Vacation rentals in Southwold

4.96 out of 5 average rating, 26 reviews

Classic Cottage Vibe

AnnRating, 5 stars7 months ago

Priscilla’s place was perfect for our family, Including our little pug! Exactly as pictured and described. Priscilla was also super responsive — any questions we had, she answered right away so we can proceed with enjoying our vacation seamlessly. Just walked to Grand Bend beach so we can maximize beach time. And for our pup, the Pinery Park Dog Beach was only 10 mins. Drive (go to Beach 2!). Thank you Priscilla! We’ll be back 😉

4.88 out of 5 average rating, 58 reviews

Home in Grand Bend

Beach House With Glow In Dark Games Room & Hot Tub

TarekRating, 5 stars3 weeks ago

Beautiful place .. I’ll summarize it the same way my kids did … “it’s like spending the night at Dave & Buster, yet being able to walk to the beach” Host was very responsive, proactive and understanding.. highly recommended!

4.94 out of 5 average rating, 90 reviews

Cottage in Port Stanley

Stunning Cliffside Lakeview Home on 1.3 Acres

AliRating, 5 stars3 days ago

We had an amazing stay at this stunning cliffside lakeview home! The property is even more beautiful in person—spacious, peaceful, and surrounded by nature. Everything was spotless and so thoughtfully set up, with cozy touches that made it feel like home. Dani and Cory were such kind and responsive hosts, making sure we had everything we needed for a comfortable stay. The view of the lake was absolutely breathtaking, especially at sunset. Highly recommend this place for anyone looking to unwind and enjoy a serene getaway. We’ll definitely be back

4.93 out of 5 average rating, 67 reviews

Cottage in Port Stanley

Look out over Port Stanley Main Beach

AnneRating, 5 stars1 month ago

We enjoyed a fun mother/daughter weekend at Mats cottage. Mat was an excellent host, responding immediately to questions or issues. His home is bright and well equipped with comfy beds and linens and everything we needed for cooking and relaxing. We had a full view of the beach and Lake Erie. A great place to walk and explore with excellent restaurants and coffee shops. A very friendly town Hope to return.

4.81 out of 5 average rating, 31 reviews

Cottage in Port Franks

Stunning Riverside Retreat Port Franks

RoselleRating, 5 stars6 months ago

Laura’s place is beautiful. Big rooms and enough space for 12 people. The deck was huge and nice view but due to cold weather we were not able to use it. Hopefully this summer we plan to come back. We really enjoyed our stay and feels like home.

5 out of 5 average rating, 19 reviews

Home in Port Franks

The Cozy Cabin in Port Franks

RushikaRating, 5 stars4 days ago

BEST AIR BNB EVER!! 😍🫶🏻 The place was beautifully organised and squeaky clean. The kitchen was well stocked like anything and every thing you can need was available. Be it in the kitchen, for entertainment (games), toiletries, cleaning supplies. Nespresso was definitely a cherry on top. The instructions were very clear not much that we had to do. It was very easy to leave the place as clean as it was before we came. Very flexible, we needed some extra time to check out and they were able to accommodate. Both Ashley and Jorge were very responsive at any given time. All my friends loved the environment, space, games and overall experience. Being the friend who organises it was so easy.

5 out of 5 average rating, 7 reviews

Home in Lambton Shores

The Lodge - Cottage 4

AkshayRating, 5 stars6 months ago

I recently had the pleasure of staying at The Lodge, and it was an exceptional experience from start to finish. The property itself is beautifully maintained, with every amenity you could possibly need for a comfortable stay. Our host, Tyler, was outstanding. From the moment we booked, Tyler was incredibly responsive and helpful, providing detailed information about the property and the surrounding area. We will definitely be returning on our next visit to Lambton Shores.

4.87 out of 5 average rating, 38 reviews

Home in Vienna

Spacious Cottage near the beach!

LauraRating, 5 stars3 months ago

We hope to come back! It was a great place for our family and our dog. It was exactly as described and accommodated us well. We were there in the winter but would like to visit in the summer to take advantage of the huge backyard and the beach close by.

