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, 107 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!

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 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 favorite
A light-filled living area features a comfortable sofa and two armchairs arranged around a coffee table. Large windows offer views of the lawn and nearby lake, while a ceiling fan adds to the airy ambiance. A subtle area rug defines the space.
Cottage in Wilson
5 out of 5 average rating, 113 reviews

Cozy Lakefront Home 30 minutes from Niagara Falls

We are a lake front property located directly on Lake Ontario in Wilson NY that offers you beautiful views, stunning sunsets and a peaceful place to relax. We offer a comfortable 2 bedroom 2 bath home with 2 living areas, a fully equipped kitchen & a beautiful front porch that invites you to relax and unwind. There is so much to enjoy in our Niagara Region and our home is in the middle of it all! Close to wineries, restaurants, shopping, biking & hiking trails, swimming, kayaking & fishing.

Top guest favorite
Home in Waterport
5 out of 5 average rating, 23 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
4.94 out of 5 average rating, 50 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.

Top guest favorite
The exterior of the timber-frame home is shown, featuring large two-story windows and wood accents. A covered veranda extends from the structure, offering seating. Surrounding greenery and manicured grass enhance the natural setting, inviting a peaceful retreat in the countryside.
Home in East Aurora
4.98 out of 5 average rating, 123 reviews

Timber-frame home on 12 wooded acres

Featured in Buffalo Spree and Artvoice, this timber-frame home features stunning hickory and black walnut interiors illuminated by two-story windows that face the morning sun. Radiant floor heating and earthen-plaster climate design. Wake up in queen and king beds, lounge under covered verandas, and shop right next door at Thorpe’s organic farm store. • 7 minutes from the Village of East Aurora • 24 minutes from Bills stadium • 1 hour from Niagara Falls

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, 233 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
Two Adirondack chairs in contrasting colors of red and teal are positioned on a green lawn facing a calm lake. A small firepit is located between the chairs, surrounded by a clear view of the water and a cloudless sky.
Cottage in Kent
4.94 out of 5 average rating, 105 reviews

Lakefront 2BR between Rochester and Niagara Falls

Point Breeze Lake Ontario, NY Q Bed, 2 twins and a couch sleep 4-5 fully equipped kitchen, WiFi, TV BBQ steps to marinas, restaurants, historic lighthouse Minutes from wineries, antiques, Amish crafts and markets hour to Niagara Falls,Buffalo,Rochester WE WELCOME SMALL TO MEDIUM SIZED DOGS FOR AN ADDITIONAL FEE OF $30. PER NIGHT. PLEASE ADD AS ADDITIONAL GUEST (3 GUEST MINIMUM W/ PET). Thanks!

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, 217 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.

Guest favorite
A well-equipped kitchen features light wooden cabinetry and a center table surrounded by four black bar stools. A retro-style stove is prominently displayed, complemented by a small vase of flowers. Soft lighting and a window with green curtains enhance the bright ambiance.
Apartment in Akron
4.97 out of 5 average rating, 136 reviews

Tranquil Nest - peaceful stay in Akron NY

This is the place to stay! Sunny rooms, quaint town near to Niagara Falls, Buffalo, Watkins Glen, Letchworth State Park, Darien Lake Amusements, skiing, golf, and all that WNY has to offer! Upper unit on quiet street, hypoallergenic, hotel quality bedding atop quality new mattresses, well-equipped kitchen, full bathroom with washer and dryer! Office space too.

Top guest favorite
A charming cottage is set against a vibrant sunset sky, with soft hues illuminating the surrounding trees. The front entrance is framed by a welcoming porch, leading to a grassy area that gradually slopes away from the building.
Cottage in East Aurora
4.92 out of 5 average rating, 206 reviews

Charming 2 bedroom cottage on the EA golf course

Welcome to Maplelinks. Relax at this quiet and quaint 100 year old 2 bedroom/1 bathroom guest cottage located right on the East Aurora Country Club less than a mile outside of the village. 15 minutes from Bills games. 20 minutes from downtown Buffalo. 20 minutes from skiing. Private off street parking. Self check-in anytime after 3pm. (Sorry. No pets.)

Popular amenities for Oak Orchard vacation rentals

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