Cape Charles vacation rentals

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Popular amenities for Cape Charles vacation rentals

Stay near Cape Charles's top sights

The Shanty65 locals recommend
Kelly's Gingernut Pub47 locals recommend
The Oyster Farm Seafood Eatery34 locals recommend
Cape Charles Brewing Company47 locals recommend
Brown Dog Ice Cream38 locals recommend
Cape Charles Historic District3 locals recommend

Other great vacation rentals in Cape Charles

Guest favorite

Home in Cape Charles

4.98 out of 5 average rating, 111 reviews

Family Reunion on the Bay

Oct 30 – Nov 6

G$84,352 GYD per night
Guest favorite

Home in Cape Charles

4.91 out of 5 average rating, 107 reviews

HGTV House! 2 Blocks to Beach- 2024 New Bathroom!

Oct 8 – 15

G$90,218 GYD per night
Guest favorite

Home in Cape Charles

4.99 out of 5 average rating, 201 reviews

Bay Breeze on Tazewell (Sun-Sun rental June -Sept)

Sep 29 – Oct 6

G$49,743 GYD per night
Guest favorite

Home in Cape Charles

4.92 out of 5 average rating, 177 reviews

Charming home close to beach and shops!

Oct 9 – 16

G$60,284 GYD per night
Guest favorite

Home in Smithfield

4.97 out of 5 average rating, 203 reviews

Mason Manor - Downtown Smithfield next to WCP

Dec 2 – 9

G$23,688 GYD per night
Guest favorite

Home in Gloucester

4.95 out of 5 average rating, 133 reviews

Bee Humble Cottage Entire Home

Sep 26 – Oct 3

G$27,682 GYD per night
Guest favorite

Home in Virginia Beach

4.9 out of 5 average rating, 207 reviews

Quilted Quarters by the Bay with Private Entrance

Nov 28 – Dec 5

G$18,207 GYD per night
Guest favorite

Home in Williamsburg

4.97 out of 5 average rating, 176 reviews

Casita on the Corner

Jan 4 – 11

G$26,908 GYD per night

Cape Charles beach vacation rentals

Guest favorite

Townhouse in Cape Charles

4.94 out of 5 average rating, 103 reviews

Peach Haven I: Close to beach and park!

Mar 11 – 18

G$58,030 GYD per night
Guest favorite

Cabin in Deltaville

4.97 out of 5 average rating, 253 reviews

"The Little Red Cabin" aka The Galley

Mar 27 – Apr 3

G$23,077 GYD per night
Guest favorite

Guesthouse in White Stone

5.0 out of 5 average rating, 187 reviews

Waterfront Guesthouse II on the Rappahannock

Jan 16 – 23

G$44,994 GYD per night
Superhost

Apartment in Cape Charles

4.92 out of 5 average rating, 144 reviews

Ybalon where sun meets the sea and sea gulls soar.

Sep 27 – Oct 4

G$41,888 GYD per night
Guest favorite

Tiny home in Deltaville

4.99 out of 5 average rating, 143 reviews

Teenie Weenie Luxury Guest House in Deltaville

Jan 16 – 23

G$24,711 GYD per night
Guest favorite

Cottage in Norfolk

4.99 out of 5 average rating, 268 reviews

Lovely Ocean View Cottage

Dec 10 – 17

G$25,036 GYD per night
Guest favorite

Farm stay in Cardinal

4.95 out of 5 average rating, 108 reviews

Wtrfrnt aptmnt w/pool/dock on private farm

Jul 10 – 17

G$35,868 GYD per night
Guest favorite

Cottage in Gloucester

4.87 out of 5 average rating, 126 reviews

White Heron Cottage

Jan 28 – Feb 4

G$27,383 GYD per night

Cape Charles cottage rentals

Guest favorite

Cottage in Heathsville

4.94 out of 5 average rating, 178 reviews

HedgeRow, Deer Haven in the NNK- Dock & Boat Ramp

Mar 4 – 11

G$25,467 GYD per night
Guest favorite

Cottage in Urbanna

4.99 out of 5 average rating, 134 reviews

Little Dipper -private beach,Kayaks & paddleboards

Oct 24 – 31

G$43,261 GYD per night
Guest favorite

Cottage in Chincoteague Island

4.97 out of 5 average rating, 330 reviews

Once Upon A Tide

Dec 7 – 14

G$22,197 GYD per night
Guest favorite

Cottage in Gloucester Point

4.95 out of 5 average rating, 196 reviews

The Cottage on Sarah's Creek

Jul 7 – 14

G$40,258 GYD per night
Guest favorite

Cottage in Onancock

4.96 out of 5 average rating, 138 reviews

A "True" Chesapeake Bay Waterfront Experience!

