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.

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.
29 Dec – 5 Jan
£111 per night
4.82 out of 5 average rating, 142 reviews
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!
24 Sept – 1 Oct
£136 per night
4.96 out of 5 average rating, 114 reviews
Guest favourite
Home in White Plains
Bright&Comfy 2bed/1ba in quiet White Plains duplex
Bright, comfortable & quiet! Just outside downtown White Plains, this home has a relaxing living space with thoughtful touches. It offers easy accessibility to New York City (35 min Via Metro North) and Westchester (via highways and local buses). The house is set up for WFH, with great wifi via Verizon. It's an easy jump off spot for a fun weekend in Westchester. It comes with a dedicated parking spot, never worry about your vehicle! Bars, restaurants, shopping, groceries are all minutes away!
15–22 SeptProfessional Host,
£156 per night
4.86 out of 5 average rating, 142 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
Westchester Oasis
18–25 Jun
£139 per night
4.93 out of 5 average rating, 14 reviews
Guest favourite
Flat in Harrison
Quiet and Cozy
25 Aug – 1 Sept
£67 per night
4.88 out of 5 average rating, 40 reviews
Guest favourite
Guest house in Greenwich
Overlook Cabin in downtown Greenwich CT
8–15 AugProfessional Host,
£139 per night
4.87 out of 5 average rating, 79 reviews
Guest favourite
Flat in Stamford
Stamford’s Island Inspired Efficiency
10–17 Oct
£91 per night
4.87 out of 5 average rating, 38 reviews
Guest favourite
Home in Greenwich
Retreat w/pool/Free Parking/Fireplace /Downtown
3–10 Apr
£287 per night
5.0 out of 5 average rating, 18 reviews
Guest favourite
Guest suite in Greenwich
Free parking. Near Capitol Theater & HPN airport
5–12 Jul
£139 per night
4.94 out of 5 average rating, 70 reviews
Guest favourite
Guest house in Greenwich
The Cottage in Greenwich
17–24 Sept
£189 per night
4.94 out of 5 average rating, 63 reviews
Superhost
Home in Greenwich
Greenwich abode Close to Just about Everything
13–20 FebIndividual Host,
£223 per night
4.8 out of 5 average rating, 86 reviews
Guest favourite
Flat in Greenwich
Cozy 2 BR Greenwich Apt. with easy access to NYC
25 Aug – 1 Sept
£166 per night
4.96 out of 5 average rating, 67 reviews
Guest favourite
Townhouse in Greenwich
Quaint 3 bdr. Walk to beach, dining & shopping!
22 Feb – 1 MarIndividual Host,
£248 per night
4.98 out of 5 average rating, 55 reviews
Guest favourite
Home in Rye
1956 House of the Year Award. Easy commute to NYC.
21–28 Sept
£599 per night
4.98 out of 5 average rating, 50 reviews
Guest favourite
Flat in White Plains
Clean, convenient, close to station & downtown WP
25 May – 1 Jun
£113 per night
4.93 out of 5 average rating, 45 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