Family-friendly vacation rentals in Chili

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages
0 of 0 items showing
1 of 12 pages

Popular amenities for Chili family-friendly rentals

Family-friendly home rentals with a hot tub

A spacious bed is presented with a textured cream blanket, featuring a red heart design at its center. Colorful patterned pillows in shades of orange and blue are arranged neatly at the headboard, complemented by a decorative heart-shaped pillow.
Home in Canandaigua
4.55 out of 5 average rating, 11 reviews

Lakeside Home w/seasonal kayaks, 10 min to Cty

EmmettRating, 5 stars4 months ago
I apologize for any repetition in my previous responses. To provide a fresh and tailored 5-star review for Nancy’s Airbnb, highlighting both her exceptional hosting and the property’s features, here’s a new version: 🌟🌟🌟🌟🌟 Nancy’s Airbnb is a delightful retreat that delightfully balances classic lake house comfort and a splash of mid century modern charm. The property offers serene views and a thoughtfully designed interior, creating a refreshing atmosphere to easily recharge in. Nancy’s dedication to her guests is evident in every detail, with clear and easy communication. I highly recommend this haven for anyone seeking a peaceful getaway and a superb host. Nancy you have my repeat business 😀
The three-story structure features multiple decks and staircases leading to the lakefront. The exterior is finished in light colors, and large windows allow natural light to enter the home. A small dock is visible in the foreground, adding access to the water.
Home in Conesus
4.96 out of 5 average rating, 27 reviews

Beautiful Lakefront Home on Conesus Lake

JillRating, 5 stars8 months ago
Comfortable home in a GORGEOUS spot! This was our first visit to the finger lakes, and Jess’s spot was perfect. We loved sitting on the dock and taking in the views. Plenty of space, and really comfortable- especially with so many outdoor sitting areas. It was a perfect place!
Superhost
Home in Branchport
4.85 out of 5 average rating, 40 reviews

Pleasant Bay: lakefront home with hot tub

KevinRating, 5 stars6 months ago
We loved the place,just wished we could have stayed longer. The view of the lake is amazing!!
Guest favorite
A pair of blue Adirondack chairs is positioned on a lush green lawn beneath a large tree. A wooden swing hangs from a sturdy branch, offering a serene spot to relax and enjoy the outdoor surroundings.
Home in Canandaigua
4.94 out of 5 average rating, 18 reviews

Amazing Lake View, Only 200m to Butler Beach!

LisaRating, 5 stars5 months ago
We have a large group that takes a yearly trip to a different state. We had to change the date & location at the last minute. We found this place & loved it. It fit our large group perfectly, & it was definitely more fun than staying in separate hotel rooms. The view of the lake was wonderful. The host, Pete, was very quick in responding to any questions. We would definitely come here again.
Top guest favorite
A view of Keuka Lake is framed by lush greenery and trees from a wooden railing. A cabin is visible in the background, nestled among the landscape. The calm waters of the lake reflect the surrounding hills, creating a serene outdoor setting.
Cabin in Keuka Park
4.94 out of 5 average rating, 122 reviews

Bluff Point of View Chalet Rentals, Wines & Vines

TamieRating, 5 stars7 months ago
What a beautiful, relaxing home. i needed a place to relax after a long day of volunteering and this was beyond my expectations.
Top guest favorite
A rustic cabin features a warm wooden facade and a sloping roof. A stone pathway leads through well-manicured grass and bordered flower beds, connecting to the entrance. Lush greenery surrounds the property, and a clear blue sky complements the peaceful setting.
Cabin in Branchport
4.96 out of 5 average rating, 283 reviews

Cabin in the Finger Lakes

NicholasRating, 5 stars1 week ago
We loved our stay! So peaceful, a great place if you want a true get-a-way! Our dogs loved the property as well, the hot tub was super private and great to relax in.
Guest favorite
Sunlight reflects off the calm surface of Keuka Lake, framed by overhanging tree branches. The serene waterway is surrounded by lush greenery, inviting tranquil moments in nature.
Cottage in Branchport
4.82 out of 5 average rating, 169 reviews

Finger Lakes Most Welcome HOT TUB HOME!

