Vacation rentals in Oak Orchard

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Top-rated vacation rentals in Oak Orchard

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Guest favorite

A metal bench is positioned amidst lush greenery, surrounded by tall trees that provide a natural canopy. Sunlight gently filters through the leaves, creating a serene and shaded spot ideal for relaxation in the beauty of nature.

Cottage in Waterport

4.95 out of 5 average rating, 104 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 deer is seen standing in a grassy area, surrounded by lush greenery. The animal looks calm among the foliage, with trees and plants framing the scene. Light filtering through the leaves creates a natural, tranquil setting.

Guest suite in Albion

4.94 out of 5 average rating, 16 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. Your area is completely private. Parking is in a trailer friendly circular driveway.

Top guest favorite

A welcoming entrance is highlighted by blooming flower beds filled with vibrant colors. The staircase leads to a black front door, flanked by windows that allow natural light to enhance the entrance. A simple wreath adorns the door, adding a touch of charm.

Apartment in Medina

5 out of 5 average rating, 38 reviews

Bunkhaus Loft

Welcome to our stylish and cozy 1 BR 2nd floor apartment in Medina’s business district. The living room has a game table and our full kitchen has all the appliances you need! With off-street parking, private entrance, and washer and dryer, you can make yourself at home. You’re a block from all the great downtown restaurants, bars, and boutique shops. Perfect for couples or a family. Stay for a local wedding, traversing the Erie Canal, or one of our numerous community events.

Top guest favorite

Two fluffy alpacas are featured, standing close together in a pen. The warm tones of their fur contrast with the rustic wooden fence and the dry grass in the background, providing a glimpse of farm life in a rural setting.

Loft in Lockport

4.99 out of 5 average rating, 288 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

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

4.95 out of 5 average rating, 143 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.

Top guest favorite

Apartment in Albion

4.98 out of 5 average rating, 164 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.

Top guest favorite

The storefront of a charming shop is depicted, featuring large windows adorned with festive decorations. A sign reading 'ellen j goods' is prominently displayed above the entrance, framed by a striped awning. The exterior showcases a warm and welcoming atmosphere, enhanced by holiday lights.

Apartment in Medina

5 out of 5 average rating, 50 reviews

The Cozy Corner

Welcome to our spacious 1 bedroom first floor apartment in the heart of historic Medina. Totally remodeled, stylish, and cozy. Stay for a weekend or fall in love and stay long term. You’re only blocks away from great downtown restaurants, bars, and boutique shopping. Great place for a couple or a couple of friends. Perfect place to stay for our local wedding venues, traversing the Erie Canal, or one of the numerous community special events.

Top guest favorite

Guest suite in Brockport

4.99 out of 5 average rating, 158 reviews

Studio Apt close to SUNY Brockport & Erie Canal

Spacious studio apartment in the lower level of a country home. 1 Queen Sized Bed, also the option of 2 fold out cots/air mattresses. A short drive from SUNY Brockport, The Erie Canal, 531, and 490 West. A few miles from grocery stores, dining, and other convenience shops. Private Full Kitchen and Bath. Wifi, Bike Storage, On-site Parking. Shared Back Patio and Private Back Entrance. Shared W/D. No Smoking, No Pets.

Superhost

A street scene in downtown Medina features charming brick buildings and well-maintained sidewalks. Brightly colored flower planters line the road, adding a touch of natural beauty. Side street traffic signals and crosswalks are visible, encouraging pedestrian activity in this inviting area.

Apartment in Medina

4.89 out of 5 average rating, 176 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

Cottage in Albion

4.94 out of 5 average rating, 217 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 commemorative bronze plaque is affixed to a stone surface, honoring William Pryor Letchworth as a humanitarian and conservationist. The plaque details his contributions to Glen Iris and the preservation of the surrounding natural landscape, with a waterfall visible in the background.

Cottage in Kent

4.95 out of 5 average rating, 133 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.

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

4.92 out of 5 average rating, 25 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.