Holiday 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!

Woodcliff Cottage

Woodcliff Cottage on the shore of Lake Ontario, NY, has been fully renovated. A new kitchen features granite countertops, 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. Falls a 20 minute drive.

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.

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.

The Eden Cottage-Family Kindly-Orchard Views-Sauna

Welcome to our peaceful, serene, and quiet 1.7-acre retreat surrounded by trees in beautiful Niagara-on-the-Lake Our charming, high-ceilinged bungalow offers a unique experience with friendly farm chickens and geese on-site, a garden boasting over 100 roses and plants, a sauna, and a fire pit. Unwind in the tranquil surroundings, create lasting memories, and relish the perfect blend of comfort and natural beauty Close to wineries and attractions Book now for an unforgettable family getaway!

King Fireplace Luxury Rooftop 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.

Meticulous Main St. Ranch 2 Bd Lux Apt. Rear Unit

This well-appointed, recently renovated, 1200 sq. ft. ranch duplex apt. is located on Main St in the heart of charming & historic Clarence, NY. The community is a beautiful, safe, and family friendly suburb of Buffalo, NY. The entire apt. is on one level, with four parking spaces next to the entrance. The beautiful open concept floor plan provides an abundance of natural lighting, creating a comfortable airy feeling, that is perfect for small gatherings, business travelers, and entertaining.

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

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.

Tranquil Nest - peaceful stay in Akron NY

This is the place to stay! Sunny rooms, quaint town near to Niagara Falls, Buffalo, Watkins Glen, Letchworth State Park, Darien Lake Amusements, skiing, golf, and all that WNY has to offer! Upper unit on quiet street, hypoallergenic, hotel quality bedding atop quality new mattresses, well-equipped kitchen, full bathroom with washer and dryer! Office space too.