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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
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, 123 reviews
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
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, 93 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 house in St. Thomas
Our Loft Lounge
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Port Stanley
Port Stanley Getaway Hot tub Game room Big screen
5 bedrooms, 8 beds, 2.5 bathrooms
20–25 Sept
4.93 out of 5 average rating, 71 reviews
Top guest favourite
Flat in Port Stanley
The Beach Walk - The boho beach suite
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 159 reviews
Guest favourite
Home in Port Stanley
Bluewater Cabin-outdoor wedding packages available
2 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 77 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, 20 reviews
Cottage in Port Stanley
Look out over Port Stanley Main Beach
4 bedrooms, 4 beds, 3 bathrooms
5–10 Oct
4.78 out of 5 average rating, 119 reviews
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
Top guest favourite
Flat in St. Thomas
Sophisticated 1 Bed Downtown Stay in St Thomas
1 bedroom, 1 bed, 1 bathroom
13–18 Oct
5.0 out of 5 average rating, 7 reviews
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, 181 reviews
Top guest favourite
Flat in Port Stanley
Stunning harbour front suite w/ exceptional views.
3 bedrooms, 4 beds, 2 bathrooms
17–22 Sept
4.99 out of 5 average rating, 116 reviews
Top guest favourite
Cottage in Port Stanley
Timber & Tide Cottage | Steps to Beach & Downtown
3 bedrooms, 4 beds, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 12 reviews
Flat in Port Stanley
A great place for some awesome port time.
1 bedroom, 1 bed, 1 bathroom
30 Sept – 5 Oct
4.88 out of 5 average rating, 16 reviews
Guest favourite
Cottage in Port Stanley
My Mom's Cottage
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.96 out of 5 average rating, 72 reviews
Guest favourite
Flat in St. Thomas
Yudi’s Cozy Retreat
1 bedroom, 2 beds, No bathroom
21–26 Sept
4.92 out of 5 average rating, 39 reviews