House vacation rentals in Chili

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Top-rated house rentals in Chili

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Top guest favorite
A bright living space features a comfortable sofa adorned with a yellow pillow, paired with a sleek side table. A wooden dining table with chairs is positioned nearby. Natural light filters through multiple windows, highlighting the tasteful decor and open layout.
Home in Charlotte
4.94 out of 5 average rating, 145 reviews

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

I hope your stay leaves you with memories of happy laughter and good times! I hope you always look back on the fond memories, including: Premium Mattresses & Linens for your comfort! Fully equipped kitchen! Games for the kids! Outdoor Furniture and BBQ Grill! In the neighborhood: Abbotts Frozen Custard Windjammers Mr. Dominick's at the Lake Hose 22 Whiskey River Bill Grays Other Attractions: Ontario Beach Ontario Beach Park Antique Dentzel Carousel Charlotte Genesee Lighthouse Charlotte Pier

Top guest favorite
The exterior of a two-story house with a light tan façade features bright green shutters and a distinctive round window. A covered porch is adorned with intricate detailing, and lush greenery surrounds the structure, contributing to a welcoming neighborhood aesthetic.
Home in Highland Park
4.96 out of 5 average rating, 406 reviews

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.

Top guest favorite
A dining area features a black wooden table surrounded by six chairs. A small plant is placed in a pot beside the table. Light hardwood floors enhance the space, while artwork with green hues adorns the walls. Windows allow natural light to brighten the room.
Home in Pittsford
4.95 out of 5 average rating, 509 reviews

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.

Top guest favorite
An open-concept kitchen and dining area is visible, featuring wooden cabinets, stainless steel appliances, and a central island with seating. A natural light source brightens the space, highlighting the blend of modern and rustic elements. A designated workspace with a wooden table is included.
Home in Swillburg
4.93 out of 5 average rating, 150 reviews

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!

Top guest favorite
The kitchen features a large island with a dark countertop, surrounded by cabinetry in soft gray tones. Natural light floods the space through a skylight, illuminating the polished wooden floor. A brightly painted turquoise door adds a pop of color, enhancing the modern design.
Home in South Wedge
4.94 out of 5 average rating, 187 reviews

Spacious Renovated City Home - Averill House

Averill House was built in 1840 and completely renovated. This spacious, airy house features a large updated kitchen, two full baths, off street parking, a huge yard, and 3 bedrooms. A large front sun porch offers additional room for hanging out. The house offers vintage charm plus all the conveniences of today in a beautiful setting, convenient to many local amenities. Directly across the street from one of our other airbnbs, perfect for large families looking to stay close to each other.

Guest favorite
Home in 19th Ward
4.94 out of 5 average rating, 476 reviews

Kiwi Cottage - country space, timeless city charm

Special rates Jan, Feb 7-30 days. Guests love this welcoming, clean home with comfortable beds, full range of amenities. Carefully renovated period home, two full bathrooms each w/walk-in shower (no bathtub). Fully equipped kitchen including coffee, tea, pantry items, deck & huge backyard (lots of wildlife). Walk to UofR, CollegeTown, Strong Hospital. RIT 6 minute drive. Ample, free parking on property. Central a/c, washer, dryer. Sleeps 6, couch for 7th. Keypad entry, fast WiFi.

Guest favorite
A dining area features a long table surrounded by deep blue upholstered chairs. Natural light filters through nearby windows, illuminating the space. The room connects to a modern kitchen that is partially visible, with a minimalist design and overhead lighting fixtures adding a contemporary touch.
Home in Highland
4.96 out of 5 average rating, 457 reviews

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

Entire private home on a quiet Rochester Street-- ideal for families, professionals or extended stay. Free, convenient, ample street parking is available. No driveway. Upstairs one full bathroom, thoughtfully stocked, excellent water pressure, heated floor for your comfort. Easy access to downtown, many hospitals, many colleges, walk to Highland park and college town with many local dining. Conveniently located to highways, the airport, the Park Ave area, art gallery, museums and more.

Top guest favorite
Home in Webster
5 out of 5 average rating, 120 reviews

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.

Top guest favorite
A spacious living area features a large, tan sectional sofa adorned with decorative pillows. Natural light filters in through two skylights, illuminating the open space. A dining table is visible in the background, creating an inviting atmosphere for gathering.
Home in Pittsford
4.97 out of 5 average rating, 182 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.

Top guest favorite
An open living room features a plush gray sofa with decorative cushions, positioned beside a dark coffee table. Natural light flows through a window, highlighting the rich hardwood floors and classic gumwood trim. A dining area is visible in the background, complemented by a stylish painting.
Home in North Winton Village
4.92 out of 5 average rating, 106 reviews

Artists’ House in North Winton Village/ No Fees

Coming to visit family or for work? Centrally located house with the charm of the 1930s and the comforts of today. Beautiful hardwood floors and original gumwood trim. New queen-sized beds, linens, TVs, and appliances. This location is amazing. Plenty of space to get work done or just relax. High-speed fiber-optic internet. There is a washer and dryer available with detergent and fabric softener. Lots of original photography and art throughout the house. Off-street parking.

Top guest favorite
A light-colored, two-story house is shown with a sloped roof and multiple windows. A small deck with chairs is located at the entrance. Surrounding greenery includes trees and grass, providing a natural setting.
Home in Scottsville
4.98 out of 5 average rating, 209 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.

Top guest favorite
The exterior of a two-story red cottage is visible, set in a green landscape. Lush foliage surrounds the entrance, and a walkway leads to the front door, which features a window. Mature trees provide natural shade and enhance the charming rural setting.
Home in Churchville
4.98 out of 5 average rating, 171 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.

Popular amenities for Chili house rentals

When is the best time to visit Chili?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$26,347 GYDG$24,883 GYDG$26,765 GYDG$26,765 GYDG$29,274 GYDG$29,901 GYDG$31,365 GYDG$31,574 GYDG$27,810 GYDG$29,483 GYDG$30,529 GYDG$28,856 GYD
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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$6,273 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,150 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

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