Search Vacation Homes in Port Chester
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Port Chester vacation homes
1. Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFiWaterside
9.8 out of 10, Exceptional, (19 reviews)
"Very nice location, easy check in and check out. Also very comfortable."
Leslie S.
The price is AED 717
AED 1,394 total
includes taxes & fees
15 Sep - 16 Sep
2. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.Greenwich
9.8 out of 10, Exceptional, (42 reviews)
"This is a beautiful property. Great location. And the hosts are very nice and very great in communicating everything. Loved staying there"
Martina F.
The price is AED 863
AED 1,492 total
includes taxes & fees
27 Sep - 28 Sep
3. Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
Charming suite with patio, heating, WiFi, free parking in welcoming New RochelleNew Rochelle
9.8 out of 10, Exceptional, (10 reviews)
"Host was very polite and helpful. Excellent condition VRBO."
Drew C.
The price is AED 540
AED 1,290 total
includes taxes & fees
5 Oct - 6 Oct
4. Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Nice Cozy Room By Empire City Casino And Cross County Shopping CenterSoutheast Yonkers
7.8 out of 10, Good, (19 reviews)
"Great location"
Jordan S.
The price is AED 347
AED 495 total
includes taxes & fees
15 Sep - 16 Sep
5. Spacious Luxury Retreat Sleeps 16 • Prime Area • Free Parking • Near NYC
Spacious Luxury Retreat Sleeps 16 • Prime Area • Free Parking • Near NYCWhite Plains
2.0 out of 10, (1 review)
"An hour before check-in we were called by the property manager, after four days of messaging them through the app without response, to advise us that the property had an alleged water pipe burst and was unavailable, then attempted to upcharge us for alternate accommodations. An alternate place to stay was finally provided at no additional charge but much smaller than what had been booked. Given the absence of communication for four days and then a sudden incident the day of check-in - the day...
James D.
The price is AED 992
AED 2,017 total
includes taxes & fees
9 Sep - 10 Sep
6. Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard
Urban Oasis 45 min to NYC 2.5 Bath + Garage + YardWest Side
9.4 out of 10, Exceptional, (8 reviews)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
Dave J.
The price is AED 1,293
AED 2,447 total
includes taxes & fees
9 Sep - 10 Sep
7. 5BR Beach House, Game Room + Huge Backyard
5BR Beach House, Game Room + Huge BackyardCove - East Side - Shippan
10.0 out of 10, Exceptional, (26 reviews)
"Great stay!"
Kyra S.
The price is AED 1,495
AED 3,383 total
includes taxes & fees
9 Sep - 10 Sep
8. Spacious Stamford Home | Family, Work, Parking
Spacious Stamford Home | Family, Work, ParkingCove - East Side - Shippan
8.6 out of 10, Excellent, (9 reviews)
"the home was nice clean if in the area I would stay here again"
james w.
