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Holiday rentals in Southwold

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Top-rated holiday rentals in Southwold

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Cottage in Port Stanley

4.94 out of 5 average rating, 32 reviews

THE YOLO COTTAGE! Isolated, lake view, with sauna!

The YOLO Cottage is a serene escape in among the trees OVERLOOKING ERIE REST BEACH (map incorrect!) in beautiful Port Stanley ON. There is easy access to the public beach via the stairs at the bottom of the yard. This rustic cottage is reminiscent of a simpler, more carefree time. Guests will enjoy listening to the soothing sounds of waves and songbirds. Included in our 3 bdrm cottage is a wood burning fireplace, propane BBQ, outdoor fire-pit, TV, WiFi, and an 8 ft cedar sauna w/ lake view.

Guest favourite

Flat in St. Thomas

5.0 out of 5 average rating, 71 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, lifestraw water filter, 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!

Guest favourite

Holiday home in Port Stanley

4.88 out of 5 average rating, 26 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

Tiny home in St. Thomas

4.92 out of 5 average rating, 346 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 & attractions. Cute as a button, this small home has 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, beautiful parks & conservation areas. Grocery stores & Laundromat nearby as well.

Guest favourite

Home in Southwold

4.91 out of 5 average rating, 47 reviews

4 Br Home Talbotville/St. Thomas Near London

Near London, ON Newly built 2300 sq ft furnished designer home in the family neighborhood of Talbotville Meadows with convenience and comfort in mind! House has large yard and backs on to a public park with playground, basketball court, and soccer field. All new appliances and furniture. Includes spacious front office with doors for privacy, Fully stocked kitchen, living room equipped with TV and PS3, highspeed WiFi, and a modern bathrooms ensure a comfortable and relaxing stay.

Guest favourite

Tiny home in Komoka

4.9 out of 5 average rating, 673 reviews

The Adler Cabin at Fernwood Hills

A great disconnect from city life. The Adler Cabin (107 square feet) at Fernwood Hills, nestled in a beautiful forest in the heart of South Western Ontario, cozy and romantic. Note: No washroom inside. It is up the lane If your preferred dates aren’t available, check out our Airbnb profile to book our other Cabin (Bracken) listing or The Studio Loft listing with a washroom on the same property. Search fernwoodhills on social media to see more of the property and our spaces!

Guest favourite

Cabin in Rodney

4.96 out of 5 average rating, 238 reviews

SECLUDED LAKESIDE CABIN

Escape to this stylish, open concept cabin with swim spa. Situated atop the bluffs overlooking Lake Erie. (No Direct Lake Access) Privacy abounds on this 12-acre property set within prime Carolinian Forest. Modern amenities provide all the comforts necessary for a relaxing stay or quiet remote work setting. Snuggle up next to the wood-burning fireplace, take in a movie, or unwind in the swim spa overlooking the water. Indoor meets outdoor living, a truly nature-rich experience.

Guest favourite

Guest suite in St. Thomas

4.96 out of 5 average rating, 27 reviews

The Glenholm

Built in 1830, "The Glenholm" is one of the oldest homes in the St. Thomas area. This beautiful property is a quick 15-20 minute drive to London and the 401 or Port Stanley. Newly decorated, this space boasts exposed beams in the kitchen, spacious rooms, a quiet setting, a private entrance, beautifully landscaped gardens, and free parking. Whether you need a comfortable place to stay while working in the area or just want to get away to re-charge, we would love to have you.

Guest favourite

Home in Iona Station

5.0 out of 5 average rating, 14 reviews

Highland Hideout

Welcome to our stunning country home located on a very private 100 acre property. Expansive country views including the resident Highland cattle, large woodlot to explore nature or relax in the hot tub. Located a short drive to the quaint beach town of Port Stanley. Inside, the chef's kitchen and open concept main floor allow for easy entertaining or head outside to enjoy a campfire. Added features include a rec room that boasts a large smart tv and pool table.

Guest favourite

Cottage in Port Stanley

5.0 out of 5 average rating, 130 reviews

Private Beachfront - Somerset Cottage

Welcome to Somerset Cottage. We are beyond excited to share our stunning, completely renovated beachfront property with you. Our goal is to offer you a memorable vacation and complete relaxation in our delightful resort-like setting. Enjoy your own private beach all the way to water’s edge. Relax in our beach cabanas and loungers. Make use of our outdoor living space complete with a large outdoor seating area, gas fire bowl, bbq, and dining area.

Guest favourite

Flat in Strathroy

4.95 out of 5 average rating, 170 reviews

Charlie's Place - 2 Bedroom Apartment in Strathroy

2 Bedroom apartment in residential home in Strathroy. The master bedroom has a king bed and the second bedroom has a double bed. The apartment has a kitchenette equipped with a mini fridge, microwave, toaster oven and coffee maker. Located in walking distance to Real Canadian Super Store (groceries, beer, wine), fast food and gas station. Conveniently located 1km from the 402. Free parking on premises. Pet friendly.

Guest favourite

Home in Southwold

4.97 out of 5 average rating, 146 reviews

Nature Lover's Luxury Paradise

Nature Lover's Luxury Home in the woods. Creek's Edge Estate is a newly renovated home that is nestled on 10 acres of private woods. Minutes from London, ON this 4BDRM+3.5 BATH home sits next to Cedarcroft's 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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Popular amenities for Southwold holiday rentals

Free parking on premises

Air conditioning

Stay near Southwold's top sights

Port Stanley Beach32 locals recommend

GT's On The Beach35 locals recommend

Mackie's19 locals recommend

Port Stanley Festival Theatre25 locals recommend

St. Thomas Elevated Park9 locals recommend

The Barnacles Beerhouse15 locals recommend

Other great holiday rentals in Southwold

Guest favourite

Cottage in Fingal

5.0 out of 5 average rating, 77 reviews

Port Talbot Shore Stay

Guest favourite

Home in London

4.95 out of 5 average rating, 21 reviews

Fun in West London! Hot Tub&Pool

Guest favourite

Cottage in Port Stanley

4.97 out of 5 average rating, 39 reviews

Newly renovated cottage on large private beach

Guest favourite

Cottage in PORT STANLEY

5.0 out of 5 average rating, 35 reviews

My Mom's Cottage

Guest favourite

Home in Port Stanley

5.0 out of 5 average rating, 10 reviews

Bluewater Cabin

Guest favourite

Flat in Port Stanley

4.99 out of 5 average rating, 69 reviews

Stunning harbour front suite w/ exceptional views.

Guest favourite

Home in Port Stanley

4.99 out of 5 average rating, 97 reviews

Orchard Beach Boutique Cottage

Guest favourite

Home in St. Thomas

4.89 out of 5 average rating, 19 reviews

dream home

Destinations to explore