Aug 26 – Sep 2

G$104,517 GYD per night
Guest favorite

Cottage in Gloucester Courthouse

4.98 out of 5 average rating, 194 reviews

Historic Ware River Cottage at Glebefield

Oct 5 – 12

G$34,875 GYD per night
Guest favorite

Cottage in Irvington

4.99 out of 5 average rating, 149 reviews

Peaceful Haven

Nov 13 – 20

G$54,055 GYD per night
Guest favorite

Cottage in Port Haywood

4.93 out of 5 average rating, 123 reviews

Modern Beachfront Cottage with Endless Bay Views

Apr 18 – 25

G$83,826 GYD per night

Quick stats about vacation rentals in Cape Charles

  • Total rentals

    150 properties

  • Rentals with a pool

    20 properties have a pool

  • Pet-friendly rentals

    30 properties allow pets

  • Family-friendly rentals

    130 properties are a good fit for families

  • Total number of reviews

    5.1K reviews

  • Nightly prices starting at

    G$20,856 GYD before taxes and fees

Your guide to Cape Charles

Welcome to Cape Charles

Cape Charles sits at the southernmost tip of the Delmarva Peninsula on Virginia’s Eastern Shore, a long peninsula with Chesapeake Bay to the west, Kings Creek to the north, and Old Plantation Creek to the southeast. This town of 1,000 full-time residents is known primarily as a beach destination, especially since the Cape Charles Town Beach remains the only public beach on Virginia’s Eastern Shore that doesn’t charge fees (not even parking fees!). Beyond its sandy shores, Cape Charles’ main draws include a fishing pier, an outdoor LOVE sign popular with photographers, and a historic district boasting one of the highest concentrations of turn-of-the-century homes. Originally developed as the headquarters of the Eastern Shore Railroad, Cape Charles’ strategic location also makes it a prime area for geographic diversity and bird spotting.


The best time to stay in a vacation rental in Cape Charles

Summer is the busiest time of year at this popular outdoor destination, peaking in June through August. It’s also the hottest time of year, often with humid days. There are plenty of things to do during this time, such as the free summer concerts and food festivals, including the Cape Charles Crabby Blues Festival and the Reel and Raw oyster festival. Spring and the early fall months may also be a good time to stay in one of the area’s rentals since the humidity makes the air feel a bit warmer. December through February are too chilly for outdoor fun, especially with the rain and snow that tends to fall four to six times a year. But the season does bring its own fun, such as Festive Fridays and the Lighted Golf Cart Parade leading up to Christmas, and a Dropping of the Crab Pot to ring in the New Year.


Top things to do in Cape Charles

Historic District

Turn back time in the historic district filled with buildings from the late Victorian, Colonial Revival, and Neoclassical styles built from 1885 to 1940, mostly in a 27-block grid with a central park featuring a pergola, gazebo, and fountain. The high concentration of preserved buildings put the area onto the National Register of Historic Places in 1989.

Cape Charles Natural Area Preserve

Follow the boardwalk path leading to a Chesapeake Bay viewpoint through various forested terrains in the 29-acre preserve, including the rare Maritime Dune Woodland. Birders will especially appreciate the more than 240 species that have been spotted here.

Cape Charles Museum

Run by the Cape Charles Historical Society, the museum includes an indoor section with historical relics of the area, including Chesapeake Bay steamship and ferry models, as well as an outdoor section with actual railroad cars and a recreation of the Bloxom railway station.

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Cape Charles?

    Yes! Work meets play with ease at over 60 vacation rentals in Cape Charles featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Cape Charles?

    Four-legged friends are welcome in Cape Charles. Choose from more than 30 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Cape Charles?

    Experience the best of Cape Charles with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Cape Charles have self check-in?

    Absolutely! We offer over 50 house rentals with self check-in in Cape Charles. Enjoy a tailored experience with all the comforts you desire.

  • Are there Cape Charles house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Cape Charles, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Cape Charles have a bbq area?

    Absolutely! We offer over 70 house rentals with a bbq area in Cape Charles. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Cape Charles?

    Cape Charles has more than 110 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Cape Charles?

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with self check-in, over 70 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore