Holiday rentals in Oak Orchard

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Top-rated holiday rentals in Oak Orchard

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Guest favourite
Cottage in Waterport
4.95 out of 5 average rating, 108 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, 103 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 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, 27 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, 59 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 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, 14 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
An open-concept living space features a large sectional sofa in black leather, accented with red pillows. A rectangular dining table is set for six. Light wood flooring complements a patterned area rug, while large glass doors invite natural light and offer access to the outdoors.
Home in Gasport
4.93 out of 5 average rating, 154 reviews

Elegant Country Retreat

This Sprawling Country getaway , open floor concept for the entire family . Spend time outside at the Beautiful Gazebo savoring the peace and quiet of the rustic setting. Minute away from Famed Becker Farms and Vizcarra Vineyards. Take a relaxing and informative boat ride on the Erie Canal Cruises in nearby Lockport NY or walk across the street and take a Stoll down the Historic canal on foot. 4 bedroom and 2 full baths there is plenty of space for the whole family to make lasting memories.

Top guest favourite
A lush garden is displayed with a variety of colorful flowering plants, bordered by a circular lawn. Towering evergreen and deciduous trees provide shade and greenery, while a distant car is visible along the gravel path, contributing to the rural setting.
Home in Albion
4.93 out of 5 average rating, 139 reviews

Little Lake Farm House

10 mi from Pt Breeze, NY for great fishing; with a circular driveway for easy boat towing. Area's attractions are Niagara Falls and Seneca Niagara Casino, Batavia Downs, both the Niagara & Finger Lakes Wine Trail & Erie Canal. Close to SUNY Brockport and Genesee Community College; 45 mins to Rochester & Buffalo colleges, as well as 45 mins to Darien Lake (26 mi); slightly over an hr to Niagara Falls. 1/4 mi from the Erie Canal Towpath. Great for biking/hiking/cross country skiing!

Top guest favourite
A serene sunset view is captured over the lake, with the sun casting a golden glow on the water. The image features the edge of a spa tub in the foreground, with gentle ripples of water visible. A blue chair is positioned nearby, inviting relaxation.
Cottage in Barker
4.95 out of 5 average rating, 101 reviews

Lake Front Vista & HotTub

Enjoy Spectacular Lakefront views. Relax at your own pace. Take a dip in the spa tub or just enjoy the scenery Very quiet road Speedy internet Fire-pit Enjoy the Niagara Wine Trail 2 Bdrm 6 min to Golden Hill Park 12 min to White Birch Golf course 15 min to Olcott/Burt (fishing charters) 20 min to Waterport/Kent (fishing charters) 50 min to Niagara Falls *Promo: 3rd night or more, will be discounted ~25% (no discount on cleaning and fees, excl 06/23-09/10)

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, 185 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
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, 187 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).

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, 235 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

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