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

Rye Brook Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 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, 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 HK$1,725
HK$3,238 total
includes taxes & fees
4 Oct - 5 Oct
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
A rustic cabin surrounded by lush greenery and a stone pathway leading to it.

2. 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, Exceptional, (13 reviews)
"Beautiful and restful"
United States
Lisa H.
The price is HK$6,317
HK$12,577 total
includes taxes & fees
25 Sept - 26 Sept
Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC
A wooden gazebo with a tiled roof at the top of a stone staircase surrounded by trees.

3. 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$2,580
HK$3,960 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.

4. 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, Very good, (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$1,765
HK$2,328 total
includes taxes & fees
1 Oct - 2 Oct
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

5. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (182 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is HK$1,224
HK$1,407 total
includes taxes & fees
30 Sept - 1 Oct
Stamford Suites
A wooden gazebo with a tiled roof at the top of a stone staircase surrounded by trees.

6. 2 Mi to NYC Train: WFH-Friendly Greenwich Apt!

2 Mi to NYC Train: WFH-Friendly Greenwich Apt!
Greenwich
8.0 out of 10, Very good, (4 reviews)
"Price was right for the stay! I would come back"
United States
Mark
The price is HK$2,118
HK$3,954 total
includes taxes & fees
30 Sept - 1 Oct
2 Mi to NYC Train: WFH-Friendly Greenwich Apt!
A modern living room with a sectional sofa, a glass coffee table, and a marble rug. There are two wall art pieces and a potted plant.

7. 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 HK$3,882
HK$5,609 total
includes taxes & fees
27 Sept - 28 Sept
Luxury NYC Home Game Room Free Parking
A dining table with a variety of pastries and fruits, a vase with flowers, and a view of a brick wall and greenery outside.

8. 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 HK$3,176
HK$4,942 total
includes taxes & fees
26 Sept - 27 Sept
Luxury NYC Home with Free Parking for 12
A dining table with a glass top, a vase with flowers, and a variety of pastries and fruits.

9. Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is HK$4,235
HK$5,885 total
includes taxes & fees
26 Sept - 27 Sept
Prime Luxe 3-BR NYC - Free Parking
A breakfast buffet with pastries, fruits, and a coffee station.

10. 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 HK$7,059
HK$9,030 total
includes taxes & fees
26 Sept - 27 Sept
3BR Prime Luxury NY - Free Parking
A campfire with a wooden table and benches by a lake.

11. 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)
"Nice stay"
United States
Christopher J.
The price is HK$1,271
HK$2,441 total
includes taxes & fees
6 Oct - 7 Oct
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
A modern kitchen with stainless steel appliances, a central island with chairs, and a window with a view.

12. Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC

Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC
White Plains
The price is HK$2,118
HK$4,252 total
includes taxes & fees
29 Sept - 30 Sept
Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC
A round outdoor seating area with a teal cushion and patterned pillows, surrounded by greenery and a bamboo wall with string lights.

13. 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, Exceptional, (19 reviews)
"Very nice location, easy check in and check out. Also very comfortable."
United States
Leslie S.
The price is HK$1,285
HK$2,568 total
includes taxes & fees
30 Sept - 1 Oct
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
A two-story house with a large front porch, a garage, and a well-maintained lawn.

14. The Victorian Blue 25min to NYC

The Victorian Blue 25min to NYC
North Side
9.8 out of 10, Exceptional, (9 reviews)
"Nice place very spacious and easy access to property. Clean and efficient"
United States
Sarah D.
The price is HK$4,659
HK$8,712 total
includes taxes & fees
27 Sept - 28 Sept
The Victorian Blue 25min to NYC
A modern living room with a glass coffee table, black and gold chairs, and a striped area rug.

15. Modern Luxe 1BR Apt in Downtown Stamford

Modern Luxe 1BR Apt in Downtown Stamford
Downtown Stamford
9.6 out of 10, Exceptional, (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$3,267 total
includes taxes & fees
3 Oct - 4 Oct
Modern Luxe 1BR Apt in Downtown Stamford
A living room with a sectional sofa, a white armchair, a patterned rug, and a wooden floor.

16. Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
7.0 out of 10, Good, (4 reviews)
"My family and I were satisfy with the stay I’ll definitely coming back"
United States
Josephine
The price is HK$3,176
HK$4,722 total
includes taxes & fees
2 Oct - 3 Oct
Spacious 3BR Luxe Escape near NYC

17. 5BR Beach House, Game Room + Huge Backyard

5BR Beach House, Game Room + Huge Backyard
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (26 reviews)
"Great stay!"
United States
Kyra S.
The price is HK$3,192
HK$7,271 total
includes taxes & fees
28 Sept - 29 Sept
5BR Beach House, Game Room + Huge Backyard
A living room with two white sofas, a glass coffee table, a fireplace, and a flat-screen TV mounted above it.

18. Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard
West 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."
United States
Dave J.
The price is HK$3,294
HK$5,949 total
includes taxes & fees
5 Oct - 6 Oct
Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard
A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

19. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is HK$2,816
HK$3,238 total
includes taxes & fees
29 Sept - 30 Sept
Guesthouse at Norwalk Inn
A modern living room with a glass coffee table, teal sofa, and a television displaying a colorful scene.

20. Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
9.0 out of 10, Wonderful, (2 reviews)
The price is HK$2,463
HK$4,003 total
includes taxes & fees
2 Oct - 3 Oct
Uscale 2BR Escape in the Heart of NYC
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 Rye Brook Hotel Reviews

Royal Regency Hotel

Royal Regency Hotel

10/10 Excellent
"Worth the money smells immaculate and good very clean and fancy"
Sharif 1-night trip
Posted 5 hours ago
Royal Regency 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.