Family-friendly vacation rentals in Chili

A spacious dining area is highlighted by a dark wood table surrounded by black chairs. Soft lighting from a pendant fixture enhances the warm tones of the cabinetry and decor. A runner decorates the table, with a vase of pale flowers serving as a focal point.

4.94 out of 5 average rating, 102 reviews

Spacious Suburban Home in Gates NY

Cozy Home Away from Home in Gates, NY! Nestled in a quiet, family-friendly neighborhood, our cozy home is just 8 minutes from downtown Rochester, minutes from the airport, a local movie theater, and the iconic Wegmans grocery store—making it a convenient and comfortable home base for your stay. Whether you’re visiting family, exploring the Finger Lakes region, or traveling for work, you'll appreciate the fully equipped kitchen, spacious living areas, and a private backyard perfect for relaxing!

FamilyIndoor spacesCleanliness

4.94 out of 5 average rating, 500 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.

KitchenFamilyCleanliness

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.

4.95 out of 5 average rating, 556 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.

Indoor spacesFamilyBreakfast

Apartment in West Henrietta

4.99 out of 5 average rating, 297 reviews

Perfect "Home away from Home" Near RIT and U of R

Perfect "Home away from Home" with lots of natural light. Spacious and delightful, first floor apartment is only 2 miles from RIT (Rochester Institute of Technology) and 5 miles from U of R. Only 6 miles from Roc Airport. Very Safe, quiet neighborhood with sidewalks, and private ponds for fishing or kayaking. Free parking for 1 car. Enjoy gas fireplace, central heat, central air, and Wifi. Ready to use kitchen, coffee maker, Beautiful porch with patio furniture, Gas/charcoal grill.

Indoor spacesFamilySolo travel

4.95 out of 5 average rating, 126 reviews

A group of alpacas stands close to a fence, showcasing a variety of colors including black, white, brown, and beige. Their friendly faces and fluffy coats are highlighted, with a rustic building visible in the background among the greenery of the farm.

Farm stay in Brockport

Cabin at SanGer-La Alpacas

Welcome to The Cabin @ SanGer-La Alpacas, a working alpaca farm owned and operated by Nancy & Kris Sanger. In addition to the wooded Adirondack Park setting, you can learn about alpacas, their care and their wonderful fiber, or just relax and imagine you're in the most peaceful place on earth. You'll meet Lucas and Cody our 2 dogs and our cat Gandalf (the Grey). All friendly. The Cabin is a completely separate 400 sq ft, 1 bedroom & full bath. Parking in front of Cabin. Note: No TV.

KitchenFamilyHospitality

4.88 out of 5 average rating, 233 reviews

Guest suite in Rochester

Private suite on Genesee River near RIT

Enjoy views of gardens and the Genesee River. Walk to RIT, drive or Uber to shop or dine nearby. Suite has a private entrance and is equipped with a microwave, toaster oven and conduction burner, coffee maker, WiFi and TV. Nicely private and comfortable. For any two guests needing separate sleeping arrangements there is a chair-lounger-bed (twin size) available with provided bedding. NOTE: The bathroom has a sloped ceiling, as pictured. if you are very tall, it may be uncomfortable.

KitchenFamilyQuiet

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.

4.96 out of 5 average rating, 211 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.

FamilyIndoor spacesLocation

Place to stay in Churchville

The exterior of a charming brick schoolhouse is showcased in the soft glow of evening light. Lush greenery surrounds the building, while flower beds are neatly arranged in front. The entrance is framed by warm wall sconces, welcoming guests into the historic structure.

5.0 out of 5 average rating, 108 reviews

Wheatland Schoolhouse No.7

Step into history with modern comfort at our beautifully renovated 1800s schoolhouse. Features a king bed in the loft, queen bed on the main floor, and two full baths on each floor. Relax in the spacious living area or cook in the fully equipped kitchen. Perfect for families, couples, or friends seeking a peaceful country escape just minutes from Rochester. Every booking helps fund the continued care and preservation of this historic schoolhouse so its story can live on.

Indoor spacesKitchenBathroom

4.94 out of 5 average rating, 393 reviews

A spacious wooden deck is framed by greenery, featuring multiple seating areas. The design includes built-in benches and an inviting layout, creating an ideal space for relaxation and outdoor enjoyment.

