20 Best Southwold Cottages on Holiday Lettings - Holiday homes

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614 Vacation rentals

(75) Excellent 

21

Vacation townhouse rental

Suffolk / Southwold

6 15 Min stay varies

  • 6 bedrooms
  • Sleeps 15
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This stunning central Southwold property , nestled within its own half acre of secluded garden yet in a very central location right next to the shops and close to the beach. The very high quality conversion was completed in 2012 incorporating lots of real oak throu …see more

from $350 / night

$1,680 - $5,390 / week

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Responds fast!
avg. 1 hour 19 minutes

from $350 / night

16

Home rental in Henham

Southwold / Henham

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
2 Crossbow Cottages is the mid terrace of a former 18th century coaching inn (The Crossed Bows) adjoining the owners home. It is 5 miles from Southwold (famous for Adnams beer) and Walberswick. Dunwich is 20 mins by car. Lowestoft, RSPB Reserve at Minsmere and Snape Mal …see more

from $140 / night

$490 - $1,085 / week

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from $140 / night

(17) Excellent 

Certificate of Excellence

13

Vacation cottage rental

Southwold / Wenhaston

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 12 mi
The Garden Cottage is ideal for two people and it is set on its own in our peaceful garden. Located just outside the village along a country lane, it is only 10 to 15 mins drive from the beautiful towns of Dunwich, Walberswick and Southwold on the Suffolk coast and the …see more

Certificate of Excellence

from $84 / night

$588 - $882 / week

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Responds fast!
avg. 50 minutes

from $84 / night

(49) Excellent 

Certificate of Excellence

24

Vacation cottage with golf nearby in Southwold

Suffolk / Southwold

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Child friendly
A quiet, cosy spot to enjoy a comfortable holiday. Loom Cottage is situated in a private road, right in the heart of Southwold off Southwold Common and Southwold golf course, with easy access to all amenities and everything Southwold has to offer on your doorstep... . …see more

Certificate of Excellence

from $98 / night

$644 - $1,190 / week

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Responds fast!
avg. 49 minutes

from $98 / night

(2) Excellent 

24

Vacation apartment in Southwold

Suffolk / Southwold

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
The Cannons is a newly renovated apartment just moments away from the seafront. The apartment provides plenty of space, natural light and sea views from the side of the bay window. This stylish apartment provides a pristine, hotel style haven with all the comfort and …see more

from $181 / night

$763 - $1,764 / week

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Responds fast!
avg. 1 hour 22 minutes

from $181 / night

(1) Excellent 

12

Vacation cottage rental

Southwold / Wenhaston

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 6 mi
  • Pet friendly
  • Private garden
Cosy romantic hideaway cottage in a beautiful Suffolk village. With two local pubs serving food and local beers within walking distance of the cottage. Close to the coastal village of Southwold, crabbing centre of Walberswick, The lost city of Dunwich , musical centre …see more

from $122 / night

$556 - $819 / week

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from $122 / night

(31) Excellent 

11

Vacation apartment in Southwold

Suffolk / Southwold

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Child friendly
First floor accommodation comprising open-plan kitchen/dining and sitting room, two bedrooms, bathroom/WC. Fully equipped kitchen with electric hob and oven, fridge, microwave oven, kettle, toaster and cafetiere. Sitting room has sofa, bookshelves, occasional tables, Fr …see more

from $98 / night

$616 - $812 / week

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Responds fast!
avg. 1 hour 15 minutes

from $98 / night

(14) Excellent 

Certificate of Excellence

18

Apartment rental in Southwold

Suffolk / Southwold

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
A stylish and romantic hideaway, this apartment has been newly renovated and is perfect for couples seeking some rest and relaxation by the sea. The beach is within a very short walk and can be glimpsed from your bedroom window. The sunny kitchen has french doors openi …see more

Certificate of Excellence

from $189 / night

$875 / week

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Responds fast!
avg. 2 hours 35 minutes

from $189 / night

(24) Excellent 

25

Vacation home in Southwold

Suffolk / Southwold

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Suitable for children age 5+
A spacious and very comfortable family house in the heart of the lovely seaside town of Southwold. The house is centrally located, very close to the common and the High Street with all its shops and facilities. Unrestricted parking is available in Wymering Road and the …see more

from $224 / night

$812 - $1,190 / week

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Responds fast!
avg. 3 hours 6 minutes

from $224 / night

(2) Excellent 

22

Southwold Vacation apartment rental

Suffolk / Southwold

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
The Lighthouse is a newly renovated apartment just moments away from the sea front. The open plan layout provides lots of natural light and sea views. This stylish apartment has panelled walls and sound proofed floors, providing a pristine haven with all the comfort a …see more

from $181 / night

$763 - $1,764 / week

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Responds fast!
avg. 1 hour 22 minutes

from $181 / night

(2) Excellent 

18

Vacation apartment in Southwold

Suffolk / Southwold

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
This perfect boutique style apartment for two provides ground floor accommodation for a seaside break and is therefore suitable for all ages. The Blyth has recently been renovated offering furnishings to the highest standard, with sea views from the side of the bay win …see more

