House vacation rentals in Isle of Wight County

A charming Craftsman house is set amidst lush greenery, showcasing a welcoming front porch with rocking chairs and a gentle sloped roof. Surrounding trees provide shade, while the warm colors of the house blend with the natural landscape.

4.92 out of 5 average rating, 229 reviews

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!

A single-story house is framed by vibrant flowering bushes and trees. A red flag is prominently displayed near the entrance. The front yard is spacious with grassy areas, and a paved driveway leads to a single-car garage.

4.93 out of 5 average rating, 102 reviews

1-Bedroom Home Near Christopher Newport University

Sip a bourbon while you listen to a record on the vintage player. Create your CD playlist to pop in the 90s 5 disk changer while you cook on a seasoned cast iron on the new stove. Check out the coffee bar for home roasted beans. Soak in the hot tub, or get a high score on Dig Dug. Centrally located in Newport News near CNU. 25-30 minute drive to Busch Gardens, Water Country, and Colonial Williamsburg. 45 minute drive to the ocean front. Great neighborhood with sidewalks for running and walking.

A well-appointed bedroom features a spacious bed with a textured white cover. Colorful accent pillows add depth to the decor. A wooden dresser stands against one wall, while a bedside lamp illuminates the space. Natural light filters through a window adorned with light curtains.

4.97 out of 5 average rating, 303 reviews

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.

5 out of 5 average rating, 31 reviews

Downtown |Farmer Market |Fast WiFi |Easy Checkout

Welcome to the Hog Haven! Near Main Street, this house built around 1910 is a contributing structure to the Historic District. Your home is ideally situated to explore quaint shops, dine at local eateries, and immerse yourself in the town’s rich history. The Smithfield Farmers Market is a short stroll, while Windsor Castle Park is a longer walk. Note: Property is near the post office and start at 4am 7 days per week. Note: From 10/27 - 12/26 VDOT may have a small survey team on property.

The exterior of a two-story colonial home is framed by large trees and a manicured lawn. White wooden siding complements the grey metal roof. A white picket fence encircles the front yard, highlighting the entrance adorned with double doors and several windows with green shutters.

4.98 out of 5 average rating, 59 reviews

Oak Level Acres

Welcome to Oak Level! This beautiful house built in 1768 sits on 10 acres of land surrounded by over 1000 acres of farmland. Inside you'll discover unique artifacts preserved from the property's rich history. This restored colonial home sleeps 13 people comfortably with 4 bedrooms & 2.5 bathrooms. Fully stocked with fresh linens, towels, cookware, & other essentials. Only a 30min drive from Colonial Williamsburg. It is the perfect place for a family getaway, company retreat, or special event.

A two-story brick home features a symmetrical façade with white accents, including a front door flanked by windows. Lush greenery surrounds the entrance, with well-maintained shrubs and a neatly paved path leading to the steps. The home is set against a backdrop of trees and a clear blue sky.

4.83 out of 5 average rating, 52 reviews

Magnolia Manor 4 Bedrooms , 2 Baths Cheerful house

Located on over an acre of land ,across the street from the historic James River,this 4 bedroom 2 bath home is centrally located. Christopher Newport University(CNU), Ferguson Center for the Arts, The Mariner’s Museum, James River County Club and Riverside Hospital are all approximately 1 mile away. Bush Gardens and Colonial Williamsburg are approximately 20 minutes away.This home also includes a 2 car detached garage.We cater to midterm rentals of 30 days or more with significant discounts.

A charming two-story house features a covered front porch adorned with white railings and light landscaping. The exterior is painted in soft yellow, complemented by white trim. A gravel pathway leads to the entrance, with a well-maintained grassy yard on either side.

4.91 out of 5 average rating, 217 reviews

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!!

4.91 out of 5 average rating, 34 reviews

In the backyard, a vibrant croquet set is displayed on lush green grass, with a red ball positioned near a hoop. In the background, swings hang from a frame, bordered by a wooden fence and shaded by tall trees.

Home in Spring Grove

The Great Gatsby: Pink Flamingo Lounge Retreat!

Welcome to Gatsby's Pink Flamingo Lounge for a memorable stay! Unwind on swings, play the organ, and enjoy a variety of games in this spacious 4-bedroom, 2-bath home that comfortably sleeps up to 10 guests. Located near charming downtown Surry, our unique space features a fully fenced backyard for your furry canine companions. Outdoor activities include cornhole, Tubelox, darts, sprinkler and a baby pool. Handicap accessible with a ramp, this is a one-of-a-kind retreat you won't want to miss!

A charming log cabin is set amidst a lush green landscape, surrounded by towering trees. A stone pathway leads to the entrance, while natural stumps serve as rustic seating. Sunlight filters through the branches, casting a warm glow across the inviting exterior.

4.98 out of 5 average rating, 49 reviews

Serene 8ac log house W/hot tub! Spacious 4BR/2BA

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.

4.98 out of 5 average rating, 117 reviews

A circular fire pit is surrounded by stone blocks, with logs burning brightly in the center. Smoke gently rises into the air, and the area is bordered by grass and a quiet wooded backdrop.

Home in Surry

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.

A spacious living area is highlighted by two orange velvet sofas facing each other. A small round table sits between them, while a large TV is mounted on the wall. Natural light enters through large windows, accentuating the modern decor and greenery.

5 out of 5 average rating, 22 reviews

*NEW* Cozy & Very Stylish home for your family!

Enjoy your time with family or as a solo traveler in a stylish & spacious home with over 2100 sq ft! Just mins from Riverside hospital and CNU, 15 mins from beaches, 35 mins from VA beach, and 17-20 minutes from Busch Gardens & Colonial Williamsburg in a "PERFECT" location in the heart of Hampton Roads, located in a safe, quiet, and beautiful neighborhood. This home offers the perfect blend of comfort, style, convenience, and charm—ideal for families, medical staff, or all vacationers alike!

A spacious Cape Cod home is framed by lush greenery, featuring a mix of light gray and beige siding. The front yard is well-maintained with small bushes and a young tree. A single garage is visible on the right side of the house.