
Vacation rentals in Cape Charles
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Top-rated vacation rentals in Cape Charles
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House rentals in Cape Charles

BayTime
Thank you for another great stay!

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!

Relax! Refreshing 3 bedroom Rancher
Our stay was very nice. The home is in a quiet neighborhood and the house smelled amazing when we walked through the door. The keyless lock was very convenient, considering we arrived in the middle of the night. It had everything we needed for our stay. Thank you!

House Sanctuary on the Chesapeake
Erin's beach house was a piece of paradise!! Erin was responsive! My kids loved the beach and relaxing in the sunroom! We enjoyed our stay and would love to come back in the warmer months!!
Vacation rentals with pools in Cape Charles

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!

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!

Nature's retreat @ the Bug-a-Boo. Beaches nearby
Just spent Thanksgiving weekend at the Bugaboo. What a delightful house. I arrived late Wednesday night and quickly discovered there was no running water. With Thanksgiving being the next day, I assumed nothing could be done until Friday. However, much to my surprise, Rita and Elaine were right on it, knocking on the door early Thursday morning to let me know that water would be restored within hours. And it was! I was so impressed with the quick response and handling of the situation. Before checking out on Sunday, Elaine again visited and told me I didn’t have to rush to be out of the house at checkout time because no one was coming in that day. Again, pleasantly surprised and appreciative. The icing on the cake was that the host reimbursed me for one night’s stay because of the water situation even though I didn’t ask for it or expect it. I definitely plan to rent Bugaboo again. It’s clean, has nice furniture, a most comfortable bed, a great kitchen and a great location!

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!

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!

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!

"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!
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

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!

Maddie's Place
Many thanks, very welcoming and comfortable stay!

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.

Bay Creek (Pool!) Meets Historic Cape Charles!
Our family really enjoyed our stay in Cape Charles. Chris’s home was more than enough space for our family of 5. It rained one day and we were able to comfortably spread out and watch a movie, read, play board games, etc. The sizable yard was also lovely! It was nice to sit and have a coffee in the Adirondack chairs while our children played. Great spot for an evening cocktail too. The home is a quick golf cart or bike ride into town. We walked to dinner our first night and it was a leisurely 10-12 mins. There is mini golf across the street and the brewery is located down from mini golf. We ate breakfast at the pharmacy which is across the way as well. We enjoyed having access to the tennis courts at Bay Creek. If it was summer, I know we would have loved the pool. We can’t recommend Chris’s home enough!

Serenity Farm Equestrian Retreat in Historic VA
When we had some communication issues related to AirBnB, William called me directly and patiently helped me work out concerns with the company. He was proactive, considerate, & helpful. I could not have asked for better! Hope we can get down to Serenity Farm as a family in the future!

Blue Oyster: Perfect Getaway, Kayaks, Quiet
The Blue Oyster was a lovely and relaxing oasis for our girls weekend getaway. The house was so well appointed anything you could need or want was available and accessible. The screened in porch was wonderful for having conversation, wine and cheese to relax before dinner. Bathrooms were clean and well appointed. Beds were very comfortable. Extra blankets in case we needed them. Gas fireplace in the living room provided lovely ambiance and warmth as the day cooled off. Highly recommend stay at The Blue Oyster if you find yourself in Irvington!
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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