Cottage holiday rentals in Cape Charles

The exterior of the beach cottage features a welcoming porch with seating arrangements. Lush greenery surrounds the home, and blooming flowers add color to the landscape. The symmetrical architecture is complemented by a blue exterior and white trim, contributing to a charming appearance.

4.96 out of 5 average rating, 106 reviews

The Little Jewel

Newly renovated beach cottage - The Little Jewel. Cozy beach decor with all amenities just bring your swim suit. Full stocked kitchen, if you like to cook. Or one block over is Mason Avenue with restaurants and shopping to enjoy. Enjoy the sunsets on the over sized porch. Perfect for small families and couples. Outdoor shower super nice after long day on beach. We have bikes, and all the beach necessities in the shed. Check out our sister cottage The Little Gem if your dates are not available.

4.95 out of 5 average rating, 252 reviews

The exterior of Westview Cottage is shown, featuring a well-maintained lawn with lush greenery. Floor-to-ceiling glass doors are visible, reflecting the surrounding landscape and allowing natural light into the cottage. Trees and shrubs frame the view, enhancing the serene atmosphere.

Cottage in Onancock

Eastern Shore Romantic Waterfront Getaway Upscale

A waterfront getaway at the newly renovated Westview Cottage on Onancock Creek just off the Chesapeake Bay. Wake up to beautiful water views through floor-to-ceiling glass doors. A private, peaceful escape in the country conveniently surrounded by fields and wildlife complete with a dock for crabbing and fishing (seasonal) 4 MI to Downtown Onancock & Restaurants 4.5 MI to Walmart 25 Mi to Camp Silver Beach 35 MI to Chincoteague Island 39 MI to Cape Charles >save listing to your wishlist<<

4.99 out of 5 average rating, 122 reviews

The view from the entrance displays a spacious deck leading to the water, framed by sturdy wooden supports. Two large doors provide access and natural light, highlighting the inviting outdoor space with chairs positioned for relaxation.

Cottage in Weems

The Crab Shack

Enjoy the sunrise at this unique and tranquil getaway! This property was originally a seafood processing facility...hence The Crab Shack! Watch all the action on the water right out the front door with local waterman in and out of beautiful Carter's Creek to and from the Rappahannock River and Chesapeake Bay. There are marinas and The Tides Inn very close by. This property provides privacy and a short 10 minute drive to nearby restaurants and shops in Irvington, Kilmarnock, and White Stone.

4.95 out of 5 average rating, 139 reviews

A Victorian cottage sits on a private island, surrounded by a serene lake. The green roof contrasts with the pastel exterior, while a footbridge leads to the shore. Lush grass and scattered trees create a peaceful landscape, with distant water views enhancing the setting.

Cottage in Hacksneck

Pretty Byrd Cottage, a Victorian Bayfront Getaway!

Imagine getting away from it all by crossing a footbridge to a private island with a Victorian cottage on your own private 3-acre lake! This property is a unique oasis that combines today's modern conveniences with the charm of elegant decor. Enter the front door and be taken in by the surrounding water views, and enjoy charming verandas and a balcony that overlook the lake and gardens surrounding the cottage. Guests can also enjoy the use of a private beach, fishing, kayaks and a paddleboat!

Cottage in East Ocean View

A tranquil beach scene is captured, featuring smooth sandy stretches bordered by green grass and gentle dunes. The horizon reveals a calm ocean meeting a partly cloudy sky, creating a serene atmosphere that invites relaxation and reflection.

4.99 out of 5 average rating, 274 reviews

Peaceful beach @Courtyard Cottage+No Cleaning Fee!

There is no congestion, crowds, or large commercial beach resorts here. Experience the exact opposite at Courtyard Cottage, steps away from a quiet, peaceful beach surrounded by sand dunes for a special getaway. A park across the street offers playgrounds and pet-friendly walks, and a local farmers' market opens from 9 a.m. to noon. Saturdays, May 4 - Nov 23. A past guest wrote, "This place brings beach home nostalgia, peace, and a time to relax". No parties, quiet hours after 10 pm.

