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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
1 queen bed, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Flat in St. Thomas
The Executive Hideaway: St Thomas Serenity
2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 17 reviews
Superhost
Holiday home in Port Stanley
3 of 5 Luxury Suites in Mitchell Heights Building
2 beds, 1 bathroom
19–24 Jul
4.86 out of 5 average rating, 14 reviews
Top guest favourite
Home in St. Thomas
lost + found under the pines
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 58 reviews
Flat in Port Stanley
A great place for some awesome port time.
1 bedroom, 1 bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Room in London
Cozy Queen Bedroom
1 bed, 1 bathroom
3–8 Aug
4.91 out of 5 average rating, 222 reviews
Cottage in Port Stanley
Timber & Tide Cottage | Steps to Beach & Downtown
3 bedrooms, 4 beds, 1 bathroom
16–21 Aug
New place to stay
Top guest favourite
Home in Port Stanley
Orchard Beach Boutique Cottage
2 bedrooms, 3 beds, 2 bathrooms
22–27 Sept
4.99 out of 5 average rating, 172 reviews
Guest favourite
Home in Port Stanley
Charming 2-bedroom home overlooking Lake Erie
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.86 out of 5 average rating, 65 reviews
Guest suite in St. Thomas
Our Country Hideaway
1 bedroom, 2 beds, 1 bathroom
18–23 Jul
4.77 out of 5 average rating, 77 reviews
Superhost
Home in London
Modern*2026 Build*TV75”*Sleeps10*Patio*Laundry
4 bedrooms, 6 beds, 3.5 bathrooms
27 Jul – 1 Aug
New place to stay
Guest favourite
Holiday home in Port Stanley
1 of 5 Luxury Suites in Mitchell Heights Building
1 queen bed, 1 bathroom
19–24 Jul
4.83 out of 5 average rating, 24 reviews
Guest favourite
Flat in St. Thomas
Luxury Loft Living
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.97 out of 5 average rating, 193 reviews
Top guest favourite
Chalet in Port Stanley
The Sunset Chalet is in a Quiet neighbourhood.
2 bedrooms, 2 double beds, 1 bathroom
14–19 Sept
4.85 out of 5 average rating, 216 reviews
Top guest favourite
Flat in St. Thomas
2nd storey condo in Century home with King bed!
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
4.99 out of 5 average rating, 78 reviews
Superhost
Room in Port Stanley
Top of the Hill Upper Room, Port Stanley
1 bed, 1.5 bathrooms
18–23 Jul
Top guest favourite
Cottage in Port Stanley
Lakeside Bliss
2 bedrooms, 4 beds, 1 bathroom
22–27 Aug
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Port Stanley
Charming Village Loft Getaway
2 bedrooms, 2 queen beds, 1 bathroom
7–13 Sept
5.0 out of 5 average rating, 86 reviews