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

Rye Brook Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Rye Brook vacation 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, (34 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.
$364 nightly
The price is $416
Oct 4 - Oct 5
Total with taxes and fees
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
A wooden staircase leading to a gazebo in a forested area with a metal railing.

2. 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.
$266 nightly
The price is $301
Oct 4 - Oct 5
Total with taxes and fees
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.

3. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.5 star property
Greenwich
$439 nightly
The price is $505
Oct 9 - Oct 10
Total with taxes and fees
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
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, Very good, (4 reviews)
"Price was right for the stay! I would come back"
United States
Mark
$448 nightly
The price is $507
Oct 9 - Oct 10
Total with taxes and fees
2 Mi to NYC Train: WFH-Friendly Greenwich Apt!
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
6.4 out of 10, (186 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
$147 nightly
The price is $169
Oct 12 - Oct 13
Total with taxes and fees
Stamford Suites
A rustic cabin surrounded by lush greenery and a stone pathway leading to it.

6. 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.
$1,519 nightly
The price is $1,719
Oct 18 - Oct 19
Total with taxes and fees
Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC
A campfire with a wooden table and benches by a lake.

7. 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, (43 reviews)
"Nice stay"
United States
Christopher J.
$298 nightly
The price is $337
Oct 7 - Oct 8
Total with taxes and fees
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
A modern living room with a sofa, a coffee table, and a bar stool.

8. 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, Wonderful, (11 reviews)
"loved walking the city. pizza was good."
United States
michelle b.
$278 nightly
The price is $315
Oct 4 - Oct 5
Total with taxes and fees
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
A bedroom with a large bed, a black sofa, a mirror, and a chandelier.

9. 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, Good, (19 reviews)
"Great location"
United States
Jordan S.
$115 nightly
The price is $135
Oct 4 - Oct 5
Total with taxes and fees
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
A modern living room with a glass coffee table, black and gold chairs, and a striped area rug.

10. 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.
$368 nightly
The price is $417
Oct 8 - Oct 9
Total with taxes and fees
Modern Luxe 1BR Apt in Downtown Stamford
A round outdoor seating area with a teal cushion and patterned pillows, surrounded by greenery and a bamboo wall with string lights.

11. 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, (20 reviews)
"Very nice location, easy check in and check out. Also very comfortable."
United States
Leslie S.
$293 nightly
The price is $331
Oct 6 - Oct 7
Total with taxes and fees
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

12. 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
$294 nightly
The price is $339
Oct 5 - Oct 6
Total with taxes and fees
Guesthouse at Norwalk Inn
An outdoor patio with a fire pit, green chairs, and a table.

13. 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
10.0 out of 10, Exceptional, (11 reviews)
"Host was very polite and helpful. Excellent condition VRBO."
United States
Drew C.
$307 nightly
The price is $351
Oct 6 - Oct 7
Total with taxes and fees
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
A room with a wooden door, a small table with a vase, and a chair.

14. Spacious 3b/3b Mediterranean in White Plains

Spacious 3b/3b Mediterranean in White Plains
White Plains
9.4 out of 10, Exceptional, (18 reviews)
"This was a wonderful property. It was very charming and had everything we could need. Great neighborhood, lots of room very comfortable. We would definitely stay there again. Great host response!"
United States
Nancy K.
$828 nightly
The price is $886
Oct 22 - Oct 23
Total with taxes and fees
Spacious 3b/3b Mediterranean in White Plains
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, an oven, and a sink. There are two bar stools at the counter.

15. Modern Luxury 1BR Stamford Getaway

Modern Luxury 1BR Stamford Getaway
Downtown Stamford
8.0 out of 10, Very good, (2 reviews)
"The apartment is located in the hub bub of Stamford, a nice area very populated even in the evening where it feels safe. Apartment had all amenities that I needed. The host provided extra touches like a Keurig coffee pot stocked with Keurig cups and sugar. A washing machine and dryer were a plus as I like to pack only clean clothes. Bed was super comfortable. Modern design has a Zen vibe, great to decompress after travel. TV offered free movies that didn’t require my own subscription which...
United States
Debbie N.
$318 nightly
The price is $360
Oct 4 - Oct 5
Total with taxes and fees
Modern Luxury 1BR Stamford Getaway
A hotel room with a bed, a desk, a chair, a TV, and a window with a curtain.

16. 1 Queen Bed | Smoking

1 Queen Bed | Smoking
Elmsford
10.0 out of 10, Exceptional, (1 review)
"Beds were adequate, nothing special but perfectly fine for a short overnight stay."
United States
Anonymous traveler
$123 nightly
The price is $140
Oct 7 - Oct 8
Total with taxes and fees
1 Queen Bed | Smoking
A dining table with a variety of pastries and fruits, a vase with flowers, and a view of a brick wall and greenery outside.

17. 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, (2 reviews)
"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
$611 nightly
The price is $680
Oct 4 - Oct 5
Total with taxes and fees
Luxury NYC Home with Free Parking for 12
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, Exceptional, (17 reviews)
"Fantastic place Very clean, a perfect stay !!!"
United States
bill J.
$465 nightly
The price is $529
Nov 1 - Nov 2
Total with taxes and fees
Seabreeze at the beach west beach Stamford ct.
A modern living room with a white sofa, a glass coffee table, and a piano.

19. 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.
$593 nightly
The price is $672
Oct 28 - Oct 29
Total with taxes and fees
Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard
A modern kitchen with a central island, pendant lights, and built-in shelves.

20. Stylish Home and Cozy200

Stylish Home and Cozy200
Downtown Stamford
$264 nightly
The price is $299
Oct 27 - Oct 28
Total with taxes and fees
Stylish Home and Cozy200
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

Ly New York Hotel

Ly New York Hotel

10/10 Excellent
"It was a fun Hotel, nothing fancy, but totally unexpected in the area. The staff was great and fun to talk to. The restaurant and bar on premise were also a fun addition"
Gail 1-night trip
Posted less than an hour ago
Ly New York Hotel

Find out more about Rye Brook

Everything you need to know about Rye Brook vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rye Brook vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rye Brook vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rye Brook vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rye Brook. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Rye Brook in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $169 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Rye Brook rentals

At Expedia, we put the best Rye Brook vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Rye Brook rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rye Brook vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rye Brook. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Are there vacation rentals in Rye Brook?

Yes, we offer vacation rentals in Rye Brook close to Port Chester-Rye Brook Public Library, or you can choose a secluded option if you'd like a relaxing place to 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 vacation home rentals that Rye Brook has to offer?

Modern Luxury Home w GameRoom & Parking: This vacation 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 you can cook with friends or family.

How many vacation rentals are there in Rye Brook?

With 4 Expedia vacation rentals, you're sure 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 a family-friendly sight 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 vacation rental in Rye Brook like?

Vacation rentals are private properties you can book for a couple of days or more in Rye Brook. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.