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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 favorite
A welcoming living area features hardwood floors and complementing natural wood accents. Comfortable seating is arranged around a small table, while a staircase leads to the upper level. The adjoining dining area is visible through an archway, showcasing a table set for six near bright windows.
Home in 19th Ward
4.93 out of 5 average rating, 297 reviews

Craftsman Charm and Comfort plus Kiwi Hospitality

Popular, attractive renovated home on peaceful tree-lined street in family neighborhood, quick drive or walk to UofR, CollegeTown, Strong Hospital via river trail. RIT 6 minutes. Free parking. Guests comment on period details, cleanliness, amenities and comfort in this lovely home. Work space, fast WiFi. Sleeps 6 in 4 beds, 3 spacious bedrooms, 1.5 baths. Central A/C, washer/dryer. Keypad entry, smart TV. Private back yard. Kitchen fully equipped, basic pantry items including coffee and tea.

Top guest favorite
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, 140 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 favorite
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, 396 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 favorite
A dining area features a black wooden table surrounded by six chairs. A small plant is placed in a pot beside the table. Light hardwood floors enhance the space, while artwork with green hues adorns the walls. Windows allow natural light to brighten the room.
Home in Pittsford
4.95 out of 5 average rating, 504 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
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, 141 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 favorite
A well-lit bedroom features a spacious bed dressed in white linens, accompanied by a pale yellow accent pillow. Two windows with light yellow curtains allow natural light to brighten the room. A small bedside table with a lamp and a decorative area rug are also present.
Home in Rochester
4.94 out of 5 average rating, 298 reviews

3 bedroom ranch, near U of R and RIT, Fast WiFi!

Welcome to this newly remodeled 3 bedroom / 2 bathroom ranch! Conveniently located just 10 miles from downtown Rochester and 7 miles from the Greater Rochester Airport. Easy access to I-390 and I-90 and close to a variety of dining, shopping, and entertainment options. Enjoy modern finishes, keyless entry, and high-speed fiber optic Wi-Fi to keep you connected. Whether you're visiting local colleges or enjoying Rochester's many attractions, this is the perfect home base for your stay!

Top guest favorite
Home in Webster
5 out of 5 average rating, 112 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.

Top 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, 169 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 favorite
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, 160 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 favorite
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, 129 reviews

Henrietta NY Escape: Sauna & Spa Haven

⚠️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 favorite
The exterior of a renovated 1800s schoolhouse is showcased, featuring a striking red facade and white trim. A bell tower is positioned above the entrance. The surrounding landscape is blanketed in light snowfall, complementing the serene rural setting.
Home in Canandaigua
4.96 out of 5 average rating, 103 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.

Top guest favorite
A backyard seating area is set with a round table and four chairs beneath a large red umbrella. A stone patio provides a solid surface, with decorative flowers and lush green grass surrounding the space. A small outdoor fire chimney stands nearby.
Home in Rochester
4.99 out of 5 average rating, 222 reviews

Homey/private ranch near Henrietta comercial area.

Updated ranch with all you need for your stay. Conveniently located near commercial strip, restaurants and colleges. Close to freeway, and 12 mins to downtown and airport. Bordering with Pittsford , parks and trails. We are not hosting local residents at the moment. Thank you for your understanding. ABSOLUTELY NO PARTIES OR GATHERINGS AT ANY TIME. NO THIRD PARTY RESERVATIONS.

Popular amenities for Chili Town house rentals

When is the best time to visit Chili Town?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$26,363 GYDG$24,899 GYDG$26,782 GYDG$26,782 GYDG$29,293 GYDG$29,920 GYDG$31,385 GYDG$31,594 GYDG$27,828 GYDG$29,502 GYDG$30,548 GYDG$28,874 GYD
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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 G$6,277 GYD 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 & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Chili Town vacation rentals include wi-fi 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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