
Places to stay near Cape Charles Beachfront
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Top-rated holiday rentals near Cape Charles Beachfront
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Bayside Bonanza | Off-street Parking | EV Charger
"Bayside Bonanza" is special. Ideally located with the main street of Cape Charles around the corner in either direction, and a 5 minute walk to the bay or Central Park. There's nothing like sitting on the front porch swing, sipping morning coffee or an evening cocktail. The home is bright and cozy, with efforts made to keep as much of the original 1890's charm as possible. We're family owned and managed, and it's our priority to help you have the most relaxing and enjoyable vacation possible!
4.98 out of 5 average rating, 124 reviews
Walk 2 Beach & Restaurants~Central Park~ King Bed!
You will be close to everything in Cape Charles! Experience a fully renovated 1900’s Victorian duplex centrally-located! Next to the park, 2 quick blocks to Main St. & beach! The upstairs bedrooms share a Jack and Jill bathroom. Full kitchen with washer/dryer. 2 outdoor living areas to sip your coffee or wine! Your family will feel cozy and relaxed while you're on vacation! • Front Porch Swing & Backyard Brick Patio w/Grill • Beach Gear, Games, Pickleball • Modern Kitchen, Wood Floors, King Bed
4.99 out of 5 average rating, 104 reviews
Guesthouse at Vessel Farm & Winery, Waterfront
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.
5.0 out of 5 average rating, 434 reviews
Walk to Beach and Park! Outdoor shower&Fenced Yard
Welcome to Peach Haven, a newly renovated duplex in the Cape Charles historic district. Just 1 block from the park and 3 blocks from the beach, it's the ideal base for your Cape Charles escape. This pet-friendly rental sleeps four guests comfortably with a master bedroom (queen bed) and a second bedroom with a custom-made full-over-full bunkbed. The house has been thoughtfully stocked with everything you'll need for a comfortable stay. Ask about our optional golf cart rental during your stay!
4.97 out of 5 average rating, 201 reviews
Harbor View- (Sun - Sun rental June- Aug.)
Harbor View is an early 1900's brick duplex with high ceilings, transom windows, and crown molding. Best of all, this home is located in a quiet neighborhood just one block from the beach and two blocks from Mason Ave. where you can find unique shops, restaurants and other amenities. It's an easy walk to the pier for a magnificent sunset, or to Brown Dog's for homemade ice cream. We invite you to enjoy our comfortable home, and explore the quiet ambience of a historic beach town vacation!
4.92 out of 5 average rating, 172 reviews
Stylishly Renovated | Golf Cart Avail. | Bakery!
Nectarine 15 is centrally located. Next door, you’ll find the Coastal Bakery. A great place for breakfast or Treat. Relax on the charming front porch and soak in the calm, historic vibe of Cape Charles. A Quick walk to historic Downtown, Take a swim in the bay or cast a line off the dock. Central Park is also nearby, offering a great spot for a family picnic while the kids enjoy the playground. Golf carts are available to rent(Cart Rentals are only available during the House rental period)
4.94 out of 5 average rating, 194 reviews
Private Country Beach Retreat
Welcome to Mason Jar Retreats Beach Home. Our home is a private beachfront property with the best of both country and beach living. Located on 6 acres on a private road with only a few steps to take to your private oasis on the Chesapeake Bay. Enjoy sunsets from the beautiful porches while taking in the natural surroundings. Our home is only three miles from a vineyard and winery and 20 minutes to Cape Charles with lots of shopping and dining in a quaint beach town. *LGBTQ+Friendly Home
4.99 out of 5 average rating, 135 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, feed the Alpacas, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.
4.96 out of 5 average rating, 263 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.
4.98 out of 5 average rating, 362 reviews
Steps to the Sea at Salt Box
Escape to The Salt Box, a charming 1915 duplex just one block from the beach in the heart of Cape Charles' Historic District. This cozy, private retreat sits on a peaceful, tree-lined street and is a short stroll to the beach, pier, shops, restaurants, and more! Check out our local Guidebooks or text us anytime—we're happy to share our favorite local spots! Looking for even more space? You can also book the other half of our duplex, Salt Box II!
4.97 out of 5 average rating, 312 reviews
The BeeHouse
Breathe in the Beehouse! Newly built, this well equipped modern house features high ceilings with a clean crisp design with bright tropical colors and natural touches that truly transport you! Treat yourself to the tranquil Cape Charles lifestyle where you won’t see a clock because the local church chimes on the hour. Huge outdoor living space embraces you and allows you to take it all in. Have the sweetest vacation at the Beehouse!
5.0 out of 5 average rating, 107 reviews
It’s porch season! Welcome to the MT Nest!
Welcome to The MT Nest! Relax in our charming 100 year old Sears house in the heart of historic Cape Charles. Enjoy mornings on the porch in the shade of majestic trees. Walk to the beach in the afternoon. Then stroll a few blocks to restaurants and shops in the evening. Central park across the street offers summer concerts, a playground, and a splash fountain. Enjoy the quiet and slow your life down for a few days of bliss!
4.95 out of 5 average rating, 121 reviewsPopular amenities for holiday rentals near Cape Charles Beachfront
Apartment rentals with wifi

