Holiday rentals in Chili

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Top-rated holiday rentals in Chili

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

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Top guest favourite
A historic farmhouse is visible, framed by vibrant autumn foliage. A well-maintained driveway leads to the entrance, with a mailbox and flower arrangement at the forefront. The colorful landscape features lush green grass and scattered orange leaves, enhancing the serene appeal of the property.
Farm stay in Canandaigua
5 out of 5 average rating, 102 reviews

CMAC - 420 Friendly Horses Private Quiet Romantic

Our visitors have only 5 star reviews for Finger Lakes High View. " Best stay ever!"; "Clean, quiet and peaceful". Our working horse farm offers a comfortable stay; spectacular fall vistas and is only 6 miles from Canandaigua Lake. Chill with a beverage in our 3 season room. Visit with our horses. They are guest friendly and love carrots (provided). You will have a 5 star experience in this immaculate historic home-away-from-home that offers proximity to Canandaigua and a 420 friendly stay.

Top guest favourite
Two upholstered armchairs are positioned in a cozy living area, facing each other across a small gold table. In the background, a doorway leads to a kitchen, which is equipped with a refrigerator. Soft carpet covers the floor, complementing the neutral wall color.
Flat in Pittsford
4.95 out of 5 average rating, 192 reviews

Private studio apartment in Pittsford

Studio apartment with large living/sleeping area. Sleeping area has a king bed that can be set up as twin beds, if requested. The space includes a kitchen with refrigerator, microwave, large toaster oven, dishwasher and coffee maker; a large bathroom, with corner tub and shower. It does not offer a stove or washer/dryer. There is a separate private entrance, and parking area. WIFI is also included. Note that all sanitization protocols are followed to prepare the apartment for guests.

Top guest favourite
Flat in West Henrietta
4.99 out of 5 average rating, 279 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.

Top guest favourite
Cabin in Hemlock
4.99 out of 5 average rating, 231 reviews

Honeoye Hidden Gem!

Stay in our cozy, completely renovated cabin in the woods where elegance meets quaint…nestled in the Finger lakes and wine country region..to include craft breweries as well..Includes all new appliances /heat /AC with all the comforts of home! Also has an automatic generator in the rare event of power failure. This property offers 1 mile of mowed trails and 60 acres to explore! Hiking, cross country skiing and snowshoeing available.Snowmobiling trails and ski resorts just minutes away.

Guest favourite
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, 213 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.

Guest favourite
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 favourite
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
4.94 out of 5 average rating, 375 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.

Top guest favourite
A welcoming exterior view of a remodeled country home is showcased, featuring a screened porch with dark trim and a white door. Lush greenery surrounds the property, complemented by freshly landscaped flower beds and a gravel pathway leading to the entrance.
Home in Perry
4.97 out of 5 average rating, 157 reviews

Peaceful Country Home

A peaceful clean home for you to enjoy!! We have a very nice size yard for camp fires and just relax in without any neighbors.Welcome to a peaceful country home in the middle of several very large ponds. Relax on the covered screened porch or the back deck for peaceful meals or just some bird watching. Not super far off the road but you feel like it. Road is pretty quiet and lots of wild life. Ponds and woods not our property so please stay in yard/ grass only

Guest favourite
A spacious living area features a large sectional sofa adorned with decorative pillows. A wooden coffee table and a side table add character to the space. A dining area is positioned nearby, with a wooden table surrounded by six chairs, and light streams in from two windows.
Flat in Scottsville
4.9 out of 5 average rating, 118 reviews

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.

Top guest favourite
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, 211 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 favourite
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, 186 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.

Top guest favourite
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, 182 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 holiday rentals

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Frequently Asked Questions

  • Are there family-friendly house rentals in Chili?

    Chili has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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.

  • Are there pet-friendly house rentals in Chili?

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

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

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

  • 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 a kitchen?

    Absolutely! We offer over 40 house rentals with a kitchen 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.

  • 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.

Quick stats about holiday rentals in Chili

  • Total holiday rentals

    Explore 60 holiday rentals in Chili

  • Nightly prices starting at

    Chili holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 3,700 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Chili holiday rentals include wifi 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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