Vacation rentals in Oak Orchard

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Top-rated vacation rentals in Oak Orchard

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Guest favorite
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 favorite
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 favorite
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,

Top guest favorite
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 favorite
Home in Waterport
4.95 out of 5 average rating, 42 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 favorite
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, 73 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.

Guest favorite
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.

Top guest favorite
Houseboat in Medina
5.0 out of 5 average rating, 22 reviews

Erie Canal Houseboat!

Venice, Amsterdam, and.... Medina, New York? Live like a European this side of the pond aboard the Erie Floatel - the first-of-its-kind houseboat rental on the Erie Canal. Docked in the wide waters of Medina's Canal Basin, the Erie Floatel offers a unique overnight experience immersed among downtown's shops, bars and eateries. Thoughtfully designed, this floating bungalow sleeps two on a full-size bed. A kitchenette, full bath, and TV/wifi are on board, with private covered deck outside.

Guest favorite
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
4.89 out of 5 average rating, 62 reviews

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

Guest favorite
A cozy cottage is set along the shoreline, featuring a covered porch with a selection of outdoor chairs and a small table. Lush grass leads to the water’s edge, with a few potted plants adding a touch of greenery. The cottage's exterior showcases light-colored siding and large windows.
Cottage in Lyndonville
4.92 out of 5 average rating, 65 reviews

Lake Ontario Nautical Twilight

Escape to this peaceful lakeside cottage, perfect for a romantic getaway or relaxing weekend with friends. Start your mornings with stunning sunrises, coffee on the deck, and the soothing sound of the waves. Spend the day kayaking along the shoreline, enjoying local wine, or curling up with a good book. In the evening, unwind with breathtaking sunsets and a bonfire by the water. Be sure to check out the guidebook for local favorites and recommendations.

Guest favorite
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
4.93 out of 5 average rating, 186 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 favorite
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 vacation rentals