from $171 / night

$693 - $1,183 / week

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Responds fast!
avg. 1 hour 22 minutes

from $171 / night

18

Southwold Vacation cottage rental

Suffolk / Southwold

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 11 mi
  • Pet friendly
  • Private garden
A delightful Eco, chalet style cottage, beautifully designed to capture elevated views over the stunning Suffolk rural countryside forming part of the Sotterley estate. A stylish blend of contemporary and vintage, The Garden Coop is just perfect for a two. The ground f …see more

from $119 / night

$833 / week

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Responds fast!
avg. 43 minutes

from $119 / night

(5) Excellent 

Certificate of Excellence

19

Apartment rental in Southwold

Suffolk / Southwold

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
The Pier is a newly renovated first floor apartment just a stones throw away from the seafront in Southwold. This fantastic apartment with a stylish finish boasts sea views from the side of the window. The apartment is light, with calming colours, and is an ideal spac …see more

Certificate of Excellence

from $171 / night

$693 - $1,183 / week

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Responds fast!
avg. 1 hour 22 minutes

from $171 / night

(35) Excellent 

Certificate of Excellence

24

Vacation cottage with golf nearby in Southwold

Suffolk / Southwold

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Child friendly
A very comfortable well furnished cottage, a well appointed property situated in a perfect spot, off the common and yet very central to all amenities. It has been furnished with great attention to detail, as we like to live in comfort! Outside space at the front (with …see more

Certificate of Excellence

from $96 / night

$630 - $1,190 / week

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Responds fast!
avg. 49 minutes

from $96 / night

(9) Very Good 

34

Southwold Vacation home rental

Suffolk / Southwold

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 0.1 mi
  • Child friendly
  • Pet friendly
The Old Rope House is a three storey, Victorian Town House close to the centre of the beautiful seaside town of Southwold, just a short walk to both the shops and the beach. It is lovingly cared for and cleaned by the owners who live locally. It is spacious and light an …see more

from $133 / night

$882 - $1,806 / week

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Responds fast!
avg. 2 hours 8 minutes

from $133 / night

(14) Very Good 

Certificate of Excellence

22

Southwold Vacation cottage rental

Suffolk / Southwold

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
Visitors to CHESTNUTT COTTAGE have the much prized OPTION of also renting ( AT EXTRA CHARGE ) our Southwold beach hut. The hut is near the Lighthouse on Southwold Promenade. As you can imagine, the BEACH HUT OPTION adds a new dimension to a Southwold holiday. Breakfasti …see more

Certificate of Excellence

from $140 / night

$490 - $1,029 / week

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Responds fast!
avg. 2 hours 50 minutes

from $140 / night

19

Vacation b&b in Southwold

Suffolk / Southwold

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
Bed and breakfast with your own front door and off road parking. Sleeps up to four people. Arrive after 4pm and checkout before 10am. Prices From £80 for 1 or 2 persons plus £30 per extra person per night. One double bedroom with shower room and toilet plus Sitting ro …see more

from $141 / night

$987 / week

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from $141 / night

(2) Excellent 

83

Vacation home rental

Suffolk / Southwold

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Thimble Cottage is a beautiful Suffolk fisherman's period cottage, believed to date back to around the 1800's. It's a delightful two-storey holiday cottage in the heart of Southwold, 350 yards from the beach. This traditional seaside fisherman cottage sleeps 4 people an …see more

from $154 / night

$1,078 / week

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Responds fast!
avg. 2 hours 12 minutes

from $154 / night

(34) Excellent 

35

Home rental in Southwold with golf nearby

Suffolk / Southwold

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
The Creek House, exceptional, stylish, spacious and beautifully presented with unrivalled, outstanding panoramic views of Southwold's lighthouse, church and water tower. It offers flexible luxury accommodation with plenty of outdoor space and off road parking for up t …see more

from $490 / night

$2,800 - $4,900 / week

Inquire View

from $490 / night

(13) Very Good 

21

Vacation home rental

Suffolk / Southwold

5 9 2 nights min

  • 5 bedrooms
  • Sleeps 9
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
Sole Bay Cottage occupies a prime position on South Green, offering views of the sea over the Green and is neighbour to the Red Lion public house. The house provides ample accommodation for up to 10 persons and is available for rent. Subject to availability it m …see more

from $280 / night

$1,764 / week

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from $280 / night

(4) Very Good 

8

Home rental in Thorington

Southwold / Thorington

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Pet friendly
This delightful, stone-built, Grade II listed cottage near Thorington in Suffolk can sleep five people in two bedrooms. 28 Stone Cottage is a wonderful, stone-built, semi-detached, Grade II listed cottage, situated on the former Thorington Hall Estate in High Street …see more

from $55 / night

$377 - $887 / week

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from $55 / night

14

Wenhaston Vacation home rental

Southwold / Wenhaston

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
This picturesque, terraced, late-Georgian house, sitting in the heart of the beautiful village of Wenhaston, is an ideal retreat, particularly for walkers, music lovers and bird watchers. Flint Cottage combines charm and character with comfort and convenience. The cosy …see more

from $156 / night

$647 - $968 / week

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from $156 / night