Family-friendly holiday rentals in Isle of Wight County

Cozy Craftsman in Midtown

Nestled in quiet midtown Newport News, Cozy Craftsman gives new meaning to southern comfort. In addition to the queen bed in the master bedroom, a pull out couch in the den sleeps one, and in the spirit of Airbnb, another guest may bring an air mattress and bedding. CNU, Riverside Hospital, Mariners Museum, NN Shipbuilding, Jefferson Lab, military bases, and NASA are nearby as are Williamsburg, Jamestown, and Yorktown. Whatever brings you to the area, call Cozy Craftsman home during your stay!

Centrally Located Sleek Studio Apartment

Private guest studio apartment with separate parking/entrance in a quiet neighborhood. Centrally located to shopping, restaurants , and parks. Airport:12 min CNU:6 min Riverside Medical Center:7 min Sentara Hospital:8 min Langley AFB:11 min Patrick Henry Mall:8 min Willimasburg/Bush Gardens: approx 30 min Virgina Beach Oceanfront: 45 min Wifi available with a 55" TV with streaming services (no cable). Coffee table folds into dining/work table. Stools under table. Full bath/kitchen/laundry unit.

Mason Manor - Downtown Smithfield next to WCP

Historic Smithfield 233 S Mason Street 2 Bedrooms 1 Bath Located in the heart of historic Smithfield boasts old world charm and character with a touch of today’s conveniences. The living room has gas fireplace for cool evenings & leads to dining area & updated fully equipped kitchen. The full bath is updated with jetted tub. Front porch swing for relaxing and back deck for entertainment. Windsor Castle Park just steps away. Located just around the corner from restaurants, shopping & more.

Family Haven Retreat by CNU| 1st FL master

Our home is exactly what you need to relax and rest after your days of fun in Virginia. Our home was built in 2018 with guests in mind. There are 5 bedrooms and 3.5 bath. First floor master bedroom with walk in shower. Kids toys and crib is located in decent sized Master bedroom walking in closet. We dedicate entire place for you to relax and enjoy your vacation with trying to provide everything you need during your travel— Playground, toddler bed, crib. We welcome families to travel with kids.

Stunning Cottage in Historic Village

Camellia Cottage – Where History Meets Serenity. Nestled in the heart of Hilton Village, this "modern-vintage" gem is your gateway to coastal charm and timeless elegance. Stroll through quaint streets and shops, and unwind by the firepit under Virginia’s beautiful skies. Perfect for families, professionals, and anyone craving a retreat that feels like home – only better. Just minutes from beaches, universities, and iconic landmarks. Step inside. Breathe. Discover your new favorite getaway.

Pigs Inn a Blanket

Pigs Inn a Blanket is the perfect spot for your Smithfield, VA stay! In close walking distance to all of the wonderful shops, farmer's market, historic spots, restaurants, parks and more. After you have toured all the wonderful things Smithfield has to offer, enjoy time with your family in the backyard oasis, with the grill and/or the fire pit. The home features 3 bedrooms and 2 full baths with a living room, dining area, kitchen and laundry. Perfect spot for you and your family! NO SMOKING!!

Cottage at Timberline Ranch in Smithfield Virginia

Relax on a private 30 acre horse farm. 8 miles from historic Smithfield, VA Spacious bedroom, double window with view of horse pastures. Room darkening drapes. Full length mirror with lighted makeup mirror, air purifier, ample sheets, blankets and pillows. Full kitchen like brand new and well stocked with necessities; cookware, dishes, paper products, spices. Large bathroom with ceiling heater, towel warmer, well stocked with towels and necessities. Washer and dryer, detergent supplied.

Surry Homeplace

Located a few miles from the ferry to Williamsburg, and one mile from Chippokes State Park, this home has the feel of camping with all the amenities of home! Inside you will find washer and dryer, wifi (this is dish wifi - Zoom will not work and sometimes it is spotty), two full bathrooms, and a fully stocked kitchen. Outside offers a fire pit, a charcoal grill, a fenced area for pets / limit 2 (30 pound max dog, NO CATS ) and plenty of room for parking. Smoking is NOT allowed in the house.

1-bedroom home in Suffolk

Indulge in nature's embrace at this 1-bedroom retreat in North Suffolk. Fully furnished, this pet-friendly haven invites long-term guests seeking serenity and convenience. With a $500 pet fee, furry friends are welcome to join your adventure. Unwind in the comfort of a spacious bedroom, relax in the inviting living room, and enjoy the attached kitchen, complete with all essentials. Plus, enjoy access to the amenities of 3800 Acqua Apartments, including a gym and pool.

Perfect Getaway!

Home away from home!! Beautiful 2 story house with 3 bedrooms, 3 bathrooms, and a huge playroom over the garage. The master suite has a beautiful bathroom with a jacuzzi tub, and huge walk in shower. The fenced in backyard has plenty of space to run around, and has an awesome saltwater inground pool for fun! In addition, there is a 2 level, new deck, and patio furniture to sit and relax on. There is something for everyone to do here.. I’m positive you will love it!

Cozy Waterfront Barn Loft

Rustic Charm Meets Modern Comfort in Our Barn Loft Retreat Welcome to our beautifully converted hay loft, a serene escape nestled on a former horse farm along the picturesque Chuckatuck Creek. This rustic yet modern loft offers the perfect combination of charm and convenience, making it ideal for family getaways (sleeps up to 8 with pullouts), work trips, wedding weekends, or a peaceful retreat to recharge your soul.

Spacious 4BR Home near Hampton Convention Center

This modern home is perfect for entertainment! Its huge backyard is plenty of space for family fun or events. This house easily sleeps 13 people! Its located 10 minutes from Boo Williams Sportcomplex and Hampton Convention Center so its great for concerts and local festivities! It’s a great home that is surrounded by multiple restaurants as well as near by outlets Peninsula Town Center and Tech center.