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

Rye Brook Vacation Rentals

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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.
$361 nightly
The price is $413
Oct 25 - Oct 26
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
8.6 out of 10, Excellent, (7 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 22 - Oct 23
Total with taxes and fees
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
A rustic cabin surrounded by lush greenery and a stone pathway leading to it.

3. 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.
$1,418 nightly
The price is $1,604
Oct 21 - Oct 22
Total with taxes and fees
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.

4. 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 24 - Oct 25
Total with taxes and fees
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
A modern gym with various weightlifting equipment, including a squat rack and kettlebells.

5. The Arches Suites

The Arches Suites
2.0 star property
Bronx
$206 nightly
The price is $240
Nov 12 - Nov 13
Total with taxes and fees
The Arches Suites
The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

6. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (197 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
$164 nightly
The price is $189
Oct 22 - Oct 23
Total with taxes and fees
Stamford Suites
Interior

7. Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!

Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
Downtown Stamford
10.0 out of 10, Exceptional, (3 reviews)
"Had a lovely stay. Close to the train station and close to things in Stamford. Lovely space and owner was super helpful!"
United States
Marisa C.
$239 nightly
The price is $271
Oct 26 - Oct 27
Total with taxes and fees
Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
A modern hotel lobby with a stone wall, a coffee machine, a refrigerator, and a sign advertising a motel.

8. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Elmsford
10.0 out of 10, Exceptional, (2 reviews)
"Our rooms felt cozy enough for two people with decent privacy due to separate bathrooms nearby too.The location suited our plan moving between airport runs & visits close by malls perfectly."
United States
Anonymous traveler
$114 nightly
The price is $131
Oct 21 - Oct 22
Total with taxes and fees
1 King 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, Wonderful, (11 reviews)
"loved walking the city. pizza was good."
United States
michelle b.
$277 nightly
The price is $314
Oct 26 - Oct 27
Total with taxes and fees
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
A dock with kayaks and a canoe, surrounded by trees and a calm lake.

10. 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, (45 reviews)
"Nice stay"
United States
Christopher J.
$349 nightly
The price is $395
Oct 25 - Oct 26
Total with taxes and fees
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
A bedroom with a large bed, a black sofa, a mirror, and a chandelier.

11. 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 21 - Oct 22
Total with taxes and fees
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
A residential backyard with a lawn, a shed, and a house.

12. Gem by the water+ firepit and all fenced backyard

Gem by the water+ firepit and all fenced backyard
Waterside
10.0 out of 10, Exceptional, (21 reviews)
"Very nice location, easy check in and check out. Also very comfortable."
United States
Leslie S.
$411 nightly
The price is $466
Oct 25 - Oct 26
Total with taxes and fees
Gem by the water+ firepit and all fenced backyard
A garden with a stone wall, a wooden fence, and a gravel path.

13. Piermont Oasis

Piermont Oasis
Piermont
9.6 out of 10, Exceptional, (23 reviews)
"Great place to stay! "
United States
Megan D.
$189 nightly
The price is $211
Nov 16 - Nov 17
Total with taxes and fees
Piermont Oasis
A modern living room with a glass coffee table, black and gold chairs, and a striped area rug.

14. 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 21 - Oct 22
Total with taxes and fees
Modern Luxe 1BR Apt in Downtown Stamford
An outdoor patio with a fire pit, green chairs, and a table.

15. 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, (12 reviews)
"Host was very polite and helpful. Excellent condition VRBO."
United States
Drew C.
$309 nightly
The price is $353
Oct 27 - Oct 28
Total with taxes and fees
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

16. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
$327 nightly
The price is $376
Oct 27 - Oct 28
Total with taxes and fees
Guesthouse at Norwalk Inn
A hotel room with a bed, desk, chair, and a TV.

17. Cozy 1-bedroom apartment in Hicksville with WiFi, AC

Cozy 1-bedroom apartment in Hicksville with WiFi, AC
Hicksville
8.8 out of 10, Excellent, (13 reviews)
"Decent accommodations for the price. The pillows are pretty stiff and would have liked some more."
United States
Gabriel B.
$148 nightly
The price is $165
Oct 25 - Oct 26
Total with taxes and fees
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
A lakeside view with boats docked, surrounded by autumn-colored trees and houses.

18. 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, (87 reviews)
"Comfortable beds and close to good food"
United States
Stacey S.
$440 nightly
The price is $503
Oct 26 - Oct 27
Total with taxes and fees
Captain's Cottage - Cold Spring Harbor Water Views
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.

19. 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.
$317 nightly
The price is $359
Oct 28 - Oct 29
Total with taxes and fees
Modern Luxury 1BR Stamford Getaway
A modern living room with a white sofa, a glass coffee table, and a piano.

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

Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard
West Side
9.2 out of 10, Wonderful, (9 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.
$561 nightly
The price is $635
Oct 27 - Oct 28
Total with taxes and fees
Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard
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

Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

10/10 Excellent
"Beautiful hotel. Loved the balcony with"
Steven 1-night trip
Posted less than an hour ago
Sleepy Hollow Hotel, a Dolce by Wyndham

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 $189 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.