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Holiday houses in Southwold

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Top-rated holiday rentals in Southwold

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top 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, 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!

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.
Apartment in St. Thomas
4.98 out of 5 average rating, 150 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 favourite
Apartment in London
4.96 out of 5 average rating, 108 reviews

Modern Guest Suite with Private Entrance

Welcome and enjoy your stay in London's most desired quiet neighborhood. We have a spacious Walkout basement with a private entrance and Lockbox for self check-in and check-out. Minutes away from amenities like Tim Hortons, Bus stop, YMCA, Maisonville Shopping Mall and trails. 10 minutes drive to Western University/Fanshawe College and 15 minutes to London's Downtown or Airport. Need a hot drink, we offer a Keurig coffee maker with complimentary coffee pods, kettle, tea, sugar and sweetener.

Top Guest favourite
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, 154 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 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.
Apartment in Port Stanley
4.96 out of 5 average rating, 124 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.

Top Guest favourite
A rustic bungalow home is surrounded by a lush green lawn. A spacious deck extends from the upper level, offering outdoor seating. Large windows reflect natural light, and an umbrella provides shade. The property is framed by trees, creating a serene atmosphere.
Bungalow in Aylmer
4.93 out of 5 average rating, 120 reviews

Port Bruce main floor /shared outside areas

Nestled between two other ports, Pt Bruce boasts great perch fishing. Just a 2 minute drive to the pier and beach, or a leisurely 15-20 minute walk. It's an 18 minute drive to the Police College, 15 minutes to Pt. Burwell or Pt. Stanley. Guests occupy entire main floor with full kitchen, living room, private entrance, huge deck. Access to hot tub. Hosts occupy basement floor with a barrier between floors that may allow some sound to travel. Absolutely NO marijuana smoking on the property.

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, 460 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 favourite
A cozy living area features a dark leather sofa with throw pillows, paired with a wooden coffee table. Wall decor includes framed prints and a decorative paddle. A green door leads to a bright bathroom, while a fireplace adds warmth to the inviting space.
Apartment in Port Stanley
5 out of 5 average rating, 62 reviews

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!

Top 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.
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 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.
Apartment in Strathroy
4.97 out of 5 average rating, 112 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.

Guest favourite
A welcoming living area is furnished with a comfortable sofa and a wall-mounted TV. A coffee table is centered on a patterned rug, while a dining table set with snacks sits nearby. Decorative items, including flowers and artwork, add subtle color to the space.
Guest suite in St. Thomas
4.93 out of 5 average rating, 15 reviews

Stylish Basement + Spacious Home

A stylish, spacious and peaceful home with its separate entrance to the basement. It has its living room ( TV, free WIFI, Netflix), well equipped kitchen(brand new stainless steel appliances, coffee maker, toaster, cookware), cozy queen size bed, tableware. 2 Minutes drive away from Waterworks Park. 21 Minutes away from Port Stanley Beach. Minutes away from grocery stores, restaurants

Guest favourite
A comfortable living area features a spacious gray sectional sofa, accompanied by a glass coffee table. A wall-mounted smart TV is visible, and a small kitchenette area is located in the background. The room is brightened by soft lighting and neutral wall colors.
Home in Argyle
4.84 out of 5 average rating, 194 reviews

Vikkyjas Haven

Welcome to your cozy oasis! Nestled in a beautiful basement, our one-bedroom retreat offers a private entrance, a sumptuous Queen Size bed, and unparalleled privacy. Situated near Argyle shopping mall, parks, and eateries, with Fanshawe college just a 7-minute drive away, enjoy the perfect blend of urban convenience and natural tranquility right at your doorstep.

Popular amenities for Southwold holiday rentals

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