Holiday rentals with a pool in Cape Charles

Millionaire $ Views No Xtra Charge! Hot Tub! POOL!

Welcome to The Cottage at Misti Cove, where you can experience the epitome of relaxation and tranquility. Immerse yourself in the serene ambiance of our cottage, aptly named for its simplicity, which belies the luxurious amenities that await you. At The Cottage at Misti Cove, we understand that the essence of a fulfilling vacation lies in the delicate balance between embracing the simple life and indulging in modern comforts. Here, you will discover a haven that seamlessly blends these elements

Waterfront Escape Pool Dock Kayaks Chesapeake Bay

Waterfront 4BR, 2.5BA cottage on Chesapeake Bay with private pool, dock, 2 kayaks a row boat, and fenced yard. Perfect for families or friends looking to relax and recharge. Enjoy cozy coastal decor, walk-in shower, claw-foot tub, full kitchen, linens, fast Wi-Fi, and smart TVs. Start your day with coffee on the dock, spend afternoons swimming or paddling, and unwind with peaceful waterfront views. Packed with amenities including games, 2 fishing rods and crab pots —your Bay escape starts here!

Waterfront 4BR | Pool & Peaceful Deltaville Views

This spacious 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort, relaxation, and outdoor adventure. Wake up to stunning river views, and spend your days lounging by the private pool, kayaking, fishing, or exploring the serene surroundings. Whether you're looking for a fun-filled family vacation, or a friends' getaway, this serene stay provides unmatched tranquility Book now for spring & summer, and experience warm breezes, golden sunsets, and the ultimate waterfront experience!

Belle Haven’s Bliss

Experience Belle Haven’s Bliss, stay in a 25 foot Airstream on private wooded property with access to a swimming pool in the backyard and tennis court in the front! Your very own retreat that’s only minutes from downtown Exmore. We are located in between both Cape Charles and Onancock, about 25 minutes from each. Chincoteague is 50 minutes to the North. We have many options for entertainment here on The Shore and property. The host family stays on the same property and is available as needed.

Blue Heron WaterSide

Blue Heron Waterside awaits you...Private Hot Tub and Pool!Waterfront and Pier- Kayaks included! This retreat is set up with you in mind for a special get away.Relax.Enjoy being together plus space to have quiet time. Sunroom, spacious deck, private Pool, Hot tub and Pier create a waterfront living experience. Grab a book, go for a swim or lounge by the pool. Explore the water with a variety of Kayaks plus a Stand Up Paddle Board.Great location to fish and crab from the pier. Are you ready?

Bay Creek (Pool!) Meets Historic Cape Charles!

Best of both worlds - first house off the historic center of Cape Charles, but part of the gated Bay Creek community with access to exclusive amenities including pool, tennis, and PRIVATE beaches! Single floor living with handicap access from the two car garage. TONS of space! Great front porch for lounging. Walkable to both public and private beaches. Closest house in town to mini golf, Cape Charles Welcome Center (includes a train museum - always a hit with the kids) and the brewery!

Sunshine Baydream Cape Charles

Sunshine Baydream is bay living at its finest! Vacation comfortably with 3 master suites, including one on the main floor. The kitchen has all you need for a comfortable stay. Have some fun playing head-to-head Ms Pac Man! The open floor plan is great for entertaining! Enjoy the grill on the rear deck or the large second floor deck. The home is in a quiet community with a pool on Stone Road just outside Historic Cape Charles. Owners' 6-person golf cart may also be rented in advance!

"Shangri-La", of Hampton, Virginia

2nd story 1200 square foot apartment with 2 BR's, Wi-Fi, microwave, fridge and bar with sink. Walk in glass enclosed shower & soaker tub. Private deck with gas grill down the spiral stairs below on ground level patio. Pool table in BnB. We share our pool with our BnB guests seasonally. Please inquire about pool availability if important to your booking. Local history, sites, nature and beaches abound. Security cameras surround the exterior of our home for our protection as well as yours!

Heartsong Farmhouse , a nature lover's retreat.

Heartsong Farmhouse was completely renovated in 2019. Beautiful hardwood floors, brand new furniture, in a modern farmhouse style with a Boho vibe. The entire home is filled with beautiful natural light and the brick walls ensure a peaceful nights sleep. The yard is completely surrounded by a 15ft hedgerow of holly, magnolia and camellias, like walking into a secret garden. You will feel welcome from the moment you drive up. The Farmhouse is also beautifully decorated for the holidays.