Holiday houses in Greenwich

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Popular amenities for Greenwich holiday rentals

Stay near Greenwich's top sights

Chipotle Mexican Grill111 locals recommend
The Cheesecake Factory60 locals recommend
Whole Foods Market54 locals recommend
Barcelona Wine Bar51 locals recommend
Stamford Town Center34 locals recommend
Playland Park29 locals recommend

Other great holiday rentals in Greenwich

Guest favourite

Apartment in Wallkill

4.94 out of 5 average rating, 141 reviews

Log Cabin Apartment Great for Outdoor Enthusiasts

MichaelRating, 5 stars3 weeks ago
We loved our time at this beautiful cottage! We have been to lots of Airbnb’s, and most have been a good experience. This cottage was something more. We both felt instantly relaxed when we walked in the door. It was so cozy and comfortable. We slept great in the comfy bed. The pictures can’t describe the feeling of the place. Warm, cozy, peaceful, inspiring, comfortable, quiet and truly rejuvenating. I will be making a trip to the area again as soon as possible, just to stay in this cabin retreat.
Guest favourite

Home in New Milford

4.97 out of 5 average rating, 29 reviews

Serene Country home 24 mi Mohawk ski area

LloydRating, 5 stars2 months ago
The previous reviews were all positive so I wasn’t surprised by how pleasant this listing was and how Dinesh goes out of his way to accommodate guests. Everything was wonderful. Both nights we enjoyed the large fireplace in the large living room, right off the large kitchen. All the spaces are large here. Plenty of room to spread out with friends or family. We were all impressed.
Guest favourite

Home in Ellenville

4.82 out of 5 average rating, 17 reviews

Cozy 5 Bedroom Escape in ellenville ny

ZabdyRating, 5 stars4 weeks ago
Beautiful and cozy place to stay. Perfect for a large family. Lots of beds and enough bathrooms. The kitchen is perfectly functional and clean. The basement with amenities was a plus for the kids since it was cold to be outside. I would definitely recommend it!
Guest favourite

Condo in Vernon Township

4.95 out of 5 average rating, 62 reviews

Peaceful Mountain Retreat

DeenaRating, 5 stars1 week ago
It was our first trip as a family of 4 and I’m so glad it was here at Adam’s place. Very clean, cozy and family friendly! Most places aren’t kid friendly but this place has the best of both worlds. Set the kiddos up upstairs as it was equipped with tv, toys, games (and even a pack & play for my toddler!) while downstairs you can enjoy the peace and beautiful view from the balcony. Adam made the stay even better by being so helpful and responding promptly and kindly. Would definitely visit again! Thanks for having us!!
Guest favourite

Villa in New Paltz

5 out of 5 average rating, 11 reviews

Country House, Mountain Views, Dine, Bike, & Hike

AriellaRating, 5 stars1 week ago
Absolutely beautiful home! Carl and Rebecca were wonderful hosts - they were super responsive and accommodating. And their home is lovely down to all the little details, from the soft bathrobes to the warm spaces to hang out in. We had a wonderful stay at their home and would love to come back!
Guest favourite

Home in East Patchogue

5 out of 5 average rating, 20 reviews

Ho Hum Holiday In Bellport with Pool

GraceRating, 5 stars2 months ago
We needed a dog-friendly ranch style to home with three bedrooms and two bedrooms close to Sayville, where we would be celebrating Thanksgiving. I was lucky enough to find this rental which was clean, comfortable and ideal for our two-night stay. Adam was attentive and easily accessible via text. I would highly recommend this lovely home.
Guest favourite

Cabin in Rocky Point

4.89 out of 5 average rating, 465 reviews

Great little place just for a couple

KatherineRating, 5 starstoday
We had a great stay at Marina’s home. Marina had thought of everything that anyone could possibly need during their stay. She even had additional drinks (waters/coffee) and snacks. The place was small, but it was perfect for our stay. The description was very accurate. We brought the dog to the beach every morning and it was a wonderful way to start the day. The beach was very close by. We hope to stay again when the weather is nicer! Marina is a great and responsive host.
Guest favourite

Home in Southeastern Queens

4.8 out of 5 average rating, 5 reviews

A sweet escape

SayanteeRating, 5 stars3 weeks ago
Nice stay with my big family at the smart home. Obviously recommended for someone who wants to fly from JFK. Very clean. Responsive and proactive host. Friendly suggestions for exploring nearby from host. Feels like comfy home. Bus stand is right at the door. Will stay again. 10/10.

Quick stats about holiday rentals in Greenwich

  • Total rentals

    300 properties

  • Total number of reviews

    11K reviews

  • Family-friendly rentals

    160 properties are a good fit for families

  • Pet-friendly rentals

    110 properties allow pets

  • Rentals with a pool

    50 properties have a pool

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

Destinations to explore