
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$10,444 GYD per night before taxes and fees

Verified guest reviews
Over 1,830 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.

Silo Glamping Getaway
Get away from the rush and noise of everyday life for a pintrest-worthy stay in our silo bed and breakfast! Build a campfire and relax in the Adirondack chairs or flip on the propane fire on the deck and enjoy a cup of coffee! You might even catch our resident bunny family hopping around the hilltop or a few deer wander through. Wake up to a gorgeous sunrise right outside your door! ***now that school is starting up, pricing reflects breakfast no longer being served...check out the local diner!

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.

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.

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.

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.

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.

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.

Lovely 2 bedroom in a scenic area by the canal
This unique place has a style all its own. Introducing Charlie’s Place in the Quaint Village of Spencerport, NY. This cozy 2 bedroom upper apartment has just been refreshed with new furnishings and redecorate to feel comfortable and welcomed! It is walking distance to Restaurants, Groceries, VIC’s (Village Ice Cream Shop!) and Coffee right down the street! The Erie Canal walking trail is down the street and over the bridge!

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

Peaceful Finger Lakes Studio

Spacious Park Ave Retreat w/ Hot Tub

Bristol Creekside Cottage

The Lakeview Chalet: Cozy & Chic, Hot Tub, Games

Finger Lakes Hilltop Chalet Relax, Unwind & Renew

Suburban Cabana

Lake House-Sunset Views-HOT TUB-Couples Retreat

16 Sandals
Family- and pet-friendly home rentals

Tiny Tranquility near City Activity

Elegant Farmhouse in Pittsford (near Rochester)

Cozy bungalow in desirable area!

Gem on Genesee Park

Studio Apt close to Park Lighthouse & Lake Ontario

Large Family Home in Heart of Brockport

The Red Roof Lodge!

Rochester/Pittsford remodeled contemporary ranch
Family-friendly home rentals with a pool

Fireplace, theater room, & fully equipped kitchen

4 bed ranch w/pool in Henrietta

Luxury Home with pool-Historic Strawberry Castle

Country Hideaway

Esten-Wahl Farm - Historic Landmark Victorian Home

Cozy Apartment #2 in Geneseo's Historic Village

Happy Camper Scottsville

Spacious Updated Country Home
When is the best time to visit Chili?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,617 GYD | G$29,244 GYD | G$31,959 GYD | G$29,661 GYD | G$32,168 GYD | G$31,332 GYD | G$32,795 GYD | G$33,212 GYD | G$31,332 GYD | G$31,332 GYD | G$31,750 GYD | G$31,332 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
- Rochester Institute of Technology
- Fox Run Vineyards
- Memorial Art Gallery
- Three Brothers Wineries and Estates
- University of Rochester
- Knox Farm State Park
- High Falls
- Ontario Beach Park
- Genesee Country Village and Museum
- Seneca Park Zoo
- Del Lago Resort & Casino
- Finger Lakes Welcome Center
- Hunt Hollow Ski Club
- Seneca Lake State Park
- Hamlin Beach State Park





