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House vacation rentals in Chili Town

Find and book unique houses on Airbnb

Top-rated house rentals in Chili Town

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

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Guest favourite
A living room features a comfortable couch adorned with decorative pillows, facing a mounted television. A bookshelf is filled with various books, while natural light filters through multiple windows. A cozy area rug with floral designs complements the warm wooden flooring.
Home in 19th Ward
4.94 out of 5 average rating, 466 reviews

Kiwi Cottage - country space, timeless city charm

Special rates 7-30 day Jan, Feb stays. Send enquiry. Comfortable, charming, fully equipped home. Walk to UofR, CollegeTown, Strong Hospital. RIT 6 minutes by car. Free parking on property. Carefully renovated period home (wood floors may squeak!) with two full bathrooms, well stocked kitchen, deck and huge backyard full of birds, wildlife! Guests like cleanliness, comfortable beds and full range of amenities. Central a/c, washer, dryer. Sleeps 6, couch for 7th. Keypad entry, fast WiFi.

Top guest favourite
A bright living space features a comfortable sofa adorned with a yellow pillow, paired with a sleek side table. A wooden dining table with chairs is positioned nearby. Natural light filters through multiple windows, highlighting the tasteful decor and open layout.
Home in Charlotte
4.94 out of 5 average rating, 135 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

Top guest favourite
A comfortable seating area is presented with a dark blue sofa adorned with decorative pillows. A matching loveseat is positioned nearby, creating a cozy atmosphere. A patterned area rug lies under a simple coffee table, adding a touch of color to the space.
Home in Rochester
4.8 out of 5 average rating, 146 reviews

Suburban Cabana

Come explore NY in the fall! Centrally located in the Rochester area just off of rt 390, airport, Strong Hospital 7 minutes and walking distance to Sunny's Diner. Seasonal activities going on in Rochester, NY and the surrounding finger lakes during our wonderful fall months! The space: - 2 dining areas - 2 bedrooms - 1 queen bed - 1 full bed - hot tub with semi private backyard - heated porch - coffee table that converts into a desk - coffee maker - in unit washer and dryer - dishwasher

Top guest favourite
The exterior of a two-story house with a light tan façade features bright green shutters and a distinctive round window. A covered porch is adorned with intricate detailing, and lush greenery surrounds the structure, contributing to a welcoming neighborhood aesthetic.
Home in Highland Park
4.96 out of 5 average rating, 390 reviews

Good location, Bright, South Wedge, AC and Parking

We continue to clean fastidiously, and provide excellent ventilation. Spacious 2nd floor flat with skylights, full kitchen and bath, living room, dining room and bedroom. There is Central Air conditioning and off-street parking. We are ideally located in the city of Rochester, close to Highland Park, the U of R and hospitals...and an easy walk to the cafes, (ice cream!) stores, pubs and restaurants of the South Wedge. Downtown in 10 minutes. Roc Cinema also reopened a short walk away.

Top guest favourite
An open-concept kitchen and dining area is visible, featuring wooden cabinets, stainless steel appliances, and a central island with seating. A natural light source brightens the space, highlighting the blend of modern and rustic elements. A designated workspace with a wooden table is included.
Home in Swillburg
4.93 out of 5 average rating, 137 reviews

Cozy bungalow in desirable area!

Updated 1 bdrm home located right next to South Wedge. Quiet + safe neighborhood with many restaurants, cafes, shops + bars within walking distance. Within ~10 minutes of Highland, Strong, + Rochester General. Enjoy downtown living, while also having the perks of off street parking + an entire house on a dead-end street. Open concept home with eat-in kitchen + dedicated office space – perfect for remote working. Fully fenced in backyard (dogs welcome upon approval). Long or short stays!

Guest favourite
A dining area features a long table surrounded by deep blue upholstered chairs. Natural light filters through nearby windows, illuminating the space. The room connects to a modern kitchen that is partially visible, with a minimalist design and overhead lighting fixtures adding a contemporary touch.
Home in Highland
4.96 out of 5 average rating, 440 reviews

Modernized 1920 Home: Walk to URMC, Highland Park

Great location, located in Rochester and borders Brighton. Conveniently located to highways and approximately 4 miles to the airport. Walking distance to college town with plenty of restaurants. About 2-3 miles to Park Ave area, downtown area, art gallery, museums and more. Restored and refinished hardwoods floors, gum wood and fully renovated inside. Great front porch, nice backyard to enjoy & relax or having dinner outside. Roughly 10-15 minutes to RIT, Nazareth and St. John Fischer.

