Vacation rentals in Southwold

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Top-rated vacation rentals in Southwold

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

A bright and airy living area features vaulted ceilings and large windows that allow natural light to fill the space. Modern furnishings include a spacious sectional sofa arranged around a low table, complemented by a dining table nearby. Decorative items add subtle charm to the room.

Apartment in Port Stanley

Stunning harbour front suite w/ exceptional views.

Sit back, relax, and watch boats pass by from The Bridgeway, a beautifully renovated suite in the heart of Port Stanley Village. Ideally situated beside Kettle Creek and the historic Lift Bridge, it’s steps from shopping, entertainment, marinas, award-winning restaurants, and a short, scenic harbour walk to Port Stanley’s beaches. This bright, spacious suite features a large open-concept living/kitchen area with one-of-a-kind panoramic views overlooking the harbour — the perfect spot to unwind.

4.99 out of 5 average rating, 117 reviews

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

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.

4.97 out of 5 average rating, 159 reviews

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

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.

4.96 out of 5 average rating, 160 reviews

Guest favorite

The living room showcases a spacious gray sofa positioned around a round coffee table. A modern flat-screen TV is mounted on the wall, complemented by a sleek electric fireplace below. Large windows allow natural light to fill the space, revealing a peaceful outdoor view.

Home in London

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.

4.92 out of 5 average rating, 177 reviews

Superhost

Vacation home in Port Stanley

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.

4.76 out of 5 average rating, 46 reviews

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

Orchard Beach Boutique Cottage

**See note on guest maximum** Century cottage with floor level changes between rooms on main floor - watch your step! 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 max of 4 adults over 12, as per local municipal license** please follow our license rules, ask if you aren’t sure. Pet-friendly, well-appointed cozy cottage steps from beach, shops and dining, with parking for 4 in the driveway.

4.99 out of 5 average rating, 185 reviews

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

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!

5.0 out of 5 average rating, 100 reviews

Guest favorite

A modern kitchen features sleek white cabinetry and stainless-steel appliances, including a refrigerator and oven. A spacious dark countertop extends to an island with seating for four. Recessed lighting illuminates the area, enhancing the contemporary design.

Home in St. Thomas

Luxurious Four Bedroom Home

Luxurious four bedroom home in the heart of St. Thomas. Located minutes from shopping, grocery stores, restaurants, Cineplex, Fit4Less, Tim Hortons and St. Thomas/Elgin Fanshawe College. You’ll immediately fall in love with my place because of the beautiful open concept living space fully loaded with brand new appliances for you and your group to use during your stay. My space features 4 comfortable queen beds, 2.5 washrooms, cable TV, fast Wi-Fi and parking for 4 vehicles.

4.93 out of 5 average rating, 113 reviews

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

Nature Lover's Luxury Paradise

***Listing price INCLUDES AirBnB Fees*** 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!

4.97 out of 5 average rating, 216 reviews

Top guest favorite

The exterior of a spacious, white home is showcased against a clear blue sky, surrounded by lush green trees. A large deck extends from the second floor, offering an outdoor space. The entrance features a wooden door, and a gravel driveway leads to the garage.

Home in Fingal

Port Talbot White House- With Pickleball Court!

Beautifully renovated 6000 square foot home nestled amongst the trees of the Port Talbot Estate. The White House has it all! A private Lake Erie beachfront (shared only with the other 2 cottages on the property,) endless hiking trails, beautiful cliff bluffs and a winding creek that's perfect for a morning canoe ride through the forest. Converted riding arena is now home to 2 pickleball courts as well as ample room for activities!

4.98 out of 5 average rating, 124 reviews

Superhost

A modern two-story home features a combination of brick and stucco exterior. Large windows offer a clear view of the spacious front yard and driveway. The entrance is highlighted by a covered porch, while a symmetrical layout adds to the home's elegant appearance.

Home in London

Luxury 5BR· Chef's Kitchen · Sleeps 10 · Superhost

⭐ Superhost · 100% Response Rate New build, 2024 · 3,500 sq ft of designer luxury for up to 10 guests · London, Ontarios finest estate home in prestigious Silver Leaf Estates. Whether you're planning a family reunion, corporate retreat, graduation celebration, golf getaway, or Western University visit — this is the only home in London, Ontario that delivers resort-calibre space, finishes, and hospitality at an Airbnb. .

4.8 out of 5 average rating, 85 reviews

Guest favorite

An open-concept living area showcases a blend of comfortable seating, including two armchairs in warm colors. A coffee table is centered on a patterned rug, while large windows provide natural light. The kitchen features modern appliances and a spacious dining area is visible.

Cottage in Port Stanley

My Mom's Cottage

Have fun with the whole family at My Mom's Cottage located in the Kokomo Beach Club in Port Stanley! This incredible home is yours to enjoy in a brand new space. Minutes away from the beach and all the best Port Stanley has to offer! Enjoy the luxury amenities provided while getting an opportunity to enjoy small beach town vibe! There is something in Port Stanley for everyone! Beaches, Dining, Golf, Nature and more!

4.96 out of 5 average rating, 72 reviews