House vacation rentals in Chili

Find and book unique houses on Airbnb

Quick stats about house rentals in Chili

  • Total vacation rentals

    Explore 40 vacation rentals in Chili

  • Nightly prices starting at

    Chili vacation rentals start at G$6,277 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,120 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

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 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

Top-rated house rentals in Chili

Guests agree: these houses 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, 205 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.

Guest favorite
Home in Canandaigua
4.91 out of 5 average rating, 311 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.

Guest favorite
Home in East Rochester
4.86 out of 5 average rating, 115 reviews

E. Rochester Darling - Sleeps 6!

Located in a quiet East Rochester neighborhood and minutes from the 490 Expressway, this comfortable open concept home, featuring gleaming hardwood, is perfectly situated for any adventure you've planned in the Rochester area! Sleeping up to six, with three bedrooms and two updated bathrooms, this sun-filled house offers a wonderful home-away experience. One bedroom/bathroom is located on main floor for those who like to avoid stairs. Pets allowed if approved; please enquire. $25/night/pet.

Guest favorite
A spacious deck features a light blue finish and is furnished with two metal chairs and a small table. Potted plants add a touch of greenery, while a white wicker chair provides additional seating. The deck is surrounded by a white railing and lush greenery.
Home in Rochester
4.96 out of 5 average rating, 168 reviews

The Lake House

Year-round home in the lakeside Summerville neighborhood. Bring your coffee/wine to the beach to view gorgeous sunrise and sunsets! Entertain on the private 18'X21' backyard deck with grill/fire pit. Perfect for summer and winter vacations, friends get-away, fishing trips with summer/ice fishing on the bay within a few minute drive. Shopping, waterfront, restaurants, hiking/biking trails are all within walking distance. Lake/beach access, playground and sledding hill within a one minute walk.

Top guest favorite
The exterior of a charming farmhouse is displayed, featuring a light blue metal roof and a covered front porch. Lush greenery surrounds the house, with floral arrangements enhancing the inviting entrance. A manicured lawn and the natural landscape complete the picturesque setting.
Home in Canandaigua
4.96 out of 5 average rating, 353 reviews

Walnut Pond Retreat-Private house & scenic grounds

Perfect getaway for nature lovers, or as an Artist's retreat. Pristine wooded hills, wildlife, greenery & fall foliage each in their season. Striking aquatic views of large manicured pond with water lilies to please Monet, and a dock from which to paint them. Diverse wild birds at established feeders & generally on the property. Wood burning fireplace inside & fire pit out. Full kitchen. Gas grill. Extra space. Laundry. Small library / reading room. 5 miles to nearest town. New Cable WiFi.

Guest favorite
Home in Rochester
4.94 out of 5 average rating, 490 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 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 Rochester
4.96 out of 5 average rating, 427 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, 542 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
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 Rochester
4.93 out of 5 average rating, 680 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.

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, 198 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
A spacious living area features a natural stone fireplace, surrounded by comfortable seating including a dark blue armchair and a light grey sofa. Large windows bring in natural light, and artwork adorns the wooden walls, enhancing the cabin's inviting ambiance.
Home in Canandaigua
5 out of 5 average rating, 103 reviews

Finger Lakes Hilltop Chalet Relax, Unwind & Renew

This log cabin chalet tucked back in the woods invites you to kick back and relax, with a cozy fireplace, hot tub, and rejuvenating sauna adding to the luxurious atmosphere. Nestled in the woods on 9 acres, the property provides a tranquil haven, complete with walking trails that allow you to connect with nature. Whether you're enjoying the warmth of the fireplace or strolling through the peaceful surroundings, this home offers the perfect blend of comfort and tranquility.

Guest favorite
The yellow farmhouse is set amidst lush greenery, surrounded by trees. A spacious driveway leads to the front porch, which is shaded by overhanging branches. A basketball hoop and a grill are visible near the garage, contributing to the outdoor recreational space.
Home in Penfield
4.85 out of 5 average rating, 186 reviews

Penfield-Webster Home w/Pool - Park Like Setting

Charming 19th century 2,300 sq.ft. farmhouse with 3 large bedrooms on 1 acre. Stately coffer ceiling in expansive living room. Recently update with refinished floors, paint and new kitchen appliances. Inviting breakfast room with french doors leading to side yard. Private 1+ acre yard with 18'x38' in-ground pool on park like setting directly across from Town Park. 5 minutes to shopping and entertainment and a short 15 min. drive to downtown Rochester.

Popular amenities for Chili house rentals

When is the best time to visit Chili?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$27,412 GYDG$28,249 GYDG$26,784 GYDG$26,784 GYDG$29,295 GYDG$29,923 GYDG$31,387 GYDG$31,597 GYDG$27,830 GYDG$28,667 GYDG$27,202 GYDG$30,341 GYD
Avg. temp-3°C-3°C2°C8°C15°C20°C22°C22°C18°C11°C5°C0°C
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