SamarthabenRating, 5 stars1 week ago
We had an amazing stay at this airbnb! We really enjoyed the hot tub and the fireplace. The place is exactly as described, Alec and his manager were very responsive and flexible, making the checking in process so smooth. We loved sitting out on the deck in the morning overlooking the lake and have some hazelnut coffee provided at the airbnb. The airbnb itself had everything we needed including extra towels, drinking water (as the host listed that the tap water is lake water so it was nice of them to provide water filter) and throw blankets to cozy up on the couch. Overall, amazing stay!
Guest favorite
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
4.76 out of 5 average rating, 74 reviews

The Love Shack

MichelleRating, 5 stars2 months ago
The place was quiet, cozy, and the view was absolutely stunning. This time of the year made the experience even more special I think. Upon arrival, a storm was brewing over the lake, and it was really neat to watch the waves grow larger as the hours went by. The hot tub was everything and more, while the waves roared behind the break wall. Would definitely come back for another cozy weekend in. Thanks for sharing your place with us, Chris!

Family- and pet-friendly home rentals

Guest favorite
A cabin with a wooden exterior sits beside a tranquil pond, reflecting the building and surrounding trees. A red vehicle is parked nearby. Green grass surrounds the cabin, enhancing the natural setting with foliage showcasing hints of seasonal color.
Cabin in Branchport
4.92 out of 5 average rating, 147 reviews

Retreat @ Keuka Cabin

AngelinaRating, 5 stars2 months ago
This cabin in the woods was just what my boyfriend and I needed for our weekend getaway. Even with the snow it was tranquil and serene, the fireplace kept us warm all night and the kitchen was the perfect spot for us to make our dinner for the 2 nights we were there. Felicia and her co-hosts were super responsive and made sure we had everything we needed- we will definitely be back! Thank you again!
Superhost
A charming red cottage is surrounded by lush greenery, featuring a small patio area with a table and chairs. The cottage's exterior is complemented by the tranquil waterfront, visible in the background, enhancing the serene outdoor setting.
Cottage in Canandaigua
4.82 out of 5 average rating, 17 reviews

Canandaigua Lake Waterfront Cottage sleeps 7

MelissaRating, 5 stars9 months ago
The Cottages were beautiful and the beds were so comfortable. It was nice and hot out so it was necessary to have AC and each cottage had AC that worked great. The lake was perfect and we were able to easily get out there every day we stayed. The place was pet friendly, so we brought our Golden, who also enjoyed the water. The views are perfect and everyone had so much fun. Bruce was very communicative and friendly. Although we got confused by parking at first that was easily fixed ( our problem with reading the directions). If you want a place to stay where everyone can get together or have their own space this is the place right on Canandaigua Lake!
Top guest favorite
A dog is seen leaping from a dock into the water, creating ripples. The lake extends into the distance, bordered by trees with autumn foliage. A clear blue sky is visible above, framing the serene lakeside setting.
Guesthouse in Keuka Park
4.99 out of 5 average rating, 336 reviews

Keuka Beach House - Glamping at its best!

LynnRating, 5 stars5 months ago
Beautiful fall getaway. I could not ask for better lakefront views. The cottage is just like the pictures and has all the amenities. Robert had great local recommendations and brought us homemade cookies. We are looking forward to returning again in the future.
Top guest favorite
A spacious living area features a cozy red sofa arranged around a coffee table, with a classic fireplace as a focal point. Natural light filters in through windows, highlighting the open floor plan that connects to a dining area visible through an archway.
Home in Warsaw
4.95 out of 5 average rating, 333 reviews

Front and Center

KiraRating, 5 stars3 weeks ago
Cute, quaint, clean, well taken care of older home with many amenities both new and vintage. This place had all we needed and we enjoyed the quiet area. The first floor is for entertaining and the second floor is for guests (including the only bathroom). The ice cream shop is within walking distance and definitely worth a trip. Downtown is within walking as well. There is a really nice cafe too! This home is within 20 minutes to Letchworth State Park and an hour and 20 minutes to Niagara Falls, which is the reason for the stay. We would stay here again. Thank you for allowing us to enjoy your home.
Guest favorite
A two-story farmhouse is showcased with a well-maintained exterior featuring white siding and decorative shutters. A spacious deck with seating options overlooks a grassy yard, bordered by mature trees and fields beyond, providing an inviting outdoor space.
Home in Penn Yan
4.86 out of 5 average rating, 185 reviews

The Farmhouse next to Abandon Brewing Company

RyanRating, 5 stars2 months ago
The house was beautiful and proximity to the brewery so much fun!
Guest favorite
A wooden deck features a small round table accompanied by two green chairs. A spacious, fenced backyard is visible, surrounded by trees and greenery. The area is serene, with leaves scattered on the ground, indicating a peaceful outdoor setting.
Home in Rochester
4.88 out of 5 average rating, 77 reviews

