Vacation rentals in Southwold

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Top-rated vacation rentals in Southwold

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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
4.75 out of 5 average rating, 69 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
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, 140 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
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 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, 128 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 favorite
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, 129 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.

Top guest favorite
A wooden deck surrounds the darkly stained exterior of the apartment, featuring two bright red adirondack chairs positioned beside a small table. Large windows allow natural light into the living space, while greenery from surrounding trees provides a sense of privacy.
Apartment in Duart
4.95 out of 5 average rating, 318 reviews

Troll Hill

Beautiful country apartment located in a woodlot between Chatham and London. Apartment is detached from main house and has a spacious deck surrounding it overlooking the forest. It also has a small cabin for the second bedroom that is accessible from March to October. There is a large inground shared pool, outdoor sauna, yard and walking trails nearby for nature lovers. Apartment and cabin are fully furnished and both have Wi-Fi. It’s located about 15 minutes from Rondeau provincial park.

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, 70 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 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, 109 reviews

Cute Cottage steps from the Main Beach

Built in 1919, this charming beach house is one of Port Stanley’s originals! Although updates have changed this cottage over the last 100 years, my historic cottage is the perfect blend of charm, comfort, and convenience. Located on a dead end street and directly across the road from the main beach, the location is ideal for exploring all the harbour 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 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
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, 159 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.

Guest favorite
A serene bedroom is presented with a queen bed adorned in nature-themed bedding. A large mirror stands beside the bed, reflecting soft natural light from the window featuring light curtains. A wall art piece depicting a forest landscape enhances the calming ambiance.
Guesthouse in Old East Village
4.9 out of 5 average rating, 163 reviews

Charming Guesthouse Nestled Away

Nestled away in the heart of Old East Village in London Ontario. This guesthouse located in the backyard of a beautiful wooded lot is secluded away from the street and neighbors leaves it for a quiet, uninterrupted vacation. Outdoor covered patio, hottub and lounge area available for those sweet summer night hangouts. Minutes away from some of the best entertainment and dining London has to offer! Queen Bed in bedroom. Pullout couch in living room.

Top guest favorite
A hot tub is situated on a spacious deck surrounded by lush green trees, providing a serene forest backdrop. Nearby, a glass-top table with several chairs offers an inviting space for outdoor dining. Sunlight filters through the leaves, creating a calming atmosphere.
Home in Southwold
4.97 out of 5 average rating, 194 reviews

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!

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