
House holiday rentals in Chili Town
Find and book unique houses on Airbnb
Top-rated house rentals in Chili Town
Guests agree: these houses are highly rated for location, cleanliness and more.

Kiwi Cottage - country space, timeless city charm
Special rates 7-30 day Jan, Feb stays. Send enquiry. Comfortable, charming, fully equipped home. Walk to UofR, CollegeTown, Strong Hospital. RIT 6 minutes by car. Free parking on property. Carefully renovated period home (wood floors may squeak!) with two full bathrooms, well stocked kitchen, deck and huge backyard full of birds, wildlife! Guests like cleanliness, comfortable beds and full range of amenities. Central a/c, washer, dryer. Sleeps 6, couch for 7th. Keypad entry, fast WiFi.

Good location, Bright, South Wedge, AC and Parking
We continue to clean fastidiously, and provide excellent ventilation. Spacious 2nd floor flat with skylights, full kitchen and bath, living room, dining room and bedroom. There is Central Air conditioning and off-street parking. We are ideally located in the city of Rochester, close to Highland Park, the U of R and hospitals...and an easy walk to the cafes, (ice cream!) stores, pubs and restaurants of the South Wedge. Downtown in 10 minutes. Roc Cinema also reopened a short walk away.

Rochester/Pittsford remodeled contemporary ranch
Great location located in Pittsford and borders Henrietta. Conveniently located to highways and approximately fifteen minutes to downtown, ten minutes to lots of restaurants in Henrietta and lots of shopping. The house has been completely remodeled both outside and in. Restored hardwoods. It has a nice deck that is right off the kitchen. Great spot to sit outside for your morning coffee and wonderful for having dinner outside. About a 10-15 minute drive to RIT and University of Rochester.

Cozy bungalow in desirable area!
Updated 1 bdrm home located right next to South Wedge. Quiet + safe neighborhood with many restaurants, cafes, shops + bars within walking distance. Within ~10 minutes of Highland, Strong, + Rochester General. Enjoy downtown living, while also having the perks of off street parking + an entire house on a dead-end street. Open concept home with eat-in kitchen + dedicated office space – perfect for remote working. Fully fenced in backyard (dogs welcome upon approval). Long or short stays!

Modernized 1920 Home: Walk to URMC, Highland Park
Great location, located in Rochester and borders Brighton. Conveniently located to highways and approximately 4 miles to the airport. Walking distance to college town with plenty of restaurants. About 2-3 miles to Park Ave area, downtown area, art gallery, museums and more. Restored and refinished hardwoods floors, gum wood and fully renovated inside. Great front porch, nice backyard to enjoy & relax or having dinner outside. Roughly 10-15 minutes to RIT, Nazareth and St. John Fischer.

Amazing 2 bdrm home Fantastic area, close to city.
Relax and unwind in this beautifully updated 2 bedroom home conveniently located just 8.5 miles from Downtown Rochester in the town of Penfield bordering the the town of Webster- “Where Life is Worth Living”. You will love the location with shopping, movies, entertainment, and of course, lots of restaurants all very close by. A hop, skip and jump away from beautiful Irondequoit Bay, take this opportunity to rent boats, kayaks and paddle boards and enjoy all the area has to offer.

Beautifully renovated-private residence in Pittsford with 3 acres.
Forget your worries in this spacious and serene space. This is a gorgeous house set on 3 acres in Pittsford with close proximity to restaurants, shopping, and easily accessible to highways. This house can sleep up to 10 people. It would make an ideal house for a family gathering or could simply be a great retreat for a couple. There are many possibilities-not limited to just a typical Airbnb. You could easily host bridal/baby showers and parties that could accommodate many people.

Artists’ House in North Winton Village/ No Fees
Coming to visit family or for work? Centrally located house with the charm of the 1930s and the comforts of today. Beautiful hardwood floors and original gumwood trim. New queen-sized beds, linens, TVs, and appliances. This location is amazing. Plenty of space to get work done or just relax. High-speed fiber-optic internet. There is a washer and dryer available with detergent and fabric softener. Lots of original photography and art throughout the house. Off-street parking.

The Baus Haus
We are surrounded by farmland, a great base for family vacations. There is a grocery store, drug store, antique shops, and family restaurants 5 minutes in either direction from the house. Located 20 minutes from downtown Rochester, RIT, and the University of Rochester, and 1 hour from Niagara Falls, the LeRoy exit to the NY State Thruway is 10 minutes away. We are 30 minutes from Conesus Lake and the entrance to the other Finger Lakes.

Guest home in Churchville
Relax and unwind or take in all the sights Western NY has to offer from the comfort of this family friendly 2 bedroom cottage. Located 3 miles from downtown Churchville, you'll be surrounded by farm fields and trees in this peaceful country space. The patio is a great place for outdoor dining, sitting with your morning coffee, or enjoy a camp fire. Our Kitchen is fully equipped to accommodate your cooking needs.

Henrietta NY Escape: Sauna & Spa Garden
⚠️Please read the full description and view all photos before making a booking. Thank you! SAUNA 🧖♀️ Sauna pass: $36 👫 1 Sauna Pass pays for everyone 💳 QR code posted inside for payment 🎟️ 1 Sauna Pass = one day unlimited use 🔑 To access room only for entire stay, 1 Sauna Pass required 🚨Book the sauna before or on check-in day covers access for check-in day and the next day. Extra days are $36 each

Renovated 1800s Schoolhouse with 2 bedrooms
Make history a part of your vacation in this renovated 1800s schoolhouse. This historic house is located in the heart of the Finger Lakes. Built in 1886 and in service as a one room school until 1952, this home is truly a special place. Whether you are visiting from afar or looking to unwind on a peaceful staycation, this private two-acre space is your cozy home away from home.
Popular amenities for house rentals in Chili Town
House rentals with a pool

Fireplace, theater room, & fully equipped kitchen

Traveler’s Wellness Oasis

Charming Pittsford Home-Indoor Pool-4 bedrooms

Luxury Home with pool-Historic Strawberry Castle

Batavia’s Premier rental with amenities galore!

2 Bedroom pool house with Garage

Foster Hideaway - lake views, pool, hot tub.

Esten-Wahl Farm - Historic Landmark Victorian Home
Weekly house rentals

Elegant Farmhouse in Pittsford (near Rochester)

Fully Remodeled 1BR Tiny Home

Nature Lover's Charmer / Erie Canal Access 2

SERENITY HOUSENewly Renovated First Floor Getaway!

The Lakeview House in South Bristol

Henrietta Haven - Family Friendly, Near RIT

Rest and Recover-Home away from home

Bright & Cheerful w/ King Beds - Walk Everywhere!
Private house rentals

Quite Home Near Cobbs Hill, Brighton, & the City

Perfect Oasis in Central Location

Newly Renovated Home | 5 min to ROC Airport

Convenient Cozy Casa

Peaceful Retreat-Close to it All

Sedona suite

Samantha's Place

Charming Fairport Retreat Rochester Ny
When is the best time to visit Chili Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $164 SGD | $155 SGD | $167 SGD | $167 SGD | $183 SGD | $187 SGD | $196 SGD | $197 SGD | $174 SGD | $184 SGD | $191 SGD | $180 SGD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 15°C | 20°C | 22°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about house rentals in Chili Town

Total holiday rentals
Explore 40 holiday rentals in Chili Town

Nightly prices starting at
Chili Town holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 2,040 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Chili Town holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chili Town rentals

4.7 Average rating
Chili Town stays receive an average rating of 4.7 out of 5 from guests
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- Letchworth State Park
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- High Falls
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