House vacation rentals in Chili

Find and book unique houses on Airbnb

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Popular amenities for Chili house rentals

House rentals with a pool

Guest favorite
Home in Lima
4.96 out of 5 average rating, 150 reviews

Theater room, fireplace, & pool

SueRating, 5 stars3 weeks ago
We had an amazing stay. Traci was very accommodating. The home was as expected. I can’t say enough how happy I was with our stay. And each room had a sound machine that we all found helpful. I even ordered one for myself! I’ll be definitely staying again !
Top guest favorite
An outdoor seating area features comfortable wicker furniture with soft cushions, positioned under a shaded canopy. A lush green plant adds a natural touch, while an above-ground pool glistens nearby, surrounded by a wooden railing and tranquil greenery in the background.
Home in Rochester
4.97 out of 5 average rating, 58 reviews

4 bed ranch w/pool in Henrietta

AnnRating, 5 stars1 week ago
The house was conveniently laid out for our family group. The beds were very comfortable and everything was super clean. We had a 10 month old with us so the high chair and crib were much appreciated. Door Dash found the house easily too
Superhost
An open living area features a stone fireplace with a flat-screen television above it. A colorful coffee table is surrounded by wooden chairs, while bar stools line the kitchen island in the background. Natural light floods the space from large windows that lead to a sunroom.
Home in Naples
4.8 out of 5 average rating, 15 reviews

Lake View w/Pool, HotTub, & Fast Wi-Fi

KatRating, 5 stars2 weeks ago
I loved this place so much! We are definitely going back at some point in the summer for that pool! But everything was perfect and everyone had a great time! The house was so cozy but huge! It felt like we’ve been there forever when we got there, the hot tub was so relaxing especially with the view! I love this place and the driveway isn’t that bad but you will definitely need 4WD! It’s like a fun slow roller coaster lol😂! We also saw a group of turkeys every morning and they were so cute!
Superhost
A two-story house features a welcoming front porch with white railings, surrounded by lush greenery. The home showcases a light-colored exterior with neatly organized stone steps leading to the entrance. A well-maintained garden with colorful plants enhances the inviting atmosphere.
Home in Pittsford
4.71 out of 5 average rating, 7 reviews

Traveler’s Wellness Oasis

LaurenceRating, 5 stars7 months ago
A really wonderful find just outside of Rochester (around 2 hours away from Ithaca, Niagara Falls, Buffalo, or the NYS Fair). The house and pool were wonderful, with really comfortable beds, a large living room, a full kitchen, and a great backyard. Sergey was wonderful from start to finish. He made sure the pool was cleaned every morning, answered all of our questions, and was just overall very friendly. Our group of 6 felt right at home. Would love to return at some point in the future!
Guest favorite
An indoor swimming pool area is seen, featuring a clear blue pool with tile borders. Lounge chairs are arranged along the sides, and windows allow natural light to brighten the space. Beams of dark wood support the vaulted ceiling, contributing to a spacious feel.
Home in Pittsford
4.86 out of 5 average rating, 109 reviews

Charming Pittsford Home-Indoor Pool-4 bedrooms

AndriaRating, 5 stars1 week ago
5/5 – A Perfect Family Getaway We had an incredible stay and truly didn’t want to leave. The home was ideal for a family vacation—comfortable, well-equipped, and full of thoughtful touches. My children were devastated to go! We had planned a few small adventures in the surrounding area, but they were so happy in the pool that we barely left the property. We came during spring break from upstate New York, where it was still snowing, so the warm weather and sunshine were a much-needed reprieve. The house had everything we needed: Netflix, Alexa, a garage full of pool noodles and floaties, and a lovely selection of children’s books that my toddlers adored. One of the most heartwarming moments was when Neil kindly gifted my daughter a stuffed cat she had fallen in love with—it meant so much to her and to us. This was the kind of stay that creates lasting memories. We can’t wait to come back.
Top guest favorite
The kitchen area features wooden cabinetry and a central eating table with four chairs. Pendant lights provide illumination over the countertop, while the living area beyond displays a fireplace and entertainment center. A soft rug anchors the space, with large windows allowing natural light.
Home in Batavia
4.94 out of 5 average rating, 65 reviews

Batavia’s Premier rental with amenities galore!

