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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
Superhost
Home in Port Stanley
Stunning Newly Constructed Home in Port Stanley
4 bedrooms, 4 queen beds, 2.5 bathrooms
17–22 Oct
4.8 out of 5 average rating, 44 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
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 Port Stanley
Port Stanley 5 BRs Cottage -Walk to Beach&Downtown
5 bedrooms, 5 beds, 3 bathrooms
30 Sept – 5 Oct
4.96 out of 5 average rating, 77 reviews
Guest favourite
Home in St. Thomas
Groups: wedding parties, large families, business
5 bedrooms, 7 beds, 2.5 bathrooms
13–18 Sept
4.91 out of 5 average rating, 53 reviews
Top guest favourite
Flat in St. Thomas
The Executive Hideaway: St Thomas Serenity
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.93 out of 5 average rating, 30 reviews
Top guest favourite
Home in Southwold
New Home Sleeps 14, 6BR, BBQ, Games Room, Office
6 bedrooms, 8 beds, 3.5 bathrooms
11–16 Oct
4.97 out of 5 average rating, 158 reviews
Guest favourite
Home in St. Thomas
Courthouse District Cozy Getaway
3 bedrooms, 4 beds, 1 bathroom
29 Oct – 3 Nov
4.91 out of 5 average rating, 46 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, 20 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, 122 reviews
Guest favourite
Holiday home in Port Stanley
4 of 5 Luxury Suites in Mitchell Heights Building
2 beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 34 reviews
Superhost
Home in London
Luxury 5BR· Chef's Kitchen · Sleeps 10 · Superhost
5 bedrooms, 5 double beds, 3.5 bathrooms
25–30 Oct
4.8 out of 5 average rating, 83 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
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
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
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
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
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