Vacation rentals in Eastville

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Top-rated vacation rentals in Eastville

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Top guest favorite

A small red barn with a blue roof is set in a grassy field, surrounded by livestock. A goat approaches in the foreground, while chickens are seen roaming nearby. The backdrop features a tree line against a softly lit sky.

Farm stay in Cape Charles

5 out of 5 average rating, 384 reviews

Private Guesthouse on Secluded Waterfront Farm

Just 5 miles from Cape Charles and 30 minutes from Virginia Beach, our contemporary Guesthouse gives you the peace and solitude characteristic of the Eastern Shore along with the convenience of being close to town. Our twenty acre waterfront farm, home to both a Vineyard and an Oyster Farm, has plenty of nearby walking or biking and a dock on a secluded arm of the Chesapeake Bay. Our farm is perfect for solo travelers, couples or small families looking for a memorable trip to the Eastern Shore.

Top guest favorite

Two white adirondack chairs are positioned on a wooden dock, facing a calm waterway. Soft pastel colors in the sky reflect on the water, creating a serene atmosphere. The surrounding landscape features trees and distant hills, enhancing the peaceful waterfront view.

Cottage in Onancock

4.95 out of 5 average rating, 238 reviews

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<<

Guest favorite

A compact kitchenette is displayed, featuring a silver refrigerator and a granite countertop with an integrated sink. Above, open shelving holds various kitchenware. A small rug adds a touch of comfort to the hardwood floor beneath the cabinets.

Loft in Cape Charles

4.93 out of 5 average rating, 245 reviews

The Cheriton Loft

Located in the heart of Cheriton, The Loft is a bright and sunny apartment. It is perfect for a couple and one child, three friends or one person. Cheriton is an up and coming village which is home to several galleries and an art center. It is less than 4 miles to the charming town and beach of Cape Charles, 3 miles to Oyster Boat Landing and 8 miles to Kiptopeke State Park. The apartment is owned and decorated by"The Sheep Lady", a local painter, illustrator and writer of children's books.

Top guest favorite

An outdoor dining area is displayed with multiple tables and umbrellas, surrounded by gravel and potted flowers. Guests can be seen enjoying their meals in a relaxed atmosphere. A view of the water is visible in the background, with a cloudy sky above.

Guesthouse in White Stone

5 out of 5 average rating, 248 reviews

Waterfront Guesthouse II on the Rappahannock

The “Beach House” is a guest cottage at Snug Harbor, a 2 acre private property overlooking the Rappahannock River and Chesapeake Bay. Perfect for a couple’s getaway, this well-appointed cottage has beautiful water views and includes access to our private beach & dock (with guest slip) with use of our paddle boards and kayaks. The cottage’s 1st floor features an open liv/din/kit area, full bath with large shower and a covered patio. The 2nd floor features a large loft bedroom with a queen bed.

Guest favorite

An aerial view captures a secluded Victorian cottage nestled on a private island, surrounded by water and lush greenery. A footbridge connects the island to a winding path, merging into open fields and offering glimpses of the bay and forested areas in the distance.

Cottage in Hacksneck

4.94 out of 5 average rating, 122 reviews

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!

Top guest favorite

Farm stay in Onancock

4.99 out of 5 average rating, 267 reviews

Private romantic pet friendly waterfront cottage

On Virginia’s beautiful Eastern Shore, The Birdhouse at Windfall Farm is the ultimate romantic getaway. Just steps from Pungoteague Creek (a short boat ride to the Chesapeake Bay)on one side and a picturesque large stocked pond on the other, The Birdhouse is a charming 1 bedroom hideaway, with abundant wildlife, walking trails on our 62 acre working farm, kayaking, fishing, crabbing, and stargazing, all amid Nature’s beauty. Be our guest for an unforgettable time on Virginia’s Eastern Shore!

Top guest favorite

An aerial view showcases the serene Chesapeake Bay, where sandy tidal flats create patterns in the water. The coastline blends with lush greenery in the background, while gentle waves reflect the clear blue sky.

