
Eastern Shore of Virginia Holiday Rentals
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Our top choices for Eastern Shore of Virginia holiday rentals

1. Key West Cottages
Key West Cottages
2. Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
3. The Harbour - Short Stays on Market
The Harbour - Short Stays on Market
4. Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
5. Family Getaway~ Game/Bunk Room~ King Bed~ Firepit!
Family Getaway~ Game/Bunk Room~ King Bed~ Firepit!
6. Oyster Oasis, Modern Loft in Historic Downtown
Oyster Oasis, Modern Loft in Historic Downtown
7. Cape Haven - Condo 1.5 Blocks from Beach
Cape Haven - Condo 1.5 Blocks from Beach
8. Mason Ave Beach Cottage ~ Fire Pit + Outdoor Shower!
Mason Ave Beach Cottage ~ Fire Pit + Outdoor Shower!
9. Angler’s Dream: Oyster VA Farmhouse w/ Water Views, Boat Ramp & Outdoor Shower
Angler’s Dream: Oyster VA Farmhouse w/ Water Views, Boat Ramp & Outdoor Shower
10. NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!
11. The Waverly Tree House
The Waverly Tree House
12. Walk to Dining, Beach & Park~Family Friendly Home!
Walk to Dining, Beach & Park~Family Friendly Home!
13. First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!
First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!
14. Oyster Harbor Cottage – Where the Only Limit Is Your Imagination
Oyster Harbor Cottage – Where the Only Limit Is Your Imagination
15. Crab Crib Loft in Historic Downtown Cape Charles
Crab Crib Loft in Historic Downtown Cape Charles
16. Palm Villa
Palm Villa
17. Marvelous Farm house style with 3-bedrooms in charming Cape Charles
Marvelous Farm house style with 3-bedrooms in charming Cape Charles
18. New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!
19. Smith Beach cottage w/ private sunset
Smith Beach cottage w/ private sunset
20. Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!Find holiday rentals that suit your style
Top Eastern Shore of Virginia Hotel Reviews

Hampton Inn & Suites Exmore - Eastern Shore
Find out more about Eastern Shore of Virginia
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Eastern Shore of Virginia holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Eastern Shore of Virginia. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Eastern Shore of Virginia. Seeing all the best attractions is bound to make you fall in love with Eastern Shore of Virginia. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Eastern Shore of Virginia short-term rentals, that won’t be hard to do.
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