Guest suite in Rochester

Private ,furnished ,modern Roch suburb apt !

First this is a private apt. It is not shared with anyone ! A beautiful little cozy spot with a kitchen with all the ammedities . Skylights make this place a bright cheerful place no matter what the season. Washer and dryer with a large walk in closet .A train goes through about a mile away a few times a day. You can hear it from a distance. I myself don't even notice it, but wanted to note it . WE DO NOT BOOK TO LOCALS! You must speak with me first unless approved.

KitchenFamilyLocation

4.98 out of 5 average rating, 218 reviews

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

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.

KitchenIndoor spacesLayout

4.99 out of 5 average rating, 201 reviews

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

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.

FamilyKitchenQuiet

Guest suite in West Henrietta

The exterior of a two-story house is presented, featuring a well-maintained lawn and neatly trimmed shrubs. A spacious driveway leads to a double garage. The entrance is framed by decorative pillars, and large windows allow natural light into the interior.

4.83 out of 5 average rating, 460 reviews

The Niwas - Spacious and Fun Suite - Near UofR/RIT

Our Airbnb is a spacious 1400sq ft fully-furnished private walk-out basement. The space has all the basic amenities and comforts along side a 65in HD TV, ping-pong table, and a foosball table. Our property is located in a quiet and friendly neighborhood. Our Airbnb is prefect for all sorts of guests. Nearby you will find I-90 thruway, UofR, RIT, Strong Memorial Hospital, Airport, and great dining spots.

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Popular amenities for Chili family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.82 out of 5 average rating, 165 reviews

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 Brighton

Suburban Cabana

KitchenFamilyTV

4.93 out of 5 average rating, 302 reviews

The exterior of a two-story home is showcased, featuring a wooden deck with seating and a hot tub. A well-maintained garden surrounds the property, adorned with vibrant flowers and stone pathways, creating a serene and inviting outdoor space.

Home in Brighton

Cheerful Garden Oasis/ Hottub + Holiday Decor

Indoor spacesFamilyAccuracy

A spacious living area is highlighted by a large sectional couch and a contemporary dining table. Natural light filters through multiple windows, while a striking black-and-white artwork adorns the wall, contributing to the room's modern aesthetic.

5.0 out of 5 average rating, 113 reviews

The Retreat in Pittsford / amazing yard W Hot Tub

KitchenFamilyLocation

A modern dining area is presented with a rectangular glass table surrounded by six dark wooden chairs. A light fixture hangs above the table, illuminating the space. Large windows allow natural light to enter, complemented by white curtains and decorative plants in the corner.

5.0 out of 5 average rating, 114 reviews

Spacious Park Ave Retreat w/ Hot Tub and AC!

FamilyIndoor spacesGrill

4.77 out of 5 average rating, 119 reviews

A one-story cottage is set near Lake Ontario, framed by lush greenery. Wooden decking leads to the entrance, while a grassy area extends towards the water's edge. The structure features large windows and a simple exterior. A vehicle is parked nearby, highlighting the accessible location.

Home in Kendall

The Love Shack

FamilyKitchenBathroom

4.91 out of 5 average rating, 250 reviews

Home in Canandaigua

Bristol Hills Cabin

KitchenFamilyComfort

5.0 out of 5 average rating, 114 reviews

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

Finger Lakes Hilltop Chalet Relax, Unwind & Renew

Indoor spacesFamilyCleanliness

4.98 out of 5 average rating, 298 reviews

The cabin exterior features a metal roof and a spacious deck with railing, surrounded by trees. A grill is positioned on the deck, and outdoor seating is available. The serene landscape showcases a glimpse of Canandaigua Lake in the background.

Guesthouse in Naples

Grandpa-T’s Guest Cottage at Hawks Landing

KitchenFamilyAir conditioning

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 192 reviews

A comfortable living space features a cozy sofa and stylish armchair arranged around a low coffee table. A flat-screen television is mounted above a brick fireplace, with natural light filtering through the windows. Greenery is placed near the fireplace and on the coffee table.

Apartment in Rochester

Gem on Genesee Park

KitchenFamilyAmenities

An open-concept living area is revealed, featuring comfortable seating arranged around a coffee table. A large TV is mounted on the wall opposite plush armchairs. Natural light filters through multiple windows, illuminating the modern kitchen and dining space.

