
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$12,532 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.

Charming Pittsford Home-Indoor Pool-4 bedrooms
My home is in the Bushnell's Basin/Perinton part of Pittsford. .5 miles to 490, 4 mi to I-90 and 15 minutes to U of R. Erie Canal is a short walk away. The 17 mi Crescent Trail head is 100 yards away. Fantastic restaurants. The large indoor pool is open year round with new filter and pool heater. A stream is in the fenced backyard. 50 trees provide privacy and shade. The 4 bedrooms are spacious and 21/2 baths ensure no waiting! 2 decks. Golf, Finger Lakes, wineries, & breweries are close.
Indoor spacesKitchenParking

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.
Indoor spacesKitchenAmenities

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.
KitchenFamilyCheck-in

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.
KitchenIndoor spacesBackyard

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.
Indoor spacesKitchenWalkability

Private studio apartment near UofR/RIT/airport
My place is close to the airport, multiple colleges, family-friendly activities, public transport. You’ll love my place because of the quiet privacy, the people, the neighborhood. My place is good for couples, solo adventurers, business travelers, and small families. There is a very good chance you will encounter two very friendly dogs in our yard. They do not go into your space. Patrick is a feisty 15 lb pup and JR. is our doodle puppy. Many great restaurants in the area.
KitchenIndoor spacesSleep quality

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.
KitchenFamilyLocation

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.
KitchenFamilyGetting around

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.
FamilyKitchenValue

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.
KitchenFamilyValue

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.
KitchenIndoor spacesCheckout

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

Suburban Cabana
Indoor spacesFamilyQuiet

The Retreat in Pittsford / amazing yard W Hot Tub
Indoor spacesKitchenAccess

Cheerful Garden Oasis/ Hottub + Holiday Decor
KitchenFamilyQuiet

Spacious Park Ave Retreat w/ Hot Tub and AC!
KitchenIndoor spacesNearby

The Love Shack
Indoor spacesKitchenAccess

Bristol Hills Cabin
KitchenFamilyWifi

Finger Lakes Hilltop Chalet Relax, Unwind & Renew
FamilyKitchenView

Grandpa-T’s Guest Cottage at Hawks Landing
KitchenFamilyDecor
Family- and pet-friendly home rentals

Gem on Genesee Park
KitchenIndoor spacesAmenities

Cheerful Henrietta 4BDRM. w/Garage - Pets welcome!
KitchenFamilyShared spaces

Spacious Suburban Home in Gates NY
KitchenFamilyCleanliness

Elegant Farmhouse in Pittsford (near Rochester)
KitchenIndoor spacesParks

Brockport's Home away from Home!
FamilyIndoor spacesGrill

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

Beautiful & quiet place. A true in-law house.
Indoor spacesKitchenCleanliness

Arts & Crafts In-law Suite
FamilyIndoor spacesCheck-in
Family-friendly home rentals with a pool

Fireplace, theater room, & fully equipped kitchen
FamilyKitchenHiking

Esten-Wahl Farm - Historic Landmark Victorian Home
Indoor spacesKitchenAccuracy

Penfield-Webster Home w/Pool - Park Like Setting
KitchenIndoor spacesBathroom

The Fitz Farmhouse on West Lake.
Indoor spacesFamilyGetting around

The Green House
KitchenIndoor spacesDecor

Modern Farmhouse 9min to Canandaigua Lake & Shops
KitchenIndoor spacesAccuracy

Happy Camper Scottsville
FamilyKitchenValue

Luxury Home with pool-Historic Strawberry Castle
KitchenIndoor spacesWalkability
When is the best time to visit Chili?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,614 GYD | G$29,241 GYD | G$31,956 GYD | G$33,209 GYD | G$35,298 GYD | G$35,089 GYD | G$32,792 GYD | G$33,209 GYD | G$31,330 GYD | G$31,330 GYD | G$31,747 GYD | G$31,330 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 |
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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





