Cottage holiday rentals in Middlesex County

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Top-rated cottage rentals in Middlesex County

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Guest favourite
An aerial view captures the expanse of Lake Erie, with its calm waters reflecting a clear blue sky. The sandy beach is bordered by a promenade, with various structures and parking visible. Green spaces and trees line the foreground, providing a natural contrast to the shoreline.
Cottage in Port Stanley
4.95 out of 5 average rating, 110 reviews

Blue Moon Manor w/ Arcade

Welcome to Blue Moon Manor located in the sought after Kokomo Beach Club Community! Newly built in 2022 and centrally located to all the incredible attractions that make Port Stanley such a fun getaway! Our beach house/cottage w/ arcade is minutes away from the beautiful beaches of Lake Erie! Along with our beautiful beaches you will find something for everyone with Museums. incredible restaurants, the main strip for some nightlife and entertainment, hiking trails, Golf course and so much more!!

Top Guest favourite
The exterior of the log cabin cottage is showcased with distinctive wooden siding and a green roof. Wrap-around balconies include multiple plants in pots. The structure is set amongst green trees, adding to the natural ambiance of the surroundings.
Cottage in Aylmer
4.99 out of 5 average rating, 132 reviews

Bruce Beach House- Cozy winter retreat by the lake

Enjoy a relaxing getaway at the Beach House, just a minute’s walk to the beach! This unique log cabin cottage features a modern kitchen, cozy reading nooks, and a 1920s railway car incorporated right into the home. The top level is bright and airy, with a large balcony to enjoy your morning coffee or listen to the waves at night. Enjoy full lake views during the winter season! Be sure to check out the local wineries, stroll through the lavender farm, or visit the nearby restaurants & gift shops!

Top Guest favourite
A view from a window showcases a landscaped garden with lush greenery and a stone pathway. A deer is seen standing in a grassy area, while vibrant potted flowers are arranged near a wooden deck. A barbecue grill is visible on the patio.
Cottage in Port Stanley
4.96 out of 5 average rating, 55 reviews

Winter Stay in Port Stanley

One bedroom on the main and an additional upstairs for up to 2 extra guests - same booking. Deck, sunporch, AC, fully equipped. Would suite mature and senior travelers. Lovely pond and private/quiet location. October to March is discounted for off season PLUS I will reimburse the Airbnb fee (in cash upon arrival if you book for a month)!!! Perfect home for snowbirds or someone wanting to see what Port Stanley is like before moving here. Municipality of Central Elgin Licenced and Inspected.

Top Guest favourite
A modern home is showcased with large windows and a spacious stone patio. Natural stone steps lead to the yard, which features manicured grass and scattered boulders. Surrounding trees add to the serene environment, creating an inviting outdoor space.
Cottage in Port Stanley
4.95 out of 5 average rating, 109 reviews

Stunning Cliffside Lakeview Home on 1.3 Acres

Sweeping landscape is the background for serenity at this stylish home; a picturesque view of the lake, outdoor fire pit, charming forest, small man-made pond & plenty of deer sightings. Screened-in gazebo w/ outdoor dining table & plenty of outdoor seating incl. lounge set. Inside boasts 2 bedrooms & sunroom w/ 2 pull-out couches w/ lake views. Finished bunkie with a full bathroom available for over 6 guests . Walkable to Little Beach, 7 min drive to Big Beach. No beach access from property.

Superhost
A welcoming cottage exterior features a blend of natural wood and stone elements. Lush greenery and flowering plants surround the entrance, which is accentuated by a stone path leading to the front door. A double garage is visible on the left side of the structure.
Cottage in Lambton Shores
4.85 out of 5 average rating, 116 reviews

Spacious Cottage w/HotTub,Private Beach Grand Bend

Peace and tranquility awaits you at Riverview Cottage! With over 3000 sq feet of space, you and your guests will have the room you need to enjoy a vacation together. Nestled in the private neighborhood of Huron Woods, you are a stroll away to enjoy the beautiful private beach and witness world famous sunsets on Lake Huron. A quick zip down the road brings you to the main Grand Bend beach for some more hustle and bustle where you can enjoy a variety of shops, restaurants, bars and activities.

Top Guest favourite
The open-concept living area features soaring wooden ceilings and large windows that invite natural light. A modern kitchen with a white island counter flows into a cozy seating area, which includes a comfortable couch and coffee table, while soft views of the surrounding greenery can be seen beyond.
Cottage in Fingal
4.95 out of 5 average rating, 75 reviews

Private Lake Front Chalet- With Pickleball Court!