4.96 out of 5 average rating, 25 reviews

Home in Grand Bend

Top of Grand Bend

CourtneyRating, 5 stars1 week ago

We had an amazing stay at Mikes air bnb in Grand Bend for my Husbands 30th. The place was wonderful with lots of things to do and a lot of indoor and outdoor space. Mike was more than responsive to us and helped us with any questions we had and made sure everything was working and fixed for us. Him and his wife were super responsive and were able to accommodate us with early check in and late checkout because the place was available the night before and after. This was very kind of them and they did not have to do this. They went above and beyond to make sure our stay was wonderful. The most amazing thing about this air bnb is the location , it’s a minute walk from the main strip and had so many extra amenities such as kayaks. I highly recommend this place to anyone visiting grand bend. The inside of the place is modern, new and had everything we needed and the outdoor space was equipped with bbqs, outdoor Furniture etc. we would definitely stay again.

4.97 out of 5 average rating, 100 reviews

Lakeside Beach House Grand Bend-prime location

IndieRating, 5 stars2 months ago

We stayed during the February 2025 long weekend snowstorm, and it truly felt like a winter wonderland! Andrea is an incredible host, she's responsive and genuinely helpful. She went above and beyond by sending her cleaner and snow removal team to ensure we didn't get stuck and helped us with the outdoor hot tub, we really appreciated it! The house itself is absolutely beautiful, with every detail thoughtfully designed. We had such a great time and would love to return in the summer for a completely different experience!

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Southwold vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Southwold's top sights

Solo on Main37 locals recommend

GT's On The Beach35 locals recommend

Two Forks27 locals recommend

Kettle Creek Marina26 locals recommend

Port Stanley Festival Theatre25 locals recommend

Pierside Pub20 locals recommend

Other great vacation rentals in Southwold

4.86 out of 5 average rating, 28 reviews

*Blue Coral* Peaceful Cottage Getaway

KendraRating, 5 stars9 months ago

We had such a wonderful time at the Blue Coral! We felt right at home, exceptionally clean in all rooms and bathrooms, lots of space and not to mention such an amazing location. I would for sure book Paul’s place again in the future! Thank you so much for accommodating our group!

4.89 out of 5 average rating, 27 reviews

Light and Airy 4 Bedroom Cottage Downtown

TomRating, 5 stars6 months ago

Great location right in town with no need to drive. Arrived early evening and discovered heating/cooling system malfunctioning. Ben was quick to respond and after attempting to trouble shoot, Ben had a service repairman there to replace thermostat within an hour. The home was perfect with bedrooms and bathrooms on each level for each of our 3 families privacy. Was a great Thanksgiving weekend for us all.

4.99 out of 5 average rating, 101 reviews

Home in North London

Best location in the city !

EvinRating, 5 stars2 weeks ago

Great clean home in a centralized neighbourhood of London Ontario

Apartment in North London

4.82 out of 5 average rating, 61 reviews

Old North Gem

WendyRating, 5 stars2 weeks ago

I was in town for a concert and this was perfect for me, very close to London Music Hall. Very spacious accommodations, comfortable, super clean. Convenient parking. Great kitchen too!

5 out of 5 average rating, 18 reviews

Home in Grand Bend

Your Grand Bend Getaway Awaits!

VinnieRating, 5 stars6 months ago

It is a great house, very well kept. Morgan is a great host, extremely flexible with the checkin n checkout times. We would love to go back.

Cottage in Lambton Shores

4.99 out of 5 average rating, 99 reviews

Grand Getaway

NikaylaRating, 5 stars6 months ago

My family loved the place. We spent Thanksgiving here and it was the best decision. It's kids friendly and also have a lot of sitting areas for family fun. It's also very spacious so you don't feel like you are in anyone's space. Would stay here again.

Cottage in Lambton Shores

5 out of 5 average rating, 66 reviews

Whispering Oaks - Cozy 2 bedroom cottage

AnikaRating, 5 stars2 weeks ago

We had an amazing stay at this charming Airbnb cottage! The place was beautifully decorated, clean, and so inviting. It was clear that Cecilia put a lot of thought into making the space cozy and enjoyable. There were delicious snacks waiting for us, and the board games and painting supplies were a lovely touch—perfect for relaxing evenings. We especially loved the BBQ setup and the fireplace, which made the experience feel even more special. A perfect retreat for anyone looking for a peaceful and fun getaway! Highly recommend!