Tiny home in Cape Charles

4.98 out of 5 average rating, 318 reviews

The Laughing King Retreat Honeymoon Island Cottage

Honeymoon Island Cottage is an adults-only lodging experience like no other. You and your guest will stay in a charming tiny farmhouse that is located just steps from the Chesapeake Bay on a USDA certified organic farm. Enjoy access to a private saltwater pool, private beach, Chesapeake Bay water access for boating, swimming, paddleboarding, fishing or just soaking, dig for clams, collect wild oysters, or just sit and marvel at the beauty. We look forward to welcoming you.

Guest favorite

An outdoor space is featured, showcasing a wooden table at the center surrounded by five adirondack chairs. Softly glowing string lights are hung from wooden poles, illuminating the serene backyard. A fire pit is present, adding warmth to the inviting atmosphere.

Home in Cape Charles

4.89 out of 5 average rating, 102 reviews

"Live Life Sunnyside Up" - Minutes From The Beach!

Welcome to "Live Life Sunnyside Up" on the Shore! Take a trip off the busy beaten path and kick your feet up at our little slice of paradise. Kid friendly with plenty of amenties for you and your family. On a quiet street, less than 4 miles from the historic town of cape charles and beach, get ready to take a load off and enjoy the many treasures Cape Charles has to offer! Just 5 short minutes from the Oyster Boat Ramp, fishermen are sure to find their honey hole here!

Guest favorite

The cabin is illuminated softly by warm light, reflected in the calm surface of the pond. Surrounding trees create a natural frame, while the evening sky features soft clouds, adding depth to the peaceful scene.

Cabin in Cape Charles

4.96 out of 5 average rating, 178 reviews

Ultimate Cabin Farm Stay Cape Charles

Tucked away in the woods on a historic Eastern Shore farm lies this stunning pond side Cabin just 10 mins from Cape Charles. The classic yet modern cabin is a dreamy getaway or remote work space. Wake up to the birds singing in the trees that completely surround the cabin and enjoy the deck - watching the deer and goats foraging. Take a walk on our trails, collect fresh eggs, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.

Top guest favorite

Home in Gloucester Point

4.96 out of 5 average rating, 124 reviews

Charming coastal home w/ outdoor area and river views

Tucked away at the end of a quiet road, our home welcomes you. This spacious, thoughtfully designed 1 BR/1.5 BA home on 4 acres is ideal for those looking to relax and get away from it all while still being just minutes away from some of the areas best dining and attractions. Whether you want to watch the sun rise over the York River, spend the day exploring the historic triangle, or just take it easy around the house and enjoy the outdoor area, the choice is yours.

Superhost

The exterior of Sea Salt Cottage is shown with a welcoming porch featuring rocking chairs. Sunlight filters through trees in the spacious yard, which offers a tranquil setting. The pathway of bricks leads up to the entrance, inviting guests to explore the home.

Cottage in Cape Charles

4.78 out of 5 average rating, 114 reviews

Sea Salt Cottage: Tranquil Getaway 5 min to beach

Escape to the Eastern shore! Sea Salt Cottage is your quiet, off-the-beaten path getaway in charming Cape Charles. -Peaceful, rural feel with a 5 min drive to beach, quaint shops & restaurants. -Dog & kid friendly w/ large yard to park boats, RV's, etc. -Hammock, tree swing, outdoor dining, fire pit, romantic sunsets. -2 min to groceries, 10 min to Kiptopeake State Park, 70 min to Chincoteague Island

Top guest favorite

A charming private retreat is shown nestled among lush greenery, featuring a serene water garden with lily pads and yellow flowers in the foreground. A secluded deck with outdoor seating is visible, enhancing the tranquil setting surrounded by trees.

Guest suite in Machipongo

5 out of 5 average rating, 108 reviews

Peaceful Suite in Machipongo

Welcome to our soul-nourishing space perfect for your getaway! A magical place where time seems to stand still in the peace and tranquility. Nature beckons as birds fly back and forth, chimes sing in the breeze, stars glisten in the sky. Welcome to Feather Tree Retreat, a refreshing haven on the Eastern Shore of Virginia!