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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Superhost
A cozy guest suite features a four-poster bed adorned with decorative pillows. A comfortable couch with patterned cushions is positioned beside a large area rug. A mounted TV is visible on the wall, and natural light fills the room through a window dressed with light curtains.
Guest suite in St. Thomas
4.76 out of 5 average rating, 71 reviews

Our Country Hideaway

Our cosy guest suite & all its charm will win you over! A boutique style room with a full bathroom with tub, walk in closet, mini fridge, microwave, Keurig, 65” TV, toaster oven, electric fireplace & heated floors. Soak in our hot tub or enjoy the nature views of deer and star filled night sky’s. The sunsets are beautiful it’s the perfect place to come relax & enjoy the peace. 15 min away from Port Stanley beach, 2 min from St. Thomas & 15 min from London. Central location off the beaten path.

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, 298 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
Farm stay in Strathroy
4.95 out of 5 average rating, 37 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.

Top guest favourite
The open-concept living area features soaring wooden ceilings and large windows that invite natural light. A modern kitchen with a white island counter flows into a cozy seating area, which includes a comfortable couch and coffee table, while soft views of the surrounding greenery can be seen beyond.
Cottage in Fingal
4.95 out of 5 average rating, 85 reviews

Private Lake Front Chalet- With Pickleball Court!

Welcome to our chalet, a beautiful sanctuary nestled amidst the forest and overlooking Talbot Creek. Outfitted with a unique blend of rustic charm and modern comfort, it's the perfect destination to slow down and make memories. With 3 bedrooms, 3 pullout couches and 2 separate living rooms, there's plenty of space to spread out and enjoy the space. Surrounded by birdsong and far away from the hustle and bustle of the city, this chalet is the perfect spot to getaway with friends and family!

Top guest favourite
A cozy cottage is nestled among vibrant autumn trees, with colors of orange and red visible in the leaves. A wooden deck extends from the cabin, and a fire pit surrounded by logs sits nearby, offering a tranquil outdoor space near the pond.
Farm stay in Tupperville
4.94 out of 5 average rating, 309 reviews

Private Wilson's Cottage in the Woods

This charming PRIVATE cottage in the woods is all yours with WiFi, propane heat, fridge, cook top, microwave, large toaster oven, BBQ, basic cooking supplies, AC, no water inside cabin but tap outside, water cooler, 2 futons sleeps 4 on a beautiful pond. Perfect for romantic retreat, or a group of friends nature getaway.There is NO washroom at the cottage.The washroom facilities are in the tackroom in the barn and the ONLY shared space. It's a lovely camp like setting enjoyable year-round.

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, 47 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, 22 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, 56 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, electric barrel sauna, and free parking—come home to yourself.

Superhost
Home in St. Thomas
5 out of 5 average rating, 5 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, 135 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, 205 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, 16 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.

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