
Kid-friendly holiday rentals in Cape Charles
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Top-rated family-friendly rentals in Cape Charles
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Kid-friendly house rentals

Historic, Pet Friendly Cottage-Three Little Birds
House is very comfortable. Multiple places to relax, We also enjoyed short walks (10 min or less) to town, the beach, restaurants, and Central Park (dog and people friendly). Loved Cape Charles and Ryland’s house. Will be back.

Celebrating 100 years!
Absolutely perfect vacation spot for a coastal getaway! We brought our dog and had a blast walking around town, to the beach, and enjoying the beautiful weather of Cape Charles. The neighborhood was quiet and in walking distance to everything in the historic downtown. The park across the street was beautiful and our pup enjoyed sniffing around! We will definitely be back.

Anchors Aweigh
We enjoyed our 3 night stay in early May for a Girl’s trip! House was very clean and cozy. The back yard was nicely done with the sitting area, corn hole and fire pit! We enjoyed the front porch as well! Love the close proximity to restaurants and shops!

Hidden Treasure
This is my third visit to Hidden Treasure, but will not be my last! Each time we come we stay a bit longer. 😊 I adore this house with the shark and mermaid theme and its peaceful location. It’s so nice being able to park in the garage! The beds are super comfortable and while not big, the house has everything my 3 dogs and I could need or want. There are trails cut into the wooded back yard that are perfect for pottying dogs after a day exploring or a quick morning walk. Sandi could not be nicer or more responsive to any and all messages. She is always ready to recommend local activities and restaurants and even shared some local history when I asked. We had zero issues so I sent photos of my dogs enjoying her place and the beach at Kiptopeke state park. Love this place!

1891 Coastal Charmer: fully renovated farmhouse
Cute and cozy, this house has unique and unusual features because of its age that make it an interesting place to stay. Loved the frog song from the wetlands in the neighborhood and the proximity to various waterways and scenic views.

Lil Ms. Clementine-Historic District Golfcart opt.
Cheri’s house was perfect for our family’s annual long weekend in Cape Charles! Everything was easy to find with her clear instructions, the house was cozy and had all the amenities one could need, and we actually liked staying a little farther from the action. Everything is a short golf cart ride away and the street was quiet and friendly. The game closet was such a sweet bonus! My kids got up at 6 on their first day of summer break—go figure—and it was lovely to have some new games to play until everything opened. We already booked for next year!

Bay Breeze Home on private waterfront
Amazing Host and house exceptional friendly nice and so welcoming. beautiful views of the water and surrounding areas just an amazing experience and people thank you 🙏

The Shore House on Madison - Pet Friendly Unit!
Rachel’s place was wonderful. She provided clear instructions and the house was so clean and welcoming. Only complaint is her bathrooms only had 3-in-1 shampoo, conditioner, and body wash - if you plan on staying I’d advise to bring your own toiletries. Other than that everything was wonderful!
Family-friendly apartment rentals

“Little City by The Sea”
Wonderful hosts. Thought it might be weird staying in someone’s guest home with them right next door but was not at all. Would definitely return and stay here again. Place was very convenient to restaurant and was in a quiet neighborhood.

The Fish House
The Fish House is a beautiful and comfortable place to stay! My husband & I found it to be quite spacious for 2 people. The location was perfect; we were there from Sunday-Wednesday, and it was quiet and peaceful the whole time. It was conveniently located to Irvington, White Stone and Kilmarnock and all those towns have to offer! The A/C is brand new, and very effective against the Virginia heat and humidity. The kitchen had all the essentials for preparing food, and we appreciated the coffee & tea supplies that were provided! The bed is comfortable and we slept well. We spent a lot of time on the deck overlooking the water. As a bird watcher, it was so relaxing to view the local wildlife with the binoculars provided. Michelle is a wonderful host! Her instructions are clear, and checking in and out was easy. She also answered all our questions promptly, and thoroughly. If you are looking for a quiet, peaceful getaway on the Northern Neck, stay at The Fish House!

Newly Constructed 2nd-Story Studio Apartment
Good place, nice and clean, well maintained as Airbnb type, freshly colored, several things to make place beautiful. Everything was there as described no surprises. I didn’t have to ask for anything during my stay, that made stay so much smooth.

Getaway Minutes from the Beach
we had a very good stay! The place was very close to a few museums and within a 15 min drive to great restaurants and other attractions. The two bedrooms were perfect for a family traveling with children and the extra small child amenities were excellent!5/There were a few issues during the stay (WiFi went out and a small sink problem in the bathroom) but the host got them fixed immediately! I'd definitely book this property again!

