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, 105 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 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, 31 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.

Superhost

Houseboat in Medina

5 out of 5 average rating, 5 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 living area features a vibrant woven area rug at center, surrounded by a yellow sofa and two armchairs. A lamp provides soft lighting next to the sofa, while a bookcase and a door lead to the bedroom. Floral wallpaper adds a classic decorative touch.

Apartment in Brockport

4.89 out of 5 average rating, 180 reviews

Brockport Village 1-bedroom yds. from Erie Canal.

Thoughtful one bedroom apartment on second floor of historic home. Centrally located in heart of old Brockport, and just 100 yards from the historic Erie Canal. Close to restaurants, laundry, art gallery and Erie Canal Welcome Center. Apartment has separate entrance. owned by cyclists who have cycled Erie Canal many times. All amenities to make your stay enjoyable, we'll help with bikes & repairs. Shuttle services & bike rentals. (fully equipped Trek hybrids for rent by request.)

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, 177 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

An inviting dining area features a light wooden table surrounded by four chairs. A cheerful arrangement of yellow flowers is displayed in a central planter. The adjoining living room is visible, with a comfortable seating arrangement and a modern ceiling fan. Natural light enters through the nearby windows.

Apartment in Medina

5 out of 5 average rating, 64 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.

Guest favorite

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

4.89 out of 5 average rating, 182 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, 227 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, 102 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 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, 201 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, 49 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.