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Search results; Over 1,000 homes in Southwold

Top guest favourite
Home in Southwold
Nature Lover's Luxury Paradise
4 bedrooms, 5 beds, 3.5 private bathrooms
29 Aug – 3 Sept
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4.97 out of 5 average rating, 206 reviews
Guest favourite
Room in Iona Station
J.O. Lumley Co. B&B - Lumley Room
5.0 out of 5 average rating, 25 reviews, 1 queen bed, 1 bathroom
20–25 Jul
Top guest favourite
Flat in St. Thomas
The Executive Hideaway: St Thomas Serenity
5.0 out of 5 average rating, 17 reviews, 2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
Superhost
Holiday home in Port Stanley
3 of 5 Luxury Suites in Mitchell Heights Building
4.86 out of 5 average rating, 14 reviews, 2 beds, 1 bathroom
19–24 Jul
Flat in Port Stanley
A great place for some awesome port time.
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Sept
Cottage in Port Stanley
Timber & Tide Cottage | Steps to Beach & Downtown
New place to stay, 3 bedrooms, 4 beds, 1 bathroom
16–21 Aug
Guest favourite
Home in Port Stanley
Charming 2-bedroom home overlooking Lake Erie
4.86 out of 5 average rating, 65 reviews, 2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
Top guest favourite
Home in St. Thomas
lost + found under the pines
5.0 out of 5 average rating, 58 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
Top guest favourite
Home in Port Stanley
Orchard Beach Boutique Cottage
4.99 out of 5 average rating, 172 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Sept
Guest favourite
Room in London
Cozy Queen Bedroom
4.91 out of 5 average rating, 222 reviews, 1 bed, 1 bathroom
3–8 Aug
Guest favourite
Holiday home in Port Stanley
1 of 5 Luxury Suites in Mitchell Heights Building
4.83 out of 5 average rating, 24 reviews, 1 bed, 1 bathroom
19–24 Jul
Superhost
Home in London
Modern*2026 Build*TV75”*Sleeps10*Patio*Laundry
New place to stay, 4 bedrooms, 6 beds, 3.5 bathrooms
27 Jul – 1 Aug
Top guest favourite
Chalet in Port Stanley
The Sunset Chalet is in a Quiet neighbourhood.
4.85 out of 5 average rating, 216 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 Sept
Superhost
Room in Port Stanley
Top of the Hill Upper Room, Port Stanley
1 bed, 1.5 bathrooms
18–23 Jul
Top guest favourite
Flat in St. Thomas
2nd storey condo in Century home with King bed!
4.99 out of 5 average rating, 78 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Cottage in Port Stanley
Lakeside Bliss
4.92 out of 5 average rating, 13 reviews, 2 bedrooms, 4 beds, 1 bathroom
22–27 Aug
Guest favourite
Flat in St. Thomas
Luxury Loft Living
4.97 out of 5 average rating, 193 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Aug
Superhost
Guest suite in Port Stanley
Adorable 2-Bedroom Place with Free Parking.
4.75 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Jul
Superhost
Home in Port Stanley
Ravine Retreat w/ Private Deck • Walk to Beach
New place to stay, 3 bedrooms, 3 beds, 1 bathroom
19–24 Jul