Oyster Bay Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Oyster Bay vacation rentals

Exterior

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.4 out of 10, (123 reviews)
"Was a good Hotel friendly and clean"
United States
Tamara
The price is ￥23,699
￥27,254 total
includes taxes & fees
Jun 7 - Jun 8
Stamford Suites
Standard Room, 1 King Bed, Main Building | Property entrance

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is ￥54,319
￥62,467 total
includes taxes & fees
Jun 7 - Jun 8
Guesthouse at Norwalk Inn
Terrace/patio

Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is ￥20,066
￥38,694 total
includes taxes & fees
Jun 3 - Jun 4
Spacious 3BR Family Home Near Everything
Luxury House | Living area

Two Wash

Two Wash
2.0 star property
Bryn Mawr
The price is ￥302,613
￥362,279 total
includes taxes & fees
Jun 3 - Jun 4
Two Wash
Apartment (1 Bedroom) | Interior

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.0 star property
Greenwich
The price is ￥32,173
￥70,047 total
includes taxes & fees
Jun 4 - Jun 5
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Luxury Apartment | Living area

NY Luxury Apt Free Parking in PRIME Area

NY Luxury Apt Free Parking in PRIME Area
3.0 star property
Southeast Yonkers
4.4 out of 10, (5 reviews)
"Everything about this place is amazing. Great location, very safe, cozy, clean. Will be back soon!"
United States
Paola
The price is ￥71,671
￥103,913 total
includes taxes & fees
Jun 15 - Jun 16
NY Luxury Apt Free Parking in PRIME Area
Luxury Apartment | Living area

Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
Bryn Mawr
The price is ￥270,491
￥326,343 total
includes taxes & fees
Jun 3 - Jun 4
Luxury 3 BR Near NYC with Easy Parking
In-room dining

Global Luxury Suites at The Arches

Global Luxury Suites at The Arches
2.5 star property
Bronx
6.8 out of 10, (594 reviews)
"Dirty linen & pillows .. enjoyed my stay after purchasing linen, towels"
United States
Charlene
The price is ￥17,546
￥35,127 total
includes taxes & fees
Jun 8 - Jun 9
Global Luxury Suites at The Arches
Deluxe Apartment, Non Smoking, Private Bathroom | Interior

Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"Very clean. Easy to get to. Listing as described. Bed and furniture are nice and comfy. Only thing I would add is a broom and dust pain and some Clorox wipes so guest can keep it neat. 5 stars! Very nice host. "
United States
Samantha
The price is ￥21,540
￥48,266 total
includes taxes & fees
Jun 29 - Jun 30
Sundown Escape-South Shore Long Island
Dining

Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is ￥151,307
￥192,249 total
includes taxes & fees
Jun 3 - Jun 4
Prime Luxe 3-BR NYC - Free Parking
Luxury Apartment | Living area

Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area
2.0 star property
Bryn Mawr
4.8 out of 10, (6 reviews)
"Everything was clean, good communication.. I would like to come back again for sure "
United States
Genesis
The price is ￥55,745
￥86,094 total
includes taxes & fees
Jun 3 - Jun 4
Luxury 1BR located in Prime Yonkers Area
Luxury Villa, Garden View | Dining

Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
4.0 star property
White Plains
2.0 out of 10, (1 review)
"Place didn't exist. Host did not respond to requests to clarify check-in. Upon arriving, the location was not as described and an individual who answered the door informed our party this was not a rental property. Had to last minute book elsewhere."
United States
Kathleen
The price is ￥71,672
￥108,334 total
includes taxes & fees
Jun 6 - Jun 7
Luxury NYC Home with Free Parking for 12
Luxury Villa, Patio | Living area

Luxury 5 BR Home Free Parking

Luxury 5 BR Home Free Parking
2.0 star property
Bryn Mawr
2.0 out of 10, (1 review)
The price is ￥350,394
￥415,733 total
includes taxes & fees
Jun 3 - Jun 4
Luxury 5 BR Home Free Parking
Luxury Apartment, 1 Queen Bed with Sofa bed | Hypo-allergenic bedding, desk, laptop workspace, iron/ironing board

