Short-Term Rentals in Piney Island, VA: Compare 10+ Sites & Save

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  3.  USA

  4.  Virginia

  5.  Chincoteague
  6.  Piney Island

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941 Best Short-Term Rentals in Piney Island (Starting from $168)

Island Sunrise - Pet friendly, waterfront duplex!
Island Sunrise - Pet friendly, waterfront duplex!
House
Deep Hole, VA, USA
0.1k from Piney Island center

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

3 Bedrooms8 Guests
New to Booking
$522
Average price / night
Check Availability
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
0.1k from Piney Island 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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Channel Watch - Waterfront home with private Pier!
Channel Watch - Waterfront home with private Pier!
House
Deep Hole, VA, USA
0.2k from Piney Island center

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

3 Bedrooms7 Guests
8.0

Good

1 reviews

$168
Average price / night
Check Availability
Ohana Sunrise - VERY NICE 3BR, Close to the beach - Linens & Towels provided
Ohana Sunrise - VERY NICE 3BR, Close to the beach - Linens & Towels provided
House
Chincoteague, VA, 23336, United States
0.1k from Piney Island center

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

3 Bedrooms6 Guests
8.0

Good

2 reviews

$220
Average price / night
Check Availability
Southern Exposure - Waterfront with boat dock!
Southern Exposure - Waterfront with boat dock!
House
Deep Hole, VA, USA
0.2k from Piney Island center

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

4 Bedrooms7 Guests
New to Booking
$529
Average price / night
Check Availability
Hummingbird Haven- 3BR Home | Close to Beach
Hummingbird Haven- 3BR Home | Close to Beach
House
Chincoteague Island, VA, 23336, United States
0.1k from Piney Island center

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

3 Bedrooms6 Guests
New to Booking
$211
Average price / night
Check Availability
Chincoteague
Chincoteague
House
Chincoteague, VA, USA
0.2k from Piney Island 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 Living at its finest on Chincoteague Island!
Waterfront Living at its finest on Chincoteague Island!
House
Chincoteague, VA, 23336, United States
0.1k from Piney Island center

AC, Balcony, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
9.0

Fabulous

34 reviews

$360
Average price / night
Check Availability
The Happy Crab
The Happy Crab
House
Deep Hole, VA, USA
0.2k from Piney Island center

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

1 Bedroom6 Guests
New to Booking
$381
Average price / night
Check Availability
Edie's Folly - Water View -Screen Porch-NO LINENS AND TOWELS PROVIDED
Edie's Folly - Water View -Screen Porch-NO LINENS AND TOWELS PROVIDED
House
Chincoteague, VA, 23336, United States
0.1k from Piney Island center

AC, Balcony, Barbecue, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms9 Guests
10.0

Exceptional

4 reviews

$469
Average price / night
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Channel Watch | Assateague Channel Waterfront w/ Private Dock, Screened Porch, Balconies & Sunrises
Channel Watch | Assateague Channel Waterfront w/ Private Dock, Screened Porch, Balconies & Sunrises
House
Chincoteague Island, VA, 23336, United States
0.1k from Piney Island center

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

3 Bedrooms7 Guests
New to Booking
$359
Average price / night
Check Availability
Cedar Haven
Cedar Haven
House
Deep Hole, VA, USA
0.4k from Piney Island center

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

1 Bedroom6 Guests
New to Booking
$399
Average price / night
Check Availability
Island Sunrise | Waterfront w/ Deep Water Dock, Assateague Views, 3 Decks + Pet Friendly
Island Sunrise | Waterfront w/ Deep Water Dock, Assateague Views, 3 Decks + Pet Friendly
House
Chincoteague Island, VA, 23336, United States
0.1k from Piney Island center

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

3 Bedrooms8 Guests
9.4

Superb

3 reviews

$436
Average price / night
Check Availability
Shackeau East
Shackeau East
House
Deep Hole, VA, USA
0.4k from Piney Island center

