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 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, 107 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 favorite
Home in Canandaigua
4.91 out of 5 average rating, 308 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 favorite
A charming Victorian home is featured, showcasing a spacious front porch with white railings and a variety of outdoor seating options. Lush green trees and well-maintained landscaping enhance the inviting exterior. The structure is complemented by a large driveway and a fenced area at the back.
Home in Rochester
4.95 out of 5 average rating, 158 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

Guest favorite
A deck is equipped with two reclining lounge chairs, positioned to offer comfort and relaxation. Sunlight filters through the surrounding greenery, casting gentle shadows on the wooden flooring. The spacious backyard is visible beyond the deck, featuring lush grass and scattered trees.
Home in Rochester
4.94 out of 5 average rating, 489 reviews

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.

Top guest favorite
The kitchen features modern cabinetry in light gray with silver hardware. Stainless steel appliances, including an oven, microwave, and coffee maker, are visible. The countertops are a subtle gray, complemented by a mosaic backsplash. Natural light fills the space through a window above the sink.
Home in Pittsford
4.95 out of 5 average rating, 539 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
Apartment in West Henrietta
4.99 out of 5 average rating, 288 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 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, 223 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
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, 101 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 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
4.94 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 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, 215 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
Apartment in Spencerport
4.97 out of 5 average rating, 127 reviews

Lovely 2 bedroom in a scenic area by the canal

This unique place has a style all its own. Introducing Charlie’s Place in the Quaint Village of Spencerport, NY. This cozy 2 bedroom upper apartment has just been refreshed with new furnishings and redecorate to feel comfortable and welcomed! It is walking distance to Restaurants, Groceries, VIC’s (Village Ice Cream Shop!) and Coffee right down the street! The Erie Canal walking trail is down the street and over the bridge!

Top guest favorite
Guest suite in Rochester
4.95 out of 5 average rating, 193 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.

Popular amenities for Chili vacation 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 vacation rentals in Chili

  • Total vacation rentals

    Explore 60 vacation rentals in Chili

  • Nightly prices starting at

    Chili vacation rentals start at €26 per night before taxes and fees

  • Verified guest reviews

    Over 3,700 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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