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

Southwold Vacation Rentals

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Check prices for these dates

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

Our top choices for Southwold vacation 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
$205 nightly
The price is $231
Sep 7 - Sep 8
Total with taxes and fees
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.
$247 nightly
The price is $279
Sep 7 - Sep 8
Total with taxes and fees
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.
$126 nightly
The price is $146
Sep 1 - Sep 2
Total with taxes and fees
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
$95 nightly
The price is $107
Sep 6 - Sep 7
Total with taxes and fees
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
$245 nightly
The price is $277
Sep 21 - Sep 22
Total with taxes and fees
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.
$420 nightly
The price is $475
Sep 3 - Sep 4
Total with taxes and fees
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.
$169 nightly
The price is $194
Sep 3 - Sep 4
Total with taxes and fees
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.
$175 nightly
The price is $197
Aug 31 - Sep 1
Total with taxes and fees
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
$101 nightly
The price is $115
Aug 31 - Sep 1
Total with taxes and fees
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
$142 nightly
The price is $161
Sep 2 - Sep 3
Total with taxes and fees
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
$152 nightly
The price is $177
Sep 1 - Sep 2
Total with taxes and fees
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
$128 nightly
The price is $151
Sep 3 - Sep 4
Total with taxes and fees
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.
$174 nightly
The price is $203
Sep 2 - Sep 3
Total with taxes and fees
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
$134 nightly
The price is $152
Sep 1 - Sep 2
Total with taxes and fees
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.
$163 nightly
The price is $184
Sep 14 - Sep 15
Total with taxes and fees
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.
$105 nightly
The price is $118
Aug 31 - Sep 1
Total with taxes and fees
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
$125 nightly
The price is $141
Sep 8 - Sep 9
Total with taxes and fees
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.
$198 nightly
The price is $223
Aug 31 - Sep 1
Total with taxes and fees
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.
$128 nightly
The price is $145
Sep 1 - Sep 2
Total with taxes and fees
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.
$296 nightly
The price is $335
Aug 31 - Sep 1
Total with taxes and fees
🌟 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

Holiday Inn Express Strathroy by IHG

Holiday Inn Express Strathroy by IHG

10/10 Excellent
"Everything was clean and looks brand new, check-in was super quick and easy, great variety for breakfast considering it’s included with your stay. We stayed with our young kids and made use of the pool which was also clean and well kept. Great location as we came from Grand Bend (40 min) stayed overnight in Strathroy and then went to Port Stanley the following day (45 min) so it was perfect!"
Patricia 1-night trip
Posted 8 hours ago
Holiday Inn Express Strathroy by IHG

Find out more about Southwold

Everything you need to know about Southwold vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southwold vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southwold vacation 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 low season months. For more hustle and bustle, you may prefer to visit Southwold in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $107 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southwold rentals

At Expedia, we put the best Southwold vacation 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 vacation.

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 vacation rentals in Southwold?

Yes, there are vacation rentals near top sights in Southwold, or you can select a secluded option if you're looking for relaxation. Southwold is known for its parks.

What are some of the best vacation home rentals in Southwold?

My Mom's Cottage - Enjoy Small Town Beach Living!: This vacation home rental outside of Southwold is located next to a golf course and has a patio, a selection of games, and a barbecue grill 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 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 larger area, you’ll find Fingal Wildlife Management Area and St. Thomas-Elgin Public Art Centre.

What are vacation rentals like in Southwold?

Vacation rentals are private properties you can reserve for several days or more in Southwold. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for a small group gathering.