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Search results; Over 1,000 homes in Southwold

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Top guest favourite
Home in Southwold
Nature Lover's Luxury Paradise
4 bedrooms, 5 beds, 3.5 private bathrooms
26–31 Oct
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4.97 out of 5 average rating, 217 reviews
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Top guest favourite
Flat in Port Stanley
Charming Village Loft Getaway
2 bedrooms, 2 queen beds, 1 bathroom
26 Oct – 1 Nov
5.0 out of 5 average rating, 100 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
4–9 Oct
4.93 out of 5 average rating, 72 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, 159 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, 35 reviews
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Top guest favourite
Cabin in Iona Station
Waterfront Cabin In The Woods
2 bedrooms, 4 king beds, 1 bathroom
1–6 Oct
4.98 out of 5 average rating, 53 reviews
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Guest favourite
Home in Port Stanley
Bluewater Cabin-outdoor wedding packages available
2 bedrooms, 4 beds, 1 bathroom
4–9 Oct
4.95 out of 5 average rating, 78 reviews
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Flat in Central Elgin
Charlotte Seaside Hideaway
2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
New place to stay
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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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Guest favourite
Home in Central Elgin
Dick & Bernie's Kokomo's, Port Stanley Ont.
3 bedrooms, 4 beds, 2 bathrooms
5–10 Oct
4.93 out of 5 average rating, 14 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
24–29 Oct
4.88 out of 5 average rating, 17 reviews
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Flat in St. Thomas
Sage Suites | 2BR | 2BA | Gym | Sauna
2 bedrooms, 2 bathrooms
1–6 Oct
New place to stay
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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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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, 21 reviews
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Guest suite in St. Thomas
Our Country Hideaway
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
4.75 out of 5 average rating, 85 reviews
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Top guest favourite
Home in Port Stanley
Orchard Beach Boutique Cottage
2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
4.99 out of 5 average rating, 185 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
Home in Central Elgin
Beautiful New Home in St. Thomas
4 bedrooms, 5 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 39 reviews