
Family-friendly holiday rentals in Chili
Find and book unique family-friendly homes on Airbnb
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 £38 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!
Top-rated family-friendly rentals in Chili
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

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.

E. Rochester Darling - Sleeps 6!
Located in a quiet East Rochester neighborhood and minutes from the 490 Expressway, this comfortable open concept home, featuring gleaming hardwood, is perfectly situated for any adventure you've planned in the Rochester area! Sleeping up to six, with three bedrooms and two updated bathrooms, this sun-filled house offers a wonderful home-away experience. One bedroom/bathroom is located on main floor for those who like to avoid stairs. Pets allowed if approved; please enquire. $25/night/pet.

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.

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.

Beautifully renovated-private residence in Pittsford with 3 acres.
Forget your worries in this spacious and serene space. This is a gorgeous house set on 3 acres in Pittsford with close proximity to restaurants, shopping, and easily accessible to highways. This house can sleep up to 10 people. It would make an ideal house for a family gathering or could simply be a great retreat for a couple. There are many possibilities-not limited to just a typical Airbnb. You could easily host bridal/baby showers and parties that could accommodate many people.

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.

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.

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.

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
Family-friendly home rentals with a hot tub

Peaceful Finger Lakes Studio

Spacious Park Ave Retreat w/ Hot Tub

Bristol Creekside Cottage

Finger Lakes Getaway

Finger Lakes Hilltop Chalet Relax, Unwind & Renew

Suburban Cabana

Lake House-Sunset Views-HOT TUB-Couples Retreat

Private Canandaigua Retreat- Hot Tub/Pet Friendly
Family- and pet-friendly home rentals

Tiny Tranquility near City Activity

Victorian Home-2Br/2Ba w/ Huge Porch & Game Room!

Cozy bungalow in desirable area!

Gem on Genesee Park

Strathallan Studio

Boutique Barn Near Letchworth + Animal Encounters

Rochester/Pittsford remodeled contemporary ranch

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

Fireplace, theater room, & fully equipped kitchen

4eva

Condo on Canandaigua Lake #420

4 bed ranch w/pool in Henrietta

Luxury Home with pool-Historic Strawberry Castle

Esten-Wahl Farm - Historic Landmark Victorian Home

Cozy Apartment #2 in Geneseo's Historic Village

Happy Camper Scottsville
When is the best time to visit Chili?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £104 | £106 | £116 | £108 | £117 | £114 | £119 | £121 | £114 | £114 | £115 | £114 |
| 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
- The Strong National Museum of Play
- Bristol Mountain
- 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
- Knox Farm State Park
- University of Rochester
- Memorial Art Gallery
- Three Brothers Wineries and Estates
- High Falls
- Ontario Beach Park
- Genesee Country Village and Museum
- Seneca Park Zoo
- Del Lago Resort & Casino
- Finger Lakes Welcome Center
- Seneca Lake State Park
- Hamlin Beach State Park
- Kershaw Park





