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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Top guest favourite
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.
Flat in Port Stanley
4.99 out of 5 average rating, 113 reviews

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.

Top guest favourite
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, 114 reviews

Cute Cottage steps from the Main Beach

Built in 1919, this charming beach house is a Port Stanley original! 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. Winter: up to 6 Guests

Guest favourite
The image displays a modern kitchen area featuring stainless steel appliances, including a refrigerator and stove. A comfortable seating area with a dark sofa is adjacent to a spacious bed. Light wooden flooring complements the bright cabinetry and accents from decorative items.
Holiday home in Port Stanley
4.79 out of 5 average rating, 28 reviews

1 of 5 Luxury Suites in Mitchell Heights Building

Welcome to Mitchell Heights(Suite 1)! A unique building, rich in history. 5 luxury suites with beautiful views of a picturesque ravine. Come on your own, or rent multiple Suites with with family & friends. 4 people Suites also available. This Suite has a full kitchen, toiletries, linens, towels. Hang out on the deck and enjoy a fire or BBQ your dinner 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.

Top guest favourite
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
4.97 out of 5 average rating, 156 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.

Guest favourite
A welcoming outdoor seating area is depicted, featuring two dark wicker chairs with blue cushions positioned around a small table. A potted plant adds a touch of greenery. Natural light filters through the nearby windows, creating a warm and cozy atmosphere.
Home in Port Stanley
4.95 out of 5 average rating, 22 reviews

Blue dreams at Port Stanley

Relaxing Family Home in Kokomo Beach Area – Sleeps 12 | Pet-Friendly | Near Beach & Downtown The perfect getaway in Port Stanley!, this spacious 4-bedroom home comfortably is ideal for families or groups 🛏️ Each bedroom features a TV and tasteful decor for a cozy and enjoyable stay. 🛁 There are 2.5 modern bathrooms, fully equipped for your group’s comfort. Whether you're here for a vacation, family reunion, or relaxing weekend with friends, this home is your perfect base in Port Stanley!

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, 180 reviews

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.

Top guest favourite
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.
Flat in Port Stanley
5.0 out of 5 average rating, 98 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 favourite
The exterior of a two-story cottage is shown, set on a private road. A stone walkway leads to the entrance, flanked by landscaped areas. Trees provide some shade, while a balcony is visible on the upper level. Natural surroundings complement the cottage's structure.
Home in Port Stanley
5.0 out of 5 average rating, 24 reviews

Dover Place Cottage Port Stanley

Escape to tranquility at our beautiful lakeside retreat in Port Stanley! This newly renovated cottage is a 3-minute walk from the beach. The cottage features 3 beds, 2 bath, new kitchen, laundry, lake views and located on a private road. Additional features include ductless air, natural gas BBQ. Whether you're seeking adventure or simply craving relaxation, our cottage is the perfect place to escape the hustle and bustle and immerse yourself in the serene beauty of Port Stanley.

Top guest favourite
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
4.98 out of 5 average rating, 120 reviews

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!

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
4.79 out of 5 average rating, 82 reviews

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. .

Guest favourite
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
4.96 out of 5 average rating, 70 reviews

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!

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, 213 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