A wooden fence, tall grasses, and a body of water under a cloudy sky.

Rye Vacation 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
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 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, (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 CA $312
CA $589 total
includes taxes & fees
Oct 6 - Oct 7
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.
The price is CA $319
CA $430 total
includes taxes & fees
Oct 10 - Oct 11
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.
The price is CA $1,269
CA $2,423 total
includes taxes & fees
Oct 20 - Oct 21
Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC
The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

4. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.4 out of 10, (185 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is CA $200
CA $230 total
includes taxes & fees
Oct 1 - Oct 2
Stamford Suites
An outdoor patio with a fire pit, green chairs, and a table.

5. 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.
The price is CA $208
CA $503 total
includes taxes & fees
Oct 20 - Oct 21
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
A modern living room with a glass coffee table, black and gold chairs, and a striped area rug.

6. 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 CA $204
CA $592 total
includes taxes & fees
Oct 2 - Oct 3
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.

7. 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 CA $224
CA $469 total
includes taxes & fees
Oct 7 - Oct 8
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.

8. 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 CA $230
CA $445 total
includes taxes & fees
Oct 7 - Oct 8
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
A two-story house with a large front porch, a garage, and a well-maintained lawn.

9. 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 CA $771
CA $1,509 total
includes taxes & fees
Oct 1 - Oct 2
The Victorian Blue 25min to NYC
A bedroom with a large bed, a black sofa, a mirror, and a chandelier.

10. 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.
The price is CA $134
CA $191 total
includes taxes & fees
Oct 4 - Oct 5
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
An outdoor seating area with tables and chairs, surrounded by planters with flowers, and a modern building in the background.

11. 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.
The price is CA $332
CA $783 total
includes taxes & fees
Oct 20 - Oct 21
Seabreeze at the beach west beach Stamford ct.
A modern living room with a sofa, a coffee table, and a bar stool.

12. 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.
The price is CA $204
CA $444 total
includes taxes & fees
Oct 4 - Oct 5
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Open concept kitchen

13. 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 CA $528
CA $1,262 total
includes taxes & fees
Oct 6 - Oct 7
5BR Beach House, Game Room + Huge Backyard
A modern living room with a sofa, a coffee table, a TV, and a large window with a view of buildings.

14. Avora | Quiet Luxury | Downtown Stamford | 2BR/2BA

Avora | Quiet Luxury | Downtown Stamford | 2BR/2BA
Downtown Stamford
The price is CA $569
CA $834 total
includes taxes & fees
Oct 3 - Oct 4
Avora | Quiet Luxury | Downtown Stamford | 2BR/2BA
A compact kitchen with a refrigerator, a coffee maker, a sink, and a microwave.

15. The Subterranean Haven

The Subterranean Haven
North Side
8.8 out of 10, Excellent, (10 reviews)
"Great space but anlittle amall, the floor dips a few spots and the space is pretty tight, but perfect for a short term stay!"
United States
Hannah R.
The price is CA $340
CA $521 total
includes taxes & fees
Oct 1 - Oct 2
The Subterranean Haven
A living room with a sofa set, a coffee table, and a television on a stand.

16. Spacious Stamford Home | Family, Work, Parking

Spacious Stamford Home | Family, Work, Parking
Cove - East Side - Shippan
8.6 out of 10, Excellent, (9 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is CA $390
CA $795 total
includes taxes & fees
Oct 1 - Oct 2
Spacious Stamford Home | Family, Work, Parking
A lakeside view with boats docked, surrounded by autumn-colored trees and houses.

17. 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, (86 reviews)
"A beautiful home and you cannot beat the views and location!"
United States
Daniel M.
The price is CA $326
CA $719 total
includes taxes & fees
Oct 1 - Oct 2
Captain's Cottage - Cold Spring Harbor Water Views
A garden with a stone wall, a wooden fence, and a gravel path.

18. Piermont Oasis

Piermont Oasis
Piermont
9.6 out of 10, Exceptional, (22 reviews)
"Great place to stay! "
United States
Megan D.
The price is CA $170
CA $292 total
includes taxes & fees
Oct 28 - Oct 29
Piermont Oasis
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a central island with stools.

19. 5BR Beach Home | Walk to Cove Beach + Private Yard

5BR Beach Home | Walk to Cove Beach + Private Yard
Cove - East Side - Shippan
9.8 out of 10, Exceptional, (26 reviews)
"The house was perfect! Plenty of bedding and the kitchen was well appointed. We were there for my fathers memorial and the living room provided a great space for us to connect and talk together. "
United States
Maury A.
The price is CA $397
CA $1,013 total
includes taxes & fees
Oct 7 - Oct 8
5BR Beach Home | Walk to Cove Beach + Private Yard
A stone staircase leading to a viewpoint overlooking a lake, surrounded by dense greenery and trees.

20. Beautiful, spacious, and centrally located - 25 minutes from the heart of NYC.

Beautiful, spacious, and centrally located - 25 minutes from the heart of NYC.
Getty Square
9.8 out of 10, Exceptional, (13 reviews)
"Very clean and spacious apartment, close to the city and to great restaurants in Yonkers. Our host was responsive and accommodating. I would recommend renting this place."
United States
Andras M.
The price is CA $415
CA $1,036 total
includes taxes & fees
Oct 1 - Oct 2
Beautiful, spacious, and centrally located - 25 minutes from 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.
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 Hotel Reviews

Night Hotel Broadway

Night Hotel Broadway

10/10 Excellent
"It was a pleasant experience staying at the hotel. The people at the front were helpful and polite. The outside and inside was clean."
Denise 3-night trip
Posted 4 hours ago
Night Hotel Broadway

Find out more about Rye

Everything you need to know about Rye 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 vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Rye vacation rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rye vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rye vacation rentals we have selected for you start as low as CA $230 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Rye rentals

At Expedia, we put the best Rye 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 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 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. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there vacation rentals in Rye?

Yes, you can find vacation rentals in Rye close to Rye Playland, or you can select a more secluded option if you're looking for a relaxing stay. Our travelers say Rye has a good selection of restaurants. Make sure you have time to check out the hockey games while you're in the area.

What are some of the best vacation rentals in Rye?

Modern Luxury Home w GameRoom & Parking: You might want to consider this Rye vacation home rental for your stay. It 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?

With 7 Expedia vacation rentals, you're sure to find just the right place for your Rye stay.

What’s there to see and do in Rye?

Rye Beach and Oakland Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Rye Playland. Other popular places to visit in the area include Yankee Stadium and Flushing Meadows-Corona Park.

What’s a vacation rental in Rye like?

Vacation rentals are privately owned properties you can book for a couple days or more in Rye. Vacation rentals offer amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a family trip or a small group gathering.