Holiday houses in Southwold

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Top-rated holiday rentals in Southwold

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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.
Apartment in Port Stanley
4.99 out of 5 average rating, 112 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.

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
4.77 out of 5 average rating, 26 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
Apartment in Port Stanley
5 out of 5 average rating, 10 reviews

Top of the Hill, Honey Bear Suite, Port Stanley

Our home is set on a beautifully landscaped hillside, directly across from a local fish hatchery, where guests can stroll the park like setting. We are 2 minutes to downtown Port Stanley and it's 3 beautiful public beaches. The ground level suite has a large living area, kitchenette with full refrigerator, bedroom with queen bed and ensuite with shower. Both TV's have access to Netflix and Prime. There is a separate patio area. No pets, smoking or vaping on the property. Registered guests only.

Top Guest favourite
Cottage in Fingal
4.99 out of 5 average rating, 141 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
A modern home is showcased with large windows and a spacious stone patio. Natural stone steps lead to the yard, which features manicured grass and scattered boulders. Surrounding trees add to the serene environment, creating an inviting outdoor space.
Cottage in Port Stanley
4.95 out of 5 average rating, 129 reviews

Stunning Cliffside Lakeview Home on 1.3 Acres

Sweeping landscape is the background for serenity at this stylish home; a picturesque view of the lake, outdoor fire pit, charming forest, small man-made pond & plenty of deer sightings. Screened-in gazebo w/ outdoor dining table & plenty of outdoor seating incl. lounge set. Inside boasts 2 bedrooms & sunroom w/ 2 pull-out couches w/ lake views. Finished bunkie with a full bathroom available for over 6 guests. Walkable to Little Beach, 7 min drive to Big Beach. No beach access from property.

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.
Apartment in Port Stanley
5 out of 5 average rating, 91 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
An open-concept living space features natural wood beams and a striking black accent wall. A round dining table is surrounded by four chairs, with a cozy seating area enhanced by a large beanbag. Decorative plants and stylish lighting fixtures add warmth to the environment.
Guesthouse in London
5 out of 5 average rating, 55 reviews

Stylish Private Loft | 1800s Farmhouse | Lake View

One-of-a-kind loft that sits inside a restored 1800s farmhouse with exposed beams, gas fireplace, and a sunroom with serene water view. Separate entrance, completely private unit — designed for the ideal getaway. King Endy bed with luxe cotton bedding, roomy bathroom with soaker tub. Nespresso, craft teas, induction stove. Hi-fi sound system, 55" 4K TV with Netflix and Prime. Sit/stand desk with Herman Miller chair. Minutes from the highway — peaceful, private, and unforgettable.

Top Guest favourite
Home in St. Thomas
5 out of 5 average rating, 62 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, cozy hammock, Blackstone grill, electric barrel sauna, and free parking—come home to yourself.

Guest favourite
Home in London
5 out of 5 average rating, 9 reviews

Modern*2026 Build*TV75”*Sleeps10*Patio*Laundry

Welcome to our modern 4-bedroom home in peaceful Lambeth! Sleeps up to 10 guests with 6 beds (1 king, 2 queens, twin bunk, and sofa bed). Enjoy 3.5 bathrooms, a fully equipped kitchen, spacious living room, 75" Smart TV, fast Wi-Fi, dedicated workspace, washer/dryer, coffee station, private patio, fenced backyard, free parking, and dining for 10 with a table and kitchen island. Minutes from Hwy 401, shopping, restaurants, and downtown London.

Guest favourite
A serene outdoor seating area is situated among lush greenery, featuring two red Adirondack chairs and a round table. Sunlight filters through the trees, illuminating the surrounding foliage, while a glimpse of blue lake water can be seen in the distance.
Dome in Rodney
4.94 out of 5 average rating, 69 reviews

Stargazers Dream Private Dome Overlooking LakeErie

Escape to a private getaway where the rare Carolinian forest meets the horizon of Lake Erie. This unique geodesic dome offers the perfect blend of a hint of luxury comfort and raw nature. Whether you’re sipping coffee while spotting local Bald Eagles or watching the moon rise over the lake, this is the ultimate "unplugged" experience—just 3 minutes from the Port Glasgow,ontario Beach & marina .

Top Guest favourite
A charming log cabin is set amid lush greenery, featuring a sloped roof and wooden deck steps leading to the entrance. A circular fire pit area is surrounded by red outdoor chairs, inviting relaxation in a natural setting.
Cabin in Rodney
4.99 out of 5 average rating, 150 reviews

Maple Lane Luxury Cabin

Come, disconnect, and rejuvenate in our secluded Lux Log Cabin nestled deep in the heart of a lush forest. Immerse yourself in towering trees cozy up beside the fireplace or unwind in the hot tub set on the banks of a babbling brook. Every detail has been carefully chosen to create an atmosphere of luxury , comfort and elegance while you let the melody of nature soothe your soul.

Top Guest favourite
An aerial view of a stylish living area displays a light-colored sectional sofa with decorative cushions. A dark coffee table complements the space, while a patterned area rug is visible beneath. The kitchen island, featuring a dark stone countertop, is situated nearby, enhancing the contemporary design.
Guesthouse in Tillsonburg
4.97 out of 5 average rating, 114 reviews

BosHaven Guest House *Hot tub*

Charming and inviting space minutes away from Tillsonburg offering comfort and convenience. This well-appointed house features a cozy atmosphere with modern amenities, including a full kitchen, bath & washer/dryer as well as an outdoor space including seating & propane fireplace & bbq. Located 20 minutes away from Port Burwell beach. It’s the perfect spot for a memorable stay!

Popular amenities for Southwold holiday rentals