
Family-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
Family-friendly home rentals with a hot tub

Sea Colony Premier Family Resort
Great place to stay at Sea Colony. The place was very nice and looked just like the pictures, and the amenities at the resort were excellent. My husband loved the open pickleball play and we both liked the pools and tram. Great location between many beach towns and boardwalks.

Boardwalk Resort & Villas - 1BR/1BA - Oceanfront!
We stayed a week at Kerri’s place in Virginia. She went above and beyond our expectations, very communicative and organized. She offered a ton of information and insights before and during our stay. Her place offers a delightful and relaxing getaway experience. The resort's picturesque location by the ocean provides stunning views and a serene atmosphere. The rooms are spacious, well-appointed, and comfortable, ensuring a pleasant stay. The resort amenities such as the pool, spa, and on-site restaurants add to the overall wonderful experience. The staff is friendly, accommodating, and dedicated to providing top-notch service to guests. Whether you're looking to relax by the beach or explore the nearby attractions, Boardwalk Resort is a fantastic choice for a vacation in Virginia. I would definitely recommend and revisit Kerri’s place.

Historic Powhatan Resort- 2 bedroom condo!
Second time staying at this resort and it was great. Place was very clean and as described in the listing. The check in process is easy and the staff is always very friendly and helpful. Will stay again next time I’m back in Williamsburg.

3 BR 1st floor condo, near beach, resort community
We appreciated your quick responses and helpful recommendations. Staying with Beth was a pleasure. The location was perfect, the home was cozy and Beth was always available to answer our questions. Highly recommended!”

Beautiful Beach-View Condo
We loved Raj’s place! We have two young children and his place was fully equipped to entertain them with books, toys, etc. Best Airbnb we have stayed in so far 😊

Westgate Historic Williamsburg One Bedroom
We had a great stay at Eddie's place! Very close to restaurants, Colonial Williamsburg, and Busch Gardens. The unit we stayed in was spotless and had all of the amenities that we needed during our stay. Highly recommended!

Featured on HGTV! Bethany Beach Ocean Front Condo
Better view than the pic shows! The private beach was clean and very close to the condo. Rentable chairs and umbrellas available on the beach. There are 2 chairs and umbrellas in the condo to use. Some of the furnishings could use a freshen-up. Mattress was excellent and we are picky! The place was very clean upon arrival and the owner was very responsive to any questions we had! Bethany Beach Boardwalk is less than a mile and a delightful treat with great restaurants and shops along with beach access- something we did not expect and thoroughly enjoyed!

Lakefront slps 6; beach, pools, tennis, gym, view!
Sherri’s place is awesome and the community and surroundings are beautiful. The kitchen is furnished with everything you need for cooking. The deck is such a plus, with the view of the pond and the ducks, as well as the private little beach. The community is very friendly and walkable, and the different options for pools were very fun for us to explore. Taking walks in the morning was amazing. It is very close to Bethany “downtown” and 6 min drive to the beach. You can also walk or take the tram. I had a great time with my kids and would definitely recommend and come back!
Family- and pet-friendly home rentals

Villa Positano
We had an amazing time. The house was perfect for us. We really enjoyed the pool and short walk to the beach. We could hear the ocean from the master suite. The upstairs deck had view of the water. Everything about our stay was perfect. The area was nice and was quiet and peaceful. We will definitely go back and stay longer next year. Thank you!!!

Water Oaks at Chic's Beach
Tommy and Janet were very responsive! They were extremely friendly and went above and beyond to make our wedding weekend special. The house was a wonderful experience!

Quiet family location and close to BEACH!
I can’t begin to describe our recent visit!! We stayed from Sunday 6-1 to Thursday 6-5. My husband and I had our 10 year old daughter and 3 of her best friends along w our 3 small furry babies. The house is “nestled” on a sweet friendly street. The house lake view SURROUNDS the house along with the outside balcony. It was beautiful to see the ducks and various birds every day. The house was extremely clean! I didn’t have to do any cleaning before we unpacked. The garage had everything!!! Bikes, beach stuff along w anything u can think of. There was plenty of outside sitting areas with a private outside shower. I used it!! Water was nice! The beach was literally a 10 mins walk! We rode the bikes and walked to the beach, a couple of times a day. The boardwalk is very dog friendly so we were able to bring them. The pier from the boardwalk has people fishing. I rode 1 of the bikes around the every day! W have been using Airbnb for years and this was the best experience! Bob is the best ❤️

Walk to famous Tiki Bar on Solomons Island!
awesome place im looking to return in a few weeks hopefully I could book again. amazing spot.

