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Oyster Bay Holiday Rentals

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Check prices for these dates

Tonight
9 Jul - 10 Jul
Tomorrow
10 Jul - 11 Jul
This weekend
11 Jul - 13 Jul
Next weekend
18 Jul - 20 Jul

Holiday Rentals in Oyster Bay

Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer
Microwave, oven, stovetop, dishwasher

Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer

8.0 out of 10, Very good, (2)
"Quite a nice place to stay. Super quiet and comfortable. Awesome host "
The price is HK$981
HK$2,296 total
includes taxes & fees
17 Jul - 18 Jul
Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beach
Interior

3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beach

10.0 out of 10, Exceptional, (1)
"Very comfortable and welcoming Only problem was only one bathroom door closed the other one appeared to be in disrepair Other then that all was well"
The price is HK$2,760
HK$5,243 total
includes taxes & fees
28 Jul - 29 Jul
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beach
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
Private kitchen

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

The price is HK$1,225
HK$1,758 total
includes taxes & fees
16 Jul - 17 Jul
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
Outdoor pool, a heated pool

THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

10.0 out of 10, Exceptional, (6)
"the place was amazing and the best house we have seen. definitely gonna come again"
The price is HK$7,763
HK$12,169 total
includes taxes & fees
3 Aug - 4 Aug
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
Charming Long Island Family Getaway with Pool. An hour from Hamptons
Interior

Charming Long Island Family Getaway with Pool. An hour from Hamptons

7.0 out of 10, Good, (6)
"Had a great time here. The house was clean and well maintained. The host communicated with us often and overall it was a great stay!"
The price is HK$6,084
HK$11,928 total
includes taxes & fees
30 Jul - 31 Jul
Charming Long Island Family Getaway with Pool. An hour from Hamptons
Home away from home
Outdoor pool, a heated pool

Home away from home

10.0 out of 10, Exceptional, (10)
"We will definitely be making another trip! Very clean and had everything we needed for our home away from home weekend!"
The price is HK$4,160
HK$6,717 total
includes taxes & fees
2 Aug - 3 Aug
Home away from home
Luxury and Affordable Family Home
Interior

Luxury and Affordable Family Home

10.0 out of 10, Exceptional, (2)
"My family and I had the pleasure of staying here during the Christmas holidays, and it was an excellent experience. We were especially grateful for the accessibility features, as my grandmother (85 years young), who uses a walker and had recently undergone surgery, was able to comfortably stay on the main floor. The property had just a few steps to enter, and best of all, there was a bedroom and full bathroom on the main level, along with ample room for a walker or wheelchair.The home itself was...
The price is HK$3,603
HK$7,444 total
includes taxes & fees
20 Jul - 21 Jul
Luxury and Affordable Family Home
4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC
Terrace/patio

4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC

10.0 out of 10, Exceptional, (11)
"This house was fabulous. Grace was a perfect host! I had a few questions and she was extremely prompt with all replies. We had 9 adults and everyone was extremely comfortable. There was plenty of room to spread out and relax. The beds were all very comfortable. Everyone slept very good. We were seeing a concert at Jones Beach one day and the kitchen was nicely stocked with everything we needed to cook for our tailgate. The backyard was a true oasis. The pictures don't do it justice. It was so...
The price is HK$9,420
HK$16,429 total
includes taxes & fees
16 Jul - 17 Jul
4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Coffee/tea maker, spices

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

10.0 out of 10, Exceptional, (3)
"Great space! Very clean & well appointed! If you forgot to pack it, it is probably there!"
The price is HK$1,766
HK$3,336 total
includes taxes & fees
13 Jul - 14 Jul
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Charming 1-bedroom artist den with WiFi, AC in terrific Huntington
Terrace/patio

Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

The price is HK$973
HK$1,426 total
includes taxes & fees
20 Jul - 21 Jul
Charming 1-bedroom artist den with WiFi, AC in terrific Huntington
Charming 3-bedroom modern family retreat!
Terrace/patio

Charming 3-bedroom modern family retreat!

