Photo by athena macone

Holiday Homes in Rye

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Holiday Homes in Rye

Our top choices for Rye holiday homes

Charming 1-bedroom house with WiFi, AC in delightful Uniondale
Interior

Charming 1-bedroom house with WiFi, AC in delightful Uniondale

9.4 out of 10, Exceptional, (20)
"Clean, quite, excellent host that was available all the times. Felt like home away from home."
The price is AU$277
includes taxes & fees
9 Sept - 10 Sept
Charming 1-bedroom house with WiFi, AC in delightful Uniondale
Lovely 5BR Townhouse Midtown East NYC!
Fridge, microwave, oven, stovetop

Lovely 5BR Townhouse Midtown East NYC!

7.6 out of 10, Good, (28)
"We had a fantastic time in New York, largely thanks to this apartment and the smooth, friendly communication with the host. The location is absolutely perfect — right in the middle of the action, with shops, restaurants, and public transport just around the corner. The apartment itself is a bit dated and shows some wear, but it is clean, comfortable, and has everything you need for a pleasant stay. We would happily stay here again!"
Lovely 5BR Townhouse Midtown East NYC!
4-bedroom vacation home just 20 mins to NYS times Square.
Fridge, microwave, oven, stovetop

4-bedroom vacation home just 20 mins to NYS times Square.

8.0 out of 10, Very good, (13)
"Came in town to visit another relative and explore NJ and NYC together for a mini reunion. The house is very cute and was very clean! Everything ran smoothly as expected. We would definitely try to stay at this property again if we are visiting the area again. "
The price is AU$525
includes taxes & fees
26 Aug - 27 Aug
4-bedroom vacation home just 20 mins to NYS times Square.
Charming 3-bedroom modern family retreat!
Property grounds

Charming 3-bedroom modern family retreat!

10.0 out of 10, Exceptional, (1)
"Spacious, clean and host was very responsive to any questions we had ! "
The price is AU$710
includes taxes & fees
2 Sept - 3 Sept
Charming 3-bedroom modern family retreat!
Quaint & charming century-old brownstone near NYC
Fridge, microwave, oven, stovetop

Quaint & charming century-old brownstone near NYC

9.8 out of 10, Exceptional, (18)
"We enjoyed a nice long weekend trip and had a great experience. The home was clean, comfortable, affordable and great location. We'll definitely stay there again when we're in the area. The hosts were very communicative which was super helpful."
The price is AU$737
includes taxes & fees
1 Sept - 2 Sept
Quaint & charming century-old brownstone near NYC
⭐️❤️Historic Town ⭐️ Bridge View ⭐️ Walk Everywhere ⭐️ Quick Train to NYC
Pool

⭐️❤️Historic Town ⭐️ Bridge View ⭐️ Walk Everywhere ⭐️ Quick Train to NYC

4.0 star property
10.0 out of 10, Exceptional, (7)
"This place was perfect for our family members - 7 adults. Everyone had their own bed and there were plenty of pillows and towels for all. It was quite clean and decorated nicely. The kitchen was well stocked with anything we might need and more. Thank you to the excellent hosts!"
⭐️❤️Historic Town ⭐️ Bridge View ⭐️ Walk Everywhere ⭐️ Quick Train to NYC
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
Fridge, microwave, oven, stovetop

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

9.0 out of 10, Wonderful, (36)
"Short trip. great place to stay . Very cozy . Family loved it "
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
Adorable Cottage with Water Views, Across the street from Prime & other eateries
Marina

Adorable Cottage with Water Views, Across the street from Prime & other eateries

9.8 out of 10, Exceptional, (63)
"This home had everything you could ask for. It was very cozy and the owner has put very thoughtful touches into the property. Would definitely stay again!"
Adorable Cottage with Water Views, Across the street from Prime & other eateries
Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Property grounds

Charming 2-bedroom house in fabulous Stamford with AC, WiFi

10.0 out of 10, Exceptional, (2)
"Lovely little home in Stamford."
The price is AU$555
includes taxes & fees
1 Sept - 2 Sept
Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Captain's Cottage - Cold Spring Harbor Water Views
Smart TV, fireplace, ping pong, computer monitors

