Holiday rentals in Oak Orchard

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Top-rated holiday rentals in Oak Orchard

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Guest favourite
Home in Waterport
4.97 out of 5 average rating, 101 reviews

Beautiful Home Minutes From Lake Ontario fishing

Freshly remodeled, fully furnished, four bedroom home in a country setting close to Lake Ontario's famed fishing locations. Two story, open floor plan. First floor Kitchen, living room, dining room, bathroom, three bedrooms. One bedroom upstairs. Private large country yard. Only minutes away from Lake Ontario, Lake Alice, and the Oak Orchard River. Great for fishing, boating, kayaking, leisure. Ring video security sys. We are located half way between Rochester and Buffalo/Niagara Falls.

Guest favourite
The kitchen features wooden cabinetry and a spacious dining table surrounded by six wooden chairs. Natural light enters through a glass door, while a colorful light fixture hangs above the table, adding a warm touch. A modern gas stove and a laundry area are also visible.
Home in Medina
4.96 out of 5 average rating, 24 reviews

Modern, Amish-Built Farmhouse, 3 bedrooms sleeps 6

Experience rural living in this exquisite 3-bedroom Amish-built home, with custom craftmanship, beautiful woodwork and Amish-built furniture. Perfect for a quiet getaway with gorgeous views of woods, meadows, & farmland, a few miles from restaurants & local attractions. Outdoor enthusiasts: minutes from kayak launches, fishing, apple picking, nature trails, & more. Cozy fireplaces, 3 bedrooms w/ walkout basement for easy access + room to stretch out. Porch + deck to enjoy sunrise + sunset!

Top guest favourite
A welcoming entryway features light gray walls and a natural wood floor. A console table with decorative accents stands against the wall, complemented by a mirror. Natural light filters through the front door, which is adorned with a simple wreath.
Home in Akron
5 out of 5 average rating, 44 reviews

Home Sweet Akron

Relax and unwind in this brand new 3 bedroom home furnished in a beautiful modern farmhouse theme. Located within walking distance to the Akron/Clarence bike path and a 5 minute drive to Timerlodge, The Sterline and Akron Acres wedding venues. Home has an attached deck overlooking a pond to enjoy your morning coffee or a glass of wine @ sunset. The village of Akron is host to several resaurants and quaint shops. A park is situated right in the cente of town featuring a splash pad and gazebo.

Top guest favourite
A spacious living area features a cozy sectional sofa and a plush white couch, complemented by a decorative rug. Natural light streams in through skylights and windows, highlighting a modern electric fireplace beneath a simple mantel.
Home in Albion
5 out of 5 average rating, 12 reviews

Lakefront property

Take it easy at this unique and tranquil getaway. This place is a gem you don't want to miss! Very spacious, comfortable and peaceful. You have your own dock to fish off of, go kayaking or pedal boating. at night relax on a very large porch or roast some marshmallows by the firepit. Close by there are farms you can pick your own fruits/veggies and can shop at local and Amish markets. Only 15 min away is Medina, a charming town with unique attractions to visit. This is the place you want to be!

Top guest favourite
Home in Waterport
5 out of 5 average rating, 29 reviews

Quiet cottage

Unwind in this calm, stylish home. Perfect for solo travelers, couples, and small families. Cozy, modern, functional spaces for all to enjoy. This cottage is newly renovated and upgraded with numerous amenities. Tucked away property with a number of interior accommodations. Located in a private, tranquil area with lots of outdoor space and privacy. Close proximity to Lakeside State Park and local fishing marinas. Reasonable distance from prime locations including Lake Ontario and Point Breeze.

Top guest favourite
A historic home is framed by vibrant autumn foliage, featuring a circular porch with multiple arches. Colorful trees surround the property, and fallen leaves blanket the lawn, contributing to a serene outdoor setting that invites exploration.
Guest suite in Albion
4.93 out of 5 average rating, 61 reviews

Historic Homestead

We are very pleased to welcome you to our rental! You enter the rental space from a 10'x10' private deck. The unit is a private bed and bath, and the former formal living room of the house, which has a snack area . You will be staying in a large bedroom, which used to be a ladies parlor, and now has a brand new attached bathroom. The living room is equipped with a microwave, Keurig and mini fridge, and a new air conditioner ! Your area is completely private. Park in front circular driveway.

