Holiday rentals with outdoor seating in Cape Charles

Moody Cabin: Hot Tub/ Creek Fire Pit Park Setting

Escape to this beautifully remodeled guest cottage, designed for an unforgettable stay. Nestled in a serene 6.5-acre setting with private creek views, it's just minutes from shopping, breweries, and dining. Wake up to breathtaking scenery, unwind in a peaceful setting, and enjoy modern amenities. Relax by the fire pit or soak in the hot tub. Perfect for a romantic retreat or a fun-filled family getaway in the Historic Triangle. Unmatched comfort, charm, and relaxation—your perfect escape awaits!

Cape Charles cottage, family friendly, in town

Welcome to Cape Charles Cottage in the historic district! We are 6 blocks to the beach and 4 blocks to Mason ave (shops, restaurants). The town is very walkable or golf cartable…you can rent ours! We can host up to 10 guests with 4 bedrooms and a bonus room with a daybed w trundle that pulls to side by side twins. One bedroom has an ensuite bathroom and the others share a hall bath with a tub/shower. Kitchen is fully equipped, fenced yard, outdoor shower,fire pit, grill & shed with beach gear.

The Rosé Retreat: Pool-Screened Porch-RELAX

Escape to The Rosé Retreat for peace and relaxation. Enjoy a romantic getaway sipping wine on the screened porch, unwind by the refreshing pool, navigate the waterways by kayak, and stroll to great restaurants/shopping. Savor local oysters and explore nearby wineries. Bring the family for a memorable NNK adventure. The Rosé Retreat is a place to get away from it all. Enjoy a bottle (or more, we're not judging) of Rosé while you're here. Follow on IG:roseretreatva Irvington Occupancy Tax #500

Summer Oasis w Private Beach and River Views

Soak up the sun at our riverfront retreat with panoramic views! This modern, spacious home features 2 cozy firepits, a heated screened-in porch, game room stocked with board games, and full-speed WiFi and separate office perfect for remote work. Enjoy kayaking, paddle boarding, an open kitchen, gym, ping pong, with PacknPlay & high chair for the kids. Perfect for fun-filled family & friend getaways! No lifeguard on duty, swimming and use of all amenities/equipment on property are at own risk.

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?

Seaville. Cozy 3bed/3bath home. Stunning backyard

The whole group will be comfortable in this spacious and unique space. Fully stocked large spacious kitchen/dining that will make family gatherings a breeze. Big living area with plenty of seating, large screen TV and dozens of games. 3 bedrooms and 3 full baths. Large front porch and a backyard described as an “oasis” by past guests. Outdoor “she shed” fun room with 65” TV, split HVAC system. Storage side has bikes, cornhole, beach chairs and much more beach stuff.

Summer Camp Tiny Cottage Walk to the beach & shops

At less than 470 sq feet, this 1920s house is super fun & ready to be enjoyed for a couples, friends, and small families! • King sized bed with smart tv on the first floor • Two twin beds in a cozy sleeping loft • Small kitchen with propane stove, Nespresso maker & living space with a smart tv • Patio w/ charcoal grill, solo stove, & dining table • Paddle board & floats Please read through our totally honest disclaimer below!

Blanchard Farm Camper Stay

Nestled in a serene setting, This RV comfortably sleeps up to 5 guests and offers a wonderful retreat . Enjoy the tranquility of farm living while being surrounded by lush landscapes and the sounds of nature. Venture outside to explore the expansive grounds, take leisurely walks through the fields, or simply relax and soak in the peaceful atmosphere. As night falls, gather around the fire pit for stories and stargazing.

Charming house close to beach and shops!

Uncover Cape Charles' enchanting charm at Heron House. This stylish retreat suits couples, small families, or friends looking for a delightful getaway. Enjoy the private backyard, stocked kitchen, and all amenities for beach fun, fishing, kayaking, shopping, and more. Recharge in this cozy haven with beach chairs, umbrellas, and adult bikes. Your ultimate beachside escape is here! Non-Smoking & Pet Free