4.97 out of 5 average rating, 249 reviews

A charming cottage is set against a backdrop of tall trees, showcasing a light-colored exterior. A welcoming front porch features comfortable seating and an American flag. The landscaped yard includes potted plants and a gravel pathway leading to the entrance.

Cottage in Gloucester

"Bee Haven" Cottage Retreat

Curious about what makes Gloucester so wonderful? Live like a local at "Bee Haven Retreat" and find out for yourself at our newly renovated 2 bedroom cottage. Super homey and spacious living allows for guests to have memorable family & friend time. Sit around with the windows open, sipping morning coffee. Our street is quiet & very safe with free parking spaces. Shops, restaurants, hiking, lovely beaches & Colonial Williamsburg all within a short driving distance of our home.

4.91 out of 5 average rating, 128 reviews

A wooden dock extends into the calm water, surrounded by lush greenery along the shoreline. The scene showcases a tranquil landscape with a gradual sandy area visible at low tide, framed by a clear blue sky dotted with fluffy white clouds.

Cottage in Heathsville

Waterfront Cottage w Hot Tub, Kayak, Fishing

Come relax in our delightful waterfront home decorated with classic cottage décor. Sit out on one of the two big screened-in porches, go for a swim in the shallow brackish (mostly fresh) water, take a dip in the hot tub, or throw one of our crab pots in the water and enjoy the spoils of the waters off the Potomac River. Our house is situated off the Potomac on Hull Creek, which means the water is nice and shallow for little ones to play, and there are plenty of crabs to be caught!

4.9 out of 5 average rating, 208 reviews

A serene view of a cove with gentle waves lapping against a sandy shore. The calm water reflects the clear blue sky and nearby greenery. Footprints are visible in the sand, leading toward the water's edge.

Cottage in Reedville

"Dragonfly" Waterfront Cottage on Chesapeake Bay

Bayfront beach vacation? Kayak out to dolphins? Breathtaking sunrises & sunsets? Yes, please! Relaxation and fun await at 'Dragonfly', a gorgeous cottage right on the Chesapeake Bay with spectacular views from every room. Nestled on acres and acres of waterfront, this magical property has its own cove for all the swimming, kayaking, SUP boarding and fishing you can manage. If you love nature, bring your water shoes and sense of adventure and we will take care of the rest!

Cottage in Gloucester Courthouse

A historic sign for Glebefield, established in 1795, is positioned among mature trees. Bright yellow flowers add a pop of color in the foreground, contrasting with the earthy tones of the surrounding greenery, creating a serene and inviting atmosphere.

4.98 out of 5 average rating, 221 reviews

Historic Ware River Cottage at Glebefield

Come visit this quiet and peaceful setting on the Ware River in historic Gloucester VA. The cottage sits on a 65 acre waterfront property. This fully updated cozy cottage is a great home base for exploring Williamsburg, Yorktown, Jamestown and Richmond. Pets are welcome with a small fee and pre-approval. There are serval buildings and gardens to enjoy so please take note of the picture captions for details on the cottage and other dependencies.

Cottage in Gloucester Point

A serene waterscape is presented, highlighting the cottage set among lush trees. A dock extends into the water, flanked by boats, with soft ripples reflecting the clear blue sky. The tranquil environment suggests a peaceful retreat by the water's edge.

4.99 out of 5 average rating, 151 reviews

Sarah's Creek Starlight

Beautifully remodeled 1930 Sears Starlight kit home. This cottage is located on the waters of Sarah's Creek, making it just a short drive from Historic Yorktown and Williamsburg. This space is fully furnished with a new kitchen, dining and living areas, 2 bedrooms with queen beds, 1 bedroom with a bunk and one bathroom. No matter what your stay is for you can look forward to the comfort, relaxation and beautiful views this cottage has to offer.

Cottage in Gloucester Point

A serene view of a wooden dock extending into the calm waters of Sarah's Creek, surrounded by trees. Two kayaks, one green and one blue, are positioned on the grassy shore, with a charming cottage visible in the background.

