An aerial view of a golf course with sand bunkers and trees.

Rye Brook Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Rye Brook holiday rentals

A living room with a sofa, a glass coffee table, a fireplace, and a TV mounted above it.

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

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Port Chester
10.0 out of 10, 33, (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 HK$1,725
HK$3,095 total
includes taxes & fees
21 Sept - 22 Sept
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
A wooden gazebo with a tiled roof at the top of a stone staircase surrounded by trees.

2. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.5 star property
Greenwich
The price is HK$1,419
HK$2,625 total
includes taxes & fees
30 Sept - 1 Oct
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
A wooden staircase leading to a gazebo in a forested area with a metal railing.

3. Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Greenwich
8.0 out of 10, 5, (5 reviews)
"This was a warm and inviting space. CC even offered me breakfast. I was a single woman in for a class reunion and had be somewhere on Sat and Sunday mornings. It was lovely coming back to relax and read. The space is small perfect for a couple with a young person. The patio over looks the river. The house is on a cul-de-sac perfect for strolling around the neighborhood. Very quiet and safe. Well lit path at night to the back, private entrance. Small fridge but holds a lot. Microwave, kurgurg...
United States
Kathleen W.
The price is HK$1,327
HK$1,769 total
includes taxes & fees
28 Sept - 29 Sept
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
A wooden gazebo with a tiled roof at the top of a stone staircase surrounded by trees.

4. 2 Mi to NYC Train: WFH-Friendly Greenwich Apt!

2 Mi to NYC Train: WFH-Friendly Greenwich Apt!
Greenwich
8.0 out of 10, 4, (4 reviews)
"Price was right for the stay! I would come back"
United States
Mark
The price is HK$1,074
HK$2,621 total
includes taxes & fees
9 Oct - 10 Oct
2 Mi to NYC Train: WFH-Friendly Greenwich Apt!
A round outdoor seating area with a teal cushion and patterned pillows, surrounded by greenery and a bamboo wall with string lights.

5. 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
9.8 out of 10, 19, (19 reviews)
"Very nice location, easy check in and check out. Also very comfortable."
United States
Leslie S.
The price is HK$1,581
HK$3,026 total
includes taxes & fees
20 Sept - 21 Sept
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
A campfire with a wooden table and benches by a lake.

6. 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, 42, (42 reviews)
"Nice stay"
United States
Christopher J.
The price is HK$1,490
HK$2,725 total
includes taxes & fees
4 Oct - 5 Oct
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

7. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, 176, (176 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is HK$1,248
HK$1,436 total
includes taxes & fees
21 Sept - 22 Sept
Stamford Suites
A parking lot with multiple cars, a building with red awnings, and trees in the background.

8. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
Elmsford
The price is HK$978
HK$1,119 total
includes taxes & fees
27 Sept - 28 Sept
1 Queen Bed | Non-Smoking
A modern living room with a sofa, a coffee table, and a bar stool.

9. Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Downtown Stamford
9.2 out of 10, 11, (11 reviews)
"loved walking the city. pizza was good."
United States
michelle b.
The price is HK$1,129
HK$2,397 total
includes taxes & fees
28 Sept - 29 Sept
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
A rustic cabin surrounded by lush greenery and a stone pathway leading to it.

10. Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC

Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC
Greenwich
10.0 out of 10, 12, (12 reviews)
"Beautiful and restful"
United States
Lisa H.
The price is HK$4,200
HK$9,702 total
includes taxes & fees
18 Sept - 19 Sept
Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC
A dining table with a variety of pastries and fruits, a vase with flowers, and a view of a brick wall and greenery outside.

11. 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, (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 HK$3,176
HK$4,941 total
includes taxes & fees
28 Sept - 29 Sept
Luxury NYC Home with Free Parking for 12
A modern living room with a glass coffee table, black and gold chairs, and a striped area rug.

12. Modern Luxe 1BR Apt in Downtown Stamford

Modern Luxe 1BR Apt in Downtown Stamford
Downtown Stamford
9.6 out of 10, 5, (5 reviews)
"Our family stayed in the hotel(s) next door. It was so nice to have our own personal space!"
United States
Jill G.
The price is HK$1,129
HK$3,275 total
includes taxes & fees
17 Sept - 18 Sept
Modern Luxe 1BR Apt in Downtown Stamford

13. Modern Studio, Harbor Point #1– Walk to Train, Restaurants, City + Shore

Modern Studio, Harbor Point #1– Walk to Train, Restaurants, City + Shore
South End
Modern Studio, Harbor Point #1– Walk to Train, Restaurants, City + Shore
An outdoor patio with a fire pit, green chairs, and a table.

14. Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
New Rochelle
9.8 out of 10, 10, (10 reviews)
"Host was very polite and helpful. Excellent condition VRBO."
United States
Drew C.
The price is HK$1,169
HK$2,772 total
includes taxes & fees
7 Oct - 8 Oct
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
A stone staircase leading up to a house, surrounded by greenery and a blue tarp.

15. Garden Loft with Patios & Green Space · Westchester Retreat

Garden Loft with Patios & Green Space · Westchester Retreat
Scarsdale
9.0 out of 10, 6, (6 reviews)
"It was excellent!! "
United States
Henry C.
The price is HK$1,529
HK$2,700 total
includes taxes & fees
28 Sept - 29 Sept
Garden Loft with Patios & Green Space · Westchester Retreat
A bedroom with a large bed, a black sofa, a mirror, and a chandelier.

16. 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
7.8 out of 10, 19, (19 reviews)
"Great location"
United States
Jordan S.
The price is HK$741
HK$1,057 total
includes taxes & fees
24 Sept - 25 Sept
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
A living room with a glass coffee table, a sofa, a TV, and a dresser.

17. Cozy 1-bedroom apartment in lovely Yonkers minutes from Empire Casino and NYC

Cozy 1-bedroom apartment in lovely Yonkers minutes from Empire Casino and NYC
Dunwoodie
The price is HK$1,023
HK$1,676 total
includes taxes & fees
21 Sept - 22 Sept
Cozy 1-bedroom apartment in lovely Yonkers minutes from Empire Casino and NYC
An outdoor seating area with tables and chairs, surrounded by planters with flowers, and a modern building in the background.

18. Seabreeze at the beach west beach Stamford ct.

Seabreeze at the beach west beach Stamford ct.
Cove - East Side - Shippan
10.0 out of 10, 16, (16 reviews)
"Fantastic place Very clean, a perfect stay !!!"
United States
bill J.
The price is HK$1,786
HK$4,312 total
includes taxes & fees
29 Sept - 30 Sept
Seabreeze at the beach west beach Stamford ct.
A parking lot with multiple cars, a building with red awnings, and trees in the background.

19. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Elmsford
The price is HK$1,006
HK$1,151 total
includes taxes & fees
28 Sept - 29 Sept
1 King Bed | Non-Smoking
A parking lot with multiple cars, a building with red awnings, and trees in the background.

20. 2 Full Beds | Non-Smoking

2 Full Beds | Non-Smoking
Elmsford
The price is HK$1,030
HK$1,178 total
includes taxes & fees
28 Sept - 29 Sept
2 Full Beds | Non-Smoking
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Rye Brook Hotel Reviews

Highbridge Hotel

Highbridge Hotel

10/10 Excellent
"Stayed here for a 3-day trip in New York. The hotel was great. Room was clean, all the amenities were available, water pressure was excellent, TV channel selection was plenty. I didn't make it down for breakfast, but it's included, and they have a coffee bar available all day. The location was fine for my travel, but could be far for some people. Two subway stations are within minutes from the property. They have on-site parking, which was a necessity for me because I drove in to NY. It's $30/day for parking, which is reasonable, and you can exit/enter without additional fees."
Marvilla 2-night trip
Posted 3 hours ago
Highbridge Hotel

Find out more about Rye Brook

Search for holiday rentals in Rye Brook on Expedia! You can easily find your home rentals, villas, holiday apartments in Rye Brook using one of the methods below:

  • View our selection of featured holiday rentals in Rye Brook
  • Use the map to find apartments and other holiday homes in the Rye Brook neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Rye Brook while they last

Look no further and take a look at our great range of rental properties in Rye Brook!

Frequently asked questions

Are there holiday rentals in Rye Brook?

Yes, there are holiday rentals in Rye Brook close to Port Chester-Rye Brook Public Library, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and entertainment venues in Rye Brook. You can also check out the live music while you're visiting.

What are some of the best holiday rentals that Rye Brook has to offer?

Modern Luxury Home w GameRoom & Parking: This holiday home rental outside of Rye Brook is situated near the airport, and has a rooftop terrace and free WiFi to help you feel content during your stay. It has 3 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Rye Brook?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Rye Brook stay.

What’s there to see and do in Rye Brook?

Explore the area and cultural attractions such as Capitol Theatre, or visit one of the family-friendly sights such as Bruce Museum of Arts and Science. Other places in town to visit include Capitol Theatre - Garcia’s and Port Chester-Rye Brook Public Library.

What’s a holiday rental in Rye Brook like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Rye Brook. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for small groups.