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From $443 per night (USD)
VRBO
Only 2 Night Minimum Stay! Custom home w/boat slip, fenced yard, swimming pool.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Private & quiet location less than a mile from the historical Cape Charles. With quick access to the Chesapeake Bay, a b ...
From $443 per night (USD)
VRBO
From $396 per night (USD)
Expedia
Southern Breezes Nor' Wester - close to beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Welcome to your new coastal retreat at Southern Breezes Nor' Wester, Unit 104A! This charming duplex is now available fo ...
From $396 per night (USD)
Expedia
From $397 per night (USD)
VRBO
Southern Breezes Nor' Easter - close to the beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
9
Welcome to Southern Breezes Nor'Easter, Unit 104B – your next vacation home that combines comfort, convenience, and the ...
From $397 per night (USD)
VRBO
From $764 per night (USD)
Expedia
Bay Creek Home Close to Private Beach, Pool & Golf
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
This new Bay Creek home within a gated community has so much to offer for that special vacation on the Eastern Shore of ...
From $764 per night (USD)
Expedia
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VRBO
Tiny Guest House
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy a memorable visit when you stay in this unique place. The space This is a Tiny Guest House with lots amenities. pr ...
Click For Pricing
VRBO
From $117 per night (USD)
Expedia
Thomas Inn Q 6 miles from Cape Charles - queen room
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Lovely old colonial home, 2 story brick with great amenities, located only 6 miles from Cape Charles, beautiful Beach, b ...
From $117 per night (USD)
Expedia
From $1087 per night (USD)
VRBO
Welcome to the Whale house.
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Close proximity to the beach and pool and access to golf, this home is a must rent for your Family. The Whale House feat ...
From $1087 per night (USD)
VRBO
From $710 per night (USD)
Expedia
Charming Bayside Retreat – Walk to Beach & Life Center Pools!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Welcome to your perfect coastal getaway! This immaculate, open concept home with high end furnishings and appliances is ...
From $710 per night (USD)
Expedia
From $325 per night (USD)
VRBO
Lil' Ms. Clementine 2-bedroom home in Historic District with Golfcart option
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This charming Victorian home features a fully equipped kitchen, cozy living area and an additional living area that can ...
From $325 per night (USD)
VRBO
From $353 per night (USD)
VRBO
Parkside South, Cape Charles
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Parkside offers the perfect getaway for families and/or friends! Conveniently located next to Central Park, 2 blocks fro ...
From $353 per night (USD)
VRBO
From $389 per night (USD)
VRBO
The Back 9 | Chesapeake Properties
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: New Vacation Condo located in a gated community. A charming vacation condo nestled on the second floor, offerin ...
From $389 per night (USD)
VRBO
From $537 per night (USD)
Expedia
Private Beach Getaway: close to town, shopping, restaurants, pool & tennis
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
"Coastal Soul" is newly renovated, a few steps away from a private beach and a short walk to the public beach, shopping ...
From $537 per night (USD)
Expedia
From $302 per night (USD)
VRBO
The Lemonade Stand on Plum with Backyard Bar
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to 428 Plum Street, a large historic home built in 1920. Fully renovated in the spring of 2022. Located in the h ...
From $302 per night (USD)
VRBO
From $542 per night (USD)
Expedia
Relax and unwind at The Castaway minutes from the beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Contemporary style home. Located in the Marina Village East. Quaint community and wonderful couple escape or family g ...
From $542 per night (USD)
Expedia
From $699 per night (USD)
VRBO
Grand Escape - Featured on HGTV's Beachfront Bargain Hunt
Bedrooms:
6
Bathrooms:
5
Sleeps:
11
5 bedrooms, 6 baths, sleeps 11 comfortably Featured on HGTV's Beachfront Bargain Hunt - Season 14, Episode 11 Our newly ...
From $699 per night (USD)
VRBO
From $654 per night (USD)
Expedia
A Mermaid Vacation Beach Rental BAY VIEW CAPE CHARLES
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
A MINIMUM OF ONE WEEK IS REQUIRED DURING THE PEAK SUMMER SEASON. SATURDAY-SATURDAY RENTALS ONLY DURING PRIME SUMMER VACA ...
From $654 per night (USD)
Expedia
From $632 per night (USD)
VRBO
1886 Charming Cassat Cottage in Cape Charles, VA
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
The Captain's Cottage was originally built in 1886 and has recently undergone extensive renovations to create a home of ...
From $632 per night (USD)
VRBO
Click For Pricing
Expedia
Waterfront cottage on Occohannock Creek w/ beautiful Chesapeake Bay sunset views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Unplug, unwind and recharge at Occohannock Overlook, a rustic cottage just steps from the waters of Occohannock Creek. ...
