Eastern Shore of Virginia holiday homes

We found 1,151 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Eastern Shore of Virginia

Showing deals for:1 Jan - 8 Jan

Dinning Area Photo 2
From Living Room lake view
Sun Room - Photo 1
Living Room Photo 1
Excellent
(8 reviews)

Peaceful Entire 4 BR 2 BA Cabin with AC, WiFi, Pond View, Recreational room

Marion Station

16% off
NZ$3,229
for 7 nights, 1 cabin
NZ$461 per night
includes taxes & fees
Peaceful Entire 4 BR 2 BA Cabin with AC, WiFi, Pond View, Recreational room
Newly expanded rear deck
Beach
Front left corner of home.
Pool
Exceptional
(48 reviews)

Family vacation retreat w/ In-ground Pool with private Chesapeake Bay access!

Cape Charles

8% off
NZ$10,836
for 7 nights, 1 home
NZ$1,548 per night
includes taxes & fees
Family vacation retreat w/ In-ground Pool with private Chesapeake Bay access!
Marina
Pool
Living area
Private kitchen
Exceptional
(23 reviews)

1BR Waterfront cottage with a view of the wild Chincoteague ponies!

Chincoteague

8% off
NZ$5,989
for 7 nights, 1 cottage
NZ$856 per night
includes taxes & fees
1BR Waterfront cottage with a view of the wild Chincoteague ponies!
Interior
Marina
Property grounds
Room
Exceptional
(58 reviews)

2BR Waterfront Cottage with the Most Spectacular View of lighthouse!

Chincoteague

8% off
NZ$4,093
for 7 nights, 1 cottage
NZ$585 per night
includes taxes & fees
2BR Waterfront Cottage with the Most Spectacular View of lighthouse!
Living area
Room
Exterior
Interior
Exceptional
(23 reviews)

A Mermaid Vacation Beach Rental BAY VIEW CAPE CHARLES

Cape Charles

5% off
NZ$9,289
for 7 nights, 1 home
NZ$1,327 per night
includes taxes & fees
A Mermaid Vacation Beach Rental BAY VIEW CAPE CHARLES
Property grounds
Exterior
Living area
Dining
Exceptional
(9 reviews)

Bayfront Cottage-Private Lane with Ponies in the backyard - Chincoteague

Chincoteague

8% off
NZ$4,544
for 7 nights, 1 home
NZ$649 per night
includes taxes & fees
Bayfront Cottage-Private Lane with Ponies in the backyard - Chincoteague
Rear path to secret garden
The breathtaking sunset to close the day
Spacious well stocked kitchen
Amazing views from the house!
Exceptional
(5 reviews)

10 Acre 3 BR Waterfront Retreat on Thicket Creek has dock & neighborhood beach

Onancock

8% off
NZ$5,236
for 7 nights, 1 home
NZ$748 per night
includes taxes & fees
10 Acre 3 BR Waterfront Retreat on Thicket Creek has dock & neighborhood beach
Exterior
Private kitchen
Marina
Entryway
Exceptional
(17 reviews)

First Floor King Suite, Kids Bunk Room ~ Private Beach & Community Pool Access!

Cape Charles

7% off
NZ$6,189
for 7 nights, 1 home
NZ$884 per night
includes taxes & fees
First Floor King Suite, Kids Bunk Room ~ Private Beach & Community Pool Access!
view from garage apartment available separately.
screen porch view
the private beach
kitchen area
Exceptional
(27 reviews)

your own Private beach, adjacent nature preserve-Sunset Dunes Cape Charles, VA

Eastville

8% off
NZ$8,700
for 7 nights, 1 home
NZ$1,243 per night
includes taxes & fees
your own Private beach, adjacent nature preserve-Sunset Dunes Cape Charles, VA
Dining
Outdoor dining
Living area
Outdoor shower and Patio
Exceptional
(17 reviews)

Golf cart included! 5 blocks to the beach, and in historic district!

Cape Charles

7% off
NZ$4,424
for 7 nights, 1 home
NZ$632 per night
includes taxes & fees
Golf cart included! 5 blocks to the beach, and in historic district!
Ottoman filled with board games for the family and lots of children's books
Breakfast nook with TV
Shed packed with all you need! Bikes, floats, chairs, beach toys
Gourmet kitchen has everything you could need including spices, coffee, tea
Exceptional
(69 reviews)

Sweet Victorian Beach Cottage

Cape Charles

7% off
NZ$5,024
for 7 nights, 1 home
NZ$718 per night
includes taxes & fees
Sweet Victorian Beach Cottage
Enjoy fresh air and easy conversation on the screened porch. A favorite spot!
Soak under the stars in your own private hot tub - quiet & relaxing!
Bright eat-in kitchen, easy access to screened porch for indoor/outdoor dining.
2 levels of outdoor living - breezes on the upper deck, shaded screen porch.
Exceptional
(7 reviews)

Mermaid & Mare, Downtown Retreat. Hot Tub, Firepit, fenced yard & Pet Friendly!

