Search Vacation Homes in Southold

We had a lovely stay.

It’s a nice hotel, it has a funky vibe to it and it’s very clean and the rooms are excellent. I definitely recommend it’s the perfect couple gate away hotel. Definitely coming back!!

Quick anniversary night get away! Location was great, rooftop was amazing, and staff was super helpful! Made our stay special and memorable! Cant wait to go back for 2 nights!! Or more!

everything was excellent. The only comment I would have is that the hallways smelled funny. Maybe if they could put a more fresh aroma and that’ll be great. Staff, everything was awesome.

Beautiful view and excellent location. A short walk to the ferry to Greenport and a short drive to preserves. Owner more than accommodating. I will visit again.

Our stay was amazing! We had the best beach view! It was relaxing and one of the best getaways we’ve been on. If you want to connect to Netflix, HBO max, etc… bring a laptop or a console like Xbox, etc, bring a usb cord and wala you could connect. Thank you! We will be back!

We really enjoyed the room and the location. Our only criticism is that we were not able to access our room until 5:00 and we had to check out by 10 am in the morning. We basically lost at least half a day.

My stay was perfect. This family run hotel is outstanding, and great value for the money. Room (facing pool) was large, quiet and in perfect condition. Small private terrace with lounge chairs a big plus. Bathroom is large and modern with 5 star amenities (I appreciate that). Entire hotel feels like it was recently renovated. Will definitely stay here again!

Great stay and service.

This is a super elevated motel vibe. Area is janky but accommodations were excellent.

Great location! On the bay but walking distance to town

Amazing staff and excellent rooms and facilities

Very nice romantic getaway for two. Took in the local sites, beaches and shops. The Inn was lovely. Very pleasant staff and guests. Would certainly recommend and would stay here again and again!

Such a beautiful property, lots of trees, lovely landscaping. They keep Crassula in pots on all of the porches as long as weather permits. The room I stayed in (double queen) was very spacious. Wood beamed ceiling with a ceiling fan, walk in shower. Loved the restaurant that was open for breakfast daily. Open for dinner Tuesday - Saturday while I was there. It's still family owned and run after 69 years. Great dining options all around, and lots to see and do on the island - although you...

The Captain Stannard house is a true gem in Westbrook. There are many restaurants, shops, parks, and beaches close by. The property has a private yard and a large rear porch for relaxation. My room was impeccably clean and spacious for being the smallest one in the house. Dianne was incredibly sweet and went out of her way to help all the guests.

Gorgeous gorgeous hotel!! And the absolute nicest staff I have ever encountered! The restaurant breakfast wasn’t that great but everything else was 11/10!!