Vacation 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.

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.

Port Stanley 5 BRs Cottage -Walk to Beach&Downtown

Looking for a peaceful getaway? Nestled in the exclusive Kokomo Beach Club, this nice house offers the perfect relaxation. Welcome to our Ocean Blue Beach Cottage in Port Stanley! Take a short walk to three beautiful public beaches, the lift bridge and Festival Theatre. Enjoy the beautiful sunset and sunrise, walk along historical Kettle Creek, indulge in delicious food at any of premium restaurants. Don't miss out on the opportunity to make unforgettable memories in this beautiful home.

5 of 5 Luxury Suites in Mitchell Heights Building

Welcome to Mitchell Heights(Suite 5)! A unique building, rich in history with 5 luxury suites. Beautiful views of a picturesque ravine. Come alone or rent multiple Suites with with family/friends. Couch fits 1 adult or 2 kids. Full kitchen, bedroom, laundry, dishwasher & toiletries, linens, towels etc. Hang out on the deck and enjoy BBQ or fire 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.

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!

Newly renovated cottage on large private beach

Kick back and relax in this freshly renovated beach retreat. This property was recently taken back to it's studs and fully updated to lakeside luxury for you to enjoy. Sip your morning coffee from the gazebo on your private beach and spend your evenings roasting marshmallows by the fire to the sound of the crashing waves. We aim to provide you with a resort-like, turn-key experience. STR License Number: twenty twenty five - eleven - twenty one - zero zero nine

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!

The Sunbeam Cottage in the heart of P.S.!

Welcome to The Sunbeam! Located steps away from one of Canada's nicest Blue Flag beaches and surrounded by the Main Beach's neighbouring bars and restaurants, The Sunbeam truly is in the middle of the action! Whether you're looking for a full day on the beach or a break from the sun with a refreshing beverage and some live music, this location has something for everyone. Central Elgin STRL License Number: 2025/11/24/010

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!

Maple Lane Luxury Cabin

Come, disconnect, and rejuvenate in our secluded Lux Log Cabin nestled deep in the heart of a lush forest. Immerse yourself in towering trees cozy up beside the fireplace or unwind in the hot tub set on the banks of a babbling brook. Every detail has been carefully chosen to create an atmosphere of luxury , comfort and elegance while you let the melody of nature soothe your soul.