Holiday houses in Elizabeth River

Guesthouse at Vessel Farm & Winery, Waterfront

Just 5 miles from Cape Charles and 30 minutes from Virginia Beach, our contemporary Guesthouse gives you the peace and solitude characteristic of the Eastern Shore along with the convenience of being close to town. Our twenty acre waterfront farm, home to both a Vineyard and an Oyster Farm, has plenty of nearby walking or biking and a dock on a secluded arm of the Chesapeake Bay. Our farm is perfect for solo travelers, couples or small families looking for a memorable trip to the Eastern Shore.

Purple Room- Rare Luxury Ste w/prkg - 1 of a kind!

Welcome to The Purple Room, get ready for an AirBnB experience unlike any others. This one of a kind AirBnB not only offers a memorable staying experience, but will be a welcome end to an exciting day at the beach, dinner and drinks at a local restaurant or bar, or an adventurous day exploring all the culture and history the area has to offer. We are centrally located, offer free parking, wifi and kitchenette. We have local art, free wine and food samples. Come see what the excitement is about!

Penny’s Palace 1 Bed/1 Bath Home

Welcome to Penny’s Palace! A charming home nestled in quiet community of Portsmouth, VA. Entire home for you with sectioned off suite and bathroom. Penny’s Palace is vibrant & elegantly furnished yet practically designed to sleep 2 people comfortably. This bungalow offers an outdoor sitting area with a dreamy lighted canopy & outdoor grill. It’s perfectly located minutes from major Hampton Roads attractions: Olde Town Portsmouth, Children’s Museum, Downtown Norfolk, Casino, and Virginia Beach.

Historic Hideaway Private Apartment/Suite

You will be comfortable in this spacious, one bedroom suite. You have your own kitchen, washer/dryer, and living room space with large tvs in the bedroom and the living room. To wind down from your day step into your large beautiful shower that has endless hot water. Try living room sofa pulls out to a sleeper lay down while watching tv, or to use as an extra bed. Enter/exit thru a private entrance. Only you will have access to your space. Clean and inviting. Stay a day, or stay a while!

Relax & Play Awhile~Games~SAUNA~Massage Chair

New Property! Welcome to your Coastal Getaway 30 seconds to the Beach! This newly updated 3-bd, 2.5 bath Home 2,200 Sq ft home is ready to make memories in! o Family-ready o Fully Stocked Kitchen o Game room! o Sauna o Huge gathering areas o Sunroom with massage chair o Dualling grills for outdoor cooking o Fast Wi-Fi and dedicated workspace o 30 sec to the beach o 5 min to Restaurants o 5 min to Coffee o15 min to shopping o 15 min to Naval Base o 25 min to Virginia Beach

One block from the Beach

Stay at one of the highest rated homes in Willoughby Beach. It has everything you need to have a relaxing getaway. Enjoy the breezes of the Willoughby Bay on the back 2 decks, and the Chesapeake Bay on the front 2 decks. 500 ft walk to Chesapeake beach access, and an outdoor shower ready when you return. We have been hosting since 2018 and you can read our reviews to see that this property is our pride and joy. Let us show you what a five star experience is on Airbnb... Mandy and Kevin

Backyard Bungalow | Near Beach

Located just about 1 mile from the beach, this stylish Norfolk retreat blends coastal charm with modern comfort. Thoughtful touches like vibrant wallpaper and a TV in every bedroom add both fun and function. Bright, inviting, and carefully designed, it’s perfect for couples, families, or solo travelers looking to relax and explore. Enjoy peaceful mornings, sunlit living spaces, and easy access to the shoreline. Beach chairs & towels provided for your convenience!

Top Gun R&R II: 2 Bedrooms & 2 Bathrooms

Unwind and relax at our sanctuary, a Naval Aviator inspired residence adorned with contemporary fixtures and amenities. Every detail of this freshly renovated space where comfort meets elegance, has been thoughtfully crafted to offer you a haven of serenity and luxury. The cozy embrace of our inviting space is just what you'll need to rest and recuperate after a full day at your corporate/military HQ, or following a fun day at the beach.

Fantastic Getaway

You need to see this fully furnished, stunning guest house located along the historic section of Chesapeake Ave. Wake-up to breathtaking views of the Chesapeake Bay. Great fishing, crabbing, sailing, bike trails, kayaking and more. Enjoy herons, osprey, dolphins and other wildlife. Centrally located to shopping, casinos, restaurants and public beaches!