
Family-friendly vacation rentals in Willoughby Bay
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Top-rated family-friendly rentals in Willoughby Bay
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Willoughby Bay family-friendly rentals
Family-friendly home rentals with a hot tub

1 Block to the Beach, Indoor Pool Great 4 Kids
Bijan’s place was amazing! My husband and two small children were very comfortable here. The places offers all the comforts of home and all staff went above and beyond to ensure your stay was nothing short of great. Not only is there an indoor pool to splash and play in with the kiddos, it is directly across the street from the ocean and in close proximity to so many great restaurants. Definitely a must place stay I guarantee you will love it just as much as we did. We will definitely be looking at staying here again in the future!

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.

Wyndham Governors Green Resort- 2 bdrm -2 nt min
Great place in a great location. We loved having our own space with two bedrooms and a full kitchen only a short drive from Colonial Williamsburg.

Wyndham Kingsgate * 2BR
Place was great. Family loved it. Plenty to do. Communication was great and check in and out was a breeze!

7+ Bdrm, 5.5 Bath Pool/Hot Tub Sandbridge Beach VA
Owner very responsive and easy to communicate with. Great location

Historic Powhatan resort 2 bdrm
Colleen was a wonderful host and I would highly recommend this spot!

King's Creek Plantation: 2-BR, 2.5 Baths, Sleeps 6
Good location next to the water park and Target. Quick response for short notice trip. Stronger than. Good quality furniture and new flooring.
Family- and pet-friendly home rentals

Water Oaks at Chic's Beach
I could not recommend this place and these hosts enough! The place was warm and welcoming and I absolutely love the location. A very peaceful neighborhood with easy bay access. The hosts were amazing and responsive. The house had some maintenance problems but at no fault of theirs…just typical house problems and they handled everything extremely well and we were not inconvenienced at all! Also our dog loved the place and they were stocked will all the dog necessities which was very helpful!

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!

2 BR Family & Pet Friendly House - Williamsburg
Charlene is a wonderful and very responsive host. This was our second time staying there when we visit Williamsburg. The location is great and only a few minutes from everything. The house was comfortable and had everything we needed to enjoy our week. We look forward to staying again in the future.

Quiet Neighborhood 7 Miles From the Beaches
Mona is a sweetheart, and her place was perfect for my dog and me. It was clean and had the cutest backyard. Will definitely book again with her if I’m back in Virginia Beach

Cozy craftsman barn near the bay!
We stayed for 2 nights with our 3 dogs and everybody had a blast. The barn was very clean, cozy, and welcoming when we arrived. They had an essential oil diffuser on which made it smell lovely. There was a little binder left for us with everything we needed to know and some amazing sight seeing recommendations! The bed was comfortable and cooling/heating system worked great. Their stairs are a little steep and didn’t have runners so just keep that in mind with pets. Overall, this stay is perfect for 2 adults and their fur babies! Will definitely be booking again!

Lovely Ocean View Cottage
We had such an enjoyable trip staying at this perfect cottage. The location was amazing-short walk to a tranquil beach that felt like our own little escape. The landscaping and yard were beautiful! The place felt like a peaceful retreat. The cottage itself was cozy, clean, and had everything we needed even a thoughtful welcome basket. It truly was the perfect getaway and just what we needed to recharge. Highly recommend!

Casita on the Corner
We had a great stay! The house was clean ans quiet, and the kitchen had all of the essentials you would need (spices, condiments, etc.). The house is close to all of the major attractions/downtown Williamsburg! The deck and fenced-in backyard were perfect for our toddler and pup!

Beach Home, Upscale Croatan Resort + Private Pool
This is a wonderful beach home within walking distance of the oceanfront. Our extended family enjoyed a fantastic visit. The house is set up perfectly for multiple families with a large gathering space on the top floor next to the kitchen. There are several decks throughout the home to catch the sea breeze and air. Beverly was a great host and responsive to our needs.
Family-friendly home rentals with a pool

Family Retreat, In-Ground Pool, plus Private Beach
This house and stay were exactly what we needed! We are a quiet family that loves peaceful spaces. The home was beautiful, well maintained, clean, updated, and extremely well appointed. Access to both the beach and lake was easy, as was getting into and out of town. Jack proactively reached out to us when we got there to ensure everything was in order and offered assistance if we needed anything. We didn’t need anything during the week but we felt good knowing he was available. We met some of the neighbors in passing and they were friendly and welcoming, too. Wonderful experience!

Breathtaking Ocean views at Pinch Me, 8bdrm, 6bath
Beautiful home in a wonderful location. Tanya was very friendly and communicative throughout the process.

Oceanfront Gem VaB Studio Exceptional Views
This was better than expected. The condo was well appointed in all aspects, especially for a small space, it didn't feel small. location was perfect and views from this corner unit were amazing. I would absolutely stay here again.

POOL, Pool House, Hot Tub, Grill, 2 bedroom
He was so nice and everything!!

Oceanview Queen & Sofa Bed, Kitchenette, Balcony-B
This place felt very homey! My girlfriend and I enjoyed our stay and it was perfect! Will definitely be returning to this place when we go back to VA! I have a very large truck and parking wasn’t the most convenient but the lovely staff made sure we figured it all out. It was great!

Stunning Views of Back Bay & Seconds to the Beach
What a beautiful and serene space for a women’s retreat! It is very obvious that the home is very well loved as well as very special. We all discussed coming back again because we enjoyed the space, the comfort and the scenery very much. We thoroughly enjoyed the great blue heron right outside the window each day as well as breathtaking sunsets. It was hard to get back to the grind after such a beautiful sanctuary weekend away.

Virginia Beach Condo
The location was great. Two streets walk to the boardwalk and two streets over to Neptune Statue on 30th Street. Supermarket for groceries was across the street from condo. The washer and dryer and dishwasher made everything so easy to keep up with. Keyless entry is perfect. There are many fun things to do in the area that is either a short walk or short drive. Examples are iFly indoor skydiving, parasailing, kayaking with dolphins, riding bikes/skateboards, mini-golf, etc. We had a great time!

Luxury Beach Front Apartment
Jenna is a great host. Very responsive, personable throughout the process. Location is great. Right in the beach. Several restaurants are walkable. Beach here has a playground for the kids and a work out set up for those inclined. Pools and spa were great, especially on bad weather days.
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- Virginia Beach Oceanfront
- Carova Beach
- Resort Beach
- Busch Gardens Williamsburg
- Buckroe Beach
- First Landing State Park
- Kingsmill Resort
- Currituck Beach Lighthouse
- Virginia Beach National Golf Club
- Buckroe Beach and Park
- Norfolk Botanical Garden
- Grove Beach
- Sarah Constant Beach Park
- Water Country USA
- Cape Charles Beachfront
- Golden Horseshoe Golf Club
- Little Creek Beach
- Chrysler Museum of Art
- Bayville Golf Club
- Outlook Beach
- Ocean Breeze Waterpark
- Red Wing Lake Golf Course
- Jungle Golf
- Bonito St. Public Beach Access