A vintage car in front of a building with a sign that reads "Greyhound Wayside Inn."

Southwold Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Southwold holiday rentals

1. Hillside Hideaway - Up By The Ravine w/ 5 Minute Walk to Little Beach

Hillside Hideaway - Up By The Ravine w/ 5 Minute Walk to Little Beach
Port Stanley
9.6 out of 10, Exceptional, (14 reviews)
"Great place, as advertised!"
Canada
Paula
The price is AU$319
includes taxes & fees
7 Sept - 8 Sept
Hillside Hideaway - Up By The Ravine w/ 5 Minute Walk to Little Beach
A living room with a sofa, armchair, coffee table, TV, and a staircase.

2. Renovated Ravine Cottage | Walk to Beach | Sleeps 8 | A/C, BBQ, & Firepit

Renovated Ravine Cottage | Walk to Beach | Sleeps 8 | A/C, BBQ, & Firepit
Port Stanley
10.0 out of 10, Exceptional, (7 reviews)
"It was very spacious with 2 floors and basement for laundry! Nice backyard with BBQ and bone fire pit we've used and enjoyed! Matt and Kyle are nice hosts, responsive and helpful! "
Canada
Edyta R.
The price is AU$382
includes taxes & fees
8 Sept - 9 Sept
Renovated Ravine Cottage | Walk to Beach | Sleeps 8 | A/C, BBQ, & Firepit
A modern building with a prominent glass facade and a brick exterior.

3. Chic Stay | Walk to Covent Garden & Hyland Cinema

Chic Stay | Walk to Covent Garden & Hyland Cinema
South London
10.0 out of 10, Exceptional, (6 reviews)
"Centrally located near restaurants."
United States
Audrey G.
The price is AU$207
includes taxes & fees
30 Aug - 31 Aug
Chic Stay | Walk to Covent Garden & Hyland Cinema
A hallway with wooden flooring and white doors.

4. Exquisite 1 bedroom apartment with living room & feel like home away from home

Exquisite 1 bedroom apartment with living room & feel like home away from home
Westminster
9.6 out of 10, Exceptional, (23 reviews)
"The place was immaculate and quite large for 2 people. We loved the experience and would go back in the future easily."
Canada
Dawn
The price is AU$153
includes taxes & fees
30 Aug - 31 Aug
Exquisite 1 bedroom apartment with living room & feel like home away from home

5. Calming, peaceful Port Stanley Retreat surrounded by Spruce trees

Calming, peaceful Port Stanley Retreat surrounded by Spruce trees
Central Elgin
The price is AU$388
includes taxes & fees
21 Sept - 22 Sept
Calming, peaceful Port Stanley Retreat surrounded by Spruce trees
A modern kitchen with a large island, stainless steel appliances, and a chandelier.

6. My Mom's Cottage - Enjoy Small Town Beach Living!

My Mom's Cottage - Enjoy Small Town Beach Living!
Port Stanley
10.0 out of 10, Exceptional, (28 reviews)
"Artistic decore really puts you in the mood for fun. Beach is right around the corner but there is also a nice deck with a fenced in back yard for relaxing."
Canada
Kristine B. P.
The price is AU$585
includes taxes & fees
3 Sept - 4 Sept
My Mom's Cottage - Enjoy Small Town Beach Living!

7. Modern 1BR in Wortley Village+ Wi-Fi +Washer&Dryer

Modern 1BR in Wortley Village+ Wi-Fi +Washer&Dryer
South London
9.0 out of 10, Wonderful, (8 reviews)
"Close to the lovely Worley Village, this well-appointed apt was clean and neat with lots of special touches. Loved the area with great restaurants in the Village. Highly recommend and look forward to visiting again soon!"
Canada
Katherine H.
The price is AU$257
includes taxes & fees
30 Aug - 31 Aug
Modern 1BR in Wortley Village+ Wi-Fi +Washer&Dryer
A white interior hallway with a wooden staircase and a chandelier.

8. Executive 2-Bedroom Suite | Soundproof | Steps to Wortley Village & Vic Hospital

Executive 2-Bedroom Suite | Soundproof | Steps to Wortley Village & Vic Hospital
South London
9.4 out of 10, Exceptional, (3 reviews)
"Clean, very modern looking apartment.We enjoyed our stay and would highly recommend this place. It is also in a great location."
United States
Jody L.
The price is AU$238
includes taxes & fees
30 Aug - 31 Aug
Executive 2-Bedroom Suite | Soundproof | Steps to Wortley Village & Vic Hospital
A hotel room with a bed, a TV displaying streaming services, a desk, a chair, a sofa, and a clock on the wall.

9. Staycation Studio Apartment: full kitchen, washroom, and Free parking

Staycation Studio Apartment: full kitchen, washroom, and Free parking
London
9.0 out of 10, Wonderful, (18 reviews)
"Excellent stay! Easy to access and comfortable bed. Warm and cozy. Great host. "
Canada
Breanne
The price is AU$163
includes taxes & fees
31 Aug - 1 Sept
Staycation Studio Apartment: full kitchen, washroom, and Free parking
A covered porch with three mailboxes, two chairs, and a wooden railing.

