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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
11–16 Oct
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4.97 out of 5 average rating, 158 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 Port Stanley
Entire Home - 5 Luxury Suites in Mitchell Heights
5 bedrooms, 5 beds, 5 bathrooms
7–12 Sept
4.9 out of 5 average rating, 21 reviews
Top guest favourite
Home in Port Stanley
Tranquil Retreat in Charming Port Stanley
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 18 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
Guest favourite
Home in Port Stanley
Bluewater Cabin-outdoor wedding packages available
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.95 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
4.79 out of 5 average rating, 118 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
Top guest favourite
Cottage in Port Stanley
Timber & Tide Cottage | Steps to Beach & Downtown
3 bedrooms, 4 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 11 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
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, 29 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, 44 reviews
Top guest favourite
Cottage in Port Stanley
Lakeside Bliss
2 bedrooms, 4 beds, 1 bathroom
25–30 Sept
4.94 out of 5 average rating, 18 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, 91 reviews
Top guest favourite
Home in Central Elgin
Beautiful New Home in St. Thomas
4 bedrooms, 5 beds, 3 bathrooms
21–26 Sept
5.0 out of 5 average rating, 38 reviews
Guest favourite
Home in Port Stanley
Blue dreams at Port Stanley
4 bedrooms, 7 beds, 2.5 bathrooms
20–25 Sept
4.91 out of 5 average rating, 23 reviews
Guest favourite
Home in St. Thomas
Groups: wedding parties, large families, business
5 bedrooms, 7 beds, 2.5 bathrooms
5–10 Oct
4.9 out of 5 average rating, 52 reviews
Treehouse in Port Stanley
Lakeview Treehouse Getaway
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.7 out of 5 average rating, 81 reviews