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.

%{current} / %{total}1 / 1
Top guest favourite
A historic farmhouse is visible, framed by vibrant autumn foliage. A well-maintained driveway leads to the entrance, with a mailbox and flower arrangement at the forefront. The colorful landscape features lush green grass and scattered orange leaves, enhancing the serene appeal of the property.
Farm stay in Canandaigua
5 out of 5 average rating, 103 reviews

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.

Top guest favourite
A dining area features a black wooden table surrounded by six chairs. A small plant is placed in a pot beside the table. Light hardwood floors enhance the space, while artwork with green hues adorns the walls. Windows allow natural light to brighten the room.
Home in Pittsford
4.95 out of 5 average rating, 531 reviews

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.

Top guest favourite
Flat in West Henrietta
4.99 out of 5 average rating, 283 reviews

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.

Guest favourite
A compact kitchen area is positioned under a sloped ceiling, featuring wooden cabinetry and a countertop. Appliances include a microwave, a small refrigerator, a coffee maker, and a toaster oven. A sink is also present, complemented by a trash can nearby.
Guest suite in Rochester
4.87 out of 5 average rating, 218 reviews

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.

Top guest favourite
A hot tub is situated under a wooden pergola surrounded by vibrant fall foliage, with views of Canandaigua Lake in the background. Two Adirondack chairs offer a cozy spot to enjoy the scenery, while the structure features large windows capturing natural light.
Home in Naples
4.99 out of 5 average rating, 152 reviews

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!

Guest favourite
The living area features green walls, wooden flooring, and a cozy layout. A queen size bed is partially visible, accompanied by a small round table and two chairs. A television is mounted on the wall, and natural light filters through the window, accentuated by sheer curtains.
Guest suite in Rochester
4.94 out of 5 average rating, 165 reviews

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.

Top guest favourite
A spacious wooden deck is framed by greenery, featuring multiple seating areas. The design includes built-in benches and an inviting layout, creating an ideal space for relaxation and outdoor enjoyment.
Guest suite in Rochester
4.94 out of 5 average rating, 380 reviews

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.

Guest favourite
A spacious living area features a large sectional sofa adorned with decorative pillows. A wooden coffee table and a side table add character to the space. A dining area is positioned nearby, with a wooden table surrounded by six chairs, and light streams in from two windows.
Flat in Scottsville
4.9 out of 5 average rating, 119 reviews

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.

Top guest favourite
The living room features two comfortable leather sofas positioned across from each other, centered around a circular coffee table. A gas fireplace with a stone surround is visible, complemented by a wall-mounted TV above it. Natural light fills the space through large windows.
Home in Lima
4.96 out of 5 average rating, 184 reviews

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.

Top guest favourite
A light-colored, two-story house is shown with a sloped roof and multiple windows. A small deck with chairs is located at the entrance. Surrounding greenery includes trees and grass, providing a natural setting.
Home in Scottsville
4.98 out of 5 average rating, 213 reviews

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.

Top guest favourite
A red wooden staircase leads up to a private entrance on the side of the apartment. The entrance is framed by light-colored siding and a modest outdoor light. Lush greenery and grass surround the walkway, contributing to a serene outdoor setting.
Guest suite in Rochester
4.95 out of 5 average rating, 189 reviews

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.

Top guest favourite
The exterior of a two-story red cottage is visible, set in a green landscape. Lush foliage surrounds the entrance, and a walkway leads to the front door, which features a window. Mature trees provide natural shade and enhance the charming rural setting.
Home in Churchville
4.98 out of 5 average rating, 186 reviews

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

When is the best time to visit Chili?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price£101£103£112£104£113£110£115£117£110£110£112£110
Avg. temp-3°C-3°C2°C8°C15°C20°C22°C22°C18°C11°C5°C0°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!