Vacation rentals in Southwold

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Top-rated vacation rentals in Southwold

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Guest suite in St. Thomas
4.76 out of 5 average rating, 70 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 favorite
Home in Southwold
4.97 out of 5 average rating, 143 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
Four red Muskoka chairs are arranged on a wooden deck, facing Lake Erie. The tranquil water reflects the sky, which is dotted with fluffy clouds. Lush green trees are visible in the background, adding a natural element to the serene setting.
Cottage in Fingal
4.98 out of 5 average rating, 129 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!

Guest favorite
Apartment in Port Stanley
4.96 out of 5 average rating, 134 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
Home in London
4.91 out of 5 average rating, 164 reviews

4 Bedroom + 3.5 Bath + Close to Hwy/Dt/Boler Mt

Newly built and furnished designer home in the family neighborhood of Glendale with convenience and comfort in mind! Fully stocked kitchen, living room equipped with Samsung Smart TV (Netflix, Disney+, and more), super highspeed WiFi, and a modern designer bathroom ensures a comfortable and relaxing stay. Very close to the highway and just 10 minutes to Boler Mountain. 15-20 minutes to Western University and DT London. Easy access to city transportation makes this location a gem for anyone.

Top guest favorite
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, 78 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!

Guest favorite
The exterior view showcases a two-story home with a combination of brick and stone accents. A well-maintained driveway leads to a parked vehicle, while large, arched windows allow natural light to brighten the entrance. The front porch features elegant columns, contributing to the home's welcoming appearance.
Guest suite in London
4.92 out of 5 average rating, 260 reviews

Modern Cozy Executive Suite with Private Entrance

Forget your worries in this spacious and serene space. Welcome to our cozy centrally located basement unit with a separate private entrance. This place is just 2-5 minutes away from walmart supercentre, No Frills Grocery, Winners, Homesense, Marshalls, the University Teaching Hosipital, the University of Western Ontario and many other places. The stylish unit is perfect for working individuals, and people seeking a comfortable private and convenient stay in a beautiful neighborhood.

Top guest favorite
Chalet in Port Stanley
4.84 out of 5 average rating, 208 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
The charming exterior of the cottage features a covered wraparound porch adorned with hanging flower baskets. A well-kept lawn and garden enhance its appeal, while visible steps lead to the porch entrance. The roof is structured with a gable design, complemented by large windows for natural light.
Home in Port Stanley
4.99 out of 5 average rating, 162 reviews

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.

Top guest favorite
Home in St. Thomas
5 out of 5 average rating, 53 reviews

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.

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
4.98 out of 5 average rating, 128 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.

Top guest favorite
A charming cabin stands illuminated at dusk, surrounded by trees. Two red Adirondack chairs are positioned nearby a fire pit that radiates warmth, with logs crackling inside. The ambient lighting highlights the cabin's inviting facade, creating a serene outdoor gathering space.
Cabin in Rodney
4.99 out of 5 average rating, 134 reviews

Maple Lane Luxury Cabin

Come, disconnect, and rejuvenate in our secluded Lux Log Cabin nestled deep in the heart of a lush forest. Immerse yourself in towering trees cozy up beside the fireplace or unwind in the hot tub set on the banks of a babbling brook. Every detail has been carefully chosen to create an atmosphere of luxury , comfort and elegance while you let the melody of nature soothe your soul.

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