Vacation rentals in Middleport

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.

Spacious House on the shores of Lake Ontario

Enjoy a beautiful lake front home on the southern Lake Ontario Shores, minutes away from the famous Niagara Falls State Park, Old Fort Niagara, the Niagara wine trail, and much more. Jump on the nearby Lewiston-Queenston bridge and you will be in Canada in minutes, visiting Niagara on the Lake or Toronto for the day. If relaxing on a beautiful deck overlooking the waters of Lake Ontario is what you desire this is also the place for you. WE DO NOT ALLOW PARTIES or FAMILY REUNIONS 8 person max

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.

Lost Vineyards | Wine Tasting Space | Fire Pit

Escape to our charming home in the heart of Niagara-on-the-Lake! Nestled amidst picturesque vineyards, this property offers an unforgettable getaway. Indulge in a wine lover's paradise with a unique wine tasting space! Outside you can savour local wines while taking in stunning vineyard views from our patios. As the sun sets over the vines, gather around the fire pit for cozy conversations under the starlit sky. Book your stay today & create lasting memories in the heart of wine country.

Enchanted Creekside Cottage in NOTL

Welcome to Enchanted Creekside House! Our tranquil cottage is nestled alongside a creek, offering the perfect location for a peaceful family getaway. Enjoy the serene beauty of nature while still being just a short 9-minute drive from the heart of Niagara-on-the-Lake, where you can explore charming shops, restaurants, and a variety of wineries. Enchanted Creekside House is the perfect home base. Whether you're looking to unwind and recharge, or seeking adventure and exploration!

The Worthy Escsape 2BR, Porch & Pet Friendly

This charming 2BR, 1BA home in the historic village of Medina is perfect for a relaxing getaway. All on one level, it sleeps 4 with two queen beds, fresh linens, and thoughtful touches. The cozy living room has a sofa, dining area, and smart TV, while the updated kitchen is stocked with essentials. Relax on the covered porch with your morning coffee or evening drink. Pet friendly, up to 2 dogs ($75 fee). Just minutes to Main Street shops, dining, the Erie Canal, and local trails.

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

Woodcliff Cottage

Woodcliff Cottage has been fully renovated. A new kitchen features granite countertops, high-end range, island/bar and spectacular views. The kitchen opens into a spacious living room with gas fireplace and more windows looking out over the new deck and Lake Ontario. Enjoy a sunset campfire at the fire pit with stairs leading down to Lake Ontario. 2 Bedrooms, 2 baths with walk-in shower and shower with full bathtub. We also rent Shell Cottage next door.

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.