
House vacation rentals in Chili
Find and book unique houses on Airbnb
Quick stats about house rentals in Chili

Total vacation rentals
Explore 40 vacation rentals in Chili

Nightly prices starting at
Chili vacation rentals start at G$6,275 GYD per night before taxes and fees

Verified guest reviews
Over 2,200 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Chili vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chili rentals

4.7 Average rating
Chili stays receive an average rating of 4.7 out of 5 from guests
Top-rated house rentals in Chili
Guests agree: these houses 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.

Suburban Cabana
Come explore NY this summer! Located in the Roch area off rt 390, airport 7 min, also walking distance to Sunny's Diner. See Strong Mueseum of Play, & Seasonal activities; Jazz Fest. close towns hosting music several nights per week.Lots going on in Roch NY June. July & Aug. The space: - 2 dining areas - 2 bedrooms - 1 queen bed - 1 full bed - hot tub with semi private backyard - heated porch - coffee table that converts into a desk - coffee maker - in unit washer and dryer - dishwasher

Kiwi Cottage - country space, timeless city charm
Center city 3 bed/two bath, huge backyard, walk to UofR, Strong Hospital, Genesee River Park playground, city trail network, 6 min RIT, 10 mins restaurants, key attractions. Ample offstreet free parking. Frequent guest comments: Lovely house! Clean! Charming! Renovated period home, 2 full bathrooms, walk-in showers (no bathtub). Fully equipped kitchen. Coffee, tea, pantry items. Watch wildlife from a deck lounger. Central a/c, washer, dryer. Sleeps 6, couch for 7th. Keypad entry, fast WiFi.

Wooded Wonderland 2 bedroom house w/hot tub
Located on the northwest shore of pristine Hemlock Lake in the renowned Finger Lakes Wine Region of New York, Sans Souci “No worries" is a cozy guest house on the grounds of our historic winery O-Neh-Da Vineyard. Our charming guest house can be your escape from the daily grind. Enjoy the private hiking trail down to Hemlock Lake and site seeing close by. With the comforts of home at your finger tips, Sans Souci & Hemlock Lake are truly the gateway to the art of living well, Finger Lakes style!

Bristol Creekside Cottage
Unwind at this romantic getaway nestled in the beautiful Bristol Hills, just minutes away from Bristol Ski Resort, Canandaigua and Honeoye Lakes. This unique 1 bedroom 1 bathroom cottage is one of our two homes on the property along the peacefully flowing Mill Creek. Take in the natural beauty from the large patio and hot tub. Inside, enjoy the warmth of the gas fireplace, complimentary wifi and smartTV. The full kitchen and bathroom are well stocked with amenities to ensure a comfortable stay.

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.

Good location, Bright, South Wedge, AC and Parking
We continue to clean fastidiously, and provide excellent ventilation. Spacious 2nd floor flat with skylights, full kitchen and bath, living room, dining room and bedroom. There is Central Air conditioning and off-street parking. We are ideally located in the city of Rochester, close to Highland Park, the U of R and hospitals...and an easy walk to the cafes, (ice cream!) stores, pubs and restaurants of the South Wedge. Downtown in 10 minutes. Roc Cinema also reopened a short walk away.

Cozy bungalow in desirable area!
Updated 1 bdrm home located right next to South Wedge. Quiet + safe neighborhood with many restaurants, cafes, shops + bars within walking distance. Within ~10 minutes of Highland, Strong, + Rochester General. Enjoy downtown living, while also having the perks of off street parking + an entire house on a dead-end street. Open concept home with eat-in kitchen + dedicated office space – perfect for remote working. Fully fenced in backyard (dogs welcome upon approval). Long or short stays!

Amazing 2 bdrm home Fantastic area, close to city.
Relax and unwind in this beautifully updated 2 bedroom home conveniently located just 8.5 miles from Downtown Rochester in the town of Penfield bordering the the town of Webster- “Where Life is Worth Living”. You will love the location with shopping, movies, entertainment, and of course, lots of restaurants all very close by. A hop, skip and jump away from beautiful Irondequoit Bay, take this opportunity to rent boats, kayaks and paddle boards and enjoy all the area has to offer.

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.

Penfield-Webster Home w/Pool - Park Like Setting
Charming 19th century 2,300 sq.ft. farmhouse with 3 large bedrooms on 1 acre. Stately coffer ceiling in expansive living room. Recently update with refinished floors, paint and new kitchen appliances. Inviting breakfast room with french doors leading to side yard. Private 1+ acre yard with 18'x38' in-ground pool on park like setting directly across from Town Park. 5 minutes to shopping and entertainment and a short 15 min. drive to downtown 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.
Popular amenities for Chili house rentals
House rentals with a pool

Esten-Wahl Farm - Historic Landmark Victorian Home

Fireplace, theater room, & fully equipped kitchen

Luxury w/ pool, hot tub, sauna & spa bathroom

Modern Farmhouse 9min to Canandaigua Lake & Shops

Luxury Home with pool-Historic Strawberry Castle

Lakefront Estate | Pool, Hot Tub, Game Barn | Slee

The Parkside House in Geneseo

Country Hideaway
Weekly house rentals

Large Family Home in Heart of Brockport

The Creek House Private Home & Scenic Grounds

Lake House-Sunset Views-HOT TUB-Couples Retreat

Remodeled Home at the Drive-In

The Cottage at Bushnell’s Basin

Artists’ House in North Winton Village

Luxury Private Historic House Downtown Corn Hill

Elegant Farmhouse in Pittsford (near Rochester)
Private house rentals

Renovated 1800s Schoolhouse with 2 bedrooms

Cheerful Garden Oasis/ Hottub + Holiday Decor

Spacious Renovated City Home - Averill House

Entire 1920Home: Near URMC&Park&DT. Street Parking

True North Lakeside Retreat Autumn specials!

Peaceful Retreat-Close to it All

4BR Home with Private Cinema

Cozy Ranch
When is the best time to visit Chili?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$27,402 GYD | G$28,239 GYD | G$26,774 GYD | G$26,774 GYD | G$29,284 GYD | G$29,912 GYD | G$31,376 GYD | G$31,585 GYD | G$27,820 GYD | G$28,657 GYD | G$27,193 GYD | G$30,330 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
- 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
- Fox Run Vineyards
- Rochester Institute of Technology
- Memorial Art Gallery
- Three Brothers Wineries and Estates
- University of Rochester
- Knox Farm State Park
- High Falls
- Genesee Country Village and Museum
- Ontario Beach Park
- Seneca Park Zoo
- Del Lago Resort & Casino
- Finger Lakes Welcome Center
- Seneca Lake State Park
- Hunt Hollow Ski Club
- Highland Park





