Holiday rentals in Chili

Find and book unique accommodation on Airbnb

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, 106 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.

Guest favourite
Home in Canandaigua
4.91 out of 5 average rating, 307 reviews

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.

Top guest favourite
Flat in West Henrietta
4.99 out of 5 average rating, 286 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
Guest suite in Rochester
4.87 out of 5 average rating, 222 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
A comfortable living area features a spacious sectional sofa adorned with patterned cushions. A coffee table holds decorative items, while a mounted television displays a scenic landscape. The room is complemented by wooden trim and a brick fireplace, with natural light entering through windows.
Flat in Rochester
4.91 out of 5 average rating, 172 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! 🚗

Top guest favourite
The exterior of a charming brick schoolhouse is showcased in the soft glow of evening light. Lush greenery surrounds the building, while flower beds are neatly arranged in front. The entrance is framed by warm wall sconces, welcoming guests into the historic structure.
Place to stay in Churchville
5 out of 5 average rating, 100 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.

Top guest favourite
An outdoor space features a circular fire pit surrounded by four wooden Adirondack chairs, set on a gravel area. In the background, the cabin is visible alongside an inviting hot tub and spacious deck, framed by lush greenery and scenic lake views.
Guest house in Naples
4.98 out of 5 average rating, 287 reviews

Hawks Landing - Your Romantic Getaway! New Pricing

Welcome to Hawks Landing Cabin… your romantic getaway! Located in the heart of the Finger Lakes, this extraordinary property perched above Canandaigua Lake with its spectacular views is within minutes of all the region has to offer. Hiking, fishing, boating, cycling, kayaking, snow many opportunities our guests can enjoy locally or just simply unplug and relax in the quiet of this cozy cabin. Come celebrate your special moments in the privacy of this beautiful cabin!

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, 384 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 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, 214 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
Guest suite in Rochester
4.95 out of 5 average rating, 192 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
Home in Churchville
4.98 out of 5 average rating, 189 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.

Guest favourite
The exterior of a two-story house is presented, featuring a well-maintained lawn and neatly trimmed shrubs. A spacious driveway leads to a double garage. The entrance is framed by decorative pillars, and large windows allow natural light into the interior.
Guest suite in West Henrietta
4.83 out of 5 average rating, 447 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.

Popular amenities for Chili holiday rentals

When is the best time to visit Chili?

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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 €26 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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