
Vacation rentals in Cape Charles
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Top-rated vacation rentals in Cape Charles
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Popular amenities for Cape Charles vacation rentals
House rentals in Cape Charles

3 bedroom private home a block from the beach!
Kate’s place was perfect for our family’s first trip to Norfolk! The beach is literally less than a 5 minute walk away. Her home is adorable and her neighbors are the sweetest people! My kids loved their little dog. We felt very comfortable in the house — very nice neighborhood and the home had everything we needed! We were very close to downtown as well. We will definitely be coming back if we make it back to Norfolk! Thank you Kate!

3 bedroom home minutes from Buckroe Beach
Had a great time staying at Lisa's home. The place was a very beautiful home and a peaceful neighborhood. Spacious living area as well as the bathrooms and rooms.

Palm Beach by the Bay
We really enjoyed our stay at Cape Charles for Thanksgiving. The house was perfect for having a small holiday meal; a wonderfully stocked kitchen with good knives can be hard to find! It was a comfortable home in a great location. It was perfect for walking to shops, restaurants and coffee shops. There is also great playground that the kids really enjoyed. The host was responsive to all of our questions and provided lots of recommendations for activities in the area. We look forward to booking this home again.

Private House 4BR -Eastern Shore VA Wachapreague
This is a great house and really conveniently located in Wachapreague. Everyone had a nice stay, kitchen had everything we needed for a long weekend, and pet friendly was a big plus. Definitely recommend!

Charming house close to beach and shops!
Heron House was perfect! Great location to walk to the beach and to Mason Street shops. Our party of four was completely satisfied with the layout of the house and the many amenities. We will stay here again!

Family, Friends, and Fun 3 Bdrm Beach Bungalow
Accommodations were totally as described, and as they looked in the pictures! Hosts were extremely kind and responsive and accommodating with a flexible checkout time. Would absolutely stay here again!

4BR Cape Cod in Riverside by CNU
Catherine’s home was the perfect place for our sister’s weekend. It was easy to find, warm and welcoming. The neighborhood was stunning. Close to the river, the park, The Maritime Museum, and the CNU campus. The fully stocked kitchen and charming family room was a wonderful place for us to enjoy coffee in the morning and cocktails in the evening. Catherine thought of every detail to make our stay relaxing and peaceful. There were many wonderful memories made this weekend. We look forward to staying again!

Vacation Homes at Buckroe Beach! Sleeps 10 3
This is my 3rd year staying at one of Lynn’s properties. It is in an amazing location very close to the reason/location that I visit each year. I love the home and plan to book here once a year every single year when ai visit the area. Great host, great home, and great location.
Vacation rentals with pools in Cape Charles

Positano Villa
Roger’s beach house was charming. It was an older-style home with many modern updates. Quick and easy walking path to the beach. The pool in the backyard was lovely. It was a little dirty upon arriving and Roger came right over and got it all cleaned up for us during our stay. The neighborhood was a little rough we did have a few uncomfortable encounters with homeless people being two girls alone it was a little unsettling. Overall, I would definitely come back again. The weather was absolutely beautiful for our stay.

Peaceful Haven: nature & charming town
Wonderful place in a very nice town. We had the best time trying different restaurants and relaxing around the cottage. Gita was super helpful and friendly, giving us plenty of recommendations. We will absolutely be back!

Waterfront 4 bedroom home with marina facilities
This Airbnb was very convenient to Severn Yachting Center. We were able to work on our boat all day and enjoy being in a home at night. The area is beautiful and peaceful. Super safe area that is right on the water! Communication with owner was top notch! Highly recommend staying here!!!

The Laughing King Retreat Honeymoon Island Cottage
The Laughing King (and the Honeymoon Island Cottage in particular) were fantastic! A wonderful quick getaway from DC for couples. The property is gorgeous - a farm with a historic old house that is the main lodge, surrounded by hundred-year-old oak trees, a standalone cottage (that we stayed in for 3 nights), open fields, a saltwater pool, and private beach with dock and a boat and SUPs for guest use. MJ serves up gourmet breakfasts (eggs Benedict, avocado toast, French toast, quiche, etc. over the course of our stay) + coffee in the morning and also dished out recommendations on local spots to visit. 100% will be back!

Bay Creek Blessed at The Fairways
We loved our weekend stay in Cape Charles and this rental was absolutely perfect for our family. Very well equipped home with lovely decor. Angela communicated every detail that we needed for a seamless check in. Would definitely recommend!

