Vacation rentals in Southwold

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Top-rated vacation rentals in Southwold

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Guest favorite

Rental unit in Port Stanley

4.89 out of 5 average rating, 158 reviews

The Pelican Nest

A quiet 2 Queen bed suite, lake view, 3 minute walk to Erie Rest Beach, 3 minute drive (20 minute walk) in to the village. All beach gear incl. Chairs, beach mats, towels, shade tent, floaties, umbrellas! Tons of indoor board games, everything you need to cook or BBQ with. Relax, play, shop, listen to live music, eat out at excellent restaurants or delivery in! Lots of things to see and do! Enjoy nature (deer & bald eagles) on a peaceful private deck. A/C is icy cold or cozy gas fireplace! 💞

Guest favorite

Cottage in Aylmer

4.99 out of 5 average rating, 110 reviews

The Bruce Beach House - Cozy cottage by the lake!

Enjoy a relaxing getaway at The Bruce Beach House, just a minutes walk to the beach! This unique log cabin cottage features a modern kitchen, cozy nooks, and a 1920’s railway car incorporated right into the home. The top level is bright and airy, with a large balcony to enjoy your morning coffee or listen to the waves at night. Enjoy full lake views from the cottage during the winter season! Be sure to check out the local wineries, walk through the lavender farm or visit the nearby gift shops!

Guest favorite

Cottage in Port Stanley

4.93 out of 5 average rating, 61 reviews

Look out over Port Stanley Main Beach

Situated along the hilltop of Port, this cottage offers guests sweeping views and summer vibes like no other! Just a short walk from the beach, this cottage has been completely renovated to a high standard, and makes a great spot to soak up the sun with friends and family alike. Trust us, you’ll have enough space for all your vacation needs. Port has so much to offer visitors to our sunny town, including a soft sand beach, charming shops, a selection of restaurants, and exciting nightlife.

Guest favorite

Tiny home in London

4.98 out of 5 average rating, 120 reviews

Newly Built Cabana Home! Pool + Hot Tub!

Enjoy an enchanting stay in this newly built cabana tiny home. Everything is freshly constructed and designed to ensure you relax and unwind. At almost 500 sq feet, the 4 season cabana is a perfect blend of modern and cozy and resides in a premium neighbourhood away from many of the safety concerns that may come with the city's core. The cabana, hottub, pool and backyard will be exclusively yours during your stay which equals privacy for you. Downtown London is a quick 15-20 minute drive.

Guest favorite

Rental unit in Duart

4.94 out of 5 average rating, 257 reviews

Troll Hill

Beautiful country apartment located in a woodlot between Chatham and London. Apartment is detached from main house and has a spacious deck surrounding it overlooking the forest. It also has a small cabin for the second bedroom that is accessible from March to October. There is a large inground shared pool, outdoor sauna, yard and walking trails nearby for nature lovers. Apartment and cabin are fully furnished and both have Wi-Fi. It’s located about 15 minutes from Rondeau provincial park.

Guest favorite

Rental unit in Port Stanley

5 out of 5 average rating, 17 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!

Guest favorite

Home in Port Stanley

4.95 out of 5 average rating, 19 reviews

Beach Cottage on Main Beach in Port Stanley

Beautiful, newly renovated cottage steps from the main beach in Port Stanley. Enjoy views of the beach from the open concept living, dining room and kitchen. Brand new 4-piece bathroom. Two bedrooms with a queen and a double bed. Pull out couch in the living room. Free parking for 2 cars and steps from additional paid parking. Spacious outdoor deck with shade covering, bbq, gas fire pit and new outdoor shower. On the main beach and a short walk to the pier, parks, shops and restaurants.

Guest favorite

Rental unit in Thamesford

4.96 out of 5 average rating, 204 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!!

Guest favorite

Tiny home in St. Thomas

4.91 out of 5 average rating, 394 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.

Guest favorite

Rental unit in St. Thomas

4.96 out of 5 average rating, 112 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, bottled water, 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!

Guest favorite

Loft in Arva

4.96 out of 5 average rating, 146 reviews

Beautiful Country Retreat

Leave the city behind and come enjoy some country vibes. Just 5 minutes from london (masonville/8 minutes to University hospital) you will find yourself deep in rural life. Set on a 25 acre horse farm this upstairs unit offers a great place to get away and enjoy the rural lifestyle. With a separate entrance, spacious bedroom and even more spacious living space. Comfy couch and two new comfy beds. Beautiful views from all the windows. The unit is private but is in a very quiet home.

Guest favorite

Cabin in Rodney

4.96 out of 5 average rating, 268 reviews

SECLUDED LAKESIDE CABIN

Escape to this stylish, open concept cabin with swim spa. Situated atop the bluffs overlooking Lake Erie. (No Direct Lake Access) Privacy abounds on this 12-acre property set within prime Carolinian Forest. Modern amenities provide all the comforts necessary for a relaxing stay or quiet remote work setting. Snuggle up next to the wood-burning fireplace, take in a movie, or unwind in the swim spa overlooking the water. Indoor meets outdoor living, a truly nature-rich experience.