Vacation rentals in Chili

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Top-rated vacation rentals in Chili

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

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Top guest favorite
A cozy seating area is highlighted by a stylish green and patterned couch adorned with plush cushions. A round coffee table sits in front, topped with a small plant. Natural light floods in through a nearby window, illuminating the serene blue walls and simple dining table in the background.
Guest suite in Maplewood
4.96 out of 5 average rating, 225 reviews

Entire 3rd-floor w/ kitchenette. No cleaning fee

Tuck away on the private 3rd floor within our century-old home in a historic district (please read full listing). 2 comfy beds. Great for 2 guests or family with kid(s). Enjoy simple comfort with lots of small touches guests praise. You'll be next to a park & 10min to downtown OR Lake Ontario! There's space to work or relax, two TVs, and a light-duty kitchenette. Stocked with quick breakfast items, snacks, coffee & teas. Near hospital. 15min to airport, 18 to RIT (Pets ok. READ PET POLICY first)

Top guest favorite
The exterior of a large farmhouse is depicted, with a well-maintained lawn featuring a mature tree and colorful autumn foliage. A pathway leads to the entrance, and large windows provide ample natural light inside. Clear blue skies enhance the tranquil setting.
Guest suite in Bloomfield
4.94 out of 5 average rating, 424 reviews

Farm House Suite 15 minutes from Bristol Mountain

Country location on a quiet road just minutes from Canandaigua Lake, and Bristol Mountain. Large farmhouse, with private suite including a huge great room (450 sf), wrap around screened-in porch. Please note that bedrooms and bath are upstairs. Geothermal heating/cooling. No full kitchen or downstairs sink available, only toaster oven, mini fridge, coffee maker (Keurig) with seating for 4 in section of great room. TV, fast Wifi for all your devices. Plenty of privacy and room to spread out.

Top guest favorite
A spacious living area features a cozy seating arrangement with a reclining sofa and two armchairs. A gas fireplace is positioned beneath a flat-screen TV. Natural light filters through vertical blinds, illuminating the soft carpeted floor.
Apartment in West Henrietta
4.98 out of 5 average rating, 265 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.

Guest favorite
A compact kitchen area is positioned under a sloped ceiling, featuring wooden cabinetry and a countertop. Appliances include a microwave, a small refrigerator, a coffee maker, and a toaster oven. A sink is also present, complemented by a trash can nearby.
Guest suite in Rochester
4.87 out of 5 average rating, 206 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.

Top guest favorite
A sunroom features large windows allowing natural light to fill the space. A comfortable sofa with decorative pillows sits alongside a recliner, and a glass coffee table is centrally positioned on tiled flooring. Views of the fenced backyard are visible through the windows.
Home in Rochester
4.94 out of 5 average rating, 63 reviews

Chili Family Friendly 3 BR plus Office!

This charming Cape Cod situated on a quiet tree-lined street is larger than it appears! The eat-in kitchen is fully equipped with stainless steel appliances for cooking and entertaining. There are two TVs in family areas. A bright sunroom hosts a cozy stone gas fireplace. From here walk out to the deck and fenced in backyard. The garage holds one vehicle, with an EV charging station if needed. The driveway is double-wide and suitable for oversize/work vehicles and/or trailers.

Top guest favorite
A bright living space features large windows allowing natural light to fill the room. A comfortable sectional sofa with decorative pillows faces a circular coffee table. A wooden desk with a chair is beside a plant, creating a cozy workspace. Two armchairs are positioned opposite the sofa.
Apartment in Neighborhood of the Arts
4.98 out of 5 average rating, 447 reviews

Downtown Rochester Retreat - King Bed, Parking

IG @roccitystays TIP: Add us to your wish list; click the ♥ in the top right corner to find us easily • Bright, renovated apartment - quiet, safe street • Neighborhood of the Arts • Steps to Strathallan Hotel and Memorial Art Gallery • Walk to theatre, museums, food & drink, nightlife, shopping • Minutes from airport, 490, colleges • Perfect for business or leisure • Historic details preserved, yet updated with modern conveniences! • AC: Avail May-Oct • EV charger by request

Guest favorite
The living area features green walls, wooden flooring, and a cozy layout. A queen size bed is partially visible, accompanied by a small round table and two chairs. A television is mounted on the wall, and natural light filters through the window, accentuated by sheer curtains.
Guest suite in Rochester
4.94 out of 5 average rating, 163 reviews

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.

