Some 40 to 50 minutes’ train ride away from New York City lies the beautiful and quaint Greenwich, a town that offers about the same big-city-travel satisfaction sans noise and hustle-bustle. There are beaches, historic homes, swanky mansions, upscale dining options, and a brilliant shopping scene that attracts a large footfall. Stroll through Greenwich Avenue, browse through the showrooms of top-notch brands, or stop by one of the many amazing cafes and restaurants for a bite. Else, tour through one of Greenwich’s historic spots such as Putnam Hill or Fourth Ward Historic District. Greenwich’s horse farms, sprawling golf courses, and stunning beaches are other delights worth checking out. Book yourselves a place here and explore this stunning town all the way through. Scroll over to know more about the best Airbnb vacation rentals in Greenwich, Connecticut.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on August 29, 2025.
1. Sophisticated rental in central Greenwich (from USD 1152)
Enjoy the best of high-end furnishings and modern conveniences at this three-bedroom house, which is an awesome bet for up to six guests. The living area is split across two floors, guaranteeing ample privacy and space where you can kick back and enjoy a fun time indoors. The upper level is also equipped with two desks for those who want to get some work done. An outdoor barbecue and heater can also be made available on request, so you can enjoy amazing cook-outs too. Note that the third bedroom is not a standard room, but an alcove space on the attic floor that is enclosed with curtains. Location-wise, the rental is in central Greenwich and a quick walk away from Greenwich Avenue.
Greenwich, Connecticut, United States
6.87 km (4.3 mi) from Boundless Adventures - New York City Zipline and Aerial ParkAccommodates: 6
Top guest reviews
Host:
bruna couldn’t have been a better host she was right on top of my requeststhey were super sweet and helpful would definitely stay againchristina is a great host and willing to accomodate guest needsvery caring and dedicated hostsLocation:
location was excellent and plenty of roomlocation is perfect for greenwich activities and parking was easybruna’s place is super well decorated comfortable and location is perfectgood location - quiet but easily walkable to everywhere in townit's charming walkable to restaurants and shopping and a very relaxing spaceCleanliness:
was clean and well keptthe place was lovely and spotlessgreat place very roomy clean and comfortablespacious apartment and spotless very comfortable and invitingRead more reviewsAmenities & Room:
the apartment has all the amenities you need and i would highly recommend staying hereit’s a lovely apartment nicely decorated and filled with light
2. Spacious apartment for six (from USD 480)
Provisioned with top-notch amenities and facilities, this two-bedroom apartment is a great option for up to six guests. There is a well-stocked kitchen where you can whip up meals indoors, ample entertainment options such as Google Home and a smart TV to keep you busy, and a great outdoor patio seating for where you can enjoy the best of Greenwich’s airs. However, remember that this rental is located in a family neighbourhood, so quiet hours are to be observed after 10pm.
Greenwich, Connecticut, United States
5.63 km (3.5 mi) from Boundless Adventures - New York City Zipline and Aerial ParkAccommodates: 4
Top guest reviews
Host:
host was extremely responsive and communicativebest of all rob was an amazing hostrob was so nice & helpful with the bookingthis was very helpful and appreciatednoise from upstairs neighbor was a challenge at times but host was very responsive and helpfulLocation:
great spot in a great locationloved the place great location beautiful apartmentnice quiet neighbourhood and locationthe apartment is just as described -- close to greenwich station and easy to get downtownand the location was phenomenal; being so close to greenwich portchester and even white plains was greatCleanliness:
great value super clean and excellent communicationrob’s place was phenomenal clean and the communication was amazing would definitely stay againthe apartment was very clean and a good overall spaceclean and comfortable great kitchen and private entrancewonderful place to spend the night everything was very clean and the apartment had everything we neededRead more reviewsAmenities & Room:
tv's in every room and a really strong wifi connectionmy wife toddler and i loved the space especially the newly renovated bathroom and kitcheni've never slept in such comfortable beds beforecozy clean and quiet with great amenities and convenient to downtown greenwich and for heading into nycthe apt was very attractive spacious and comfortable in a very quiet neighborhood
3. Comfortable and private room for solo travellers (from USD 146)
Solo travellers can book a private room at this comfortable Airbnb rental. The room is equipped with a twin bed for guests’ comfort. They can also make use of the shared washrooms or other living areas of the house. However, note that this place is not suitable for children under 12 years of age, and parties, large gatherings, as well as smoking, are strictly prohibited indoors. The host also offers monthly and weekly stay discounts, so get in touch for more details.
