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, 126 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.

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, 151 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

A modern studio apartment is presented, showcasing a spacious sitting area with a large flat-screen television mounted above a contemporary electric fireplace. The open kitchen features updated appliances and a dining table for four, complemented by warm lighting and wood accents.

Guest suite in London

4.97 out of 5 average rating, 172 reviews

Modern and private guest suite

We've recently renovated our basement to create a stylish, modern, cozy and quiet guest suite. There is a side entrance that opens directly onto stairs taking you down to the unit. It has a locking metal exterior door for sound-proofing and security. The unit is a bright studio apartment with three large windows, a full kitchen, sitting area with tv and fireplace, dining table, queen-sized bed, walk-in closet and your own private bathroom with a five-foot shower. With extensive sound-proofing!

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, 155 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

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

4.95 out of 5 average rating, 307 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 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, 308 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 favorite

A rustic wooden bunkie is situated in a spacious outdoor area, accompanied by a well-maintained garden and patio. Two lounge chairs are positioned outside for relaxation. A smooth concrete pathway leads to the entrance, enhancing accessibility and outdoor enjoyment.

Guesthouse in Springfield

4.83 out of 5 average rating, 152 reviews

Welcome to Brown's Rustic Country Bunkie

We invite you to enjoy our beautiful country rustic wooden bunkie. Sit outside and enjoy watching the animals or star gaze while having a campfire. Warm up after on the love seat while in front of the fireplace. A/C keeps you comfortable in the summer. This queen sized bed is fantastic to enjoying the free Wifi and Firestick TV. A great spot for a weekend get away. Golf at Tarandowah, Tamarack & Pineknot 10minutes Wave Nordic Spa is 15min Port Stanley/Port Bruce/Port Burwell 30-35min

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

4.95 out of 5 average rating, 148 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, 188 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!

Top 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, 103 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, 276 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.

Top guest favorite

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

4.97 out of 5 average rating, 115 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.