
Kid-friendly holiday rentals in Eastern Shore of Virginia
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Top-rated family-friendly rentals in Eastern Shore of Virginia
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Popular amenities for Eastern Shore of Virginia family-friendly rentals
Kid-friendly house rentals

Dragonfli Bay House on Chincoteague Island
The Dragonfli was everything you would hope for when you book an Airbnb. The home was beautiful, clean, and very accommodating! It is in a beautiful part of the island, and more of a quiet neighborhood. We definitely plan to come back!

Jul&Aug Avail | Waterfront+Beach+Pool | Gameroom
What a find! We were attending a wedding on the Potomac and found this gem of a place basically right next door. A perfectly appointed home in a peaceful, tranquil, beautiful setting. Connie was great! Responsive to our need to find the iron, not exactly an emergency, Connie responded immediately with it's location. Loved it!

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. đ I adore this house with the shark and mermaid theme and its peaceful location. Itâs 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.

3 bedroom/2.5 bath Smith Island bungalow with dock
Wonderful accommodations for a relaxing visit to a beautiful island!

"Live Life Sunnyside Up" - Minutes From The Beach!
Jimmie and Megan let us come early on Friday to get checked in. Approved as early as 11am because of all the wedding preparations we needed to help with. This location was extremely convenient to Mimosa Barn. which was the wedding venue. It is also within 5 minutes of Cape Charles Brewing Company, other restaurants, downtown, and nature reserves. we had a really great time there. Thank you Jimmie and Megan!

Waterfront Cottage Getaway Pool/Kayaks/Fire Pit
A lovely space designed for quality family time!

Sunkissed Cottage-private, natural waterfront home
Cottage is pleasantly decorated to feel homey and still have a water escape feeling. The fire pit located at the house and by the water are very enjoyable. Having a fully stocked kitchen with everything we needed to prepare dinner made our getaway so much more relaxing. Town stores and local food wasnât too far away and the drive was scenically calm. We look forward to our next booking at this destination
Family-friendly apartment rentals

âLittle City by The Seaâ
Wonderful hosts. Thought it might be weird staying in someoneâs 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.

Comfy 1BR w pond view Kingsmill
Great place to stay away from lots of people. Super quiet and neat.

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 didnât have to ask for anything during my stay, that made stay so much smooth.

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.

Sunset Haven Downtown
We had a wonderful stay at Carla & Shannonâs place. Everything was neat and in order. The check in was super easy & flexible. We enjoyed the beautiful sunsets and walked around the town. Theyâre both very quick to reply back & we had a chance to talk with Shannon in person & she was super sweet.

Spacious 2 bedroom apt in Historic Port Norfolk
I had a wonderful stay at Raisaâs apartment! The place is very close to the water and since it is pet friendly I brought my dog. The neighborhood is beautiful with lots of historic homes to walk around and look at. Itâs also very close to the highway so it was easy to get around. Thank you so much!

Centrally Located Sleek Studio Apartment
Steff's place is great! This is our 4th year staying here on our way down to the beach. She thinks of everything you may need for your stay and responds quickly to messages. she eveneaves treats for the doggies! Highly recommend!

The Nook
Cute, spacious, super close to everything Williamsburg has to offer but still a private and quiet spot. A gem!
Family-friendly apartment rentals

Tropical 2BR Condo Getaway 1 Block from the Beach!
Great place, just as advertised. thanks for everything, Samantha!

Oceanfront Gem VaB Studio Exceptional Views
This was our second time staying at one of Rebecca and Seanâs VA Beach condos â and the experience did not disappoint! This is just a perfect location, at the very end of the Boardwalk, with a private grassy lawn and outdoor seating just for the condo residents. Lots of restaurants in the surrounding blocks. Our favorite thing is the view â you look right out onto the ocean from the patio, and you can see the beach and the sunrise from the comfortable bed each morning. We spent unhurried hours sitting on the patio in the evenings enjoying the sound of lapping waves and the night sky. This cozy studio was just right for the two of us. Highly recommend. Iâve no doubt weâll stay there again in the future!

Beach Bungalow on the Boardwalk
Beautiful home! Very close to the beach and boardwalk. Overall we had a pleasant stay!

