Vacation rentals in Caledonia

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Top-rated vacation rentals in Caledonia

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

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Top guest favorite
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
4.96 out of 5 average rating, 388 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%!

Top guest favorite
A historic farmhouse is visible, framed by vibrant autumn foliage. A well-maintained driveway leads to the entrance, with a mailbox and flower arrangement at the forefront. The colorful landscape features lush green grass and scattered orange leaves, enhancing the serene appeal of the property.
Farm stay in Canandaigua
5 out of 5 average rating, 110 reviews

CMAC - 420 Friendly Horses Private Quiet Romantic

Our visitors have only 5 star reviews for Finger Lakes High View. " Best stay ever!"; "Clean, quiet and peaceful". Our working horse farm offers a comfortable stay; spectacular fall vistas and is only 6 miles from Canandaigua Lake. Chill with a beverage in our 3 season room. Visit with our horses. They are guest friendly and love carrots (provided). You will have a 5 star experience in this immaculate historic home-away-from-home that offers proximity to Canandaigua and a 420 friendly stay.

Top guest favorite
Apartment in West Henrietta
4.99 out of 5 average rating, 290 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 favorite
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.
Apartment 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 favorite
A kitchen area features wooden cabinets and a countertop with essential appliances, including a microwave and toaster oven. A small table with a white surface sits by a window, adorned with a vase of flowers. Two wooden chairs are positioned around the table.
Guesthouse in Wyoming
4.97 out of 5 average rating, 114 reviews

The Red Roof Lodge!

Enjoy a peaceful retreat at the Red Roof Lodge in Wyoming, NY! The apartment-style guest house is located above the barn. It's a perfect location for a tranquil getaway. Tucked away just off the beaten path, you'll find yourself surrounded by the sounds of nature. Unplug and enjoy morning walks along on-site walking trails, shower under the stars in the outdoor shower or visit nearby attractions like Niagara Falls, Letchworth State Park, Six Flags or the quaint town of Warsaw.

Top guest favorite
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 favorite
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, 384 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 favorite
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.
Apartment 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 favorite
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 favorite
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 favorite
The exterior of the A-frame home is featured, highlighting its unique architectural design. Large windows illuminate the interior with a warm glow, while a stone chimney adds character. The deck is visible, leading down to the water, surrounded by lush green grass and a stone border.
Cottage in Conesus
4.97 out of 5 average rating, 110 reviews

Stunning A-Frame lakehouse w/ all modern comforts!

Pamper your family and friends in our families beloved year round A-frame lakehome on Conesus Lake. Enjoy the amazing sunrises and gaze for hours. Meditate, read & sketch on the lovely deck. Fish right off the dock or venture off to your favorite cove. Bring your canoe / kayak or use one of our kayaks. This is a special place sure to create an experience and memories for a lifetime. Note: Dock removed for season in October.

Top guest favorite
Home in Naples
4.94 out of 5 average rating, 126 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.

Popular amenities for Caledonia vacation rentals

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