
House vacation 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.

The Cottage at Bushnell’s Basin
*NOTE: We are building another house on this property. Construction will not be active during your stay. See last photo for details. Small historic house in the heart of Bushnell’s Basin, Pittsford NY. Walking distance to the Erie Canal, restaurants, a local brewery, & several small businesses. Very close to I-90 & 490, offering easy access to Eastview Mall, Rochester, the Finger Lakes Region, & Bristol Mountain Ski Resort. 3 miles from the Village of Pittsford and 5 miles from Pittsford Plaza.

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.

E. Rochester Darling - Sleeps 6!
Located in a quiet East Rochester neighborhood and minutes from the 490 Expressway, this comfortable open concept home, featuring gleaming hardwood, is perfectly situated for any adventure you've planned in the Rochester area! Sleeping up to six, with three bedrooms and two updated bathrooms, this sun-filled house offers a wonderful home-away experience. One bedroom/bathroom is located on main floor for those who like to avoid stairs. Pets allowed if approved; please enquire. $25/night/pet.

The Lake House
Year-round home in the lakeside Summerville neighborhood. Bring your coffee/wine to the beach to view gorgeous sunrise and sunsets! Entertain on the private 18'X21' backyard deck with grill/fire pit. Perfect for summer and winter vacations, friends get-away, fishing trips with summer/ice fishing on the bay within a few minute drive. Shopping, waterfront, restaurants, hiking/biking trails are all within walking distance. Lake/beach access, playground and sledding hill within a one minute walk.

Walnut Pond Retreat-Private house & scenic grounds
Perfect getaway for nature lovers, or as an Artist's retreat. Pristine wooded hills, wildlife, greenery & fall foliage each in their season. Striking aquatic views of large manicured pond with water lilies to please Monet, and a dock from which to paint them. Diverse wild birds at established feeders & generally on the property. Wood burning fireplace inside & fire pit out. Full kitchen. Gas grill. Extra space. Laundry. Small library / reading room. 5 miles to nearest town. New Cable WiFi.

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.

Good location, Bright, South Wedge, AC and Parking
We continue to clean fastidiously, and provide excellent ventilation. Spacious 2nd floor flat with skylights, full kitchen and bath, living room, dining room and bedroom. There is Central Air conditioning and off-street parking. We are ideally located in the city of Rochester, close to Highland Park, the U of R and hospitals...and an easy walk to the cafes, (ice cream!) stores, pubs and restaurants of the South Wedge. Downtown in 10 minutes. Roc Cinema also reopened a short walk away.

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.

Spacious 2 Bedroom in Vintage 1910 Southeast Home
Enjoy a spacious, private apartment in an old home nestled in a quiet corner of Southeast Rochester with culture and nightlife nearby. Located in Swillburg, it is near the city center, U of R, and Rochester’s many museums, universities, and restaurants. Inside, relish in the memory foam beds, renovated full kitchen, claw foot tub, comfortable furnishings, and blazing fast Wi-Fi. And, with the owner living on site, it’s like having a friendly neighbor upstairs. You’ll always feel safe.

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.

Finger Lakes Hilltop Chalet Relax, Unwind & Renew
This log cabin chalet tucked back in the woods invites you to kick back and relax, with a cozy fireplace, hot tub, and rejuvenating sauna adding to the luxurious atmosphere. Nestled in the woods on 9 acres, the property provides a tranquil haven, complete with walking trails that allow you to connect with nature. Whether you're enjoying the warmth of the fireplace or strolling through the peaceful surroundings, this home offers the perfect blend of comfort and tranquility.

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

Fireplace, theater room, & fully equipped kitchen

Liberty House

Charming Pittsford Home-Indoor Pool-4 bedrooms

Luxury Home with pool-Historic Strawberry Castle

Private Family Retreat, Pool, Pickleball, 10 acres

Esten-Wahl Farm - Historic Landmark Victorian Home

Mid-Century Lake House in Finger Lakes Wine Region

Luxury w/ pool, hot tub, sauna & spa bathroom
Weekly house rentals

Perfect Oasis in Central Location

Victorian Home-2Br/2Ba w/ Huge Porch & Game Room!

4BR Home with Private Cinema

Cozy bungalow in desirable area!

Peaceful Retreat-Close to it All

Finger Lakes Getaway

Stunning 3 b/R Free Coffee by UoR Strong Hospital

Remodeled Home at the Drive-In
Private house rentals

Fabulous Fairport 2 bdrm home- walk to Erie canal

The Hub 1980s Board Game Vibe Letchworth Geneseo

Comfortable Stay near RIT & UR

Upstate Haven 3BR |Near UofR & Airport|1.5 BA

Cozy Home Near URMC, RIT, Strong

Luxury Stay Mins to Airport | Near RIT & UofR

Stay & Play Finger Lakes Golf Retreat w/ hottub

Peace of Mind Loft
When is the best time to visit Chili?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$27,412 GYD | G$28,249 GYD | G$26,784 GYD | G$26,784 GYD | G$29,295 GYD | G$29,923 GYD | G$31,387 GYD | G$31,597 GYD | G$27,830 GYD | G$28,667 GYD | G$27,202 GYD | G$30,341 GYD |
| 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 vacation rentals
Explore 40 vacation rentals in Chili

Nightly prices starting at
Chili vacation rentals start at G$6,277 GYD per night before taxes and fees

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

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Chili vacation rentals include wi-fi 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
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- Letchworth State Park
- Six Flags Darien Lake
- The Strong National Museum of Play
- Bristol Mountain
- Sea Breeze Amusement Park
- Chimney Bluffs State Park
- Keuka Lake State Park
- Stony Brook State Park
- Keuka Spring Vineyards
- Rochester Institute of Technology
- Fox Run Vineyards
- Knox Farm State Park
- University of Rochester
- Memorial Art Gallery
- Three Brothers Wineries and Estates
- High Falls
- Ontario Beach Park
- Genesee Country Village and Museum
- Seneca Park Zoo
- Del Lago Resort & Casino
- Finger Lakes Welcome Center
- Seneca Lake State Park
- Hamlin Beach State Park
- Kershaw Park