4.94 out of 5 average rating, 284 reviews

The Cottage on Sarah's Creek

Nestled on the waters of Sarah's Creek, this cozy cottage is just a short drive from historic Williamsburg and Yorktown. Fully furnished with a new kitchen, dining area, 1 bedroom, 1 bathroom, and a large loft with a queen bed and a pool table. Whether spending your days relaxing on the beach, exploring historic sights, or taking a tour of a local vineyard, you can look forward to the quiet comfort this cottage has to offer during your stay.

4.89 out of 5 average rating, 375 reviews

The cottage features a welcoming front porch with a flag gently waving. Lush greenery surrounds the entrance, complemented by a grassy lawn under a clear blue sky, creating an inviting approach to the home.

Cottage in White Stone

The Moore Cottage

The Moore Cottage is a rustic-chic, fisherman's cottage.The cottage is less than a mile from Windmill Point Marina, and five miles from the town of White Stone. You will enjoy the views of amazing wildlife, boaters, the beach, and breath-taking sunsets all while sitting on the back porch. The Cottage is nestled on a cove overlooking Little Bay and the mouth of Antipoison Creek. Come check out one of the Northern Neck's best kept secrets!

Popular amenities for cottage rentals in Cape Charles

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.88 out of 5 average rating, 229 reviews

A spacious yard features a hammock suspended between two trees, overlooking the bay. Colorful Adirondack chairs are positioned nearby, creating an inviting spot for relaxation. The calm water stretches into the distance under a clear sky, providing a serene atmosphere.

Cottage in Reedville

Private point on the Bay🌤hammock, hot tub, kayaks❤️

4.95 out of 5 average rating, 142 reviews

An aerial view captures the spacious backyard featuring a rectangular swimming pool surrounded by a concrete deck. Lounge chairs are placed by the poolside, with a well-maintained lawn and shrubs in the background. The two-story cottage is shown with a screened porch and a shaded area nearby.

Cottage in Chesapeake

The Cottage @ Captain Genes - Secluded Waterfront

4.89 out of 5 average rating, 28 reviews

An outdoor patio area is shown, featuring multiple white chairs arranged in a circle around a stone fire pit. Lush green grass surrounds the space, with potted plants offering touches of color. The scenic view of the river is visible beyond the trees.

Cottage in Gloucester

Waterfront Gloucester Cottage w/ Private Boat Dock

The living area is bright and spacious, featuring a comfortable sofa and a coffee table. Natural light fills the room through multiple windows, with a ceiling fan overhead providing ventilation. A TV is positioned on a console, and a decorative mirror adds a touch of style.

4.79 out of 5 average rating, 155 reviews

Seaside Cottage: Wrap-Around Porch; Timeless Views

A vibrant sunset casts warm hues over the Chesapeake Bay, while silhouettes of people are seen along the sandy beach. The sun descends slowly toward the horizon, with soft clouds reflecting shades of orange and pink, creating a serene coastal view.

4.78 out of 5 average rating, 131 reviews

900B Coastal Loft: Bay Views & Breezy Veranda

4.91 out of 5 average rating, 195 reviews

Poseidon's Carriage House: Vintage Charm by Bay

A spacious outdoor area is highlighted by a hot tub surrounded by greenery. A pink umbrella provides shade over a seating arrangement, with flowers in decorative pots enhancing the tranquil setting. A wide lawn extends into the background, offering an open view.

4.71 out of 5 average rating, 7 reviews

Bungalow w/ Large Yard: 8 Mi to Cape Charles Beach

A bright and airy living area features large windows providing views of the surrounding landscape. Comfortable seating is arranged around a circular coffee table on a patterned area rug, while built-in shelves display decorative items. Ceiling fan and light tones enhance the space's openness.

Cottage in Heathsville

4.89 out of 5 average rating, 44 reviews

Waterfront Heathsville Cottage w/ Dock & Hot Tub!

Pet-friendly cottage rentals

The farmhouse exterior features vibrant red siding and multiple large windows, allowing natural light to fill the interior. Two Adirondack chairs are positioned in the front yard, with bicycles visible nearby. Lush greenery surrounds the property, enhancing its secluded ambiance.

