Cape Charles vacation rentals

Book unique cottages, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Cape Charles

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

Guest favorite

Home in Cape Charles

4.96 out of 5 average rating, 183 reviews

Steps to the Sea at Salt Box

Historic 1915 duplex 1 block to beach in Cape Charles Historic District. Inviting rocking chair front porch, private back deck w/grill. Open layout: living/dining/fully-equipped kitchen. Smart TV, fast Wi-Fi. 3 bedrooms: Cal King w/14" plush mattress, Queen, 2 Twins. Luxe bathroom. Stroll to restaurants, shops, pier. Guidebook reveals local gems like seafood spots, breweries. Timeless charm meets modern comfort. Opt to rent adjoining Salt Box II for larger groups. Book this coastal dream today!

Dec 13 – 20

G$58,900 GYD per night
Guest favorite

Tiny home in Cape Charles

4.94 out of 5 average rating, 143 reviews

Unique, luxurious creekside stay in Cape Charles

Newly remodeled and ready for your next getaway! This tiny home is located just steps away from a calm, private beach. The interior decor creates a modern coastal feel to fit the style of the home. Creek views can be enjoyed from every window of the home and from the loft bed. It features a full kitchen with quartz counter tops, a fully tiled bath, outdoor shower, grill, large front porch and a nice sized back yard with added privacy fencing. Enjoy our fire pit with twinkle lights strung above.

Feb 17 – 24

G$37,329 GYD per night
Guest favorite

Home in Cape Charles

4.98 out of 5 average rating, 109 reviews

Family Reunion on the Bay

2020 prices through 2025! Unpretentious, clean & family-friendly. Bright open-plan home for easy living. Generous seating throughout. Loads of games, toys. Ideal for extended families. Side-door ramp, 1st-floor ADA bedroom, step-in shower w/seat & grab bar nearby. Backyard fire pit, picnic tables, grill, corn hole. Free firewood, propane, stand-up paddleboard, beach chairs & toys. IMPORTANT NOTES: 1. Absolutely NO PETS ALLOWED! ($750 fine) 2. Only weekly, Sat.-to-Sat. rentals June thru Aug. 30.

Sep 11 – 18

G$96,663 GYD per night

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

Cape Charles beach vacation rentals

Guest favorite

Townhouse in Cape Charles

4.92 out of 5 average rating, 102 reviews

Peach Haven II: Sunny spot 3 blocks to beach

Feb 10 – 17

G$47,180 GYD per night
Guest favorite

Home in Cape Charles

4.95 out of 5 average rating, 121 reviews

Hidden Treasure

Feb 16 – 23

G$35,419 GYD per night
Guest favorite

Home in Cape Charles

4.99 out of 5 average rating, 196 reviews

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

Nov 10 – 17

G$50,263 GYD per night
Guest favorite

Home in Cape Charles

4.92 out of 5 average rating, 175 reviews

Charming home close to beach and shops!

Oct 11 – 18

G$60,541 GYD per night
Guest favorite

Cabin in Deltaville

4.98 out of 5 average rating, 251 reviews

"The Little Red Cabin" aka The Galley

May 1 – 8

G$23,176 GYD per night
Guest favorite

Cottage in Gloucester

4.97 out of 5 average rating, 190 reviews

"Bee Haven" Cottage Retreat

Feb 15 – 22

G$25,451 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.

Oct 10 – 17

G$41,267 GYD per night
Guest favorite

Guesthouse in White Stone

5.0 out of 5 average rating, 184 reviews

Waterfront Guesthouse II on the Rappahannock

Dec 18 – 25

G$45,186 GYD per night
Guest favorite

Home in Onancock

4.8 out of 5 average rating, 116 reviews

Charming Waterfront Cottage on Cedar Creek

Mar 12 – 19

G$48,164 GYD per night
Guest favorite

Home in Cape Charles

4.87 out of 5 average rating, 134 reviews

Family Rental Close to Beach

Nov 23 – 30

G$86,733 GYD per night
Guest favorite

Home in Virginia Beach

4.9 out of 5 average rating, 203 reviews

Quilted Quarters by the Bay with Private Entrance

Dec 14 – 21

G$18,285 GYD per night
Guest favorite

Home in Reedville

4.97 out of 5 average rating, 115 reviews

Sunkissed Cottage-private, natural waterfront home

Sep 6 – 13

G$30,892 GYD per night

Cape Charles house rentals

Superhost

Home in Cape Charles

4.83 out of 5 average rating, 115 reviews

“The Reserve Lodge” Fish-Beach-Play-Stay

Mar 3 – 10

G$38,670 GYD per night
Guest favorite

Home in Smithfield

4.96 out of 5 average rating, 197 reviews

Mason Manor - Downtown Smithfield next to WCP

Sep 7 – 14

G$23,789 GYD per night
Guest favorite

Home in Williamsburg

4.97 out of 5 average rating, 173 reviews

Casita on the Corner

Nov 2 – 9

G$27,023 GYD per night
Guest favorite

Home in Williamsburg

4.99 out of 5 average rating, 199 reviews

Cozy Single Family Home

Feb 16 – 23

G$35,701 GYD per night
Guest favorite

Home in Reedville

4.96 out of 5 average rating, 202 reviews

Waterfront FamilyFriendly Home Improved for 2023

Nov 22 – 29

G$33,905 GYD per night
Superhost

Home in Mathews

4.86 out of 5 average rating, 112 reviews

Piper’s Landing: Relaxing beach house near the Bay

Jan 11 – 18

G$29,495 GYD per night
Guest favorite

Home in Heathsville

4.93 out of 5 average rating, 121 reviews

Water ft Chesapeake Bay DREaM Vacation Dock Kayaks

Oct 13 – 20

G$72,935 GYD per night
Guest favorite

Home in Norfolk

4.93 out of 5 average rating, 149 reviews

@Whit’s End? Come in and Relax

Jan 11 – 18

G$20,008 GYD per night
Guest favorite

Home in Accomac

4.98 out of 5 average rating, 216 reviews

Heartsong Farmhouse , a nature lover's retreat.

Sep 30 – Oct 7

G$32,865 GYD per night
Superhost

Home in Virginia Beach

4.86 out of 5 average rating, 204 reviews

Chicks Beachfront

Apr 27 – May 4

G$84,642 GYD per night
Superhost

Home in Williamsburg

4.83 out of 5 average rating, 173 reviews

Colonial Retreat

Sep 30 – Oct 7

G$37,135 GYD per night
Guest favorite

Home in Cape Charles

4.99 out of 5 average rating, 71 reviews

Bakery Next Door & Historic DT 1 block away

Nov 19 – 26

G$35,578 GYD per night

Cape Charles cottage rentals

Guest favorite

Cottage in Urbanna

4.99 out of 5 average rating, 134 reviews

Little Dipper -private beach,Kayaks & paddleboards

Sep 18 – 25

G$43,445 GYD per night
Guest favorite

Cottage in Onancock

4.96 out of 5 average rating, 136 reviews

A "True" Chesapeake Bay Waterfront Experience!

Oct 22 – 29

G$71,876 GYD per night
Guest favorite

Cottage in Gloucester Point

4.95 out of 5 average rating, 190 reviews

The Cottage on Sarah's Creek

Apr 15 – 22

G$35,554 GYD per night
Guest favorite

Cottage in Gloucester

4.87 out of 5 average rating, 119 reviews

White Heron Cottage

Feb 10 – 17

G$30,880 GYD per night
Guest favorite

Cottage in Heathsville

4.94 out of 5 average rating, 175 reviews

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

Jul 28 – Aug 4

G$27,564 GYD per night
Guest favorite

Cottage in Gloucester Courthouse

4.99 out of 5 average rating, 191 reviews

Historic Ware River Cottage at Glebefield

Mar 6 – 13

G$34,472 GYD per night
Guest favorite

Cottage in Chesapeake

4.94 out of 5 average rating, 109 reviews

The Cottage @ Captain Genes - Secluded Waterfront

Oct 21 – 28

G$57,639 GYD per night
Guest favorite

Cottage in Gloucester Point

4.98 out of 5 average rating, 112 reviews

Sarah's Creek Starlight

Nov 6 – 13

G$42,370 GYD per night
Guest favorite

Cottage in Gwynn

4.96 out of 5 average rating, 199 reviews

Mystic Seahorse Cottage & game room

Apr 25 – May 2

G$30,678 GYD per night
Guest favorite

Cottage in Irvington

4.99 out of 5 average rating, 144 reviews

Peaceful Haven

Sep 21 – 28

G$57,983 GYD per night
Guest favorite

Cottage in Norfolk

4.94 out of 5 average rating, 108 reviews

110 Year Old Beach Carriage House @ Poseidon 902CH

Sep 17 – 24

G$34,245 GYD per night
Guest favorite

Cottage in Smith Island

4.97 out of 5 average rating, 182 reviews

Levering Creek Cottage with Private Docking

Jun 30 – Jul 7

G$35,958 GYD per night

Quick stats about vacation rentals in Cape Charles

Total rentals

180 properties

Rentals with a pool

20 properties have a pool

Pet-friendly rentals

40 properties allow pets

Family-friendly rentals

160 properties are a good fit for families

Total number of reviews

5.3K reviews

Nightly prices starting at

G$23,039 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 100 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 40 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 $110 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 20 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 140 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