Family-friendly vacation rentals in Chili

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, 146 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.

Indoor spacesFamilyTV

4.94 out of 5 average rating, 108 reviews

A charming silo structure is set on a grassy area, featuring a spacious deck with seating arrangements. Two red Adirondack chairs are positioned near a fire pit, where flames gently flicker. The overall setting offers a rustic, inviting retreat surrounded by greenery.

Place to stay in Rush

Silo Glamping Getaway

Get away from the rush and noise of everyday life for a pintrest-worthy stay in our silo bed and breakfast! Build a campfire and relax in the Adirondack chairs or flip on the propane fire on the deck and enjoy a cup of coffee! You might even catch our resident bunny family hopping around the hilltop or a few deer wander through. Wake up to a gorgeous sunrise right outside your door! ***now that school is starting up, pricing reflects breakfast no longer being served...check out the local diner!

FamilyIndoor spacesLocation

4.92 out of 5 average rating, 288 reviews

A cozy interior space features a partitioned sleeping area with a queen-sized bed, draped in light-colored curtains. Comfortable seating options include a blue armchair and a dark sofa. A coffee table rests on a soft area rug, with natural light filtering through large windows.

Barn in Victor

High Vibe Barn in the Finger Lakes

The Barn was built in 1810 as a Hay Barn and converted into a cozy living space in 2017. It's a mix of rustic and modern all in one. This unique stay provides a quiet and tranquil escape from the hustle and bustle of everyday life. Nestle into the space for relaxation, nature views, meditation, yoga or reading. Venture out on any of the nearby hiking trails, local restaurants, craft breweries, or visit the Finger Lakes. Add on services to enhance your healing journey! Message us for info.

Indoor spacesKitchenWifi

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.

KitchenIndoor spacesComfort

4.95 out of 5 average rating, 123 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.

FamilyIndoor spacesComfort

4.87 out of 5 average rating, 231 reviews

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.

FamilyKitchenComfort

The living area features green walls, wooden flooring, and a cozy layout. A queen size bed is partially visible, accompanied by a small round table and two chairs. A television is mounted on the wall, and natural light filters through the window, accentuated by sheer curtains.

4.94 out of 5 average rating, 170 reviews

Private studio apartment near UofR/RIT/airport

My place is close to the airport, multiple colleges, family-friendly activities, public transport. You’ll love my place because of the quiet privacy, the people, the neighborhood. My place is good for couples, solo adventurers, business travelers, and small families. There is a very good chance you will encounter two very friendly dogs in our yard. They do not go into your space. Patrick is a feisty 15 lb pup and JR. is our doodle puppy. Many great restaurants in the area.

Indoor spacesKitchenLocation

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, 106 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.

FamilyKitchenAmenities

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.

4.94 out of 5 average rating, 392 reviews

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.

KitchenFamilyBathroom

4.97 out of 5 average rating, 131 reviews

A cozy bedroom features a spacious bed with soft bedding, complemented by decorative pillows. A colorful area rug sits beneath the bed. A small bedside table with a lamp and a large piece of wall art add character to the room, while a plant brings a touch of nature.

Apartment in Spencerport

Lovely 2 bedroom in a scenic area by the canal

This unique place has a style all its own. Introducing Charlie’s Place in the Quaint Village of Spencerport, NY. This cozy 2 bedroom upper apartment has just been refreshed with new furnishings and redecorate to feel comfortable and welcomed! It is walking distance to Restaurants, Groceries, VIC’s (Village Ice Cream Shop!) and Coffee right down the street! The Erie Canal walking trail is down the street and over the bridge!

Indoor spacesFamilyAir conditioning

A red wooden staircase leads up to a private entrance on the side of the apartment. The entrance is framed by light-colored siding and a modest outdoor light. Lush greenery and grass surround the walkway, contributing to a serene outdoor setting.

4.93 out of 5 average rating, 196 reviews

Completely furnished 1 bdrm in suburbs!

