House vacation rentals in Chili

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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 welcoming seating area is presented with two soft blue armchairs positioned on a decorative rug featuring floral patterns in shades of blue and cream. A small table with a lamp is situated between the chairs, and natural light enters through a large window overlooking a grill area.
Home in Pittsford
4.87 out of 5 average rating, 134 reviews

Charming Pittsford Home-Indoor Pool-4 bedrooms

My home is in the Bushnell's Basin/Perinton part of Pittsford. .5 miles to 490, 4 mi to I-90 and 15 minutes to U of R. Erie Canal is a short walk away. The 17 mi Crescent Trail head is 100 yards away. Fantastic restaurants. The large indoor pool is open year round with new filter and pool heater. A stream is in the fenced backyard. 50 trees provide privacy and shade. The 4 bedrooms are spacious and 21/2 baths ensure no waiting! 2 decks. Golf, Finger Lakes, wineries, & breweries are close.

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, 410 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, 516 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.

Guest favorite
A patio table surrounded by several chairs is positioned alongside the lake, with an umbrella providing shade. A dock extends into the water, and boats are visible in the distance under a clear blue sky.
Home in Conesus
4.95 out of 5 average rating, 110 reviews

Conesus Lakehouse Retreat

This cozy lake front home has all your needs, wants, and desires all in one perfect setting. Just recently renovated in spring 2019. This home offers breathtaking views. It comes equipped with a dock for boat access. Boat rentals are nearby at local marinas. Enjoy a full-view sun porch with the sounds of the lake in your mornings while enjoying your coffee. There is a separate patio area with beautiful stamped concrete and a cozy sheltered area with an outdoor ceiling fan and sun shade also.

Guest favorite
The exterior of a two-story home is visible, showcasing a light-colored siding and a metal roof. A large deck with wooden railing extends from the house, adjacent to a flowing creek. Lush greenery surrounds the property, enhancing the serene setting.
Home in Bloomfield
4.95 out of 5 average rating, 120 reviews

The Creek House Private Home & Scenic Grounds

The Creek House: a fully renovated 1 bdrm, 1 bath home with a full modern kitchen and large new deck situated right next to a year round babbling brook. The creek is 15 feet from the foot of the deck stairs; its sounds lull guests to sleep each night. Frogs, salamanders, crayfish, and all manner of forest life abound. The stream meanders through the mixed park like and wooded parcel ending at a 25’ wide 6’ high waterfall. Antique clawfoot tub. Water may have a sulfur smell (see below).

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 Swillburg
4.93 out of 5 average rating, 657 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 favorite
Home in Webster
5 out of 5 average rating, 126 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
4.97 out of 5 average rating, 187 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
An open living room features a plush gray sofa with decorative cushions, positioned beside a dark coffee table. Natural light flows through a window, highlighting the rich hardwood floors and classic gumwood trim. A dining area is visible in the background, complemented by a stylish painting.
Home in North Winton Village
4.92 out of 5 average rating, 106 reviews

Artists’ House in North Winton Village

Coming to visit family or for work? Centrally located house with the charm of the 1930s and the comforts of today. Beautiful hardwood floors and original gumwood trim. New queen-sized beds, linens, TVs, and appliances. This location is amazing. Plenty of space to get work done or just relax. High-speed fiber-optic internet. There is a washer and dryer available with detergent and fabric softener. Lots of original photography and art throughout the house. Off-street parking.

Top guest favorite
Home in Rochester
5 out of 5 average rating, 152 reviews

True North Lakeside Retreat Spring specials!

75’ Lakefront | 6 Outdoor Zones | Wellness Nook Relax at True North, a 2,500 sq ft sanctuary with 6 outdoor living spaces (4 patios/2 decks). ✔ Host: Custom beverage bar with 50lb ice maker & wine fridge (BYOB). Enjoy the granite kitchen & wood-fired pizza oven. ✔ Wellness: CLIMBR gym with lake views, canoe/life vests, & sandy beach access (0.1 mi). ✔ Retreat: Dual Master Suites with private balconies. Spot Bald Eagles & swans from the fire pit. High-end comfort for 8!

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, 210 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
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, 178 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.

Popular amenities for Chili house rentals

When is the best time to visit Chili?

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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 ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 2,150 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 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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