Oceanfront Rentals in Oyster Bay, VA: Compare 10+ Sites & Save

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  6.  Oyster Bay

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108 Best Oceanfront Rentals in Oyster Bay (Starting from $135)

2 Mi to Downtown Tranquil Abode in Chincoteague!
2 Mi to Downtown Tranquil Abode in Chincoteague!
House
Chincoteague, VA, USA
1.3k from Oyster Bay center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$270
Average price / night
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Above The Bay - SFH - WF w/Views Everywhere.  Brand New Home, Linens included
Above The Bay - SFH - WF w/Views Everywhere. Brand New Home, Linens included
House
Chincoteague, VA, 23336, United States
0.7k from Oyster Bay center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$605
Average price / night
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Chincoteague
Chincoteague
House
Chincoteague, VA, USA
2.2k from Oyster Bay center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$292
Average price / night
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Waterfront 5 star:  Ponies!  SAVE! Off season Rates starting at 250.00
Waterfront 5 star: Ponies! SAVE! Off season Rates starting at 250.00
House
Chincoteague, VA, 23336, United States
0.9k from Oyster Bay center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

3 Bedrooms7 Guests
10.0

Exceptional

170 reviews

$536
Average price / night
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Chincoteague Charm Escape with Bikes and Yard Games!
Chincoteague Charm Escape with Bikes and Yard Games!
House
Deep Hole, VA, USA
2.3k from Oyster Bay center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

4 Bedrooms12 Guests
7.0

Good

1 reviews

$203
Average price / night
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Blarney Shores -Waterfront -Pet Friendly - Balconies , No Linens Provided
Blarney Shores -Waterfront -Pet Friendly - Balconies , No Linens Provided
House
Chincoteague, VA, 23336, United States
0.9k from Oyster Bay center

AC, Balcony, Barbecue, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
9.6

Exceptional

18 reviews

$418
Average price / night
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Oyster Bay Hideaway
Oyster Bay Hideaway
House
Deep Hole, VA, USA
2.7k from Oyster Bay center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Family

1 Bedroom5 Guests
New to Booking
$288
Average price / night
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Caribbean Ketch
Caribbean Ketch
House
Deep Hole, VA, USA
2.9k from Oyster Bay center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

1 Bedroom8 Guests
New to Booking
$466
Average price / night
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Waters Edge - Waterfront Vacation Home on Chincoteague Island Virginia
Waters Edge - Waterfront Vacation Home on Chincoteague Island Virginia
House
Chincoteague Island, VA, 23336, United States
1.3k from Oyster Bay center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms12 Guests
9.4

Superb

78 reviews

$452
Average price / night
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Wave Villa
Wave Villa
Apartment
Chincoteague, VA, USA
3.0k from Oyster Bay center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Places to stay, Family

2 Bedrooms6 Guests
9.4

Superb

7 reviews

$147
Average price / night
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Cozy creekside cottage w/fire pit & patio
Cozy creekside cottage w/fire pit & patio
Cottage
Chincoteague, VA, 23336, United States
1.3k from Oyster Bay center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.4

Superb

137 reviews

$325
Average price / night
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Flamingo Villa @ The Reef
Flamingo Villa @ The Reef
Apartment
Chincoteague, VA, USA
3.0k from Oyster Bay center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Places to stay, Self-catering

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$135
Average price / night
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A \"Bay\" Cation - Nice home,LINENS AND TOWELS PROVIDED  Quiet area-  OB2
A \"Bay\" Cation - Nice home,LINENS AND TOWELS PROVIDED Quiet area- OB2
House
Chincoteague, VA, 23336, United States
1.4k from Oyster Bay center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms10 Guests
9.6

Exceptional

19 reviews

$276
Average price / night
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Saltwater Gospel
Saltwater Gospel
House
Deep Hole, VA, USA
3.0k from Oyster Bay center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

