Eastern Shore Rentals Make Your Vacation Lovely

The Eastern Shore of Virginia is a lovely 70-mile long peninsula that separates Chesapeake Bay from the Atlantic Ocean. This region has small historic towns with picturesque architecture, wandering creeks, beautiful landscape, crabs and clams, making it a wonderful spot for Eastern Shore rentals.

Virginia Eastern Shore Rentals Provide Charming


Here you will find charming scenery that abounds with wildlife, waterfowl, peaceful islands, rustic boats and interesting waterfront communities. You can then relax and enjoy a romantic getaway into one of the Virginia Eastern Shore rentals available.

Think of the Eastern Shore of Virginia as an undiscovered treasure, with few locals and hundreds of miles of shoreline along the bay and ocean. Chincoteague Island, Tangier Island, Onancock and Cape Charles are small waterfront towns that attract tourists. You'll find numerous Eastern Shore vacation rentals in this area.

Eastern Shore Rentals amidst Natural Beauty


Here you will find some very lovely Virginia Eastern Shore rentals located in an outdoor playground amongst quiet towns and fishing villages. The charming town of Chincoteague abounds with crabbing, clamming, and fishing, as well as great places to hike or bike. Vehicle access is restricted on Tangier Island and the closest you’ll get to a vehicle is a golf cart. Bird-watching is another very popular activity in this area.

Eastern Shore Vacation Rentals Offer Extra Amenities


Virginia Eastern Shore rentals really stand out, as far as rentals go. If you’re thinking the coast is more of a must-see than a museum, Eastern Shore rentals are your best shot. The great things about them is that you have so many choices. You could be looking for luxurious villas, beach condos, or Eastern Shore vacation rentals, and you will find the best accommodations that suit you and your friends. Come book one of the Eastern Shore rentals, and you'll be off to a fabulous and relaxing coastal getaway! Search today!

If you didn't find what you were looking for in Eastern Shore, Virginia, try Virginia Beach vacation rentals, which is always one of the most popular vacation destinations in Virginia.

Vacation Rentals Eastern Shore Virginia, Virginia

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Vacation Like Royalty - Glamourous Beachfront Home on Chesapeake Bay

— Property 181237
Eastern Shore Virginia estate rental - Great for weddings, reunions, corporate events
6 Bedrooms, Sleeps 18,
Estate, 6 Bathrooms, 2 Half Baths, beach, waterfront, jacuzzi
Rates - per property (USD)
$3,400 - $4,900/week
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Fisherman's Paradise~~Bring Your Boat~~Parking is Included!

— Property 156988
Eastern Shore Virginia townhome rental - Spectacular Sunsets!
3 Bedrooms, Sleeps 6,
Townhome, 2 Bathrooms, beach, jacuzzi
Rates - per property (USD)
$150 - $180/night
$745 - $995/week
$1,400/month
Calendar Updated Nov 22 2009

Property Review

This was a wonderful vacation and I was very happy with the beautiful home and area that Cape Charles had to offer. I liked the location at the entrance to Kiptopeke State park and so close to the...
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A charming cape cod with a bay view only two houses from the beach!

— Property 252932
Eastern Shore Virginia house rental - A Bayview Beauty Cape Charles
3 Bedrooms, Sleeps 8,
House, 1 Bathroom, 1 Half Bath, beach, town, air-conditioning
Rates - per property (USD)
$125 - $225/night
$685 - $1,320/week
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Herons Cove

— Property 213289
Eastern Shore Virginia house rental - View from Side Porch...Wow!
2 Bedrooms, Sleeps 4,
House, 2 Bathrooms, beach, waterfront, balcony
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Chesapeake Bay: 27 Acres Private Beach

— Property 139965
Eastern Shore Virginia house rental - Sunset
4 Bedrooms, Sleeps 8,
House, 2 Bathrooms, 1 Half Bath, beach, waterfront, pets considered
Rates - per property (USD)
$325 - $375/night
$2,600/week
Calendar Updated Nov 17 2009