Top guest favourite
A comfortable living area features a light grey couch, a dark wood coffee table, and a vibrant green plant. Light from a nearby lamp illuminates the space, while artfully framed pictures adorn the wall, providing a touch of character. An archway leads to a dining area visible in the background.
Home in Upper Monroe
4.93 out of 5 average rating, 632 reviews

Spacious 2 Bedroom in Vintage 1910 Southeast Home

Enjoy a spacious, private apartment in an old home nestled in a quiet corner of Southeast Rochester with culture and nightlife nearby. Located in Swillburg, it is near the city center, U of R, and Rochester’s many museums, universities, and restaurants. Inside, relish in the memory foam beds, renovated full kitchen, claw foot tub, comfortable furnishings, and blazing fast Wi-Fi. And, with the owner living on site, it’s like having a friendly neighbor upstairs. You’ll always feel safe.

Top guest favourite
A welcoming living room is highlighted by a gray sofa, two patterned armchairs, and a stylish coffee table. Natural light filters through a window draped with gray curtains. A circular mirror and artwork add visual interest to the walls, creating a cozy atmosphere.
Home in Webster
5 out of 5 average rating, 104 reviews

Amazing 2 bdrm home Fantastic area, close to city.

Relax and unwind in this beautifully updated 2 bedroom home conveniently located just 8.5 miles from Downtown Rochester in the town of Penfield bordering the the town of Webster- “Where Life is Worth Living”. You will love the location with shopping, movies, entertainment, and of course, lots of restaurants all very close by. A hop, skip and jump away from beautiful Irondequoit Bay, take this opportunity to rent boats, kayaks and paddle boards and enjoy all the area has to offer.

Guest favourite
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, 165 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.

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, 152 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 favourite
A modern living area features a wall-mounted television displaying a scenic view. Below, an electric fireplace adds warmth. A comfortable sofa and a glass coffee table are arranged with a foosball table nearby. A dining area with dark chairs sits in the background under bright lighting.
Home in Rochester
4.97 out of 5 average rating, 127 reviews

Henrietta NY Escape: Sauna & Spa Garden

⚠️Please read the full description and view all photos before making a booking. Thank you! SAUNA 🧖‍♀️ Sauna pass: $36 👫 1 Sauna Pass pays for everyone 💳 QR code posted inside for payment 🎟️ 1 Sauna Pass = one day unlimited use 🔑 To access room only for entire stay, 1 Sauna Pass required 🚨Book the sauna before or on check-in day covers access for check-in day and the next day. Extra days are $36 each

Top guest favourite
The historic schoolhouse, painted in vibrant red, stands against a colorful sunset sky. An American flag flutters nearby. The entrance features a welcoming light, while the surrounding grassy area offers open views of the landscape.
Home in Canandaigua
4.96 out of 5 average rating, 101 reviews

Renovated 1800s Schoolhouse with 2 bedrooms

Make history a part of your vacation in this renovated 1800s schoolhouse. This historic house is located in the heart of the Finger Lakes. Built in 1886 and in service as a one room school until 1952, this home is truly a special place. Whether you are visiting from afar or looking to unwind on a peaceful staycation, this private two-acre space is your cozy home away from home.

Popular amenities for Chili Town house rentals

When is the best time to visit Chili Town?

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Avg. price$176 CAD$166 CAD$178 CAD$178 CAD$195 CAD$199 CAD$209 CAD$211 CAD$201 CAD$201 CAD$204 CAD$192 CAD
Avg. temp-3 °C-3 °C2 °C8 °C15 °C20 °C22 °C22 °C18 °C11 °C5 °C0 °C

Quick stats about house rentals in Chili Town

  • Total vacation rentals

    Explore 40 vacation rentals in Chili Town

  • Nightly prices starting at

    Chili Town vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,040 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Chili Town vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chili Town rentals

  • 4.7 Average rating

    Chili Town stays receive an average rating of 4.7 out of 5 from guests

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