Vacation rentals in Southwold

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.

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 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.

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!

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.

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!

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.

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.

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.

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 .

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.

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!