Holiday rentals in Southwold

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Top-rated holiday rentals in Southwold

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Guest favourite
A serene sunset at the beach is captured, with vibrant hues reflecting off the waves. The sun slowly descends toward the horizon, illuminating the shoreline. Gentle waves wash upon the sand, creating a tranquil and natural atmosphere.
Guest suite in Port Stanley
4.89 out of 5 average rating, 178 reviews

The Canadian Pelican Nest

🇨🇦 A quiet 2 Queen bed suite, lake view, 3 minute walk to Erie Rest Beach, 3 minute drive (20 minute walk) in to the village. All beach gear incl. Chairs, beach mats, towels, shade tent, floaties, umbrellas! Tons of indoor board games, everything you need to cook or BBQ with. Relax, play, shop, listen to live music, eat out at excellent restaurants or delivery in! Lots of things to see and do! Enjoy nature (deer & bald eagles) on a peaceful private deck. A/C is icy cold or cozy gas fireplace!

Top guest favourite
The living area features large windows allowing natural light to illuminate the space. A comfortable gray sofa and a wooden coffee table are placed on a light wood floor. A unique wooden chair and a wall clock complement the exposed brick walls.
Flat in St. Thomas
4.98 out of 5 average rating, 145 reviews

Luxury Loft Living

Welcome to Luxury Loft Living in historic downtown St. Thomas. This early 1900’s two story studio boasts an impressive renovation featuring 15ft ceilings and beautiful exposed brick. It’s unique, stylish and modern. Perfect for those travelling for work or study. Conveniently located within walking distance of shops, dining and the public library. 12 minute drive to the 401 as well as the highly sought after Port Stanley beach. Controlled entry and free parking. Come & experience loft luxury!

Guest favourite
A cozy guest suite features a four-poster bed adorned with decorative pillows. A comfortable couch with patterned cushions is positioned beside a large area rug. A mounted TV is visible on the wall, and natural light fills the room through a window dressed with light curtains.
Guest suite in St. Thomas
4.88 out of 5 average rating, 42 reviews

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.

Top guest favourite
A modern living area is presented with a gray leather sectional sofa, featuring decorative pillows and a bright throw. A wooden coffee table with magazines and a decorative bowl sits in front. Large windows allow natural light and reveal views of a green space outside.
Home in Southwold
4.96 out of 5 average rating, 119 reviews

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.

Top guest favourite
A single-story cottage is showcased with a light-colored exterior, surrounded by vibrant trees displaying autumn foliage. A spacious deck is visible, furnished with red Muskoka chairs and a table, providing a welcoming outdoor seating area.
Cottage in Fingal
4.98 out of 5 average rating, 128 reviews

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!

Top guest favourite
A bright sleeping area is furnished with a dark wooden bed frame holding a light-colored quilt. Two bedside tables with white lamps are positioned on either side. Sunlight filters through a nearby window, casting soft illumination on the greenery visible outside.
Flat in Port Stanley
4.96 out of 5 average rating, 120 reviews

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.

Guest favourite
A charming cottage exterior features warm wooden siding and a sloped roof. Two large windows invite natural light, framed by lush greenery and flower beds. A small sign is mounted next to the door, identifying the property, while a pathway of stones leads to the entrance.
Tiny home in St. Thomas
4.91 out of 5 average rating, 456 reviews

Maggie's Rest

Welcome to Maggie's Rest, a well maintained 2 bedroom cottage within walking distance to downtown shopping & restaurants as well as local amenities. Cute as a button, you will enjoy this small home and have it all to yourself. it includes 2 queen size beds, a well appointed kitchen, updated bathroom, livingroom with tv, eating area and a covered outdoor patio with table and propane barbecue. A short drive to Port Stanley, Joe Thornton Arena, London, beautiful parks & conservation areas.

Guest favourite
A spacious living area features a comfortable sofa and a coffee table, situated in front of a large television. Soft lighting and a rug enhance the inviting setting, while an adjoining kitchen is visible in the background.
Flat in St. Thomas
4.95 out of 5 average rating, 169 reviews

Spacious one bedroom apartment

St. Thomas warm and Spacious lower level apartment, 10 min to Port Stanley. Features organic queen latex mattress, rabbit air purifier, organic coffee/tea selection, bottled water, essential oil diffuser. Explore beautiful Port Stanley beaches, vibrant shops, and restaurants. Enjoy hiking, biking, boating nearby. Discover the areas rich history, cultural sites, and farmers' markets. Wine enthusiasts can indulge in nearby wine tours. Relax in a peaceful neighborhood. Book your stay now!

Top guest favourite
A view from a window showcases a landscaped garden with lush greenery and a stone pathway. A deer is seen standing in a grassy area, while vibrant potted flowers are arranged near a wooden deck. A barbecue grill is visible on the patio.
Cottage in Port Stanley
4.96 out of 5 average rating, 53 reviews

Winter Stay in Port Stanley

Very large one bedroom spotless home, on the harbor. Deck, sunporch, AC, fully equipped. Across the road from the grocery store. 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 that have decided to stay the winter or anyone looking to live in Port Stanley before deciding to relocate.

Top guest favourite
The exterior of a charming A-frame cottage showcases a triangular roof and large front deck. Colorful chairs and umbrellas are arranged on the patio, bordered by landscaped greenery. Surrounding trees provide natural shade, contributing to the serene atmosphere of the property.
Chalet in Port Stanley
4.84 out of 5 average rating, 206 reviews

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.

Guest favourite
A master bedroom features a spacious bed adorned with crisp white linens, positioned against a dark wooden headboard. Soft lighting from bedside lamps illuminates the room, while curtains frame a cozy atmosphere. A framed nature photograph adds a touch of decor to the wall.
Flat in Strathroy
4.94 out of 5 average rating, 269 reviews

Charlie's Place - 2 Bedroom Apartment in Strathroy

2 Bedroom apartment in residential home in Strathroy. The master bedroom has a king bed and the second bedroom has a double bed. The apartment has a kitchenette equipped with a mini fridge, microwave, toaster oven and coffee maker. Located in walking distance to Real Canadian Super Store (groceries, beer, wine), fast food and gas station. Conveniently located 1km from the 402. Free parking on premises. Pet friendly.

Guest favourite
A modern studio space features a spacious bed with crisp linens and decorative pillows. A comfortable armchair sits next to a stylish wooden media console, housing a large television. Natural light fills the room through windows, with contemporary artwork adorning the walls.
Flat in Strathroy
4.97 out of 5 average rating, 107 reviews

Modern Retreat w/ Stylish Comfort + Great Location

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.

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