4.99 out of 5 average rating, 84 reviews

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

4.97 out of 5 average rating, 270 reviews

Cottage in Bayview

Villa Positano

4.84 out of 5 average rating, 190 reviews

The exterior of the cottage is framed by a covered porch featuring large screens, surrounded by trees and natural light. Two green Adirondack chairs and two dark wooden chairs are set on the ground, inviting relaxation in the outdoor space.

Cottage in Deltaville

The Little House at Waveland

The two-story beach house features a welcoming front porch with wooden railings and steps leading to the entrance. A large second-floor deck is visible, enhancing outdoor living space. Surrounding greenery and a gravel pathway create a pleasant approach to the home.

4.94 out of 5 average rating, 116 reviews

Comfy three bedroom cottage - easy beach access

4.82 out of 5 average rating, 124 reviews

A serene view of a calm river is framed by trees and a natural landscape. A wooden dock extends into the water, providing a perfect spot for relaxation or fishing. The gentle ripples and surrounding greenery enhance the tranquil setting.

Cottage in Lancaster

Creek cottage getaway

4.9 out of 5 average rating, 107 reviews

A serene sunset is captured over calm waters, with hues of orange and gold reflecting on the surface. Silhouettes of trees frame the scene, while a dock extends into the bay, creating a tranquil coastal atmosphere.

Cottage in Painter

Cottage by the bay (private peaceful surroundings)

4.97 out of 5 average rating, 353 reviews

A charming cottage is presented with a well-maintained front yard, featuring blooming trees and vibrant flower planters. A covered porch is visible, framed by decorative railings and welcoming steps that lead from a concrete driveway. The surrounding greenery adds a peaceful ambiance.

Cottage in Ocean View

Lovely Ocean View Cottage

4.93 out of 5 average rating, 103 reviews

An aerial view captures the farmhouse situated along the banks of Henry's Creek, surrounded by lush greenery. A dock extends into the water, providing access for outdoor activities. The rural landscape and nearby road are visible, emphasizing the peaceful setting.

Cottage in Kilmarnock

Creeks End Farmhouse

Private cottage rentals

5 out of 5 average rating, 25 reviews

Cottage in Melfa

Luxe 2BR Cabin w/ Deck + Creek View | Working Farm

5 out of 5 average rating, 40 reviews

The waterfront cottage is set on a peninsula, surrounded by calm waters. Lush trees provide shade beside the house, while a stone patio is visible along the shoreline. The nearby dock is partially shown, offering access to the water for various activities.

Cottage in Topping

Locklies Innlet, A unique waterfront experience!

4.75 out of 5 average rating, 4 reviews

A modern cottage with a light exterior is shown from the front, featuring multiple spacious balconies. Large windows illuminate the interior, and a porch with seating overlooks the grassy yard. The property is surrounded by trees, creating a serene outdoor setting.

Cottage in Port Haywood

Beach Music Chesapeake Bay Getaway for all Seasons

5 out of 5 average rating, 97 reviews

A spacious cottage exterior is framed by vibrant green landscaping and a well-maintained lawn. American flags are displayed prominently, and a covered porch offers access to the home's entrance. Surrounding trees provide a natural backdrop, enhancing the peaceful setting.

Cottage in Kilmarnock

Cottage on Prentice Creek

The charming exterior of the cottage features a spacious front porch with colorful rocking chairs. The shingle siding and large windows enhance its inviting appearance. Lush greenery and landscaped areas surround the entrance, creating a welcoming atmosphere for guests.

5 out of 5 average rating, 4 reviews

WhimSea

5 out of 5 average rating, 65 reviews

The front exterior of the Victorian farmhouse features a light blue facade with white trim. A covered porch provides access to the entrance, surrounded by greenery and lawn. The house is three stories tall, displaying multiple windows that allow natural light.

Cottage in Onancock

Waterfront Victorian home in downtown Onancock

5 out of 5 average rating, 16 reviews

A beach area features a colorful striped umbrella providing shade over two blue folding chairs positioned on the sandy shore. Lush grass and a calm body of water create a serene environment, with wooden posts partially visible in the background.

Cottage in Diggs

Chesapeake Bay Beach Front cabin