“Old Smokey”A cozy, single bedroom, unique getaway
My bf and I stayed here for 2 nights and had the best time. We’re looking to get an RV/ Travel van for ourselves so it kinda gave us an idea of what that would look like ☺️ We traveled to this Dog Park in Kilamarnock about 20 mins from the Rv and got burgers and lobster rolls in town at Small Town Burger (kinda pricey but their curly fries cooked in beef tallow was amazing). We spent most of the day just walking our pup around and basking in the sun. It was a peaceful stay, we will definitely be back.

"Shangri-La", of Hampton, Virginia
I stayed at the apartment for a week for Supernova Ska Fest and a little bday getaway. I am so grateful for the time I spent at Shangri-La. Kathy surprised me with not only a birthday greeting, but also a delicious cake in the fridge! It was incredibly sweet and made my day. When a last minute friend joined, both Kenny and Kathy were nothing but accommodating. I really enjoyed our conversation and the apartment is absolutely stunning and has everything you could ever need. I can't wait to be back. Truly a Hampton Gem. Thank you for being such warm hosts and sharing your home with the world!

Pelican Place, Cozy Retreat | Pool | Walk to Tides
This apartment is very comfortable, clean and private. It is attached to the main house by a breezeway but the entrance is on the side so very private. You have access to the entire yard which is beautifully maintained with flowers and many bushes trees and plants. We enjoyed the deck a lot and although the house isn’t on the water you still have a nice view of the water. TV is super host and very friendly and easy to talk to. He gave us extra treats that we enjoyed and appreciated. Thank you! And we would definitely love to come back next time we are able to get away.
House rentals with pools in Cape Charles

Peaceful bay retreat. Hot tub,water views,fire pit
A spacious home by the water. We celebrated Thanksgiving at this location and it was very special. The views are beautiful, had a fire right by the water and relaxed by the beach. A perfect getaway with family and friends. It has everything you need, the living room is super comfortable and great to relax with the family. The kitchen was spacious making it easy to cook and entertain the family. We loved the hot tub, playing pool and having family dinner. Overall a fabulous experience!! Great host- great communication. Highly recommend

York River Vacation Home
Great house in a beautiful location. The space is spotless, very large and comfortable, well equipped and tastefully decorated. We’ll try to come back soon!

Hot Tub - Massage Chair - Golf Cart - Beach Gear
The house was wonderful, the location was beautiful. We enjoyed watching the sunrise and listening to the birds on the back deck. So peaceful! We were away from the crowds but could easily bike or ride the golf cart into town to walk, shop, or visit the restaurants and bars. Highly recommend!

Gorgeous Vacation House
We were very pleased with the house. Just be careful w little ones, all vent covers were not secured to the floor properly and that could be safety hazard. One disappointment we had -although the beach was very close (5 minutes walk) there were runoff pipes all along the beach. Public beach a 5 minute drive. We ended up driving to Virginia Beach and had much better time there, 40 minute drive.

Blue Heron WaterSide
Absolutely beautiful overlook to the water from the entire rear of the house. Huge deck with plenty of seating and things to do. The inside is very spacious and had plenty of room for our group. We would visit again in the future without hesitation!

The Rosé Retreat: Pool-Screened Porch-RELAX
We loved our stay at the Rosé Retreat and are so sad to leave! The place was spacious and beautiful- we felt right at home. The surroundings were so peaceful and serene. Roxanne and Tara were very responsive and helpful. This was the perfect place for our family to spend a fun weekend together. When we come back to Irvington, we will absolutely stay at the Rosé Retreat again!

Sunshine Baydream Cape Charles
We were in town for our son’s wedding and enjoyed our stay very much. Jason responded quickly to the few questions we had. We would definitely stay again.

Waterfront Cottage Getaway Pool/Kayaks/Fireplace
We had an absolutely wonderful stay at this beautiful cottage by the water! The home itself is cozy, spotless, and thoughtfully decorated — it felt like a true retreat. Waking up to the peaceful views of the water every morning was just magical. The location is perfect, with some fantastic restaurants just a short drive away — everything from fresh seafood to charming cafes. Heather was incredibly welcoming and made sure everything was perfect for our stay. I can’t recommend this place enough and can’t wait to come back!
Quick stats about vacation rentals in Cape Charles
Total rentals
260 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
6.7K reviews
Family-friendly rentals
250 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
50 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 140 vacation rentals in Cape Charles featuring dedicated workspaces. Stay connected and productive in your home away from home.
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.
Are there pet-friendly vacation rentals in Cape Charles?
Four-legged friends are welcome in Cape Charles. Choose from more than 80 vacation rentals for guests traveling with pets.
Are there Cape Charles house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 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 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.
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 200 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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