Holiday rentals in Southwold

Stunning harbour front suite w/ exceptional views.

Sit back, relax, and watch boats pass by from The Bridgeway, a beautifully renovated suite in the heart of Port Stanley Village. Ideally situated beside Kettle Creek and the historic Lift Bridge, it’s steps from shopping, entertainment, marinas, award-winning restaurants, and a short, scenic harbour walk to Port Stanley’s beaches. This bright, spacious suite features a large open-concept living/kitchen area with one-of-a-kind panoramic views overlooking the harbour — the perfect spot to unwind.

Cute Cottage steps from the Main Beach

Built in 1919, this charming beach house is a Port Stanley original! Although updates have changed this cottage over the last 100 years, my historic cottage is the perfect blend of charm, comfort, and convenience. Located on a dead end street and directly across the road from the main beach, the location is ideal for exploring all the harbour has to offer. During the summer, a separate guest house with private bathroom is included, accommodating up to 8 guests total. Winter: up to 6 Guests

1 of 5 Luxury Suites in Mitchell Heights Building

Welcome to Mitchell Heights(Suite 1)! A unique building, rich in history. 5 luxury suites with beautiful views of a picturesque ravine. Come on your own, or rent multiple Suites with with family & friends. 4 people Suites also available. This Suite has a full kitchen, toiletries, linens, towels. Hang out on the deck and enjoy a fire or BBQ your dinner with your travelling companions, all while listening to the sounds of nature. 8 minute walk to Erie Rest Beach and the town is just down the road.

New Home Sleeps 14, 6BR, BBQ, Games Room, Office

6 Bedrooms Near London, ON New 3400 sqft furnished designer home in the family neighborhood of Talbotville with convenience and comfort in mind! House has large private, fenced yard and backs on to a public park with playground, bball court, and soccer field. All new appliances and furniture. Includes spacious front office with doors for privacy, Fully stocked kitchen, 2 living rooms equipped with TV and PS3, Games Room, highspeed WiFi, and 4 bathrooms ensure a comfortable and relaxing stay.

The Beach Walk - The boho beach suite

Welcome to “The boho beach suite” a brand new stay located just a 3 minute walk to one of Lake Erie’s blue flag beaches. Just another short walk over the lift bridge to the quaint little shops, theatre and restaurants. You can enjoy a fire in the beautiful treed side yard with other guests and residents or a morning coffee in the front Adirondack chairs watching all those heading to the beach for a day of sun and sand. “The beach walk” is just steps from great patios with live music and food.

Stunning Cliffside Lakeview Home on 1.3 Acres

Sweeping landscape is the background for serenity at this stylish home; a picturesque view of the lake, outdoor fire pit, charming forest, small man-made pond & plenty of deer sightings. Screened-in gazebo w/ outdoor dining table & plenty of outdoor seating incl. lounge set. Inside boasts 2 bedrooms & sunroom w/ 2 pull-out couches w/ lake views. Finished bunkie with a full bathroom available for over 6 guests. Walkable to Little Beach, 7 min drive to Big Beach. No beach access from property.

Orchard Beach Boutique Cottage

**See note on guest maximum** Century cottage with floor level changes between rooms on main floor - watch your step! 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 max of 4 adults over 12, as per local municipal license** please follow our license rules, ask if you aren’t sure. Pet-friendly, well-appointed cozy cottage steps from beach, shops and dining, with parking for 4 in the driveway.

Charming Village Loft Getaway

Step into a storybook scene at the Village Loft in charming Port Stanley. Nestled above a delightful candy store and next to an iconic ice cream shop, enjoy sweet aromas and scents from high-end restaurants nearby. This newly renovated two-bedroom loft in a historic building combines modern amenities with cottage charm. Steps from restaurants, a local market, shopping, art galleries, the harbour, and a quick walk to the beach. Experience history, charm, and comfort! Book your stay today!

The Barntreat Sauna and Plunge

Welcome to The Barn Retreat A modern-rustic space tucked between St. Thomas and Port Stanley Beach. We’re just a few minutes from downtown St. Thomas and about 15 minutes from Port Stanley (The Barn is not located in Port Stanley). It’s a great spot where you can enjoy the cedar sauna be with family or friends and explore the nearby towns and beaches. Whether you're here for work or rest, we hope you feel at home. We’ll be happy to host you and we look forward to welcoming you soon.

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!

My Mom's Cottage

Have fun with the whole family at My Mom's Cottage located in the Kokomo Beach Club in Port Stanley! This incredible home is yours to enjoy in a brand new space. Minutes away from the beach and all the best Port Stanley has to offer! Enjoy the luxury amenities provided while getting an opportunity to enjoy small beach town vibe! There is something in Port Stanley for everyone! Beaches, Dining, Golf, Nature and more!

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!