Vacation rentals in Southwold

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Top-rated vacation rentals in Southwold

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Top guest favorite
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, 179 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!

Guest favorite
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.
Apartment in St. Thomas
4.98 out of 5 average rating, 153 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!

Top guest favorite
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, 125 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 favorite
An outdoor area is showcased, featuring a spacious pool with clear waters, surrounded by a concrete patio. Loungers are positioned nearby, alongside a hot tub, while patio furniture offers space for relaxation. Lush greenery adds a natural touch to the private retreat.
Tiny home in Talbot
4.97 out of 5 average rating, 155 reviews

Newly Built Cabana Home! Pool + Hot Tub!

Book your winter getaway in this newly built cabana tiny home! Everything is freshly constructed and designed to ensure you relax and unwind this winter. At almost 500 sq feet, the 4 season cabana is a perfect blend of modern and cozy and resides in a premium neighbourhood away from many of the safety concerns that may come with the city's core. The cabana, hottub, pool and backyard will be exclusively yours during your stay which equals privacy for you. Downtown London is a 20 minute drive.

Top guest favorite
A modern home is showcased with large windows and a spacious stone patio. Natural stone steps lead to the yard, which features manicured grass and scattered boulders. Surrounding trees add to the serene environment, creating an inviting outdoor space.
Cottage in Port Stanley
4.95 out of 5 average rating, 109 reviews

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.

Top guest favorite
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.
Apartment in Port Stanley
4.96 out of 5 average rating, 126 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 favorite
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
4.9 out of 5 average rating, 468 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.

Top guest favorite
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.
Apartment in St. Thomas
4.95 out of 5 average rating, 170 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 favorite
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, 207 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.

Top guest favorite
A blue cottage with a welcoming front porch is surrounded by lush greenery. A separate guest house is visible, enhancing the property's charm and functionality. A gravel path leads to the structure, providing an inviting access point to this cozy retreat.
Cottage in Port Stanley
4.93 out of 5 average rating, 104 reviews

Cute Cottage steps from the Main Beach

Charming 100-Year-Old Port Stanley Beach House! A true family gem nestled on a dead end street and steps from the main beach. My 1920s cottage is the perfect blend of charm, comfort, and convenience. Walk to the harbor, restaurants, parks, pier, and the boat ramp. It’s an ideal location for exploring everything the area has to offer. During the summer, a separate guest house with private bathroom is included, accommodating up to 8 guests total.

Top guest favorite
The exterior of a spacious, white home is showcased against a clear blue sky, surrounded by lush green trees. A large deck extends from the second floor, offering an outdoor space. The entrance features a wooden door, and a gravel driveway leads to the garage.
Home in Fingal
4.98 out of 5 average rating, 103 reviews

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!

Top guest favorite
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.
Apartment in Strathroy
4.97 out of 5 average rating, 115 reviews

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.

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