
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 $104 NZD per night before taxes and fees

Verified guest reviews
Over 1,890 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Chili holiday 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.

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.

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.

Scottsville 4-Bdrm Loft/Sleeps 6/Onsite Parking
You'll find everything you need for a comfortable stay in this unique second floor apartment in a historic Scottsville building. Perfect for families! There are four bedrooms: two with queen beds and two with twin beds. Walking distance to ice cream, pizza, artisan coffee and Scottsville Diner. Scottsville Ice Arena is just minutes away! Pets are welcome if approved, please enquire. Pet fee is $20/night/pet. Discounted pet fee for longer stays.

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.

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
Family-friendly home rentals with a hot tub

Suburban Cabana

Bristol Creekside Cottage

Finger Lakes Hilltop Chalet Relax, Unwind & Renew

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

Cheerful Garden Oasis/ Hottub + Holiday Decor

Peaceful Finger Lakes Studio

Modern Farmhouse Whole Home Cozy Hot Tub

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

Gem on Genesee Park

Rochester/Pittsford remodeled contemporary ranch

Arts & Crafts In-law Suite

Cozy bungalow in desirable area!

The Red Roof Lodge!

Brockport's Home away from Home!

Barbara's House, Discounts for extended stays

Boutique Barn Near Letchworth + Animal Encounters
Family-friendly home rentals with a pool

Penfield-Webster Home w/Pool - Park Like Setting

Spacious Updated Country Home

Esten-Wahl Farm - Historic Landmark Victorian Home

The Green House

Fireplace, theater room, & fully equipped kitchen

Modern Farmhouse 9min to Canandaigua Lake & Shops

Happy Camper Scottsville

4 bed ranch w/pool in Henrietta
When is the best time to visit Chili?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $237 NZD | $242 NZD | $265 NZD | $246 NZD | $266 NZD | $259 NZD | $272 NZD | $275 NZD | $259 NZD | $259 NZD | $263 NZD | $259 NZD |
| 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
- Fox Run Vineyards
- Three Brothers Wineries and Estates
- University of Rochester
- Knox Farm State Park
- Genesee Country Village and Museum
- Ontario Beach Park
- Seneca Park Zoo
- Finger Lakes Welcome Center
- Seneca Lake State Park
- Hunt Hollow Ski Club
- Highland Park
- Kershaw Park
- Hamlin Beach State Park
- Geva Theatre Center
- Sodus Point Beach Park