JoeRating, 5 stars6 months ago
Joey’s place was great! It was clean and comfortable, and came as advertised. Joey is very friendly and made check-in a seamless experience. I would definitely stay here again and recommend it to anyone interested.
Top guest favorite
The living room features a flat-screen television mounted on a black entertainment unit. A light-colored sofa with a nautical-themed cushion is positioned near a large window draped with sheer curtains, allowing natural light to brighten the space. A sliding door leads to a deck area.
Home in Bloomfield
5 out of 5 average rating, 16 reviews

2 Bedroom pool house

MillieRating, 5 stars5 days ago
Great peaceful place to stay while seeing local friends. Comfy inside, garage parking was an awesome plus and our dog absolutely loved the large open yard behind the guest house. The host was super friendly and responsive to any questions we had. Was exactly what we needed for our weekend!
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!

Weekly house rentals

Guest favorite
A newly renovated home is set amidst a lush green lawn, featuring a large porch with two yellow chairs. The exterior is clad in gray siding, and large windows provide ample light. Trees line the background, creating a serene atmosphere.
Home in Conesus
4.88 out of 5 average rating, 48 reviews

Lakehouse on Conesus Lake

CharlesRating, 5 stars6 months ago
Our stay on the lake was wonderful. The housing was perfect and met our needs. This would be a great house to rent during the summer months. WE had a little trouble locating the house initially as it is located among other houses and the drive down to the house is not clearly marked. If you are coming from the south you need to make a turn almost opposite the way you are coming into a steep drive to the housing. It needs to be better marked, maybe with an arrow and house number. The house could also us a little address sign on the walkway for clarification. HOWEVER, the stay was great and getting information to the person in charge was easy. The accommodations were very good. The view was wonderful. The water frontage is a bit steep but there are steps to bring you to the water. In all this is a wonderful home for vacation with amenities about 15 minutes away. I would give Nancy or Eric a call again.
Guest favorite
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
4.92 out of 5 average rating, 106 reviews

Cozy bungalow in desirable area!

ChristineRating, 5 stars2 weeks ago
Perfect location for us - centrally located in ROC and easy to get to family in suburbs we were visiting. The house was clean and comfortable, had a well stocked kitchen and very comfortable bed. We were very impressed with the quiet in the bedroom. The house is near 490 and there are chickens next door, yet you can NOT hear them. The white noise machine is really helpful. No fault of the owner, I should have asked, but the one thing I didn't like was the scent in some rooms. Very sensitive to that and it was annoying. I'd love to have Airbnb have an option for "scent free" when I'm booking a place. Frankie was very responsive whenever I did message him. Our dog, Zee loved the place. The backyard space was really nice for her to have.
Superhost
Home in Fairport
4.81 out of 5 average rating, 26 reviews

Beautiful Suburan Home

JonRating, 5 stars70 months ago
Beautiful property in a beautiful, quiet neighborhood. This place was perfect for our family of 5 children. Becca quickly responded to questions. I would definitely stay here again.
Top guest favorite
A peaceful yard is featured with a stone fire pit at its center, surrounded by grass and small shrubs. The sky is painted with soft, warm colors at sunset, casting a serene ambiance over the scene. Nearby structures include small cottages and trees.
Home in Lakeville
4.97 out of 5 average rating, 108 reviews

