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Search results; Over 1,000 homes in Southwold

Top guest favourite
Home in Southwold
New Home Sleeps 14, 6BR, BBQ, Games Room, Office
6 bedrooms, 8 beds, 3.5 private bathrooms
6–11 Sept
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4.97 out of 5 average rating, 157 reviews
Top guest favourite
Home in Fingal
Port Talbot White House- With Pickleball Court!
6 bedrooms, 12 beds, 5 bathrooms
28 Sept – 3 Oct
4.98 out of 5 average rating, 120 reviews
Guest house in St. Thomas
Our Loft Lounge
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
New place to stay
Top guest favourite
Cottage in Fingal
Private Lake Front Chalet- With Pickleball Court!
3 bedrooms, 7 beds, 3 bathrooms
20–25 Sept
4.96 out of 5 average rating, 91 reviews
Guest favourite
Rooms in Southwold
Nature's Oasis Retreat: Dreamer's Oasis
2 bedrooms, 2 beds, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 81 reviews
Superhost
Home in Port Stanley
Stunning Newly Constructed Home in Port Stanley
4 bedrooms, 4 queen beds, 2.5 bathrooms
8–13 Sept
4.81 out of 5 average rating, 43 reviews
Top guest favourite
Guest house in Port Stanley
AAA Cozy Studio
1 bedroom, 1 double bed, 1 bathroom
7–12 Sept
4.96 out of 5 average rating, 154 reviews
Guest favourite
Room in St. Thomas
Cozy & Modern St. Thomas Townhouse
1 bed, 1.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Flat in Port Stanley
The Beach Walk - The boho beach suite
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 157 reviews
Guest favourite
Cottage in Port Stanley
Fall ‘26 Winter ‘27 contact for special pricing!
3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
4.97 out of 5 average rating, 61 reviews
Top guest favourite
Flat in Port Stanley
Charming Village Loft Getaway
2 bedrooms, 2 queen beds, 1 bathroom
28 Sept – 4 Oct
5.0 out of 5 average rating, 98 reviews
Top guest favourite
Cabin in Port Stanley
Port Stanley Spruce Ridge Retreat
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Port Stanley
Orchard Beach Boutique Cottage
2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
4.99 out of 5 average rating, 180 reviews
Top guest favourite
Cottage in Port Stanley
Fall and Winter in Port Stanley
1 bedroom, 1 queen bed, 1 bathroom
23–28 Sept
4.97 out of 5 average rating, 65 reviews
Top guest favourite
Room in Iona Station
J.O. Lumley Co. B&B - Lumley Room
1 queen bed, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 27 reviews
Guest favourite
Flat in St. Thomas
2 Bedroom upper apartment
2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.81 out of 5 average rating, 54 reviews
Guest favourite
Home in Port Stanley
Port Stanley Getaway Hot tub Game room Big screen
5 bedrooms, 8 beds, 2.5 bathrooms
13–18 Sept
4.93 out of 5 average rating, 71 reviews
Top guest favourite
Flat in Port Stanley
Stunning harbour front suite w/ exceptional views.
3 bedrooms, 4 beds, 2 bathrooms
17–22 Sept
4.99 out of 5 average rating, 114 reviews
Guest favourite
Flat in St. Thomas
Sophisticated 1 Bed Downtown Stay in St Thomas
1 bedroom, 1 bed, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 6 reviews