Family-friendly vacation 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 favorite
A small historic house is shown from the side, set among greenery. The exterior features dark brown siding, a gabled roof, and a welcoming deck with steps leading up. Flower pots are placed on the patio, offering a touch of greenery near the entrance.
Home in Pittsford
4.99 out of 5 average rating, 203 reviews

The Cottage at Bushnell’s Basin

*NOTE: We are building another house on this property. Construction will not be active during your stay. See last photo for details. Small historic house in the heart of Bushnell’s Basin, Pittsford NY. Walking distance to the Erie Canal, restaurants, a local brewery, & several small businesses. Very close to I-90 & 490, offering easy access to Eastview Mall, Rochester, the Finger Lakes Region, & Bristol Mountain Ski Resort. 3 miles from the Village of Pittsford and 5 miles from Pittsford Plaza.

Top guest favorite
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, 535 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 favorite
Apartment in West Henrietta
4.99 out of 5 average rating, 286 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 favorite
Apartment in Penfield
4.97 out of 5 average rating, 192 reviews

Amazing Apt. Fantastic area, close to city

Cozy up in this comfortable and spacious 1 bedroom apartment in historic Penfield Four Corners on the east side of Rochester. Safe, suburban town setting just 8 miles from downtown Rochester. Walking distance to many great local restaurants and coffee shops. Newly renovated with new **king size bed** and queen sofa bed with additional 4” memory foam for extra comfort. Fully equipped kitchen with new appliances to make you feel right at home. Wegmans and Target are just up the road.

Top guest favorite
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, 222 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 favorite
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 favorite
The cabin exterior features a metal roof and a spacious deck with railing, surrounded by trees. A grill is positioned on the deck, and outdoor seating is available. The serene landscape showcases a glimpse of Canandaigua Lake in the background.
Guesthouse in Naples
4.98 out of 5 average rating, 287 reviews

Hawks Landing - Your Romantic Getaway! New Pricing

Welcome to Hawks Landing Cabin… your romantic getaway! Located in the heart of the Finger Lakes, this extraordinary property perched above Canandaigua Lake with its spectacular views is within minutes of all the region has to offer. Hiking, fishing, boating, cycling, kayaking, snow many opportunities our guests can enjoy locally or just simply unplug and relax in the quiet of this cozy cabin. Come celebrate your special moments in the privacy of this beautiful cabin!

Top guest favorite
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, 383 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 favorite
A cozy living area features a plush green sofa adorned with decorative pillows. A coffee table with a wooden tray sits on a patterned rug, while a flat-screen TV is mounted on a black stand. Shelves showcase potted plants, and a dining area is visible in the background.
Apartment in Rochester
4.88 out of 5 average rating, 118 reviews

Cozy & modern South Wedge/Highland park apartment

This perfectly located cozy apartment is centered between Highland hospital and the beautiful Highland park and is walking distance to both. Only a short stroll to many restaurants and bars for all the culture and fun the South Wedge has to offer, you’ll feel right at home in our updated and modern space. Access to all your TV needs including Nintendo+Sega plus a wonderful private porch. You’ll have all you need to enjoy your stay in Rochester.

Top guest favorite
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, 192 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 favorite
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, 188 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.

Guest favorite
The exterior of a two-story house is presented, featuring a well-maintained lawn and neatly trimmed shrubs. A spacious driveway leads to a double garage. The entrance is framed by decorative pillars, and large windows allow natural light into the interior.
Guest suite in West Henrietta
4.83 out of 5 average rating, 447 reviews

The Niwas - Spacious and Fun Suite - Near UofR/RIT

Our Airbnb is a spacious 1400sq ft fully-furnished private walk-out basement. The space has all the basic amenities and comforts along side a 65in HD TV, ping-pong table, and a foosball table. Our property is located in a quiet and friendly neighborhood. Our Airbnb is prefect for all sorts of guests. Nearby you will find I-90 thruway, UofR, RIT, Strong Memorial Hospital, Airport, and great dining spots.

Popular amenities for Chili family-friendly rentals

When is the best time to visit Chili?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 503ﺩ.ﺇ 514ﺩ.ﺇ 562ﺩ.ﺇ 521ﺩ.ﺇ 566ﺩ.ﺇ 551ﺩ.ﺇ 577ﺩ.ﺇ 584ﺩ.ﺇ 551ﺩ.ﺇ 551ﺩ.ﺇ 558ﺩ.ﺇ 551
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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 ﺩ.ﺇ 184 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!