Holiday rentals 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
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, 139 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
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, 352 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 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, 265 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
An open-concept living space features natural wood beams and a striking black accent wall. A round dining table is surrounded by four chairs, with a cozy seating area enhanced by a large beanbag. Decorative plants and stylish lighting fixtures add warmth to the environment.
Guest house in London
5 out of 5 average rating, 46 reviews

Stylish Private Loft | 1800s Farmhouse | Lake View

One-of-a-kind loft that sits inside a restored 1800s farmhouse with exposed beams, gas fireplace, and a sunroom with serene water view. Separate entrance, completely private unit — designed for the ideal getaway. King Endy bed with luxe cotton bedding, roomy bathroom with soaker tub. Nespresso, craft teas, induction stove. Hi-fi sound system, 55" 4K TV with Netflix and Prime. Sit/stand desk with Herman Miller chair. Minutes from the highway — peaceful, private, and unforgettable.

Guest favourite
A rustic kitchen area is shown, featuring wooden walls and a warm hardwood floor. Essential appliances include a microwave and a coffee maker. A small wooden cabinet holds condiments, and a countertop provides space for meal preparation. A fire extinguisher is mounted on the wall for safety.
Cabin in Ailsa Craig
5 out of 5 average rating, 20 reviews

Strathroy Country Cabins

Take it easy at this unique and tranquil getaway. Located on a country road, virtually no light pollution. Fireflies in abundance (in season). Air conditioned, heated, BBQ, bar fridge, coffee maker, microwave, deck, queen size bed, Bell Express Vu tv. 30 minutes to Grand Bend beaches/theatre and London. Upmarket restaurants nearby. ON MUNICIPAL WATER. Pets welcome (review our pet policy) Lucky guests get to see deer in the pastures. Ask about plane rides.

Top guest favourite
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, 174 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 favourite
A serene garden pathway is lined with vibrant orange lilies and lush greenery. A stone obelisk stands at the forefront, guiding toward a modern structure partially hidden among trees. Sunlight filters through the foliage, creating a peaceful atmosphere.
Home in Blenheim
5 out of 5 average rating, 16 reviews

Meadowcroft Estate - Loft House

Welcome to Meadowcroft Estate. Escape to the country and enjoy the tranquility of the Loft House. Immerse yourself in nature and enjoy walking on private bridges through our Carolinian Forest. Stop and enjoy a meal or drink in our outdoor dinning room. Steps away from Willow Ridge Golf Course, minutes to Blenheim, Shrewsbury, Rondeau and Erieau. Sleeps 4, two double beds in an open loft style sleeping area. Fully equipped kitchen, washer, dryer and WiFi.

Top guest favourite
Home in St. Thomas
5 out of 5 average rating, 54 reviews

lost + found under the pines

Lost + Found is a sanctuary for deep rest and connection, nestled among towering pines. This private retreat blends peace and modern comfort—a cozy living area with smart TV and Starlink Wi-Fi, a full kitchen stocked with spices, tea, coffee, and essentials, a spacious bath with shower, washer/dryer, and a comfortable queen bed. Outside, enjoy the fire pit, Blackstone grill, hammock, electric barrel sauna, and free parking—come home to yourself.

Top guest favourite
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, 112 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!

Superhost
Home in St. Thomas
5 out of 5 average rating, 3 reviews

Olive Branch Inn No.2

Welcome to Oliver Branch Inc. 2 — Your Peaceful Getaway A beautiful and spacious home where comfort and calm meet. Nestled in a quiet neighborhood, it offers a serene and welcoming atmosphere — perfect for work, rest, or a weekend escape. Ideally located just 15 minutes from London, 10 minutes from Highway 401, and 20 minutes from both Port Stanley and Port Bruce. Explore charming beaches, local shops, and scenic country roads.

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.
Flat in Strathroy
4.98 out of 5 average rating, 133 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, 203 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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