
Family-friendly holiday rentals in Chili
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chili
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

CMAC - 420 Friendly Horses Private Quiet Romantic
Our visitors have only 5 star reviews for Finger Lakes High View. " Best stay ever!"; "Clean, quiet and peaceful". Our working horse farm offers a comfortable stay; spectacular fall vistas and is only 6 miles from Canandaigua Lake. Chill with a beverage in our 3 season room. Visit with our horses. They are guest friendly and love carrots (provided). You will have a 5 star experience in this immaculate historic home-away-from-home that offers proximity to Canandaigua and a 420 friendly stay.

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.

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.

The Lakeview House in South Bristol
Just 5 miles from Bristol Mountain! Nestled in the Bristol Hills with stunning views of Canandaigua Lake. Near many hiking trails on state lands, or explore the acres of woods in our back yard. Enjoy the wineries, breweries, and all the other unique experiences offered in the Finger Lakes region. Then come home, build a campfire and enjoy incredible views from the lean-to, relax in the hot tub, or sit by the fireplace and watch a movie! You'll love your Lakeview vacation!

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.

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.

Scottsville 4-Bdrm Loft/Sleeps 6/Onsite Parking
You'll find everything you need for a comfortable stay in this unique second floor apartment in a historic Scottsville building. Perfect for families! There are four bedrooms: two with queen beds and two with twin beds. Walking distance to ice cream, pizza, artisan coffee and Scottsville Diner. Scottsville Ice Arena is just minutes away! Pets are welcome if approved, please enquire. Pet fee is $20/night/pet. Discounted pet fee for longer stays.

Fireplace, theater room, & fully equipped kitchen
Enjoy this newly renovated home nestled in a private cul-de-sac with the town park with playground and walking trails literally in your back yard. Lots to do to have fun—swim in the in-ground pool, make teams for a foosball tournament, gather around the table to play board games, watch a movie in the theater room, or snuggle up by the fire and enjoy a quiet night in. Cook meals in the fully equipped kitchen or on the grill on the back patio.

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

Secluded, Hot Tub, Fire Pit, Deck, Grill, Pets

The Johnson Chalet in Bristol/Canandaigua*HOT TUB*

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

FLX lakeview w/ *NEW HOT TUB*, spacious 3 bd 2bath

Suburban Cabana

Lake House-Sunset Views-HOT TUB-Couples Retreat

Finger Lakes 1 Bedroom Private Suite

The Retreat in Pittsford / amazing yard W Hot Tub
Family- and pet-friendly home rentals

Elegant Farmhouse in Pittsford (near Rochester)

Retreat @ Keuka Cabin

Cozy bungalow in desirable area!

Studio Apt close to Park Lighthouse & Lake Ontario

Cozy one bedroom

Beds on Berkeley in the Park Avenue neighborhood

Arts & Crafts In-law Suite

The Roc-House 4Bd, 2BA, Near Airport, Home Office
Family-friendly home rentals with a pool

4eva

Charming Pittsford Home-Indoor Pool-4 bedrooms

Luxury Home with pool-Historic Strawberry Castle

Foster Hideaway - lake views, pool, hot tub.

Esten-Wahl Farm - Historic Landmark Victorian Home

Cozy Apartment #2 in Geneseo's Historic Village

Happy Camper Scottsville

Penfield-Webster Home w/Pool - Park Like Setting
When is the best time to visit Chili?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £101 | £103 | £112 | £104 | £113 | £110 | £115 | £117 | £110 | £110 | £112 | £110 |
| 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 holiday rentals that are family-friendly in Chili

Total holiday rentals
Explore 30 holiday rentals in Chili

Nightly prices starting at
Chili holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 1,830 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Chili holiday rentals include wifi 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!
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- Letchworth State Park
- Six Flags Darien Lake
- The Strong National Museum of Play
- Bristol Mountain
- Chimney Bluffs State Park
- Sea Breeze Amusement Park
- Stony Brook State Park
- Keuka Lake State Park
- Keuka Spring Vineyards
- High Falls
- Fox Run Vineyards
- Three Brothers Wineries and Estates
- Hunt Hollow Ski Club
- Memorial Art Gallery
- Ontario Beach Park
- Del Lago Resort & Casino
- Genesee Country Village and Museum
- Rochester Institute of Technology
- Seneca Park Zoo
- Finger Lakes Welcome Center
- University of Rochester
- Seneca Lake State Park
- The National Memorial Day Museum