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (66)
"Great home to stay. Beautiful area to explore!"
The price is AU$889
includes taxes & fees
8 Sept - 9 Sept
Captain's Cottage - Cold Spring Harbor Water Views
Modern 4BD/3BA w/Parking & deck & 29 min>NYC
Outdoor dining

Modern 4BD/3BA w/Parking & deck & 29 min>NYC

9.8 out of 10, Exceptional, (18)
"The house was very clean and the check-in process was smooth. Host was very responsive. Overall we loved our stay and would definitely book again next time we're in the area!"
Modern 4BD/3BA w/Parking & deck & 29 min>NYC
Charming New York Escape Near Central Park!
Fridge, microwave, stovetop, dishwasher

Charming New York Escape Near Central Park!

7.2 out of 10, Good, (15)
"Great area, good air conditioning equipment and tv's etc. The basement has the 2nd washroom, water didn't work except for the shower so hopefully that gets fixed soon. WiFi password on the modem was old so I had to contact to obtain the actual password, hopefully that also gets updated. Some of the towels had stains on them which is not a problem to me since I brought my own, but my brother was using it so that was a little disappointing too. Otherwise I'd say it was a great stay for the price...
Charming New York Escape Near Central Park!
Spacious 4-bedroom house in charming Rye with AC
Miscellaneous

Spacious 4-bedroom house in charming Rye with AC

The price is AU$708
includes taxes & fees
26 Aug - 27 Aug
Spacious 4-bedroom house in charming Rye with AC
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Property grounds

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

9.0 out of 10, Wonderful, (7)
"Perfect place to rest. Excellent service! "
The price is AU$467
includes taxes & fees
3 Sept - 4 Sept
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Modern Luxury Home w GameRoom & Parking
House | Living area

Modern Luxury Home w GameRoom & Parking

3.0 star property
7.0 out of 10, Good, (4)
"Put down a deposit with the understanding that the deposit would be back in my account within 24 hours. Messaged them several times and I have not gotten any response nor have I gotten my money back and it has been days now with no response. Apartment was filthy, beds were used and not cleaned, bunch of appliances didn’t work, found a towel with stains potentially from bodily fluids.DO NOT BOOK WITH THEM THEY ARE SCAMMERS. Charged a cleaning fee on top of this for an apartment that wasn’t even...
The price is AU$1,049
includes taxes & fees
26 Aug - 27 Aug
Modern Luxury Home w GameRoom & Parking
Cozy 2BR | Manhattan | 20 min to Times Square
Fridge, stovetop, dishwasher, coffee/tea maker

Cozy 2BR | Manhattan | 20 min to Times Square

7.4 out of 10, Good, (3)
"Great place to stay and excellent communication with owner. Close to subway station and local restaurants and grocery store. Would stay again."
Cozy 2BR | Manhattan | 20 min to Times Square
Majestically Pleasant Suite
TV

Majestically Pleasant Suite

The price is AU$393
includes taxes & fees
26 Aug - 27 Aug
Majestically Pleasant Suite
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time
Property grounds

BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time

10.0 out of 10, Exceptional, (10)
"Super enjoyable."
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time
Private Apartment Near UBS Arena &JFK
Fridge, microwave, oven, stovetop

Private Apartment Near UBS Arena &JFK

9.0 out of 10, Wonderful, (28)
"Great host. Communication was excellent, check in easy. I would rent from him again. Thank you for your help"
Private Apartment Near UBS Arena &JFK
Luxury home, 15 min beach/ 5 min Eisenhower Park/Nassau Coliseum/45 min NYC
Beach

Luxury home, 15 min beach/ 5 min Eisenhower Park/Nassau Coliseum/45 min NYC

10.0 out of 10, Exceptional, (1)
"The check-in process was smooth and everything was clean and neat, exactly as the pictures show. The complimentary wine was a nice touch. Overall, our stay was very pleasant!"
The price is AU$1,452
includes taxes & fees
1 Sept - 2 Sept
Luxury home, 15 min beach/ 5 min Eisenhower Park/Nassau Coliseum/45 min 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.
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

Hotel 57

Hotel 57

10/10 Excellent
"Amazing staff that made our stay enjoyable. Good sized rooms & easy access around the area."
Meghan 2-night trip
Posted 5 hours ago
Hotel 57