House holiday rentals in Greenwich

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Popular amenities for Greenwich house rentals

House rentals with a pool

Guest favourite
Home in Fairfield
4.96 out of 5 average rating, 26 reviews

Once a Pond - time and stress slow down.

ShivaRating, 5 stars1 month ago
Spacious home with a nice outside area. Enjoyed coffee with birds and bunnies. Will stay here again.
Guest favourite
Home in Patchogue
4.93 out of 5 average rating, 126 reviews

Joyful Beach House, viewing The Great South Bay

DanielRating, 5 stars3 weeks ago
Great host, great house with a bunch of fun things to do walking distance. Would definitely recommend and will 100% be booking again!
Top Guest favourite
Home in Monroe
4.97 out of 5 average rating, 201 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars4 months ago
We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!
Guest favourite
Home in Stamford
4.98 out of 5 average rating, 62 reviews

Gameroom, backyard + pool! 7m to train + downtown

CatherineRating, 5 stars2 weeks ago
Diego is an excellent host who was quick to respond to my questions. There were some things which I was not sure how to use and he was quick to help me out with them. The house is beautiful, well furnished, and had air conditioning in each room. The last was a significant plus for me as I dislike feeling too hot. The pool was nice, the backyard was kept clean, the kitchen quite large, and the space was lovely. We had a good stay.
Superhost
Home in New Rochelle
5 out of 5 average rating, 4 reviews

Hudson Luxe 79

ShannonRating, 5 stars1 week ago
This was truly a unique home in a quaint spot in New Rochelle. A friendly neighbor actually knew the original owner who she said was a Buddhist, which makes so much sense. The decor and homeyness was welcoming and intriguing. The house itself is very clean and well laid out for the space. The house is on a corner right next to a park which not a lot of traffic that comes through. The only downside is the lack of parking, the driveway fits one car. We would definitely stay again if in the area!
Guest favourite
Home in Redding
4.88 out of 5 average rating, 16 reviews

Meeker Hill House - Country Escape w/ Heated Pool

RoryRating, 5 stars8 months ago
Our stay was stunning. The location is quiet and peaceful yet close enough to the town to get what you may need. The home itself is absolutely gorgeous. It’s clean, the layout is beautiful, and the views are out of this world. A truly incredible place to stay. The beds were very comfortable, the kitchen was perfect, and each room has a full bath which was great for our family. Overall highly recommend
Guest favourite
Home in Port Jefferson
4.92 out of 5 average rating, 125 reviews

Port Jefferson Convenient, Cozy and Chic!

DaleRating, 5 stars2 weeks ago
We we’re going to Port Jefferson for a family wedding. Our Airbnb was perfectly situated. There is a pool area that we never used because we just didn’t have time. But it looked very inviting. The town of Port Jefferson had plenty of nice restaurants and shops. This house was perfect for our situation. We had six adults, all family members.
Guest favourite
Home in Englewood
4.94 out of 5 average rating, 158 reviews

Englewood NJ Country Carriage House (15 min NYC)

SarahRating, 5 stars2 weeks ago
Lisa’s place was fun and relaxing for our family. Great place to relax and unwind all while being close to the great areas we visited. Lisa was a great host ❤️

Weekly house rentals

Superhost
Home in Chappaqua
4.87 out of 5 average rating, 78 reviews

Chic and Cozy 2BD 1920's Cottage Retreat

VanessaRating, 5 stars1 month ago
Elizabeth’s place was great and we thoroughly enjoyed our stay! It had everything we needed to be comfy with our toddler and dog, and the neighborhood had all we needed as well (close to the train station, great coffee at Bobo’s and Lange’s deli for breakfast and lunch). Elizabeth made sure we got in okay and was very responsive. Thanks!
Top Guest favourite
Home in Danbury
4.98 out of 5 average rating, 96 reviews

Lakeview Estate - Chef's Kitchen - NYC Getaway

AizelRating, 5 stars2 months ago
This house was wonderful as I would definitely stay there again and recommend it to family and friends. The views from the balconies and windows were amazing! The house was absolutely beautiful and super clean. The location was secluded but still near shops and restaurants. We loved our stay!
Top Guest favourite
Home in Westport
5 out of 5 average rating, 57 reviews

Westport Deco HAUS /5 min to Town /10 min to Beach

JRRating, 5 stars6 days ago
Adam and his team were excellent to work with. Great communication, very accommodating (had a crib and high chair ready to go for our baby). It was an excellent experience and we’ll definitely be back.
Guest favourite
Home in Shippan Point
4.96 out of 5 average rating, 51 reviews

Seashell Bungalow | 3 Bed 1 Bath | Beach House

PaulRating, 5 stars1 day ago
This place was neat, clean and well appointed with a homey feeling. Everything was as advertised and even more. Host was extremely helpful. Anything we needed was there. Looking forward to coming back.
Guest favourite
Home in Stamford
4.96 out of 5 average rating, 24 reviews

Modern Tranquil Home In Connecticut- 40 min to NYC

RogerRating, 5 stars1 month ago
The location and house is etremely peaceful and safe, in the middle of nature. Our stay was wonderful and extremely comfortable. We had an excellent time. This is a return stay and we would stay again. It feels like home. Phylilis is very helpful and resppnsive. Overall a great experience. 5 star.
Top Guest favourite
Home in Putnam Valley
5 out of 5 average rating, 10 reviews

