Oyster Bay Holiday Rentals

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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Oyster Bay holiday rentals

Interior

Holiday Home in Oyster Bay

Stunning 5BR Oasis | 3-Acre Estate & Gorg View
The price is HK$4,516
HK$9,713 total
includes taxes & fees
2 Mar - 3 Mar
Stunning 5BR Oasis | 3-Acre Estate & Gorg View
Pool

Mobile Home in Bay Shore

Tiny Home Private, Students, Nurses, Tech
8.6 out of 10, Excellent, (7 reviews)
"We wanted an inexpensive place to stay out on Long Island for July 4th weekend. We were a 15-20 minute drive to the beautiful beaches of Robert Moses and a 2 hour drive from Montauk.We were able to stay for a very reasonable price over a notoriously expensive weekend.Jenelle's communication was direct, welcoming and helpful.We would definitely stay here again!"
United States
Melanie M.
The price is HK$861
HK$1,631 total
includes taxes & fees
9 Mar - 10 Mar
Tiny Home Private, Students, Nurses, Tech
Living area

Apartment in Bryn Mawr

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
The price is HK$1,174
HK$2,479 total
includes taxes & fees
28 Feb - 1 Mar
Luxe 1BR Oasis - Prime NY Stay
Private kitchen

Aparthotel in Queens

Starlight Hotel
2.5 star property
8.2 out of 10, Very good, (808 reviews)
"Good service , nice place clean "
United States
victor
The price is HK$823
HK$972 total
includes taxes & fees
1 Mar - 2 Mar
Starlight Hotel
Private kitchen

Apartment in Bryn Mawr

Luxury 1BR located in Prime Yonkers Area
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Everything was clean, good communication.. I would like to come back again for sure "
United States
Genesis
The price is HK$1,166
HK$2,470 total
includes taxes & fees
28 Feb - 1 Mar
Luxury 1BR located in Prime Yonkers Area
Living area

Apartment in Bryn Mawr

Luxury 3BR Family Home Game Room Parking
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Beautiful layout. Property had everything that was needed for an awesome stay."
United States
Ashley
The price is HK$2,729
HK$4,218 total
includes taxes & fees
3 Mar - 4 Mar
Luxury 3BR Family Home Game Room Parking
Exterior

Aparthotel in Downtown Stamford

Stamford Suites
4.0 star property
6.4 out of 10, (100 reviews)
"Nice clean rooms the bedding was comfortable, it smelled good walking in, I will be staying in this hotel in the next time I'm in Stamford."
United States
Fatima
The price is HK$1,089
HK$1,252 total
includes taxes & fees
1 Mar - 2 Mar
Stamford Suites
1 bedroom, in-room safe, desk, free WiFi

Apartment in Hicksville

Cozy 1-bedroom apartment in Hicksville with WiFi, AC
9.2 out of 10, Wonderful, (9 reviews)
"Nice location, clean and comfortable, and looking forward to possibly revisiting."
United States
Doug S.
The price is HK$782
HK$1,309 total
includes taxes & fees
30 Mar - 31 Mar
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
Exterior

Apartment in Kings Park

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
10.0 out of 10, Exceptional, (18 reviews)
"Perfect spot for a quick trip"
United States
James P.
The price is HK$968
HK$1,419 total
includes taxes & fees
9 Mar - 10 Mar
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
1 bedroom, desk, iron/ironing board, travel cot

Apartment in Freeport

Nautical Elegance
9.2 out of 10, Wonderful, (9 reviews)
"Great place to stay. Host was great and had amazing communication. "
United States
Maggie I.
The price is HK$782
HK$1,572 total
includes taxes & fees
17 Mar - 18 Mar
Nautical Elegance
Terrace/patio

Holiday Home in Southeast Yonkers

Nice Cozy Room By Empire City Casino And Cross County Shopping Center
8.2 out of 10, Very good, (18 reviews)
"Great location"
United States
Jordan S.
The price is HK$739
HK$1,054 total
includes taxes & fees
3 Mar - 4 Mar
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
TV, books

