
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.

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.
FamilyKitchenHeating
4.95 out of 5 average rating, 563 reviews
Kiwi Cottage - country space, timeless city charm
Listing price now includes Airbnb service fees. Guests say "house is lovely!" Tastefully renovated period home, sleeps 7 in 4 beds and couch. 2 full bathrooms, walk-in showers. Deck, huge backyard - lots of wildlife! Walk to UofR, Strong Hospital, 6 min drive RIT. A few minutes to bike/walk trail network, 10 mins restaurants, key attractions. Offstreet free parking for 3-4 cars. Fully equipped kitchen. Coffee, tea, pantry items. Central a/c, washer, dryer. Keypad entry, fast WiFi.
Indoor spacesKitchenOutdoor spaces
4.94 out of 5 average rating, 502 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.
FamilyKitchenAccuracy
4.99 out of 5 average rating, 302 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.
FamilyKitchenDecor
4.87 out of 5 average rating, 237 reviews
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.
FamilyKitchenAccess
4.96 out of 5 average rating, 216 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! 🚗
Indoor spacesKitchenWalkability
4.9 out of 5 average rating, 199 reviews
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.
KitchenIndoor spacesOutdoor spaces
5.0 out of 5 average rating, 110 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.
Indoor spacesFamilyBreakfast
4.94 out of 5 average rating, 396 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.
FamilyIndoor spacesHiking
4.98 out of 5 average rating, 219 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.
FamilyKitchenParking
4.93 out of 5 average rating, 201 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.
Indoor spacesFamilyCleanliness
4.99 out of 5 average rating, 204 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.
KitchenFamilyWifi
4.83 out of 5 average rating, 465 reviewsPopular amenities for Chili family-friendly rentals
Family-friendly home rentals with a hot tub

The Retreat in Pittsford / amazing yard W Hot Tub
Indoor spacesFamilyCondition
5.0 out of 5 average rating, 116 reviews
Suburban Cabana
FamilyIndoor spacesAir conditioning
4.82 out of 5 average rating, 165 reviews
Spacious Park Ave Retreat w/ Hot Tub and AC!
KitchenIndoor spacesLayout
5.0 out of 5 average rating, 118 reviews
Cheerful Garden Oasis/ Hottub + Holiday Decor
Indoor spacesFamilyBathroom
4.93 out of 5 average rating, 306 reviews
The Love Shack
FamilyIndoor spacesAccess
4.78 out of 5 average rating, 121 reviews
Civil War Era, Hot Tub in Finger Lakes, GAME ROOM
FamilyIndoor spacesOutdoor spaces
4.89 out of 5 average rating, 100 reviews
Finger Lakes Hilltop Chalet Relax, Unwind & Renew
Indoor spacesFamilyLocation
5.0 out of 5 average rating, 118 reviews
Private FLX Lodge/HotTub, Pond, Dog OK, Firepit
KitchenIndoor spacesHospitality
4.98 out of 5 average rating, 123 reviewsFamily- and pet-friendly home rentals

The Roc-House 4Bd, 2BA, Near Airport, Home Office
Indoor spacesFamilyOutdoor spaces
4.83 out of 5 average rating, 150 reviews
Elegant Farmhouse in Pittsford (near Rochester)
Indoor spacesFamilyParks
4.98 out of 5 average rating, 165 reviews
Brockport's Home away from Home!
KitchenFamilyLong stay
4.92 out of 5 average rating, 159 reviews
Luxury * Seven Chandelier * Mansion
Indoor spacesKitchenDecor
4.95 out of 5 average rating, 129 reviews
Arts & Crafts In-law Suite
FamilyIndoor spacesWifi
4.94 out of 5 average rating, 215 reviews
Beautiful & quiet place. A true in-law house.
FamilyKitchenAir conditioning
4.97 out of 5 average rating, 489 reviews
Beds on Berkeley in the Park Avenue neighborhood
KitchenIndoor spacesGrill
4.98 out of 5 average rating, 756 reviews
Cozy Park Ave area sleeps 8, close to everything.
Indoor spacesFamilyAmenities
4.9 out of 5 average rating, 113 reviewsFamily-friendly home rentals with a pool

Charming Pittsford Home-Indoor Pool-4 bedrooms
Indoor spacesKitchenLong stay
4.89 out of 5 average rating, 151 reviews
Penfield-Webster Home w/Pool - Park Like Setting
KitchenIndoor spacesOutdoor spaces
4.84 out of 5 average rating, 191 reviews
Esten-Wahl Farm - Historic Landmark Victorian Home
KitchenFamilyCondition
4.97 out of 5 average rating, 205 reviews
The Green House
KitchenFamilyCleanliness
4.97 out of 5 average rating, 118 reviews
Fireplace, theater room, & fully equipped kitchen
FamilyKitchenCleanliness
4.96 out of 5 average rating, 211 reviews
Modern Farmhouse 9min to Canandaigua Lake & Shops
Indoor spacesKitchenLayout
4.98 out of 5 average rating, 134 reviews
Happy Camper Scottsville
KitchenFamilyPool
4.98 out of 5 average rating, 88 reviews
Luxury Home with pool-Historic Strawberry Castle
Indoor spacesKitchenCheckout
5.0 out of 5 average rating, 49 reviewsWhen is the best time to visit Chili?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,666 GYD | G$29,293 GYD | G$32,014 GYD | G$33,269 GYD | G$35,361 GYD | G$35,152 GYD | G$32,850 GYD | G$33,269 GYD | G$31,386 GYD | G$31,386 GYD | G$31,804 GYD | G$31,386 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 |
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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
- Memorial Art Gallery
- Genesee Country Village and Museum
- Ontario Beach Park
- High Falls
- Seneca Park Zoo
- Del Lago Resort & Casino
- Knox Farm State Park
- Finger Lakes Welcome Center
- Seneca Lake State Park
- Hunt Hollow Ski Club
- Rochester Institute of Technology
- Highland Park





