Cottage holiday rentals in Middlesex County

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Top-rated cottage rentals in Middlesex County

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Guest favourite

Cottage

4.9 out of 5 average rating, 51 reviews

Bobbin’ Lo Cottage

Welcome to Bobbin’ Lo! We are excited for you to enjoy our beautifully renovated cottage that’s located in the heart of Port Stanley and just a short 2 minute walk away from Main Beach. Bobbin’ Lo has been upgraded with many amenities that you will find perfect to suit your stay. The cottage is a single level open concept layout that is well equipped for entertaining friends or enjoying a family getaway. The cottage sleeps 4 people. There are two bedrooms, one with a queen bed and one with a double bed. All linens are included. You will be able to enjoy indoor and outdoor meal times with our fully equipped kitchen which offers bar chairs and an outdoor BBQ and shaded dining area that seats 6 people comfortably. There are 2 parking spots available (1 is for a small vehicle). Enjoy your morning coffee or some late night board games in the fully enclosed spacious sunroom. Living room with Smart TV, fireplace, couch, and chair Sunroom with couch 2 private bedrooms - one double bed, one queen bed Bathroom with shower Wifi Air conditioning Stocked kitchen with cookware, dishes, and utensils Coffee maker Propane BBQ Microwave

Guest favourite

Cottage

5 out of 5 average rating, 31 reviews

The Haven on Harrison Place

Nestled in the beautiful and peaceful community of Orchard Beach, this luxurious, bright, newly renovated cottage is only a short walk to Little Beach (5min). Featuring brand new stainless steel appliances,brand new furniture, walk-in shower, washer/dryer on site. In the evening, cozy up by the campfire while watching the visiting deer grazing in the yard. This cottage will not disappoint - perfect location and amazing decor. *Long term rental from October to April available, please message me

Guest favourite

Cottage

5 out of 5 average rating, 12 reviews

Charming Log Cottage-Grand Bend-Pinery Pass-BBQ

Escape to our charming year-round log cottage, nestled in a serene neighborhood within the beautiful Carolinian Forest. Our pet-friendly cottage is perfect for families, friends, nature lovers and those seeking a peaceful retreat. The cottage is located between Port Franks and Grand Bend, across from Pinery Park. Our free pass to the park offers access to trails and beaches making it a unique escape. The cottage boasts a large backyard, furnished deck, BBQ, and a fire pit to enjoy your evenings!

Guest favourite

Cottage

4.99 out of 5 average rating, 111 reviews

The Bruce Beach House - Cozy cottage by the lake!

Enjoy a relaxing getaway at The Bruce Beach House, just a minutes walk to the beach! This unique log cabin cottage features a modern kitchen, cozy nooks, and a 1920’s 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 from the cottage during the winter season! Be sure to check out the local wineries, walk through the lavender farm or visit the nearby gift shops!

Guest favourite

Cottage

4.98 out of 5 average rating, 50 reviews

Hillcrest Cottage

Welcome to Hillcrest Cottage, a historic cottage walking distance to everything Port Stanley has to offer! Close proximity to walking path to little beach and downtown ~ 5 min. This charming, newly renovated cottage has a large kitchen, spacious living space, central air, a covered front porch and beautiful back yard with fire pit. Hillcrest cottage is clean bright and meticulously maintained. Located in a quiet mature area, the perfect place to relax during your stay in Port! No pets please.

Guest favourite

Cottage

4.94 out of 5 average rating, 87 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.

Guest favourite

Cottage

4.93 out of 5 average rating, 61 reviews

Look out over Port Stanley Main Beach

Situated along the hilltop of Port, this cottage offers guests sweeping views and summer vibes like no other! Just a short walk from the beach, this cottage has been completely renovated to a high standard, and makes a great spot to soak up the sun with friends and family alike. Trust us, you’ll have enough space for all your vacation needs. Port has so much to offer visitors to our sunny town, including a soft sand beach, charming shops, a selection of restaurants, and exciting nightlife.

Superhost

Cottage

4.87 out of 5 average rating, 94 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.

Superhost

Cottage

4.9 out of 5 average rating, 21 reviews

5 Bedroom Cottage in Grand Bend!

5 Bedroom cottage in a very quiet neighbourhood. 3 min drive to the Pinery Provincial Park and 5 min drive to the Grand Bend main strip. Cottage is located parallel to the Pinery Provincial Park boundary. This is a great space to enjoy a family getaway with multiple living areas! -Hi Speed Wifi Included - 5 Bedroom - 2.5 Bathroom - Very spacious cottage and quiet neighbourhood - BBQ with Propane - Air Conditioner - can sleep 10 adults very comfortably with plenty of room for kids

Guest favourite

Cottage

4.94 out of 5 average rating, 89 reviews

Cute Cottage steps from the Main Beach

Located across the road from the main beach on a dead end street. Within walking distance to the harbour, restaurants, bars, parks, tourist attractions, pier, boat ramp, etc. You’ll love the location of my quaint 1920's cottage. It's equipped with everything you need. In the summer months only, a separate guest house w/ bathroom and bed is included - for a total of 8 guests. My home is great for couples, solo adventurers, business travellers, and families (with kids).

Guest favourite

Cottage

4.95 out of 5 average rating, 111 reviews

Sunny Woods Beach House, Grand Bend

A serene escape from the city, our picturesque cottage is surrounded by majestic trees and only minutes away by foot to the private beach. The Sunny Woods Beach House is located in Huron Woods, a beautiful community area that includes a basketball court, and a playground for the kids. The cottage also backs onto the Pinery Provincial Park with many of its rooms and the large deck and patio overlooking the forest with views that will make you want to come back.

Guest favourite

Cottage

4.95 out of 5 average rating, 21 reviews

The Retreat on Mill Street

Unwind and enjoy at The Mill Street Retreat with an entire cottage all to your self! With a spacious backyard and lots of room for your family and friends, this location is the perfect getaway. Only 15 minutes away from Grand Bend, 17 minutes away from the beautiful Pinery Provincial Park and just downtown Parkhill with lots of dining options. You are close to multiple wineries, breweries, golf courses and theatres. Pets and extra guests are a $45 fee.