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.
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Popular amenities for Cape Charles vacation rentals
House rentals in Cape Charles
Home in Williamsburg
4.99 out of 5 average rating, 242 reviewsCozy Single Family Home
Home in Cape Charles
4.99 out of 5 average rating, 100 reviewsPalm Beach by the Bay
Home in Norfolk
4.95 out of 5 average rating, 183 reviewsOcean View Beach/Norfolk Naval Base/pet-friendly!
Home in Williamsburg
4.98 out of 5 average rating, 202 reviewsCasita on the Corner
Home in Irvington
4.99 out of 5 average rating, 124 reviewsEscape to magical wooded cottage with hot tub
Home in Locust Hill
4.97 out of 5 average rating, 117 reviewsWaterfront Cottage Getaway Pool/Kayaks/Fireplace
Home in Cape Charles
4.86 out of 5 average rating, 150 reviewsFamily Rental Close to Beach
Home in Reedville
4.96 out of 5 average rating, 142 reviewsSunkissed Cottage-private, natural waterfront home
Cottage rentals in Cape Charles
Cottage in White Stone
4.89 out of 5 average rating, 334 reviewsThe Moore Cottage
Cottage in Gloucester
4.89 out of 5 average rating, 162 reviewsWhite Heron Cottage
Cottage in Urbanna
4.99 out of 5 average rating, 164 reviewsLittle Dipper -private beach,Kayaks & paddleboards
Cottage in Port Haywood
4.94 out of 5 average rating, 149 reviewsModern Beachfront Cottage with Endless Bay Views
Cottage in Onancock
4.95 out of 5 average rating, 152 reviewsA "True" Chesapeake Bay Waterfront Experience!
Cottage in Chesapeake
4.95 out of 5 average rating, 131 reviewsThe Cottage @ Captain Genes - Secluded Waterfront
Cottage in Norfolk
4.97 out of 5 average rating, 303 reviewsLovely Ocean View Cottage
Cottage in Gloucester Courthouse
4.98 out of 5 average rating, 205 reviewsHistoric Ware River Cottage at Glebefield
Cape Charles beach vacation rentals
Home in Cape Charles
5 out of 5 average rating, 16 reviewsFisherman's Hideaway!
Rental unit in Cape Charles
4.91 out of 5 average rating, 153 reviewsYbalon where sun meets the sea and sea gulls soar.
Home in Cape Charles
4.98 out of 5 average rating, 47 reviewsHistoric, Pet Friendly Cottage-Three Little Birds
Cottage in East Ocean View
4.99 out of 5 average rating, 215 reviewsPeaceful beach @Courtyard Cottage+No Cleaning Fee!
Tiny home in Cape Charles
4.91 out of 5 average rating, 169 reviewsUnique, luxurious creekside stay in Cape Charles
Treehouse in Machipongo
4.98 out of 5 average rating, 54 reviewsTreehouse Couple's Retreat
Home in Machipongo
5 out of 5 average rating, 54 reviewsPrivate Country Beach Retreat
Cottage in Cape Charles
5 out of 5 average rating, 62 reviewsDog friendly, large fenced yard! 1st Floor Bedroom
Quick stats about vacation rentals in Cape Charles
Total rentals
230 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
6.2K reviews
Family-friendly rentals
220 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
60 properties have a pool
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 50 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 40 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 40 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 60 house rentals with a bbq area in Cape Charles. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Cape Charles have a gym?
Absolutely! We offer over 10 house rentals with a gym 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 180 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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