Oyster Bay Holiday House Rentals from AU$237: Search Holiday Homes

Oyster Bay Holiday Homes
New York
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An aerial view of a coastal area with a clear demarcation between land and water, a sandy beach, and a distinct shoreline.

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Our top choices for Oyster Bay holiday homes

A lakeside view with boats docked, surrounded by autumn-colored trees and houses.

A cozy room with a dining table, two chairs, and a view through large windows.

A dining area with a table set for four, a coffee machine, and a window with a view of trees.

A covered porch with wooden rocking chairs and a table, overlooking a body of water with boats and a bridge in the distance.

1. Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor

10.0 out of 10, Exceptional, (85 reviews)

10/10

Exceptional

(85 reviews)

"A beautiful home and you cannot beat the views and location!"

Daniel M.

The price is AU$740

AU$740

includes taxes & fees

28 Sept - 29 Sept

Captain's Cottage - Cold Spring Harbor Water Views

A bedroom with a bed, bedside tables, a sofa, a patterned rug, and a mirror on the wall.

A spacious living room with hardwood flooring, a beige sofa, a coffee table, and a dining area with a table and chairs.

A covered patio area with brick walls, two Adirondack chairs, a small table, and a potted plant with yellow flowers.

A ping pong table in a room with wooden flooring, white walls, and a ceiling with fluorescent lighting.

2. Huntington Village House 4BR – Walk to everything

Huntington Village House 4BR – Walk to everything

Huntington

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"Beautiful, clean home with plenty of space for a large family to fit comfortably. Close to plenty of restaurants and a beautiful park. The host was quick to respond to all our questions. Highly recommend booking this place."

Corinne J.

The price is AU$1,004

AU$1,004

includes taxes & fees

20 Oct - 21 Oct

Huntington Village House 4BR – Walk to everything

A modern kitchen with a marble island, bar stools, and a built-in oven.

A modern kitchen with a marble countertop, a built-in oven, and a sliding door leading to a dining area.

A patio area with a wooden table and blue upholstered chairs, a white fence, and a tree in the background.

A modern, well-lit bedroom with a large bed, a washing machine, and a kitchen area with white cabinets and a countertop.

3. Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Huntington

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"Wonderful time for stay."

Logan M.

The price is AU$634

AU$634

includes taxes & fees

13 Oct - 14 Oct

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

A modern bathroom with a toilet, sink, and mirror. There is a towel rack with a towel, a bottle of hand soap, and a paper towel dispenser. The walls are white, and the floor is tiled.

A room with a television on a white cabinet, a grey door with a curtain, a fluffy white sofa with a grey rug, and marble flooring.

A bedroom with two beds, a fluffy white bench, and a mirror.

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

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

Brentwood

9.4 out of 10, Exceptional, (52 reviews)

9.4/10

Exceptional

(52 reviews)

"This stay was very clean and easy. The check-in process was efficient. Thank you, I would definitely book again for a short stay!"

Jaelyn

The price is AU$237

AU$237

includes taxes & fees

28 Sept - 29 Sept

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

A bedroom with a bed, bedside tables, a nightstand, a desk, and a chair.

A kitchen with a built-in microwave, stainless steel refrigerator, white cabinets, and marble countertops.

A white door with a small window above it, a doorbell, and a doorbell button.

A compact kitchen with a microwave, coffee maker, and dishwasher.

5. Cozy Studio by Hofstra University

Cozy Studio by Hofstra University

Uniondale

9.6 out of 10, Exceptional, (48 reviews)

9.6/10

Exceptional

(48 reviews)

"Great stay "

Tyshieka R.

The price is AU$252

AU$252

includes taxes & fees

27 Sept - 28 Sept

Cozy Studio by Hofstra University

A round outdoor seating area with a teal cushion and patterned pillows, surrounded by greenery and a bamboo wall with string lights.

A modern kitchen with wooden cabinets, a central island, and a dining area with two chairs.

A bedroom with a bed, two nightstands, a window with blinds, and two framed pictures on the wall.

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with stools.

6. Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Waterside

9.8 out of 10, Exceptional, (19 reviews)

9.8/10

Exceptional

(19 reviews)

"Very nice location, easy check in and check out. Also very comfortable."

Leslie S.

The price is AU$467

AU$467

includes taxes & fees

30 Sept - 1 Oct

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

A modern living room with a blue rocking chair, a wooden coffee table, and a vase with dried plants. There are two framed artworks on the wall and a wooden accent wall.

A modern living room with a grey sofa, a white wall, and a wooden floor.

A modern bedroom with a bed, bedside table, and a wall-mounted artwork.

A compact kitchen with a refrigerator, two bar stools, and a blue chair with a cushion.

