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Oyster Bay Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
48 rentals in Oyster Bay.
Read our reviews and book while there's availability, vacation rental in Oyster Bay
Read our reviews and book while there's availability, vacation rental in Oyster Bay
Read our reviews and book while there's availability, vacation rental in Oyster Bay

Read our reviews and book while there's availability

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Luxury 1Q Bed & Living Room Apt. w/ Pvt. Entrance, vacation rental in Oyster Bay
Luxury 1Q Bed & Living Room Apt. w/ Pvt. Entrance, vacation rental in Oyster Bay
Luxury 1Q Bed & Living Room Apt. w/ Pvt. Entrance, vacation rental in Oyster Bay

Luxury 1Q Bed & Living Room Apt. w/ Pvt. Entrance

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Pure Luxury living In This 12,000 SF Estate, vacation rental in Oyster Bay
Pure Luxury living In This 12,000 SF Estate, vacation rental in Oyster Bay
Pure Luxury living In This 12,000 SF Estate, vacation rental in Oyster Bay

Pure Luxury living In This 12,000 SF Estate

Rental Home
6 bedrooms
9 bathrooms
Sleeps 14
Match: Sleeps
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The following properties within 20 miles of Oyster Bay match all your filters:
Hamptons Style Living | Walk to Cafe | Deck, vacation rental in Oyster Bay
Hamptons Style Living | Walk to Cafe | Deck, vacation rental in Oyster Bay
Hamptons Style Living | Walk to Cafe | Deck, vacation rental in Oyster Bay

Hamptons Style Living | Walk to Cafe | Deck

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Captain's Cottage - Cold Spring Harbor Water Views, vacation rental in Oyster Bay
Captain's Cottage - Cold Spring Harbor Water Views, vacation rental in Oyster Bay
Captain's Cottage - Cold Spring Harbor Water Views, vacation rental in Oyster Bay

Captain's Cottage - Cold Spring Harbor Water Views

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Resort style house for rent in Old Brookville, vacation rental in Oyster Bay
Resort style house for rent in Old Brookville, vacation rental in Oyster Bay
Resort style house for rent in Old Brookville, vacation rental in Oyster Bay

Resort style house for rent in Old Brookville

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Cosy Modern Home, vacation rental in Oyster Bay
Cosy Modern Home, vacation rental in Oyster Bay
Cosy Modern Home, vacation rental in Oyster Bay

Cosy Modern Home

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Elegance * Huntington | Spacious Family Apt | Yard, vacation rental in Oyster Bay
Elegance * Huntington | Spacious Family Apt | Yard, vacation rental in Oyster Bay
Elegance * Huntington | Spacious Family Apt | Yard, vacation rental in Oyster Bay

Elegance * Huntington | Spacious Family Apt | Yard

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Glen Cove Vacation Rental < 1 Mi to Downtown!, vacation rental in Oyster Bay
Glen Cove Vacation Rental < 1 Mi to Downtown!, vacation rental in Oyster Bay
Glen Cove Vacation Rental < 1 Mi to Downtown!, vacation rental in Oyster Bay

Glen Cove Vacation Rental < 1 Mi to Downtown!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The Roslyn, Tapestry Collection by Hilton - One King Bed #4, vacation rental in Oyster Bay
The Roslyn, Tapestry Collection by Hilton - One King Bed #4, vacation rental in Oyster Bay
The Roslyn, Tapestry Collection by Hilton - One King Bed #4, vacation rental in Oyster Bay

The Roslyn, Tapestry Collection by Hilton - One King Bed #4

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy & Luxury suite with private entrance, vacation rental in Oyster Bay
Cozy & Luxury suite with private entrance, vacation rental in Oyster Bay
Cozy & Luxury suite with private entrance, vacation rental in Oyster Bay

Cozy & Luxury suite with private entrance

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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SECRET HIDEAWAY: LUXURY ***. STUDIO W/PRIV. ENTRN, vacation rental in Oyster Bay
SECRET HIDEAWAY: LUXURY ***. STUDIO W/PRIV. ENTRN, vacation rental in Oyster Bay
SECRET HIDEAWAY: LUXURY ***. STUDIO W/PRIV. ENTRN, vacation rental in Oyster Bay

