Holiday Rentals in Eastern Shore of Virginia
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Unlock member prices with Mates Rates
You could save 10% or more on over 100,000 hotels right now.
Check rental availability in Eastern Shore of Virginia
Holiday Rentals in Eastern Shore of Virginia

Key West Cottages

Blufin Bungalows & Marina

Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

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

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

Lovers Lane by Seaside Vacations & Sales

Bay cottage, Beach 100 yards away! RESERVE NOW!!!

Sunrise Shore | Waterfront Oyster Bay Home w/ Pool, Hot Tub, Panoramic Views & Modern Luxury

The Hideaway Cottage

Delmarva | Luxury Cape Charles Condo w/ Rooftop Terrace, Chesapeake Bay Views & Fireplace

Island Time Cottage

Nassawadox Creek Waterfront Home with Private Pool

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

The Pearl at Marsh Island by Seaside Vacations & Sales

Assateague Inn 104 by Seaside Vacations & Sales

Cape Charles home with pool and golf cart 5 minutes from the beach!
Other types of properties in Eastern Shore of Virginia you may be interested in

Key West Cottages
Holiday Accommodation Eastern Shore of Virginia
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Eastern Shore of Virginia are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Eastern Shore of Virginia itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Eastern Shore of Virginia holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Eastern Shore of Virginia, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Eastern Shore of Virginia with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.
More Destinations
- Luxury Hotels in Assateague Island National Seashore
- Assateague Island National Seashore Hotels
- B&B in Chesapeake Bay
- Condo Rentals in Chesapeake Bay
- Guest Houses in Chesapeake Bay
- Hostels in Chesapeake Bay
- Casino Hotels in Chesapeake Bay
- Gemstone Resorts in Chesapeake Bay
- Hotels with a Lazy River in Chesapeake Bay
- Hotels with Bars in Chesapeake Bay
- Hotels with Kitchenettes in Chesapeake Bay
- La Quinta Inn & Suites Hotels in Chesapeake Bay
- Luxury Hotels in Chesapeake Bay
- Oceanfront Hotels in Chesapeake Bay
- Omni Hotels in Chesapeake Bay
- Pet Friendly Hotels in Chesapeake Bay
- Resortquest in Chesapeake Bay
- Ski Hotels in Chesapeake Bay
- Viceroy Hotel Group in Chesapeake Bay
- Chesapeake Bay Hotels
- Villas in Chesapeake Bay
- Romantic Hotels in Western Maryland
- Western Maryland Hotels










