Vacation rentals in Townsend

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.

The Cheriton Loft

Located in the heart of Cheriton, The Loft is a bright and sunny apartment. It is perfect for a couple and one child, three friends or one person. Cheriton is an up and coming village which is home to several galleries and an art center. It is less than 4 miles to the charming town and beach of Cape Charles, 3 miles to Oyster Boat Landing and 8 miles to Kiptopeke State Park. The apartment is owned and decorated by"The Sheep Lady", a local painter, illustrator and writer of children's books.

Bakery Next Door | Renovated | Golf Cart Avail.

Nectarine 13 is a centrally located. Next door, you’ll find the Coastal Bakery. A great place for breakfast or Treat. Relax on the charming front porch and soak in the calm, historic vibe of Cape Charles. A Quick walk to historic Downtown, Take a swim in the bay or cast a line off the dock. Central Park is also nearby, offering a great spot for a family picnic while the kids enjoy the playground. Golf carts are available to rent(Cart Rentals are only available during the House rental period)

Scott Farms Cottage

We’re perfectly located on the southern tip of a scenic peninsula! Steps from a railway turned paved bike trail. Mere minutes from Kiptopeke state park trails, boat launch and beaches. A few miles in the other direction will place you at a nature preserve and boat launching on the ocean side. Yard has plenty of room for boats. 10 minute drive from small town Cape Charles offering free public beaches, restaurants, shopping and don’t forget ice cream! Come to do it all or nothing at all!

Coastal Red Barn Retreat

Located on the coastal seaside of Cape Charles, this barn was originally built in 1893. It has been lovingly restored to reflect the area's rich history, while providing modern comforts for today's guests. The Red Barn is nestled in the midst of scenic farmland, yet is only a few miles from the charming downtown, with its eclectic restaurants and unique shops. Enjoy the fresh breezes of the Atlantic and watch the sunrise over the fields from the comfort of the barn's private deck.

Chesapeake Retreat - Bay view

You’ll love my place because of the Chesapeake Bay views, the ambiance, the outdoors space, and the location. Chesapeake Retreat is located less than a 5-minute drive from downtown Cape Charles, the Cape Charles beach, the grocery store, restaurants, shops, and galleries. Cape Charles and the Eastern Shore are wonderful to explore. Sporting enthusiasts can golf, kayak, go horseback riding, and enjoy bird watching. The Chesapeake Retreat is a completely smoke-free residence.

JC's Retreat; boat parking on site

Relax with the whole family at this peaceful destination. Build family memories enjoying a leisurely day on the Chesapeake Bay beaching or boating. A short drive to the quaint town of Cape Charles for beach, shopping, dining experiences and outdoor activities. Take advantage of a day trip(s) to Virginia Beach or Williamsburg. JC’s Place has plenty of room for you to bring your boat and enjoy outside amenities with a fire pit, grill and fish cleaning station.

Fisherman's Getaway

Welcome to our special hideaway. This house has been hand restored with lots of love. With everything from custom Hickory cabinets from the trees on our farm to a native wildflower meadow. New flooring, paint, ceiling and lets not forget the walk in shower! This place has brought us so much luck in our fishing adventures. There is plenty of space to park your boat and a fish cleaning station. This was previously listed under my partner Alexandra's Account

The Ladybug - arcade, dog-friendly, firepit, & EV

A peaceful, design-forward farmhouse escape just minutes from Cape Charles. Packed with unique features like a retro arcade, Peloton, firepit, Ninja SLUSHi, EV charger, Roku TVs with private listening, smart speakers in every room, and Spotify speaker groups. Guests love the vinyl collection, fast WiFi, chef-ready kitchen, and views of the Magothy Bay Preserve. Pet-friendly, kid-friendly, and built for connection and comfort.