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

Rye Vacation Rentals

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Our top choices for Rye vacation rentals

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!

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

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 $2,413 total
includes taxes & fees
Oct 18 - Oct 19
Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC

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 $224
CA $258 total
includes taxes & fees
Oct 1 - Oct 2
Stamford Suites

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

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

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

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.

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

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

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.

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!

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

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

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

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

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

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

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 $410
CA $1,028 total
includes taxes & fees
Oct 6 - Oct 7
5BR Beach Home | Walk to Cove Beach + Private Yard

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.
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Top Rye Hotel Reviews

Find out more about Rye

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Rye. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.