Holiday rentals in Port Chester

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Port Chester

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

Guest favourite
Flat in Stamford
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!
14–21 FebIndividual Host,
£136 per night
4.96 out of 5 average rating, 114 reviews
Superhost
Flat in Stamford
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.
30 Dec – 6 JanIndividual Host,
£111 per night
4.82 out of 5 average rating, 142 reviews
Guest favourite
Guest suite in Bayville
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...
26 Dec – 2 JanIndividual Host,
£71 per night
4.92 out of 5 average rating, 417 reviews

Popular amenities for Port Chester holiday rentals

Stay near Port Chester's top sights

The Capitol Theatre22 locals recommend
Costco Wholesale6 locals recommend
AMC Port Chester 1411 locals recommend
Stop & Shop3 locals recommend
Pollo A La Brasa3 locals recommend
Acuario3 locals recommend

Other great holiday rentals in Port Chester

Guest favourite
Flat in Harrison
Quiet and Cozy
25 Aug – 1 SeptIndividual Host,
£67 per night
4.88 out of 5 average rating, 40 reviews
Guest favourite
Flat in Harrison
Westchester Oasis
18–25 AprIndividual Host,
£138 per night
4.93 out of 5 average rating, 14 reviews
Guest favourite
Guest suite in Greenwich
Free parking. Near Capitol Theater & HPN airport
8–15 JulIndividual Host,
£139 per night
4.94 out of 5 average rating, 70 reviews
Guest favourite
Home in Greenwich
Retreat w/pool/Free Parking/Fireplace /Downtown
3–10 AprIndividual Host,
£287 per night
5.0 out of 5 average rating, 18 reviews
Guest favourite
Flat in Greenwich
Cozy 2 BR Greenwich Apt. with easy access to NYC
25 Aug – 1 SeptIndividual Host,
£166 per night
4.96 out of 5 average rating, 67 reviews
Guest favourite
Flat in White Plains
Clean, convenient, close to station & downtown WP
25 May – 1 JunIndividual Host,
£113 per night
4.93 out of 5 average rating, 46 reviews
Guest favourite
Flat in Stamford
Standalone Cottage surrounded by woods
22–29 DecIndividual Host,
£105 per night
5.0 out of 5 average rating, 46 reviews
Superhost
Flat in Stamford
Cozy guest apartment
17–24 FebIndividual Host,
£70 per night
4.8 out of 5 average rating, 61 reviews
Guest favourite
Home in White Plains
Charming Victorian Retreat for Two
7–14 SeptIndividual Host,
£120 per night
5.0 out of 5 average rating, 8 reviews
Guest favourite
Guest house in Greenwich
The Cottage in Greenwich
17–24 SeptIndividual Host,
£189 per night
4.94 out of 5 average rating, 63 reviews
Guest favourite
Flat in Downtown Stamford
Modern Luxe 1BR Apt in Downtown Stamford
10–17 MayIndividual Host,
£130 per night
4.89 out of 5 average rating, 63 reviews
Guest favourite
Home in Rye
1956 House of the Year Award. Easy commute to NYC.
8–15 FebIndividual Host,
£495 per night
4.98 out of 5 average rating, 50 reviews

Quick stats about holiday rentals in Port Chester

Total rentals

30 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

1.2K reviews

Nightly prices starting at

£47 before taxes and fees

Destinations to explore