Greenwich, Connecticut, United States
9.61 km (6.0 mi) from Boundless Adventures - New York City Zipline and Aerial ParkSuperhost
Accommodates: 1
Top guest reviews
Host:
host was very nicepaul & lily are great hostspaul and lily were absolutely outstanding hostspaul & lily were very welcoming hosts who made me feel comfortable in their homepaul and lily were very helpfulLocation:
loved the location of this placethe location was perfect right off the freeway with parking in their drivewayit’s about a 15 minute and very pleasant walk to the trainthe location is great with or without a cara gem close to several interesting places to explore the place is a peaceful retreatCleanliness:
quite and cleanclean and comfortable room and bathroomthe house was clean and pleasanteasy check-in and clean comfortable bedwonderful stay comfortable bed clean houseRead more reviewsAmenities & Room:
the amenities were great: kitchen access a/c (super important in the summer) and laundrythe bed was super comfortablevery comfortable and they were great with my crazy hours and schedule
4. Private room in a dog-friendly home (from USD 571)
Travelling solo or in twos? Book a private room at this well-appointed home located near central Greenwich. Private room booking includes guest access to the en-suite washroom as well. Aside from this, guests are welcome to make use of all the shared spaces of the house such as the kitchen, the living room, the patio, the backyard, and the grill. Up to two house-broken and well-behaved dogs are also allowed here. Guests are requested to park their vehicles on the streets in front and not inside the home’s driveway.
Greenwich, Connecticut, United States
7.67 km (4.8 mi) from Boundless Adventures - New York City Zipline and Aerial ParkAccommodates: 2
Top guest reviews
Host:
melinda was a friendly hostmelinda thank you thank you for being a wonderful host and personmelinda is a gracious host who will be there if you need her and will respect your privacyLocation:
i enjoyed my stay at melinda' lovely ct home great location - close to everything central greenwichRead more reviewsCleanliness:
super clean gorgeous placebeautiful home perfect room very clean and quietspace was as advertised - sparkling clean with thoughtful touches to make you feel at home and welcomedwonderful host and beautiful clean and comfortable space
5. Lovely apartment for four (from USD 1231)
Go for this two-bedroom apartment fit for four people and consider your stay fully sorted. It is a private apartment in a family home that has been recently renovated to accommodate modern conveniences. There is an equipped kitchen where you can whip up light meals indoors, a spacious dining room, and a large living room where you can relax. There is also a massage chair in the living room for the ultimate comfort. Additionally, you can also access the large backyard, but remember that this is a shared space. A compulsory cleaning fee of 75 USD per week is levied on bookings for more than 8 days.
Greenwich, Connecticut, United States
5.56 km (3.5 mi) from Boundless Adventures - New York City Zipline and Aerial ParkAccommodates: 6
Top guest reviews
Host:
gracious caring hosthost super friendly and goes the extra milehost is very responsive and very willing to make your stay pleasantLocation:
perfect location for our needslocation perfect for travelinglocation is great in a quiet and safe neighborhoodnice quiet street with a quiet park at the end for your work break walkRead more reviewsCleanliness:
this was a clean safe and private place for me to stay while in town for a work trip
6. Ideal home near Mianus River Park
Located across Mianus River Park, this spacious cottage can easily house up to five guests. This place is a great family-friendly accommodation due to its location and amenities. An on-site trampoline for kids and adults makes it an even better bet for those travelling with children. Housekeeping services can be made available upon prior request at an additional charge. However, it is good to note that this rental needs to be booked out for a minimum of one week.
Greenwich, Connecticut, United States
9.44 km (5.9 mi) from Boundless Adventures - New York City Zipline and Aerial ParkAccommodates: 5
Top guest reviews
Host:
lisa and vito are great hosts and wonderful people to bootresponsive thoughtful and considerateRead more reviewsLocation:
i am very happy that i chose their place
7. Upscale home with private terrace and garden
Spread across two bedrooms, a spacious living room, a full kitchen, a private terrace, and a garden, this sophisticated vacation rental is a great option for up to four guests. The rental has been done up in a top-notch fashion, complete with high-end furnishings and amenities. It is spread across two floors. The bedrooms and bathrooms are on the upper level, while common areas such as the living room, laundry facilities, and the kitchen are located on the ground floor. Housekeeping, laundry, and landscaping services are also provided here upon request. Note that there is a weekly cleaning fee of 100 USD for those staying for more than a week.
8.78 km (5.5 mi) from Boundless Adventures - New York City Zipline and Aerial ParkAccommodates: 4
Top guest reviews
Host:
the host was very responsiveshe was a wonderful hostalice was a wonderful hostalice was a great hostalice is a wonderful hostLocation:
super close to the highway and very quiet at nightabsolutely beautiful spaces in a gorgeous locationthis is my 2nd time staying at this beautiful quiet locationthe location was nice and the suite was cleanthis is a lovely home in close proximity to all greenwich has to offerCleanliness:
it’s clean and beautifully decoratedcute cottage everything is clean and updatedvery clean and the perfect stay for our little family of 3it's so bright and clean and peacefulalice’s guesthouse is stylish clean and beautifulRead more reviewsAmenities & Room:
the space is beautifully decorated extremely comfortable and immaculate
8. Waterfront cottage near train station
Book this three-bedroom cottage that can accommodate up to three guests. The place enjoys a brilliant waterfront location and is less than 1.6 km (1 mi) away from Metro-North train station. The living/dining rooms offer exquisite views of Mianus Pond, but you can step out to the patio to enjoy the great outdoors or have an al-fresco meal. Pets are usually not permitted at this cottage, but exceptions may be made upon request.
