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Vacation Homes in Gwynn

"We had such a great vacation at this property. It was very clean and very comfortable. The main beach was just 10 minutes away and lots of restaurants and shopping within walking distance. The owners were great to work with. We will definitely be coming back."

SAR 1,050 total

includes taxes & fees

8 Oct - 9 Oct

"Beautiful little cottage on the river. Fantastic sunset views. Wonderful little retreat for couples!"

SAR 1,131 total

includes taxes & fees

12 Oct - 13 Oct

"Very peaceful, well equipped kitchen, nearby shopping, idyllic setting. Plenty of towels, very clean. New"

SAR 1,016 total

includes taxes & fees

7 Oct - 8 Oct

"LOVE, LOVED the house and its amenities! The photos don't do it justice. Fresh, stylish, all new, clean--a wonderful stay! Great layout for families and pets. Plenty of get-together areas and individual private spaces. Victoria was wonderful and super communicative! We wanted to stay longer!"

SAR 1,874 total

includes taxes & fees

13 Oct - 14 Oct

"The Cradle Point Estate is absolutely amazing. Family-Friendly and great location for a retreat. Peace and Serenity The hosts are phenomenal. Will rent again in the very near future In The Spirit Of Community"

SAR 5,598 total

includes taxes & fees

26 Oct - 27 Oct

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Top Gwynn Hotel Reviews

Hampton Inn Gloucester

10/10 Excellent

"Everything was great. "

Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water

10/10 Excellent

"We absolutely love staying here—it’s become a tradition for us to return year after year. From the moment we arrive, Cheri always makes us feel so welcome and goes above and beyond to ensure everything is perfect for our stay. The house itself is beautiful, spotless, and so well taken care of—it truly feels like a home away from home. Every detail is thoughtfully provided, and it makes our trips so relaxing and enjoyable. Cheri is one of the kindest and most attentive hosts we’ve ever met, and it’s clear how much she cares about her guests. We couldn’t imagine staying anywhere else and are already looking forward to coming back next year!"