
Holiday houses in Southwold
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Top-rated holiday rentals in Southwold
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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

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.

Blue dreams at Port Stanley
Relaxing Family Home in Kokomo Beach Area – Sleeps 12 | Pet-Friendly | Near Beach & Downtown The perfect getaway in Port Stanley!, this spacious 4-bedroom home comfortably is ideal for families or groups 🛏️ Each bedroom features a TV and tasteful decor for a cozy and enjoyable stay. 🛁 There are 2.5 modern bathrooms, fully equipped for your group’s comfort. Whether you're here for a vacation, family reunion, or relaxing weekend with friends, this home is your perfect base in Port Stanley!

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.

Entire Home - 5 Luxury Suites in Mitchell Heights
A unique location for a large group with separate luxury suites under the same roof. Ideal for family reunions, friend getaways, golf trips, holiday gatherings. A building rich in history & beautiful views. 5 suites with full kitchens, toiletries, linens, a queen bed & bathroom in each, & 4 pull out couches. Suite 5 has laundry & dishwasher. Hang out on the deck and enjoy the BBQ or fire table, while listening to the sounds of nature. 8-minute walk to a beach & the town is just down the road.

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.

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!

Luxurious Four Bedroom Home
Luxurious four bedroom home in the heart of St. Thomas. Located minutes from shopping, grocery stores, restaurants, Cineplex, Fit4Less, Tim Hortons and St. Thomas/Elgin Fanshawe College. You’ll immediately fall in love with my place because of the beautiful open concept living space fully loaded with brand new appliances for you and your group to use during your stay. My space features 4 comfortable queen beds, 2.5 washrooms, cable TV, fast Wi-Fi and parking for 4 vehicles.

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.

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!

Luxury 5BR· Chef's Kitchen · Sleeps 10 · Superhost
⭐ Superhost · 100% Response Rate New build, 2024 · 3,500 sq ft of designer luxury for up to 10 guests · London, Ontarios finest estate home in prestigious Silver Leaf Estates. Whether you're planning a family reunion, corporate retreat, graduation celebration, golf getaway, or Western University visit — this is the only home in London, Ontario that delivers resort-calibre space, finishes, and hospitality at an Airbnb. .
Popular amenities for Southwold holiday rentals
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Lakeside Bliss
Destinations to explore
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- Grand Bend Beach
- Pinery Provincial Park
- Port Stanley Beach
- Western University
- Boler Mountain
- Long Point Provincial Park
- Dark Horse Estate Winery Inc.
- Budweiser Gardens
- Stratford Festival
- Springbank Park
- The Factory
- Rock Glen Conservation Area
- Grand Theatre
- Victoria Park
- Storybook Gardens
- London Children's Museum
- East Park London





