Holiday rentals in Oak Orchard

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Top-rated holiday rentals in Oak Orchard

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Guest favourite
The spacious kitchen features modern stainless-steel appliances, including a refrigerator and oven. Ample cabinetry and a large countertop provide plenty of space for meal preparation. A window allows natural light to brighten the area, highlighting the rich wood flooring.
Home in Waterport
4.97 out of 5 average rating, 107 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
A charming cottage showcases a combination of white siding and a metal roof, accented by a red brick chimney. A wrap-around deck is visible, bordered by green grass and flowering planters, creating a tranquil outdoor space surrounded by trees.
Cottage in Waterport
4.95 out of 5 average rating, 111 reviews

Oak Orchard Bliss: Angler’s Haven & Family Oasis

Welcome to Crooked Creek Property! There is so much to love about this cozy cottage right on Oak Orchard River. Let yourself in with the high-tech Nest keypad and get to enjoying the huge wrap-around deck that overlooks the Oak Orchard River. The property provides privacy and offers direct access to the River via a private walking path down the river bank. Enjoy your time on the creek fishing, kayaking, canoeing, swimming, or just enjoying the beauty of nature. We have Kayaks available to rent!

Guest favourite
A one-story cottage is set near Lake Ontario, framed by lush greenery. Wooden decking leads to the entrance, while a grassy area extends towards the water's edge. The structure features large windows and a simple exterior. A vehicle is parked nearby, highlighting the accessible location.
Home in Kendall
4.77 out of 5 average rating, 119 reviews

The Love Shack

Nice & cozy Winter get a way with lower rates! Lake front 2 bedroom plus pull out couch with hot tub overlooking beautiful Lake Ontario. This recently remodeled 2 bedrooms on Lake Ontario is 20 miles west of Rochester, NY. 2 king beds, pull out couch,6 man hot tub, cable TV, Netflix, HBO, HULU, TVs in both bedrooms and living room, stereo, full kitchen all the pans and silver, all fresh clean bedding, outdoor shower (full bath too) towels, paper goods, books, bikes, board games, ro ck painting,

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, 26 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 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
5.0 out of 5 average rating, 14 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
4.95 out of 5 average rating, 43 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.

Guest favourite
A charming house with a large front porch is displayed, featuring multiple windows that allow ample natural light. The exterior is complemented by colorful autumn foliage, and an American flag is proudly displayed near the entrance.
Home in Waterport
4.93 out of 5 average rating, 15 reviews

Entire home on Lake Alice.

Escape to our newly renovated home on Lake Alice. Unwind and enjoy the lake view. Fish off the dock or bring your boat to enjoy Lake Alice. Great place for kayaking, fishing and swimming. Sit out back and enjoy a fire in the spacious yard. Explore the area and enjoy the local farm markets, visit Lake Ontario, Point Breeze is less than 10 minutes away where there is award winning salmon fishing, charter boats. Cook in our fully equipped kitchen or just relax and enjoy friends and family.

Guest favourite
Home in Medina
4.94 out of 5 average rating, 32 reviews

The Worthy Escsape 2BR, Porch & Pet Friendly

This charming 2BR, 1BA home in the historic village of Medina is perfect for a relaxing getaway. All on one level, it sleeps 4 with two queen beds, fresh linens, and thoughtful touches. The cozy living room has a sofa, dining area, and smart TV, while the updated kitchen is stocked with essentials. Relax on the covered porch with your morning coffee or evening drink. Pet friendly, up to 2 dogs ($75 fee). Just minutes to Main Street shops, dining, the Erie Canal, and local trails.

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, 192 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.

Guest favourite
The kitchen features exposed brick walls complemented by dark cabinetry and a spacious island. A chandelier illuminates the area, highlighting stainless steel appliances and a sink. Two large windows allow natural light to fill the space, creating a warm ambiance.
Flat in Albion
4.93 out of 5 average rating, 187 reviews

Bunked on Bank

Welcome to Bunked on Bank! This second story loft style apartment is centrally located between Rochester and Buffalo. Conveniently located near Niagara Falls, Letchworth State Park and Lake Ontario for plenty of day trips during your stay. This apartment offers two queen size beds and two twin beds. The bathroom includes a large soaking tub along with a stand-up shower. Full kitchen with all the amenities. Free parking on site. WiFi included.

Guest favourite
A bright living space is presented with large windows allowing natural light to fill the room. Light-colored curtains frame the windows, while a spacious bed occupies one side. A small dining table with chairs and a cozy seating area are visible, enhancing the comfortable atmosphere.
Guest suite in Albion
4.84 out of 5 average rating, 106 reviews

The Tillman Room at the Fairhaven Inn

Experience luxury in The Tillman Room #1 at The Fair Haven Inn. This two-bedroom suite comfortably sleeps six and features a bright living space, two double beds on the main floor, and two twin beds in the upper-level sanctuary. The suite includes a full bathroom with handicap accessibility, fresh linens, Wi-Fi, a flat-screen TV, and a kitchenette with microwave, micro fridge and coffee pot. Ideal for wedding parties and family getaways.

Guest favourite
The exterior of a vibrant blue house is framed by lush green trees, with a well-maintained lawn leading towards the lake. A spacious deck is visible, adjacent to the water, providing a serene setting for relaxation and outdoor activities.
Cottage in Albion
4.95 out of 5 average rating, 246 reviews

Lake Front: Beautiful Cottage on Lake Alice

Lake front designer gem has Main House, Boat House and Bath House. Boat House is an additional fee and offered seasonally : see details below. Gourmet kitchen, rock fireplace, expansive deck, stairs to lake with dock, swim platform, fire ring, beach chairs, 4 kayaks and a canoe for your use. Just a day trip away to Niagra Falls or Toronto and 5 min to Oak Orchard River which hosts World Class Fishing.

Popular amenities for Oak Orchard holiday rentals