Holiday rentals in Caledonia

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Top-rated holiday rentals in Caledonia

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Barn in Perry
4.98 out of 5 average rating, 259 reviews

Boutique Barn Near Letchworth + Animal Encounters

Welcome to Highbanks at the West Barn, by Dell Collective ✨ Unique Barndominium Conversion ✨ Dell Collective - Check us out! ✨ Friendly Farm animals on property- Meet our Camel Sandy ✨ Chef's Kitchen ✨ Waterfall Showers + Soaking tub ✨ Smart TV + Fast Starlink Wifi ✨ 1 King bed, 1 Queen Bed, 1 Sofa bed ✨ Laundry ✨ Moments from Letchworth State Park ✨ Minutes to Silver Lake or Main Street in Perry ✨ 1.5 Hours to Niagara Falls ✨ Book a Hot Air Balloon Flight, go rafting or horse riding nearby!

Guest favourite
Home in Canandaigua
4.91 out of 5 average rating, 312 reviews

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.

Superhost
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
4.93 out of 5 average rating, 105 reviews

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!

Top guest favourite
Flat in West Henrietta
4.99 out of 5 average rating, 291 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.

Top guest favourite
A single-story house is surrounded by a well-maintained yard featuring green grass and various shrubs. A large tree is visible in the front, providing shade. The clear blue sky and scattered clouds create a serene setting.
Flat in Geneseo
4.9 out of 5 average rating, 304 reviews

The Nut House

This apartment is located in a beautiful country setting. There is private parking available for guests. Located on the first floor is the entrance to the hallway. Once inside you will have a private door to enter your private apartment. Outside you can enjoy your private patio in the back, a well kept yard, and very nice gardens. There is no stove, but we do offer amenities for simple cooking and reheating food. We also offer a basic continental breakfast with cereal and coffee.

Top guest favourite
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.
Place to stay in Churchville
5 out of 5 average rating, 102 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.

Top guest favourite
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.
Guest suite in Rochester
4.94 out of 5 average rating, 385 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.

Top guest favourite
A cozy living area features an electric fireplace beneath a mounted television. Comfortable seating is arranged around a decorative rug, with a small ottoman in the center. The well-equipped kitchen is visible in the background, with wooden cabinets and a dining area marked by two wicker chairs.
Flat in Scottsville
4.95 out of 5 average rating, 64 reviews

Scottsville Cozy 1BR apartment

Escape to this cozy one-bedroom apartment nestled above a detached garage in the heart of Scottsville, New York. Tucked just off Main Street, this private and comfortable space offers the perfect blend of small-town charm and convenient access to local attractions, dining, and nearby Rochester destinations. The fully equipped kitchen includes everything you need to prepare meals, enjoy a quiet breakfast, or brew your morning coffee before heading out for the day.

Top guest favourite
The exterior of the guest house features a mix of stone and siding, surrounded by vibrant landscaping. A pathway leads to the covered porch, which is furnished with seating. Colorful sunset skies create a warm backdrop, enhancing the peaceful countryside setting.
Farm stay in Caledonia
4.99 out of 5 average rating, 165 reviews

Fox Creek Farm Guest House (Genesee River Valley)

The Guest House at Fox Creek Farm is the perfect place to relax & enjoy the Genesee River Valley! Our family farm is situated on 30 acres and surrounded by beautiful farmland as far as the eye can see! Located at the end of a gravel road, the Guest House is perfect for couples, families, adventurers, business and equine travelers, and those visiting our many local wedding barn venues, breweries, wineries, lakes, golf courses, and other area attractions.

Top guest favourite
A light-colored, two-story house is shown with a sloped roof and multiple windows. A small deck with chairs is located at the entrance. Surrounding greenery includes trees and grass, providing a natural setting.
Home in Scottsville
4.98 out of 5 average rating, 215 reviews

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.

Top guest favourite
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
4.98 out of 5 average rating, 195 reviews

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.

Guest favourite
A welcoming living area is furnished with a patterned futon and two accent pillows, complemented by a glass coffee table. Natural light enters through a nearby window, with sheer white curtains softly filtering the sunlight. A decorative lamp and framed artwork add character to the space.
Flat in Le Roy
4.85 out of 5 average rating, 71 reviews

Fort Hill Hideaway Apartment Upstairs

Come enjoy a peaceful and cozy, fully furnished, one bedroom UPPER apartment. Forthill Hideaway is hidden around the back side of the house. If you have mobility issues this is not handicapped accessible and a little walk (approximately 50 steps) from the driveway. 1.5 miles from I-90 & 490 Leroy NY. Located between Rochester (20 minutes) and Buffalo (40 minutes). Free parking.

Popular amenities for Caledonia holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Livingston County
  5. Caledonia