Click For Pricing
Expedia
From $414 per night (USD)
VRBO
Saint of Circumstance | Chesapeake Properties
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: New to vacation rentals for 2022! Great location! A short walk to shops and restaurants and 5 and a half blocks ...
From $414 per night (USD)
VRBO
From $1544 per night (USD)
Expedia
The Tazewell House | Chesapeake Properties
Bedrooms:
8
Bathrooms:
7
Sleeps:
18
Summary: The Tazewell House: Sleeps 16 - 18. One of the largest vacation homes available in the historic district! The ...
From $1544 per night (USD)
Expedia
From $513 per night (USD)
VRBO
Cape Charles VA retreat with game arcade 👾, fire pit 🔥, Peloton 🚴🏽‍♀️, EV🔋
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
A peaceful, secluded, farmhouse escape on Virginia’s Eastern Shore. Located minutes from beautiful downtown Cape Charles ...
From $513 per night (USD)
VRBO
From $534 per night (USD)
Expedia
Bayfront Retreat w/ Game Room + Outdoor Pool!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
An excursion to the Eastern Shore of Virginia is your perfect chance to unwind and enjoy a waterside getaway! Settled on ...
From $534 per night (USD)
Expedia
From $834 per night (USD)
VRBO
Wild Blue Cottage | Chesapeake Properties
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: The perfect little cottage by the beach! This adorable cottage called "Wild Blue Cottage" is located on a quiet ...
From $834 per night (USD)
VRBO
From $363 per night (USD)
Expedia
Stunning Cape Charles Retreat ~ 1 Mi to Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The whole family will enjoy a relaxing trip to this Cape Charles vacation rental. This 4-bedroom, 3.5-bathroom home offe ...
From $363 per night (USD)
Expedia
From $524 per night (USD)
VRBO
Key Lime Cottage: Your Cape Charles Beachside Retreat
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Welcome to Key Lime Cottage, a fully renovated 1926 gem located just blocks from Cape Charles beach, Central Park, and d ...
From $524 per night (USD)
VRBO
From $417 per night (USD)
Expedia
The Sandpiper has gone SOLAR!!! exceptional family vacation, and private pool.
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
The best of the Eastern Shore of VA. Privacy close to the beach with a private pool and lots of room. This house is ju ...
From $417 per night (USD)
Expedia
From $337 per night (USD)
VRBO
Coral Haven 1 | Chesapeake Properties
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Coral Haven 1 is a new vacation rental listing located in the historic town of Cape Charles. Please SEE: Othe ...
From $337 per night (USD)
VRBO
From $438 per night (USD)
Expedia
Above it All | Chesapeake Properties
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Best Views In Cape Charles! 1 block from the beach this condo is located steps away from shops and restaurants! ...
From $438 per night (USD)
Expedia
From $266 per night (USD)
VRBO
Summer Camp Tiny Cottage - Perfect for a couples/friends retreat & small fams!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
LAST OPEN SUMMER DATES: 7/30 (Wed. Night), 8/3-7 (Sun-Thurs Nights) Come visit the only Tiny Home in the Cape Charles Hi ...
From $266 per night (USD)
VRBO
From $653 per night (USD)
Expedia
Luxury Beach Getaway in Cape Charles
Bedrooms:
2
Bathrooms:
6
Sleeps:
17
Welcome to your beach oasis in the charming beachfront town of Cape Charles, Virginia! Our 6-bedroom, 3-bath retreat is ...
From $653 per night (USD)
Expedia
From $465 per night (USD)
VRBO
Serene Beach Haven in Cape Charles
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to your beach oasis in the charming beachfront town of Cape Charles, Virginia! Our 3-bedroom, 2-bath retreat is ...
From $465 per night (USD)
VRBO
Click For Pricing
Expedia
Luxury and Serenity in a Charming 2-Bedroom Retreat in Peaceful Countryside
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to the enchanting countryside and pristine beaches of the Eastern Shore, VA, where serenity awaits. This is the p ...
Click For Pricing
Expedia
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VRBO
Junxtion - Impeccably Restored Historic Home in Downtown Cape Charles!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Introducing a captivating vacation home within the charming environs of Cape Charles, VA. This expansive four-bedroom, t ...
Click For Pricing
VRBO
From $343 per night (USD)
Expedia
Beach Bettie's - Serene, charming cottage located on the Chesapeake Bay!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Discover coastal living at its finest in this enchanting three-bedroom cottage nestled along the pristine shores of the ...
From $343 per night (USD)
Expedia
Click For Pricing
VRBO
Moontide - Impecable Historic Home in Downtown Cape Charles!
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Experience coastal living at its finest in this meticulously preserved 1913 four-square home, perfectly positioned betwe ...
