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
Home in Canandaigua
4.91 out of 5 average rating, 314 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.

Guest favourite
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, 292 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
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, 103 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 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, 167 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 rustic tiny home is displayed, featuring wooden siding and a welcoming entrance. Decorative paddles are positioned on either side of the front door, flanked by wooden privacy screens. The surrounding landscape consists of a gravel pathway and sparse trees, creating a natural backdrop.
Tiny home in Hemlock
4.94 out of 5 average rating, 161 reviews

Little Lodge in Hemlock

Adventure awaits you in this rustic getaway. This tiny home used to be a hunting lodge and we have renovated and updated the space to be a peaceful spot for whatever brings you out our way. We like to think of it as the bee keeper’s lodge. Close to Hemlock, Canadice, Honeoye, and Conesus lakes for hiking, fishing, kayaking, or picnicking. Or enjoy a night in! There is a gas grill, patio, outdoor dining area, fire pit, and a game shed out back.

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.

Guest favourite
A red wooden staircase leads up to a private entrance on the side of the apartment. The entrance is framed by light-colored siding and a modest outdoor light. Lush greenery and grass surround the walkway, contributing to a serene outdoor setting.
Guest suite in Rochester
4.94 out of 5 average rating, 194 reviews

Completely furnished 1 bdrm in suburbs!

Relax in this cozy, fully furnished in-law apartment with a private entrance, thoughtfully separated from the main home by a hallway and two doors for added privacy. Nestled in a quiet suburban neighborhood, yet just minutes from expressways, shopping, restaurants, and local colleges. Greater Rochester Airport is only 15 minutes away, and Roberts Wesleyan College is just 2 minutes. Shared driveway with plenty of parking.

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.

Top guest favourite
A backyard seating area is set with a round table and four chairs beneath a large red umbrella. A stone patio provides a solid surface, with decorative flowers and lush green grass surrounding the space. A small outdoor fire chimney stands nearby.
Home in Rochester
4.99 out of 5 average rating, 244 reviews

Homey/private ranch near Henrietta comercial area.

Updated ranch with all you need for your stay. Conveniently located near commercial strip, restaurants and colleges. Close to freeway, and 12 mins to downtown and airport. Bordering with Pittsford , parks and trails. We are not hosting local residents at the moment. Thank you for your understanding. ABSOLUTELY NO PARTIES OR GATHERINGS AT ANY TIME. NO THIRD PARTY RESERVATIONS.

Top guest favourite
Flat in Geneseo
5 out of 5 average rating, 37 reviews

The Hilimire Suite

Enjoy our beautiful 10+acre horse farm from your contemporary and well-appointed studio apt above the garage. Spacious and comfortable, with kitchenette including Keurig coffee/tea and basic supplies. The space has both a queen and a single bed and is perfect for a relaxing getaway. It is conveniently located only 2 miles from the village of Geneseo

Popular amenities for Caledonia holiday rentals

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