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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Guest favorite

Guest suite in Virginia Beach

4.89 out of 5 average rating, 552 reviews

Quiet Neighborhood 7 Miles From the Beaches

Be sure to read about the pricing using both bedrooms below in 2nd paragraph. My house is in a quiet neighborhood by a creek of the Lynnhaven River 7 miles from the Oceanfront/Chesapeake Bay with easy access to the interstate and surrounding cities in Hampton Roads. Only minutes from Town Center and local malls. Your private area is the 1st level with your own private entrance, but no kitchen. There is small microwave and a coffee machine in the unit , & a small fridge on the screened-in-porch.

Guest favorite

Apartment in Hampton

4.96 out of 5 average rating, 365 reviews

"Shangri-La", of Hampton, Virginia

2nd story 1200 square foot apartment with 2 BR's, Wi-Fi, microwave, fridge and bar with sink. Walk in glass enclosed shower & soaker tub. Private deck with gas grill down the spiral stairs below on ground level patio. Pool table in BnB. We share our pool with our BnB guests seasonally. Please inquire about pool availability if important to your booking. Local history, sites, nature and beaches abound. Security cameras surround the exterior of our home for our protection as well as yours!

Guest favorite

Guest suite in Virginia Beach

4.98 out of 5 average rating, 279 reviews

Home away from home~Private,quiet, mins to bay

Home away from home is a spacious, comfortable, and private apartment with 1 Queen bedroom, full bath w/ tub, living area, work space, and fully equipped kitchen. Conveniently and centrally located in historic neighborhood: 3 mins to bay, 15 mins to oceanfront. We are within 4 miles of Norfolk Premium Outlets and IKEA, and are within 5 miles to Virginia Wesleyan and 15 miles to ODU. Walk to local favorite restaurants (New River Tap House, The Rustic Spoon, 1608 Crafthouse, Comfy Belly).

Guest favorite

Guest suite in Carrollton

4.98 out of 5 average rating, 162 reviews

2BR 1BA Spacious Guest Suite, Woods & Water Views

NO CLEANING FEES! 2 BR 1 BATH GUEST SUITE W/MINI-KITCHEN for you/your travel companion. Read “ACCOMMODATIONS POLICY” below before booking/sending an inquiry, and follow its guidelines, please. Nothing fancy, but clean, pretty. & relaxingly comfy. Serene, wooded, retreat- like setting on a small lake w/wildlife. Centrally located. Visit Williamsburg one day & VA Beach the next. Near Smithfield, Newport News, universities & military bases. Discount for active military & nurses.

Guest favorite

Condo in Virginia Beach

4.88 out of 5 average rating, 177 reviews

Oceanfront Gem VaB Studio Exceptional Views

Newly renovated modern studio condo, owners personal getaway now open to guests. This corner unit, the largest and most private in Oceans ll Condominium complex, is on the 3rd floor and offers beautiful, expansive views at both sunrise and sunset. Just off the boardwalk with community pool, this unit sleeps three. Right on the oceanfront, you won't find a more peaceful getaway! Beach chairs and towels provided. Please note: due to the open layout of the building, there is no elevator.

Guest favorite

Home in Hampton

4.91 out of 5 average rating, 166 reviews

Red Door Rancher - Your Home Away From Home

This beautiful home is a one level, close to the city center, Hampton University, Hampton Coliseum, 3 miles to Buckroe Beach, 9 miles to Ocean View Beach, 30 miles to Williamsburg, Yorktown and Virginia Beach. Spacious, ceiling fans, walking distance from the downtown area and the beautiful water views. Enjoy the American Theatre in Phoebus, explore Fort Monroe and Virginia Air & Space Museum. Limit 10 guests, additional by request only. Additional fee applies.

Guest favorite

Cottage in Norfolk

4.97 out of 5 average rating, 202 reviews

Positano Villa

This recently remodeled home build in 1933 and located on the Chesapeake Bay is a perfect place to vacation. Direct private beach access with a beautiful salt water pool to enjoy. Around the pool there is plenty of space for games, grilling, and relaxing. Use the newly renovated kitchen or visit one of several local restaurants serving fresh local seafood to satisfy your appetite. Williamsburg, Jamestown and Yorktown are only a short drive away.

Guest favorite

Home in Virginia Beach

4.79 out of 5 average rating, 131 reviews

Quaint 2 Bedroom Cottage in Chicks Beach

2 bedroom 1 bathroom quaint cottage, walking distance only 2 blocks to the beach . The beach is great for families with children . This unit is connected to a 1 bedroom unit . Back yard has a single detached unit also . Great for small families. There is a fenced in front yard Back yard and laundry area is shared with guest suite next door. 2 Car max allowed $75 pet fee with pre approval. Starting June 25th 7 night min check in on Friday only !

Guest favorite

Home in Williamsburg

4.97 out of 5 average rating, 178 reviews

Casita on the Corner

Our cozy little 2 bedroom, one bath, small dog friendly home is on a corner lot in a family friendly neighborhood just minutes from major attractions like Busch Gardens/Water Country. This area is rich with historical sites. Be sure to visit Colonial Williamsburg, Jamestown and Yorktown. Take a tour on The Colonial Parkway or If you are a cyclist bring your bike and ride the Capitol trail or hit the trails at Freedom Park or New Quarter Park.

Guest favorite

Guest suite in Norfolk

4.93 out of 5 average rating, 508 reviews

Beachfront Exclusive Bay front Suite

This comfortable private beachfront suite with kitchenette has magnificent views of the sunrise and sunset that you can enjoy from your own private deck, with a 180 degree views of the beach front with easy access to the water's edge, just steps away. If you want to experience life on the beach this is as close as you can get. This suite represents our personalities and everything we love about living at the beach on the Chesapeake Bay

Guest favorite

Bungalow in Hampton

4.89 out of 5 average rating, 201 reviews

Bungelow by The Beach 2BR 1BA CABLE-Hampton, VA

5 Minute walk to the BEACH! 2 Bedrooms queen bed, 1 Bathroom, Living Room, Fully Equipped Kitchen, Dining Room, We have also provided an Adjustable Port-a-Crib. Washer/Dryer, dishwasher, Central AC & Heat, Front Deck, Gas Grill, Wireless Internet, Microwave, Kuerig & Coffee Pot, Silverware, Dishes, Pots and Pans, Games, Smart TV in both Bedrooms and Living Room, AND MORE! Pet policy case by case, 1 dog only, under 35 lbs $35.00 fee.

Guest favorite

Cottage in Virginia Beach

4.99 out of 5 average rating, 142 reviews

The Beach Nest. Walk to oceanfront.

The Beach Nest is a pristinely clean cottage located just a half-mile walk from the oceanfront and boardwalk. The cottage is well-outfitted with beach chairs, beach cruisers, beach towels, a beach cart, and a sand umbrella. A quaint retreat ideal for two. The Beach Nest is NOT a party house. SMOKING IS PROHIBITED. PETS ARE NOT ALLOWED as we often host guests with allergies.