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

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38 Beach Home 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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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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Historic Family Vacation Home with Golf Cart
Historic Family Vacation Home with Golf Cart
House
Chincoteague, VA, 23336, United States
1.5k from Oyster Bay center

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

3 Bedrooms8 Guests
9.4

Superb

8 reviews

$271
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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Waterfowl Watch Cottage - Chincoteague Island Quiet area,bikes, Spend Christmas
Waterfowl Watch Cottage - Chincoteague Island Quiet area,bikes, Spend Christmas
Cottage
Chincoteague, VA, 23336, United States
1.8k from Oyster Bay center

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

2 Bedrooms6 Guests
10.0

Exceptional

17 reviews

$210
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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'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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Misty Manor! Updated Cottage Near Beach! Water Access, Linens Included!
Misty Manor! Updated Cottage Near Beach! Water Access, Linens Included!
House
Chincoteague, VA, 23336, United States
3.0k from Oyster Bay center

AC, Barbecue, Dryer, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$510
Average price / night
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Surfers Villa
Surfers Villa
Villa
Chincoteague, VA, 23336, United States
3.0k from Oyster Bay center

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

2 Bedrooms4 Guests
9.6

Exceptional

14 reviews

$285
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 Beach Rentals in Oyster Bay.

Oyster Bay Beach Rentals on the Map

Frequently Asked Questions

You can explore 38 verified beach rentals in Oyster Bay. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Oyster Bay vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $135 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Oyster Bay offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Oyster Bay welcome pets. Currently, 11 listings allow pets, although policies may vary by property. It’s also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it’s recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Oyster Bay often include amenities designed for coastal living, such as Ocean View, View, and Fireplace/Heating. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It’s best to review the amenities section of each listing to confirm what is included and plan accordingly.