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Browse Select Oyster Bay Holiday Homes

Our top choices for Oyster Bay holiday homes

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

9.4 out of 10, Exceptional, (23)
"its small but very nice for a short stay would recommend."
The price is £125
includes taxes & fees
25 Aug - 26 Aug
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

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

9.4 out of 10, Exceptional, (19)
"Outstanding accommodation, the host was extremely helpful and the place very clean and quiet most of all. "
The price is £136
includes taxes & fees
26 Aug - 27 Aug
Charming 1-bedroom house with WiFi, AC in delightful Uniondale

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 £346
includes taxes & fees
2 Sept - 3 Sept
Charming 3-bedroom modern family retreat!

Beautiful historic home in Stony Brook!

2.0 star property
8.2 out of 10, Very good, (12)
"Thank you Great Location Would book again"
Beautiful historic home in Stony Brook!

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

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

Elegant 5BR Family Oasis – 5 Mins to JFK, Walk to Mall & Train, Free Parking!

10.0 out of 10, Exceptional, (1)
"Great location and helpful owner! Just minutes from JFK, short drive to Flushing Meadows and LaGuardia. Had a good time with extended family. Comfy beds, furniture. Some small hiccups in a newly refurbed place and first-time rental, for example, soap, salt-pepper, and 3 fun functional restrooms items should help. Owner went out of their way to hurry construction/repair, helped with early checkin and had great communication throughout. Easily slept 9 with room to spare, and couches seated the...
Elegant 5BR Family Oasis – 5 Mins to JFK, Walk to Mall & Train, Free Parking!

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 £266
includes taxes & fees
4 Sept - 5 Sept
Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Waterfront Beach House 30 Min from New York City

7.2 out of 10, Good, (7)
"Enjoyed the cottage- small but comfy for our family of 6"
Waterfront Beach House 30 Min from New York City

Tranquil & Pet-Friendly Estate on Long Island!

10.0 out of 10, Exceptional, (7)
"We had a very enjoyable stay. The house was stocked with everything you would need.It was clean and neat.This house has lot of character. Idefinitely stay here again "
Tranquil & Pet-Friendly Estate on Long Island!

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 £508
includes taxes & fees
8 Sept - 9 Sept
Captain's Cottage - Cold Spring Harbor Water Views

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

9.8 out of 10, Exceptional, (17)
"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!

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!

Long Beach NY Modern Retreat, Walk to the Beach

10.0 out of 10, Exceptional, (8)
"We had a great visit with lots of space to hang out, play games, watch TV and cook. The house is well-equipped with kitchen items, towels, bathroom items etc. Location is close to beach, LIRR and tons of restaurants & shopping. Super convenient! We enjoyed our stay and would consider renting again, esp in summer months. "
Long Beach NY Modern Retreat, Walk to the Beach

Walkable to all in Downtown Seaford! Clean 1 bed basement unit

9.8 out of 10, Exceptional, (9)
"We were so happy to find this little gem in Seaford! Perfect location and perfect little home away from home. It has everything you need and easy access to everything nearby. We look forward to staying there again when we visit LI!"
Walkable to all in Downtown Seaford! Clean 1 bed basement unit

Spacious 4-bedroom house in charming Rye with AC

The price is £345
includes taxes & fees
6 Sept - 7 Sept
Spacious 4-bedroom house in charming Rye with AC

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 £245
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

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 £534
includes taxes & fees
24 Aug - 25 Aug
Modern Luxury Home w GameRoom & Parking

Walk to Ocean: Pet-Friendly Home in Long Beach!

5.0 out of 10, (2)
"The house was very nice but not very clean.. there was no toilet paper or hand soap in the bathroom.. there were four balls of dog hair in the corners we were told we can check in by 2:00 and we ended up sitting around till 5:30 to get access.. owner stated that the cleaning crew was cleaning the apartment which was false.. it was being cleaned by the owner who apparently lives there as I was told by the neighbors... I heard a lot of horror stories from the neighbor's about this house... I...
Walk to Ocean: Pet-Friendly Home in Long Beach!

Majestically Pleasant Suite

The price is £192
includes taxes & fees
24 Aug - 25 Aug
Majestically Pleasant Suite
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 Oyster Bay Hotel Reviews