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

1 Bedroom4 Guests
New to Booking
$213
Average price / night
Check Availability
Silver Thatch -4BR home , enclosed sun porch.  Close to the beach. NO LINENS
Silver Thatch -4BR home , enclosed sun porch. Close to the beach. NO LINENS
House
Chincoteague, VA, 23336, United States
0.2k from Piney Island center

AC, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking, TV

4 Bedrooms8 Guests
8.0

Good

7 reviews

$269
Average price / night
Check Availability
Slack Tide
Slack Tide
House
Deep Hole, VA, USA
0.4k from Piney Island center

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

1 Bedroom8 Guests
New to Booking
$325
Average price / night
Check Availability
The Happy Crab - Waterfront on Chincoteague Island!
The Happy Crab - Waterfront on Chincoteague Island!
House
Chincoteague Island, VA, 23336, United States
0.2k from Piney Island center

AC, Balcony, Barbecue, Dryer, Heater, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
9.0

Fabulous

16 reviews

$400
Average price / night
Check Availability
Teague Time
Teague Time
House
Chincoteague, VA, USA
0.4k from Piney Island center

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

1 Bedroom6 Guests
New to Booking
$331
Average price / night
Check Availability
Mermaid Manor- 4BR Waterfront | Private Pier | Close to Beach
Mermaid Manor- 4BR Waterfront | Private Pier | Close to Beach
House
Chincoteague, VA, 23336, United States
0.3k from Piney Island center

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

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$555
Average price / night
Check Availability
Shady Side - Water access, screened porch!
Shady Side - Water access, screened porch!
House
Deep Hole, VA, USA
0.5k from Piney Island center

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

4 Bedrooms10 Guests
New to Booking
$216
Average price / night
Check Availability
 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
0.3k from Piney Island center

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

3 Bedrooms6 Guests
10.0

Exceptional

153 reviews

$224
Average price / night
Check Availability
Avocet- Shared Community Water Access, Close to Beach.
Avocet- Shared Community Water Access, Close to Beach.
House
Chincoteague, VA, 23336, United States
0.3k from Piney Island center

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

3 Bedrooms10 Guests
New to Booking
$191
Average price / night
Check Availability
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
0.3k from Piney Island center

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

2 Bedrooms4 Guests
9.8

Exceptional

11 reviews

$213
Average price / night
Check Availability
The Blue Heron- Close to Beach. Shared Community Water Access.
The Blue Heron- Close to Beach. Shared Community Water Access.
House
Chincoteague, VA, 23336, United States
0.3k from Piney Island center

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

4 Bedrooms8 Guests
New to Booking
$327
Average price / night
Check Availability
Closest Community to the Beach!
Closest Community to the Beach!
House
Chincoteague Island, VA, 23336, United States
0.4k from Piney Island center

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

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$261
Average price / night
Check Availability
Stoney Point by Seaside Vacations & Sales
Stoney Point by Seaside Vacations & Sales
House
Chincoteague Island, VA, 23336, United States
0.4k from Piney Island center

AC, Balcony, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
9.8

Exceptional

14 reviews

$1091
Average price / night
Check Availability
Slack Tide is a wonderful 3 Bedroom/2 Bath Pet-Friendly Vacation Home on Chincot
Slack Tide is a wonderful 3 Bedroom/2 Bath Pet-Friendly Vacation Home on Chincot
House
Chincoteague Island, VA, 23336, United States
0.4k from Piney Island center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms8 Guests
9.8

Exceptional

51 reviews

$292
Average price / night
Check Availability

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 Short-Term Rentals in Piney Island.

Stay Near Piney Island's Top Attractions

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Piney Island Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 941 verified short-term rentals in Piney Island, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Piney Island vary depending on location, property size, and travel dates. Rates typically start from around $168 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Piney Island include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Piney Island, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Piney Island often include amenities such as Fireplace/Heating, Internet, and Kitchen, providing a comfortable and convenient stay.

Short-term rentals in Piney Island are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.