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
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
Farm stay in Strathroy
4.94 out of 5 average rating, 35 reviews

Unique off-grid cabin nestled in the woods

Sleep in a glass greenhouse under the stars. The Starhouse is a unique stay tucked into a quiet forest on our working organic farm. Discover a place to slow down, wake to birdsong, and experience some magic. Spend your mornings with coffee in the sunlight, your evenings by the fire, and your days wandering the gardens, meeting the chickens, and gathering food from our farm for dinner under the open sky. This is a simple, off-grid experience that is grounding and deeply connected to nature.

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.

Top guest favourite
Camper van/Motorhome in Chatham-Kent
4.95 out of 5 average rating, 77 reviews

Tangerine - Vintage Airstream Glamping! w/Hot Tub!

Tangerine our 1971 Airstream Sovereign ,set in a providing a beautiful and restful setting; sounds of nature and wild life. Tangerine’s Garden has 4 ponds with turtles, koi, Silkie and Polish/Silkie chickens, quail , lion head angora bunnies, and a G scale garden train. Take a soak in your private hot tub, lounge in the gazebo, enjoy a million stars, and enjoy the forgotten sounds of nature. Glamping, at its finest. Need more space? Check out Aloha to add 3 guests!

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
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, 110 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, 132 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!

Top guest favourite
A historic century home is framed by majestic white pines and manicured gardens. The stone facade features large bay windows, allowing natural light to fill the interior. The surrounding greenery contributes to a serene outdoor setting, ideal for relaxation.
Flat in Strathroy
5 out of 5 average rating, 15 reviews

Apartment in Historic Home 1

Peaceful and centrally located, our century home built in 1872, is surrounded by majestic white pines and next to parkland. Step back in time with every piece of modern convenience you could ask for. This tranquil historic charm is not only perfect for a get away, but also for remote work where you can work and relax in the same place!Keep it simple at this peaceful and centrally located place.

Popular amenities for Southwest Middlesex holiday rentals

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