Holiday houses in Southwest Middlesex

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Top-rated holiday rentals in Southwest Middlesex

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Barn in Thamesville
5 out of 5 average rating, 136 reviews

*Unique Barndominium Getaway with private sauna*

A personal retreat or a romantic getaway awaits you! The barn/studio open concept is adorably decorated with antique finds and modern amenities. During the day explore the countryside and discover farmers’ markets and unique shops and bakeries just a short drive away. Or just stay in and relax in the private outdoor barrel sauna followed by a spa-like shower with the 16" rainhead. Peaceful evenings will have you relaxing by the campfire with unforgettable sunsets and beautiful star filled skies.

Top Guest favourite
Two yellow beach chairs are positioned on a sandy beach, facing a calm lake under a sunset sky. Two glasses sit on the sand between the chairs, with the warm colors of the sunset reflecting on the water's surface.
Guesthouse in Plympton-Wyoming
4.97 out of 5 average rating, 188 reviews

Unique Guesthouse on Lake Huron - Great Sunsets!

Private, self-contained, fully furnished, 2 bedroom guest house, overlooking Lake Huron, with access to a quiet, Community private sand beach, unbelievable sunsets, rated in the top 10 worldwide, by National Geographic. Ideal spot for quiet vacations or a romantic get-a-ways. Best suited for couples, small families, or someone looking to just “get away from it all"– a true hidden gem located in southwest Ontario. Beautiful gardens, winery's, golf courses close by - What are you waiting for?

Top Guest favourite
Bungalow in Watford
4.96 out of 5 average rating, 350 reviews

Little house with Country Charm and mancave

The Little House with Country Charm Cute house with everything you need. Enjoy relaxing on the covered front porch, or by the fire in the back yard. Mancave has a view of the firepit. Centrally located, 15 minutes to Sarnia, 30 to Grand Bend and 40 to London. Groceries, beer/ liquor store and restaurants 5 minutes away in Watford. Very cozy comfortable home with large kitchen, dining room, living room with pull out sofa, two bedrooms and a laundry room with washer/dryer. Sparkling clean.

Top Guest favourite
Four red Muskoka chairs are arranged on a wooden deck, facing Lake Erie. The tranquil water reflects the sky, which is dotted with fluffy clouds. Lush green trees are visible in the background, adding a natural element to the serene setting.
Cottage in Fingal
4.98 out of 5 average rating, 129 reviews

Port Talbot Shore Stay

This completely renovated cottage at Port Talbot is on Lake Erie, just 20 minutes west of Port Stanley. It is one of 3 homes located on this 400 acre property called the Port Talbot Estates. You will have lots of privacy as each house is well spaced away from each other. This luxury cottage has it all and is steps away from a beautiful Lake Erie beach. Locally, St. Thomas and Port Stanley have plenty of shops, restaurants, bars, grocery stores, breweries and local museums for you to explore!

Top Guest favourite
The charming cottage features a steeply pitched roof with decorative trim at the peaks. A spacious wrap-around porch is visible, framed by greenery and stone pathways, providing a welcoming entrance. Large windows and a central door add to the inviting façade.
Farm stay in Strathroy
4.84 out of 5 average rating, 297 reviews

Oasis Cottage Home of the Country

Beautifully restored cottage with a wrap-around porch. Bright, open concept with access to a full gourmet kitchen, living room, 80 acres of country setting, with a fire pit and BBQ on a peaceful sundeck. This spacious home is a great place for family reunions, retreats. getaways, bridal showers, small friends events. (Barn rental available as an option). We are a short 15 minute drive to Grand Bend Beach or you can enjoy our river frontage, ponds, and 4 kms of trails in the Carolinian forest.

Guest favourite
The cabin is situated on a grassy area, framed by tall trees. A wooden porch with steps leads to the entrance. Two blue chairs are placed on the porch, complemented by a grill and a variety of outdoor items nearby.
Cabin in Denfield
4.94 out of 5 average rating, 320 reviews

Ambient Private Cabin on Remote Farm

A unique private cabin experience. Away from the noise of the busy city, a remote path leading to a lone cabin resting in a peaceful spot in the woods. Escape the busyness of everyday life to take a breath and relax. Float on the pond, take a hike through the woods or sit back on the porch and watch the sun set. This farm enriched environment provides an ambience that can only be achieved by rural living. This farm is home to horses, a donkey and now a mini donkey!!!. New BBQ grill included

Top Guest favourite
A wooden deck surrounds the darkly stained exterior of the apartment, featuring two bright red adirondack chairs positioned beside a small table. Large windows allow natural light into the living space, while greenery from surrounding trees provides a sense of privacy.
Apartment in Duart
4.95 out of 5 average rating, 324 reviews

Troll Hill

Beautiful country apartment located in a woodlot between Chatham and London. Apartment is detached from main house and has a spacious deck surrounding it overlooking the forest. It also has a small cabin for the second bedroom that is accessible from March to October. There is a large inground shared pool, outdoor sauna, yard and walking trails nearby for nature lovers. Apartment and cabin are fully furnished and both have Wi-Fi. It’s located about 15 minutes from Rondeau provincial park.