Beachfront Getaway, Pet Friendly, Mermaid Suite
4.99 out of 5 average rating, 112 reviews
*Mid/Long Term Rental* Cozy Home at Mary Roberts
4.88 out of 5 average rating, 201 reviews
The Port - Large condo on Mason Avenue!
5.0 out of 5 average rating, 39 reviews
Mason Ave Condo~ Steps from Beach~ Rooftop Deck!
5.0 out of 5 average rating, 16 reviews
Rendezvous, a Resort Condo in Cape Charles
4.92 out of 5 average rating, 13 reviews
Modern Coastal Retreat in Bay Creek Featuring Acce
4.91 out of 5 average rating, 11 reviews
Jane Suite | Beach | Balcony | Fire Pit
4.87 out of 5 average rating, 95 reviews
Hampton Condo Near Buckroe Beach | Dogs OK
4.77 out of 5 average rating, 123 reviewsFamily-friendly house rentals

‘The Sand Crab’- Beachfront Cottage, Kayaks, WiFi
4.98 out of 5 average rating, 103 reviews
Huge Patio~Outdoor Fireplace & Shower~Family Home!
4.97 out of 5 average rating, 150 reviews
Chesapeake Bay View
5.0 out of 5 average rating, 42 reviews
Historic Cape Charles- 1 Block from the Beach!
5.0 out of 5 average rating, 29 reviews
The Peach House: close to the shops, beach + park
4.93 out of 5 average rating, 96 reviews
4BR, Pet-Friendly, 1st Fl Suite
4.96 out of 5 average rating, 26 reviews
Legasea by the Bay
5.0 out of 5 average rating, 25 reviews
Sheller Shack - 2 blocks from the bay!
4.94 out of 5 average rating, 47 reviewsApartment rentals with air conditioning

Beach Front Apartment on the Chesapeake
4.88 out of 5 average rating, 208 reviews
Pelican Place, Cozy Retreat | Pool | Walk to Tides
5.0 out of 5 average rating, 137 reviews
The Fish House
4.92 out of 5 average rating, 144 reviews
Centrally Located Sleek Studio Apartment
4.98 out of 5 average rating, 256 reviews
Yorktown on the Waterfront
4.99 out of 5 average rating, 150 reviews
Comfy 3 Bedroom Hideaway Minutes From H.U. & Beach
4.91 out of 5 average rating, 130 reviews
Salty Sisters on the Bay. Enclosed yard on the Bay
4.95 out of 5 average rating, 324 reviews
“Little City by The Sea”
4.95 out of 5 average rating, 215 reviewsOther great holiday rentals near Cape Charles Beachfront

Modern Beachfront Cottage with Endless Bay Views
4.95 out of 5 average rating, 200 reviews
Beacon Bay: Wayerfront, Lg yard, Kayaks, SUP, KING
4.99 out of 5 average rating, 129 reviews
Winter Getaway: Firepit, Walk to Beach & Main
5.0 out of 5 average rating, 57 reviews
Romantic Coastal Retreat w/ Private Balcony
5.0 out of 5 average rating, 44 reviews
Historic Charm & Modern Comfort : Downtown Escape
4.98 out of 5 average rating, 50 reviews
Hot Tub - Massage Chair - Golf Cart - Beach Gear
4.94 out of 5 average rating, 64 reviews
The Strand: Free Golf Carts & Pool, 1 Blk to Beach
5.0 out of 5 average rating, 30 reviews
Happy Hours! 7 bedrooms, double lot, huge porch
4.95 out of 5 average rating, 22 reviewsDestinations to explore
- Virginia Beach Oceanfront
- Chesapeake Bay
- Busch Gardens Williamsburg
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Outlook Beach
- Old Dominion University
- Norfolk Botanical Garden
- Regent University
- First Landing Beach
- Neptune's Park
- Colonial Williamsburg's Merchants Square
- The Mariners' Museum
- The Military Aviation Museum
- Back Bay National Wildlife Refuge-N
- Town Point Park
- Nauticus
- Chrysler Museum of Art
- Hampton University
- Virginia Living History Museum
- Cape Henry Light House
- Mount Trashmore Park





