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 small historic house is shown from the side, set among greenery. The exterior features dark brown siding, a gabled roof, and a welcoming deck with steps leading up. Flower pots are placed on the patio, offering a touch of greenery near the entrance.
Home in Pittsford
4.99 out of 5 average rating, 202 reviews

The Cottage at Bushnell’s Basin

*NOTE: We are building another house on this property. Construction will not be active during your stay. See last photo for details. Small historic house in the heart of Bushnell’s Basin, Pittsford NY. Walking distance to the Erie Canal, restaurants, a local brewery, & several small businesses. Very close to I-90 & 490, offering easy access to Eastview Mall, Rochester, the Finger Lakes Region, & Bristol Mountain Ski Resort. 3 miles from the Village of Pittsford and 5 miles from Pittsford Plaza.

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, 535 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
Guest suite in Charlotte
4.91 out of 5 average rating, 237 reviews

Studio Apt close to Park Lighthouse & Lake Ontario

* located near the intersection of Lake Ave and Beach Ave * Just steps to the beach, the local public park, and local favorite restaurants and attractions * antique carousel * oldest operating lighthouse on Lake Ontario * restaurants, bars and hangouts include: Ontario Beach Ontario Beach Park Antique Dentzel Carousel Charlotte Genesee Lighthouse Charlotte Pier * and some of my favorite eateries: Abbotts Frozen Custard Windjammers Mr. Dominick's at the Lake Hose 22 Whiskey River Bill Grays

Top guest favorite
Apartment in Irondequoit
4.97 out of 5 average rating, 195 reviews

Atlas Sleeps Apt #3 West Irondequoit

Welcome to beautiful West Irondequoit! SUPER CONVENIENT LOCATION TO ANYWHERE IN ROCHESTER!!!! Plenty of free parking! Public transportation right out front. Uber & Lyft are readily available. -This place has it all and more! Feel right at home in this private apartment. Due to its close proximity to all major expressways, our place is 15 minutes to everywhere in Rochester. All of Downtowns attractions are close- don't hesitate- you will love this place!!!!! Traveling nurse rates available

Top guest favorite
Apartment in West Henrietta
4.99 out of 5 average rating, 284 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, 221 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 favorite
A spacious living room features a plush gray sofa adorned with decorative pillows and a blanket. A coffee table holds a tray with candles, while large windows allow natural light to illuminate the room. Warm wood trim outlines the entryways and adds character.
Apartment in 19th Ward
4.91 out of 5 average rating, 171 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! 🚗

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
4.96 out of 5 average rating, 195 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.

Guest favorite
Guest suite in Rochester
4.94 out of 5 average rating, 165 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
The cabin exterior features a metal roof and a spacious deck with railing, surrounded by trees. A grill is positioned on the deck, and outdoor seating is available. The serene landscape showcases a glimpse of Canandaigua Lake in the background.
Guesthouse 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 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, 383 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
Guest suite in Rochester
4.95 out of 5 average rating, 191 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 vacation rentals in Chili?

    Chili has more than 30 family-friendly stays. 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 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.

  • 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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