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Vacation Homes in Southold

"The house and stay were great!"

"Beautiful house with lots of light and comfort. Excellent quiet location by the ocean with outstanding communication with the host who answered all pertinent questions and addressed all outstanding issues. "

"Everything was amazing, the house is beautiful and very spacious, and the host was very friendly! I would 100% stay here again! "

"Great property for two people right next to the downtown. Our stay was comfortable and clean!"

"The property is immaculate, so clean and peaceful, views are stunning. Can’t recommend enough."

"The property had a beautiful secluded outdoor space that complemented the tiny home."

"Great time"

"Great place! Great communication with property owner!"

SAR 1,619 total

includes taxes & fees

19 Jun - 20 Jun

"I stayed here with family recently and loved the house. The location was private and convenient. The management company was available to answer our questions. It was perfect for an off season get away. "

"Amazing house and location!! Would stay again "

"Nice location and house "

"Overall, my girlfriends and I had a good stay at this accommodation. Transparently, there were some hiccups in communication between the property manager and I in the week leading up to our trip that were not clearly stated in the home's description prior to us booking our stay, however, I felt that they were able to address my concerns and came up with solutions that felt satisfactory to my group and I. The property manager was overall understanding and receptive to my feedback through our...

"Lisette's home is BEAUTIFUL. Everything is clean and fresh. Location in Northwest Woods was so quiet, with woodsy ride to Sag Harbor and EH. We all (two empty-nesters and our three adult children) loved relaxing together in the pool and on the deck. Floats and noodles were readily available, as were beach chairs and towels. Master suite is spacioius and bed was the most comfortable I'd ever slept in! Lisette is lovely and extremely communicative. A few times we couldn't find things, and she...

"A fantastic location, and would certainly stay again! The bed was a bit hard but we all like something different. "

SAR 3,182 total

includes taxes & fees

18 Jun - 19 Jun

"This place is an absolute gem. Four big bedrooms, a brand new kitchen and washer/dryer, lovely renovated interior, and huge fluffy towels in excess! A huge backyard with plenty of toys for little ones and a big patio table and chairs to enjoy amazing grilled dinners from the new gas BBQ grill was a huge plus. Also lots of beach chairs, beach towels, umbrella available for use! The owner was extremely communicative, thoughtful, and an excellent host. This house is on a QUIET street in busy Sag...

"Wonderful property. Plenty of room for 7 adults. Would definitely stay there again. "

"My family and I rented the house over the holidays and had an amazing stay. The house has great amenities and George was very attentive and helpful. Would definitely recommend and stay again "

"My family are former Madison residents and were visiting friends over the Holidays. This location was everything we were looking for. Highly recommend. "