Holiday rentals with a pool in Cape Charles

Bay Creek Blessed at The Fairways

Summary... Enjoy an upscale stay with a downhome feel. Unwind to an island vibe of comfort with our vintage Tommy Bahama furnishings. All the basics for coffee, laundry, bathing, cooking & grilling provided. Plus beach chairs, towels, coolers & toys. Check out the pool (steps away), Nature Trails (short bike ride), Bay Creek private beach (3 min drive), Cape Charles public beach (5 min drive). You'll love exploring back waters & towns between the ocean & the bay! *No pets, smoking, parties*

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

All About Amanzi (Water in Zulu)

Recently refurbished and refitted with all the mod-cons our fully equipped townhouse offers you the perfect haven in the heart of Ole Town Hampton and within 30 yards of the Hampton River with its ever changing tranquility. The 2nd floor has an open plan layout with a large deck and water views from every space to make the most of this asset. The 3rd floor has the master bedroom and bathroom with a private balcony for those early morning coffees while watching the changing colors of Amanzi.

Hot Tub - Massage Chair - Golf Cart - Beach Gear

Whether you are looking for some rest and relaxation, a home-base for the beach or water activities, or a place that comfortably allows you to bring your pets, you are sure to find your desired experience at Paws at the Beach. Open concept space with large glass doors and window to bring in natural light. Sunset room with multiple entertainment options, a massage chair in the living room and a Hot Tub. Four bedrooms that comfortably sleep 10. Rental includes access to a four-seater golf cart!

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!

Rendezvous, a Resort Condo in Cape Charles

A luxurious 1550 sq foot 2nd floor resort condo that offers comfort and tranquility in a private beach and country club setting. Imagine your most prefect beach vacation: sun, sand, morning walks, pool, time with the family, relaxing, exploring nature, great restaurants, golf cart rides around town, romantic sunset walks, and evening ice cream. Experience these things and so much more when you stay at Rendezvous in Cape Charles on the Virginia Eastern Shore. Come experience it for yourself!

“Old Smokey”A cozy, single bedroom, unique getaway

"Old Smokey" is a 1965 pull-behind camper that has been beautifully remodeled. It is cozy, rustic and has been restructured with lots of love. You can enjoy breathtaking sunrises and sunsets. The camper has both air conditioning and a wood stove. "Old Smokey" is a unique and romantic glamping experience. You can cook delicious meals on the propane stove/grill or visit one of our charming local restaurants. This is the perfect location to relax and reset, either solo or with someone special.

"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!

Gorgeous Vacation House

This is is the perfect home away from home! Enjoy cozy furnishings and modern amenities in this 3bed/2.5 bath house located in the vibrant city of Norfolk oceanview. The house is renovated with top notch material and artistic touch. The kitchen, living room, and private backyard with deck/patio swimming pool make it the ideal place to relax. Shopping, restaurants, and entertainment are all within minutes; plus onsite parking and self-check-in make this an ideal destination for travelers.

East of the Sun Victorian - Private Pool

Back after a 2-year hiatus! East of the Sun is a fully-restored ca. 1890 Victorian (3 en-suites) with a large screen porch and private, 12' round plunge pool. Our place is ideally suited for 3 couples or families with older children. We welcome younger children as long as parents confirm they're okay with 3 floors/2 sets of stairs, antiques, and a pool. We have a strict limit of 6 guests (however, children under 2-years do not count). We offer a 3-night minimum both low and high season.

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.