Cottage holiday rentals in Middlesex County

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Top-rated cottage rentals in Middlesex County

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Guest favourite

Cottage

4.95 out of 5 average rating, 77 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!!

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

4.99 out of 5 average rating, 110 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

4.94 out of 5 average rating, 86 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

5 out of 5 average rating, 19 reviews

The Kayak Cottage

Relax with friends and family at this peaceful place on the river surrounded by trees and the sounds of nature. Soak in the hot tub, lounge on the deck, or sit by the dock. Listen to the sounds of nature, go kayaking, head to the beach...enjoy. 5 beds + 2 futons (basement) 3 bathrooms 6 person hot tub 3 paddle boards 4 kayaks Bikes Scooters Games room (ping pong, air hockey) Darts Board games, puzzles Wifi Private beach access Beach towels Inflatables Steps to the Pinery On the River

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.

Guest favourite

Cottage

4.99 out of 5 average rating, 74 reviews

Luna Vibes Delight Cottage Luxury Stay & Hot Tub

Luna Vibes Delight is a calm, and stylish space to kick back and relax in Lambton Shores. We're just a short drive from wineries, markets, golf courses and beaches on the southern shores of Lake Huron (accessible loading dock to the Ausable River located on our street) This amazing one-floor home will not disappoint with its modern finishes and large lot backing onto farmland. Cozy up on our back patio deck while soaking in the tranquil, pink sky sunsets. Location offers lots of privacy.

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

5 out of 5 average rating, 45 reviews

Priolo on the Trail-Japandi Retreat w Nordic Spa

Follow us on @Priololiving on IG Nestled within Huron woods, this Japandi inspired Boutique Luxury Cottage will captivate and connect you to its natural surroundings. Explore Grand Bend as never before, with proximity to the Pinery trails, a close walk to a deeded beach or recharge in the Nordic inspired backyard spa. Escape the city and build a vacation memory with family or friends.

Guest favourite

Cottage

4.98 out of 5 average rating, 56 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.

Guest favourite

Cottage

4.9 out of 5 average rating, 30 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.

Guest favourite

Cottage

4.94 out of 5 average rating, 272 reviews

Peony Place, in beautiful Port Stanley

Peony Place is a cottage located a short walk to little beach or downtown Port Stanley. The cottage has a private yard with a firepit overlooking a ravine. Enjoy a meal at one of the many lovely local restaurants or cook your own in newly renovated a modern kitchen, hosting granite countertops and an induction cooktop with dual oven.