Eastern Shore of Virginia Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Eastern Shore of Virginia vacation rentals

Cottage in Downtown Chincoteague

Key West Cottages
3.0 star property
9.8 out of 10, Exceptional, (505 reviews)
"Love the resort! "
United States
Hannah
$111 nightly
The price is $125
Jan 30 - Jan 31
Total with taxes and fees
Key West Cottages
9.8 out of 10, Exceptional, (6 reviews)
"Very convenient location and Steve was very attentive to our needs - even the dog enjoyed the stay."
United States
William M.
$171 nightly
The price is $188
Feb 2 - Feb 3
Total with taxes and fees
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

Vacation Home in Historic Downtown Cape Charles

Salt Box, One Block to the Beach
10.0 out of 10, Exceptional, (18 reviews)
"Two blocks to Mason Ave and two blocks to the beach, the location was a real highlight for us. The house was clean, and check-in/check-out could not be easier. I was a little nervous about having the owners right next-door, but they were so polite when we saw them, and that was very rare. We had a great time, and hope that it’s available for our Cape Charles trip next year. "
United States
David S.
$282 nightly
The price is $299
Feb 4 - Feb 5
Total with taxes and fees
Salt Box, One Block to the Beach
9.4 out of 10, Exceptional, (137 reviews)
"House was exactly as advertised. Everything worked as expected. This house is one of the few in this town that offered linens, a big selling point for us."
United States
Kato A.
$256 nightly
The price is $277
Jan 29 - Jan 30
Total with taxes and fees
Cozy creekside cottage w/fire pit & sunroom
10.0 out of 10, Exceptional, (26 reviews)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
$288 nightly
The price is $318
Jan 29 - Jan 30
Total with taxes and fees
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
9.8 out of 10, Exceptional, (61 reviews)
"This is a unique home with beautiful views! The amenities were wonderful, the home was so clean, and Nick was great with checking in to make sure everything was good. Would definitely stay here again! "
United States
Kristy C.
$365 nightly
The price is $403
Jan 29 - Jan 30
Total with taxes and fees
Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities
9.6 out of 10, Exceptional, (22 reviews)
"This was a great home-base as we trekked around Assateague and Chincoteague on our honeymoon. Very convenient to the Virginia side entrance to Assateague and the kitchen is perfect for breakfast and simple dinners. I was pleased to see the kitchen had everything you could need for basic cooking & there were a variety of drink glasses for both beer & wine!"
United States
Rosalynde V.
$183 nightly
The price is $191
Feb 1 - Feb 2
Total with taxes and fees
Assateague Inn 104 by Seaside Vacations & Sales
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful property! Well equipped, clean and convenient. "
United States
Stephanie R.
$285 nightly
The price is $324
Jan 29 - Jan 30
Total with taxes and fees
Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment
10.0 out of 10, Exceptional, (2 reviews)
"We absolutely loved our stay at the Artist Apartment! The space is beautifully designed with plenty of room inside, and the outdoors space is just as nice! Between the two decks, the screened porch connecting them and the backyard with its magical lighting, there was always a perfect spot to relax and enjoy the ambiance. We especially appreciated how much space there was for everyone to spread out and have their own quiet moments. The location was perfect, right on main street within walking...
United States
Heather G.
$266 nightly
The price is $303
Jan 29 - Jan 30
Total with taxes and fees
Artist Apartment - Idyllic villa steps from Town & the waterfront!
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful home with everything needed for comfort and a great time! Great location for getting to the beach, shopping and dining out. Communication with host was very informative and helpful. Thank you Chip!"
United States
Gil R.
$217 nightly
The price is $243
Feb 2 - Feb 3
Total with taxes and fees
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

Condo in Chincoteague Island

A Bargain on Chincoteague Island!
8.8 out of 10, Excellent, (3 reviews)
"Overall the place was nice enough for the cost. "
United States
Stacey S.
$181 nightly
The price is $189
Feb 4 - Feb 5
Total with taxes and fees
A Bargain on Chincoteague Island!
10.0 out of 10, Exceptional, (8 reviews)
"Cute, well stocked rental. We had a comfortable stay and the house met the needs of our family of 4. We enjoyed the central location and close proximity to the park. The hosts were friendly and responsive. We hope to visit again!"
United States
Beth
$293 nightly
The price is $333
Feb 10 - Feb 11
Total with taxes and fees
Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks to Beach!

Condo in Chincoteague Island

Only 5 min. from the Beach!
9.2 out of 10, Wonderful, (31 reviews)
"Great location that was very clean, kid friendly, and good amenities! Liked how close it was to everything, very walkable."
United States
Jeananne K.
$184 nightly
The price is $192
Feb 6 - Feb 7
Total with taxes and fees
Only 5 min. from the Beach!

Villa in Piney Island

Coral Villa
8.4 out of 10, Very Good, (5 reviews)
"Close to the beach. Peaceful stay. My family enjoyed."
United States
Natasha M.
$179 nightly
The price is $194
Jan 29 - Jan 30
Total with taxes and fees
Coral Villa
$270 nightly
The price is $288
Feb 4 - Feb 5
Total with taxes and fees
Indoor-Outdoor 2BR on Working Farm | Creek View
9.6 out of 10, Exceptional, (42 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
$358 nightly
The price is $402
Jan 29 - Jan 30
Total with taxes and fees
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
10.0 out of 10, Exceptional, (66 reviews)
"Perfect trip!"
United States
Alexis A.
$254 nightly
The price is $285
Jan 31 - Feb 1
Total with taxes and fees
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
10.0 out of 10, Exceptional, (1 review)
"Chip was very welcoming and had great communication and made sure we had everything we needed. The home was spotless and exceeded our expectations. The location was perfect for us. We really enjoyed the pickleball courts."
United States
Chris W.
$361 nightly
The price is $410
Feb 3 - Feb 4
Total with taxes and fees
1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access
9.4 out of 10, Exceptional, (13 reviews)
"The home was perfect for our family gathering. "
United States
Beth H.
$349 nightly
The price is $392
Jan 29 - Jan 30
Total with taxes and fees
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!

Vacation Home in Downtown Chincoteague

The Neigh-Neigh - Location! Location! Location!
10.0 out of 10, Exceptional, (4 reviews)
"House was clean, cozy and convenient for our weekend stay on the island. We will be there for the same event next year and will consider booking The Neigh Neigh again depending on who comes next time! Cheers"
United States
Bob S.
$315 nightly
The price is $354
Jan 29 - Jan 30
Total with taxes and fees
The Neigh-Neigh - Location! Location! 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Eastern Shore of Virginia Hotel Reviews

Find out more about Eastern Shore of Virginia

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

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Eastern Shore of Virginia vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Eastern Shore of Virginia vacation 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 low season months. For more hustle and bustle, you may prefer to visit Eastern Shore of Virginia in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $125 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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.