Holiday rentals in Greenwich

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Greenwich

Guests agree: these stays are highly rated for location, cleanliness and more.

Superhost

Flat in Stamford

4.82 out of 5 average rating, 142 reviews

Sunset Retreat: 1BR Walking Distance to the Beach

Welcome to our charming and spacious 1 bedroom Airbnb in the heart of the beach district in Stamford! This delightful 1st fl apartment offers everything you need for a memorable stay. Prime location offers the best of both worlds. Just a short 5-min stroll will take you to the local train station, providing easy access to neighboring cities and attractions. Additionally, downtown Stamford is a mere 7-min drive, where you can indulge in a wide array of dining, shopping, and entertainment options.

22–29 Jul

$157 SGD per night
Guest favourite

Flat in Stamford

4.97 out of 5 average rating, 115 reviews

Sugar Shack Studio | Downtown Skyline Views

Location! Studio apartment located in the heart of downtown Stamford. Walk to downtown to enjoy all it has to offer, from restaurants, shopping, UCONN of Stamford and more! Centrally located and a short train ride to New York City, our apartment offers everything you need for a comfortable stay in the area. We offer free parking on the premises and the train station is a 10 minute walk. Washer and Dryer included in the building with credit card payment. This unique place has a style all its own!

23–30 May

$199 SGD per night
Guest favourite

Guest suite in Bayville

4.92 out of 5 average rating, 420 reviews

Romantic, Cozy and Private, 1 Block from Beach

Relax in your private romantic retreat with Canopy Queen Bed & Beautiful modern bathroom, 1 Block from beach, Second floor studio with small fridge, microwave, coffee maker, induction cook top, SmartTV... Just 7 min from the Long Island Railroad, Oyster Bay stop. Near to restaurants, shops, tennis courts. You can go biking, swimming, fishing, play golf, rent kayaks, motor boats, paddle boards. Visit Arboretums, Historic sites, Parks, walk along the water, go to the nearby movies and more...

23 Feb – 2 Mar

$114 SGD per night

Popular amenities for Greenwich holiday rentals

Stay near Greenwich's top sights

Playland Park29 locals recommend
Westchester County Airport20 locals recommend
The Capitol Theatre22 locals recommend
Costco Wholesale6 locals recommend
Greenwich Point Beach28 locals recommend
Whole Foods Market54 locals recommend

Other great holiday rentals in Greenwich

Superhost

Flat in Greenwich

5.0 out of 5 average rating, 5 reviews

True Downtown Greenwich 1-BR apartment

5–12 Jun

$352 SGD per night
Guest favourite

Guest house in Greenwich

4.88 out of 5 average rating, 81 reviews

Overlook Cabin in downtown Greenwich CT

30 May – 6 Jun

$180 SGD per night
Guest favourite

Guest house in Greenwich

5.0 out of 5 average rating, 16 reviews

Cozy brand new guest home

9–16 Jun

$213 SGD per night
Guest favourite

Home in Greenwich

4.95 out of 5 average rating, 19 reviews

Cottage/Cabin Retreat by River Near Downtown

13–20 May

$550 SGD per night
Guest favourite

Guest house in Greenwich

4.94 out of 5 average rating, 64 reviews

The Cottage in Greenwich

25 Sep – 2 Oct

$265 SGD per night
Superhost

Flat in Downtown Stamford

4.89 out of 5 average rating, 65 reviews

Modern Luxe 1BR Apt in Downtown Stamford

20–27 Jul

$184 SGD per night
Guest favourite

Flat in Stamford

4.96 out of 5 average rating, 25 reviews

Luxurious 1BR Downtown Stamford

6–13 Feb

$271 SGD per night
Guest favourite

Flat in Stamford

5.0 out of 5 average rating, 49 reviews

Standalone Cottage surrounded by woods

11–18 Nov

$133 SGD per night
Guest favourite

Guest suite in Wilton

5.0 out of 5 average rating, 22 reviews

Guest suite with private enter

30 Apr – 7 May

$126 SGD per night
Guest favourite

Guest suite in Port Chester

4.96 out of 5 average rating, 82 reviews

Comfortable Colonial Urban retreat.

18–25 Oct

$172 SGD per night
Guest favourite

Flat in Norwalk

5.0 out of 5 average rating, 30 reviews

S. Norwalk Apt near the water!

2–9 Jun

$213 SGD per night
Superhost

Flat in Stamford

4.78 out of 5 average rating, 59 reviews

The Cozy Studio

16–23 Aug

$186 SGD per night

Quick stats about holiday rentals in Greenwich

Total rentals

280 properties

Rentals with dedicated workspaces

180 properties have a dedicated workspace

Rentals with a pool

50 properties have a pool

Pet-friendly rentals

100 properties allow pets

Family-friendly rentals

150 properties are a good fit for families

Total number of reviews

8.7K reviews

Destinations to explore