Click For Pricing
VRBO
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Expedia
Modest Junxtion - Lovingly Restored Home in Historic Cape Charles!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in the heart of historic Cape Charles, this meticulously renovated family residence stands as a testament to tho ...
Click For Pricing
Expedia
From $421 per night (USD)
VRBO
Isla Villa - Comfortable Bay Creek Condo with pools & golf!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your dream coastal retreat in the sought-after Bay Creek Resort community! This charming three-bedroom, two-b ...
From $421 per night (USD)
VRBO
From $440 per night (USD)
Expedia
Huntington Farm - Pristine Historical Home Overlooking Cherrystone Creek!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to a remarkable piece of Virginia's coastal heritage - a magnificently restored 17th-century estate nestled alon ...
From $440 per night (USD)
Expedia
From $412 per night (USD)
VRBO
Cozy Oaks, Chesapeake Properties
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Unwind in this quaint town with Central Park concerts and events around every corner. Catch a beautiful sunset ...
From $412 per night (USD)
VRBO
From $538 per night (USD)
Expedia
Modern Coastal Retreat in Bay Creek Featuring Access to Club Amenities!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Property Highlights: - Spacious & Stylish: This beautifully decorated home features an open-concept layout with a cozy l ...
From $538 per night (USD)
Expedia
From $785 per night (USD)
VRBO
2 Blocks to Beach, Bay Views | Chesapeake Charm
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Summary: Discover the timeless elegance of Chesapeake Charm, a spacious 1920 Foursquare home just two blocks from the se ...
From $785 per night (USD)
VRBO
Click For Pricing
Expedia
Pearly Peach by the Beach - Peach Side Duplex, 3 Blocks from the Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Stay comfortably in Cape Charles at this 2-bedroom apartment. The fantastic property features 2 queen beds, 2 bathrooms ...
Click For Pricing
Expedia
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VRBO
Cozy RV with 1 bedroom in enchanting Cape Charles
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Luxury RV Retreat – Secluded Escape Near Cape Charles & Kiptopeke State Park Escape to comfort and tranquility in this ...
Click For Pricing
VRBO
From $703 per night (USD)
Expedia
Waterfront, Gorgeous 4 BDR, 3 BA Beautiful views & sunsets
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
Like-new, bright and airy open-concept contemporary story Bayfront home with spacious 2+ac fenced yard, sand shoreline a ...
From $703 per night (USD)
Expedia
From $338 per night (USD)
VRBO
Peaceful, Pet-Friendly Escape with Waterfront Sunsets & Private Dock (No Fees!)
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
THE BANTRY BAYDREAM: Get caught in a baydream on the Eastern Shore! Entire fenced-in cottage with endless views of the C ...
From $338 per night (USD)
VRBO
From $564 per night (USD)
VRBO
The Catch of the Cape- family friendly with game rooms, big yard, close to beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
With plenty of room for up to 16, bring your whole family and besties for some fun in the sand and sun at The Catch of t ...
From $564 per night (USD)
VRBO
$\Seahorse Retreat\ Condo 1 block from Beach in historic Cape Charles!$
From $294 per night (USD)
VRBO
\"Seahorse Retreat\" Condo 1 block from Beach in historic Cape Charles!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Beach, beach, beach! Located in the heart of the quaint beach town in Cape Charles Historic Area on the Eastern Shore of ...
From $294 per night (USD)
VRBO
From $666 per night (USD)
Expedia
Circa 1912 charm. 1 block to beach. Sleeps 12. Equipped recreation room!
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Less than a block from the Cape Charles beach, “Sea Gate” is a 5 bedroom, 7 bathroom (4 full & 3 1/2) spacious home that ...
From $666 per night (USD)
Expedia
From $663 per night (USD)
VRBO
BayView Cottage West Indies style home community beach and waterfront dining!
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
“BayView Cottage” is located in the gated Kings Bay Village on the shores of the Chesapeake Bay in the Bay Creek Resort ...
From $663 per night (USD)
VRBO
From $732 per night (USD)
Expedia
Just One House From The Beach Barefoot Bungalow Offers A Sweet Beach Vacation
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Welcome to Barefoot Bungalow! Located just steps away from beach access, come watch the sunset from the front porch of ...
From $732 per night (USD)
Expedia
From $526 per night (USD)
VRBO
Relaxing 4 bedroom, 2 1/2 Home - Steps Away To A Fun Filled Day At The Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Make “Seashell Cottage” your own beach retreat getaway! “Seashell Cottage” is a spacious relaxing three-story home with ...
From $526 per night (USD)
VRBO
From $379 per night (USD)
VRBO
Two Blocks to Beach and Town and ON Central Park!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Offered for the very first time as a Vacation Rental the historic Parkside duplex has been recently renovated to include ...
