Search Vacation Homes in Eastern Shore of Virginia

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Check prices for these dates

Next weekend
24 Jan - 26 Jan
In two weeks
31 Jan - 2 Feb
In one month
14 Feb - 16 Feb
In two months
14 Mar - 16 Mar

Compare 683 Vacation Homes in Eastern Shore of Virginia with updated reviews, rates, and availability.

Blufin Bungalows & Marina
Reception

Blufin Bungalows & Marina

3.0 star property
9.4 out of 10, Exceptional, (85)
"Great stay! Our family had a great time!"
Blufin Bungalows & Marina
The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach
20 Kings Bay Drive - Front View

The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach

10.0 out of 10, Exceptional, (12)
"Had a great time at the strand. Property was immaculate and as advertised. The included golf carts are a huge bonus and it’s nice to not have a hidden $650 “host fee” like most other properties on here. Will be back for sure. "
The price is AED 1,175
AED 3,645 total
includes taxes & fees
19 Jan - 20 Jan
The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach
Oyster Shack - true gem in heart of downtown!

Oyster Shack - true gem in heart of downtown!

2.0 star property
Oyster Shack - true gem in heart of downtown!
The purple door at the bay.
Exterior

The purple door at the bay.

9.4 out of 10, Exceptional, (39)
"We enjoyed our stay at the Purple Door. The views were spectacular and we enjoyed sitting on the deck. My husband taught my daughter to fish and she loved the dock area. We did use the amenities at Captain’s Cove and drove out to Assateague Island to see the horses. The location is tucked away from major attractions but we got used to the drive after the first day. The neighbors were friendly. Enjoyed our stay !"
The price is AED 643
AED 1,726 total
includes taxes & fees
19 Jan - 20 Jan
The purple door at the bay.
Key Lime Cottage: Your Cape Charles Beachside Retreat
Welcome to Key Lime Cottage Circa 1926 204 Madison Ave, Cape Charles, VA 23310

Key Lime Cottage: Your Cape Charles Beachside Retreat

10.0 out of 10, Exceptional, (37)
"Great place to stay. Very clean and perfect size for three to four couples "
Key Lime Cottage: Your Cape Charles Beachside Retreat
Family Rental, Best location to Central Park and beach!
Welcome!

Family Rental, Best location to Central Park and beach!

10.0 out of 10, Exceptional, (26)
"Great "
Family Rental, Best location to Central Park and beach!
Cape Charles Newly Updated Family-friendly Beach House, 1 Block to Private Beach
Exterior

Cape Charles Newly Updated Family-friendly Beach House, 1 Block to Private Beach

10.0 out of 10, Exceptional, (20)
"This house is nicely decorated and well appointed. The kitchen is fully furnished with all the necessary equipment and plate ware. The furniture is comfortable and high quality. The garages are also equipped with beach equipment, games, and an excellent golf cart (extra fee for use)."
Cape Charles Newly Updated Family-friendly Beach House, 1 Block to Private Beach
🍑 The Peach St. House - 1 Block to Park and Shops, close to beach!
The front porch of the Peach House

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

9.8 out of 10, Exceptional, (9)
"This beautiful was in the perfect location in Cape Charles. 10/10"
🍑 The Peach St. House - 1 Block to Park and Shops, close to beach!
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
Machipongo Vacation Rental | 4BR | 2.5BA | 2,925 Sq Ft | Step-Free Access

Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks

10.0 out of 10, Exceptional, (4)
"We had a great time and stay at this property!! Would love to stay here again!"
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
Just One House From The Beach Barefoot Bungalow Offers A Sweet Beach Vacation

Just One House From The Beach Barefoot Bungalow Offers A Sweet Beach Vacation

10.0 out of 10, Exceptional, (41)
"Our family greatly enjoyed staying here. Easy process. The Property is well-maintained and has a great deal of amenities that we utilized. Would absolutely stay here again!"
Just One House From The Beach Barefoot Bungalow Offers A Sweet Beach Vacation
Newly renovated home just steps from the beach!
Exterior

Newly renovated home just steps from the beach!

