Vacation rentals in Southwest Middlesex

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Top-rated vacation rentals in Southwest Middlesex

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Top guest favorite
A charming red barn-like structure is highlighted against a twilight sky, featuring a welcoming entrance. A cozy firepit is surrounded by seating, while a gazebo with outdoor furniture invites relaxation. Lush green grass and decorative stone borders enhance the serene outdoor space.
Barn in Thamesville
5 out of 5 average rating, 122 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 favorite
The living area features large windows allowing natural light to illuminate the space. A comfortable gray sofa and a wooden coffee table are placed on a light wood floor. A unique wooden chair and a wall clock complement the exposed brick walls.
Apartment in St. Thomas
4.98 out of 5 average rating, 150 reviews

Luxury Loft Living

Welcome to Luxury Loft Living in historic downtown St. Thomas. This early 1900’s two story studio boasts an impressive renovation featuring 15ft ceilings and beautiful exposed brick. It’s unique, stylish and modern. Perfect for those travelling for work or study. Conveniently located within walking distance of shops, dining and the public library. 12 minute drive to the 401 as well as the highly sought after Port Stanley beach. Controlled entry and free parking. Come & experience loft luxury!

Top guest favorite
The charming exterior of a house is framed by a welcoming covered front porch. Colorful flower baskets adorn the railings, while blue seating invites relaxation. A white decorative door serves as the focal point, surrounded by large windows that allow ample natural light.
Bungalow in Watford
4.96 out of 5 average rating, 342 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.

Guest favorite
A modern pool house with large windows is set against a backdrop of vibrant fall foliage. A paved patio area features seating options including lounge chairs and a firepit, providing a serene outdoor space. The pool area is visible, framed by lush greenery.
Guesthouse in Ilderton
4.93 out of 5 average rating, 108 reviews

Timberwalk Guesthouse

Welcome to an amazing winter experience in our cozy guesthouse. Soak in the hot tub, watch a movie in the private guesthouse in front of the fireplace and turn on the diffuser to create the most relaxing evening! There are various aromatic oils to choose from. You can also make an outdoor fire in the large firepit. There is plenty of wood on site! Everything you need to unwind, relax and connect with nature! The floor is heated and the fireplace provides additional warmth to the loft bedroom.

Top guest favorite
Apartment in London
4.96 out of 5 average rating, 108 reviews

Modern Guest Suite with Private Entrance

Welcome and enjoy your stay in London's most desired quiet neighborhood. We have a spacious Walkout basement with a private entrance and Lockbox for self check-in and check-out. Minutes away from amenities like Tim Hortons, Bus stop, YMCA, Maisonville Shopping Mall and trails. 10 minutes drive to Western University/Fanshawe College and 15 minutes to London's Downtown or Airport. Need a hot drink, we offer a Keurig coffee maker with complimentary coffee pods, kettle, tea, sugar and sweetener.

Top guest favorite
An outdoor area is showcased, featuring a spacious pool with clear waters, surrounded by a concrete patio. Loungers are positioned nearby, alongside a hot tub, while patio furniture offers space for relaxation. Lush greenery adds a natural touch to the private retreat.
Tiny home in Talbot
4.97 out of 5 average rating, 154 reviews

Newly Built Cabana Home! Pool + Hot Tub!

Book your winter getaway in this newly built cabana tiny home! Everything is freshly constructed and designed to ensure you relax and unwind this winter. At almost 500 sq feet, the 4 season cabana is a perfect blend of modern and cozy and resides in a premium neighbourhood away from many of the safety concerns that may come with the city's core. The cabana, hottub, pool and backyard will be exclusively yours during your stay which equals privacy for you. Downtown London is a 20 minute drive.

Top guest favorite
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, 306 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.

Top guest favorite
A spacious living area features a comfortable sofa and a coffee table, situated in front of a large television. Soft lighting and a rug enhance the inviting setting, while an adjoining kitchen is visible in the background.
Apartment in St. Thomas
4.95 out of 5 average rating, 170 reviews

Spacious one bedroom apartment

St. Thomas warm and Spacious lower level apartment, 10 min to Port Stanley. Features organic queen latex mattress, rabbit air purifier, organic coffee/tea selection, bottled water, essential oil diffuser. Explore beautiful Port Stanley beaches, vibrant shops, and restaurants. Enjoy hiking, biking, boating nearby. Discover the areas rich history, cultural sites, and farmers' markets. Wine enthusiasts can indulge in nearby wine tours. Relax in a peaceful neighborhood. Book your stay now!

Top guest favorite
An alpaca is gently approached by a child in a green outdoor space, surrounded by trees. An indoor pool area is visible, featuring large windows that allow natural light to flood the space. An aerial view showcases the property layout, including gardens and a pond. A cozy fire pit area is highlighted, with seating arranged around the flames under glowing lights.
Guest suite in Ridgetown
4.94 out of 5 average rating, 145 reviews

Luxury Suite Private Indoor Pool Alpaca Retreat

Spacious, open concept suite located on the basement level of a 7400sf mansion. Private entrance with pool access and outdoor dining area with picnic table. Enjoy the beautifully manicured grounds with walking paths throughout and come say hello to our alpacas who you are able to interact with. Right next door is 75 acres of crown land with beautiful nature trails, where you can enjoy bird watching and hiking. Only 5 minutes from Ridgetown and Thamesville!

Top guest favorite
The kitchenette offers modern appliances, including a refrigerator and dishwasher, and features a long bar with three stools. A foosball table is positioned nearby, while large windows with horizontal blinds provide ample natural light.
Guest suite in Oakridge
4.91 out of 5 average rating, 183 reviews

West London Retreat with Hot Tub

Welcome to our retreat in west London! This stylish Two-Level Basement Split is a guest suite ideal for friends and families. Our 1+Den has 2 comfy Queen Beds, 1.5 bathrooms, a large kitchenette with every appliance you need, and a foosball table for some competitive fun. Outside, there's a hot tub, firepit (BYO wood), BBQ, and outdoor eating area. We live upstairs and are available to assist with the indoor or outdoor amenities at any time!

Guest favorite
The exterior of a spacious, white home is showcased against a clear blue sky, surrounded by lush green trees. A large deck extends from the second floor, offering an outdoor space. The entrance features a wooden door, and a gravel driveway leads to the garage.
Home in Fingal
4.98 out of 5 average rating, 100 reviews

Port Talbot White House- With Pickleball Court!

Beautifully renovated 6000 square foot home nestled amongst the trees of the Port Talbot Estate. The White House has it all! A private Lake Erie beachfront (shared only with the other 2 cottages on the property,) endless hiking trails, beautiful cliff bluffs and a winding creek that's perfect for a morning canoe ride through the forest. Converted riding arena is now home to 2 pickleball courts as well as ample room for activities!

Guest favorite
A master bedroom features a spacious bed adorned with crisp white linens, positioned against a dark wooden headboard. Soft lighting from bedside lamps illuminates the room, while curtains frame a cozy atmosphere. A framed nature photograph adds a touch of decor to the wall.
Apartment in Strathroy
4.93 out of 5 average rating, 274 reviews

Charlie's Place - 2 Bedroom Apartment in Strathroy

2 Bedroom apartment in residential home in Strathroy. The master bedroom has a king bed and the second bedroom has a double bed. The apartment has a kitchenette equipped with a mini fridge, microwave, toaster oven and coffee maker. Located in walking distance to Real Canadian Super Store (groceries, beer, wine), fast food and gas station. Conveniently located 1km from the 402. Free parking on premises. Pet friendly.

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