SECRET HIDEAWAY: LUXURY ***. STUDIO W/PRIV. ENTRN

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy, Clean Private Studio  - 1 Hour To NYC Or Hamptons, vacation rental in Oyster Bay
Cozy, Clean Private Studio  - 1 Hour To NYC Or Hamptons, vacation rental in Oyster Bay
Cozy, Clean Private Studio  - 1 Hour To NYC Or Hamptons, vacation rental in Oyster Bay

Cozy, Clean Private Studio - 1 Hour To NYC Or Hamptons

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Cozy & Luxury suite with private entrance Preview listing, vacation rental in Oyster Bay
Cozy & Luxury suite with private entrance Preview listing, vacation rental in Oyster Bay
Cozy & Luxury suite with private entrance Preview listing, vacation rental in Oyster Bay

Cozy & Luxury suite with private entrance Preview listing

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Private Estate Apartment, vacation rental in Oyster Bay
Private Estate Apartment, vacation rental in Oyster Bay
Private Estate Apartment, vacation rental in Oyster Bay

Private Estate Apartment

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Whether working or relaxing, our room is the perfect place to revive and stay!, vacation rental in Oyster Bay
Whether working or relaxing, our room is the perfect place to revive and stay!, vacation rental in Oyster Bay
Whether working or relaxing, our room is the perfect place to revive and stay!, vacation rental in Oyster Bay

Whether working or relaxing, our room is the perfect place to revive and stay!

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Ultra-Modern Studio | Near Hospital & NYCIM | WiFi, vacation rental in Oyster Bay
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi, vacation rental in Oyster Bay
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi, vacation rental in Oyster Bay

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Newly Renovated Cottage for Rental Available!  New Photos Coming Soon!, vacation rental in Oyster Bay
Newly Renovated Cottage for Rental Available!  New Photos Coming Soon!, vacation rental in Oyster Bay
Newly Renovated Cottage for Rental Available!  New Photos Coming Soon!, vacation rental in Oyster Bay

Newly Renovated Cottage for Rental Available! New Photos Coming Soon!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Stylish Upscale Apt w/ Snack Bar & Sunny Deck, vacation rental in Oyster Bay
Stylish Upscale Apt w/ Snack Bar & Sunny Deck, vacation rental in Oyster Bay
Stylish Upscale Apt w/ Snack Bar & Sunny Deck, vacation rental in Oyster Bay

Stylish Upscale Apt w/ Snack Bar & Sunny Deck

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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cozy and convenient apartment 1 min from train., vacation rental in Oyster Bay
cozy and convenient apartment 1 min from train., vacation rental in Oyster Bay
cozy and convenient apartment 1 min from train., vacation rental in Oyster Bay

cozy and convenient apartment 1 min from train.

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Kokomo Cottage, Cozy Beach Town Bungalow, vacation rental in Oyster Bay
Kokomo Cottage, Cozy Beach Town Bungalow, vacation rental in Oyster Bay
Kokomo Cottage, Cozy Beach Town Bungalow, vacation rental in Oyster Bay

Kokomo Cottage, Cozy Beach Town Bungalow

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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2 Queen Beds, full kitchen, and wireless phone chargers in a cozy, spacious apt, vacation rental in Oyster Bay
2 Queen Beds, full kitchen, and wireless phone chargers in a cozy, spacious apt, vacation rental in Oyster Bay
2 Queen Beds, full kitchen, and wireless phone chargers in a cozy, spacious apt, vacation rental in Oyster Bay

2 Queen Beds, full kitchen, and wireless phone chargers in a cozy, spacious apt

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Adorable Cottage with Water Views, Across the street from Prime & other eateries, vacation rental in Oyster Bay
Adorable Cottage with Water Views, Across the street from Prime & other eateries, vacation rental in Oyster Bay
Adorable Cottage with Water Views, Across the street from Prime & other eateries, vacation rental in Oyster Bay