Property Review

My husband and I rented this home for a much needed vacation. The house was clean, modern and perfect. We loved the open living rm, dining rm, and kitchen combination. We spent alot of time...
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Luxury Waterfront Home - Pvt dock, wifi, 20% Couples Discount, great fall rates

— Property 119483
Eastern Shore Virginia house rental - Waterfront rental private dock - bring your boat!
4 Bedrooms, Sleeps 12,
House, 2 Bathrooms, 1 Half Bath, beach, waterfront, balcony
Rates - per property (USD)
$1,623/week
Calendar Updated Nov 12 2009

Property Review

Spinnaker, with its close proximity to Chincoteague National Wildlife Refuge and Seashore, is a beautiful quiet spot for a late winter getaway. This was our first trip to Chincoteague Island...
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A Romantic Victorian cottage on your very own island!

— Property 225454
Eastern Shore Virginia cottage rental - The Perfect Getaway
1 Bedroom, Sleeps 3,
Cottage, 1 Bathroom, beach, lake, jacuzzi
Rates - per property (USD)
$175 - $195/night
Calendar Updated Nov 12 2009

Property Review

This little cottage is just what the doctor ordered. It is quiet, peaceful and romantic. Pretty Bird Cottage is almost Disney-like in its quaintness. Every corner of the cottage brings a smile to...
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Luxury Waterfront, 5 Bedrooms, 4 Baths, Sleeps 10, Elevator

— Property 264205
Eastern Shore Virginia house rental - WELCOME TO THE MOORINGS NORTH!
5 Bedrooms, Sleeps 10,
House, 4 Bathrooms, near the ocean, waterfront, balcony
Rates - per property (USD)
$500/night
$1,500 - $3,300/week
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VA Eastern Shore Waterfront Vacation Rental

— Property 178920
Eastern Shore Virginia house rental - Front View of Seagull Retreat
4 Bedrooms, Sleeps 10,
House, 2 Bathrooms, 1 Half Bath, near the ocean, waterfront, pets considered
Rates - per property (USD)
$200/night
$1,000/week
Calendar Updated Nov 10 2009

Property Review

Our week at Seagull's retreat was very enjoyable. We have rented many homes for vacations in the past, and this one far exceeded our expectations. This house was clean and very inviting. The...
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Stay on the waters edge in this relaxing Beachhouse in historic Cape Charles

— Property 224940
Eastern Shore Virginia house rental - Chesapeake Sunset Beauty
5 Bedrooms, Sleeps 5,
House, 4 Bathrooms, 1 Half Bath, beach, resort, jacuzzi
Rates - per property (USD)
$1,800/week
Calendar Updated Nov 10 2009

Property Review

We arrive Saturday and had a couple of issues, not enough towels, hot tub did not work, but they were taken care of by Sunday morning. Beach and fishing pier directly across the street. The town...
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Smooth Sailing Beach Home in Cape Charles

— Property 141129
Eastern Shore Virginia house rental - Smooth Sailing
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, beach, near the ocean, pets considered
Rates - per property (USD)
$100 - $125/night
$600/week
$1,600/month
Calendar Updated Nov 10 2009

Property Review

We spent Fourth of July week at Smooth Sailing, and it was so nice! Quiet, charming town, real "Americana." Cute, comfortable, clean, well-equiped home. Watched fireworks from the front yard. The...
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Chesapeake Bay, Sandy Beach, Beachfront, Peach Cottage

— Property 138011
Eastern Shore Virginia cottage rental - Cottage From the Beach
3 Bedrooms, Sleeps 7,
Cottage, 2 Bathrooms, beach, waterfront, air-conditioning
Rates - per property (USD)
$225/night
$1,400/week
$850/month
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Chesapeake Bay, Sandy Beach, The Purple Cottage