Welcome to our chalet, a beautiful sanctuary nestled amidst the forest and overlooking Talbot Creek. Outfitted with a unique blend of rustic charm and modern comfort, it's the perfect destination to slow down and make memories. With 3 bedrooms, 3 pullout couches and 2 separate living rooms, there's plenty of space to spread out and enjoy the space. Surrounded by birdsong and far away from the hustle and bustle of the city, this chalet is the perfect spot to getaway with friends and family!

Guest favourite
The bungalow is framed by a well-maintained garden featuring a mix of landscaping rocks and greenery, including shrubs and flowering plants. A gravel pathway leads to the entrance, where white chairs are visible on the porch, under a canopy of trees.
Cottage in Lambton Shores
4.95 out of 5 average rating, 143 reviews

Summer Cottage/ 3 Bedroom Bungalow

Enjoy your getaway in beautiful Grand Bend Ontario! Summer bookings in July and August are Friday to Friday weekly bookings ( 7 night minimum). The bungalow is comfortable and spacious. It is perfect for families, couples and small groups. Situated next to Pinery Provincial Park where you can enjoy a long hike on the numerous trails amongst the tall trees, birds and wildlife. Enjoy a great summer or winter holiday! Restaurants, boutiques, vintage shops, ice cream, golf !!!

Guest favourite
Cottage in Port Stanley
4.82 out of 5 average rating, 34 reviews

Outdoors With Love Beach House | Serene and Cozy

Adventure meets relaxation at this Beach House, just a 7-minute stroll from the beach. Surrounded by lush trees, it features a two-tier deck for dining or yoga, and a peaceful light-filled sunroom perfect for journaling, reading, recharging or working on your next big idea. With surfer charm, pet-friendly vibes, and space for families or couples, it’s your beach town escape whether you're chasing waves or scoops of ice cream, some golf or pickleball or simply enjoying quiet mornings.

Top Guest favourite
Four resort-style loungers are positioned in a row on sandy beach, facing the calm blue water. The clear sky stretches overhead, enhancing the serene beach environment. Lush grass is visible in the foreground, providing a natural boundary between the loungers and the beach.
Cottage in Port Stanley
4.99 out of 5 average rating, 78 reviews

Newly renovated cottage on large private beach

Kick back and relax in this freshly renovated beach retreat. This property was recently taken back to it's studs and fully updated to lakeside luxury for you to enjoy. Sip your morning coffee from the gazebo on your private beach and spend your evenings roasting marshmallows by the fire to the sound of the crashing waves. We aim to provide you with a resort-like, turn-key experience. STR License Number: twenty twenty five - eleven - twenty one - zero zero nine

Guest favourite
A wooden deck extends towards the water, featuring several Adirondack chairs arranged for relaxation. Potted greenery adds a touch of nature, with expansive views of the lake and surrounding landscape visible in the background.
Cottage in Aylmer
4.89 out of 5 average rating, 19 reviews

The Ice House

Welcome to our peaceful cottage retreat located in Port Bruce ON. Nestled in a serene setting overlooking Cat Fish Creek and Lake Erie, this cozy getaway is the perfect spot for a relaxing family vacation. Whether you're lounging indoors or exploring the scenic surroundings, our cottage provides the ideal backdrop for creating lasting memories with your loved ones. Experience the tranquility of lakeside living at our charming retreat.

Top Guest favourite
Cottage in Lambton Shores
4.99 out of 5 average rating, 116 reviews

Luna Vibes Delight Cottage Luxury Stay & Hot Tub

Luna Vibes Delight is a calm and stylish retreat, perfect for kicking back and relaxing in the heart of Lambton Shores. Just a short drive to beaches, wineries, markets, and golf courses, with an accessible Ausable River boat launch on our street. This one-floor home features modern finishes and a large, private lot backing onto farmland. Unwind on the back patio deck and enjoy peaceful pink-sky sunsets in a quiet, serene setting.

Guest favourite
An open living area is presented with a mix of green and brown seating. A glass coffee table sits centrally, surrounded by decorative pillows. A neon sign is mounted on a green plant wall, while a glimpse of the kitchen area and additional seating is visible in the background.
Cottage in Port Stanley
4.9 out of 5 average rating, 50 reviews

The Sunbeam Cottage in the heart of P.S.!

Welcome to The Sunbeam! Located steps away from one of Canada's nicest Blue Flag beaches and surrounded by the Main Beach's neighbouring bars and restaurants, The Sunbeam truly is in the middle of the action! Whether you're looking for a full day on the beach or a break from the sun with a refreshing beverage and some live music, this location has something for everyone. Central Elgin STRL License Number: 2025/11/24/010

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