Eastern Shore of Virginia holiday homes

We found 1,159 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Eastern Shore of Virginia

Showing deals for:13 Nov - 20 Nov

Front left corner of home.
Beach
Pool
Newly expanded rear deck
Exceptional
(45 reviews)

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

Cape Charles

8% off
NZ$10,250
for 7 nights, 1 home
NZ$1,464 per night
includes taxes & fees
Family vacation retreat w/ In-ground Pool with private Chesapeake Bay access!
Guest House on left-has Primary Suite, 2 bedrooms up& spectacular curved windows
Guest Suite Living Room - there is more furniture there now.  What a view!
Main house on right, Guest house on left. A floating dock, water toys.. Wow!
Someone has to wash dishes, even on vacation.  With this view, who minds?
Exceptional
(29 reviews)

Eureka! on Deep Hole Creek - Waterfront! Sleeps 16

Chincoteague

35% off
NZ$12,504
for 7 nights, 1 home
NZ$1,786 per night
includes taxes & fees
Eureka! on Deep Hole Creek - Waterfront! Sleeps 16
Interior
Room
Living area
Exterior
Exceptional
(23 reviews)

A Mermaid Vacation Beach Rental BAY VIEW CAPE CHARLES

Cape Charles

6% off
NZ$10,191
for 7 nights, 1 home
NZ$1,456 per night
includes taxes & fees
A Mermaid Vacation Beach Rental BAY VIEW CAPE CHARLES
Shadey stone walks and flowers lead out to the cove
Lunch on the screen porch, watching the egrets.
The back porch, seen from near water's edge
Interior
Exceptional
(93 reviews)

Feed Your Soul at Silver Beach Cove

Exmore

8% off
NZ$5,405
for 7 nights, 1 cottage
NZ$772 per night
includes taxes & fees
Feed Your Soul at Silver Beach Cove
Master bedroom includes a king sized bed and plenty of room for as portable crib
A full service marina with slips for guests is a short walk from the house.
Living area
Grand entrance to home that accommodates up to 14 guests.
Wonderful
(14 reviews)

Spacious Beach House: Oystermen's Pearl: Golf Cart Included

Cape Charles

6% off
NZ$4,579
for 7 nights, 1 home
NZ$654 per night
includes taxes & fees
Spacious Beach House: Oystermen's Pearl: Golf Cart Included
Kitchen with  water views.  Beautiful every meal!
Upstairs Balcony Sliding Glass Doors.
Stunning views no matter where you look!
The Metompkin Retreat.
Exceptional
(139 reviews)

As close as you can get to the ocean south of Chincoteague

Parksley

8% off
NZ$4,702
for 7 nights, 1 home
NZ$672 per night
includes taxes & fees
As close as you can get to the ocean south of Chincoteague
Living area
Private kitchen
Marina
Entryway
Exceptional
(15 reviews)

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

Cape Charles

7% off
NZ$5,127
for 7 nights, 1 home
NZ$732 per night
includes taxes & fees
First Floor King Suite, Kids Bunk Room ~ Private Beach & Community Pool Access!
Front of House
Entryway
Front porch seating area
Dining room -- the downstairs bathroom is behind the barn door
Exceptional
(144 reviews)

Downtown, Three Bedroom, Dog-friendly, Short Walk to the Beach

Cape Charles

7% off
NZ$3,235
for 7 nights, 1 home
NZ$462 per night
includes taxes & fees
Downtown, Three Bedroom, Dog-friendly, Short Walk to the Beach
Private kitchen
Outdoor dining
Living area
Outdoor shower and Patio
Exceptional
(16 reviews)

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

Cape Charles

7% off
NZ$3,411
for 7 nights, 1 home
NZ$487 per night
includes taxes & fees
Golf cart included! 5 blocks to the beach, and in historic district!
Dining
Exterior
Private kitchen
Exterior
Exceptional
(10 reviews)

Everyday Your Beachside Escape!

Cape Charles

6% off
NZ$4,234
for 7 nights, 1 home
NZ$605 per night
includes taxes & fees
Everyday Your Beachside Escape!
Dining
Interior
Exterior detail
Living area
Exceptional
(5 reviews)

Bring the whole family to the Summer House. 6 bedroom, 2 bath sleeps 12.

