Holiday rentals in Cape Henry

Quiet Neighborhood 7 Miles From the Beaches

Be sure to read about the pricing using both bedrooms below in 2nd paragraph. My house is in a quiet neighborhood by a creek of the Lynnhaven River 7 miles from the Oceanfront/Chesapeake Bay with easy access to the interstate and surrounding cities in Hampton Roads. Only minutes from Town Center and local malls. Your private area is the 1st level with your own private entrance, but no kitchen. There is small microwave and a coffee machine in the unit , & a small fridge on the screened-in-porch.

On Beach 3BD+Loft: Sauna|HotTub|Billard|FencedDeck

Wake up to breathtaking Chesapeake Bay views at the Sunrise Retreat, the beach-facing side of our oceanfront duplex. Step directly onto the beach, watch the sky come alive at sunrise, and keep an eye out for pods of dolphins swimming by during the warmer months. Spend your days by the water, then unwind in the hot tub or private sauna. You’ll love the direct private beach access, panoramic bay views, hot tub, sauna, chef’s kitchen, game room with pool table, bar areas, spacious deck and more!

Romantic Sailboat Experience + Seafood Restaurant

We can't adequately describe how romantic & carefree it feels to step aboard our sail boat. The perfect stay begins by treating yourselves to dinner at the marina's seafood restaurant, then snuggle up together on deck to watch the sunset turn the sky pink & purple. The marina atmosphere is simply magical & you'll love rocking with the gentle sway of calm waters. Come enjoy a weekend aboard this amazingly cozy & romantic sail boat. Convenient to Norfolk & Virginia Beach, the location is prime!

Seize the Bay

Tell them your new favorite home is between North End and Chix Beach… Welcome to Virginia Beach as a local! - 3 lots back & on the beach side (no crossing the road with all your gear!) - Borders First Landing State Park w/ biking & hiking trails - Walk to some of our favorite brunch spots and fun dinner/bar hangouts - 10 min. to the boardwalk (if you’re tempted to see the tourist section!) On the table, find a detailed binder of our Virginia Beach favorites so you can experience VB as a local!

Eden Guest Suite on Lake Allure

Relax and recharge in nature at this unique and peaceful getaway. Private access to one of Virginia’s best freshwater fishing lakes, with kayaks and SUP included. Just 15 minutes south of Cape Charles and 5 minutes from Kiptopeake, it’s a perfect base for exploring the Shore. Surrounded by nature and just 3 minutes’ drive to Pickett’s Harbor Farm and beach access. The guest suite is separated from the main house, with a private entrance and beautiful garden views for a truly tranquil stay.

Play by the Bay 1 MIN TO WATER

LESS THAN 1 MIN WALK TO WATERS EDGE. Fantastic beach home with 3 bdrms, 3 baths, Living room-dining rm combo with vaulted ceilings, kitchen, TV in 4 rooms, Wi-Fi, large deck with natural gas Weber grill, Washer-dryer. Great water views while you are relaxing on the deck. Many amenities! Just bring your bathing suit. Our guests have all said they love this place! Very close to many wedding venues, restaurants, state park, oceanfront boardwalk is closeby, military bases, etc.

THE POINT! Private waterfront Oasis!

Enjoy breath taking views & a fully equipped home w/ many amenities. Looking for a private & intimate experience of quality time & a relaxing retreat w/ nature & ample space to spread out, this is IT! Convenient to VB Oceanfront, Downtown Norfolk, Rivers Casino, Waterside & a host of popular attractions. Wheelchair accessible, Tesla charging stations 3 minutes away, perfect family/friends group trips, 12 minutes from Carnival Cruise Port. Bring your fishing poles!

Casa del Pez • Bright Coastal Home Walk to Beach

Steps from the sand, wrapped in local art. This 2-bed, 1-bath coastal retreat is a 2-minute stroll from the beach, with vibrant murals by local artists bringing color and character to every room. Sleeps 4 comfortably — perfect for a family escape or a getaway with friends. Cook up a feast in the fully equipped kitchen, then fire up the grill on your private BBQ deck for sunset dinners. Bright, cheerful, and steps from the water — this is coastal living made easy.

Clean, Calm, Contemporary home mins from Beach

Unwind in this clean, calm, and cozy space designed with simplicity and comfort in mind. The open living area features vaulted ceilings, soft natural light—perfect for unwinding after a long day. The neutral tones and uncluttered design create a quiet, stress-free atmosphere that instantly feels like home. The bedroom is set up for comfort and downtime, featuring a plush bed and a projector for movie nights from bed, creating a private, in-home theater.

Cozy North End Cottage 1 block to sand! *NEW HVAC

Welcome to our one-of-a-kind 3-bedroom beach bungalow in the heart of Virginia Beach’s historic North End. Located one block from wide, white-sand beaches and one block from the serene trails of First Landing State Park, we offer stylish and pragmatic accommodations all tucked gracefully under two beautiful Live Oaks. If you’re looking for the most relaxing house in Virginia Beach’s most relaxing neighborhood you have found it.

Life on a Sandbar right on Chesapeake Bay

Two bedroom, two bath cottage located on Willoughby Beach right on the shore of the Chesapeake Bay. Centrally located between Williamsburg, Jamestown, Hampton, and Norfolk, Virginia Beach, and the Outer Banks. Close to Norfolk Naval Bases and Old Dominion University. Great for surf fishing or pier fishing on nearby Ocean View Fishing Pier and Restaurant. THIS PROPERTY CANNOT BE RENTED THOUGH CRAIGSLIST!!! DON'T BE SCAMMED!!!

3BR Mid-Century Modern Home • Near Airport

Welcome to our beautifully updated 3-bed, 2-bath home in Norfolk. Featuring a spacious layout with cozy beds, it’s ideal for families or groups. Enjoy a gourmet kitchen, a huge dining space, Wi-Fi, a washer and dryer, and all the amenities needed for a relaxing stay. Located next to Norfolk Airport and the Botanic Gardens, you’ll have easy access to all of Hampton Roads. Book your extended getaway today!