Southwold Rentals By Owner

There are a lot of options in Southwold. If you plan on staying in the Southwold area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Southwold:

• Relaxing Erie Rest Retreat- water views- 2 min walk to the beach!
• 2026 JUST Released 8 Guest Beach House w/Arcade, Gym, Pool, Yard & pickleball
• The Dock- walk to beach & village
• Cozy, spacious family home w/Arcade! 5 mins from Beach!
• NEW! Sunnyside Beach Cottage in Kokomo! Kayaks, SUP Boards, Bikes and wagons.
• Port Stanley 5 BRs 3Bath Cottage in Kokomo Beach Club - Walk to Beach & Downtown
• Relaxing Home Kokomo Beach Area, Sleeps 12, Pet-Friendly, Near Beach & Downtown
• Hidden Treasure in the Heart of Port Stanley
• Relax house a few minutes from Port Stanley beach, with hot tub and game room
• Lakefront View w Private BEACH! - Spacious Luxury Estate Home ~ Pet Friendly

There are many large, family-friendly vacation homes available in Southwold; however, here are the most popular family rentals listed on our site:

• Adorable Cottage Port Stanley
• Hidden Treasure in the Heart of Port Stanley
• Cozy bungalow minutes from the beach and the beautiful downtown of Port Stanley!
• Relaxing Erie Rest Retreat- water views- 2 min walk to the beach!
• 2026 JUST Released 8 Guest Beach House w/Arcade, Gym, Pool, Yard & pickleball

Yes, there are 1 self-catering vacation homes in Southwold that have hot tubs, swimming pools, & other amenities.

There are many luxury villas and vacation homes in or near Southwold. Filter by price to compare find the most expensive places to stay on Balsamlakevillacottages.

Yes, there are many pet friendly vacation homes and places to stays that are available in or near Southwold that you may consider.