Dr. Ruth’s Serene Lake Retreat

EvanRating, 5 stars5 months ago
After using Airbnb for years now no other place was a perfect 10. The lake house was simply great. Not only the physical status but the follow up and generosity of the hosts where beyond. We didn’t want to leave.
Top Guest favourite
Home in Cos Cob
5 out of 5 average rating, 17 reviews

GREENWICH HOUSE WITH NYC FLAIR/CLOSE TO BEACH /NYC

Rich Rating, 5 stars1 month ago
Yes, a Great stay....again! I think this may be our third or even forth stay here, which really says it all really. We are very happy when there is availability with Victoria and her Greenwich units, we are regular visitors to Greenwich every dew months and really enjoy staying somewhere as amazing and lovely, as this place, it really does feel like home! Thanks always Victoria for the warm welcome and all, we do so look forward to the next stay with you! Rich
Top Guest favourite
Home in Pound Ridge
5 out of 5 average rating, 37 reviews

Historic wooded 3BD 1 hour from NYC

SabrinaRating, 5 stars1 month ago
We had the most magical stay at Keely’s place. Her home is beautiful and smelled amazing. Thriving plants, surfaces of wood and stone - a true naturalist’s refuge. The picture windows overlooked gardens bursting with flowers. We meandered from the backyard onto hiking trails through the woods, lounged on the deck in the sun and savored the tranquility. Perhaps the best Airbnb we’ve ever encountered. 10/10

Private house rentals

Guest favourite
Home in Stamford
4.98 out of 5 average rating, 54 reviews

Spacious Duplex with Private Entrance & Sun Room

MadelineRating, 5 stars2 months ago
This place is beautiful and serene. Very Zen. Loved the Sun porch! Very clean, large bathroom with a great tub! Full kitchen with everything you need. We felt very much at home. Tracy got back to us right away when we had questions. I would definitely recommend this spacious apartment!
Top Guest favourite
Home in Vernon Township
5 out of 5 average rating, 73 reviews

Private Island + Lakefront Home

MihirRating, 5 stars2 weeks ago
We had an unforgettable stay at this magical cabin! Izzy and Joe are amazing hosts—warm, responsive, and incredibly thoughtful. Check-in was seamless, and since late checking was requested by them , they kindly offered a late checkout, which we truly appreciated and made our departure more relaxed. The cabin itself is even better than the photos—beautifully decorated, full of natural light, and thoughtfully designed. The bedroom and sunroom with lake views quickly became our favorite cozy spots. The private island with its dreamy daybed swing and breathtaking lake views felt like a hidden paradise, and our dog loved roaming leash-free on the island. Everything in the cabin is intuitively organized, with smart controls for lighting, shades, and TV—managed via an iPad that also contains a well-designed digital guide. We’ve stayed at many cabins over the years, and this one stands out in every way. We’re already planning to return and make this special place an annual tradition
Guest favourite
Home in Stamford
4.92 out of 5 average rating, 66 reviews

Spacious Home - Center Of Stamford

MaryRating, 5 stars2 months ago
This home was fantastic! Absolutely immaculate and it offered everything we needed. We live close by and this was a perfect place for family to stay while visiting for Easter! As a matter of fact, the host put Easter eggs all around and the children were thrilled. Such attention to detail. Would highly recommend!
Guest favourite
Home in Greenwood Lake
5 out of 5 average rating, 23 reviews

Lakeview House ~ Hot Tub, Firepit, Stunning Views

ScottRating, 5 stars6 days ago
The home was pristine and beautifully designed, feeling like a brand new home. Everything was purposely placed to have exactly what you would think you’d need. The host is extremely friendly and super responsive. The views of the lake are awesome. The bedrooms are huge and the beds and bedding are extremely cozy (we all slept like babies). The duel decks are a really cool set up with the hot tub on the bottom such a cool vibe with really nice ceiling lights hanging. We came for a work escape as a team, and this was a great stay for us. The bedrooms upstairs also had their own little balconies, which is great to enjoy a morning cup of coffee before getting our day started. They also had all the amenities in the kitchen you could ever need.
Superhost
Home in Rowayton
4.78 out of 5 average rating, 9 reviews

Coastal Comfort in Rowayton, CT

FawziaRating, 5 stars1 month ago
The house was just as described and just as the photos show. Spotlessly clean. Comfortable beds, linens and pillows. Pretty neighborhood, and peaceful.
Guest favourite
Home in Redding
5 out of 5 average rating, 37 reviews

Quiet and Cozy Cottage near NYC with a Pond

KeithRating, 5 stars2 weeks ago
Beautiful, private, home with a lot of charm situated above a pond with small waterfall. Not far from restaurants and grocery store. Host was very responsive and accommodating. Would definitely stay again.
Top Guest favourite
Home in Bedford
5 out of 5 average rating, 39 reviews

Comfortable Mid-Century on Quiet Country Road

BessRating, 5 stars2 weeks ago
Adam provided a beautiful home with everything you could ask for to have a lovely stay. The beds were very comfortable, it was spacious and clean. He was responsive and gave clear instructions for check in/out and using the various amenities. I would definitely recommend him as a host!
Guest favourite
Home in Pound Ridge
4.96 out of 5 average rating, 24 reviews

Chic Midcentury Retreat with Private Pond near NYC

JasonRating, 5 stars3 weeks ago
This is an exceptional home. Elegantly designed, beautifully decorated, in a secluded location. Intimate but with plenty of space for a family to stay. The owners were responsive and informative. 12 out of 10 stars.

Quick stats about house rentals in Greenwich

  • Total rentals

    150 properties

  • Total number of reviews

    4.5K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    60 properties allow pets

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

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