Global Luxury Suites White Plains

Global Luxury Suites White Plains
3.5 star property
White Plains
6.8 out of 10, (43 reviews)
"The room was so clean and the view was amazing! Check in was also super easy."
United States
Alexis
The price is ￥62,794
￥77,102 total
includes taxes & fees
Jun 18 - Jun 19
Global Luxury Suites White Plains
Apartment (4 Bedrooms) | Interior

Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
3.0 star property
Deer Park
The price is ￥23,413
￥87,408 total
includes taxes & fees
Jun 4 - Jun 5
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
Luxury Apartment | In-room dining

3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking
2.0 star property
White Plains
6.0 out of 10, (1 review)
"Check-in was confusing and poorly organized, which made the start of the stay frustrating. The room itself was fine and comfortable, but the photos on the website were misleading and didn’t match what we saw in person. Overall, an okay room but not the experience we expected."
United States
Osmond
The price is ￥159,270
￥201,118 total
includes taxes & fees
Jun 3 - Jun 4
3BR Prime Luxury NY - Free Parking
Luxury House, Garden View | Living area

Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking
2.0 star property
Bryn Mawr
6.8 out of 10, (3 reviews)
"Beautiful layout. Property had everything that was needed for an awesome stay."
United States
Ashley
The price is ￥302,613
￥362,281 total
includes taxes & fees
Jun 3 - Jun 4
Luxury 3BR Family Home Game Room Parking
Villa, Garden View | Living area

Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
4.0 out of 10, (1 review)
"After flying in with four of us from Los Angeles on a Red Eye, we had to drive around for 4-5 hours until we were able to check in at 4pm, however after hours of trying to get into the property with no answer on the contact number ,we finally were able to have the local property manager come out and say that the property overbooked and had no room for us. I spent over 2 hours on the phone getting the run around by Expedia with mixed stories of our accommodations. FINALLY with now the story is...
United States
Jorge
The price is ￥302,613
￥369,847 total
includes taxes & fees
Jun 6 - Jun 7
Luxury NYC Home Game Room Free Parking
Luxury House, Garden View | Dining

Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC
4.0 star property
Southeast Yonkers
2.0 out of 10, (3 reviews)
"We never got to stay because THERE WAS ANOTHER FAMILY THERE. THAT WOMEN SAID SHE WAS RENTING THE HOUSE FOR ANOTHER MONTH. "
United States
Angel
The price is ￥71,672
￥103,914 total
includes taxes & fees
Jun 3 - Jun 4
Modern Comfort in the Heart of NYC
Luxury Duplex | Living area

Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
8.0 out of 10, Very Good, (1 review)
"The house was very clean and the areas was quiet too. We had a nice spot to park the car. The staff was calling and checking on me if I didn’t have any issues with the check in. They were available all the time. The only thing we will need next time if possible is the washer and dryer and extra towels because we were 5 and only got 3 towels. But overall we enjoyed the stays."
United States
Adj Fatou
The price is ￥159,270
￥203,506 total
includes taxes & fees
Jun 3 - Jun 4
Uscale 2BR Escape in 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 Oyster Bay Hotel Reviews

Highbridge Hotel

Highbridge Hotel

10/10 Excellent
"Loved the bed just needs better bed sheet cover"
Daylin 1-night trip
Posted 1 hour ago
Highbridge 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:

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Frequently asked questions

Can I find a vacation rental in Oyster Bay?

Yes, there are vacation rentals in Oyster Bay near Planting Fields Arboretum State Historic Park, or you can select a more remote option if you want a relaxing stay. Oyster Bay is known for its shopping and restaurants.

What are some of the best vacation rentals in Oyster Bay?

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. : This vacation home rental near Oyster Bay has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

How many vacation rentals are there in Oyster Bay?

Expedia has 3 vacation 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 vacation rental in Oyster Bay like?

A vacation rental is a private property you can book for a few weeks or just a few days in Oyster Bay. Vacation rentals feature amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family getaway.