Sojourn Guest House: Buckroe Beach Suite B
Seamless, easy, clean. The location was perfect for us with easy access to the beach and major roads. Our stay here was amazing and simple.

Historic Charm & Modern Comfort : Downtown Escape
This Airbnb was perfect for a weekend getaway. The place was conveniently close to the beach, shops and restaurants. The apartment is pristine and I felt very comfortable and safe during my stay. The bed was very comfortable too!

Cozy 3-Bedroom Beach Bungalow Short walk to Beach
Incredible place to stay at! Only 30 minute drive from VA beach. This is a nice, private and peaceful place at stay. 10/10 I highly recommend. Kati and Robert were fantastic hosts, who were both incredibly helpful and quick to respond if we had any questions.

Retro Relaxo
This place is a real gem - quiet neighborhood with a porch overlooking the water. Peaceful, comfortable, and a not-overdone retro atmosphere. We highly recommend for a place to stay while exploring the Eastern Shore.
Family-friendly apartment rentals

Beachside Condo | 2BR/2BA | Cross street to beach!
Clean and Spacious for Four people. Great kitchen Space. But could use a better couch Seating in living room. Bedrooms. And beds were great. Would rent again.

"Seahorse Retreat" Condo 1 block from Beach in his
We had a great experience here! The apartment was better than the pictures listed and the location was extremely convenient! It was perfectly situated on the Main Street and we walked everywhere. Very close to the beach and such a lovely little town. Very family friendly and quaint. We also accidentally left a personal item after checking out and contacted Doug to see if it could be sent to us and he responded immediately and was extremely accommodating! Overall a great experience. The only little thing I would suggest to future guests is to be prepared to bring your own cooking essentials like, oil, salt & pepper and spices etc. as there weren’t any in the apartment. We mostly ate out but this was a little difficult for the meals we wanted to cook there.

Cozy & Fun Hampton Condo ~ WIFI & W/D!
He had a great time

Beachfront Getaway, Pet Friendly, Mermaid Suite
What an amazing stay! I've never been satisfied with an Airbnb, the photos always are so much nicer than the reality - but Big Blue was actually even better than advertised! Merlyn's communication prior to arrival made things very easy. Accessing the unit was simple, and I felt safe with the self-locking doors. The unit was clean and so comfortable, with many personal touches - I instantly felt at home. I was overjoyed when I arrived and toured the unit. Really exceeded my expectations which was such a different feeling than all the other Airbnb I've rented over the years. The beach access was tidy and pretty, the gym and beach gear a nice touch, and the foot wash station was appreciated after my morning walks with the dog. I really can't say enough great things about my stay here. Hosts were friendly and helpful every step of the way. We mostly spent our time traveling around the area from VA Beach to OBX so I can't speak much about Norfolk/Ocean View. I would def rent Big Blue again.

The Port - Large condo on Mason Avenue!
This is truly a hidden gem in Cape Charles! We recently stayed for the long holiday weekend and loved every minute of our trip. The apartment is absolutely beautiful and the location couldn't be better. We enjoyed having the ability to walk around town and have stores and restaurants so close by. The host was friendly and helpful and quick to respond to any questions we had. We look forward to staying here again!

August Suite | Beach | Balcony | Fire Pit
loved our stay. cozy home with everything you need and FANTASTIC host who meets all yours demands without hesitation.

Ocean Bliss: Cozy Apt Retreat(D)
The house is in an amazing location with lots to do and the host is very communicative and helpful.

Above it All | Chesapeake Properties
This was the second time staying at this location. Our family loves it! You can walk to the beach, walk in town to all the shops and restaurants. I can't wait to come back! Chesapeake Properties are awesome to deal with. Thank you again for a great weekend!!
Quick stats about holiday rentals that are kid-friendly in Cape Charles
Total rentals
100 properties
Nightly prices starting at
$154 SGD before taxes and fees
Total number of reviews
4.8K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
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- Chesapeake Bay
- Virginia Beach Oceanfront
- Resort Beach
- Busch Gardens Williamsburg
- Buckroe Beach
- Bethel Beach
- Water Country USA
- First Landing State Park
- Kingsmill Resort
- Buckroe Beach and Park
- Grandview Beach
- Jamestown Settlement
- Sarah Constant Beach Park
- Haven Beach
- Snead Beach
- Virginia Beach National Golf Club
- Ocean Breeze Waterpark
- Norfolk Botanical Garden
- Wilkins Beach
- Little Creek Beach
- Outlook Beach
- Kiptopeke Beach
- Golden Horseshoe Golf Club
- Salt Ponds Public Beach