Holiday rentals in Southwest Middlesex

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Southwest Middlesex

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top guest favourite
A view from a window showcases a landscaped garden with lush greenery and a stone pathway. A deer is seen standing in a grassy area, while vibrant potted flowers are arranged near a wooden deck. A barbecue grill is visible on the patio.
Cottage in Port Stanley
4.96 out of 5 average rating, 56 reviews

July and August Bookings Open!

One bedroom on the main and an additional upstairs for up to 2 extra guests - same booking. Deck, sunporch, AC, fully equipped. Would suite mature and senior travelers. Lovely pond and private/quiet location. October to March is discounted for off season PLUS I will reimburse the Airbnb fee (in cash upon arrival if you book for a month)!!! Perfect home for snowbirds or someone wanting to see what Port Stanley is like before moving here. Municipality of Central Elgin Licenced and Inspected.

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, 70 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.

Guest favourite
Farm stay in Strathroy
4.94 out of 5 average rating, 36 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
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, 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
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 London
4.91 out of 5 average rating, 214 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!

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.

Guest favourite
Bungalow in Morpeth
4.91 out of 5 average rating, 76 reviews

Charming Heritage Home with Theatre Room

Entire house. Approx 3 minutes drive to Lake Erie beaches. Approx one minute drive from Morpeth Zoo, approx 8 minutes drive from Rondeau park with miles of trails for hiking and biking and 8 swiming beaches. Golf course is approx 8 minutes drive. Excellent setting. Ridgetown is 6 minutes drive with 24hrs Foodland. Cottage itself recently got renovated with over $100,000. Must Stay to enjoy in a calm and quiet setting.

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, 134 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, 204 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

  1. Airbnb
  2. Canada
  3. Ontario
  4. Middlesex County
  5. Southwest Middlesex