filters

Search results; Over 1,000 homes in Southwold

Photo 1 of 21
Top guest favourite
Home in Southwold
Nature Lover's Luxury Paradise
4 bedrooms, 5 beds, 3.5 private bathrooms
5–10 Oct
,
4.97 out of 5 average rating, 216 reviews
Photo 1 of 27
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
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 8
Top guest favourite
Flat in St. Thomas
Sophisticated 1 Bed Downtown Stay in St Thomas
1 bedroom, 1 bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 7 reviews
Photo 1 of 29
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
Photo 1 of 29
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, 77 reviews
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 25
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
Photo 1 of 29
Guest favourite
Cottage in Port Stanley
Fall ‘26 Winter ‘27 contact for special pricing!
3 bedrooms, 5 beds, 2 bathrooms
3–8 Nov
4.97 out of 5 average rating, 62 reviews
Photo 1 of 22
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
Photo 1 of 29
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
Photo 1 of 18
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
Photo 1 of 23
Guest favourite
Cottage in Port Stanley
Little Beach Retreat, Port Stanley
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
4.81 out of 5 average rating, 140 reviews
Photo 1 of 17
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
Photo 1 of 29
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
Photo 1 of 29
Guest favourite
Home in London
Bright*Laundry*75"TV*Sleeps10*Patio*Parking*Wifi
4 bedrooms, 6 beds, 3.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 5 reviews
Photo 1 of 29
Guest favourite
Home in St. Thomas
Groups: wedding parties, large families, business
5 bedrooms, 7 beds, 2.5 bathrooms
5–10 Oct
4.91 out of 5 average rating, 54 reviews