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Search results; Over 1,000 homes in Southwold

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Guest favourite
Rooms in Southwold
Nature's Oasis Retreat: Dreamer's Oasis
2 bedrooms, 2 beds, 1 private bathroom
19–24 Oct
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5.0 out of 5 average rating, 81 reviews
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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
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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, 78 reviews
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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, 67 reviews
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Top guest favourite
Cottage in Port Stanley
Timber & Tide Cottage | Steps to Beach & Downtown
3 bedrooms, 4 beds, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Cottage in Port Stanley
Cute Cottage steps from the Main Beach
4 bedrooms, 6 beds, 1 bathroom
3–8 Oct
4.93 out of 5 average rating, 114 reviews
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Top guest favourite
Flat in St. Thomas
The Executive Hideaway: St Thomas Serenity
2 bedrooms, 3 beds, 1 bathroom
23–28 Sept
4.94 out of 5 average rating, 31 reviews
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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, 45 reviews
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Cottage in Port Stanley
Look out over Port Stanley Main Beach
4 bedrooms, 4 beds, 3 bathrooms
26–31 Oct
4.78 out of 5 average rating, 120 reviews
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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
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Guest favourite
Home in Port Stanley
Port Stanley Getaway Hot tub Game room Big screen
5 bedrooms, 8 beds, 2.5 bathrooms
20–25 Sept
4.93 out of 5 average rating, 71 reviews
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Guest favourite
Home in St. Thomas
Courthouse District Cozy Getaway
3 bedrooms, 4 beds, 1 bathroom
29 Oct – 3 Nov
4.92 out of 5 average rating, 48 reviews
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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, 124 reviews
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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
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Top guest favourite
Flat in Port Stanley
Stunning harbour front suite w/ exceptional views.
3 bedrooms, 4 beds, 2 bathrooms
19–24 Oct
4.99 out of 5 average rating, 117 reviews
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Guest favourite
Flat in Port Stanley
A great place for some awesome port time.
1 bedroom, 1 bed, 1 bathroom
30 Sept – 5 Oct
4.88 out of 5 average rating, 16 reviews
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Superhost
Home in St. Thomas
5 min>Pinafore Park | Modern Home | Full Kitchen
4 bedrooms, 5 beds, 3.5 bathrooms
30 Sept – 5 Oct
New place to stay
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Superhost
Home in London
Stylish*Sleeps10*Patio*Wi-Fi*Laundry*TV75"*Kitchen
4 bedrooms, 6 beds, 3.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Cabin in Iona Station
Waterfront Cabin In The Woods
2 bedrooms, 4 king beds, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 53 reviews