
Family-friendly vacation rentals in Chili
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Chili

Total vacation rentals
Explore 30 vacation rentals in Chili

Nightly prices starting at
Chili vacation rentals start at G$12,553 GYD per night before taxes and fees

Verified guest reviews
Over 1,890 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Chili vacation rentals include wi-fi access

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

4.8 Average rating
Chili stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Chili
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Spacious Suburban Home in Gates NY
Cozy Home Away from Home in Gates, NY! Nestled in a quiet, family-friendly neighborhood, our cozy home is just 8 minutes from downtown Rochester, minutes from the airport, a local movie theater, and the iconic Wegmans grocery store—making it a convenient and comfortable home base for your stay. Whether you’re visiting family, exploring the Finger Lakes region, or traveling for work, you'll appreciate the fully equipped kitchen, spacious living areas, and a private backyard perfect for relaxing!

Perfect "Home away from Home" Near RIT and U of R
Perfect "Home away from Home" with lots of natural light. Spacious and delightful, first floor apartment is only 2 miles from RIT (Rochester Institute of Technology) and 5 miles from U of R. Only 6 miles from Roc Airport. Very Safe, quiet neighborhood with sidewalks, and private ponds for fishing or kayaking. Free parking for 1 car. Enjoy gas fireplace, central heat, central air, and Wifi. Ready to use kitchen, coffee maker, Beautiful porch with patio furniture, Gas/charcoal grill.

Cabin at SanGer-La Alpacas
Welcome to The Cabin @ SanGer-La Alpacas, a working alpaca farm owned and operated by Nancy & Kris Sanger. In addition to the wooded Adirondack Park setting, you can learn about alpacas, their care and their wonderful fiber, or just relax and imagine you're in the most peaceful place on earth. You'll meet Lucas and Cody our 2 dogs and our cat Gandalf (the Grey). All friendly. The Cabin is a completely separate 400 sq ft, 1 bedroom & full bath. Parking in front of Cabin. Note: No TV.

Private suite on Genesee River near RIT
Enjoy views of gardens and the Genesee River. Walk to RIT, drive or Uber to shop or dine nearby. Suite has a private entrance and is equipped with a microwave, toaster oven and conduction burner, coffee maker, WiFi and TV. Nicely private and comfortable. For any two guests needing separate sleeping arrangements there is a chair-lounger-bed (twin size) available with provided bedding. NOTE: The bathroom has a sloped ceiling, as pictured. if you are very tall, it may be uncomfortable.

Brockport Village 1-bedroom yds. from Erie Canal.
Thoughtful one bedroom apartment on second floor of historic home. Centrally located in heart of old Brockport, and just 100 yards from the historic Erie Canal. Close to restaurants, laundry, art gallery and Erie Canal Welcome Center. Apartment has separate entrance. owned by cyclists who have cycled Erie Canal many times. All amenities to make your stay enjoyable, we'll help with bikes & repairs. Shuttle services & bike rentals. (fully equipped Trek hybrids for rent by request.)

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.

Wheatland Schoolhouse No.7
Step into history with modern comfort at our beautifully renovated 1800s schoolhouse. Features a king bed in the loft, queen bed on the main floor, and two full baths on each floor. Relax in the spacious living area or cook in the fully equipped kitchen. Perfect for families, couples, or friends seeking a peaceful country escape just minutes from Rochester. Every booking helps fund the continued care and preservation of this historic schoolhouse so its story can live on.

Private ,furnished ,modern Roch suburb apt !
First this is a private apt. It is not shared with anyone ! A beautiful little cozy spot with a kitchen with all the ammedities . Skylights make this place a bright cheerful place no matter what the season. Washer and dryer with a large walk in closet .A train goes through about a mile away a few times a day. You can hear it from a distance. I myself don't even notice it, but wanted to note it . WE DO NOT BOOK TO LOCALS! You must speak with me first unless approved.

2 Bedroom pool house with Garage
Make some memories at this unique and family-friendly place. Peaceful location that is close to Rochester and Canandaigua as well as Bristol Mountain for skiing or viewing foliage. Tranquility at your fingertips. The pool is generally open from Memorial weekend until Labor day weekend. The last day the pool will be heated for 2025 is September 27th. The pool is shared with the resident of the main home which is a family of 5 with 5 kids aged 1 to 10.

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.

Completely furnished 1 bdrm in suburbs!
Relax in this cozy, fully furnished in-law apartment with a private entrance, thoughtfully separated from the main home by a hallway and two doors for added privacy. Nestled in a quiet suburban neighborhood, yet just minutes from expressways, shopping, restaurants, and local colleges. Greater Rochester Airport is only 15 minutes away, and Roberts Wesleyan College is just 2 minutes. Shared driveway with plenty of parking.

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.
Popular amenities for Chili family-friendly rentals
Family-friendly home rentals with a hot tub

The Retreat in Pittsford / amazing yard W Hot Tub

Suburban Cabana

Spacious Park Ave Retreat w/ Hot Tub and AC!

Cheerful Garden Oasis/ Hottub + Holiday Decor

The Love Shack

Finger Lakes Hilltop Chalet Relax, Unwind & Renew

Peaceful Finger Lakes Studio

Private FLX Lodge/HotTub, Pond, Dog OK, Firepit
Family- and pet-friendly home rentals

Rochester/Pittsford remodeled contemporary ranch

Gem on Genesee Park

The Roc-House 4Bd, 2BA, Near Airport, Home Office

Elegant Farmhouse in Pittsford (near Rochester)

Brockport's Home away from Home!

Large Family Home in Heart of Brockport

Arts & Crafts In-law Suite

Beautiful & quiet place. A true in-law house.
Family-friendly home rentals with a pool

Charming Pittsford Home-Indoor Pool-4 bedrooms

Penfield-Webster Home w/Pool - Park Like Setting

Esten-Wahl Farm - Historic Landmark Victorian Home

The Green House

Fireplace, theater room, & fully equipped kitchen

The Fitz Farmhouse on West Lake.

Modern Farmhouse 9min to Canandaigua Lake & Shops

Happy Camper Scottsville
When is the best time to visit Chili?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,663 GYD | G$29,291 GYD | G$32,011 GYD | G$33,266 GYD | G$35,358 GYD | G$35,149 GYD | G$32,848 GYD | G$33,266 GYD | G$31,383 GYD | G$31,383 GYD | G$31,802 GYD | G$31,383 GYD |
| 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 |
Destinations to explore
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- Letchworth State Park
- Six Flags Darien Lake
- Bristol Mountain
- The Strong National Museum of Play
- Sea Breeze Amusement Park
- Chimney Bluffs State Park
- Keuka Lake State Park
- Stony Brook State Park
- Keuka Spring Vineyards
- Fox Run Vineyards
- Three Brothers Wineries and Estates
- University of Rochester
- Memorial Art Gallery
- Genesee Country Village and Museum
- Ontario Beach Park
- High Falls
- Seneca Park Zoo
- Del Lago Resort & Casino
- Knox Farm State Park
- Finger Lakes Welcome Center
- Seneca Lake State Park
- Hunt Hollow Ski Club
- Rochester Institute of Technology
- Highland Park





