Holiday rentals in Caledonia

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Top-rated holiday rentals in Caledonia

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Top guest favourite
A wooden cabin exterior is framed by lush greenery, featuring a spacious deck with seating and string lights. Stairs lead from the deck down to a manicured lawn, which extends toward a small pond hidden among the trees.
Cabin in Hemlock
4.97 out of 5 average rating, 378 reviews

Chickadee Cabin: A Peaceful Finger Lakes Retreat

Enjoy a peaceful escape into the woods at Chickadee Cabin! Tucked into the hillside with scenic views of nearby Honeoye Lake, this cozy cabin offers the perfect blend of seclusion and convenience. Unwind in nature while being a short drive from local wineries, breweries, hiking trails, and Bristol Mountain. Come relax and recharge in our cabin retreat! WINTER WEATHER ADVISORY: An all-wheel or 4-wheel drive vehicle is required to get up the driveway in snow. Stay 7 nights or more and save 20%!

Guest favourite
Home in Canandaigua
4.91 out of 5 average rating, 295 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.

Top guest favourite
Flat in West Henrietta
4.99 out of 5 average rating, 277 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
Cabin in Hemlock
4.99 out of 5 average rating, 231 reviews

Honeoye Hidden Gem!

Stay in our cozy, completely renovated cabin in the woods where elegance meets quaint…nestled in the Finger lakes and wine country region..to include craft breweries as well..Includes all new appliances /heat /AC with all the comforts of home! Also has an automatic generator in the rare event of power failure. This property offers 1 mile of mowed trails and 60 acres to explore! Hiking, cross country skiing and snowshoeing available.Snowmobiling trails and ski resorts just minutes away.

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, 294 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
A serene lakefront cottage is surrounded by trees, featuring a spacious deck that extends over the water. A boat is docked at the private pier, providing easy lake access. Large windows reflect light from inside, enhancing the inviting outdoor space.
Cottage
4.95 out of 5 average rating, 152 reviews

Hook, Wine and Sinker

Completely updated in 2022! Canandaigua lakefront 5 minutes outside of Naples, NY! Level lakefront- Stunning views of South Hill- perfect for autumn leaf gazing and also summertime swims off the permanent dock. With kayak, inflatable toys, gas BBQ, WiFi, cable TV & electric awning over a picnic table. Enjoy s’mores over the campfire pit. Tastefully decorated, well equipped kitchen, washer/dryer & bedroom AC. Escape to the vineyards, Bristol Mtn. & all the Finger Lakes has to offer!

Guest favourite
The living area features green walls, wooden flooring, and a cozy layout. A queen size bed is partially visible, accompanied by a small round table and two chairs. A television is mounted on the wall, and natural light filters through the window, accentuated by sheer curtains.
Guest suite in Rochester
4.94 out of 5 average rating, 163 reviews

Private studio apartment near UofR/RIT/airport

My place is close to the airport, multiple colleges, family-friendly activities, public transport. You’ll love my place because of the quiet privacy, the people, the neighborhood. My place is good for couples, solo adventurers, business travelers, and small families. There is a very good chance you will encounter two very friendly dogs in our yard. They do not go into your space. Patrick is a feisty 15 lb pup and JR. is our doodle puppy. Many great restaurants in the area.

Top guest favourite
Cottage in Hemlock
4.95 out of 5 average rating, 210 reviews

Cottage in Hemlock

The peaceful atmosphere of this lovely home has everything you’ll need for a restful stay. Within a few miles of Hemlock, Canadice, Conesus, and Honeoye Lakes, enjoy canoeing, kayaking, fishing in the lakes or hiking, biking on the many nearby trails. Close to the Finger Lakes wine trails, local breweries, and distilleries. You’ll have the entire home to yourself. The bedroom has a queen size bed, and there are two self-inflating twin size air mattresses.

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, 157 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, 211 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
Home in Naples
4.94 out of 5 average rating, 120 reviews

Romantic Ski-View Retreat by the Fire

Escape to a romantic retreat with stunning ski-slope views just across the road. Cozy up by the outdoor fire pit, unwind in Adirondack chairs under the stars, or stay in for a relaxed night of board games. Enjoy peaceful mornings overlooking the mountains. Thoughtfully designed for couples, this private hideaway blends comfort, charm, and scenic beauty—perfect for ski weekends, quiet escapes, and unforgettable time together.

Guest favourite
An open kitchen features light wood cabinetry and dark countertops, complemented by stainless steel appliances. A dining area is presented next to large windows, allowing natural light to fill the space, and a small table is surrounded by four chairs.
Home in Brockport
4.9 out of 5 average rating, 152 reviews

Large Family Home in Heart of Brockport

Nestled in a quiet and beautiful neighborhood, this large 3 bedroom 2 1/2 bath home with patio and large yard is the perfect retreat! This property is in the village of Brockport, which is located along the famous Erie Canal, and is a quaint college town which is both established and vibrantly youthful! The double garage is available for use during your stay. Pets welcome if approved - $25/night/pet. Please enquire.

Popular amenities for Caledonia holiday rentals

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