The price is HK$2,393
HK$3,639 total
includes taxes & fees
4 Aug - 5 Aug
Charming 3-bedroom modern family retreat!
Westport Dream Home 6 Bedroom / 5 Bathroom Pool and Jacuzzi Steps to town
Pool

Westport Dream Home 6 Bedroom / 5 Bathroom Pool and Jacuzzi Steps to town

The price is HK$13,737
HK$19,142 total
includes taxes & fees
10 Jul - 11 Jul
Westport Dream Home 6 Bedroom / 5 Bathroom Pool and Jacuzzi Steps to town
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
Exterior

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

2.0 star property
10.0 out of 10, Exceptional, (3)
"The house was exactly as presented on the website. 4 good size bedrooms, all with very comfortable king size beds, that is typically hard to find! Fantastic sunlit kitchen nook. Good location, easy access to I-95 and Parkway. "
The price is HK$2,535
HK$5,117 total
includes taxes & fees
29 Jul - 30 Jul
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
Captain's Cottage - Cold Spring Harbor Water Views
Aerial view

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (62)
"Great home to stay. Beautiful area to explore!"
The price is HK$2,865
HK$5,381 total
includes taxes & fees
16 Jul - 17 Jul
Captain's Cottage - Cold Spring Harbor Water Views
Yachtsman's Cove with 3-Levels
Shopping centre

Yachtsman's Cove with 3-Levels

2.5 star property
2.0 out of 10, (1)
"We never were contacted by property host after many attempts so we had to book a hotel - no check in information was ever provided - we expect a full refund for their terrible customer service"
Yachtsman's Cove with 3-Levels
Charming 1-bedroom house with WiFi, AC in delightful Uniondale
Interior

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

9.2 out of 10, Wonderful, (14)
"Outstanding accommodation, the host was extremely helpful and the place very clean and quiet most of all. "
The price is HK$793
HK$1,507 total
includes taxes & fees
30 Jul - 31 Jul
Charming 1-bedroom house with WiFi, AC in delightful Uniondale
Waterview House Walking Distance from Cove Beach
TV, fireplace, books, stereo

Waterview House Walking Distance from Cove Beach

9.0 out of 10, Wonderful, (20)
"Easy entrance and exit policy. Great communication from owners. Perfect location. "
The price is HK$5,071
HK$8,841 total
includes taxes & fees
6 Aug - 7 Aug
Waterview House Walking Distance from Cove Beach
Stylish Beach Home near Stamford Downtown/Beach
Property grounds

Stylish Beach Home near Stamford Downtown/Beach

10.0 out of 10, Exceptional, (20)
"Everything was great"
The price is HK$6,209
HK$10,372 total
includes taxes & fees
13 Jul - 14 Jul
Stylish Beach Home near Stamford Downtown/Beach
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
TV

Spacious 3 Bd Home Pet Friendly, Parking and Laundry

9.0 out of 10, Wonderful, (2)
"the home was nice clean if in the area I would stay here again"
The price is HK$1,970
HK$4,165 total
includes taxes & fees
14 Jul - 15 Jul
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
LONG ISLAND Steps to beach, near Allegria Hotel. 3 night minimum for July 4 wknd
Terrace/patio

LONG ISLAND Steps to beach, near Allegria Hotel. 3 night minimum for July 4 wknd

8.8 out of 10, Excellent, (13)
"House as advertised. easy check in with good local restaurants and close to the beach"
The price is HK$6,084
HK$10,261 total
includes taxes & fees
10 Jul - 11 Jul
LONG ISLAND Steps to beach, near Allegria Hotel. 3 night minimum for July 4 wknd
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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Frequently asked questions

Can I find a holiday rental in Oyster Bay?

Yes, there are holiday rentals in Oyster Bay close to Planting Fields Arboretum State Historic Park, or you can select a more secluded option if you're looking for a relaxing stay. Oyster Bay is known for its shopping and restaurants.

What are some of the best holiday rentals that Oyster Bay has to offer?

Spacious 5-bedroom house in charming Bay Shore with AC, WiFi: This holiday home rental outside of Oyster Bay has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Oyster Bay?

Expedia has 4 holiday rentals for your stay in Oyster Bay.

What’s there to see and do in Oyster Bay?

Cultural attractions include Sagamore Hill National Historic Site and 20th Century Cycles, whereas Theodore Roosevelt Memorial Park and Planting Fields Arboretum State Historic Park are a couple of picturesque spots to enjoy the outdoors. Other popular places to visit in the area include Bronx Zoo and Citi Field.

What’s a holiday rental in Oyster Bay like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oyster Bay. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for family trips or small group gatherings.