7. Cozy Home.

Cozy Home.

Hempstead

9.8 out of 10, Exceptional, (6 reviews)

9.8/10

Exceptional

(6 reviews)

"Clean basement apartment, comfy couch and easy check in."

Gina O.

The price is AU$380

AU$380

includes taxes & fees

12 Oct - 13 Oct

Cozy Home.

A modern living room with a black leather sofa, a flat-screen TV, a dining area with a table and chairs, and a staircase.

A modern living room with a sectional sofa, a black office chair, a small TV, and a decorative window with a grid pattern.

A neatly made bed with white linens in a room with a textured white wall and a black headboard.

A modern living room with a TV, a dining table, and a sofa.

8. Lofty Cozy Suite near Nassau Coliseum and Hofstra University

Lofty Cozy Suite near Nassau Coliseum and Hofstra University

Hempstead

9.0 out of 10, Wonderful, (7 reviews)

9.0/10

Wonderful

(7 reviews)

"Clean, great area, great host."

Austin W.

The price is AU$357

AU$357

includes taxes & fees

27 Sept - 28 Sept

Lofty Cozy Suite near Nassau Coliseum and Hofstra University

A modern kitchen with granite countertops, stainless steel appliances, and white cabinetry.

A backyard with a stone patio, a covered outdoor seating area, and a basketball hoop.

A dining area with a wooden table, chairs, and a chandelier. There is a leather sofa and a window with a view of trees.

A narrow pathway flanked by a wooden fence and a brick wall, leading to a small garden area with green shrubs and purple flowers.

9. Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village

Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village

Huntington

9.2 out of 10, Wonderful, (12 reviews)

9.2/10

Wonderful

(12 reviews)

"Great location & thoughtful amenities."

Joshua

The price is AU$913

AU$913

includes taxes & fees

1 Oct - 2 Oct

Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village

A living room with a sectional sofa, a glass coffee table, a blue armchair, and a black furry rug.

A kitchen with a marble countertop, two stools, a decorative sphere, and a microwave.

A room with a marble floor, a bench, a desk, and a door leading to another room.

A laundry room with two washing machines, a shelf with cleaning supplies, and a vent.

10. Oceanside Harbor

Oceanside Harbor

Oceanside

9.4 out of 10, Exceptional, (12 reviews)

9.4/10

Exceptional

(12 reviews)

"Clean, separated entrance. You can tell the owner put a lot of effort in to the space."

Chad H.

The price is AU$382

AU$382

includes taxes & fees

27 Sept - 28 Sept

Oceanside Harbor

11. Julie's Cozy 2 Bedroom Basement Apartment

Julie's Cozy 2 Bedroom Basement Apartment

uniondale

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"Such a great place to stay! Beautiful, comfortable, clean, and the host is amazing! I will be staying here again in the future. "

Heather T.

The price is AU$416

AU$416

includes taxes & fees

27 Sept - 28 Sept

Julie's Cozy 2 Bedroom Basement Apartment

A modern dining area with a dark wooden table and chairs, a white bowl with a plant, and a white wall.

A modern kitchen with stainless steel appliances, a white countertop, and a marble backsplash.

A neatly made bed with white bedding in a room with a dark headboard.

12. Grandiosely Pleasant Suite 2

Grandiosely Pleasant Suite 2

Hempstead

7.8 out of 10, Good, (14 reviews)

7.8/10

Good

(14 reviews)

"Great place to stay! The host was very responsive. The place was clean, and lots of safe parking! "

Lorraine S.

The price is AU$357

AU$357

includes taxes & fees

27 Sept - 28 Sept

Grandiosely Pleasant Suite 2

A compact living space with a sofa, a small round table, a TV mounted on the wall, a kitchen area with white cabinets and appliances, and a patterned rug.

A bedroom with a bed, a TV mounted on the wall, and an air conditioning unit.

A bathroom with a shower curtain, a toilet, and a towel rack.

A modern kitchen with white cabinets, a microwave, stove, and a sink. There's a black sofa with a patterned pillow, a small round table, and a trash can.

13. Majestically Pleasant Suite

Majestically Pleasant Suite

Hempstead

8.0 out of 10, Very good, (3 reviews)

8.0/10

Very good

(3 reviews)

"I really liked how quiet and clean the place was. Would 100% stay here again!!"

Ashley

The price is AU$357

AU$357

includes taxes & fees

27 Sept - 28 Sept

Majestically Pleasant Suite

A campfire with a wooden table and benches by a lake.

A room with large windows overlooking a lake and greenery.

A snow-covered landscape with a house, a barn, and a pond.

14. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Greenwich

9.8 out of 10, Exceptional, (42 reviews)

9.8/10

Exceptional

(42 reviews)

"Nice stay"

Christopher J.

