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Eastern Shore of Virginia Vacation Rentals

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Our top choices for Eastern Shore of Virginia vacation rentals

1. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (631 reviews)
"Absolutely loved our stay. It was so quiet, peaceful and scenic. The pool was amazing"
United States
Lindsay
The price is CA $300
CA $337 total
includes taxes & fees
Sep 13 - Sep 14
Key West Cottages

2. Virginia Landing RV Campground

Virginia Landing RV Campground
2.0 star property
Quinby
8.0 out of 10, Very good, (37 reviews)
"If you’re looking for a resort atmosphere, this isn’t it—and that’s exactly the point. If you want a beautiful, peaceful place to reset, unplug, and escape for a while, you’ve just hit the jackpot. Every second of our stay was perfect. I read all of the reviews beforehand, so I knew what to expect and came prepared. It was everything I hoped it would be and more. We will absolutely be back—without a single doubt."
United States
Nicole
The price is CA $219
CA $242 total
includes taxes & fees
Sep 17 - Sep 18
Virginia Landing RV Campground

3. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (319 reviews)
"Loved sitting on the porch and just seeing water, water everywhere!!"
United States
David
The price is CA $193
CA $294 total
includes taxes & fees
Sep 13 - Sep 14
Blufin Bungalows & Marina

4. Near Beach & Trails: Elegant Home in Cape Charles!

Near Beach & Trails: Elegant Home in Cape Charles!
3.0 star property
Cape Charles
The price is CA $377
CA $1,325 total
includes taxes & fees
Sep 27 - Sep 28
Near Beach & Trails: Elegant Home in Cape Charles!

5. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
3.0 star property
Up the Neck
The price is CA $153
CA $485 total
includes taxes & fees
Sep 16 - Sep 17
2 Mi to Downtown: Tranquil Abode in Chincoteague!

6. Unique Tangier Cottage w/ Chesapeake Bay Views!

Unique Tangier Cottage w/ Chesapeake Bay Views!
3.0 star property
Tangier
The price is CA $274
CA $544 total
includes taxes & fees
Sep 14 - Sep 15
Unique Tangier Cottage w/ Chesapeake Bay Views!

7. Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
4.0 star property
Northeast Virginia Beach
8.2 out of 10, Very good, (1,398 reviews)
"Beach view great, clean room staff very helpful"
United States
James
The price is CA $162
CA $268 total
includes taxes & fees
Sep 27 - Sep 28
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

8. The Atrium Resort, Virginia Beach by Vacatia

The Atrium Resort, Virginia Beach by Vacatia
3.5 star property
Northeast Virginia Beach
8.2 out of 10, Very good, (1,657 reviews)
"Great stay"
United States
Denitra LaStacia
The price is CA $115
CA $215 total
includes taxes & fees
Oct 4 - Oct 5
The Atrium Resort, Virginia Beach by Vacatia

9. The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort
3.0 star property
Northeast Virginia Beach
7.6 out of 10, Good, (1,649 reviews)
"Everything was great, thank you so much!"
United States
Sarmiento
The price is CA $107
CA $206 total
includes taxes & fees
Oct 7 - Oct 8
The Ocean Key Virginia Beach Resort

10. Angie's Guest Cottage

Angie's Guest Cottage
2.0 star property
Northeast Virginia Beach
8.4 out of 10, Very good, (243 reviews)
"First, there was a $250 deposit, which was more than expected for a 2 night stay. It was returned within 48 hours of checkout. The staff was nice. The room had cheap wicker furniture and beds were more like cots. The upstairs room we were in had a huge roof slant and had to duck to use the bathroom and sleep with my head towards the headboard to fit. It had a kitchen but had no pots, pans, plates, silverware, cookware, or anything useful to prepare meals. The location was great for dining, the...
United States
DE
The price is CA $109
CA $142 total
includes taxes & fees
Oct 6 - Oct 7
Angie's Guest Cottage

11. Riverfront Cottage: Fire Pit & Kayaks

Riverfront Cottage: Fire Pit & Kayaks
3.0 star property
Deltaville
The price is CA $174
CA $564 total
includes taxes & fees
Sep 15 - Sep 16
Riverfront Cottage: Fire Pit & Kayaks

12. Pet-friendly Smith Island Cottage w/ Golf Cart!

Pet-friendly Smith Island Cottage w/ Golf Cart!
3.0 star property
Smith Island
10.0 out of 10, Exceptional, (1 review)
"We had a lovely 2 night stay. The owners and host were wonderful. We were so happy to have use of the golf cart and bicycles. The cottage is adorable with beautiful touches all around."
United States
Karl
The price is CA $123
CA $324 total
includes taxes & fees
Sep 13 - Sep 14
Pet-friendly Smith Island Cottage w/ Golf Cart!
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Eastern Shore of Virginia. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.