Adorable Cottage with Water Views, Across the street from Prime & other eateries

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beachfront Summer Rental- Sea Cliff, vacation rental in Oyster Bay
Beachfront Summer Rental- Sea Cliff, vacation rental in Oyster Bay
Beachfront Summer Rental- Sea Cliff, vacation rental in Oyster Bay

Beachfront Summer Rental- Sea Cliff

Rental Home
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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THE OASIS * LONG ISLAND, vacation rental in Oyster Bay
THE OASIS * LONG ISLAND, vacation rental in Oyster Bay
THE OASIS * LONG ISLAND, vacation rental in Oyster Bay

THE OASIS * LONG ISLAND

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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beautiful Modern apartment, close to everything !, vacation rental in Oyster Bay
beautiful Modern apartment, close to everything !, vacation rental in Oyster Bay
beautiful Modern apartment, close to everything !, vacation rental in Oyster Bay

beautiful Modern apartment, close to everything !

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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beautiful newly renovated 3 Bedrooms and 1.5 Bath in heart of Hicksville #14, vacation rental in Oyster Bay
beautiful newly renovated 3 Bedrooms and 1.5 Bath in heart of Hicksville #14, vacation rental in Oyster Bay
beautiful newly renovated 3 Bedrooms and 1.5 Bath in heart of Hicksville #14, vacation rental in Oyster Bay

beautiful newly renovated 3 Bedrooms and 1.5 Bath in heart of Hicksville #14

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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beautiful newly renovated 3 Bedrooms and 1.5 Bath in heart of Hicksville #16, vacation rental in Oyster Bay
beautiful newly renovated 3 Bedrooms and 1.5 Bath in heart of Hicksville #16, vacation rental in Oyster Bay
beautiful newly renovated 3 Bedrooms and 1.5 Bath in heart of Hicksville #16, vacation rental in Oyster Bay

beautiful newly renovated 3 Bedrooms and 1.5 Bath in heart of Hicksville #16

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beach Home  w/ Private Beach Access just feet away, vacation rental in Oyster Bay
Beach Home  w/ Private Beach Access just feet away, vacation rental in Oyster Bay
Beach Home  w/ Private Beach Access just feet away, vacation rental in Oyster Bay

Beach Home w/ Private Beach Access just feet away

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beach house cottage steps to private beach in the heart of Bayville, vacation rental in Oyster Bay
Beach house cottage steps to private beach in the heart of Bayville, vacation rental in Oyster Bay
Beach house cottage steps to private beach in the heart of Bayville, vacation rental in Oyster Bay

Beach house cottage steps to private beach in the heart of Bayville

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Long Island Apartment w/ Balcony ~ 25 Mi to NYC, vacation rental in Oyster Bay
Long Island Apartment w/ Balcony ~ 25 Mi to NYC, vacation rental in Oyster Bay
Long Island Apartment w/ Balcony ~ 25 Mi to NYC, vacation rental in Oyster Bay

Long Island Apartment w/ Balcony ~ 25 Mi to NYC

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Glen Cove Home: Walk to Boardwalk + Dining!, vacation rental in Oyster Bay
Glen Cove Home: Walk to Boardwalk + Dining!, vacation rental in Oyster Bay
Glen Cove Home: Walk to Boardwalk + Dining!, vacation rental in Oyster Bay

Glen Cove Home: Walk to Boardwalk + Dining!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ideally Located Glen Cove Apt w/ Pool & Yard!, vacation rental in Oyster Bay
Ideally Located Glen Cove Apt w/ Pool & Yard!, vacation rental in Oyster Bay
Ideally Located Glen Cove Apt w/ Pool & Yard!, vacation rental in Oyster Bay

Ideally Located Glen Cove Apt w/ Pool & Yard!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming New York Escape Near Central Park!, vacation rental in Oyster Bay
Charming New York Escape Near Central Park!, vacation rental in Oyster Bay
Charming New York Escape Near Central Park!, vacation rental in Oyster Bay

Charming New York Escape Near Central Park!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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120 foot walk to semiprivate beach New central air, vacation rental in Oyster Bay
120 foot walk to semiprivate beach New central air, vacation rental in Oyster Bay
120 foot walk to semiprivate beach New central air, vacation rental in Oyster Bay

