
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.

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.

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.

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.

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.

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.

The Sunset Chalet is in a Quiet neighbourhood.
WELCOME to Sunset Chalet. We have had a make over! See and hear the nature at the front and back. You may get a view of the many deer,fox and wild turkeys that frequent this quiet neighbourhood. From the hilltop you get a partial view of water and pier.Hear the fishing boats as they pass to go into Port to unload their catch (the action starts around noon). Port is full of excitement: enjoy the theatre, public library, many coffee shops, restaurants, taverns, and Beaches.

Orchard Beach Boutique Cottage
**See note on guest maximum** Your family will be close to shopping, dining and fun when you stay at this home that’s hidden away, while in the center of everything. **Guest maximum of 4 does not include children under the age of 12, as per local municipal license approval** please help us adhere to our license rules, ask if you aren’t sure. Pet-friendly, well-appointed cozy cottage steps from the beach, shops and restaurants, with plenty of parking in the driveway.

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.

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.

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!

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.

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!
Popular amenities for Southwest Middlesex holiday rentals
Other great holiday rentals in Southwest Middlesex

Our Country Hideaway

Tangerine - Vintage Airstream Glamping! w/Hot Tub!

Ferry Dock Hideaway I Riverfront w Dock!

Basement Bachelor Suite

Private Retreat with Infrared Sauna

Upscale 2 bedroom hidden gem

Queen Street Petrolia

Meadowcroft Estate - Loft House
Destinations to explore
- Pittsburgh Holiday rentals
- Columbus Holiday rentals
- Cleveland Holiday rentals
- Cincinnati Holiday rentals
- Detroit Holiday rentals
- Niagara Falls Holiday rentals
- Mississauga Holiday rentals
- Buffalo Holiday rentals
- Brampton Holiday rentals
- Traverse City Holiday rentals
- London Holiday rentals
- Niagara Falls Holiday rentals





