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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, 213 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
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
Top guest favourite
Cabin in Port Stanley
Port Stanley Spruce Ridge Retreat
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 18 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
Cabin in Iona Station
Waterfront Cabin In The Woods
2 bedrooms, 4 king beds, 1 bathroom
9–14 Sept
4.98 out of 5 average rating, 52 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
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
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
Home in Port Stanley
Tranquil Retreat in Charming Port Stanley
3 bedrooms, 4 beds, 2.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 18 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
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
Luxurious Four Bedroom Home
4 bedrooms, 4 beds, 2.5 bathrooms
10–15 Sept
4.93 out of 5 average rating, 112 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
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
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
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 Port Stanley
Entire Home - 5 Luxury Suites in Mitchell Heights
5 bedrooms, 5 beds, 5 bathrooms
8–13 Sept
4.9 out of 5 average rating, 21 reviews