don’t miss the Lake House any time of year."
David 2-night trip
Posted 4 hours ago
The Lake House on Canandaigua

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Vacation Apartments in Town of Italy

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