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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
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
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
26–31 Oct
4.78 out of 5 average rating, 119 reviews
Top guest favourite
Cabin in Iona Station
Waterfront Cabin In The Woods
2 bedrooms, 4 king beds, 1 bathroom
10–15 Sept
4.98 out of 5 average rating, 53 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
Top guest favourite
Cottage in Port Stanley
Cute Cottage steps from the Main Beach
4 bedrooms, 6 beds, 1 bathroom
2–7 Oct
4.93 out of 5 average rating, 114 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
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
Flat in Port Stanley
A great place for some awesome port time.
1 bedroom, 1 bed, 1 bathroom
30 Sept – 5 Oct
4.87 out of 5 average rating, 15 reviews
Guest favourite
Cottage in Port Stanley
Little Beach Retreat, Port Stanley
3 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
4.81 out of 5 average rating, 138 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
Home in Port Stanley
Port Stanley 5 BRs Cottage -Walk to Beach&Downtown
5 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
4.96 out of 5 average rating, 76 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 Port Stanley
The Sunbeam Cottage in the heart of P.S.!
2 bedrooms, 3 beds, 1 bathroom
23–28 Sept
4.92 out of 5 average rating, 60 reviews
Guest favourite
Flat in London
Cozy Apartment Retreat with Private Balcony
2 bedrooms, 3 beds, 1 bathroom
10–15 Sept
4.92 out of 5 average rating, 13 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
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
Treehouse in Port Stanley
Lakeview Treehouse Getaway
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.71 out of 5 average rating, 82 reviews