
House holiday rentals in Chili
Find and book unique houses on Airbnb
Top-rated house rentals in Chili
Guests agree: these houses are highly rated for location, cleanliness and more.

Wooded Wonderland 2 bedroom house w/hot tub
Located on the northwest shore of pristine Hemlock Lake in the renowned Finger Lakes Wine Region of New York, Sans Souci “No worries" is a cozy guest house on the grounds of our historic winery O-Neh-Da Vineyard. Our charming guest house can be your escape from the daily grind. Enjoy the private hiking trail down to Hemlock Lake and site seeing close by. With the comforts of home at your finger tips, Sans Souci & Hemlock Lake are truly the gateway to the art of living well, Finger Lakes style!

Bristol Creekside Cottage
Unwind at this romantic getaway nestled in the beautiful Bristol Hills, just minutes away from Bristol Ski Resort, Canandaigua and Honeoye Lakes. This unique 1 bedroom 1 bathroom cottage is one of our two homes on the property along the peacefully flowing Mill Creek. Take in the natural beauty from the large patio and hot tub. Inside, enjoy the warmth of the gas fireplace, complimentary wifi and smartTV. The full kitchen and bathroom are well stocked with amenities to ensure a comfortable stay.

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.

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.

Cul-De-Sac Hideaway near ♥ of Downtown and Lake
★ Perfect place for a romantic weekend for two or a family/friends getaway ★ Just a 10-minute walk to downtown attractions, restaurants, breweries ★ Great access to Canandaigua Lake and Finger Lakes regions ★ Wi/Fi, TV, games/cards/books, washer/dryer included ★ Driveway offers two off-street parking spots ★ Full Kitchen, Master bedroom w/bath access, Extra pillows provided ★ Private enclosed backyard with deck and seating area ★ You'll find your stay private, clean, and safe ★ Coffee and Tea

Cheerful Garden Oasis/ Hottub + Holiday Decor
Cheerful Garden Oasis! A peaceful and scenic 2 story home close to everything Rochester has to offer. A luxury listing where you will enjoy the historic and beautiful neighborhood of Brighton. Warm up by the gas fireplace in winter. Bike to Brickyard Trail or Twelve Corners for ice cream in summer. Relax on the patio or in the hottub with views of beautiful gardens as ambient uplighting turns on at night. Sit by the firepit and make smores! Keep your eye out for wildlife and deer spotting.

The Creek House Private Home & Scenic Grounds
The Creek House: a fully renovated 1 bdrm, 1 bath home with a full modern kitchen and large new deck situated right next to a year round babbling brook. The creek is 15 feet from the foot of the deck stairs; its sounds lull guests to sleep each night. Frogs, salamanders, crayfish, and all manner of forest life abound. The stream meanders through the mixed park like and wooded parcel ending at a 25’ wide 6’ high waterfall. Antique clawfoot tub. Water may have a sulfur smell (see below).

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.

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

Penfield-Webster Home w/Pool - Park Like Setting
Charming 19th century 2,300 sq.ft. farmhouse with 3 large bedrooms on 1 acre. Stately coffer ceiling in expansive living room. Recently update with refinished floors, paint and new kitchen appliances. Inviting breakfast room with french doors leading to side yard. Private 1+ acre yard with 18'x38' in-ground pool on park like setting directly across from Town Park. 5 minutes to shopping and entertainment and a short 15 min. drive to downtown Rochester.

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.

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.
Popular amenities for house rentals in Chili
House rentals with a pool

Fireplace, theater room, & fully equipped kitchen

Charming Pittsford Home-Indoor Pool-4 bedrooms

Luxury Home with pool-Historic Strawberry Castle

Lakefront Estate | Pool, Hot Tub, Game Barn | Slee

Foster Hideaway - lake views, pool, hot tub.

Esten-Wahl Farm - Historic Landmark Victorian Home

Mid-Century Lake House in Finger Lakes Wine Region

Spacious Updated Country Home
Weekly house rentals

Quiet Home Near Cobbs Hill, Brighton, & the City

Perfect Oasis in Central Location

Cozy 3BR Home • WiFi, Games, Backyard

4BR Home with Private Cinema

Finger Lakes Hilltop Chalet Relax, Unwind & Renew

Upscale 2BR + Office, Safe, Quiet, & Convenient

Peace of Mind Loft

Peace and Enjoyment on Conesus Lake
Private house rentals

Brighton Retreat Near URMC & Pittsford Plaza

Home in Geneseo Letchworth park Destination

Super 2 bedroom on Conesus Lake

Lavender Escape

Sedona suite

Stay & Play Finger Lakes Golf Retreat w/ hottub

Henrietta Haven - Dog Friendly, Near RIT

Loft at the Vandenbergh Mansion
When is the best time to visit Chili?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $166 SGD | $171 SGD | $162 SGD | $162 SGD | $178 SGD | $181 SGD | $190 SGD | $192 SGD | $169 SGD | $174 SGD | $165 SGD | $184 SGD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 15°C | 20°C | 22°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about house rentals in Chili

Total holiday rentals
Explore 40 holiday rentals in Chili

Nightly prices starting at
Chili holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 2,120 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Chili holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chili rentals

4.7 Average rating
Chili stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Letchworth State Park
- Six Flags Darien Lake
- The Strong National Museum of Play
- Bristol Mountain
- Chimney Bluffs State Park
- Sea Breeze Amusement Park
- Keuka Lake State Park
- Stony Brook State Park
- Keuka Spring Vineyards
- High Falls
- Fox Run Vineyards
- Three Brothers Wineries and Estates
- Hunt Hollow Ski Club
- Memorial Art Gallery
- Ontario Beach Park
- Del Lago Resort & Casino
- Genesee Country Village and Museum
- Rochester Institute of Technology
- Seneca Park Zoo
- Finger Lakes Welcome Center
- University of Rochester
- Seneca Lake State Park
- The National Memorial Day Museum