Entire Charming Cape Cod Home, Rochester

SteveRating, 5 stars3 months ago
This is a cozy, comfortable house. A quiet neighborhood but close to things to do in Rochester. Trina is a great host. I would stay here again.
Guest favorite
A compact bathroom features a white vanity with a sink and a mirror above. Neat stacks of gray towels are displayed on a rack. A floor mat with a geometric design lies underfoot. Light beige tiles create a warm atmosphere, contributing to the overall functionality of the space.
Cabin in Naples
4.86 out of 5 average rating, 570 reviews

Hi-Tor Hideaway. The Cure for Cabin Fever.

StephanieRating, 5 stars1 week ago
We had an amazing stay in this quiet little cabin! It was just what we needed to rest and relax while also enjoying Naples. The wine, food, and people were all amazing!
Top guest favorite
A two-story house is positioned along the waterfront, featuring a spacious deck with seating. Steps lead from the deck to a pebbled beach area. A wooden dock extends into the water, flanked by greenery and a kayak resting at the shore.
Home in Penn Yan
4.98 out of 5 average rating, 60 reviews

Beautiful waterfront home on Keuka Lake

JessRating, 5 stars6 months ago
The house is beautiful, the lake was beautiful. Everything was perfect.!

Family-friendly home rentals with a pool

Top guest favorite
An above-ground pool is surrounded by a concrete patio, bordered by lush greenery. A staircase leads up to the pool area, which features lounge chairs in bright colors. The pool is covered partially, indicating seasonal use.
Guest suite in Rochester
4.99 out of 5 average rating, 336 reviews

Private Guest Suite/RIT-UofR-airport

CrystalRating, 5 stars2 weeks ago
Gina is very responsive, and her place is as described—even better in person. It is very comfortable and homey. The kitchen is a plus; it allows me to cook home-cooked meals for my son, who is in college and wants home-cooked meals desperately. The place is not just clean, it's immaculate, and she has items available that a person might need but forget when travelling. This is my second time staying at Gina's; as long as her place is available when I travel to Rochester, I will stay there each time.
Top guest favorite
Home in Rochester
4.95 out of 5 average rating, 109 reviews

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

AlyRating, 5 stars3 months ago
This is our fourth time staying at this house and it is our favorite, we come to Rochester twice a year for family gatherings, the only reason we stay anywhere else is if Ambers house is not available on our dates. Amber is a fabulous host, communicative from start to finish.
A charming farmhouse is framed by lush green lawns, accentuated by a prominent stone chimney. The exterior features yellow siding and multiple large windows, allowing for natural light. Surrounding bushes add to the inviting curb appeal of the home.
Home in Penfield
4.83 out of 5 average rating, 163 reviews

Penfield-Webster Home w/Pool - Park Like Setting

SharynRating, 5 stars1 week ago
We loved staying at Mark's place with our three dogs. The house gave the dogs plenty of space to explore and lots of windows to look out of. The park directly across the street was very convenient for dog walks. The kitchen was well stocked and immaculate and the family room had very comfortable furniture and lots of light. The entire home had lots of character. Mark was extremely responsive to questions and even met us at the house at check in to show us around. It was a lovely personal touch. I highly recommend Mark's house to families visiting the Penfield/Rochester area.
Top guest favorite
Apartment in Medina
4.96 out of 5 average rating, 241 reviews

Rural Comfort

CarmencitaRating, 5 stars3 months ago
I don’t even know where to start. Super comfy, super clean, Richard and Susan really love their home and it shows. There’s a calmness and peacefulness as you walk in. My partner and I enjoyed this weekend getaway from the hustle and bustle of life. Thank you Richard and Susan for allowing us to unwind this weekend!! I hope they will allow us to come back during the summer .. I plan on jumping in that pool!! Best wishes. Dominic and Carmencita
Top guest favorite
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
4.99 out of 5 average rating, 166 reviews

Esten-Wahl Farm - Historic Landmark Victorian Home

VickiRating, 5 stars3 months ago
Our family stayed here right after Christmas & not only did the accommodations fit us perfectly, it was nice to be somewhere that was decorated for the holiday. The house was of course old, but that is part of the charm. The bathrooms were pristine & the grounds were beautiful! We would definitely stay here again! Thank you Martha!

Quick stats about vacation rentals that are family-friendly in Chili

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ184 before taxes and fees

  • Total number of reviews

    1.7K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

Destinations to explore