Vacation rentals in Middleport

Historic Stonehaven Mansion w/ Modern Touches

Experience the charm of The Historic Stonehaven Mansion, an 1850s Italianate estate once owned by renowned Medina Sandstone quarry owner Patrick Horan. This 4,800 sq/ft, 5-bedroom, 3-bathroom Medina Sandstone masterpiece was restored in 2024, blending historic elegance with modern comfort. Located in the heart of Medina, N.Y., just steps from Bent’s Opera House, the Medina Railroad Museum, and the Erie Canal, guests can enjoy a walkable getaway surrounded by history, dining, and small-town charm

Cottage On The Lake

The perfect peaceful getaway directly on the Lake! This newly remodeled Lakefront cottage is an ideal setting to escape the hustle and bustle of life. Rest & recharge while enjoying the beautiful scenery of Lake Ontario w/ all the indoor comforts you expect. 1 hour drive from both Niagara Falls & Buffalo, less than 45 minutes from Rochester. Enjoy fresh produce & Amish made goods from local farm stands. Food truck & Ice Cream 3 mins away. 5 mins away from award winning salmon fishing charters.

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.

Four Season Country Home with pool and hot tub.

Welcome to our retreat! With four bedrooms on 2nd floor, two and a half bathrooms, this home is the perfect escape to indulge in a peaceful getaway with plenty of room to spread out. Bring the whole family or a group of friends. Ideally located within easy reach of Niagara Falls, Royalton Ravine Park, Vizcarra Vineyards & Brewery at Becker Farms, Spring Valley Winery, Big Ditch Brewing Co., Darien Lake or historic Lockport including the Caves. Close to Erie Canal pathway for a hike or biking.

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.

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.

One Bedroom Retreat with Modern Comforts

Make yourself at home in this bright and comfortable upstairs apartment — the perfect spot for a relaxing getaway, family visit, or extended stay. Thoughtfully furnished and fully equipped, it’s designed to give you both comfort and convenience. Fully stocked kitchen with everything you need to cook meals at home. In-unit full-size washer and dryer to make longer stays easy. King size bed. Private off street parking. All in the heart of downtown just blocks from the Erie Canal.

Akron Country Retreat

Welcome to our beautiful home, perfectly located across from Arrowhead Golf Course in Akron NY. This spacious and pristine retreat is ideal for families and larger groups. With ample room for everyone, you'll find comfort and convenience in every corner. Enjoy the well-appointed interiors, modern amenities, and a serene atmosphere. Whether you're here to golf, explore the area, or simply relax, our home offers the perfect getaway. Book now for an unforgettable stay!

Cozy water front cottage

Relax with family or friends at this peaceful place to stay. Enjoy a 480sqf. Studio cottage on Lake Ontario. The cottage consists of an outdoor area, a queen size bed, a pull-out sofa, a 40inch TV, dining area, full bathroom, and a kitchen. Enjoy the view, a nice swim, have a fire, or use the grill. You can bring yard games to play in the yard, or there is a small natural boat ramp to put in your own kayaks or canoes. There are friendly dogs free roaming the area.

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.

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.

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).