Naramata Wineries - Vacation Rentals in Piney Island

‘Beach Bay Pony Place’ w/Ponies: 1 Mi to Water! From US $201
         

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10.0 (5 Reviews)
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Harbor House @ The Reef From US $432
         

10.0 (3 Reviews)
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Seahorse Shanty From US $396
         

10.0 (2 Reviews)
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Beach House @ The Reef From US $172
         

10.0 (2 Reviews)
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The Haven - Waterfront with private dock! From US $445
         

10.0 (1 Review)
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2 Mi to Downtown: Tranquil Abode in Chincoteague! From US $443
         

Chincoteague From US $410
         

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10.0 (1 Review)
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Luxury Places to Stay in Piney Island

Over 264+ Luxury Places to Stay in or Near Piney Island
June's Retreat - Waterfront; Boat dock! From US $1,092
         

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Lookout on Main From US $906
         

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La Dolce Vita - Waterfront with boat dock! From US $834
         

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La Vie - Waterfront, boat dock & Pool! From US $733
         

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Belle Vue From US $650
         

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Gray Pearl From US $634
         

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Marsh Madness From US $630
         

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Blue Marlin - Pet friendly with Private Dock! From US $611
         

Top-Rated Vacation Rentals with a Pool in Piney Island

Over 41+ Top-Rated Vacation Rentals with a Pool in or Near Piney Island
Bellas Beach Retreat - Assateague Inn 211 From US $222
         

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10.0 (1 Review)
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Key West Cottages From US $520
         

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9.6 (393 Reviews)
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Hampton Inn & Suites Chincoteague-Waterfront, Va From US $303
         

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9.5 (199 Reviews)
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Spark by Hilton Chincoteague Island From US $157
         

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9.5 (149 Reviews)
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Shipwreck Villa @ The Reef From US $147
         

9.5 (2 Reviews)
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Surfers Villa From US $147
         

9.5 (2 Reviews)
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Sea Shell Motel From US $220
         

9.4 (152 Reviews)
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Wave Villa From US $147
         

9.4 (7 Reviews)
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Pet-Friendly Vacation Rentals in Piney Island

Over 76+ Pet-Friendly Vacation Rentals in or Near Piney Island
Island Estate - Pet friendly, private pool & dock! From US $300
         

10.0 (1 Review)
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Hill House - Pet friendly, In town with water views! From US $240
         

10.0 (1 Review)
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Horseshoe Haven From US $178
         

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9.0 (1 Review)
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Cozy creekside cottage w fire pit & patio From US $254
         

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8.9 (11 Reviews)
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Channel Bass Inn and Restaurant From US $213
         

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7.9 (73 Reviews)
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Sunset Bay Cottage - Main Street charm with water views! From US $288
         

6.3 (3 Reviews)
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Island Retreat From US $246
         

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6.0 (1 Review)
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Large Vacation Homes & Villas in Piney Island

Over 39+ Large Vacation Homes & Villas in or Near Piney Island
Jellystone Park Chincoteague Island From US $240
         

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8.0 (46 Reviews)
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Cedar Cove - Waterfront home with Fire pit! From US $583
         

The Salty Scottie From US $548
         

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Paradise View From US $547
         

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Carriage House From US $517
         

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Amistad From US $492
         

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Wheelchair Accessible Vacation Homes in Piney Island

Over 6+ Wheelchair Accessible Vacation Homes in or Near Piney Island
Island Resort From US $240
         

9.2 (449 Reviews)
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Marina Bay Hotel & Suites, an Ascend Collection Hotel From US $173
         

Waterside Inn From US $183
         

8.5 (302 Reviews)
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Anchor Inn From US $125
         

8.4 (392 Reviews)
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Atlantic Shores Inn and Suites From US $155
         

8.0 (830 Reviews)
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Piney Island Vacation Rentals and Airbnb Places to Stay Under $200

Over 34+ Piney Island Vacation Rentals and Airbnb Places to Stay Under $200
Sandpiper Retreat Chincoteague Island APT-A From US $135
         

9.8 (4 Reviews)
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Gone Coastal - Pet friendly with screened porch! From US $114
         

9.0 (1 Review)
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Assateague Inn 206-S From US $164
         

8.7 (3 Reviews)
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Channel Watch - Waterfront home with private Pier! From US $168
         

8.0 (1 Review)
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Victorian Cottage From US $198
         

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Ryokan - Water views, Shared Boat Launch! From US $192
         

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About Piney Island Vacation Rentals

With more than 273 Piney Island vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Naramatawineries and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Piney Island.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Naramatawineries Piney Island, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Piney Island. Places to stay near Piney Island are 317.2 ft² on average, with prices averaging US $338 a night.

Naramatawineries makes it easy and safe to find and compare vacation rentals in Piney Island with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Piney Island

Type Count
Vacation Homes 228
Holiday Apartments 27
Hotels 16
B&B 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Piney Island

Pro Tip: Naramatawineries makes it easy to compare the best listings on Naramatawineries homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Naramatawineries homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Piney Island.

Weather in Piney Island

View the weather forecast for Piney Island before booking your Piney Island Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Piney Island Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Piney Island?

There are a lot of options in Piney Island. If you plan on staying in the Piney Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Piney Island:

How many vacation rentals are available in Piney Island?

Currently, the total number of properties listed in 2026 is over 273 in the Piney Island area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Piney Island.