Top guest favourite
The exterior of a modern farmhouse is depicted, featuring a dark facade and a welcoming entryway with wooden steps and a covered porch. A large tree stands nearby, and landscaped green grass surrounds the home, contributing to a serene rural setting.
Home in Clarence Center
5 out of 5 average rating, 107 reviews

Second Chance Ranch

Settle in like you haven't left the comfort of your own home in this modern day farmhouse style property. This newly renovated home comes with all the amenities to connect with your family / friends while keeping you disconnected from the hustle and bustle of the city. This 3 bedroom, 2.5 bath home is located in the rural area of Clarence. Just 10 minutes from all restaurants and bars local to the area, 25 minutes from the City of Buffalo, and secluded enough to enjoy your time and privacy.

Top guest favourite
A spacious two-story home is set against a winter landscape, with snow covering the ground and reflecting a pastel sunset. The entryway is framed by neatly trimmed shrubs and trees, while a curved driveway leads to the house and garage.
Guest suite in Barker
5 out of 5 average rating, 54 reviews

The West Wing

No cleaning fees!! Enjoy the peace & serenity of quiet country living while staying in our large, 2 bedroom attached in-law suite. Take a walk across the street & discover the amazing scenery, wildlife & lake access Golden Hill State Park has to offer. Feel like sightseeing? Venture your way down the Niagara Wine Trail & visit over a dozen great wineries. Take advantage of nearby attractions including Niagara Falls, Erie Canal Cruises & Darien Lakes Theme Park…all within an hour drive.

Guest favourite
A cozy living area features a sofa adorned with floral-patterned cushions and a vibrant yellow throw. A wooden coffee table sits in front, with a decorative plant placed on it. A floor lamp and side table with a small vase enhance the welcoming space.
Home in Medina
4.84 out of 5 average rating, 102 reviews

Cozy Village Flat Nestled in the heart of Medina

Adorable Flat in the heart of Medina just blocks away from the Erie Canal. This cozy flat has one bedroom and sleeps 3 people. The bedroom has a queen bed and there is a futon/sleeper in the living room. Be your own chef in this newly renovated kitchen or enjoy close by restaurants! Enjoy the sounds of nature from the yard while also taking in the peaceful neighborhood. Up to two dogs allowed $75 per stay. Please let us know if you are bringing a dog.

Top guest favourite
A cozy living area is featured, showcasing a plush sectional sofa and a wooden coffee table. Two vintage oars are mounted on the wall, enhancing the rustic charm. A stand lamp and a small wooden chair complement the space, which is illuminated by natural light through nearby windows.
Flat in Albion
4.98 out of 5 average rating, 186 reviews

Lagom Living Not too little ~ Not too Much

Our Airbnb is an entire two-bedroom apartment in an 1800s home in Albion, NY. You’ll have plenty of room to settle in and stretch out here. We can sleep five people in one queen, one double bed and a couch. The comfortable living room is stocked with board games and our full kitchen has all the appliances and kitchenware you need to make your own meals. With onsite parking, a private entrance, and washer and dryer, you can really make yourself at home.

Top guest favourite
An inviting dining area features a light wooden table surrounded by four chairs. A cheerful arrangement of yellow flowers is displayed in a central planter. The adjoining living room is visible, with a comfortable seating arrangement and a modern ceiling fan. Natural light enters through the nearby windows.
Flat in Medina
5 out of 5 average rating, 72 reviews

The Cozy Corner

Welcome to our spacious 1 bedroom first floor apartment in the heart of historic Medina. Totally remodeled, stylish, and cozy. Stay for a weekend or fall in love and stay long term. You’re only blocks away from great downtown restaurants, bars, and boutique shopping. Great place for a couple or a couple of friends. Perfect place to stay for our local wedding venues, traversing the Erie Canal, or one of the numerous community special events.

Guest favourite
An elegant two-story vintage home features a white exterior with black shutters and ornate porch details. The well-manicured front yard is adorned with various seasonal decorations, while a stone pathway leads to the inviting entrance. Lush greenery and trees create a serene backdrop.
Flat in Medina
4.88 out of 5 average rating, 188 reviews

Cozy, quaint entire 1 bedroom apartment

Welcome to this quaint vintage upstairs apartment as part of a large 1800's home. Cozy and comfortable with all your basic necessities. Private off street parking in the heart of the village of Medina. You are walking distance from downtown unique shops, boutiques and restaurants. It is less than an hour drive to Niagara Falls, Buffalo and Rochester and about 15 minutes from Lake Ontario (famous for fishermen).

Popular amenities for Oak Orchard holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Orleans County
  5. Oak Orchard