Lakeville, New York, Cozy Cottage

KeaRating, 5 stars6 months ago
We loved this place! I was here with two friends for a wedding, and we remarked over and over again what a delightful place to sit and visit- the decor is so cheerful, the couches are amazingly comfortable, we had a great view of the lake (Conesus Lake, I think?), and the electric fireplace was an extra cozy touch. Oh, and we arrived to find some amazing muffins- such a delightful treat!
Guest favorite
An inviting outdoor deck is featured, furnished with comfortable seating and a fire pit at the center. Lush greenery surrounds the space, with flower beds adding a touch of color. The well-maintained yard offers a sense of tranquility and privacy, perfect for relaxation.
Home in Fairport
4.94 out of 5 average rating, 110 reviews

Viva La Village- Family Friendly Stay

MirandaRating, 5 stars3 weeks ago
Chelsey offers a nice place in a great location on a quiet street. She was very helpful and quick to reply to questions. I would definitely come back. Thanks!
Top guest favorite
A cozy seating area is presented, featuring a day bed adorned with decorative cushions and a floral armchair paired with a matching ottoman. Light filters through two windows, illuminating the rich colors of the area rug underneath.
Home in Victor
4.96 out of 5 average rating, 366 reviews

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

WilliamRating, 5 stars2 days ago
Our two day stay was great, especially since we could bring our two dogs! The house was amazing and the furnishings were perfect! The space felt so much larger than we thought. It was amazingly clean and well organized.
Guest favorite
A modern living room features a comfortable sofa adorned with decorative pillows, complemented by an armchair. A sleek coffee table stands in front of a television, with an artistic black-and-white photograph displayed on the wall. Natural light fills the space through multiple windows.
Home in Rochester
4.9 out of 5 average rating, 104 reviews

Renovated 4BR | Historic Charm | Prime Location |

KathleenRating, 5 stars3 months ago
Peter and Ana were terrific hosts and their home is so cute! They were so responsive whenever we had questions, and they made the house very welcoming. We had lots of room to celebrate the holidays with family and the fenced yard for the dogs was fantastic!
Top guest favorite
A bright living area features a high ceiling with exposed beams, allowing natural light to illuminate the space. A dark sofa and a light-colored chair are arranged with a small table beside them. Large windows provide views of the outdoors.
Home in Canandaigua
5 out of 5 average rating, 106 reviews

Modern Farmhouse Whole Home Cozy Hot Tub

LesterRating, 5 stars3 weeks ago
The place was beautiful and well stocked with towels, sheets, blankets, kitchen utensils, etc. The color scheme, layout, and decor were so light and restful. The place was spotlessly clean. There was plenty of parking and a well-kept exterior and lawn. I highly recommend this place to anyone coming to the area! If you are booking it for outdoor activities such as the hot tub or firepit (which we weren't), just be aware that you can see other homes and the road from most of the outside.

Private house rentals

Top guest favorite
A living room is presented with a stylish black sofa paired with two decorative pillows. A softly lit lamp stands beside the sofa. A small dining table with chairs is positioned to one side, and a decorative piece hangs on the wall above. Natural light filters through sheer curtains.
Home in Rochester
4.94 out of 5 average rating, 62 reviews

Spacious Suburban Home in Gates NY

CalebRating, 5 stars1 month ago
If there was a way to leave a review rating HIGHER than 5 stars, we would!! So quiet, clean, and comfortable. Love property and our second time to stay here. Always so wonderful!!
Top guest favorite
Home in Naples
4.99 out of 5 average rating, 133 reviews

FLX lakeview w/ *NEW HOT TUB*, spacious 3 bd 2bath

SaraRating, 5 stars1 week ago
What a beautiful and peaceful home! We loved spending time in the hot tub, playing games, and enjoying the fire. Only downside was low water pressure in the primary bathroom shower, but not a huge issue. Galina was incredibly responsive and helpful. We loved our stay!
Superhost
A two-story blue house is seen under falling snow, with a welcoming porch featuring wooden railings. A stone wall borders the front, adding texture to the snowy landscape. The windows are adorned with white frames, contributing to the home's inviting appearance.
Home in Naples
5 out of 5 average rating, 4 reviews

