
Family-friendly vacation rentals in Chili
Find and book unique family-friendly homes on Airbnb
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 G$12,554 GYD per night before taxes and fees

Verified guest reviews
Over 1,890 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!
Top-rated family-friendly rentals in Chili
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Charming Pittsford Home-Indoor Pool-4 bedrooms
My home is in the Bushnell's Basin/Perinton part of Pittsford. .5 miles to 490, 4 mi to I-90 and 15 minutes to U of R. Erie Canal is a short walk away. The 17 mi Crescent Trail head is 100 yards away. Fantastic restaurants. The large indoor pool is open year round with new filter and pool heater. A stream is in the fenced backyard. 50 trees provide privacy and shade. The 4 bedrooms are spacious and 21/2 baths ensure no waiting! 2 decks. Golf, Finger Lakes, wineries, & breweries are close.

Silo Glamping Getaway
Get away from the rush and noise of everyday life for a pintrest-worthy stay in our silo bed and breakfast! Build a campfire and relax in the Adirondack chairs or flip on the propane fire on the deck and enjoy a cup of coffee! You might even catch our resident bunny family hopping around the hilltop or a few deer wander through. Wake up to a gorgeous sunrise right outside your door! ***now that school is starting up, pricing reflects breakfast no longer being served...check out the local diner!

High Vibe Barn in the Finger Lakes
The Barn was built in 1810 as a Hay Barn and converted into a cozy living space in 2017. It's a mix of rustic and modern all in one. This unique stay provides a quiet and tranquil escape from the hustle and bustle of everyday life. Nestle into the space for relaxation, nature views, meditation, yoga or reading. Venture out on any of the nearby hiking trails, local restaurants, craft breweries, or visit the Finger Lakes. Add on services to enhance your healing journey! Message us for info.

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.

Cabin at SanGer-La Alpacas
Welcome to The Cabin @ SanGer-La Alpacas, a working alpaca farm owned and operated by Nancy & Kris Sanger. In addition to the wooded Adirondack Park setting, you can learn about alpacas, their care and their wonderful fiber, or just relax and imagine you're in the most peaceful place on earth. You'll meet Lucas and Cody our 2 dogs and our cat Gandalf (the Grey). All friendly. The Cabin is a completely separate 400 sq ft, 1 bedroom & full bath. Parking in front of Cabin. Note: No TV.

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.

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.

Wheatland Schoolhouse No.7
Step into history with modern comfort at our beautifully renovated 1800s schoolhouse. Features a king bed in the loft, queen bed on the main floor, and two full baths on each floor. Relax in the spacious living area or cook in the fully equipped kitchen. Perfect for families, couples, or friends seeking a peaceful country escape just minutes from Rochester. Every booking helps fund the continued care and preservation of this historic schoolhouse so its story can live on.

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.

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.

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
Family-friendly home rentals with a hot tub

Peaceful Finger Lakes Studio

The Johnson Chalet in Bristol/Canandaigua*HOT TUB*

Bristol Creekside Cottage

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

Finger Lakes Hilltop Chalet Relax, Unwind & Renew

Suburban Cabana

Charming Country Cabin- HOT TUB, Sunsets, CMAC

Hawks Landing - Your Romantic Getaway! New Pricing
Family- and pet-friendly home rentals

Tiny Tranquility near City Activity

Elegant Farmhouse in Pittsford (near Rochester)

Cozy bungalow in desirable area!

Gem on Genesee Park

Studio Apt close to Park Lighthouse & Lake Ontario

Large Family Home in Heart of Brockport

Strathallan Studio

The Red Roof Lodge!
Family-friendly home rentals with a pool

Fireplace, theater room, & fully equipped kitchen

4 bed ranch w/pool in Henrietta

Luxury Home with pool-Historic Strawberry Castle

Private Cabin Retreat- Hot Tub | Pool | Game Room

Country Hideaway

Esten-Wahl Farm - Historic Landmark Victorian Home

Happy Camper Scottsville

Luxury w/ pool, hot tub, sauna & spa bathroom
When is the best time to visit Chili?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,665 GYD | G$29,293 GYD | G$32,013 GYD | G$33,268 GYD | G$35,360 GYD | G$35,151 GYD | G$32,850 GYD | G$33,268 GYD | G$31,385 GYD | G$31,385 GYD | G$31,803 GYD | G$31,385 GYD |
| 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 |
Destinations to explore
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- Letchworth State Park
- Six Flags Darien Lake
- Bristol Mountain
- The Strong National Museum of Play
- Sea Breeze Amusement Park
- Chimney Bluffs State Park
- Keuka Lake State Park
- Stony Brook State Park
- Keuka Spring Vineyards
- Rochester Institute of Technology
- Fox Run Vineyards
- University of Rochester
- Three Brothers Wineries and Estates
- Memorial Art Gallery
- Genesee Country Village and Museum
- Ontario Beach Park
- Knox Farm State Park
- High Falls
- Seneca Park Zoo
- Del Lago Resort & Casino
- Finger Lakes Welcome Center
- Seneca Lake State Park
- Hunt Hollow Ski Club
- Highland Park





