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Holiday Rentals in Westchester County

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Top Cities in Westchester County

Our top choices for Westchester County holiday rentals

1. Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
8.0 out of 10, Very good, (2 reviews)
"Room was cold. No parking lot for vehicle. Only off-street parking was available "
United States
david
The price is €521
includes taxes & fees
20 Aug - 21 Aug
Spacious 3BR Luxe Escape near NYC

2. Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
4.0 out of 10, (1 review)
"After flying in with four of us from Los Angeles on a Red Eye, we had to drive around for 4-5 hours until we were able to check in at 4pm, however after hours of trying to get into the property with no answer on the contact number ,we finally were able to have the local property manager come out and say that the property overbooked and had no room for us. I spent over 2 hours on the phone getting the run around by Expedia with mixed stories of our accommodations. FINALLY with now the story is...
United States
Jorge
The price is €619
includes taxes & fees
24 Aug - 25 Aug
Luxury NYC Home Game Room Free Parking

3. 3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking
2.0 star property
White Plains
6.0 out of 10, (1 review)
"Check-in was confusing and poorly organized, which made the start of the stay frustrating. The room itself was fine and comfortable, but the photos on the website were misleading and didn’t match what we saw in person. Overall, an okay room but not the experience we expected."
United States
Osmond
The price is €996
includes taxes & fees
24 Aug - 25 Aug
3BR Prime Luxury NY - Free Parking

4. Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
4.0 star property
White Plains
2.0 out of 10, (1 review)
"Place didn't exist. Host did not respond to requests to clarify check-in. Upon arriving, the location was not as described and an individual who answered the door informed our party this was not a rental property. Had to last minute book elsewhere."
United States
Kathleen
The price is €545
includes taxes & fees
15 Aug - 16 Aug
Luxury NYC Home with Free Parking for 12

5. Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking
2.0 star property
Bryn Mawr
6.8 out of 10, (3 reviews)
"Beautiful layout. Property had everything that was needed for an awesome stay."
United States
Ashley
The price is €403
includes taxes & fees
12 Aug - 13 Aug
Luxury 3BR Family Home Game Room Parking

6. Two Wash

Two Wash
2.0 star property
Bryn Mawr
The price is €958
includes taxes & fees
12 Aug - 13 Aug
Two Wash

7. Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
8.0 out of 10, Very good, (1 review)
"The house was very clean and the areas was quiet too. We had a nice spot to park the car. The staff was calling and checking on me if I didn’t have any issues with the check in. They were available all the time. The only thing we will need next time if possible is the washer and dryer and extra towels because we were 5 and only got 3 towels. But overall we enjoyed the stays."
United States
Adj Fatou
The price is €442
includes taxes & fees
12 Aug - 13 Aug
Uscale 2BR Escape in the Heart of NYC

8. Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is €953
includes taxes & fees
24 Aug - 25 Aug
Prime Luxe 3-BR NYC - Free Parking

9. Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking
3.5 star property
Southeast Yonkers
4.8 out of 10, (10 reviews)
"Don’t stay here. Not as listed. "
United States
Kenyon
The price is €1,306
includes taxes & fees
12 Aug - 13 Aug
Modern Luxury Home w GameRoom & Parking

10. Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Port Chester
10.0 out of 10, Exceptional, (33 reviews)
"Exactly as described, comfy and close to the Capital and restaurants. We would definitely stay here again.Directions and parking instructions were very clear and helpful."
United States
Sarah W.
The price is €357
includes taxes & fees
12 Aug - 13 Aug
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

11. 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 €480
includes taxes & fees
12 Aug - 13 Aug
Luxury 3 BR Near NYC with Easy Parking

12. Luxury 5 BR Home Free Parking

Luxury 5 BR Home Free Parking
2.0 star property
Bryn Mawr
2.0 out of 10, (1 review)
The price is €696
includes taxes & fees
12 Aug - 13 Aug
Luxury 5 BR Home Free Parking

13. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is €1,139
includes taxes & fees
1 Sept - 2 Sept
Summer Pool Oasis Custom Bar Arcade Pool Table

14. Private Country Getaway

Private Country Getaway
Bedford Hills
9.6 out of 10, Exceptional, (4 reviews)
"We had a busy and lovely weekend to attend and be part of my nieces wedding. The location was perfect and the property is beautiful. Kitchen was perfect for gathering in the morning and the great room was big and comfy for catching up! "
United States
Karin R.
The price is €1,211
includes taxes & fees
24 Aug - 25 Aug
Private Country Getaway

15. Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
The price is €306
includes taxes & fees
24 Aug - 25 Aug
Elegant Hideaway with Free Parking

16. The Victorian Blue 25min to NYC

The Victorian Blue 25min to NYC
North Side
9.8 out of 10, Exceptional, (9 reviews)
"We spent about 1 week at the Victorian Blue with family, including several children. All of the essentials were available, and the rooms/bathrooms were thoughtfully equipped. Monica was readily available and checked in on us during the stay to make sure there were no issues. "
United States
Shkala K.
The price is €1,059
includes taxes & fees
17 Aug - 18 Aug
The Victorian Blue 25min to NYC

17. Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area
2.0 star property
Bryn Mawr
4.8 out of 10, (6 reviews)
"Everything was clean, good communication.. I would like to come back again for sure "
United States
Genesis
The price is €442
includes taxes & fees
12 Aug - 13 Aug
Luxury 1BR located in Prime Yonkers Area

18. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (35 reviews)
"Our stay was very nice and described as listed! We recommend anyone who is interested to stay! "
United States
Aj L.
The price is €364
includes taxes & fees
12 Aug - 13 Aug
Contemporary Cozy Cottage

19. Luxe 1BR Oasis - Prime NY Stay

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
Bryn Mawr
2.0 out of 10, (2 reviews)
"My experience did not match the listing. I was asked to make payment outside the platform and the check-in process was not clear. I would not recommend this property. ⸻ ⭐⭐ Balanced Review The property did not meet expectations. When I arrived, the check-in process was unclear and the home appeared to be partially occupied. I was also instructed to make a payment outside of Hotels.com instead of using the platform. This caused confusion and concern. I would suggest the listing be...
United States
Dianelly
The price is €433
includes taxes & fees
20 Aug - 21 Aug
Luxe 1BR Oasis - Prime NY Stay
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.
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Top Westchester County Hotel Reviews

Find out more about Westchester County

Holiday Homes in Westchester County

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