Holiday rentals 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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Superhost
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 favourite
The exterior of a modern brick home is featured, showcasing a well-maintained front yard with decorative stones and two small evergreen shrubs. A prominent star hangs above the entrance. Clear blue skies provide a bright backdrop to the welcoming entryway.
Home in St. Thomas
5 out of 5 average rating, 25 reviews

The Olive Branch Inn-St. Thomas

Prime Location: North St. Thomas Steps from One Password Park Easy access just 10 minutes to Highway 401 Only 20 minutes to Port Stanley and 25 minutes to Port Bruce – perfect for weekend getaways! Flexible Stay Options: We have been hosting long-term stays on Airbnb, offering accommodations for one year to one month. Enjoy a modern, stylish space in an unbeatable location. This home is a great choice for a growing family or professionals working in St. Thomas. Message now for details

Top guest favourite
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 favourite
A wooden deck features red Muskoka chairs, positioned to overlook Lake Erie. The exterior of the cottage is a warm wooden facade, complemented by a welcoming front door. Lush green grass and a large tree provide shade, enhancing the tranquil outdoor 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 favourite
Flat in Port Stanley
4.96 out of 5 average rating, 135 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.

Superhost
Holiday home in Port Stanley
4.79 out of 5 average rating, 39 reviews

5 of 5 Luxury Suites in Mitchell Heights Building

Welcome to Mitchell Heights(Suite 5)! A unique building, rich in history with 5 luxury suites. Beautiful views of a picturesque ravine. Come alone or rent multiple Suites with with family/friends. Couch fits 1 adult or 2 kids. Full kitchen, bedroom, laundry, dishwasher & toiletries, linens, towels etc. Hang out on the deck and enjoy BBQ or fire with your travelling companions, all while listening to the sounds of nature. 8 minute walk to Erie Rest Beach and the town is just down the road.

Guest favourite
A stone pathway leads from a wooden deck to an expansive yard, surrounded by greenery. A seating area with firepits is visible, along with a shaded space for relaxation. The open area invites leisure activities, offering a peaceful backdrop of trees and open sky.
Guest suite in Union
4.94 out of 5 average rating, 35 reviews

Cedar Rails Port Stanley, Private Guest Suite

Relax at this unique and tranquil getaway just 4 minutes from Port Stanley beaches. Self contained lower level bed-sitting suite with queen bed, private four piece bath, shower and massive two person Jacuzzi spa tub. Amenities: bar fridge (ice,pop,water incl.), microwave, Keurig, kettle, coffee, tea, BBQ on a small dedicated deck with café table and chairs overlooking expansive yard, fire pit & firewood included. High speed internet, 50" Smart TV. STR License #2025-12-27-023

Top guest favourite
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, 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 favourite
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 favourite
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 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.
Flat 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 favourite
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, 200 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!

Popular amenities for Southwold holiday rentals

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  3. Ontario
  4. Elgin
  5. Southwold