Search Vacation Homes in Southold

"The property was perfect for our needs! My husband was able to work from the desk in the primary bedroom during the day while my mom and I shopped and explored nearby! Our dog LOVED the backyard and space to explore. We didn’t even need to go venture to the nearby dog park, but that was also super close! As out of towners, unfamiliar with locale, we would recommend bottled water for drinking. Everywhere we went was 5-15 min drive, we very much enjoyed our stay and grateful for the opportunity to...

"Lovely quaint home. Very clean and spacious. Perfect for a family getaway . Highly recommend."

"House was very nice. Location is great. Easy walk to beach and convenient to Westbrook center."

"Beautifully decorated comfortable and clean would definitely rent again"

"Close to the restaurants and beaches. We enjoyed exploring the nearby areas within 15 to 30 mins drive"

"We had a great time at this house. Kids loved the toys and the pool. Host was very helpful."

"Awesome break away from reality. Hope to return soon!"

"Family short stay Memorial Day weekend for a graduation. House a short walk from a lovely little beach, near shopping. Nice neighborhood with comfortable beds, great kitchen, reclining couch and fabulous back yard patio. Owner attentive and responsive."

"Beautiful home with separate space for everyone and close to water and town!"

"my family and i grew up coming to hampton bays - and while myself and my parents have moved away - a family wedding brought us back to the area and we were so happy to stay local in this perfect home. it felt great to be back in the old neighborhood and not have to be cramped at my brothers home just a short 5 minute drive away. i hope we can stay again during our next trip!"

"Lovely house, close to all with lots of room for a multi-generational family holiday! Would book again!"

"We had a wonderful stay at Marcia’s beautiful house in Greenport. Marcia was incredibly welcoming and accommodating and the house was perfect for our trip. The location is ideal - a short walk to everything the NoFo has to offer. Marcia was very responsive and gave great recommendations. We will definitely be back!"

"House was very clean and host was exceptional. Very relaxing place to stay."

"This place exceeded all expectations, offering a perfect blend of convenience and serenity. Situated just moments from downtown, the location provided easy access to the vibrant community, while still offering a peaceful retreat. The highlight of our stay was undoubtedly the private beach access. Tucked away in a tranquil neighborhood, it boasted unparalleled beauty and tranquility. Simply being in the vicinity was a getaway in itself, with breathtaking views that soothed the soul. The...

"In town for a wedding - a large, convenient location that fulfilled the needs we had for that stay."

"My daughter graduated from coast guard academy so we were staying for several days. The cottage is located in black point in Niantic. So close to the ocean. The cottage was adorably decorated, and very comfortable. Plenty of beds to accommodate a bigger group. Slept very well in comfortable bed. The owner had left some bagels and muffins for us as well. Small but nice kitchen with plenty of room for a family to sit at larger table. My favorite is proximity to water and the daily multiple walks....

"This place was nice and roomy for our family of 8 plus 3 littles kiddos. Pretty clean as well. I gave listing accuracy a 5 because it is accurate but that may be because it doesn't tell you much. We were a little short on towels, many light bulbs were burnt out or just missing. We replaced some (they were there) and moved others to balance out the light. No kitchen linens, short on bath towels, short on paper towels and definitely not enough TP. 3 partial rolls and 1 bathroom had none so we had...

"It was a great weekend"

"The house was perfect and clean. We really enjoyed the screened in patio."

"Good family friendly resort! Hope it’s a heated pool.. Easy Check-out before 11:00 am!"

"Wonderful stay and super clean! Can’t wait to come back. "

"Close to the restaurants and beaches. We enjoyed exploring the nearby areas within 15 to 30 mins drive"