Town of Chili Holiday Rentals

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Our top choices for Town of Chili holiday rentals

9.6 out of 10, Exceptional, (33)
"We had four families staying with 9 children and had a great time, plenty of room and great location!"
United States
Melissa M.
The price is NZ$1,812
includes taxes & fees
18 Dec - 19 Dec
Large Waterfront Home at the North End of Conesus Lake with Garage Game Room!
8.0 out of 10, Very good, (20)
"This is a cute place and it’s close to everything. Our host was very easy to get ahold of when we needed things or had any questions. Will definitely stay again!"
United States
Katie M.
The price is NZ$380
includes taxes & fees
13 Jan - 14 Jan 2026
Super Modern 2-Bedroom Riverside Home @ RIT
8.6 out of 10, Excellent, (12)
"It was a calm and peaceful space n so cleannnnn!"
United States
DeDee W.
Luxe 2BR 1/12 BA Condo close to UR, RIT & Strong.
9.8 out of 10, Exceptional, (7)
"Very orderly and welcoming. A nature-escape yet close to the city conveniently located. "
United States
Sarah U.
The price is NZ$286
includes taxes & fees
1 Jan - 2 Jan 2026
New/Quiet/ Woodsy 2 min-490/590-City
2.0 star property
8.2 out of 10, Very good, (37)
"this was a great stay very clean and nice "
United States
Lan’Nise M.
Charming 3-bedroom house in Rochester/UofR & RIT

Holiday Home in Highland Park

Lovely old family home
9.4 out of 10, Exceptional, (47)
"Good location, nice house"
United States
Heather S.
The price is NZ$751
includes taxes & fees
29 Dec - 30 Dec
Lovely old family home
2.0 star property
9.6 out of 10, Exceptional, (8)
"Had a great stay with our whole family. The house has a lot of character and was perfect for our large family. Would definitely stay again. "
United States
Danielle K.
The price is NZ$1,149
includes taxes & fees
16 Jan - 17 Jan 2026
Live in sophistication and elegance in your VRBO home
8.2 out of 10, Very good, (20)
"The house is in a great location for the lake and watering holes. "
United States
Dina A.
The price is NZ$365
includes taxes & fees
18 Dec - 19 Dec
Cozy home with office walking distance to beach

Holiday Home in Irondequoit

Waterfront Hot Tub On The Bay
10.0 out of 10, Exceptional, (37)
"Beautiful and exceptionally clean home on the water. Loved every minute of our weekend away! "
United States
KT S.
Waterfront Hot Tub On The Bay
9.4 out of 10, Exceptional, (21)
"Clean, nicely decorated, comfy beds, well-organized kitchen. Convenient place to spend a few nights in the area. "
United States
Michelle L K.
The price is NZ$357
includes taxes & fees
6 Jan - 7 Jan 2026
A Cozy, Homely, Fun Retreat minutes from downtown
10.0 out of 10, Exceptional, (2)
"Great location. Very clean. "
United States
Brandi S.
The price is NZ$560
includes taxes & fees
18 Dec - 19 Dec
3-bedroom Beach House in Beautiful Charlotte near Beach with AC/Heat and Wi-Fi
10.0 out of 10, Exceptional, (23)
"Very cute, had everything we needed, host was a great communicator. Worked perfectly for us, would stay again!"
United States
Ryan S.
Charming 2-bedroom apartment close to everything on quiet street
9.8 out of 10, Exceptional, (40)
"House was clean and beautiful."
United States
Jermaine R.
Your Perfect Retreat Awaits: Comfortable Haven in the Heart of Convenience!
10.0 out of 10, Exceptional, (110)
"It is a wonderful, peaceful place to stay. Our dogs are very much at home with large areas to explore. The horses and the visitors are always friendly. The owners are welcoming and gladly provide insights into the area. We have visited there many times and will be back."
United States
John M.
The Painted Pony Cottage at LegUp Stables. Vacation with a Horse!
10.0 out of 10, Exceptional, (10)
"Our stay at the farmhouse was outstanding. Whitney and Brian were so accommodating and wonderful to work with from beginning to end. So glad we were able to meet them. From ages 13 to 66, everyone thanked me for finding such a beautiful property to enjoy. Kids learned to swim while there. Thank you so very much for entrusting us to live in your home. God Bless! Much love, thanks and admiration from the Dappen and Desmond family!"
United States
Judith D.
Modern Farmhouse, Pool House, Pool, Hot Tub, Pickleball, Sports Barn
10.0 out of 10, Exceptional, (1)
"Not a safe neighborhood, building did not feel secure. The front door did not feel secure and opened directly into the bedroom. The place is the definition of lipstick on a pig."
United States
Ann D.
The price is NZ$363
includes taxes & fees
18 Dec - 19 Dec
Relax and enjoy the lush beauty of Flower City
9.8 out of 10, Exceptional, (20)
"We enjoyed our stay. Wish we knew the private beach access was closed beforehand."
United States
Mary S.
Beautiful Lake home, Private Beach with a 5-minute walk to the Public Beach Area
10.0 out of 10, Exceptional, (4)
"Great house, very clean. Perfect location. "
United States
Sharon C.
Welcome to “The Seabreeze Lakeside Getaway” in the heart of a true vacation town

Holiday Home in Downtown Rochester

3BR Home with In-Unit Laundry, Parking, Sound Bar
9.4 out of 10, Exceptional, (6)
"Great location for Rochester. The house is well appointed - I was happy to have a comfortable master bedroom mattress and good quality toilet paper! The owners were easy to communicate with and the parking space was adequate."
United States
Jenn
3BR Home with In-Unit Laundry, Parking, Sound Bar
10.0 out of 10, Exceptional, (1)
"We were in the area to see my daughter play college athletics. Love being this close to the Lake. Beach was amazing . Beach access just a few houses away.House was just as pictured. Comfortable with everything you would need. Was surprised there wasn't any shampoo and soap in the shower but I knew there was a store close by. Communication and access was very easy. "
United States
Mary Ellen M.
The price is NZ$720
includes taxes & fees
11 Jan - 12 Jan 2026
2BR Shoreside Retreat w/ Beach Access & Interiors
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 Chili Hotel Reviews

Find out more about Town of Chili

Everything you need to know about Town of Chili 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 Chili 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 Chili holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

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

Whenever you want to travel, a warm welcome awaits you in Town of Chili. 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 Chili 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 Chili holiday rentals we have selected for you start as low as NZ$286 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Town of Chili rentals

At Expedia, we put the best Town of Chili 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 Chili 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 Chili 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 Chili. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.