Vacation rentals with outdoor seating in Cape Charles

Vacation home in Cape Charles

A charming bungalow is embraced by lush greenery and colorful flowers, featuring a welcoming front porch with seating. A palm tree adds a tropical touch, while the pathway leads to the entrance, inviting guests to explore the comforts within.

5 out of 5 average rating, 68 reviews

Down By The Bay - Cape Charles -1st Floor Primary

🏖Come visit this updated 1930's bungalow. 5 blks to restaurants, shops & beach end of our street 🏠 First Floor master, w/ large bunky upstairs sleeps up to 8 (+ pack and play & air mattress) 🛶 Take stroll/ride to the beach, hose off in outdoor shower, grill on patio & cozy up to a fire. Or relax in the clawfoot tub! 💻 Staying the week & work remote? Work space ready for you! Wifi/Netflix. Updated kitchen & laundry space in your home away from home! 🐶 Dogs <50lbs (2 max) ☀️ Sunday-Sunday June -Aug

Guesthouse in Gloucester County

A modern cottage is presented in a wooded setting, featuring a spacious deck with seating and a spiral staircase. A fire pit surrounded by four chairs is anchored on a green lawn. Soft outdoor lighting adds to the inviting ambiance of the area.

4.98 out of 5 average rating, 156 reviews

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!

4.92 out of 5 average rating, 175 reviews

The exterior of the three-story vacation home features a light-colored facade with pink door accents. A welcoming porch with multiple white railings is visible, alongside neatly arranged landscaping. The surrounding area includes multiple parked vehicles and trees, creating a pleasant setting.

Home in East Ocean View

Simple Southern Getaways/ 3 Blocks From Beach

Vacation Home. ☀️ Located between Chesapeake Bay and Pretty Lake inlet. Bay Lake Escape is a perfect getaway. Advertised for 6, but 4 beds and air mattress available. Bay Lake is decorated in a coastal farmhouse style. Master bedroom w/ en-suite offers a queen bed. BR2 offers a queen bed. Finally, BR3 offers a twin over full bunk bed. The living has a large sectional sofa with cable television & a queen air mattress. All bedrooms have smart TVs. Free beach 3 blocks. Simple Southern Getawayways.

4.99 out of 5 average rating, 113 reviews

The entrance to The Rosé Retreat features a welcoming porch with multiple chairs arranged for relaxation. Arching glass doors provide a view into the inviting interior, framed by decorative wreaths that add a touch of seasonal charm. Lush green foliage surrounds the exterior.

Home in Irvington

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

Superhost

A spacious living area features a large sectional couch, a coffee table, and a massage chair. Natural light floods the space through sliding glass doors, illuminating the wood flooring. The open layout connects to a kitchen and dining area, enhancing the communal feel.

4.75 out of 5 average rating, 4 reviews

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!

4.95 out of 5 average rating, 66 reviews

A serene riverfront scene is captured, featuring a spacious grassy area leading to a sandy beach along the water's edge. Tall trees provide shade, while a modern home is visible in the background, surrounded by lush greenery.

Home in Christchurch

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.

4.98 out of 5 average rating, 152 reviews

A spacious deck extends towards the waterfront, surrounded by lush trees. Lounge chairs and seating areas are positioned for relaxing views of the calm water. A sunroom is visible to the right, offering additional indoor space. The overall setting invites outdoor leisure and tranquility.

Home in Cobbs Creek

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?

The exterior view of a charming two-story house is presented, showcasing a light-colored facade with green shutters. A covered front porch features seating and is surrounded by well-maintained landscaping, while a stone driveway leads to the entrance.

4.92 out of 5 average rating, 25 reviews

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.

The exterior of a two-story home features a light yellow facade with white shutters. A welcoming front porch is adorned with a seasonal wreath and multiple steps leading up to the entrance, while well-maintained landscaping surrounds the base.

4.95 out of 5 average rating, 107 reviews

Sunshine Rays: Historic district backyard bliss!

Situated on a peaceful block of Cape Charles' charming historic district, Sunshine Rays was designed as a retreat for families visiting the Eastern Shore. With space for up to eight guests, an incredible backyard, and thoughtful amenities throughout, it's the perfect base for your Cape Charles getaway. We are just six blocks from the beach and even closer to our Central Park and the town's main street with all of its restaurants, bakeries, and shops.

Tiny home in Cape Charles

A charming exterior of a 1920s house is depicted, featuring a welcoming pink entrance door framed by decorative white lattice. Surrounding the entrance, a grassy lawn and trees create a pleasant outdoor setting under a clear blue sky.

4.89 out of 5 average rating, 122 reviews

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!

5 out of 5 average rating, 20 reviews

An RV is illuminated under a clear night sky, showcasing its exterior details, including a retractable step and a bright light above. A picnic table sits nearby on the grass, complementing the tranquil outdoor setting.

Tiny home in Diggs

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.

A cozy outdoor seating area is presented on the porch, featuring a woven chair and a glass-topped table. A bottle of wine rests on the table, accompanied by two stemmed glasses, inviting moments of relaxation and enjoyment.