Vacation rentals in Oak Orchard

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Top-rated vacation rentals in Oak Orchard

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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, 106 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 clear pathway leads towards the waterfront, bordered by manicured bushes. The cottage, with a metal roof, features a welcoming entrance. Nearby, a dining area is visible along the water's edge, providing a serene view of the marina.
Home in Burt
4.88 out of 5 average rating, 517 reviews

Waterfront Cottage with Hot tub

Experience Niagara Falls USA and Lake Ontario like a local! You'll enjoy a restful sleep in our waterfront cottage right on the Newfane Marina and within walking distance of a public pebble beach. Our quaint cottage is just minutes from Olcott Beach, the Niagara Wine Trail, and world-famous fishing along Eighteenmile Creek and Burt Dam. Niagara Falls is about 30 miles away and the Buffalo metropolitan area is about 40 miles. End your day with the hot tub, barbecue, and drinks on our deck! Enjoy!

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
4.94 out of 5 average rating, 36 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 serene outdoor space is framed by tall trees, where a fire pit surrounded by several chairs is set up on green grass. The calm lake reflects soft pastel hues from a sunset, adding a touch of tranquility to the scene.
Cottage in Youngstown
4.93 out of 5 average rating, 402 reviews

Lakefront cottage, Youngstown USA

Cozy, secluded cottage off the main road with lake front. **Although we have lakefront property, there is currently no access to the water on our property***. Close to the village of Youngstown for boating, fishing, food, and entertainment. A 10 minute drive from Lewiston and Artpark. Stay hidden at the lake and relax, or explore the Niagara River and Lake Ontario! Also not far from Niagara Falls, one of the seven wonders of the world, and a short drive to the Canadian border!

Top guest favorite
A charming studio apartment is displayed, featuring a unique architectural design. Lush greenery and colorful flower beds surround the building, while a well-maintained driveway provides easy access. The entrance showcases large windows that allow natural light into the indoor spaces.
Loft in Lockport
4.99 out of 5 average rating, 303 reviews

The Niagara Loft

35 miles from Niagara Falls. Charming, completely furnished studio apartment in a separate building from other residences. In the Buffalo Niagara Region ( UB North Campus, Niagara Wine Trail, Erie Canal Bike Trail, Six Flags Darien Lake) Lovely, rural farm setting with private parking, private entrance, wifi and full kitchen. A pleasant retreat with alpacas for neighbors! No smoking inside or outside on our private property. 3 night minimum applies to Fall months only.

Guest favorite
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
4.83 out of 5 average rating, 89 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 favorite
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
4.98 out of 5 average rating, 180 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 on two double beds 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.

Superhost
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.
Apartment in Medina
4.88 out of 5 average rating, 184 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 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, 230 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.

Guest favorite
A charming cottage exterior is presented, featuring blue shingle siding and white trim. An American flag hangs from the porch, which is bordered by two green chairs. Sunlight illuminates the well-maintained lawn, enhancing the inviting appearance of the home.
Cottage in Kent
4.94 out of 5 average rating, 139 reviews

Captain Dan's Lake Ontario Cottage

Lake Ontario cottage with a large deck right on the water. Walking distance from some of the best Salmon fishing in the world with your boat or our charter fleet. Great restaurants and the Oak Orchard river and Lake Ontario to fish or boat on. Listen to the waves from your bedroom and watch lake freighters pass by day and night. Enjoy beautiful sunrises and sunsets over the water.

Guest favorite
A compact living space features a cozy sleeping area with a spacious bed. A kitchenette with wooden cabinetry is visible, alongside a dining area. Light streams in through multiple windows, illuminating the neutral color palette and natural wood accents.
Cottage in Kent
4.89 out of 5 average rating, 208 reviews

Newly Renovated Cottage on Oak Orchard Creek

Whether you are coming to the Oak the fish, relax or meet up with family and old friends, our cottages are a great place to call home during your stay. There is a kitchen with stove, microwave and fridge as well as a newly renovated bathroom and access to Oak Orchard Creek. Need fishing advice, stop next door at Narby's for tips as well as great prices on tackle.

Top guest favorite
A cozy living area features gray sofas facing a mounted television on the wall. Dark wooden shelving units hold decorative items. A round wooden coffee table sits in the center, accompanied by two comfortable chairs, creating a welcoming space for relaxation.
Apartment in Middleport
4.96 out of 5 average rating, 56 reviews

A vintage diamond in the rough

This 1 BR/1BA downtown apartment is perfect for a quaint getaway that is newly renovated. Within walking distant to coffee shop, pub and Erie Canal tow path. A short drive to downtown Medina, Albion, Lockport, Lake Ontario, Becker Farms/Vizcarra Vineyards & Becker Brewing Co, Niagara Wine Trail.

Popular amenities for Oak Orchard vacation rentals

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