10. Cozy & contemporary Downtown Gem | Entire 1BR/1BR with 1 parking space

Cozy & contemporary Downtown Gem | Entire 1BR/1BR with 1 parking space
London
9.0 out of 10, Wonderful, (9 reviews)
"location is close to everything but in a sparse area of town, unit was spotless, host helped with restocking supplies very quickly, and it is a secure location despite unhoused neighbors "
Canada
lizzie
The price is AU$227
includes taxes & fees
2 Sept - 3 Sept
Cozy & contemporary Downtown Gem | Entire 1BR/1BR with 1 parking space
A modern indoor space with large windows, a central water feature, and a distinctive sun wheel decoration.

11. Boho Escape | Walk to Wortley/London Hotspots

Boho Escape | Walk to Wortley/London Hotspots
South London
The price is AU$249
includes taxes & fees
30 Aug - 31 Aug
Boho Escape | Walk to Wortley/London Hotspots
An outdoor patio with stone pillars, wooden ceiling beams, and two barbecue grills.

12. King Studio w/ Full Kitchen & Daily Breakfast

King Studio w/ Full Kitchen & Daily Breakfast
Westminster
The price is AU$213
includes taxes & fees
3 Sept - 4 Sept
King Studio w/ Full Kitchen & Daily Breakfast
A water park with multiple slides and a pool.

13. Contemporary Comfort | Centrally Located Gem

Contemporary Comfort | Centrally Located Gem
South London
9.2 out of 10, Wonderful, (5 reviews)
"Overall stay was great, staff was friendly and quick to respond"
Canada
jeffrey m.
The price is AU$283
includes taxes & fees
2 Sept - 3 Sept
Contemporary Comfort | Centrally Located Gem
A house with a white front door, a small porch, a brick wall, and a window with a screen.

14. Private Suite with AC, Free Parking, WIFI, Self Check-in, Close to Downtown

Private Suite with AC, Free Parking, WIFI, Self Check-in, Close to Downtown
London
The price is AU$215
includes taxes & fees
30 Aug - 31 Aug
Private Suite with AC, Free Parking, WIFI, Self Check-in, Close to Downtown
A modern living room with a grey sofa, a coffee table, and a large window with blinds.

15. Quiet, Soundproof Executive 1-BR Suite | Ideal for Medical & Extended Stays

Quiet, Soundproof Executive 1-BR Suite | Ideal for Medical & Extended Stays
South London
10.0 out of 10, Exceptional, (1 review)
"Excellent"
United States
Igor D.
The price is AU$248
includes taxes & fees
21 Sept - 22 Sept
Quiet, Soundproof Executive 1-BR Suite | Ideal for Medical & Extended Stays

16. Brown's Rustic Country Bunkie

Brown's Rustic Country Bunkie
SPRINGFIELD
8.0 out of 10, Very good, (1 review)
"A very cute and quiet bunkie retreat in the country.The location was good as you are fairly close to the 401 and many towns.I would recommend this place and would potentially stay here again."
United States
Annette M.
The price is AU$168
includes taxes & fees
24 Sept - 25 Sept
Brown's Rustic Country Bunkie

17. Modern Cozy Executive Suite with Private Entrance

Modern Cozy Executive Suite with Private Entrance
London
9.2 out of 10, Wonderful, (5 reviews)
"The basement apartment was great. Very clean and spacious and perfect for my husband and I. They had great amenities as well I would definitely recommend staying here."
United States
Tracy
The price is AU$200
includes taxes & fees
30 Aug - 31 Aug
Modern Cozy Executive Suite with Private Entrance
A modern kitchen with white cabinets, a built-in oven, and a dining area with a table and chairs.

18. The Central Escape

The Central Escape
South London
9.8 out of 10, Exceptional, (8 reviews)
"Clean and tidy. Comfortable beds. Was good for my son and I over a weekend."
United States
Eric N.
The price is AU$312
includes taxes & fees
31 Aug - 1 Sept
The Central Escape
A modern living room with a fireplace, a blue sofa, and a glass coffee table.

19. Staycation Presidential Apartment- Free Parking

Staycation Presidential Apartment- Free Parking
London
6.0 out of 10, (3 reviews)
"Perfect little apartment, served our needs perfectly… very clean and cozy"
United States
Loni A.
The price is AU$205
includes taxes & fees
30 Aug - 31 Aug
Staycation Presidential Apartment- Free Parking
A modern kitchen with a central island, bar stools, a refrigerator, and a microwave.

20. 🌟 Experience Peace & Love | Modern & Stylish Home for Groups

🌟 Experience Peace & Love | Modern & Stylish Home for Groups
Lambeth
10.0 out of 10, Exceptional, (12 reviews)
"Was a wonderful place to stay, highly recommend. Would definitely stay again. Clean, neat and roomy."
Canada
Darlene F.
The price is AU$461
includes taxes & fees
30 Aug - 31 Aug
🌟 Experience Peace & Love | Modern & Stylish Home for Groups
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

Staywell Inn & Suites

Staywell Inn & Suites

8/10 Good
"Clean and comfortable. Complimentary breakfast. Good stay."
Robin 5-night trip
Posted less than an hour ago
Staywell Inn & Suites

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, 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 favourite 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 depend 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 AU$153 per night. Entering your travel dates in the search wizard might find you 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 parks.

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

My Mom's Cottage - Enjoy Small Town Beach Living!: This holiday home rental outside of Southwold is located next to a golf course, and has a patio, a selection of games and a BBQ 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.

What can I see and do in Southwold?

Lake Erie and Southwold Earthworks are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Fingal Wildlife Management Area and St. Thomas-Elgin Public Art Centre.

What are holiday rentals like in Southwold?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Southwold. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family trips or small group gatherings.