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.

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Top guest favourite
The exterior of a charming farmhouse is displayed, featuring a light blue metal roof and a covered front porch. Lush greenery surrounds the house, with floral arrangements enhancing the inviting entrance. A manicured lawn and the natural landscape complete the picturesque setting.
Home in Canandaigua
4.97 out of 5 average rating, 344 reviews

Walnut Pond Retreat-Private house & scenic grounds

Perfect getaway for nature lovers, or as an Artist's retreat. Pristine wooded hills, wildlife, greenery & fall foliage each in their season. Striking aquatic views of large manicured pond with water lilies to please Monet, and a dock from which to paint them. Diverse wild birds at established feeders & generally on the property. Wood burning fireplace inside & fire pit out. Full kitchen. Gas grill. Extra space. Laundry. Small library / reading room. 5 miles to nearest town. New Cable WiFi.

Top guest favourite
Two upholstered armchairs are positioned in a cozy living area, facing each other across a small gold table. In the background, a doorway leads to a kitchen, which is equipped with a refrigerator. Soft carpet covers the floor, complementing the neutral wall color.
Flat in Pittsford
4.95 out of 5 average rating, 191 reviews

Private studio apartment in Pittsford

Studio apartment with large living/sleeping area. Sleeping area has a king bed that can be set up as twin beds, if requested. The space includes a kitchen with refrigerator, microwave, large toaster oven, dishwasher and coffee maker; a large bathroom, with corner tub and shower. It does not offer a stove or washer/dryer. There is a separate private entrance, and parking area. WIFI is also included. Note that all sanitization protocols are followed to prepare the apartment for guests.

Top guest favourite
Flat in West Henrietta
4.99 out of 5 average rating, 273 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, 211 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
Home in Webster
5 out of 5 average rating, 122 reviews

Amazing 2 bdrm home Fantastic area, close to city.

Relax and unwind in this beautifully updated 2 bedroom home conveniently located just 8.5 miles from Downtown Rochester in the town of Penfield bordering the the town of Webster- “Where Life is Worth Living”. You will love the location with shopping, movies, entertainment, and of course, lots of restaurants all very close by. A hop, skip and jump away from beautiful Irondequoit Bay, take this opportunity to rent boats, kayaks and paddle boards and enjoy all the area has to offer.

Guest favourite
A comfortable living space features a cozy sofa and stylish armchair arranged around a low coffee table. A flat-screen television is mounted above a brick fireplace, with natural light filtering through the windows. Greenery is placed near the fireplace and on the coffee table.
Flat in 19th Ward
4.89 out of 5 average rating, 151 reviews

Gem on Genesee Park

Welcome to your cozy home away from home on Genesee Park Blvd! ✨ This freshly renovated 2nd-floor, 2-bed is bright, comfy, and perfectly located — 5 mins to ROC Airport ✈️, 3 mins to Strong 🏥, 5 mjn to U of R 📚 and 9 min to RIT 🎓. Just 10 mins to downtown without the bustle 🌃. Enjoy a fully stocked kitchen 🍳, charming living space 🛋️, and a cheerful sunroom 🌞. Perfect for travel nurses, visitors, and anyone who wants an easy, relaxing stay. Off-street parking available! 🚗

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, 163 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, 371 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.

Top guest favourite
A welcoming living area features a comfortable seating arrangement with two gray sofas and two armchairs. A round coffee table sits at the center on a soft area rug. Natural light filters through the windows, illuminating the space, which includes a television above a low fireplace.
Home in Rochester
4.98 out of 5 average rating, 127 reviews

The Elmwood - Ideal Rochester Spot - 5 Beds

Great location in Rochester. 3 mile drive to University of Rochester. Or, leave your car in the driveway; 3 min walk to coffee, Bagel Land, bars, and restaurants at 12 Corners. Tennis, basketball, Wegmans, less than 2 miles away and the JCC is 2.5 miles away. 1.5 bath charming house in safe residential neighborhood. Self Check-in. Off-street parking for 4 cars, Wi-Fi, new beds, new everything. Full renovation occurred in Summer 2022.

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, 209 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
4.94 out of 5 average rating, 181 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, 177 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?

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Avg. price$167 SGD$163 SGD$172 SGD$181 SGD$197 SGD$191 SGD$200 SGD$203 SGD$191 SGD$191 SGD$194 SGD$191 SGD
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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 $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,880 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!