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Top Holiday Rentals in Eastern Shore of Virginia

Blufin Bungalows & Marina

3.0 star property
9.6 out of 10, Exceptional, (168)
"excellent place to stay on the water"
Blufin Bungalows & Marina

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (437)
"Great place to stay!"
Key West Cottages

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

9.6 out of 10, Exceptional, (42)
"We enjoyed our stay at Waterside. Location was perfect and host was very responsive to questions. A great rental for a few friends and/or family."
The price is £305
includes taxes & fees
1 Sept - 2 Sept
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

The purple door at the bay.

9.2 out of 10, Wonderful, (51)
"Property was slightly run down and had no driveway (just grass). It was in a great neighborhood with a beautiful view. We had to take the trash 15 minutes south when leaving (in the opposite direction of home for us). It was good enough for us to relax and cook but a slight bit expensive for its outdated condition though."
The price is £351
includes taxes & fees
19 Sept - 20 Sept
The purple door at the bay.

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

9.6 out of 10, Exceptional, (13)
"Great location, very clean and amazing staff. I highly recommend staying here."
1BR Waterfront cottage with a view of the wild Chincoteague ponies!

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

9.6 out of 10, Exceptional, (48)
"Lovely , peaceful mini vacation"
2BR Waterfront Cottage with the Most Spectacular View of lighthouse!

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

10.0 out of 10, Exceptional, (55)
"Thank you so much for letting us stay at your house. The location was perfect for walking to restaurants and shops. Did a day at the wildlife refuge and spent some time on the beach. Plan to come back and enjoy another stay. "
The price is £220
includes taxes & fees
4 Sept - 5 Sept
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

NEW PET FRIENDLY LISTING ALERT!!

9.4 out of 10, Exceptional, (16)
"Lovely home right on the river- fishing to your hearts content Clean, lots to do very peaceful!!! Would definitely come back! Mia is great to work with"
NEW PET FRIENDLY LISTING ALERT!!

Waterfront on Marsh Island!

8.8 out of 10, Excellent, (33)
"Visiting Chincoteague "
Waterfront on Marsh Island!

Quaint Cottages Near Everything on Beach Road

9.4 out of 10, Exceptional, (39)
"Location, location, location"
Quaint Cottages Near Everything on Beach Road

The Brass Crab - Check in/out any day!

10.0 out of 10, Exceptional, (151)
"The Brass Crab is the perfect family place to stay. Thank you for all the extras."
The Brass Crab - Check in/out any day!

The Hideaway Cottage

9.8 out of 10, Exceptional, (92)
"Just right for what we needed."
The Hideaway Cottage

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (56)
"We had everything we needed. A very quiet, relaxing weekend. "
Nassawadox Creek Waterfront Home with Private Pool

Make fabulous Vacation Memories at Family Tides Vacation Rental on Chincoteague

9.8 out of 10, Exceptional, (50)
"Great location and property for a peaceful and tranquil getaway."
Make fabulous Vacation Memories at Family Tides Vacation Rental on Chincoteague

5 minutes to Assateague National Seashore!

8.8 out of 10, Excellent, (17)
"The condo was perfect for my girlfriend and I, very private location and nice boardwalk by the creek"
The price is £147
includes taxes & fees
16 Sept - 17 Sept
5 minutes to Assateague National Seashore!

Perfect Cozy Vacation Rental on the Eastern Shore

8.2 out of 10, Very good, (27)
"Dated and not modern, clean but not a getaway or vacation rental, stove and oven dirty, only a few dishwater items available. "
Perfect Cozy Vacation Rental on the Eastern Shore

Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH 3 decks.

10.0 out of 10, Exceptional, (146)
"The house and location are very nice"
Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH 3 decks.

Only 5 min to Assateague National Seashore!

9.6 out of 10, Exceptional, (18)
"Nice place. "
The price is £149
includes taxes & fees
9 Sept - 10 Sept
Only 5 min to Assateague National Seashore!

Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach

9.6 out of 10, Exceptional, (134)
"Prime location, great stay!"
Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach

Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway

10.0 out of 10, Exceptional, (62)
"Wanted a private place on the water, pictures don’t show a new home built directly behind this house. The fire pit and hot tub are basically in the front yard of the new house. If privacy aren’t an issue and great views are all the matters then this place is perfect."
Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway
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

Find out more about Eastern Shore of Virginia

Everything you need to know about Eastern Shore of Virginia holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Eastern Shore of Virginia holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Eastern Shore of Virginia holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Eastern Shore of Virginia holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Eastern Shore of Virginia. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Eastern Shore of Virginia holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Eastern Shore of Virginia holiday rentals we have selected for you start as low as £149 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Eastern Shore of Virginia rentals

At Expedia, we put the best Eastern Shore of Virginia holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Eastern Shore of Virginia rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Eastern Shore of Virginia holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Eastern Shore of Virginia. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.