Vacation rentals in Southwold

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Top-rated vacation rentals in Southwold

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Top guest favorite
Guest suite in Port Stanley
5 out of 5 average rating, 71 reviews

Luxury with Lake Views

Stunning private 2 bedroom 1100sf suite with lake views. Private entrance. 5-10 min walks to 3 different beaches. Enjoy the south deck overlooking Stanley Park. Entertain yourself in the open concept space featuring, gas fireplace, 75 inch android 4K TV, chef’s kitchen. Spa like bath. Primary has king bed. Second bedroom offers queen bed. Small workspace area. No shared space with the owner’s unit below. Fast Wifi, wheeled cooler & beach chairs, 2 paddle boards **Not recommended for children.

Superhost
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
4.76 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
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, 141 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, 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!

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, 131 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 modern living space is highlighted by a sleek stone fireplace and a large wall-mounted television. A spacious sectional sofa is arranged around a neutral-toned area rug. A dining table for four sits in the background, complemented by natural light from windows.
Guest suite in London
4.9 out of 5 average rating, 111 reviews

Stylish 2 Bed 2 Bath Private Apartment Beside UWO

Newly renovated two bed, two bath, modern apartment. Nestled in on a tree-lined street, just a five minute walk to Western University. This clean and quiet suite offers two levels of spacious living. Your own private entrance has a large foyer with plenty of room for jackets and shoes. Two full bathrooms, fresh towels, linens and laundry. A full kitchen, ready to cook dinner and a large screen smart T.V with Wi-Fi for entertainment. Take advantage of this modern, quiet and clean retreat.

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, 74 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
4.91 out of 5 average rating, 254 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.

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, 160 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, 50 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.

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