Holiday houses in Southwold

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.

Value · Location · Beach

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.

Location · Family · Indoor spaces

The Olive Branch Inn-St. Thomas

Prime Location: North St. Thomas Steps from One Password Park Easy access just 10 minutes to Highway 401 Only 20 minutes to Port Stanley and 25 minutes to Port Bruce – perfect for weekend getaways! Flexible Stay Options: We have been hosting long-term stays on Airbnb, offering accommodations for one year to one month. Enjoy a modern, stylish space in an unbeatable location. This home is a great choice for a growing family or professionals working in St. Thomas. Message now for details

Family · Location · Getting around

Port Talbot Shore Stay

This completely renovated cottage at Port Talbot is on Lake Erie, just 20 minutes west of Port Stanley. It is one of 3 homes located on this 400 acre property called the Port Talbot Estates. You will have lots of privacy as each house is well spaced away from each other. This luxury cottage has it all and is steps away from a beautiful Lake Erie beach. Locally, St. Thomas and Port Stanley have plenty of shops, restaurants, bars, grocery stores, breweries and local museums for you to explore!

Value · Location · Access

4 of 5 Luxury Suites in Mitchell Heights Building

Welcome to Mitchell Heights(Suite 4)! 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. Couch fits 1 adult or 2 kids. Each 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.

Value · Location · Barbecue

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!

Family · Location · Check-in

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.

Location · Value · Walkability

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.

Value · Location · Condition

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.

Value · Location · Beach

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.

Location · Value · Condition

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.

Family · Value · Beach

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!

Value · Family · Condition