Cape Charles

7% off
NZ$9,025
for 7 nights, 1 home
NZ$1,289 per night
includes taxes & fees
Bring the whole family to the Summer House. 6 bedroom, 2 bath sleeps 12.
Gourmet kitchen has everything you could need including spices, coffee, tea
Breakfast nook with TV
Ottoman filled with board games for the family and lots of children's books
Open kitchen and dining space with tons of seating
Exceptional
(64 reviews)

Sweet Victorian Beach Cottage

Cape Charles

7% off
NZ$3,683
for 7 nights, 1 home
NZ$526 per night
includes taxes & fees
Sweet Victorian Beach Cottage
Interior
Property grounds
Room
Interior
Exceptional
(8 reviews)

Harbor Master-Waterfront 3 bedroom home with endless pool pickleball fenced yard

Onancock

8% off
NZ$5,790
for 7 nights, 1 home
NZ$827 per night
includes taxes & fees
Harbor Master-Waterfront 3 bedroom home with endless pool pickleball fenced yard
Property grounds
Exterior
Living area
Dining
Exceptional
(7 reviews)

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

Chincoteague

8% off
NZ$4,287
for 7 nights, 1 home
NZ$612 per night
includes taxes & fees
Bayfront Cottage-Private Lane with Ponies in the backyard - Chincoteague
Third Floor Sitting Area with Panoramic Water Views
View of the house from the kayak!
Stunning View of the Chincoteague Bay from the Sunset Deck
Walk in the Front Door and enjoy water views from every window and door
Wonderful
(13 reviews)

Beautiful Sunsets Over The Chincoteague Bay* Panoramic Water Views* Private Dock

Chincoteague

8% off
NZ$7,295
for 7 nights, 1 home
NZ$1,042 per night
includes taxes & fees
Beautiful Sunsets Over The Chincoteague Bay* Panoramic Water Views* Private Dock
Spacious living area
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$5,003
for 7 nights, 1 home
NZ$715 per night
includes taxes & fees
10 Acre 3 BR Waterfront Retreat on Thicket Creek has dock & neighborhood beach
Living area
Private kitchen
Exterior detail
Living area
Exceptional
(17 reviews)

Lil' Ms. Clementine 2-bedroom home in Historic District with Golfcart option

Cape Charles

7% off
NZ$3,692
for 7 nights, 1 home
NZ$527 per night
includes taxes & fees
Lil' Ms. Clementine 2-bedroom home in Historic District with Golfcart option
living room
screen porch view
kitchen area
view from garage apartment available separately.
Exceptional
(25 reviews)

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

Eastville

8% off
NZ$9,544
for 7 nights, 1 home
NZ$1,363 per night
includes taxes & fees
your own Private beach, adjacent nature preserve-Sunset Dunes Cape Charles, VA
Living area
Terrace/patio
Property grounds
Private kitchen
Exceptional
(5 reviews)

3 story 2-bedroom house, Large decks, waterview, near beach, Fitness, Game room

Chincoteague

8% off
NZ$2,798
for 7 nights, 1 home
NZ$400 per night
includes taxes & fees
3 story 2-bedroom house, Large decks, waterview, near beach, Fitness, Game room
Living area
Exterior
House sits faraway from street.
Exterior detail
Exceptional
(20 reviews)

Custom 4-bedroom home, boat slip, fenced backyard, pool & paved bike path.

Cape Charles

7% off
NZ$5,153
for 7 nights, 1 home
NZ$736 per night
includes taxes & fees
Custom 4-bedroom home, boat slip, fenced backyard, pool & paved bike path.
Exterior
Private kitchen
Dining
Cape Charles Harbor
Exceptional
(76 reviews)

All the comforts of home!

Cape Charles

7% off
NZ$2,842
for 7 nights, 1 home
NZ$406 per night
includes taxes & fees
All the comforts of home!
Living room and dining room
Living room from kitchen
Fire pit patio. You will need to bring your own wood.
Dining room and books
Exceptional
(159 reviews)

The Brass Crab - Check in/out any day!

Chincoteague

7% off
NZ$2,535
for 7 nights, 1 home
NZ$362 per night
includes taxes & fees
The Brass Crab - Check in/out any day!
Dining
Living area
Room
Exterior
Exceptional
(9 reviews)

CC Cottage is a charming home on a large lot close to Town, away from crowds

Cape Charles

7% off
NZ$3,949
for 7 nights, 1 home
NZ$564 per night
includes taxes & fees
CC Cottage is a charming home on a large lot close to Town, away from crowds
Interior
The durable stools allow for additional seating.
Living area
The main entrance welcomes you to relaxing times.
Exceptional
(13 reviews)

Wave Haven @ Cape Charles, a new house near a private beach & nature preserve.

Cape Charles

7% off
NZ$4,805
for 7 nights, 1 home
NZ$686 per night
includes taxes & fees
Wave Haven @ Cape Charles, a new house near a private beach & nature preserve.
  • 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:

  • Chatham Vineyards (15.1 mi / 24.4 km)
  • Bay Creek Golf Club (28.1 mi / 45.2 km)
  • North Street Market (9.9 mi / 15.9 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)
  • Central Park (27.2 mi / 43.8 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)
  • Parramore Beach (4.9 mi / 7.9 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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