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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Guest favourite
Home in 19th Ward
4.94 out of 5 average rating, 486 reviews

Kiwi Cottage - country space, timeless city charm

Center city 3 bed/two bath, huge backyard, walk to UofR, Strong Hospital, Genesee River Park playground, city trail network, 6 min RIT, 10 mins restaurants, key attractions. Ample offstreet free parking. Frequent guest comments: Lovely house! Clean! Charming! Renovated period home, 2 full bathrooms, walk-in showers (no bathtub). Fully equipped kitchen. Coffee, tea, pantry items. Watch wildlife from a deck lounger. Central a/c, washer, dryer. Sleeps 6, couch for 7th. Keypad entry, fast WiFi.

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
A charming street view showcases a row of shops with large windows and inviting seating areas. Fall decorations, including yellow mums, add a touch of warmth. The restaurant 'Atlas Eats' is prominently displayed, creating a welcoming atmosphere for visitors.
Serviced apartment in Irondequoit
4.97 out of 5 average rating, 195 reviews

Atlas Sleeps Apt #3 West Irondequoit

Welcome to beautiful West Irondequoit! SUPER CONVENIENT LOCATION TO ANYWHERE IN ROCHESTER!!!! Plenty of free parking! Public transportation right out front. Uber & Lyft are readily available. -This place has it all and more! Feel right at home in this private apartment. Due to its close proximity to all major expressways, our place is 15 minutes to everywhere in Rochester. All of Downtowns attractions are close- don't hesitate- you will love this place!!!!! Traveling nurse rates available

Top guest favourite
Flat in West Henrietta
4.99 out of 5 average rating, 284 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.

Top 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, 220 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.

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
4.91 out of 5 average rating, 169 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, 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, 381 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
The exterior of the guest house features a mix of stone and siding, surrounded by vibrant landscaping. A pathway leads to the covered porch, which is furnished with seating. Colorful sunset skies create a warm backdrop, enhancing the peaceful countryside setting.
Farm stay in Caledonia
4.99 out of 5 average rating, 161 reviews

Fox Creek Farm Guest House (Genesee River Valley)

The Guest House at Fox Creek Farm is the perfect place to relax & enjoy the Genesee River Valley! Our family farm is situated on 30 acres and surrounded by beautiful farmland as far as the eye can see! Located at the end of a gravel road, the Guest House is perfect for couples, families, adventurers, business and equine travelers, and those visiting our many local wedding barn venues, breweries, wineries, lakes, golf courses, and other area attractions.

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, 187 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, 214 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, 190 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.

Popular amenities for Chili family-friendly rentals

When is the best time to visit Chili?

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Avg. price$175 SGD$179 SGD$196 SGD$182 SGD$197 SGD$192 SGD$201 SGD$204 SGD$192 SGD$192 SGD$195 SGD$192 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 1,830 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!