— Property 164039
Eastern Shore Virginia cottage rental - Purple Cottage, Chesapeake Bayfront
2 Bedrooms, Sleeps 4,
Cottage, beach, waterfront, air-conditioning
Rates - per property (USD)
$125/night
$650 - $750/week
$700/month
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Chesapeake Bay, Sandy Beach, Pink Cottage

— Property 164040
Eastern Shore Virginia cottage rental - Exterior Pink Cottage
1 Bedroom, Sleeps 2,
Cottage, 1 Bathroom, beach, waterfront, air-conditioning
Rates - per property (USD)
$160/night
$550/week
$450/month
Calendar Updated Nov 9 2009

Property Review

The little pink cottage was perfect for two! The property did have two other cabins that were close but the cottage was in the back and it was easy for everyone to stay out of each other's way....
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Stunning Waterfront 4BR/ Chesapeake Bay Escape/ Fishing/ Boating

— Property 236881
Eastern Shore Virginia house rental - View from deck
4 Bedrooms, Sleeps 12,
House, 2 Bathrooms, 1 Half Bath, rural, waterfront, balcony
Rates - per property (USD)
$1,200 - $1,400/week
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Runaway on Silver Beach Cove (waterfront) Eco-Friendly - Chesapeake Bay area !

— Property 187417
Eastern Shore Virginia house rental - Enjoy the view from the terrace, deck, or pier
3 Bedrooms, Sleeps 8,
House, 1 Bathroom, 1 Half Bath, rural, waterfront, garden
Rates - per property (USD)
$125 - $150/night
$750/week
$1,800/month
Accepts Online Payments
Calendar Updated Oct 21 2009

Property Review

My husband & I do alot of business travel so for us to not stay in a hotel is a real vacation! Runaway provided the perfect place for us to relax from our normal hectic lives! I was able to read...
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Waterfront Chincoteague Townhouse With Pier!

— Property 121712
Eastern Shore Virginia townhome rental
3 Bedrooms, Sleeps 9,
Townhome, 3 Bathrooms, near the ocean, waterfront, jacuzzi
Calendar Updated Oct 14 2009

Property Review

My first visit to Chincoteague was wonderful. I had always wanted to stay on the island and after a lot of searching, I found Sunset Landing. This home is very spacious, offers spectacular views,...
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Lake Front Home in Golf Community of Bay Creek

— Property 156986
Eastern Shore Virginia house rental - Lake view from back deck
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, 1 Half Bath, beach, downtown, pool
Rates - per property (USD)
$200 - $225/night
$895 - $1,295/week
$2,200/month
Calendar Updated Oct 13 2009

Property Review

Great spacious, modern home. We enjoyed sitting on the deck watching the wildlife at the lake and looking at the starry skies at night. The community is beautifully landscaped, and the kids...
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Chincoteague Condo/Motel - Pool, gym, walk to everything!

— Property 185729
Eastern Shore Virginia condo rental - The Assateague Inn
1 Bedroom, Sleeps 4,
Condo, 1 Bathroom, near the ocean, resort, pool
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Mako on the Bay

— Property 154988
Eastern Shore Virginia house rental
4 Bedrooms, Sleeps 14,
House, 3 Bathrooms, 1 Half Bath, waterfront, pool
Rates - per property (USD)
$325/night
$2,475/week
Calendar Updated Oct 6 2009

Property Review

We really enjoyed this house with all its modern amenities. House came with a bunch of crab traps, and we were able to catch free crabs at the water. Also had canoes that we took out. House is...
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Charming 1886 Victorian Cottage in Historical Cape Charles minutes to Beach

— Property 190650
Eastern Shore Virginia cottage rental - The Cottage
3 Bedrooms, Sleeps 8,
Cottage, 2 Bathrooms, beach, town, tennis court
Rates - per property (USD)
$125 - $165/night
$900 - $1,000/week
$1,200 - $2,500/month
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Gorgeous Private Beach Front Home on the Chesapeake Bay.

