Search Vacation Homes in Port Chester

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search 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 holiday homes

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.6 out of 10, Exceptional, (25 reviews)
"Very kind host very comfortable rooms"
United States
brendan o.
The price is HK$882
HK$1,927 total
includes taxes & fees
4 Feb - 5 Feb
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Southeast Yonkers
8.2 out of 10, Very good, (18 reviews)
"Great location"
United States
Jordan S.
The price is HK$737
HK$1,052 total
includes taxes & fees
30 Jan - 31 Jan
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

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, WiFi
Waterside
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is HK$1,229
HK$2,567 total
includes taxes & fees
6 Feb - 7 Feb
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views
Cold Spring Harbor
10.0 out of 10, Exceptional, (74 reviews)
"The house is adorable and very clean. The beds are very comfortable.Everything was set up perfectly. The location and views are great. I would definitely stay here again. "
United States
Kerry P.
The price is HK$1,607
HK$3,681 total
includes taxes & fees
2 Feb - 3 Feb
Captain's Cottage - Cold Spring Harbor Water Views

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Huntington
10.0 out of 10, Exceptional, (5 reviews)
"Very clean, modern and comfortable. Host was helpful and a great communicator. We will definitely stay again! "
United States
Tricia H.
The price is HK$1,599
HK$3,084 total
includes taxes & fees
18 Feb - 19 Feb
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
Historic District
10.0 out of 10, Exceptional, (10 reviews)
"Stayed with our adult children for a family wedding. Everyone enjoyed the spotless, attractive & appointed home with lovely king beds in all the rooms. It was a treat!Host was very attentive, would highly recommend!"
United States
Nancy B.
The price is HK$1,716
HK$4,113 total
includes taxes & fees
12 Feb - 13 Feb
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

45 Minutes from NYC, Entire House near Stamford Downtown,

45 Minutes from NYC, Entire House near Stamford Downtown,
Downtown Stamford
10.0 out of 10, Exceptional, (21 reviews)
"The house was excellent in accomadations, cleanliness and location."
United States
Rene M.
45 Minutes from NYC, Entire House near Stamford Downtown,

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
West Side
9.4 out of 10, Exceptional, (6 reviews)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
United States
Dave J.
The price is HK$1,584
HK$3,444 total
includes taxes & fees
30 Jan - 31 Jan
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
Bryn Mawr
The price is HK$3,138
HK$4,517 total
includes taxes & fees
5 Feb - 6 Feb
Luxury 3 BR Near NYC with Easy Parking

Luxury 6BR House with Pool & Outdoor BBQ

Luxury 6BR House with Pool & Outdoor BBQ
Old Bethpage
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed our stay. It was for work so we didn’t have much time to enjoy ourselves other than to rest when we could. I would love to book it again. "
United States
Matthew P.
The price is HK$2,871
HK$7,235 total
includes taxes & fees
5 Feb - 6 Feb
Luxury 6BR House with Pool & Outdoor BBQ

Modern and spacious house close to NYC / Garden City

Modern and spacious house close to NYC / Garden City
Westbury
10.0 out of 10, Exceptional, (1 review)
"I had a wonderful stay at Nishant's home. Nishant was incredibly responsive, respectful, and helpful throughout my visit. The home was spotless, very comfortable, and easy to access, which made my stay even more enjoyable. I would highly recommend staying here for a pleasant and hassle-free experience."
United States
Rohan N.
The price is HK$2,774
HK$5,029 total
includes taxes & fees
2 Feb - 3 Feb
Modern and spacious house close to NYC / Garden City

New Beach Home near Stamford Downtown/Shippan

New Beach Home near Stamford Downtown/Shippan
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (22 reviews)
"Great stay!"
United States
Kyra S.
New Beach Home near Stamford Downtown/Shippan

2-bedroom house in pleasant Glen Head with AC and charm

2-bedroom house in pleasant Glen Head with AC and charm
Glen Head
The price is HK$1,444
HK$3,336 total
includes taxes & fees
2 Feb - 3 Feb
2-bedroom house in pleasant Glen Head with AC and charm

Cozy 1-bedroom house in beautiful Yonkers with AC

Cozy 1-bedroom house in beautiful Yonkers with AC
Lincoln Park
The price is HK$686
HK$2,177 total
includes taxes & fees
1 Mar - 2 Mar
Cozy 1-bedroom house in beautiful Yonkers with AC

Waterfront Retreat Center for Health & Wellness

Waterfront Retreat Center for Health & Wellness
New Rochelle
9.8 out of 10, Exceptional, (67 reviews)
"House was perfect for our large family in town for our siblings birthday. Very comfortable and gorgeous location. It is a very unique place to stay and explained well in the description, so we knew what to expect. "
United States
john o.
The price is HK$9,479
HK$17,311 total
includes taxes & fees
3 Feb - 4 Feb
Waterfront Retreat Center for Health & Wellness

3BR Prime Luxury near NYC w Arcade Room

3BR Prime Luxury near NYC w Arcade Room
2.0 star property
Southeast Yonkers
8.0 out of 10, Very good, (1 review)
"We thought we rented the entire property, but was half of it. expect a lot of stairs. No bath tubs but two showers. some door knobs and locks need maintenance, but overall nice clean rooms."
United States
Anonymous traveller
The price is HK$1,942
HK$3,179 total
includes taxes & fees
2 Feb - 3 Feb
3BR Prime Luxury near NYC w Arcade Room

NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
Ossining
The price is HK$3,220
HK$7,472 total
includes taxes & fees
1 Mar - 2 Mar
NEW 45 Wolden Rd Ossining NY 10562

Spacious 4-bedroom 2.5 bath colonial in Hicksville by Seema

Spacious 4-bedroom 2.5 bath colonial in Hicksville by Seema
Hicksville
9.2 out of 10, Wonderful, (5 reviews)
The price is HK$2,341
HK$3,919 total
includes taxes & fees
30 Jan - 31 Jan
Spacious 4-bedroom 2.5 bath colonial in Hicksville by Seema

6 BR, 4 BA Mansion Close to the City

6 BR, 4 BA Mansion Close to the City
Getty Square
10.0 out of 10, Exceptional, (2 reviews)
"Great location and house"
United States
Megan T.
The price is HK$3,121
HK$6,715 total
includes taxes & fees
2 Feb - 3 Feb
6 BR, 4 BA Mansion Close to the City

Charming 3-bedroom modern family retreat!

Charming 3-bedroom modern family retreat!
Huntington
9.6 out of 10, Exceptional, (9 reviews)
"Great location & thoughtful amenities."
United States
Joshua
The price is HK$3,356
HK$4,824 total
includes taxes & fees
2 Feb - 3 Feb
Charming 3-bedroom modern family retreat!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Port Chester Hotel Reviews

Find out more about Port Chester

Port Chester Vacation Homes information

Number of reviews
264
Accommodation
354 Vacation Homes
Lowest Price
HK$1,052
Highest Price
HK$17,311

Explore a world of travel with Expedia