Guest favourite
The exterior view showcases a two-story home with a combination of brick and stone accents. A well-maintained driveway leads to a parked vehicle, while large, arched windows allow natural light to brighten the entrance. The front porch features elegant columns, contributing to the home's welcoming appearance.
Guest suite in London
4.92 out of 5 average rating, 260 reviews

Modern Cozy Executive Suite with Private Entrance

Forget your worries in this spacious and serene space. Welcome to our cozy centrally located basement unit with a separate private entrance. This place is just 2-5 minutes away from walmart supercentre, No Frills Grocery, Winners, Homesense, Marshalls, the University Teaching Hosipital, the University of Western Ontario and many other places. The stylish unit is perfect for working individuals, and people seeking a comfortable private and convenient stay in a beautiful neighborhood.

Top Guest favourite
The exterior of a charming A-frame cottage showcases a triangular roof and large front deck. Colorful chairs and umbrellas are arranged on the patio, bordered by landscaped greenery. Surrounding trees provide natural shade, contributing to the serene atmosphere of the property.
Chalet in Port Stanley
4.84 out of 5 average rating, 208 reviews

The Sunset Chalet is in a Quiet neighbourhood.

WELCOME to Sunset Chalet. We have had a make over! See and hear the nature at the front and back. You may get a view of the many deer,fox and wild turkeys that frequent this quiet neighbourhood. From the hilltop you get a partial view of water and pier.Hear the fishing boats as they pass to go into Port to unload their catch (the action starts around noon). Port is full of excitement: enjoy the theatre, public library, many coffee shops, restaurants, taverns, and Beaches.

Guest favourite
A decorative plate is filled with assorted donuts, featuring vibrant icing and colorful sprinkles, situated on a light blue pedestal. A sign nearby invites guests to indulge in sweet treats, enhancing the charming atmosphere of the space.
Apartment in Thamesville
4.98 out of 5 average rating, 124 reviews

A sweet retreat away from home!

All things sweet - we love & we hope you do too! Your stay is right above our Ice Cream Parlour in downtown Thamesville! So you can be sure if your stay is in our "open" season we will be treating you to a free scoop! Candy machines fill this stay so be sure to bring a pocket full of quarters; as well as you will find a few quarters on us! We are so glad your staying in our unique, bright & fun retreat & we hope your stay is super SWEET!

Top Guest favourite
A modern studio space features a spacious bed with crisp linens and decorative pillows. A comfortable armchair sits next to a stylish wooden media console, housing a large television. Natural light fills the room through windows, with contemporary artwork adorning the walls.
Apartment in Strathroy
4.98 out of 5 average rating, 128 reviews

Strathroy Studio “Boutique living at its best!”

Welcome to your boutique-style studio in Strathroy — spotless, stylish, and thoughtfully stocked for a stress-free stay. Enjoy a 65" smart TV, fast Wi-Fi, a well-equipped kitchenette with coffee, tea & snacks, and a spa-clean bathroom with fresh towels. With private entry, easy parking, and cozy touches like slippers and local tips, it’s the perfect spot to unwind, work remotely, or explore the area in comfort.

Top Guest favourite
A hot tub is situated on a spacious deck surrounded by lush green trees, providing a serene forest backdrop. Nearby, a glass-top table with several chairs offers an inviting space for outdoor dining. Sunlight filters through the leaves, creating a calming atmosphere.
Home in Southwold
4.97 out of 5 average rating, 200 reviews

Nature Lover's Luxury Paradise

Nature Lover's Luxury Home in the woods. Creek's Edge Estate is a beautifully decorated home that is nestled on 10 acres of private woods. Minutes from London, ON this 4BDRM+3.5 BATH home sits next to some private hiking trails. Enjoy the sounds & sights of nature while relaxing in the hot tub. A beautiful escape for couples, families or groups looking to relax and recharge. Too many amazing amenities to list!

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