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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
5–10 Oct
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4.97 out of 5 average rating, 215 reviews
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, 93 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
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, 1 king bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 19 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, 115 reviews
Guest favourite
Home in Port Stanley
Charming 2-bedroom home overlooking Lake Erie
2 bedrooms, 3 beds, 1 bathroom
18–23 Oct
4.86 out of 5 average rating, 76 reviews
Cottage in Port Stanley
Look out over Port Stanley Main Beach
4 bedrooms, 4 beds, 3 bathrooms
5–10 Oct
4.78 out of 5 average rating, 119 reviews
Top guest favourite
Home in Fingal
Port Talbot White House- With Pickleball Court!
6 bedrooms, 12 beds, 5 bathrooms
26–31 Oct
4.98 out of 5 average rating, 121 reviews
Guest house in St. Thomas
Our Loft Lounge
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 3 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
Guest favourite
Flat in St. Thomas
Sophisticated 1 Bed Downtown Stay in St Thomas
1 bedroom, 1 bed, 1 bathroom
8–13 Oct
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in St. Thomas
Courthouse District Cozy Getaway
3 bedrooms, 4 beds, 1 bathroom
29 Oct – 3 Nov
4.93 out of 5 average rating, 45 reviews
Guest favourite
Home in Port Stanley
Bluewater Cabin-outdoor wedding packages available
2 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 76 reviews
Guest favourite
Cottage in Port Stanley
My Mom's Cottage
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.96 out of 5 average rating, 71 reviews
Top guest favourite
Cottage in Port Stanley
Hillcrest Cottage
3 bedrooms, 3 queen beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 91 reviews
Top guest favourite
Cottage in Port Stanley
Timber & Tide Cottage | Steps to Beach & Downtown
3 bedrooms, 4 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Guest house in Port Stanley
AAA Cozy Studio
1 bedroom, 1 double bed, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 156 reviews
Guest favourite
Flat in London
Cozy Apartment Retreat with Private Balcony
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.93 out of 5 average rating, 14 reviews