4.98 out of 5 average rating, 158 reviews

Elegant Farmhouse in Pittsford (near Rochester)

Indoor spacesKitchenQuiet

4.92 out of 5 average rating, 158 reviews

A spacious three-bedroom home is showcased, featuring a light-colored exterior with two prominent entrances. The well-maintained lawn is bordered by trees, providing a natural setting. A paved driveway is visible, offering ample parking space. Red chairs are positioned invitingly on the porch.

Home in Brockport

Brockport's Home away from Home!

FamilyIndoor spacesLocation

A spacious living area features a comfortable sectional sofa and a coffee table, with cozy accent chairs nearby. Soft lighting from multiple sources enhances the atmosphere. Artwork hangs on the walls, complementing the natural light streaming in through the windows.

4.82 out of 5 average rating, 146 reviews

The Roc-House 4Bd, 2BA, Near Airport, Home Office

FamilyKitchenWifi

4.94 out of 5 average rating, 212 reviews

The exterior of a two-story house showcases a combination of brick and blue siding with architectural detailing. A wide front porch with stone pillars is accented by a manicured lawn and pathway, leading to the entrance. The surrounding trees enhance the outdoor setting.

Guest suite in Rochester

Arts & Crafts In-law Suite

Indoor spacesKitchenComfort

4.83 out of 5 average rating, 125 reviews

An aerial view of a three-story lake house bordered by a lush green lawn. A private dock extends into the water, while a row of tall trees provides a natural backdrop. Nearby, a gravel path leads to a road lined with greenery.

Cottage in Livonia

Hayes Hideaway, The Perfect Lakeside Getaway

Indoor spacesFamilyLocation

4.97 out of 5 average rating, 485 reviews

The living room showcases a floral-patterned couch centered between two upholstered armchairs, creating a conversational area. Soft natural light is filtered through framed windows, and a decorative mirror reflects the room's inviting charm. A large area rug adds warmth to the hardwood floor.

Home in Victor

Beautiful & quiet place. A true in-law house.

KitchenIndoor spacesLong stay

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.

4.95 out of 5 average rating, 184 reviews

Cozy bungalow in desirable area!

Indoor spacesKitchenPets

Family-friendly home rentals with a pool

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.

4.88 out of 5 average rating, 147 reviews

Charming Pittsford Home-Indoor Pool-4 bedrooms

FamilyIndoor spacesSleep quality

4.96 out of 5 average rating, 210 reviews

The living room features two comfortable leather sofas positioned across from each other, centered around a circular coffee table. A gas fireplace with a stone surround is visible, complemented by a wall-mounted TV above it. Natural light fills the space through large windows.

Home in Lima

Fireplace, theater room, & fully equipped kitchen

Indoor spacesFamilyGrill

4.97 out of 5 average rating, 204 reviews

The exterior of a two-story white house is framed by lush green trees and manicured lawns. The front porch features white railings, while large windows reflect the sunlight, enhancing the inviting appearance of the home. A sense of spaciousness is conveyed by the surrounding open area.

Home in Fairport

Esten-Wahl Farm - Historic Landmark Victorian Home

FamilyKitchenTV

4.84 out of 5 average rating, 191 reviews

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

Penfield-Webster Home w/Pool - Park Like Setting

FamilyKitchenParks

5.0 out of 5 average rating, 104 reviews

A serene outdoor space features a fenced-in in-ground pool surrounded by lush greenery and trees. A striking double rainbow arches across the sky above a rustic building, enhancing the natural charm of the setting.

Home in Marion

Spacious Updated Country Home

Indoor spacesKitchenLocation

4.96 out of 5 average rating, 113 reviews

A vast, open landscape features rolling hills and fields of green, under a clear blue sky. Sparse trees line the edges of the property, with a distant view of a white farm structure nestled among the greenery.

Barn in Bloomfield

The Green House

KitchenIndoor spacesHiking

4.98 out of 5 average rating, 132 reviews

A spacious kitchen features rich green cabinetry complemented by wood accents. A large island with seating for four is positioned in the center. Modern appliances, including an oven and side-by-side fridge, are neatly arranged, while natural light flows in through multiple windows.

Home in Canandaigua

Modern Farmhouse 9min to Canandaigua Lake & Shops

FamilyKitchenBackyard