The price is AED 981
AED 2,002 total
includes taxes & fees
9 Sep - 10 Sep
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find vacation rentals that suit your style
Apartments
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Port Chester Hotel Reviews
Executive Inn - Fort Lee
10/10 Excellent
Explore a world of travel with Expedia
- B&B in Mamaroneck
- Apartments in Scarsdale
- Guest Houses in Valhalla
- B&B in Valhalla
- B&B in Scarsdale
- 5 Star Hotels in Purchase
- 3 Star Hotels in Rye Brook
- Destination Hotels in Rye
- Red Roof Inn Hotels in Port Chester
- Hotels with Bars in Rye
- Villas in Rye Brook
- La Quinta Inn & Suites Hotels in Port Chester
- Motels in White Plains Metro-North Railroad Station
- Independent Hotels in Port Chester
- Inns in Scarsdale
- Hostels in Hartsdale
- Guest Houses in White Plains
- Cottages in Scarsdale
- Motels in Valhalla
- 4 Star Hotels in Purchase
- Cheap Hotels in Rye
- Aparthotels in New Rochelle
- 2 Star Hotels in Purchase
- Oakwood Hotels in Rye
- Guest Houses in Port Chester
- Aparthotels in Valhalla
- Villas in Purchase
- Aparthotels in Larchmont
- Castles in Port Chester
- B&B in Port Chester
- Hyattvacations Supechain Hotels in Rye
- Motels in Port Chester
- Hotels near Jay Heritage Center
- Cottages in Valhalla
- B&B in Rye
- Family Hotels in Rye
- Vacation Homes in New Rochelle
- Vacation Homes in White Plains
- Motels in Scarsdale
- Vacation Homes in Scarsdale
- B&B in New Rochelle
- 3 Star Hotels in Purchase
- Extended Stay America Hotels in Purchase
- 3 Star Hotels in Rye
- Cottages in Larchmont
- Best Western Hotels in Rye Brook
- 5 Star Hotels in Rye
- Hotels with Free Parking in Rye
- Aparthotels in Scarsdale
- Red Roof Inn Hotels in Purchase
- Best Western Hotels in Port Chester
- Hostels in Rye
- Hotels near Manhattanville College
- Affinia Hotels in Rye
- Flights from Cambridge (CGE) to White Plains (HPN)
- Flights from Orlando (ORL) to White Plains (HPN)
- Flights from Rahim Yar Khan (RYK) to White Plains (HPN)
- Flights from Appleton (ATW) to White Plains (HPN)
- Flights from Taramajima (TRA) to White Plains (HPN)
- Flights from Palma de Mallorca (PMI) to White Plains (HPN)
- Flights from Louisville (SDF) to White Plains (HPN)
- Flights from Clemson (CEU) to White Plains (HPN)
- Flights from West End (CYB) to White Plains (HPN)
- Flights from Larnaca (LCA) to White Plains (HPN)
- Flights from Harrison (HRO) to White Plains (HPN)
- Flights from Rye Brook
- Flights from Gatokae (GTA) to White Plains (HPN)
- Flights from Sialkot (SKT) to White Plains (HPN)
- Flights from Bradford (BFD) to White Plains (HPN)
- Flights from Minsk (MHP) to White Plains (HPN)
- Flights from Keene (EEN) to White Plains (HPN)
- Flights from Kuala Lumpur (KUL) to White Plains (HPN)
- Flights from Nekemte (NEK) to White Plains (HPN)
- Flights from Oshkosh (OSH) to White Plains (HPN)
- Flights from Rye
- Flights from Bellingham (BLI) to White Plains (HPN)
- Flights from Tampa (TPA) to White Plains (HPN)
- Flights from Auki (AKS) to White Plains (HPN)
- Flights to Rye Brook
- Flights from Baku (GYD) to White Plains (HPN)
- Flights from Kelowna (YLW) to White Plains (HPN)
- Flights from Port Chester
- Flights from Marrakech (RAK) to White Plains (HPN)
- Flights from Columbia (CAE) to White Plains (HPN)
- Flights from Faisalabad (LYP) to White Plains (HPN)
- Flights from Westchester County
- Flights from Cleveland (CGF) to White Plains (HPN)
- Flights from Chattanooga (CHA) to White Plains (HPN)
- Flights from Grand Rapids (GRR) to White Plains (HPN)
- Flights from Karachi (KHI) to White Plains (HPN)
- Flights from Reading (RDG) to White Plains (HPN)
- Flights from San Salvador (SAL) to White Plains (HPN)
- Flights from Winter Haven (GIF) to White Plains (HPN)
- Flights from Hue (HUI) to White Plains (HPN)
- Flights from Manama (BAH) to White Plains (HPN)
- Flights from Zaragoza (ZAZ) to White Plains (HPN)
- Flights from Lancaster (LNS) to White Plains (HPN)
- Flights from Cleveland (CLE) to White Plains (HPN)
- Flights from Recife (REC) to White Plains (HPN)