— Property 228762
Eastern Shore Virginia house rental - Aerial showing home and beach
3 Bedrooms, Sleeps 15,
House, 3 Bathrooms, 1 Half Bath, beach, jacuzzi
Rates - per property (USD)
$2,500/week
Calendar Updated Sep 23 2009

Property Review

We just returned from a fabulous week at this home. It was the perfect place for us to get away to "be together" as a family. The house was immaculate and well furnished. The layout is very open...
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Charming Beachfront Home in Quaint Historic Town

— Property 247915
Eastern Shore Virginia house rental - Home Front View
4 Bedrooms, Sleeps 8,
House, 3 Bathrooms, beach, waterfront, air-conditioning
Rates - per property (USD)
$1,400 - $1,600/week
Calendar Updated Sep 18 2009

Property Review

My family stayed in this home (Thurs to Mon) during the 2009 Labor Day Holiday. There were seven of us, including an infant. The Good: The house has a bay view with two walkways to the water....
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Charming vacation home in historic Cape Charles, VA by the Chesapeake Bay

— Property 194489
Eastern Shore Virginia house rental - 'Hideaway by the Bay'
3 Bedrooms, Sleeps 9,
House, 2 Bathrooms, 1 Half Bath, beach, near the ocean, garden
Calendar Updated Sep 17 2009

Property Review

Our family (7 total) stayed at Hideaway by the Bay for a weekend fishing trip. The house was everything we expected and more. The house is beautifully decorated and very inviting to have a...
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Kiptopeke Townhome - Adjacent to Kiptopeke State Park

— Property 217615
Eastern Shore Virginia townhome rental - Outside Side View
3 Bedrooms, Sleeps 6,
Townhome, 2 Bathrooms, 1 Half Bath, beach, near the ocean, garden
Rates - per property (USD)
$875/week
$1,600/month
Calendar Updated Sep 16 2009

Property Review

My stay was from 7/18/09 to 7/25/09. This vacation home was perfect. Clean, plenty of roo. Near beach and fishing. I look forward to returning next year.
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Cool Season Special: 11 days for $800. Thanksgiving & Christmas still available

— Property 252470
Eastern Shore Virginia cottage rental - Wide town beach with shallow warm water
2 Bedrooms, Sleeps 6,
Cottage, 1 Bathroom, beach, rural, air-conditioning
Rates - per property (USD)
$800 - $1,000/week
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Channel side - A Waterfront Home on Assateague Channel

— Property 132947
Eastern Shore Virginia house rental - Rear View of Decks and Hot Tub
4 Bedrooms, Sleeps 8,
House, 4 Bathrooms, 2 Half Baths, beach, waterfront, terrace
Rates - per property (USD)
$300 - $400/night
$1,600 - $3,400/week
$3,000/month
Calendar Updated Sep 8 2009

Property Review

Upon arrival we found the house to be very clean and well stocked. The house is huge and very comfortable. Three couples and 5 children were very well accommodated including beds, bathrooms,...
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Luxury 9 Acre Waterfront Estate With Dock

— Property 136977
Eastern Shore Virginia house rental - Decks off every room in the house
3 Bedrooms, Sleeps 8,
House, 3 Bathrooms, 1 Half Bath, beach, waterfront, garden
Calendar Updated Sep 2 2009

Property Review

This is one of the most relaxing vacations we've ever had. The house was wonderful. Very well maintained and clean. The bird watching was wonderful and the barrier islands were just a short...
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Charming waterfront home with spectacular sunsets and boat slip

— Property 179453
Eastern Shore Virginia house rental - Front View
5 Bedrooms, Sleeps 10,
House, 3 Bathrooms, 1 Half Bath, rural, waterfront, pool
Rates - per property (USD)
$2,000 - $3,500/week
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Spectacular Waterfront Views of the lighthouse, ponies, dolphin

— Property 190830
Eastern Shore Virginia townhome rental - View from lower deck
2 Bedrooms, Sleeps 6,
Townhome, 2 Bathrooms, 1 Half Bath, near the ocean, waterfront, tennis court