Naples Chalet with a private suite

JonathanRating, 5 stars9 months ago
We stayed a week with another family. The location is great for several reasons including walkable to restaurants, wineries, breweries, hiking and other small shops. We chose it mainly for its central location to large state parks like Letchworth and Watkins Glen although there was a great hike just down the street. The home was clean, neat, updated and well appointed. Keypad entry was good for easy access. Nice touches inside and out that made it homey like decorative lights on the deck, books on the shelves, artwork on the walls. The unique layout also allowed each family some privacy. Homeowner was a pleasure to interact with, very responsive to questions and had helpful advice for the area. We very much enjoyed our stay!
Top guest favorite
A charming house is set against a backdrop of lush greenery, featuring a multi-gabled design and a welcoming front porch. Large windows afford natural light, and the overall structure reflects classic architectural details, enhancing its presence in the serene landscape.
Home in Geneseo
5 out of 5 average rating, 75 reviews

Private house with plenty of land and lakefront.

IzhakRating, 5 stars1 week ago
It was a wonderful experience staying at Larry and Don’s place. The house is so cozy, perfectly equipped, and very clean. The view of the lake from the windows is calming and adds to the uniqueness of the home. Larry and Don were fully available, and everything we hoped for was exactly as expected. We were four adults and four children, and we had plenty of space — it never felt crowded. We highly recommend staying with Larry and Don!
Guest favorite
The kitchen features wooden cabinets and black countertops, with a gas stove positioned for easy accessibility. A spacious layout includes a stainless steel refrigerator and a view into the dining area, where a wooden table with chairs is visible.
Home in Geneseo
4.9 out of 5 average rating, 86 reviews

Cozy Pet Friendly Ranch!

AdamRating, 5 stars1 month ago
We have stayed here a few times when we come to visit family. The place is always clean & located on a quiet street perfect for taking a walk. Karen has always been very receptive to messages. Check out is very easy too!
Guest favorite
A bright living area features a deep blue sectional sofa complemented by a bold red chair. Large windows invite natural light and showcase views of the lake, while a textured area rug adds a touch of warmth to the hardwood flooring.
Home in Canandaigua
4.92 out of 5 average rating, 49 reviews

Canandaigua Lakehouse Private Beach for Family Fun

KarenRating, 5 stars6 months ago
This was a perfect place to stay! Everything was very clean and has enough room for a big group of people. The views are amazing & could not recommend enough!! Host are super responsive as well!
Superhost
A silhouette of a boat hoist stands on the dock against a colorful sunset, reflected in the calm waters of Canandaigua Lake. The structure features a curved roof and a wheel, and the surrounding scene showcases serene hues of orange and purple.
Home in Canandaigua
4.83 out of 5 average rating, 46 reviews

Lakefront Home: 90 Feet of Frontage, Sunsets, A/C

KyleRating, 5 stars6 months ago
As described- nice place on the water great for a nice quiet getaway. I would definitely go back. Amenities are super close by and the grill and fire pit are huge adds for an awesome weekend. Some parts of the house are starting to show age a bit and some simple upgrades like bathroom doorknobs could go a long way, but the place is definitely charming and quaint!
Guest favorite
A large Victorian house features a welcoming front porch with seating, surrounded by lush greenery. The building showcases a light-colored exterior with multiple gabled roofs and windows. The well-maintained yard includes a neatly paved pathway and gives access to a spacious parking area.
Home in Charlotte
4.94 out of 5 average rating, 16 reviews

3br 3ba & 2 Kitchens! Just steps to beach and park

DavidRating, 5 stars4 months ago
We had a fantastic stay during Thanksgiving week. Perfectly situated on Beach Ave., close to lots of bars and restaurants. The home was fantastic. Really beautiful. As a small, but appreciated bonus, it was nice to have coffee pots in the front bedroom and kitchenette upstairs. Worth every penny. Gregory was a great host!

Quick stats about house rentals in Chili

  • Total rentals

    50 properties

  • Nightly prices starting at

    $30 before taxes and fees

  • Total number of reviews

    1.9K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Monroe County
  5. Chili
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