Family-friendly holiday rentals in Isle of Wight County

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.

Farmer Market |Bacon&Bourbon Fest |Fast WiFi

Welcome to the Hog Haven! Near Main Street, this house, built around 1910, is a contributing structure to the Smithfield Historic District. Smithfield is very walkable, and your home is ideally situated. Explore quaint shops, dine at local eateries, and immerse yourself in the town’s rich history. The Smithfield Farmers Market is a short stroll away, while Windsor Castle Park is a longer walk from the house. Note: This property is located near the post office and they start work at 4am.

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.

Serene 8ac log house W/hot tub!

Welcome to your perfect short-term rental getaway in Smithfield, Virginia! Nestled along the picturesque riverbank, this enchanting log cabin invites you to unwind in the lap of natural beauty. Immerse yourself in the serenity of the surroundings as you indulge in the charm of a gorgeous retreat. **The Cabin:** Discover the allure of rustic elegance with our stunning log cabin, providing a cozy haven for your escape. You’ll be captivated by the tranquility that defines this unique dwelling.

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.

Charming Cottage Near Smithfield, Suffolk, Surry

Charming and unique 1930's cottage with all the modern updates. 2 bedrooms and 2 Bathrooms plus an open floor plan living room and kitchen. The first bedroom has two twin beds. The second bedroom has a queen bed and a new ensuite bathroom. Fenced yard with bbq grill and plenty of peace and quiet. Close to Historic Smithfield, Surry, Suffolk, Newport News and Colonial Williamsburg. Two minute drive to Captain Chuck-A-Mucks Seafood restaurant. Public boat ramp is a short drive.

Modern Lofty Tranquil 757

Take it easy at this unique and tranquil getaway. Private loft with private entrance and separte parking. Close to all military bases, beaches, theme parks an historic Williamsburg/Jamestown/Yorktown. Get energized by early mornings echoed by birds singing and peaceful nights under the stars while feeling the breeze from the nearby river. Dip into the pool to cool of during hot summer days. New Loft apartment with modern comforts . Please check pool availabilty with host.