Greenwich, Connecticut, United States
9.13 km (5.7 mi) from Boundless Adventures - New York City Zipline and Aerial ParkAccommodates: 4
Top guest reviews
Host:
mary is a wonderful hostthank you to a great host :)mary and sherrie were so kindmary is a great host—she's communicative thoughtful and kindmary was very quick and responsive to all communicationsLocation:
great location one hour on train from grand centralgreat house in unique location in riversidegood location for getting to downtown greenwich and quickly getting on the freewaya great peaceful setting in a convenient locationmary’s place is beautifully located on the waterCleanliness:
house was clean & tidythe house was super clean and comfortableclean cozy quiet quaint spacious lovelythe pond was amazing - clean and the perfect temperaturethe bedrooms are clean and beds comfortableRead more reviewsAmenities & Room:
clean modern comfortable with beautiful & relaxing views— and walkable from mnr stationwe didn't make use of the game room but on a rainy day it would provide some entertainment
9. Loft apartment for two
Enjoy the best of comfortable living at this loft apartment, which is an ideal space for two people. It is a second-floor studio that you can access via stairs and it is equipped with windows, allowing you to soak in some amazing views of the lush areas around. You can also make use of the amenities and facilities such as a kitchenette to luxuriate indoors. However, the grill, the yard, and the deck on site are not accessible to Airbnb guests occupying this unit.
Greenwich, Connecticut, United States
7.42 km (4.7 mi) from Boundless Adventures - New York City Zipline and Aerial ParkAccommodates: 2
Top guest reviews
Host:
the host were very hospitable and kindginger was a great hostginger was kind enough to introduce herself say hello and make her assistance and hospitality knownginger and joe were great hostsfabulous find the hosts ginger and joe went out of their way to be helpful and accommodatingLocation:
very convenient and safe location as wellsafe town to walk right out your door and explore with a park with walking trails nearbythis place is a cute gem and will be returningit’s a peaceful beautiful location and we definitely plan on returningamazing place great location amenities and kind folk looking forward to going back this summerCleanliness:
very clean and cozysuper clean and modernit was clean and spaciousthe space was very cleanclean and stylish place with thoughtful touchesRead more reviewsAmenities & Room:
ginger has fresh flowers placed about the apartmentthe thoughtful touches like water bottles a brita and oranges for breakfast were much appreciated
10. Well-appointed basement suite
Located near Greenwich’s Cos Cob train station, this spacious Airbnb vacation rental is an ideal abode for up to three guests. It is housed in a basement and equipped with standard essentials such as a kitchenette, a small library, and a work desk add to the comfort factor. Kid-friendly amenities, including a crib, an air mattress, and more, can also be made available upon request. Guests can make use of the patio in the backyard as well. It is good to note that the hosts’ two kids live in the main house, so you may hear sounds of footsteps from above. However, you are guaranteed quiet hours between 8pm and 7am.
Greenwich, Connecticut, United States
8.07 km (5.1 mi) from Boundless Adventures - New York City Zipline and Aerial ParkAccommodates: 3
Top guest reviews
Host:
host was extremely pleasant and accommodatinghosts are lovely and very accommodatinglovely hosts and would definitely recommendpeter and victoire are wonderful hostspeter & victoire where great hosts during my four week stayLocation:
location is also greatexcellent location very nice neighborhoodthe proximity to the train station and downtown cos cob makes it idealthis place was perfect super cute and really close to the train stationeverything was fabulous and close to stamfordCleanliness:
extremely clean and stylish spacevery clean nice decoreverything is very clean and prettysuper clean super cool little studiovery cozy and clean place to stayRead more reviewsAmenities & Room:
a really lovely spot with good coffee and chocolates for breakfastthe bed was super comfortable and the heater floors were awesome definitely recommendvery comfortable and chic with a european cottage feel and a great little book collectiongood communication and comfortable amenitiessweet comfortable studio with birds singing in the back yard
Experience Connecticut’s gem
Greenwich is popularly touted to be the town for Fairfield County’s rich and famous, an association that stems from the town’s ritzy attractions, chic landscape, and impressive history and culture. To experience all of these, you have to come here and engage in numerous activities. But before that, you will need a home where you can stay for the week or the weekend. Check out these accommodations that you can call your own while in Greenwich.
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