Relax in this cozy, fully furnished in-law apartment with a private entrance, thoughtfully separated from the main home by a hallway and two doors for added privacy. Nestled in a quiet suburban neighborhood, yet just minutes from expressways, shopping, restaurants, and local colleges. Greater Rochester Airport is only 15 minutes away, and Roberts Wesleyan College is just 2 minutes. Shared driveway with plenty of parking.

Indoor spacesKitchenParking

4.99 out of 5 average rating, 200 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.

KitchenFamilyAccuracy

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, 163 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

Indoor spacesFamilyParks

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, 111 reviews

The Retreat in Pittsford / amazing yard W Hot Tub

FamilyKitchenQuiet

4.98 out of 5 average rating, 295 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

FamilyIndoor spacesAir conditioning

A modern farmhouse is set against a backdrop of lush greenery, featuring a clean white exterior and large black windows. A gravel driveway leads to the entrance, flanked by neatly trimmed shrubs and outdoor seating areas that invite relaxation.

5.0 out of 5 average rating, 140 reviews

Modern Farmhouse Whole Home Cozy Hot Tub

FamilyIndoor spacesCheckout

Guest suite in Bloomfield

A cozy living area showcases a red leather sofa complemented by a white throw blanket. A patterned area rug covers the floor. A small dining table is positioned in the background, along with wooden chairs. Natural light enters through a door leading to the outside.

4.96 out of 5 average rating, 145 reviews

Peaceful Finger Lakes Studio

Indoor spacesKitchenTV

4.92 out of 5 average rating, 323 reviews

Bristol Creekside Cottage

Indoor spacesFamilyHiking

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.

5.0 out of 5 average rating, 113 reviews

Finger Lakes Hilltop Chalet Relax, Unwind & Renew

KitchenFamilyParking

Superhost

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

4.93 out of 5 average rating, 300 reviews

Cheerful Garden Oasis/ Hottub + Holiday Decor

KitchenFamilyAmenities

Family- and pet-friendly home rentals

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!

FamilyKitchenCheckout

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, 210 reviews

Beautifully renovated-private residence in Pittsford with 3 acres.

KitchenIndoor spacesNearby

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, 552 reviews

Rochester/Pittsford remodeled contemporary ranch

KitchenFamilyBeach

4.91 out of 5 average rating, 188 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

FamilyKitchenNearby

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)

KitchenIndoor spacesTV

4.94 out of 5 average rating, 180 reviews

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 Rochester

Cozy bungalow in desirable area!

KitchenFamilyLocation

A comfortable living area features a plush, two-tone sofa adorned with decorative cushions. A round coffee table holds a magazine and a small green plant. Natural light filters through two windows, highlighting the room's neutral palette and inviting design.

4.9 out of 5 average rating, 252 reviews

Studio Apt close to Park Lighthouse & Lake Ontario

FamilyKitchenQuiet

4.93 out of 5 average rating, 334 reviews

The entrance to the cabin is framed by a warm-toned wood exterior, featuring a prominent 'Welcome' sign. A green door leads into the home, while a wooden ramp provides accessibility. Various sized stones decorate the landscape around the porch.

Cabin in Bloomfield

Relaxing Getaway Cabin...Explore The Finger Lakes!

Indoor spacesFamilyAmenities

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 110 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

Indoor spacesFamilyLocation

4.96 out of 5 average rating, 206 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

KitchenFamilyLaundry

4.99 out of 5 average rating, 201 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

FamilyIndoor spacesHospitality

4.85 out of 5 average rating, 189 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

Indoor spacesKitchenLocation

5.0 out of 5 average rating, 102 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 spacesFamilyCheck-in

4.96 out of 5 average rating, 121 reviews

The backyard pool area is surrounded by a black metal fence and features a spacious, oval-shaped pool. Lounge chairs are arranged around the pool, accompanied by a small seating area with chairs. Lush greenery provides a serene backdrop.

Home in Brighton

Luxury w/ pool, hot tub, sauna & spa bathroom

FamilyIndoor spacesWalkability

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.

4.98 out of 5 average rating, 130 reviews

Modern Farmhouse 9min to Canandaigua Lake & Shops

KitchenIndoor spacesPool