Apartment in Long Beach

Private 2nd story apartment in the heart of Long Beach- Pura Vida!
9.6 out of 10, Exceptional, (18 reviews)
"Awesome location for Ryder Cup. "
United States
Thomas G.
The price is HK$1,449
HK$3,059 total
includes taxes & fees
28 Feb - 1 Mar
Private 2nd story apartment in the heart of Long Beach- Pura Vida!
Interior

Aparthotel in Historic District

Guesthouse at Norwalk Inn
3.5 star property
8.6 out of 10, Excellent, (41 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is HK$2,753
HK$3,165 total
includes taxes & fees
28 Feb - 1 Mar
Guesthouse at Norwalk Inn
1 bedroom, desk, iron/ironing board, WiFi

Apartment in East Meadow

Zen Oasis - Pvt. Entry Studio Bed+Bath by NUMC
10.0 out of 10, Exceptional, (11 reviews)
"Very nice property. I would stay here again."
United States
Robert E.
Zen Oasis - Pvt. Entry Studio Bed+Bath by NUMC
1 bedroom, iron/ironing board, free WiFi, bed sheets

Holiday Home in Brentwood

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.4 out of 10, Exceptional, (39 reviews)
"We had a good experience and we brought our little pup and she was welcome there. Clean and quiet stay "
United States
janice s.
The price is HK$809
HK$1,327 total
includes taxes & fees
8 Mar - 9 Mar
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Interior

Apartment in Baldwin

Baldwin's Bijou Studio apartment in Baldwin with Queen bed, AC, WiFi
The price is HK$1,017
HK$1,571 total
includes taxes & fees
12 Mar - 13 Mar
Baldwin's Bijou Studio apartment in Baldwin with Queen bed, AC, WiFi
Property grounds

Apartment in Uniondale

2 Pvt bed Rms/1bathroom no kitchen attic
10.0 out of 10, Exceptional, (3 reviews)
"The overall stay was very warm & welcoming. Suitable for kids! "
United States
Tea-Anna S.
The price is HK$1,376
HK$2,121 total
includes taxes & fees
12 Mar - 13 Mar
2 Pvt bed Rms/1bathroom no kitchen attic
Living area

Holiday Home in Bryn Mawr

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
The price is HK$3,145
HK$4,527 total
includes taxes & fees
3 Mar - 4 Mar
Luxury 3 BR Near NYC with Easy Parking
Property grounds

Apartment in Cove - East Side - Shippan

Seabreeze at the beach west beach Stamford ct.
9.8 out of 10, Exceptional, (10 reviews)
"Fantastic place Very clean, a perfect stay !!!"
United States
bill J.
The price is HK$1,267
HK$3,128 total
includes taxes & fees
4 Mar - 5 Mar
Seabreeze at the beach west beach Stamford ct.
1 bedroom, iron/ironing board, WiFi, bed sheets

Holiday Home in Hempstead

Cozy Cottage
The price is HK$821
HK$2,051 total
includes taxes & fees
2 Mar - 3 Mar
Cozy Cottage
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

John Hotel

John Hotel

10/10 Excellent
"Great room. Great service. Great breakfast."
Charles 7-night trip
Posted 2 days ago
John Hotel

Find out more about Oyster Bay

Search for holiday rentals in Oyster Bay on Expedia! You can easily find your home rentals, villas, holiday apartments in Oyster Bay using one of the methods below:

  • View our selection of featured holiday rentals in Oyster Bay
  • Use the map to find apartments and other holiday homes in the Oyster Bay neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oyster Bay while they last

Look no further and take a look at our great range of rental properties in Oyster Bay!

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?

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.: This holiday home rental outside of Oyster Bay is equipped with a garden, air conditioning and WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Oyster Bay?

Expedia has 3 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 Planting Fields Arboretum State Historic Park and Theodore Roosevelt Memorial Park are a couple of picturesque spots to enjoy the outdoors. Theodore Roosevelt Sanctuary and Audubon Center and Center Island Beach are other places to visit while you're in town.

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.