120 foot walk to semiprivate beach New central air

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming Manor - Resort Backyard - POOL & JACUZZI, vacation rental in Oyster Bay
Charming Manor - Resort Backyard - POOL & JACUZZI, vacation rental in Oyster Bay
Charming Manor - Resort Backyard - POOL & JACUZZI, vacation rental in Oyster Bay

Charming Manor - Resort Backyard - POOL & JACUZZI

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Magnificent Waterfront Setting, vacation rental in Oyster Bay
Magnificent Waterfront Setting, vacation rental in Oyster Bay
Magnificent Waterfront Setting, vacation rental in Oyster Bay

Magnificent Waterfront Setting

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Elegant private resort style North Shore home, vacation rental in Oyster Bay
Elegant private resort style North Shore home, vacation rental in Oyster Bay
Elegant private resort style North Shore home, vacation rental in Oyster Bay

Elegant private resort style North Shore home

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Fabulous house in Plainview..Viral free!, vacation rental in Oyster Bay
Fabulous house in Plainview..Viral free!, vacation rental in Oyster Bay
Fabulous house in Plainview..Viral free!, vacation rental in Oyster Bay

Fabulous house in Plainview..Viral free!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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1929 Million$Listing, vacation rental in Oyster Bay
1929 Million$Listing, vacation rental in Oyster Bay
1929 Million$Listing, vacation rental in Oyster Bay

1929 Million$Listing

Rental Home
7 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps
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Spacious, secluded, unique Carriage House close to NYC and beach!, vacation rental in Oyster Bay
Spacious, secluded, unique Carriage House close to NYC and beach!, vacation rental in Oyster Bay
Spacious, secluded, unique Carriage House close to NYC and beach!, vacation rental in Oyster Bay

Spacious, secluded, unique Carriage House close to NYC and beach!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Vacation House, vacation rental in Oyster Bay
Vacation House, vacation rental in Oyster Bay
Vacation House, vacation rental in Oyster Bay

Vacation House

Rental Home
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Gold Coast August rental, vacation rental in Oyster Bay
Gold Coast August rental, vacation rental in Oyster Bay
Gold Coast August rental, vacation rental in Oyster Bay

Gold Coast August rental

Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time, vacation rental in Oyster Bay
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time, vacation rental in Oyster Bay
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time, vacation rental in Oyster Bay

BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time

Rental Home
6 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Jericho Mansion is a luxurious vacation home, vacation rental in Oyster Bay
Jericho Mansion is a luxurious vacation home, vacation rental in Oyster Bay
Jericho Mansion is a luxurious vacation home, vacation rental in Oyster Bay

Jericho Mansion is a luxurious vacation home

Rental Home
6 bedrooms
7 bathrooms
Sleeps 8
Match: Sleeps
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Villa East.Hamptons Style Villa, Heated Pool N Spa, vacation rental in Oyster Bay
Villa East.Hamptons Style Villa, Heated Pool N Spa, vacation rental in Oyster Bay
Villa East.Hamptons Style Villa, Heated Pool N Spa, vacation rental in Oyster Bay

Villa East.Hamptons Style Villa, Heated Pool N Spa

Rental Home
6 bedrooms
6 bathrooms
Sleeps 6
Match: Sleeps
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Escape to the Hamptons in Style at Villa East, vacation rental in Oyster Bay
Escape to the Hamptons in Style at Villa East, vacation rental in Oyster Bay
Escape to the Hamptons in Style at Villa East, vacation rental in Oyster Bay

Escape to the Hamptons in Style at Villa East

Rental Home
7 bedrooms
8 bathrooms
Sleeps 12
Match: Sleeps
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Jericho Mansion! Hamptons Style Villa, vacation rental in Oyster Bay
Jericho Mansion! Hamptons Style Villa, vacation rental in Oyster Bay
Jericho Mansion! Hamptons Style Villa, vacation rental in Oyster Bay

Jericho Mansion! Hamptons Style Villa

Rental Home
5 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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Showing results 1-48 of 48
Frequently Asked Questions about Oyster Bay