Chincoteague

8% off
NZ$3,611
for 7 nights, 1 home
NZ$516 per night
includes taxes & fees
Mermaid & Mare, Downtown Retreat. Hot Tub, Firepit, fenced yard & Pet Friendly!
Interior
Property grounds
Room
Property grounds
Exceptional
(81 reviews)

SEASIDE PRIVATE RETREAT!! 100-Acre Private WATERFRONT Home Stunning island views

Cape Charles

12% off
NZ$5,009
for 7 nights, 1 home
NZ$716 per night
includes taxes & fees
SEASIDE PRIVATE RETREAT!! 100-Acre Private WATERFRONT Home Stunning island views
Private kitchen
Terrace/patio
Room
Private kitchen
Exceptional
(8 reviews)

Family Friendly 3 Bedroom Home Near Beach and Downtown with Fenced in Yard

Cape Charles

6% off
NZ$4,767
for 7 nights, 1 home
NZ$681 per night
includes taxes & fees
Family Friendly 3 Bedroom Home Near Beach and Downtown with Fenced in Yard
Bedroom #2 has queen bed, twin bed, smart TV, & private bathroom.
Unique custom milled wood step into dining room.
Dining table w/ chandelier
Front porch perfect for morning coffee
Exceptional
(51 reviews)

Sea Salt Cottage: Your Tranquil Getaway 3 min to beach

Cape Charles

8% off
NZ$4,360
for 7 nights, 1 home
NZ$623 per night
includes taxes & fees
Sea Salt Cottage: Your Tranquil Getaway 3 min to beach
Queen room 1 with en-suite bathroom
Living room from kitchen
Dining room and books
Fire pit patio. You will need to bring your own wood.
Exceptional
(161 reviews)

The Brass Crab - Check in/out any day!

Chincoteague

7% off
NZ$2,652
for 7 nights, 1 home
NZ$379 per night
includes taxes & fees
The Brass Crab - Check in/out any day!
Private kitchen
Exterior
Dining
Living area
Exceptional
(94 reviews)

Fish Tales-FISH/EAT/STAY

Cape Charles

8% off
NZ$2,892
for 7 nights, 1 home
NZ$413 per night
includes taxes & fees
Fish Tales-FISH/EAT/STAY
Living area
Pool
Private kitchen
Dining
Exceptional
(8 reviews)

Bay Creek Home~ King Suite & Family Friendly Loft!

Cape Charles

7% off
NZ$3,270
for 7 nights, 1 home
NZ$467 per night
includes taxes & fees
Bay Creek Home~ King Suite & Family Friendly Loft!
Dining
Living area
Interior
Living area
Exceptional
(21 reviews)

Waterfowl Watch Cottage - Chincoteague Island Quiet area,bikes, Spend Christmas

Chincoteague

7% off
NZ$2,312
for 7 nights, 1 cottage
NZ$330 per night
includes taxes & fees
Waterfowl Watch Cottage - Chincoteague Island Quiet area,bikes, Spend Christmas
Outdoor dining
Living area
Private kitchen
Room
Exceptional
(49 reviews)

Apartment in the Seaside Village of Wachapreague

Wachapreague

8% off
NZ$2,096
for 7 nights, 1 apartment
NZ$299 per night
includes taxes & fees
Apartment in the Seaside Village of Wachapreague
FLOATING PIER
CHINCOTEAGUE BAY
FISHING/CRABBING PIER
CRABBING PIER
Exceptional
(72 reviews)

Hidden Gem! Clean & Cozy and Family Friendly!

Horntown

8% off
NZ$3,515
for 7 nights, 1 home
NZ$502 per night
includes taxes & fees
Hidden Gem! Clean & Cozy and Family Friendly!
View from the living room: Chincoteague channel, marsh island and wildlife.
Second table and chairs on the balcony - enjoy the sunset!
Master bedroom featuring Tommy Bahama furniture
Fitness facility
Exceptional
(133 reviews)

Sunset Bay Villas at Chincoteague Island Virginia - direct water front

Chincoteague

17% off
NZ$3,720
for 7 nights, 1 apartment
NZ$531 per night
includes taxes & fees
Sunset Bay Villas at Chincoteague Island Virginia - direct water front
Exterior
Terrace/patio
Living area
Room
Exceptional
(10 reviews)