The price is AU$438

AU$438

includes taxes & fees

5 Oct - 6 Oct

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

A living room with a large mirror, a grey sofa, a small round table with a plant, and a grey throw blanket.

A bedroom with two beds, a skylight, and a window with blinds.

A kitchen with green cabinets, a stainless steel stove, a microwave, and a marble countertop.

A kitchen with a stainless steel refrigerator, a coffee maker, and light green cabinets.

15. Modern 2BR Retreat w/ Full Kitchen & Living

Modern 2BR Retreat w/ Full Kitchen & Living

Deer Park

6.0 out of 10, (2 reviews)

6.0/10

(2 reviews)

"Needs lots of repairs and cleaning.Didn’t understand how one room had two AC and two TV while the other room had none. I would liked to hang out on the porch but also not clean and there was no table but a couple dirty chairs."

marlene D.

The price is AU$491

AU$491

includes taxes & fees

28 Sept - 29 Sept

Modern 2BR Retreat w/ Full Kitchen & Living

An outdoor patio with a fire pit, green chairs, and a table.

A kitchen with wooden cabinets, a black stove, a wooden dining table with four chairs, a ceiling fan, and a wall clock.

A modern bedroom with a large bed, a ceiling fan, a blue chair, and a view of the outdoors through the windows.

A modern living room with a grey sofa, a patterned rug, and a small side table.

16. Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

New Rochelle

10.0 out of 10, Exceptional, (11 reviews)

10/10

Exceptional

(11 reviews)

"Host was very polite and helpful. Excellent condition VRBO."

Drew C.

The price is AU$488

AU$488

includes taxes & fees

28 Sept - 29 Sept

Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

A wooden deck with a white railing, a stone pathway, and a white fence in the background.

A living room with a flat-screen TV, two grey sofas, a coffee table, and a bookshelf.

A kitchen with a dining table, chairs, a refrigerator, and a view through a glass door to the outside.

A single-story house with a number 28 on the front door, a brick pathway leading to the entrance, and two small potted plants on the front steps.

17. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything

3.5 star property

Central Islip

The price is AU$447

AU$447

includes taxes & fees

29 Sept - 30 Sept

Spacious 3BR Family Home Near Everything

A cozy room with a bed, a television, a small table, and a view of the outside.

A two-story house with a covered porch, a garage, and a well-maintained front yard with flowering plants.

A hallway with wooden walls, a door at the end, and a framed picture of a building on the right.

A bedroom with a bed, a painting, a bookshelf, and a door leading to another room.

18. Cozy 1-bedroom on the 2nd floor in Valley Stream, with a beautiful outdoor deck.

Cozy 1-bedroom on the 2nd floor in Valley Stream, with a beautiful outdoor deck.

Valley Stream

9.2 out of 10, Wonderful, (16 reviews)

9.2/10

Wonderful

(16 reviews)

"Had a great stay! Host was very friendly and helpful!"

Keara T.

The price is AU$295

AU$295

includes taxes & fees

4 Oct - 5 Oct

Cozy 1-bedroom on the 2nd floor in Valley Stream, with a beautiful outdoor deck.

A dining area with a marble table, quilted chairs, a chandelier, and a floral centerpiece.

A living room with a flat-screen TV, a black sofa, a coffee table, and a small side table.

A two-story house with a green roof, brick exterior, and a white picket fence.

A compact kitchen with white cabinets, a granite countertop, a dining table with chairs, and a built-in oven.

19. 1st floor 2 bedroom house with AC in Elmont NY walking distance to the UBS ARENA

1st floor 2 bedroom house with AC in Elmont NY walking distance to the UBS ARENA

Elmont

10.0 out of 10, Exceptional, (7 reviews)

10/10

Exceptional

(7 reviews)

"We had a wonderful stay. The facility was in a great location and beautifully maintained. Our host was very welcoming and accommodating. We look forward to staying there again in the near future. "

Marie M.

The price is AU$468

AU$468

includes taxes & fees

30 Sept - 1 Oct

1st floor 2 bedroom house with AC in Elmont NY walking distance to the UBS ARENA

A modern kitchen with a stainless steel sink, a white countertop, and a backsplash with a mosaic tile pattern.

A living room with a beige sofa, a small table with a tray, a chair, and a framed picture on the wall.

A white shelving unit with decorative items, including a mixtape player, two golden bird figurines, and three glass vases.

A living room with a sofa, ottoman, dining table, and chairs.

20. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital

Bay Shore

The price is AU$477

AU$477

includes taxes & fees

29 Sept - 30 Sept

Sundown Escape Near SouthShore University Hospital

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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