Cape Charles vacation rentals
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Top-rated vacation rentals in Cape Charles
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cape Charles vacation rentals
Other great vacation rentals in Cape Charles
Home in Cape Charles
4.98 out of 5 average rating, 111 reviewsFamily Reunion on the Bay
Oct 27 – Nov 3
Home in Cape Charles
4.91 out of 5 average rating, 107 reviewsHGTV House! 2 Blocks to Beach- 2024 New Bathroom!
Jan 22 – 29
Cottage in Gloucester
4.97 out of 5 average rating, 194 reviews"Bee Haven" Cottage Retreat
Mar 5 – 12
Farm stay in Cardinal
4.95 out of 5 average rating, 107 reviewsWtrfrnt aptmnt w/pool/dock on private farm
Oct 16 – 23
Home in Cape Charles
4.99 out of 5 average rating, 201 reviewsBay Breeze on Tazewell (Sun-Sun rental June -Sept)
Jan 7 – 14
Guesthouse in White Stone
5.0 out of 5 average rating, 187 reviewsWaterfront Guesthouse II on the Rappahannock
Feb 1 – 8
Cabin in Deltaville
4.97 out of 5 average rating, 253 reviews"The Little Red Cabin" aka The Galley
Nov 5 – 12
Home in Cape Charles
4.92 out of 5 average rating, 177 reviewsCharming home close to beach and shops!
May 4 – 11
Cape Charles house rentals
Home in Smithfield
4.97 out of 5 average rating, 203 reviewsMason Manor - Downtown Smithfield next to WCP
Mar 31 – Apr 7
Home in Williamsburg
4.97 out of 5 average rating, 176 reviewsCasita on the Corner
Dec 14 – 21
Home in Williamsburg
5.0 out of 5 average rating, 203 reviewsCozy Single Family Home
Jan 17 – 24
Home in Cobbs Creek
4.9 out of 5 average rating, 117 reviewsMillionaire $ Views No Xtra Charge! Hot Tub! POOL!
Mar 31 – Apr 7
Home in Reedville
4.96 out of 5 average rating, 203 reviewsWaterfront FamilyFriendly Home Improved for 2023
Aug 12 – 19
Home in Cape Charles
4.87 out of 5 average rating, 137 reviewsFamily Rental Close to Beach
Nov 7 – 14
Home in Onancock
4.78 out of 5 average rating, 120 reviewsCharming Waterfront Cottage on Cedar Creek
Dec 25 – Jan 1
Home in Cape Charles
4.83 out of 5 average rating, 115 reviews“The Reserve Lodge” Fish-Beach-Play-Stay
May 9 – 16
Cape Charles cottage rentals
Cottage in White Stone
4.91 out of 5 average rating, 298 reviewsThe Moore Cottage
Jul 21 – 28
Cottage in Norfolk
4.99 out of 5 average rating, 268 reviewsLovely Ocean View Cottage
Mar 23 – 30
Cottage in Urbanna
4.99 out of 5 average rating, 134 reviewsLittle Dipper -private beach,Kayaks & paddleboards
Oct 24 – 31
Cottage in Chincoteague Island
4.97 out of 5 average rating, 329 reviewsOnce Upon A Tide
Nov 12 – 19
Cottage in Gloucester Point
4.95 out of 5 average rating, 193 reviewsThe Cottage on Sarah's Creek
Jun 29 – Jul 6
Cottage in Heathsville
4.94 out of 5 average rating, 178 reviewsHedgeRow, Deer Haven in the NNK- Dock & Boat Ramp
Jul 18 – 25
Cottage in Gloucester Courthouse
4.98 out of 5 average rating, 194 reviewsHistoric Ware River Cottage at Glebefield
Nov 3 – 10
Cottage in Onancock
4.96 out of 5 average rating, 138 reviewsA "True" Chesapeake Bay Waterfront Experience!
Aug 23 – 30
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
$100 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.
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