Vacation rentals in Southwold

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Top-rated vacation rentals in Southwold

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Guest favorite

The living area features large windows allowing natural light to illuminate the space. A comfortable gray sofa and a wooden coffee table are placed on a light wood floor. A unique wooden chair and a wall clock complement the exposed brick walls.

Apartment in St. Thomas

4.98 out of 5 average rating, 151 reviews

Luxury Loft Living

Welcome to Luxury Loft Living in historic downtown St. Thomas. This early 1900’s two story studio boasts an impressive renovation featuring 15ft ceilings and beautiful exposed brick. It’s unique, stylish and modern. Perfect for those travelling for work or study. Conveniently located within walking distance of shops, dining and the public library. 12 minute drive to the 401 as well as the highly sought after Port Stanley beach. Controlled entry and free parking. Come & experience loft luxury!

Top guest favorite

A modern studio apartment is presented, showcasing a spacious sitting area with a large flat-screen television mounted above a contemporary electric fireplace. The open kitchen features updated appliances and a dining table for four, complemented by warm lighting and wood accents.

Guest suite in London

4.97 out of 5 average rating, 169 reviews

Modern and private guest suite

We've recently renovated our basement to create a stylish, modern, cozy and quiet guest suite. There is a side entrance that opens directly onto stairs taking you down to the unit. It has a locking metal exterior door for sound-proofing and security. The unit is a bright studio apartment with three large windows, a full kitchen, sitting area with tv and fireplace, dining table, queen-sized bed, walk-in closet and your own private bathroom with a five-foot shower. With extensive sound-proofing!

Top guest favorite

The exterior of the cottage features a welcoming entrance with large glass doors, framed by warm lighting. A wooden deck with seating overlooks a landscaped area of rocks and soil, while a lighted pergola stands nearby, creating an inviting space for relaxation.

Cottage in Vienna

4.98 out of 5 average rating, 288 reviews

Creek Retreat with Hot Tub~Fire Pit~Pet Friendly

Escape to River House Getaway and enjoy a relaxing stay with your loved ones, and your furry friend. Located right on the creek, it’s perfect for kayaking and canoeing. The beach at Port Burwell is just a 6-minute drive away, with complimentary park entry included during your stay. Unwind in the hot tub, roast s’mores around the fire pit, or relax under the lit pergola. With high-speed Wi-Fi, a Smart TV, and a fully equipped kitchen, this cottage has everything you need for a perfect getaway!

Top guest favorite

An outdoor area is showcased, featuring a spacious pool with clear waters, surrounded by a concrete patio. Loungers are positioned nearby, alongside a hot tub, while patio furniture offers space for relaxation. Lush greenery adds a natural touch to the private retreat.

Tiny home in Talbot

4.97 out of 5 average rating, 155 reviews

Newly Built Cabana Home! Pool + Hot Tub!

Book your winter getaway in this newly built cabana tiny home! Everything is freshly constructed and designed to ensure you relax and unwind this winter. 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 20 minute drive.

Top guest favorite

A bright sleeping area is furnished with a dark wooden bed frame holding a light-colored quilt. Two bedside tables with white lamps are positioned on either side. Sunlight filters through a nearby window, casting soft illumination on the greenery visible outside.

Apartment in Port Stanley

4.96 out of 5 average rating, 125 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.

Guest favorite

A charming cottage exterior features warm wooden siding and a sloped roof. Two large windows invite natural light, framed by lush greenery and flower beds. A small sign is mounted next to the door, identifying the property, while a pathway of stones leads to the entrance.

Tiny home in St. Thomas

4.91 out of 5 average rating, 466 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. Cute as a button, you will enjoy this small home and have it all to yourself. it includes 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, London, beautiful parks & conservation areas.

Top guest favorite

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, 64 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 favorite

A spacious living area features a comfortable sofa and a coffee table, situated in front of a large television. Soft lighting and a rug enhance the inviting setting, while an adjoining kitchen is visible in the background.

Apartment in St. Thomas

4.95 out of 5 average rating, 170 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

A rustic wooden bunkie is situated in a spacious outdoor area, accompanied by a well-maintained garden and patio. Two lounge chairs are positioned outside for relaxation. A smooth concrete pathway leads to the entrance, enhancing accessibility and outdoor enjoyment.

Guesthouse in Springfield

4.83 out of 5 average rating, 152 reviews

Welcome to Brown's Rustic Country Bunkie

We invite you to enjoy our beautiful country rustic wooden bunkie. Sit outside and enjoy watching the animals or star gaze while having a campfire. Warm up after on the love seat while in front of the fireplace. A/C keeps you comfortable in the summer. This queen sized bed is fantastic to enjoying the free Wifi and Firestick TV. A great spot for a weekend get away. Golf at Tarandowah, Tamarack & Pineknot 10minutes Wave Nordic Spa is 15min Port Stanley/Port Bruce/Port Burwell 30-35min

Guest favorite

A serene bedroom is presented with a queen bed adorned in nature-themed bedding. A large mirror stands beside the bed, reflecting soft natural light from the window featuring light curtains. A wall art piece depicting a forest landscape enhances the calming ambiance.

Guesthouse in Old East Village

4.92 out of 5 average rating, 104 reviews

Charming Guesthouse Nestled Away

Nestled away in the heart of Old East Village in London Ontario. This guesthouse located in the backyard of a beautiful wooded lot is secluded away from the street and neighbors leaves it for a quiet, uninterrupted vacation. Outdoor covered patio, hottub and lounge area available for those sweet summer night hangouts. Minutes away from some of the best entertainment and dining London has to offer! Queen Bed in bedroom. Pullout couch in living room.

Top guest favorite

The kitchenette offers modern appliances, including a refrigerator and dishwasher, and features a long bar with three stools. A foosball table is positioned nearby, while large windows with horizontal blinds provide ample natural light.

Guest suite in Oakridge

4.91 out of 5 average rating, 185 reviews

West London Retreat with Hot Tub

Welcome to our retreat in west London! This stylish Two-Level Basement Split is a guest suite ideal for friends and families. Our 1+Den has 2 comfy Queen Beds, 1.5 bathrooms, a large kitchenette with every appliance you need, and a foosball table for some competitive fun. Outside, there's a hot tub, firepit (BYO wood), BBQ, and outdoor eating area. We live upstairs and are available to assist with the indoor or outdoor amenities at any time!

Guest favorite

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, 102 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!