Holiday Rentals in Southwold

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Our top choices for Southwold holiday rentals

Cottage in Reydon

Poppy Cottage
3.0 star property
The price is €736
includes taxes & fees
9 Jan - 10 Jan 2026
Poppy Cottage
8.6 out of 10, Excellent, (9)
"A beautiful cosy ex fisherman's cottage, very traditional feel. Well appointed and superbly situated in Southwold. Clean and welcoming, excellent communication with owners. Definitely like to visit again."
United Kingdom
Declan C.
The price is €322
includes taxes & fees
4 Jan - 5 Jan 2026
❤️Seaside Fisherman's Cottage❤️Southwold⛱️
The price is €180
includes taxes & fees
7 Jan - 8 Jan 2026
On the High Street - Bramley House Apartment 1 Bed apartment with Balcony

Cottage in Reydon

Southwold Arms Apartment
2.5 star property
10.0 out of 10, Exceptional, (1)
"The apartment enjoys a central location in the lovely quaint coastal town of Southwold. A very comfortable, spacious flat with plenty of shops and places to eat on your doorstep. The bedrooms are on a slightly lower level to the living room and kitchen area and would benefit from some sort of coloured strip to draw your attention to this as the flooring is all one uniform colour. An accident waiting to happen! Otherwise a really nice place to stay."
United Kingdom
A
The price is €651
includes taxes & fees
3 Jan - 4 Jan 2026
Southwold Arms Apartment

Cottage in Reydon

The Shelduck, Southwold
3.0 star property
The price is €1,324
includes taxes & fees
5 Jan - 6 Jan 2026
The Shelduck, Southwold

Cottage in Reydon

Pier View, Southwold
2.5 star property
The price is €862
includes taxes & fees
3 Jan - 4 Jan 2026
Pier View, Southwold
2.5 star property
Crabapple Cottage, Southwold
2.5 star property
The price is €689
includes taxes & fees
5 Jan - 6 Jan 2026
Cobblers Cottage, Southwold

Cottage in Reydon

Mycroft, Southwold
2.5 star property
The price is €740
includes taxes & fees
26 Jan - 27 Jan 2026
Mycroft, Southwold

Cottage in Reydon

The Hive, Southwold
2.5 star property
The Hive, Southwold

Cottage in Reydon

Walton House, Southwold
3.0 star property
The price is €1,153
includes taxes & fees
9 Jan - 10 Jan 2026
Walton House, Southwold

Cottage in Reydon

Harbour Lights
2.5 star property
Harbour Lights

Cottage in Reydon

Astondene, East Cliff
2.0 star property
The price is €1,017
includes taxes & fees
3 Jan - 4 Jan 2026
Astondene, East Cliff

Cottage in Reydon

The Old Fisherman's Hut
2.0 star property
The Old Fisherman's Hut

Cottage in Reydon

The Smokehouse Cottage
2.0 star property
The price is €603
includes taxes & fees
23 Jan - 24 Jan 2026
The Smokehouse Cottage

Cottage in Reydon

11 The Craighurst
2.5 star property
11 The Craighurst

Cottage in Reydon

5 Blackshore, Southwold
3.0 star property
5 Blackshore, Southwold

Cottage in Reydon

The Teepee, Southwold
3.0 star property
The Teepee, Southwold
2.5 star property
The price is €758
includes taxes & fees
9 Jan - 10 Jan 2026
1 Eversley Court, Southwold

Cottage in Reydon

St Marys View, Southwold
3.0 star property
The price is €929
includes taxes & fees
5 Jan - 6 Jan 2026
St Marys View, Southwold
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southwold Hotel Reviews

Find out more about Southwold

Everything you need to know about Southwold holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southwold holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southwold holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Southwold holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southwold. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southwold holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southwold holiday rentals we have selected for you start as low as €147 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Southwold rentals

At Expedia, we put the best Southwold holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Southwold rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southwold holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southwold. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Southwold?

Yes, there are holiday rentals close to the most popular sights in Southwold, or you can select a more secluded option if you're looking for a relaxing stay. Southwold is known for its beaches and seafood restaurants. Make sure you have time to check out the golf courses and museums during your trip.

What are some of the best holiday rentals that Southwold has to offer?

❤️Seaside Fisherman's Cottage❤️Southwold⛱️: This highly rated holiday home rental in Southwold is located by the ocean, and has a fireplace, a garden and free WiFi to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Southwold?

Expedia has 33 holiday rentals for your stay in Southwold.

What’s there to see and do in Southwold?

Southwold Beach and Suffolk Coast and Heaths are a couple of scenic spots to enjoy the outdoors, whereas Southwold Museum is one of the cultural attractions. In the wider area, you’ll find Southwold Pier and St Edmund's Church.

What’s a holiday rental in Southwold like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Southwold. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a small group gathering.