Holiday houses 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

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.

4.97 out of 5 average rating, 108 reviews
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

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!

4.95 out of 5 average rating, 111 reviews
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

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,

4.78 out of 5 average rating, 121 reviews
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

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!

4.96 out of 5 average rating, 26 reviews
Guest favourite
Home in Medina

Historic Stonehaven Mansion w/ Modern Touches

Experience the charm of The Historic Stonehaven Mansion, an 1850s Italianate estate once owned by renowned Medina Sandstone quarry owner Patrick Horan. This 4,800 sq/ft, 5-bedroom, 3-bathroom Medina Sandstone masterpiece was restored in 2024, blending historic elegance with modern comfort. Located in the heart of Medina, N.Y., just steps from Bent’s Opera House, the Medina Railroad Museum, and the Erie Canal, guests can enjoy a walkable getaway surrounded by history, dining, and small-town charm

5.0 out of 5 average rating, 14 reviews
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

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!

5.0 out of 5 average rating, 14 reviews
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

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.

4.94 out of 5 average rating, 16 reviews
Guest favourite
A serene view of a cottage nestled among trees along a calm shoreline. The still water mirrors the blue sky and lush greenery, creating a peaceful atmosphere. The stone waterfront leads to vibrant landscaping surrounding the home.
Home in Lyndonville

North Star Cottage

Immerse yourself in nature at this rustic getaway just steps from Lake Ontario. Centrally located between Buffalo, NF, and Rochester, this beautiful cottage offers panoramic views of sunrises and sunsets! Enjoy the spectacular night skies with no light pollution and breathtaking views of Lake Ontario’s stunning blue waters! Gourmet kitchen, newly renovated bathroom, and open floor plan! Master bedroom has panoramic views of the lake! Cottage was featured in Buffalo Spree Magazine Nov. 2023

4.85 out of 5 average rating, 34 reviews
Guest favourite
A wooden cabin is nestled among bare trees, showcasing a wrap-around porch that offers a view of the surrounding landscape. The scene reflects a winter setting with patches of snow visible on the ground, complemented by the muted tones of the forest.
Cabin in Waterport

The Cabin on Oak Orchard River

Rustic secluded lodging on Oak Orchard River, a 1/2 mile from the dam and world class fishing. This unit is nestled in the woods on the river bank and has 4 single beds in two bedrooms. The wrap around porch on the river edge makes you feel like you're right on the River. This unit has A/C, WiFi, microwave, no stove, refrigerator, TV, Keurig and drip coffee machine (bring your own coffee). Our units are basic accommodations used primarily seasonally by avid fishermen but all are welcome.

4.8 out of 5 average rating, 15 reviews
Guest favourite
The exterior of the cottage displays a clean white façade with colorful flower boxes beneath two large windows. Steps lead to a welcoming entryway, with landscaped greenery surrounding the entrance and soft outdoor lighting along the pathway.
Cottage in Kent

2BR cottage lakeview Rochester & Niagara Falls

The Lakeview is a comfortable, warm, and inviting 2 bedroom cottage with a view of Lake Ontario from the living room window. Acquired in 2019, The Lakeview was cleaned corner to corner, freshly painted, and all linens were replaced with new comfortable pillows, high thread count sheets, and towels. 1 bedroom has a queen bed, the other has 2 twin beds.There is also a full sized couch. All linens are included. Steps away from restaurants and local marinas.Parking is available

4.89 out of 5 average rating, 65 reviews
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.
Apartment in Albion

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.

4.98 out of 5 average rating, 192 reviews
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.
Apartment in Albion

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.

4.93 out of 5 average rating, 192 reviews

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