10.0 out of 10, Exceptional, (49)
"This was our second stay at Sandcastle. Great location and place to stay! Missed some amenities like a TV in bedrooms at night and a simple hair dryer. Could not have been much better though all and all! great stay"
Newly renovated home just steps from the beach!
Classically Current | Chesapeake Properties

Classically Current | Chesapeake Properties

9.8 out of 10, Exceptional, (84)
"We have booked this property now three times for our large family and it's perfect for us everytime! Will book again next year."
Classically Current | Chesapeake Properties
Chincoteague Island Creekside Cottage
Welcome to our Creekside Cottage!

Chincoteague Island Creekside Cottage

9.4 out of 10, Exceptional, (3)
"House was very clean and beautiful kitchen well laid out with everything you need for cooking etc. Plenty of room for everyone here. Only thing missing is outside shower. "
Chincoteague Island Creekside Cottage
Sunset Shores | Chesapeake Properties

Sunset Shores | Chesapeake Properties

10.0 out of 10, Exceptional, (2)
Sunset Shores | Chesapeake Properties
Hidden Gem! Clean & Cozy and Family Friendly!
Chincoteague Bay

Hidden Gem! Clean & Cozy and Family Friendly!

9.6 out of 10, Exceptional, (54)
"Overall our stay here was great. The house was clean, and the furniture and beds were comfortable. The rooms are spacious. The only negatives for us were the very low water pressure in the shower, and having to park under a pine tree that dropped needles and sap all over our cars. All my interactions with the owner were great. "
Hidden Gem! Clean & Cozy and Family Friendly!
Nassawadox Creek Waterfront Home with Private Pool
Dock onto Nassawadox Creek - 3 feet at low tide, 4 feet at high tide.

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (39)
"This is a beautiful house and Nancy is an outstanding host. We enjoyed sitting by the pool and birdwatching. My wife wanted to take the scenic main room home with us. "
Nassawadox Creek Waterfront Home with Private Pool
Oyster Bay Hideaway on Chincoteague Island!
Welcome to Oyster Bay Hideaway in the heart of Chincoteague Island.

Oyster Bay Hideaway on Chincoteague Island!

10.0 out of 10, Exceptional, (8)
"It was great!"
Oyster Bay Hideaway on Chincoteague Island!
The Brass Crab - Check in/out any day!
Welcome to your vacation

The Brass Crab - Check in/out any day!

10.0 out of 10, Exceptional, (144)
"Nice property with lots of space."
The Brass Crab - Check in/out any day!
Water's Edge on Chincoteague Island!
Welcome to Water's Edge perched on the Chincoteague Bay - Water Access and a Boat Slip!

Water's Edge on Chincoteague Island!

9.8 out of 10, Exceptional, (18)
"Wonderfully comfortable property conveniently located within walking distance to downtown shops and restaurants. Lots of opportunities to see beautiful sunsets from the porch!"
Water's Edge on Chincoteague Island!
Lily Pad on Chincoteague Island - Lighthouse Views and Pet Friendly!
Lily Pad has lovely Views of the Assateague Lighthouse!

Lily Pad on Chincoteague Island - Lighthouse Views and Pet Friendly!

9.4 out of 10, Exceptional, (43)
"Great place for the price. 10/10 stay. Only small complaint is that the patio furniture, fridge, and radiators are older and have visible rust damage (but still work fine) and the floors were dirty when we arrived"
Lily Pad on Chincoteague Island - Lighthouse Views and Pet Friendly!
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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Other property types in Eastern Shore of Virginia

Key West Cottages
Exterior

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (315)
"Beautiful accommodations! Helpful staff and quaint little town! "
The price is AED 443
AED 498 total
includes taxes & fees
2 Feb - 3 Feb
Key West Cottages
Shackeau East - Magnificent Views!
Popular 'Shackeau East' is not part of the Seaside Vacations' Family!

Shackeau East - Magnificent Views!

9.8 out of 10, Exceptional, (8)
"Three nights, me and my hubby. Found the property easily. Clean. Decorated and comfortable. Disappointed that we didn’t have access to a working fireplace. Would have been nice on a cool windy evening but otherwise nice n warm. Loved the huge front deck wrapped myself in a quilt and read in the sunshine enjoying the peace and water view. "
Shackeau East - Magnificent Views!
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
Exterior

Island Breeze Cottage w/ screened porch. Water view! Quiet location!

9.8 out of 10, Exceptional, (275)
"Clean and quiet. Efficient use of space"
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
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.