Vacation rentals in Middleport

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!

Charming Carriage House in Niagara's Wine Country

A converted carriage house and former blacksmith shop with a rich history dating back to the 1800’s - updated with brand new modern amenities. This is a one level plus loft bedroom, ideal for those who have challenges with stairs. Centrally located near the Falls, Niagara Parkway, Niagara-on-the-Lake, casinos, wineries and the largest outlet mall in Canada (car recommended). A great gathering spot in any season with a full kitchen, laundry and outdoor space ready to entertain family and friends.

Luxury In The Heart Of Wine Country

Hidden along the shores of the Niagara River, Grayden Estate is nestled on a quiet dead end street in beautiful Queenston/Niagara on the Lake. A short drive to Old Town and within a few minute walk or bike to world class wineries, art galleries, farmers markets, hiking trails, parks and the waterfront, Grayden Estate is the ideal location for a peaceful quiet getaway for anyone looking to surrender to the simple living quiet life. Complimentary tour bikes are available for use. Lic # 112-2023

Beautiful Lakeside Cottage

Nestled on the picturesque shores of Lake Ontario in Wilson, this charming three-bedroom, one-bathroom private home is ready to welcome you. Just a short drive away, you’ll find an array of wineries, breweries, and delightful restaurants. The backyard oasis, overlooking the serene lake, offers breathtaking sunsets. Each bedroom is adorned with plush linens, ensuring a comfortable stay. We invite you to experience the joy of living in this beautiful home. Please note that there is a $75 pet fee.

Dockside Lodge with Hot Tub Overlooking Creek

Welcome to Dockside Lodge, your home away from home on the shallow, serene 12 Mile Creek in Wilson, New York. With parking for at least 3 cars, this brand new, dark blue ranch-style home with patio, hot tub, and creekside dock is situated in a quiet neighborhood, where you'll see ducks, Canadian geese, and sometimes swans. With space for up to 10 guests, along with a large back yard, you'll have plenty of room to relax and unwind in this unique and inviting space. Bring your kayaks and canoes!!

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.

King Fireplace Luxury Loft Gym Bball EV+

Experience the unique luxury! Perfect for family, business, or romantics. With high end finishes, 16' ceilings, a stunning 6' fireplace, this space exudes comfort & elegance. Unwind in the 5' round tub, or enjoy a movie on the 85' smart tv, while appreciating the building's history. For the active guests, an indoor basketball court and gym. Office area for business travellers. Seasonal rooftop area for sunsets or enjoying the weather. Additional bedrooms can be added for larger groups.

Secret Garden Cottage Old Town Niagara-on-the-Lake

The Secret Garden Cottage is a charming home situated right in the Historic Old Town of NOTL. In any season, enjoy the entire house AND the gifts that this beautiful area has to offer: Walk or cycle to the many high-quality wineries, outstanding restaurants, charming shops in town, and highly-acclaimed Shaw Festival productions. Or cozy up with all of the comforts of home, enjoying a glass of local wine on the back deck or in the Garden Room, while gazing out over the stunning Secret Garden.

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

Tiny Farm Retreat

Escape to the Country to relax and reset! You’ll love our Tiny House with your own designated outdoor space. It’s totally private and separate from our family home to ensure a peaceful getaway. Perfect for a romantic trip or a quiet space to refresh. This small cottage is built on an oversized trailer frame, and feels very spacious. A private 4 season hot tub allows you to enjoy outdoors all year long!

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.

Easy walk to Lake Ontario!

Private Yard and walking distance to The Wilson House, Brownies Eats and Treats, Wilson Brew Company, Matty's Pizza, T&R's Corner store, The Wilson Boathouse and Lake Ontario for some gorgeous sunsets! Clean Home! Fully stocked eat in Kitchen, Dining room, Living room, 2Q bedrooms, 1 Full and 1 half bath. Side porch with comfortable seating and access to side yard and gardens.