Eastern Shore of Virginia Romantic Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place
 Thelma’s Dawn Getaway! A true No Drama Zone

Thelma’s Dawn Getaway! A true No Drama Zone

Exmore VA
  • 38 min drive from Cape Charles Beach
Stay at this beach apartment in Exmore. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Horse Island and South Island are located nearby.
10/10 Exceptional! (158 reviews)
Excellent Accommodations!
Super friendly host and lovely cottage!! Steps from the bay with a private beach! Close to Cape Charles for food and shopping.

Reviewed on 1 Jul 2025

Thelma’s Dawn Getaway! A true No Drama Zone
Duck's Delight - Pet friendly rentals within walking distance to Maddox Blvd!

Duck's Delight - Pet friendly rentals within walking distance to Maddox Blvd!

Chincoteague Island VA
  • 3 hours drive from Cape Charles Beach
Stay at this family-friendly holiday home in Chincoteague. Enjoy laundry facilities, patios and cable/satellite TV service. Popular attractions Robert N. Reed ...
9.8/10 Exceptional! (136 reviews)
The kitchen was fully equipped and then some. There was something to do for everyone. There are even beach toys and chair available for use. The rooms were great! Our family absolutely loved it!

Reviewed on 10 Apr 2026

Duck's Delight - Pet friendly rentals within walking distance to Maddox Blvd!
Tranquil Shores - Relaxation With a Water View!

Tranquil Shores - Relaxation With a Water View!

Chincoteague VA
  • 3 hours drive from Cape Charles Beach
Stay at this family-friendly holiday home in Chincoteague. Enjoy laundry facilities, patios and cable/satellite TV service. Popular attractions Maui Jack's Waterpark ...
9.8/10 Exceptional! (146 reviews)
Perfect, peaceful, and relaxing. Lovely view if the creek and marsh. Everything is nearby and bike friendly. The house was clean, with a homey feel, and the perfect size for a family of 5 with 3 young teens.

Reviewed on 6 Apr 2026

Tranquil Shores - Relaxation With a Water View!
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.