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Search results; Over 1,000 homes in Southwold

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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 private bathrooms
11–16 Oct
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4.97 out of 5 average rating, 159 reviews
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Flat in Central Elgin
Lake Erie Getaway | 3BR in Port Stanley
3 bedrooms, 3 beds, 1 bathroom
1–6 Oct
New place to stay
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Top guest favourite
Cottage in Port Stanley
Cute Cottage steps from the Main Beach
4 bedrooms, 6 beds, 1 bathroom
5–10 Oct
4.93 out of 5 average rating, 115 reviews
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Top guest favourite
Cabin in Port Stanley
Port Stanley Spruce Ridge Retreat
1 bedroom, 1 king bed, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 20 reviews
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Guest house in St. Thomas
Our Loft Lounge
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Cottage in Port Stanley
The Sunbeam Cottage in the heart of P.S.!
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.92 out of 5 average rating, 60 reviews
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Top guest favourite
Cottage in Fingal
Private Lake Front Chalet- With Pickleball Court!
3 bedrooms, 7 beds, 3 bathrooms
18–23 Oct
4.96 out of 5 average rating, 93 reviews
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Guest favourite
Rooms in Southwold
Nature's Oasis Retreat: Dreamer's Oasis
2 bedrooms, 2 beds, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 81 reviews
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Guest favourite
Flat in St. Thomas
Yudi’s Cozy Retreat
1 bedroom, 2 beds, No bathroom
1–6 Oct
4.93 out of 5 average rating, 41 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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Guest suite in St. Thomas
Woodland Private suite, deck and fireplace.
1 bedroom, 1 queen bed, 1 bathroom
9–14 Oct
4.75 out of 5 average rating, 4 reviews
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Guest favourite
Home in Port Stanley
Entire Home - 5 Luxury Suites in Mitchell Heights
5 bedrooms, 5 beds, 5 bathrooms
22–27 Nov
4.9 out of 5 average rating, 21 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
13–18 Oct
5.0 out of 5 average rating, 13 reviews
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Home in Port Stanley
Regal Beach House Estate
4 bedrooms, 4 beds, 3 bathrooms
5–10 Oct
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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
4–9 Oct
4.93 out of 5 average rating, 72 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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Top guest favourite
Flat in St. Thomas
The Executive Hideaway: St Thomas Serenity
2 bedrooms, 3 beds, 1 bathroom
2–7 Oct
4.94 out of 5 average rating, 33 reviews
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Superhost
Holiday home in Port Stanley
5 of 5 Luxury Suites in Mitchell Heights Building
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
4.76 out of 5 average rating, 46 reviews
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Cabin in Appin
Cabin 1 at Silver Dove
1 bedroom, 1 bed, 1 bathroom
1–6 Oct
4.63 out of 5 average rating, 8 reviews