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

Welcoming Country Getaway near Buffalo, NY

Escape to this peaceful home on 1.5 acres in Clarence. Enjoy a fully updated kitchen, cozy living room with gas fireplace, spacious bedrooms, and modern baths. Relax in the private backyard surrounded by mature trees. Fast Wi-Fi, laundry, central A/C, whole-house generator, and garage parking included. Just 30 mins from Buffalo, 40 mins from Niagara Falls, with shops and dining nearby. Great for weekend getaways, family visits, business travel, work-from-home, and game-day gatherings — Go Bills!

Home Sweet Akron

Relax and unwind in this brand new 3 bedroom home furnished in a beautiful modern farmhouse theme. Located within walking distance to the Akron/Clarence bike path and a 5 minute drive to Timerlodge, The Sterline and Akron Acres wedding venues. Home has an attached deck overlooking a pond to enjoy your morning coffee or a glass of wine @ sunset. The village of Akron is host to several resaurants and quaint shops. A park is situated right in the cente of town featuring a splash pad and gazebo.

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.

The West Wing

No cleaning fees!! Enjoy the peace & serenity of quiet country living while staying in our large, 2 bedroom attached in-law suite. Take a walk across the street & discover the amazing scenery, wildlife & lake access Golden Hill State Park has to offer. Feel like sightseeing? Venture your way down the Niagara Wine Trail & visit over a dozen great wineries. Take advantage of nearby attractions including Niagara Falls, Erie Canal Cruises & Darien Lakes Theme Park…all within an hour drive.

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.

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.

Lake Ontario Nautical Twilight

Escape to this peaceful lakeside cottage, perfect for a romantic getaway or relaxing weekend with friends. Start your mornings with stunning sunrises, coffee on the deck, and the soothing sound of the waves. Spend the day kayaking along the shoreline, enjoying local wine, or curling up with a good book. In the evening, unwind with breathtaking sunsets and a bonfire by the water. Be sure to check out the guidebook for local favorites and recommendations.

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).