3-bedroom Family Friendly House Near Beach and Downtown with Fenced In Back Yard

Cape Charles

6% off
NZ$4,823
for 7 nights, 1 home
NZ$689 per night
includes taxes & fees
3-bedroom Family Friendly House Near Beach and Downtown with Fenced In Back Yard
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Explore the natural setting in Eastern Shore of Virginia

The wildlife and island views create a pretty picture of Eastern Shore of Virginia. This city's seafood restaurants, boating and bird watching draw many visitors. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Eastern Shore of Virginia

Do you want to discover top things to see and do during your stay? Travellers enjoy Eastern Shore of Virginia for its boating, bird watching and horse riding. Venture out of your holiday home and experience everything that makes Eastern Shore of Virginia a one-of-a-kind holiday spot. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Bay Creek Golf Club (28.1 mi / 45.2 km)
  • North Street Market (9.9 mi / 15.9 km)
  • Chatham Vineyards (15.1 mi / 24.4 km)
  • Eastern Shore Yacht and Country Club Golf Course (8.5 mi / 13.7 km)
  • SouthEast Expeditions (9.9 mi / 16 km)
  • Bloxom Winery (17.5 mi / 28.1 km)

Exploring the beaches and other natural features in Eastern Shore of Virginia

Travellers enjoy Eastern Shore of Virginia for its wildlife and island views. Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Eastern Shore of Virginia is a great spot to appreciate mother nature. These are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Chesapeake Bay (22.4 mi / 36 km)
  • Cape Charles Beach (27.5 mi / 44.2 km)
  • Cape Charles Harbor (27.8 mi / 44.7 km)
  • Assateague Point (28.2 mi / 45.3 km)
  • Honeymoon Island (19.9 mi / 32 km)
  • Tangier Island Beach (22.7 mi / 36.5 km)

Frequently asked questions

What is the best area to stay in Eastern Shore of Virginia when booking a holiday home?
Among the most in-demand areas for an Eastern Shore of Virginia holiday home is Greenbackville. When you book your holiday property with Bookabach, you can look forward to having the whole place to yourselves. That means you won't have to share it with anybody except for your group.
What is the most popular type of holiday home accommodation in Eastern Shore of Virginia?
According to our research, houses are considered the most popular type of holiday home in Eastern Shore of Virginia. But as you know, everyone's idea of an awesome stay isn't the same. Bookabach has holiday homes of all sizes, shapes and budgets, and we'll help you find the best fit for your needs.
How much does it cost to rent a holiday home in Eastern Shore of Virginia?
Different things determine how much you pay for a holiday home in Eastern Shore of Virginia, such as the type of property, season and length of stay. But, all of our holiday homes have something in common — amazing value. Simply add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Eastern Shore of Virginia?
When you travel and the style and size of the property will influence the cost of your beachside escape. Enter your Eastern Shore of Virginia travel dates to view your available options on Bookabach. Looking for basics like WiFi, or perks like a private pool? Use our filters to choose the features and amenities you want.
What are popular home amenities in Eastern Shore of Virginia?
Some of the most popular home amenities people search for in Eastern Shore of Virginia are a microwave oven, a dryer and a washing machine. Whether you're holidaying with family, your besties or even pets, Bookabach holiday homes include the best amenities for ultimate relaxation with the people you love.
Are there large group holiday homes in Eastern Shore of Virginia?
Eastern Shore of Virginia has 128 holiday homes that can host 10 or more people. These stays come with enough space to enjoy good times with your favourite people.
What are the top attractions for families in Eastern Shore of Virginia?
Keep your kids busy at these fabulous family-friendly attractions in Eastern Shore of Virginia:
  • Chincoteague National Wildlife Refuge
  • Chesapeake Bay Bridge-Tunnel
  • Cape Charles Beach
Can I find two-bedroom holiday homes in Eastern Shore of Virginia?
Gather your loved ones and relax in total privacy and comfort in one of the 150 two-bedroom holiday properties Eastern Shore of Virginia has to offer.
Are there holiday homes with WiFi in Eastern Shore of Virginia?
You can pick from 251 holiday homes with WiFi in Eastern Shore of Virginia. If you want to disconnect from daily life during your trip, but still need to be connected to the web, these getaways have just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How old do you have to be to rent a holiday home in Eastern Shore of Virginia?
We recommend you check with the Eastern Shore of Virginia holiday property you'd like on Bookabach as age restrictions differ. However, it's generally 16, 18 or 21.
How long can I rent a holiday home in Eastern Shore of Virginia for?
It's down to the Eastern Shore of Virginia property. To see a list of options offering extended stays, just enter your travel dates and guest number into the Bookabach search page. Look forward to having the entire place to yourself, along with the comforts of home like air conditioning, a fully-equipped kitchen and a backyard where your little ones can play. Keep your eyes open for any long-term stays that offer discounted weekly or monthly prices.

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