House vacation rentals in Chili Town

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.

4.94 out of 5 average rating, 453 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.

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.

4.79 out of 5 average rating, 137 reviews

Suburban Cabana

Suburban Cabana is centrally located in the Rochester area just off of rt 390, Airport, Strong Hospital 7 minutes and walking distance to Sunny's Diner. Lots of activities and music going on in Rochester, NY and the surrounding finger lakes during our wonderful summer 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

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.

4.96 out of 5 average rating, 385 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.

4.94 out of 5 average rating, 483 reviews

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

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.

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.

4.94 out of 5 average rating, 129 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!

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.

4.94 out of 5 average rating, 289 reviews

Charming ranch, near U of R & RIT, fast WiFi!

Welcome to this newly remodeled 3 bedroom / 2 bathroom ranch! Conveniently located just 6 miles from downtown Rochester attractions 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 the city’s vibrant spots, this is the perfect home base for your stay!

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.

4.97 out of 5 average rating, 428 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.

The exterior of a vintage home is surrounded by lush greenery and well-maintained landscaping. A welcoming porch is highlighted by potted plants and decorative stone details, while a tree provides shade. The building features a warm color palette and large windows, enhancing its charm.

4.93 out of 5 average rating, 610 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.

4.96 out of 5 average rating, 153 reviews

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

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.

4.99 out of 5 average rating, 106 reviews

A spacious living area features comfortable dark sofas arranged around a central coffee table. A fireplace is built into a white mantel, with shelves on either side showcasing decorative items. Large windows invite natural light while a ceiling fan provides airflow.

Home in Pittsford

Perfectly Appointed Luxury Ranch

Your family will not want to leave this stunning perfectly appointed home built in 2018 located in luxurious Pittsford neighborhood. Ranch style all on one level. Set up as an Airbnb, you are not staying in someone else’s space. ALL furnishings consistently maintained and updated is to always feel brand new. If five star amenities are what you were looking for you have found it!! Our guests always complement our beds saying they have had the best night sleep in YEARS!

4.96 out of 5 average rating, 133 reviews

A welcoming exterior view of a remodeled country home is showcased, featuring a screened porch with dark trim and a white door. Lush greenery surrounds the property, complemented by freshly landscaped flower beds and a gravel pathway leading to the entrance.

Home in Perry

Peaceful Country Home

A peaceful clean home for you to enjoy!! We have a very nice size yard for camp fires and just relax in without any neighbors.Welcome to a peaceful country home in the middle of several very large ponds. Relax on the covered screened porch or the back deck for peaceful meals or just some bird watching. Not super far off the road but you feel like it. Road is pretty quiet and lots of wild life. Ponds and woods not our property so please stay in yard/ grass only

A charming two-story house is framed by lush green grass and mature trees. A vibrant maple tree adds a splash of color to the landscape. Large windows allow natural light to fill the interior, and a covered porch provides a welcoming entrance.