From $379 per night (USD)
VRBO
From $268 per night (USD)
VRBO
Bungalow Bay Retreat: Your Perfect Getaway for Friends, Family, and Fishing Fun!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Welcome to our home, Bungalow Bay, your ideal retreat for small groups of friends, families, and fishermen alike! Update ...
From $268 per night (USD)
VRBO
From $677 per night (USD)
Expedia
Brand New Vacation Home, Beautifully Furnished!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
“Sunset Dream” is a newly built, spacious 3 bedroom, 2 bathroom, one story home located on a little freshwater lake over ...
From $677 per night (USD)
Expedia
$\Just Beachy\, a charming 3 BR, 2 1/2 bath Duplex perfect for group vacation!$
From $367 per night (USD)
VRBO
\"Just Beachy\", a charming 3 BR, 2 1/2 bath Duplex perfect for group vacation!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
“Just Beachy” is brand new to our vacation rental program! A charming three bedroom, two and a half bath, duplex unit th ...
From $367 per night (USD)
VRBO
From $781 per night (USD)
Expedia
Exquisite 4 bedroom, 3 and a half bath Georgian Estate Home on the Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
New to Vacation Rentals-Experience the magic of Summer on Virginia's Eastern Shore near Cape Charles, Virginia. Warm day ...
From $781 per night (USD)
Expedia
From $671 per night (USD)
VRBO
Gorgeous 5 Bedroom, 3 Bath Waterfront Home!
Bedrooms:
3
Bathrooms:
5
Sleeps:
13
The Oyster Republic is a gorgeous 5 bedroom, 3 bath waterfront home located literally 1 minute from the soft sand beach ...
From $671 per night (USD)
VRBO
$\Just Beachy Too\, charming 3 BR, 2 1/2 BA Duplex perfect for group vacation!$
From $370 per night (USD)
Expedia
\"Just Beachy Too\", charming 3 BR, 2 1/2 BA Duplex perfect for group vacation!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
“Just Beachy Too” is brand new to our vacation rental program! A charming three bedroom, two and a half bath, duplex uni ...
From $370 per night (USD)
Expedia
From $879 per night (USD)
VRBO
Spacious restored 1914 historic home steps from the beach.
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
NEW FOR 2023, EXPERIENCED HOSTS...SEE OUR RATINGS! Welcome to your dream vacation rental! This historic three-story hom ...
From $879 per night (USD)
VRBO
From $488 per night (USD)
Expedia
Good Times on the Cape-1st & 2nd flr Master
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Relax and recharge at Good Times on the Cape a newly built luxury home in the historic district of Cape Charles, a short ...
From $488 per night (USD)
Expedia
From $376 per night (USD)
VRBO
Private Country Beach Retreat
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Mason Jar Retreats Beach Home. Our home is a private beachfront property with the best of both country and be ...
From $376 per night (USD)
VRBO
From $838 per night (USD)
Expedia
Beachfront - unbeatable location - steps to beach & shops - sunsets from porch!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
On the corner of Mason and Bay Avenue! Literally right across from the public fishing pier and steps away from the beach ...
From $838 per night (USD)
Expedia
From $483 per night (USD)
VRBO
A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This is the perfect family home with 3 floors of living space. Friends as well will enjoy each bedroom with its own en s ...
From $483 per night (USD)
VRBO
From $361 per night (USD)
Expedia
Beautifully Renovated Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
From the front porch to the back deck, this beautifully renovated vacation home says WELCOME. WhimSea is a quirky little ...
From $361 per night (USD)
Expedia
From $866 per night (USD)
VRBO
Gorgeous water views, a private swimming pool & easy access to private beach!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Shore E'Nuff has gorgeous water views, a private backyard swimming pool and easy access to sparkling, soft sand beaches ...
From $866 per night (USD)
VRBO
Click For Pricing
Expedia
Experience Tiny House Weddings & Retreats
Bedrooms:
7
Bathrooms:
7
Sleeps:
18
Summary: Come and enjoy this one-of-a-kind experience at Cape Charles Tiny Livin'. Celebrate your Wedding Day, host a C ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Dock and Boat access Home on the Eastern Shore Virginia
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Perfect get away for tranquility, fun ,sun ,water and nature! 3 bedroom restored home with all new appliances, furniture ...
Click For Pricing
VRBO
From $305 per night (USD)
VRBO
Cozy Country Home in the Heart of the Eastern Shore
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Need a quiet, uncrowded, remote place to get away? What better way to experience the Eastern Shore than buy staying in a ...
From $305 per night (USD)
VRBO
From $697 per night (USD)
VRBO
Stunning Waterfront Home with Private Dock - Wright on the Water!
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Stunning views throughout the home - over 100ft of direct waterfront. Authentic Eastern Shore experience, within a uniqu ...
From $697 per night (USD)
VRBO

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Results: 369 Rentals