Holiday houses in Southwold

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Top-rated holiday rentals in Southwold

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Superhost

A cozy guest suite features a four-poster bed adorned with decorative pillows. A comfortable couch with patterned cushions is positioned beside a large area rug. A mounted TV is visible on the wall, and natural light fills the room through a window dressed with light curtains.

Guest suite in St. Thomas

4.79 out of 5 average rating, 63 reviews

Our Country Hideaway

Our cosy guest suite & all its charm will win you over! A boutique style room with a full bathroom with tub, walk in closet, mini fridge, microwave, Keurig, 65” TV, toaster oven, electric fireplace & heated floors. Soak in our hot tub or enjoy the nature views of deer and star filled night sky’s. The sunsets are beautiful it’s the perfect place to come relax & enjoy the peace. 15 min away from Port Stanley beach, 2 min from St. Thomas & 15 min from London. Central location off the beaten path.

Top Guest favourite

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

4.98 out of 5 average rating, 201 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!

Superhost

The dining area features a glass table surrounded by six white chairs, set against a backdrop of black accent walls and elegant molding. A modern light fixture hangs from the intricately patterned ceiling, while a monochrome rug provides warmth and contrast to the wooden flooring.

Home in Central London

4.9 out of 5 average rating, 251 reviews

Elegant 3-Bdr House| DT| Parking | 1.5 Gbps WiFi

Welcome to your dream escape in downtown London! This 1200+ sqft, 3-bdr bungalow blends historic charm with modern luxury. Renovated and steps from Victoria Park, Budweiser Gardens, Covent Garden Market, and vibrant shops & cafes. Enjoy strolls to top attractions in London. With UH, UWO, and Fanshawe C nearby, convenience is at your doorstep. This cozy retreat feels like home with stylish elegance. Perfect for a weekend getaway or extended stay. Book now for an unforgettable London experience!

Top Guest favourite

A welcoming entrance is framed by two large, dark planters filled with lush greenery and white flowers. The light-colored brick architecture and a black door create a contrast, enhancing the entrance's visual appeal. A small side table is positioned beside the door.

Home in London

4.97 out of 5 average rating, 144 reviews

Boutique 1BR Apt in Old South Estate- Open Concept

Private second floor apartment above our Coach House style garage on our upscale estate property. We're situated on an acre of land filled with mature trees & chirping birds- you'll have quick access to Wortley Village, downtown & Victoria Hospital. If you love upscale heritage architecture blended with contemporary decor, this is a great spot! My place is good for couples, solo adventurers, and business travellers. 15% weekly, 30% monthly discount, 30+ day stays exempt from 13% occupancy tax

Top Guest favourite

Four red Muskoka chairs are arranged on a wooden deck, facing Lake Erie. The tranquil water reflects the sky, which is dotted with fluffy clouds. Lush green trees are visible in the background, adding a natural element to the serene setting.

Cottage in Fingal

4.98 out of 5 average rating, 128 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!

Top Guest favourite

Apartment in Port Stanley

4.96 out of 5 average rating, 127 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.

Top Guest favourite

Home in Oakridge

5 out of 5 average rating, 50 reviews

Basement Apartment Unit

Welcome to this beautiful and spacious basement unit. Has its own private full bathroom with access to laundry. Shared kitchen on main floor upstairs. Wi-Fi included. Parking spot for one vehicle on the driveway included. No parties, smoking, or pets. Located in a very peaceful neighbourhood with a park and trail within a couple minutes walk, shopping plazas, and excellent dining/entertainment options within 5 minutes drive. Please do not hesitate to message for any questions! Thank you!

Guest favourite

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

4.9 out of 5 average rating, 471 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 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, 66 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 favourite

A modern kitchen with wooden cabinetry and a spacious island bar is depicted. Light streams through large windows, illuminating an adjacent dining area with a round table and four chairs. A soft rug lies on the floor, adding a touch of comfort.

Apartment in St. Thomas

4.93 out of 5 average rating, 14 reviews

Charming Victorian 1 Bed in St Thomas

Strategically situated 5 mins from the St Thomas Elgin Hospital and 30 Mins from London's major hospitals our apartment provides peace of mind for those needing quick access to medical facilities. Additionally, its prime location allows you to take leisurely strolls to the vibrant downtown area, immersing yourself in the local culture, shops, and eateries. We are also very close (10 mins) to the beautiful town of Port Stanley, soak up the beautiful scenery around the marina and harbour.

Guest favourite

Loft in Arva

4.95 out of 5 average rating, 212 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.

Superhost

A living area is presented with a mounted Smart TV above a decorative fireplace. Natural light enters through sheer curtains, illuminating the space. A wooden coffee table is centered on a patterned rug. Part of the bedroom is visible, featuring light-toned walls and a spacious bed.

Apartment in Central London

4.87 out of 5 average rating, 130 reviews

Updated Apartment Near Downtown

Enjoy your experience at this centrally located and charming one bedroom apartment in a historical century home. This tastefully renovated unit is spacious, equipped with a full kitchen, and dedicated workspace in the large bedroom. Conveniently features unlimited high speed internet, Smart TV, and secure keyless entry. Parking available at the back for 1 vehicle. The bedroom features a comfortable king sized bed, dedicated workspace, and room darkening shades.