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Eastern Shore of Virginia Vacation Rentals

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Our top choices for Eastern Shore of Virginia vacation rentals

1. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (668 reviews)
"First time here and we absolutely loved it."
United States
Melissa
The price is CA $271
CA $304 total
includes taxes & fees
Nov 29 - Nov 30
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
Accomac
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful property, very accommodating hosts, ideal location for our visit. We look forward to future visits "
United States
Deborah G.
The price is CA $213
CA $499 total
includes taxes & fees
Nov 2 - Nov 3
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3

3. The Lilliston - Short Stays on Market

The Lilliston - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (7 reviews)
"This was a wonderful, large and beautiful accommodation. It was quite the surprise to find in such an exceptional bayside harbor town. Everything was incredibly clean and modern and comfortable."
United States
Jacob P.
The price is CA $118
CA $338 total
includes taxes & fees
Nov 1 - Nov 2
The Lilliston - Short Stays on Market

4. Virginia Landing RV Campground

Virginia Landing RV Campground
2.0 star property
Quinby
8.0 out of 10, Very good, (38 reviews)
"If you’re looking for a resort atmosphere, this isn’t it—and that’s exactly the point. If you want a beautiful, peaceful place to reset, unplug, and escape for a while, you’ve just hit the jackpot. Every second of our stay was perfect. I read all of the reviews beforehand, so I knew what to expect and came prepared. It was everything I hoped it would be and more. We will absolutely be back—without a single doubt."
United States
Nicole
Virginia Landing RV Campground

5. ESVA Down by the Sea & Pet Friendly

ESVA Down by the Sea & Pet Friendly
Onancock
9.8 out of 10, Exceptional, (7 reviews)
"This was great place, especially since we need to make our reservation on short notice. Everything we needed for ourselves and our cats was there and it really is convenient to town and shopping. It snowed while we were there so it wasn’t exactly beach weather, but it was cozy."
United States
Marc W.
The price is CA $155
CA $454 total
includes taxes & fees
Nov 11 - Nov 12
ESVA Down by the Sea & Pet Friendly

6. Oyster Oasis, Modern Loft in Historic Downtown

Oyster Oasis, Modern Loft in Historic Downtown
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (16 reviews)
"First time in Cape Charles! Our stay was perfect, great location and wonderful amenities!!"
United States
Julia G.
The price is CA $303
CA $609 total
includes taxes & fees
Nov 21 - Nov 22
Oyster Oasis, Modern Loft in Historic Downtown

7. Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Accomac
10.0 out of 10, Exceptional, (28 reviews)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
The price is CA $213
CA $445 total
includes taxes & fees
Nov 4 - Nov 5
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

8. Beautifully Renovated Cottage

Beautifully Renovated Cottage
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (13 reviews)
"Great renovation with open downstairs design and upstairs rain shower was a big hit. Minutes away from beach and downtown!! Will definitely stay again."
United States
Wayland A.
The price is CA $145
CA $785 total
includes taxes & fees
Nov 4 - Nov 5
Beautifully Renovated Cottage

9. Cape Haven - Condo 1.5 Blocks from Beach

Cape Haven - Condo 1.5 Blocks from Beach
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (51 reviews)
"Was wonderful..so close to everything..property was great ..had everything you need"
United States
Donna L.
The price is CA $138
CA $696 total
includes taxes & fees
Nov 2 - Nov 3
Cape Haven - Condo 1.5 Blocks from Beach

10. Family Getaway~ Game/Bunk Room~ King Bed~ Firepit!

Family Getaway~ Game/Bunk Room~ King Bed~ Firepit!
Cape Charles
The price is CA $154
CA $202 total
includes taxes & fees
Nov 2 - Nov 3
Family Getaway~ Game/Bunk Room~ King Bed~ Firepit!

11. Walk to Dining, Beach & Park~Family Friendly Home!

Walk to Dining, Beach & Park~Family Friendly Home!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (8 reviews)
"The close proximity to the park was perfect for our children and walking our dog"
United States
Jeff
The price is CA $166
CA $498 total
includes taxes & fees
Nov 11 - Nov 12
Walk to Dining, Beach & Park~Family Friendly Home!

12. 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!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (8 reviews)
"Very clean and comfortable close to the beach and downtown. It was the perfect location. We had a lovely time at the beach and strolling through the shops. Great for a 3 day getaway"
United States
Doreen G.
The price is CA $140
CA $540 total
includes taxes & fees
Nov 2 - Nov 3
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!

13. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.2 out of 10, Wonderful, (26 reviews)
"Peaceful and quiet with amazing views!"
United States
Eileen D.
The price is CA $220
CA $614 total
includes taxes & fees
Nov 2 - Nov 3
Smith Beach cottage w/ private sunset

14. 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!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful stay and cute cottage and location"
United States
Elsie W.
The price is CA $193
CA $612 total
includes taxes & fees
Nov 4 - Nov 5
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

15. Tiny House close to the Beaches of Cape Charles

Tiny House close to the Beaches of Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (1 review)
"I enjoyed staying here, solid place!"
United States
Charles B.
The price is CA $348
CA $446 total
includes taxes & fees
Nov 3 - Nov 4
Tiny House close to the Beaches of Cape Charles

16. Walk 2 Beach & Restaurants~Central Park~ King Bed!

Walk 2 Beach & Restaurants~Central Park~ King Bed!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (13 reviews)
"We really enjoyed this spot and look forward to returning! The hosts were very responsive and nearby should something come up. When we arrived there were items for us from the local bakery and the house is was stocked in a thoughtful way which allows you to pack lightly. Park proximity and a short beach walk was perfect. Sets a high bar for a pet friendly stay!"
United States
Alex and Celena M.
The price is CA $166
CA $493 total
includes taxes & fees
Nov 2 - Nov 3
Walk 2 Beach & Restaurants~Central Park~ King Bed!

17. The Peach St. House - 1 Block to Park and Shops, close to beach!

The Peach St. House - 1 Block to Park and Shops, close to beach!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (16 reviews)
"The peach Street house was perfect for our girls trip. Beds were very comfortable, house is adorable. Host was great to communicate with. Perfect location!!"
United States
Joyce E.
The price is CA $157
CA $647 total
includes taxes & fees
Oct 31 - Nov 1
The Peach St. House - 1 Block to Park and Shops, close to beach!

18. First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!

First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!
Tower Hill
The price is CA $167
CA $612 total
includes taxes & fees
Nov 4 - Nov 5
First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!

19. The Captain's Quarters located in Cape Charles, VA offers breathtaking views.

The Captain's Quarters located in Cape Charles, VA offers breathtaking views.
Cape Charles
9.8 out of 10, Exceptional, (82 reviews)
"Very nice views of the water. Great location, close to town and restaurants."
United States
Bart
The price is CA $350
CA $501 total
includes taxes & fees
Oct 30 - Oct 31
The Captain's Quarters located in Cape Charles, VA offers breathtaking views.

20. Restored 1930’s Tiny Home 3 min to Cape Charles

Restored 1930’s Tiny Home 3 min to Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (1 review)
"Loved this small vacation village of tiny houses for a weekend getaway!"
United States
Kevin B.
The price is CA $303
CA $387 total
includes taxes & fees
Nov 1 - Nov 2
Restored 1930’s Tiny Home 3 min to Cape Charles
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Eastern Shore of Virginia Hotel Reviews

Find out more about Eastern Shore of Virginia

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.