Vacation rentals in Southwold

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Top-rated vacation rentals in Southwold

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Guest favorite

Apartment in St. Thomas

5.0 out of 5 average rating, 66 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!

Sep 17 – 24

G$14,027 GYD per night

Guest favorite

Cottage in Fingal

5.0 out of 5 average rating, 77 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!

Oct 4 – 11

G$36,434 GYD per night

Guest favorite

Apartment in Port Stanley

4.98 out of 5 average rating, 47 reviews

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.

Jun 5 – 12

G$22,026 GYD per night

Guest favorite

Apartment in Thamesford

4.96 out of 5 average rating, 151 reviews

Stay Inn Thamesford - Cozy 1 Bedroom unit/apt.

Enjoy a relaxing stay in our stylish and cozy little nook right in the hub of our friendly little town. Walking distance to Tim Horton's, RBC bank, variety stores, pizza pick up, town swimming pool, cannabis store and liquor & beer . Only 20 minutes London or Woodstock . It's important to note that our quaint unit does have a saniflo toilet and pumping system(ie. maceration system) which means there is noise associated with flushing and drainage. Please inquire if more info is needed!!

May 24 – 31

G$10,436 GYD per night

Guest favorite

Tiny home in St. Thomas

4.93 out of 5 average rating, 336 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.

Feb 13 – 20

G$18,108 GYD per night

Guest favorite

Home in Southwold

4.96 out of 5 average rating, 45 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.

Sep 16 – 23

G$34,622 GYD per night

Guest favorite

Cottage in Port Stanley

5.0 out of 5 average rating, 129 reviews

Private Beachfront - Somerset Cottage

SUMMER 2024 Open for Bookings☀️ 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.

Mar 14 – 21

G$64,940 GYD per night

Guest favorite

Tiny home in Komoka

4.9 out of 5 average rating, 670 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!

Jul 4 – 11

G$30,132 GYD per night

Guest favorite

Home in Iona Station

5.0 out of 5 average rating, 12 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.

Jan 11 – 18

G$91,899 GYD per night

Guest favorite

Apartment in Strathroy

4.95 out of 5 average rating, 163 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.

May 24 – 31

G$11,689 GYD per night

Guest favorite

Cottage in PORT STANLEY

5.0 out of 5 average rating, 34 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!

Dec 4 – 11

G$31,628 GYD per night

Guest favorite

Home in Southwold

4.96 out of 5 average rating, 142 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!

Nov 25 – Dec 2

G$61,631 GYD per night