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Vacation rentals in Cheriton

Vacation rentals in Cheriton

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Cheriton

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • The Laughing King Retreat Honeymoon Island Cottage
    SUPERHOSTTiny house · 2 guests · 1 bed · 1 bathroom
    The Laughing King Retreat Honeymoon Island Cottage

    Honeymoon Island Cottage is a 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.

    What guests are saying:

    “A MUST visit for anyone wanting a quick or long vacation to the Eastern Shore!! Truly a BED AND BREAKFAST destination with the overwhelmingly warm and joyful hospitality of your host, M.J., who serves you a delightfully tasty breakfast cuisine. And all of that is the over the top bonus...before your breath is taken away by the endless views of the bay, stargazing, enjoyment of kayaks, warmth of the fire pit, long serene walks, use of a fully equipped kitchen, and the grande finale ends with a splash down in the pool!!! Hoping everyone can be as blessed as we were to enjoy M.J. and Suzanne’s piece of heaven on earth! PS - the tiny house Rocks!!! Eddie and Debbi”

  • Private Guesthouse on Secluded Waterfront Farm
    SUPERHOSTEntire guest house · 2 guests · 1 bed · 2 bathrooms
    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 urban centers. Our twenty acre waterfront farm, which has plenty of nearby walking or biking, and a dock onto a secluded arm of Plantation Creek, an inlet of the Chesapeake Bay, is perfect for couples or small families looking for a memorable trip to the Eastern Shore.

    What guests are saying:

    “What a perfect place to stay! This easily exceeded my family’s expectations! The hosts were fantastic and very welcoming. They gave us many local tips for food and were available if we needed them. Their children were wonderful and we were excited to have our 16 month old socialize with them. Erin and Thomas truly mean what is on the farm is yours during your stay! We look forward to booking again in the fall and will not need to search on where to stay because this guest house is a perfect place for us! Thank you again to Erin and Thomas for their wonderful accommodations!”

  • The Cheriton Loft
    SUPERHOSTEntire loft · 3 guests · 2 beds · 1 bathroom
    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.

    What guests are saying:

    “Gail's place is wonderful! The loft is only a few minutes from Cape Charles. The space is clean, comfortable, and spacious. There were many cute & personal touches throughout that made it feel very cozy! Perfect place to stay if you are visiting the Cape Charles area! It had everything we would have needed (extra towels, blankets, pillows, etc.)! Definitely recommend!”

Holiday rentals for every style

Get the amount of space that is right for you.

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Popular amenities for Cheriton holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Cheriton

The Minnow  (Lovely studio near beach)
SUPERHOSTEntire guest suite
The Minnow (Lovely studio near beach)
Price:€155 / night
Bay Breeze on Tazewell -walk to the beach!
SUPERHOSTEntire cottage
Bay Breeze on Tazewell -walk to the beach!
Price:€155 / night
Calm, Clean, & Comfy Sanctuary - PRIVATE ENTRANCE
Entire guest suite
Calm, Clean, & Comfy Sanctuary - PRIVATE ENTRANCE
Price:€84 / night
Guest Cottage at Green Valley Farm
SUPERHOSTEntire guest house
Guest Cottage at Green Valley Farm
Price:€100 / night
Ybalon where sun meets the sea and sea gulls soar.
SUPERHOSTEntire flat
Ybalon where sun meets the sea and sea gulls soar.
Price:€101 / night
Thurston Hideaway
SUPERHOSTEntire house
Thurston Hideaway
Price:€84 / night
Heron House - Beach and shops are open!
SUPERHOSTEntire house
Heron House - Beach and shops are open!
Price:€212 / night
"Sea Glass Haven"- Totally Renovated Home!
SUPERHOSTEntire house
"Sea Glass Haven"- Totally Renovated Home!
Price:€173 / night
Cape Charles Plantation Home “Nevill’s Nook Suite”
SUPERHOSTEntire flat
Cape Charles Plantation Home “Nevill’s Nook Suite”
Price:€151 / night
THOMAS  INN Q 6 MILES FROM CAPE CHARLES W/POOL
SUPERHOSTPrivate room
THOMAS INN Q 6 MILES FROM CAPE CHARLES W/POOL
Price:€44 / night
New kitchen - Cape Charles-HGTV Beach within Reach
Entire house
New kitchen - Cape Charles-HGTV Beach within Reach
Price:€287 / night
Seaglass Estate
SUPERHOSTEntire house
Seaglass Estate
Price:€244 / night
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