Stunning private waterfront suite
We came for peace and quiet, and Julie's place delivered! We came to see the Assateague horses, and just relaxation, and we were totally happy here in Ocean Pines. Our private ground floor of a beautiful house at the end of the lagoon, was in a perfect location to get to Ocean City and Assateague easily. Julie gives a lot of information in her listing, and everything was just the way she described. Checking in and out was seamless. We had a wonderful time relaxing in Julie's hideaway at the lagoon. We loved it!

Lovely Ocean View Cottage
The cottage was in a nice quiet neighborhood, could walk the dog, it also has a fenced in yard. The home was exceptionally clean, it has all amenities needed, even a few extras, gas grill, beach chairs etc.. The bed was comfortable. Also enjoyed the water and snack basket that was left with a welcome note. Definitely recommend! Really felt like home! Short drive to restaurants and shops and a 2 minute drive to a cute little beach with lifeguards, restrooms and a free parking lot!

Casita on the Corner
Ryan's place is conveniently located - 10 mins to Colonial Williamsburg, perfect for our family's visit to the city. The house itself is in a quiet neighbourhood. It is spacious, clean, and well-equipped for visitors who'd like to cook inside. We highly recommend Ryan's place for visitors who would like alternative options other than hotels and resorts in the area.

Waterman's Waypoint
I’ve never had a nicer host. John had to help me through reservations because of some weird Airbnb accounts thing (two accounts??) but was so patient and was able to troubleshoot the problem. What a lovely spot!
Family-friendly home rentals with a pool

Seaside Getaway: Bethany Beach Charm
Everything was great! The home had everything we needed and was very clean. My girls had a great time. This was my first time renting Airbnb and would definitely do it again. We visited 3 beaches while there, Bethany, Rehoboth and Ocean City MD. There were also great restaurants nearby.

Oceanfront Family Oasis: Pool, Beach & Parking!
Great place to stay in Ocean City! clean and wonderful place situated right off the beach secluded and quiet. had lots of beach materials for use. would stay again.

OC MD trip bayside, great amenities
Absolutely wonderful hosts!! Very responsive and helpful. There might have been an issue with the lockbox so they called ahead to make sure we could get in! I will definitely be booking with Shawn and Terri again!

🏖 *Ocean *Ocean *Ocean* 🏖 Beautiful Condo!!
Adam was a great host. He communicated well and was very accommodating. We enjoyed his place which was as described and a great value being right on the Ocean. Overall an A plus air bnb experience.

Stunning Views of Back Bay & Seconds to the Beach
Great location and host. The home was the perfect size for my family and friends.

Spacious Bethany Beach Retreat Pool Pickle Ball
Beautiful house. We only stayed one night for wedding, but it would be perfect place for a family beach vacation!

3 BR Cottage on Mallardee Farm in Williamsburg
The house was adorable and comfy! Can’t think of a thing that we needed we didn’t have available! Great location to Busch Gardens and Colonial Williamsburg! Everything is just a very short drive!

"Shangri-La", of Hampton, Virginia
It was a pleasure staying there because it was quiet and in a beautiful setting. We loved the decor. I wish we had had time to play pool in the billiard room.
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- House rentals Eastern Shore of Virginia
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- Chesapeake Bay
- Virginia Beach Oceanfront
- Resort Beach
- Assateague Island National Seashore
- Busch Gardens Williamsburg
- Buckroe Beach
- First Landing State Park
- Water Country USA
- Buckroe Beach and Park
- Grandview Beach
- Assateague Beach
- Outlook Beach
- Snead Beach
- Haven Beach
- Sarah Constant Beach Park
- Norfolk Botanical Garden
- Wilkins Beach
- Little Creek Beach
- Kiptopeke Beach
- Wallops Beach
- Salt Ponds Public Beach
- Bow Beach
- Cape Charles Beachfront
- Guard Shore