1 Bedroom8 Guests
New to Booking
$232
Average price / night
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Eureka! on Deep Hole Creek - Waterfront!  Sleeps 16
Eureka! on Deep Hole Creek - Waterfront! Sleeps 16
House
Chincoteague, VA, 23336, United States
1.5k from Oyster Bay center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Free Parking, Heater

8 Bedrooms16 Guests
9.8

Exceptional

29 reviews

$1993
Average price / night
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Jellystone Park Chincoteague Island
Jellystone Park Chincoteague Island
House
Chincoteague, VA, USA
3.1k from Oyster Bay center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

30 Bedrooms10 Guests
7.6

Good

20 reviews

$240
Average price / night
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A Summer Place  - Water View  - Pet Friendly -  LINENS AND TOWELS PROVIDED
A Summer Place - Water View - Pet Friendly - LINENS AND TOWELS PROVIDED
House
Chincoteague, VA, 23336, United States
1.6k from Oyster Bay center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
7.4

Good

26 reviews

$316
Average price / night
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Key West Cottages
Key West Cottages
Villa
Oyster Bay, Chincoteague, Virginia, USA
3.4k from Oyster Bay center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

38 Bedrooms30 Guests
9.6

Exceptional

339 reviews

$408
Average price / night
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 Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH\n3 decks.
Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH\n3 decks.
House
Chincoteague Island, VA, 23336, United States
2.2k from Oyster Bay center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

153 reviews

$224
Average price / night
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Shore To Please
Shore To Please
House
Birch Town, VA, USA
3.5k from Oyster Bay center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Family

5 Bedrooms10 Guests
New to Booking
$301
Average price / night
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'Chincoteague Charm' Escape w/ Bikes & Yard Games!
'Chincoteague Charm' Escape w/ Bikes & Yard Games!
House
Chincoteague Island, VA, 23336, United States
2.3k from Oyster Bay center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms12 Guests
8.8

Fabulous

29 reviews

$440
Average price / night
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Hailey's Roundhouse - New & Unique Home w/ Water Access!
Hailey's Roundhouse - New & Unique Home w/ Water Access!
House
Chincoteague Island, VA, 23336, United States
2.5k from Oyster Bay center

AC, Dryer, Extra Bed, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms9 Guests
9.2

Superb

5 reviews

$331
Average price / night
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Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!
House
Chincoteague, VA, 23336, United States
2.7k from Oyster Bay center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

8 reviews

$234
Average price / night
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Acorn - Nice home in great location. Big porch. -LINENS AND TOWELS PROVIDED
Acorn - Nice home in great location. Big porch. -LINENS AND TOWELS PROVIDED
House
Chincoteague, VA, 23336, United States
2.7k from Oyster Bay center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.8

Exceptional

11 reviews

$213
Average price / night
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SANDPIPER HOUSE: A Modern Mid-Century Retreat on Piney Island
SANDPIPER HOUSE: A Modern Mid-Century Retreat on Piney Island
House
Chincoteague Island, VA, 23336, United States
2.8k from Oyster Bay center

AC, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

3 Bedrooms8 Guests
9.4

Superb

70 reviews

$258
Average price / night
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Quaint Cottages Near Everything on Beach Road
Quaint Cottages Near Everything on Beach Road
House
Chincoteague, VA, 23336, United States
2.8k from Oyster Bay center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Patio

2 Bedrooms4 Guests
9.4

Superb

40 reviews

$260
Average price / night
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Cozy island cottage with a Key West flair - CLOSEST TO THE BEACH!!!
Cozy island cottage with a Key West flair - CLOSEST TO THE BEACH!!!
Cottage
Chincoteague, VA, 23336, United States
2.9k from Oyster Bay center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

121 reviews

$330
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Oceanfront Rentals in Oyster Bay.

Oyster Bay Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 108 verified oceanfront rentals in Oyster Bay. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Oyster Bay vary depending on the property size, exact beachfront location, and season. Rates typically start from around $135 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Oyster Bay offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Oyster Bay welcome pets. Currently, 27 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Oyster Bay often include features designed for a comfortable coastal stay, such as Oceanfront, Ocean View, and View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.