Search Vacation Homes in Greenwich

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Compare 983 Vacation Homes in Greenwich with updated reviews, rates, and availability.

"The house is my dream house. It is beautiful."

"Great stay at a great price."

"Lovely townhouse. No issues. Host very nice and communicated well. Walking distance to many things. Ferry to Norfolk, church and downtown restaurants and bars."

SAR 1,143 total

includes taxes & fees

2 Dec - 3 Dec

"It was so quiet and so relaxing. I enjoyed the views and especially the ocean during the full moon! I believe if more investments are made many more will book this 90s vibe vacation home. This is definitely a vintage treasure and should be maintained but not toy changed. Lori is very communicative and I felt safe the entire time. Thank you for the stay."

"One of the things I want to talk about is the place was amazing, quiet neighborhood, well lit, spacious, prompt when answering questions. it was just how I imagined it for my big family’s Christmas get together. I will definitely use it company again."

"All was great! The yard was great for the dogs!"

Panoramic views from the massive back deck.

"Absolutely the best! Property is clean and modern, the view is spectacular, and the host ls are top notch! We walked to the beach, relaxed on the deck watching the dolphins, and shut down. We will be back again soon!"

Front of Home with Covered Porch and Front Yard

"We evacuated from FL before Hurricane Milton Landfall and decided to turn an unexpected trip back “home” into a mini vacation! This is the most accommodating and family friendly Host that we have ever had the pleasure of experiencing. The kitchen is fully equipped to prepare/serve meals for a large family. With all of the sleeping accommodations, there was no shortage of options for our family. We spent the majority of our trip at the home as the host provides an inclusive environment with many...

"We stayed three nights and couldn't have asked for a better experience. Check in was easy and the location was in a very nice neighborhood. His directions made it easy to find. We felt at home from the time we walked in. The home was very clean and had every amenity we needed. The beds were nice and comfortable. Our pup enjoyed the big back yard. It was a pleasure to rent from Eric, he responded very quickly if we needed anything. There is not one negative we can say. Would definitely...

SAR 1,248 total

includes taxes & fees

4 Dec - 5 Dec

"Home is welcoming to large groups; comfortable and accommodating."

"Lovely property that needs some repairs and cleaning."

"This condo was perfect for us. My sister and I were traveling with our elderly mother. While the accommodations were perfect for us, the neighborhood was less than ideal for three mature women. Lots of loud neighborhood "

This 3,000 sq foot house is bright and spacious with unique architectural detail

"Great spot with lots of room. Beautiful neighborhood. Easy walk to the beach. Great amenities!"

SAR 4,621 total

includes taxes & fees

30 Nov - 1 Dec

Welcome to the Crab Shack. Our home features upscale furnishings and decor.

"We felt right at home the moment we walked in the front door. The home is spotless and beautifully decorated, and has everything you can think of for an enjoyable stay. The kitchen was well stocked, complete with coffee/tea bar and fixings. The basket of nutritious snacks was a nice touch, which we enjoyed. The bed was very comfortable, with high quality linens and towels, and high end toiletries provided in the bathroom. Our pup loved it there too. We particularly enjoyed the enclosed...

"We had a great time staying in Hampton, at this location. And the hot tub was great. "

View of front of house from Sandfiddler Road
Ample parking (up to several cars)

"The house is right next to the beach. Internet went down but the host had it fixed during our stay. Pool and hot tub was nice. Plenty of space."

" The home was nice and clean, great for a weekend trip. We had plenty of room, comfortable beds and good access to TV. The bunkbed room was perfect teen boys! "

SAR 1,417 total

includes taxes & fees

1 Dec - 2 Dec

"We picked this location given friends live nearby, but it exceeded expectations. Beautiful view, incredible sunrise, and the kids loved the fireplace. Hadn't realized the kids bunk room doesn't have a door to close, but luckily noise wasn't a problem. "

SAR 1,555 total

includes taxes & fees

10 Dec - 11 Dec

"This was an excellent property to stay at. We really enjoyed the house as it was close to many of the activities and different things we did for the week that we stayed. It was nice to have a house where our family could come and we could all be together. We enjoyed that the neighborhood was also very quiet."

"We loved our stay at this property. It was super close to the beach and great restaurants. It was quiet and the amenities were plenty. It’s a perfect home away from home as I visit my son who we were dropping off for his freshman year during this day."

Save an average of 15% on thousands of hotels when you're signed in

Other property types in Greenwich

"The Fire Alarm went off repeatedly for half the morning. That was disappointing. "

SAR 544 total

includes taxes & fees

10 Dec - 11 Dec

"Our deluxe suite was roomy and had everything we needed. Definitely a little dated but a really good value for family travel. Front desk staff was very friendly although not very professional looking. Attached ice cream and pizza place was a plus! "

SAR 493 total

includes taxes & fees

11 Dec - 12 Dec