Oceanfront 2 Bedroom-Sleeps 6-Indoor/Outdoor Pool
Beautifully updated condo with great views. Host was very responsive. The unit was nice an clean and fully stocked with everything you needed including a very nice coffee maker! The master bedroom does get a little hotter than the rest of the unit but the view with floor to ceiling windows is worth making the rest of the unit a little chilly to compensate. I would definitely recommend this place!

Luxury Riverfront Condo w/ sunrise & sunset views
The condo was very clean with all necessary essentials. We loved sitting on the porch watching the wildlife, especially the numerous ospreys. It is centrally located, only a short drive to historic Williamsburg, Jamestown and Yorktown. Plan for about a day at each to fully enjoy everything. The grounds of the resort are lovely and a great place to walk or ride bikes. Rodica was very easy to communicate with and was most helpful with all checking instructions, especially with our late arrival. We would definitely like to return.

Direct Oceanfront close to Northside Park!
Really enjoyed our stay at Stephanie's. Awesome condo that was clean, comfortable and roomy. Wonderful views from Living Room, Balcony and Master Bedroom. Close enough to the water to hear the waves breaking. Plenty of restaurants and shops close by. Definitely hope to be back!

Direct Oceanfront with a View and Amenities Galore
Bryan is super responsive and easy to communicate with. He notified us of detailed check in and check out instructions. He then checked in on us towards the end of the trip to make sure all of our expectations were met; to which they were. This condo is exactly as described in the listing and pictures. Itâs clean and cozy. The view from the bedroom is unmatched. The location is perfect in a sense that itâs not too close to the boardwalk, making the area a little more quiet, but also within 10 mins to the best restaurants and bars. The staff at the condo and even other guests were friendly and courteous. If youâre afraid of heights, this might not be the best place to stay for you, but as I previously mentioned, the view from the master bedroom canât be beat. That view alone, would have us stay again. I would definitely recommend this stay to others.

Luxury Oceanfront Escape!
We had an amazing stay! The place was clean, the bed was very comfortable and the view off the balcony was amazing! Shiri was incredibly responsive and kind. Would definitely recommend this place!
Destinations to explore
- Ocean City Holiday rentals
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- Washington Holiday rentals
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- Long Island Holiday rentals
- The Hamptons Holiday rentals
- Rentals with an accessible-height bed Eastern Shore of Virginia
- Cottage rentals Eastern Shore of Virginia
- Fitness-friendly rentals Eastern Shore of Virginia
- Beachfront rentals Eastern Shore of Virginia
- Rentals with a kayak Eastern Shore of Virginia
- Apartment rentals Eastern Shore of Virginia
- Rentals with an EV charger Eastern Shore of Virginia
- Rentals with beach access Eastern Shore of Virginia
- Rentals with a firepit Eastern Shore of Virginia
- Rentals with breakfast Eastern Shore of Virginia
- Flat rentals Eastern Shore of Virginia
- Rentals with a hot tub Eastern Shore of Virginia
- Rentals with a washing machine and dryer Eastern Shore of Virginia
- Villa rentals Eastern Shore of Virginia
- Cabin rentals Eastern Shore of Virginia
- Rentals with an accessible-height toilet Eastern Shore of Virginia
- House rentals Eastern Shore of Virginia
- Rentals with a patio Eastern Shore of Virginia
- Family-friendly rentals Eastern Shore of Virginia
- Waterfront rentals Eastern Shore of Virginia
- Rentals with outdoor seating Eastern Shore of Virginia
- Rentals with lake access Eastern Shore of Virginia
- Rentals with pools Eastern Shore of Virginia
- Townhouse rentals Eastern Shore of Virginia
- Hotel rentals Eastern Shore of Virginia
- Pet-friendly rentals Eastern Shore of Virginia
- Bed and breakfasts Eastern Shore of Virginia
- Rentals with a fireplace Eastern Shore of Virginia
- Family-friendly rentals Virginia
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- Chesapeake Bay
- Virginia Beach Oceanfront
- Resort Beach
- Assateague Island National Seashore
- Busch Gardens Williamsburg
- Buckroe Beach
- Bethel Beach
- Water Country USA
- First Landing State Park
- Buckroe Beach and Park
- Grandview Beach
- Assateague Beach
- Sarah Constant Beach Park
- Haven Beach
- Snead Beach
- Norfolk Botanical Garden
- Wilkins Beach
- Little Creek Beach
- Outlook Beach
- Kiptopeke Beach
- Wallops Beach
- Salt Ponds Public Beach
- Cape Charles Beachfront
- Parramore Beach