Town of Italy Holiday Rentals

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Our top choices for Town of Italy holiday rentals

10.0 out of 10, Exceptional, (22 reviews)
"A cozy and comfortable cottage, great location and a relaxing stay!"
United States
Kathy G.
The price is NZ$525
includes taxes & fees
23 Mar - 24 Mar
Lakeview retreat with beach access. Stylish home just steps from Deep Run Beach.

Holiday Home in Penn Yan

Pet Friendly Log Cabin
9.4 out of 10, Exceptional, (56 reviews)
"Very Clean, Peaceful and serene, enjoyed our time here. "
United States
Alisha W.
The price is NZ$305
includes taxes & fees
16 Mar - 17 Mar
Pet Friendly Log Cabin
9.8 out of 10, Exceptional, (9 reviews)
"The cabin was absolutely stunning! The host gave clear directions, the space was very clean and the host even was kind enough to extend our checkout time by an hour. Highly recommend for a nice, quiet weekend stay."
United States
Elyse P.
The price is NZ$307
includes taxes & fees
26 Mar - 27 Mar
Casita: Near Wineries & Keuka Lake: 100"Projector
9.8 out of 10, Exceptional, (42 reviews)
"Cabin was nice. Got married that Saturday so used for bride and bridesmaids to get ready. Was a little cramped for 7 people but for two to four people would be perfect."
United States
Sharon D.
The price is NZ$683
includes taxes & fees
15 Mar - 16 Mar
Private Seneca Lake View Cabin, Walkable, Wineries, Fire Pit, Near Geneva!

Mobile Home in Penn Yan

Pet Friendly Keuka Wagon
9.6 out of 10, Exceptional, (26 reviews)
"Such an amazing, unique, peaceful and beautiful weekend getaway destination. "
United States
Ashley J.
The price is NZ$461
includes taxes & fees
16 Mar - 17 Mar
Pet Friendly Keuka Wagon
10.0 out of 10, Exceptional, (1 review)
"Super cool and clean space, nice and cozy in the winter. "
United States
Jackson
The price is NZ$205
includes taxes & fees
17 Mar - 18 Mar
Stunning Little House Near Canandagiua Lake
9.6 out of 10, Exceptional, (152 reviews)
"Super clean, everything we needed, kind and considerate host, a quiet, refreshing step back it time!"
United States
Janie K.
The price is NZ$373
includes taxes & fees
26 Mar - 27 Mar
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
10.0 out of 10, Exceptional, (30 reviews)
"Loved the cabin We had a great stay"
United States
Sue T.
The price is NZ$327
includes taxes & fees
17 Mar - 18 Mar
Timber Haven - Serene year-round log home getaway with Wi-Fi, HVAC, cable TV
10.0 out of 10, Exceptional, (13 reviews)
"Place was clean and check in was easy. Host was very responsive and helpful and there were a lot of suggestions for local places for us to browse through. Will definitely be looking to stay again next time we visit the Finger Lakes"
United States
Christa
The price is NZ$639
includes taxes & fees
19 Mar - 20 Mar
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.
9.8 out of 10, Exceptional, (73 reviews)
"We had a wonderful stay! Everything was as described, it was clean, sheets and towels smelled lovely, and the space was perfectly described. Super convenient location to a ton of wineries. The firepit was so pleasant. Thank you for a fabulous getaway!"
United States
Lisa C.
The price is NZ$674
includes taxes & fees
17 Mar - 18 Mar
2 Acre Finger Lakes Lakeview Cabin - Fire Pit and Grill - Near Geneva Wineries!
9.8 out of 10, Exceptional, (28 reviews)
"Just a nice and clean place with all needed for a short stay to the region. Had some great sleep as well… highly recommend this little hideaway!!!"
United States
Jay B.
The price is NZ$287
includes taxes & fees
1 Apr - 2 Apr
Cozy, romantic getaway on a quiet Finger Lake
10.0 out of 10, Exceptional, (8 reviews)
"Everything about our stay was wonderful! The hosts were there for anything we needed and offered great recommendations for dinner and other attractions on the area. The location is awesome..only steps from Keuka Lake and Hammondsport Village. Only a short drive to Keuka Outlet Trail where we hike waterfalls and Seneca was close as well! The Cellar was so cozy and had anything you could need. Pet friendly is definitely a plus! Can’t wait to go back! Thank you to Walter and Meredith"
United States
Cynthia T.
The price is NZ$433
includes taxes & fees
16 Mar - 17 Mar
Hubbs Cellar at JS Hubbs Guest House

Holiday Home in Penn Yan

Hollow Hills Tiny Home
6.0 out of 10, (2 reviews)
"It was a perfect base to explore the Finger Lakes."
United States
Jeffrey
The price is NZ$327
includes taxes & fees
16 Mar - 17 Mar
Hollow Hills Tiny Home
10.0 out of 10, Exceptional, (3 reviews)
"It was cozy and welcoming, owner was prompt answering any questions"
United States
Andrew M.
The price is NZ$502
includes taxes & fees
15 Mar - 16 Mar
Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!
10.0 out of 10, Exceptional, (80 reviews)
"This is the second time I’ve stayed here, great experience both times."
United States
Deanna S.
The price is NZ$525
includes taxes & fees
15 Mar - 16 Mar
The bungalow @ T. Spex Eyewear is a cozy, convenient stay in Canandaigua!

Holiday Home in Penn Yan

Pet Friendly Keuka Yurt
9.6 out of 10, Exceptional, (28 reviews)
"Very pet friendly, great location to many local wineries. Will definitely stay here again. For a longer time."
United States
Ian B.
The price is NZ$509
includes taxes & fees
24 Mar - 25 Mar
Pet Friendly Keuka Yurt
10.0 out of 10, Exceptional, (4 reviews)
"Loved the clean, new feel to the house. Amenities were superb. King bed could use an upgrade mattress though. Little saggy and squeaky. We loved spending our weekend here!"
United States
Carol L.
The price is NZ$877
includes taxes & fees
15 Mar - 16 Mar
Your modern Seneca Lake escape with private beach access, lake views, and the perfect setting for Finger Lakes fun
3.0 star property
4.0 out of 10, (1 review)
"The "apartment" we had rented on the first floor was "unavailable" so they have us the whole upstairs. There was no way to secure the upstairs had anytime been in the apartment below. However, no one was on that apartment during our stay l, luckily. It was basically a frat house vibe upstairs, it was 10 degrees overnight and the heat couldn't keep up. We froze while we slept. Not to mention the scurrying in the attic I heard when I was using the bathroom. Should not be listed on hotels.com."
United States
Blake
The price is NZ$439
includes taxes & fees
15 Mar - 16 Mar
Walk to Town: Bath Apt Near Keuka Lake Wine Trail
The price is NZ$175
includes taxes & fees
17 Mar - 18 Mar
Private Home on Land Near the Lake

Apartment in Hammondsport

Gulf Stream House - Unit 10
10.0 out of 10, Exceptional, (1 review)
"The place was cozy and very clean. Kitchen was well equipped and the room and beds were very comfortable"
United States
Timothy F.
The price is NZ$402
includes taxes & fees
15 Mar - 16 Mar
Gulf Stream House - Unit 10
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

Find out more about Town of Italy

Everything you need to know about Town of Italy holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Town of Italy holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Town of Italy holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Town of Italy holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Town of Italy. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Town of Italy holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Town of Italy holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Town of Italy rentals

At Expedia, we put the best Town of Italy holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Town of Italy rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Town of Italy holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Town of Italy. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.