Top guest favorite
A spacious wooden deck is framed by greenery, featuring multiple seating areas. The design includes built-in benches and an inviting layout, creating an ideal space for relaxation and outdoor enjoyment.
Guest suite in Rochester
4.93 out of 5 average rating, 366 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.

Guest favorite
An open living area features modern furnishings, including two comfortable armchairs and a rustic coffee table. A dining space with sleek chairs is visible in the background, along with a well-equipped kitchen showcasing stainless steel appliances and light-colored cabinetry.
Home in North Chili
4.93 out of 5 average rating, 98 reviews

SERENITY HOUSENewly Renovated First Floor Getaway!

Kick back and relax in this calm, stylish, hosting friendly, spacious first floor of a house. Completed with a beautiful kitchen, bathroom and bedrooms! Dining space is perfect for snuggling up in the morning with a cup of coffee and blanket, as you enjoy the breakfast nook. Gorgeous green backyard- for yard games and picnics Although this is a house that has residents upstairs, the entire first floor is privacy guaranteed. Separate entrance and no shared doors.

Top guest favorite
The suite's interior features a spacious layout with a wooden sleigh bed, leather sofa, and a rustic coffee table. A well-equipped kitchen with bar seating for four is visible, along with warm wood cabinetry. Natural light fills the area through nearby windows.
Guest suite in Rochester
4.99 out of 5 average rating, 366 reviews

Private Guest Suite/RIT-UofR-airport

Well equipped charming guest suite with a private entrance on the ground level with pool access. Conveniently located to many locale attractions. Our place is in a small neighborhood ( 72 homes) with side walks. The Rochester airport is East of us and about three miles away, Robert Wesleyan, RIT, and U of R are about five miles away. WE DO NOT HOST GUEST THAT LIVE LOCALLY. You can always inquire for special request or situations for exceptions.

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, 166 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.

Top guest favorite
A red wooden staircase leads up to a private entrance on the side of the apartment. The entrance is framed by light-colored siding and a modest outdoor light. Lush greenery and grass surround the walkway, contributing to a serene outdoor setting.
Guest suite in Rochester
4.95 out of 5 average rating, 171 reviews

Completely furnished 1 bdrm in suburbs!

In-law apartment with private entrance and completely furnished separated from main house by a hallway and 2 doors. Quiet suburban neighborhood yet not far from expressways, airport, shopping centers, colleges, and restaurants. Greater Rochester Airport is only 15 minutes away and Roberts Wesleyan College is 2 minutes! Driveway is shared with owner but has plenty of parking space.

Popular amenities for Chili vacation rentals

When is the best time to visit Chili?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,498 GYDG$22,333 GYDG$23,168 GYDG$24,420 GYDG$25,881 GYDG$24,837 GYDG$28,803 GYDG$29,220 GYDG$20,872 GYDG$20,663 GYDG$21,498 GYDG$21,915 GYD
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Frequently Asked Questions

  • How much does it cost to stay in house rentals in Chili?

    Experience the best of Chili with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Chili have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Chili. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Chili?

    Four-legged friends are welcome in Chili. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Chili?

    Yes! Work meets play with ease at over 30 vacation rentals in Chili featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What are the most popular amenities for House Rentals in Chili?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a kitchen, over 40 homes with free parking, over 40 homes with wifi, over 40 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Chili have free parking?

    Absolutely! We offer over 40 house rentals with free parking in Chili. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Chili have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Chili. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Chili have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Chili. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Chili

  • Total vacation rentals

    Explore 50 vacation rentals in Chili

  • Nightly prices starting at

    Chili vacation rentals start at G$6,262 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,580 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 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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