Holiday rentals in Henry

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Top-rated holiday rentals in Henry

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

The living room features a combination of modern and mid-century decor, highlighted by a rich leather sofa and two armchairs. A circular coffee table sits on a decorative rug, while natural light streams through a window adorned with light curtains. A ceiling fan provides airflow.

Cottage in Bassett

*Giggling Creek: 45 acres~BedJet~Arcades & More!

Welcome to Giggling Creek Cottage Wolfstone Acres Farm *9 minutes drive to Martinsville,VA * 13 minutes drive to Rocky Mount *26 minutes to Ferrum College *45 minutes drive to Roanoke *55 minutes to Greensboro NC Nestled next to the Reed Creek, is a small cottage full of rural charm, and intentionally decorated with mid-century modern decor and pragmatic family amenities. The entire cottage is set up exclusively for short term rentals with a professional team that is focused on your comfort

4.91 out of 5 average rating, 227 reviews

Top guest favourite

A light-colored brick house features a red metal roof and is surrounded by a well-maintained yard. Three white outdoor chairs are positioned on the grass, offering a place to enjoy the peaceful surroundings. A small tree is visible near the entrance.

Home in Ferrum

Lillie’s Place at KC Farms w/gorgeous scenic views

***3.5 miles from Ferrum College ***trailer/boat parking available. ****20 minutes from Rocky Mount **** 30 minutes from Martinsville **45 minutes from Roanoke. Come stay at the heart of our working cattle and sheep farm! Located directly off of Route 40 in Ferrum, Lillie's Place is nestled in between cattle pastures. Lillie's Place offers a quiet and relaxing get away spot. The views are amazing! Lillie’s Place offers a beautiful display of artwork by the talented Kelli Scott!

4.99 out of 5 average rating, 145 reviews

Top guest favourite

The exterior of a two-car garage is highlighted, showcasing a combination of brick and siding. A welcoming entrance door with glass accents is positioned in the center, flanked by decorative lighting. Lush greenery surrounds the property, enhancing the tranquil setting.

Guest house in Collinsville

5 Star Apartment (1000sf) w/Garage(NoCleaningFees)

This 5 Star private guest suite located in Henry County, VA is separate from the main house. The apartment is 1000 square foot of living space. The new addition has beautiful granite countertops, ceiling fan, and a large bathroom with a ceramic walk-in shower. Great neighborhood, this in-law suite is about 40 miles from the Blue Ridge Parkway and 20 minutes from the Martinsville Speedway. Philpott Lake is 8 miles away. Industrial Park is less than 2 miles away. It is 8 minutes from SOVAH.

4.96 out of 5 average rating, 810 reviews

Top guest favourite

A charming living area features rustic wooden logs as walls, complemented by a light hardwood floor. A comfortable sofa adorned with patterned cushions invites relaxation. Natural light enters through multiple windows, and a decorative chandelier hangs above a coffee table with a small plant.

Cabin in Roanoke

The Magical Cabin on Back Creek

Magic is the word most people use when they visit this hidden gem. Built in 1939 as a fishing cabin by a gentleman who incorporated box cars as rafters and beams, dates still visible since removing the attic. By far the best place I've ever lived. I decided to share it with others who love to explore, who love listening to the voice of the creek or who come just to sit on the porch high above the creek with a spouse, friend, family, or alone. For the best sleep, open the bedroom window!

4.96 out of 5 average rating, 406 reviews

Top guest favourite

A hot tub filled with sparkling water is set against a backdrop of rolling fields. A bottle of rosé wine and two glasses are placed on the edge of the tub. Horses can be seen grazing peacefully nearby, adding to the serene rural atmosphere.

Cottage in Glade Hill

Farm Cottage, HotTub, Field Views of Animals

Relax at the Happy Rooster, w/ friends & family in the country. Peaceful privacy surrounded by fields of animals & panoramic mountain views. Brand new HOT TUB! Spacious porch to enjoy sunrise, sunsets, & the stars. Sit by the campfire, to enjoy the sounds of nature. Relish on a mile plus peaceful stroll surrounded by farms to the end of the cul-de-sac. WiFi works great. 10 minutes from Smith Mountain Lake, 15 minutes to Rocky Mount; 5 minutes to Coves Amphitheater at Smith Mountain Lake.

4.99 out of 5 average rating, 111 reviews

Guest favourite

A cozy living area is showcased with a grey sectional sofa positioned in front of a media console and television. A round dining table and chairs are visible, along with a wall-mounted clock and natural light coming through nearby windows.

Flat in Bassett

The Porch at Fairystone

The Porch at Fairystone is your home away from home. This 1 bedroom 1 bathroom vacation home boasts a large open concept with the living area, kitchen and dining area all in one large room. Through a beautiful barn door you’ll find your bedroom and in-unit laundry closet with washer and dryer. Enjoy a beautiful outdoor dining space with chairs for 3 and a grill to cook your favorite meals. Just minutes away from Fairystone State Park, Goose Point, and Philpott Marina, Dam and Lake.

4.99 out of 5 average rating, 145 reviews

Superhost

A welcoming living area features a brown sectional sofa and a rustic coffee table, positioned on a patterned area rug. Natural light filters through sheer curtains, illuminating the space. A stone accent wall adds texture, complemented by two armchairs and a floor lamp.

Home in Martinsville

Beautiful Boho Cottage

2 Full size Beds, and 1 Modular sofa This stylish home is perfect for small families and solo travelers. Located in Martinsville, VA, this gorgeous house is minutes from dining, shopping, and more. 5 minutes from hospital, and 10-15 minutes from the Speedway. Our home has everything you need to be comfortable during your stay. From all the kitchen essentials, to toiletries, outdoor area with yard, coffee bar, games, comfy beds/blankets and more. Pets are welcome. $20/pet per night

4.9 out of 5 average rating, 292 reviews

Top guest favourite

A charming front porch is showcased with two wicker chairs positioned beside a small planter. Lush green grass and rolling hills are visible in the background, offering a serene view of the surrounding countryside.

Farm stay in Floyd

Max's House- Cozy Home on BRParkway Farm

Great location just 1/2 mile from the Blue Ridge Parkway at MP 152. Surrounded by open fields, mountain vistas abound. This home has been lived in and gently loved for many years. There is one bedroom downstairs and two upstairs. An extra cot is available. Fully equipped kitchen! Great for families and a long stay. Guests are invited to join us when feeding the farm animals (alpacas, llamas, Highland cattle, Jacob sheep and angora goats) each morning. Fun!

4.94 out of 5 average rating, 266 reviews

Superhost

The exterior of an A-frame cabin is showcased, featuring wooden siding and a triangular roof. A front porch with black railings is decorated with potted plants. The doorway is flanked by windows, with a sign above displaying the cabin's name. Lush greenery surrounds the cabin.

Place to stay in Stuart

eleVAted Acres A-Frame-Near Fairy Stone State Park

Embark on an unforgettable escape! Unwind in our charming A-Frame cabin, tucked amidst verdant foothills and a tapestry of trees. The symphony of a nearby creek and melodic songbirds fills the air, while deer and other woodland creatures call this paradise home. Inside, our cabin blends modernity and warmth, creating a sanctuary designed for ultimate comfort. This isn't just a getaway - it's your intimate communion with nature's mesmerizing allure!

4.82 out of 5 average rating, 109 reviews

Top guest favourite

The exterior of a Craftsman-style home is presented, featuring a large wraparound porch and a manicured lawn. A flowering cherry tree in full bloom adds vibrant pink coloration, contrasting with the dark blue siding of the house. A concrete driveway leads to the entrance.

Home in Martinsville

Starling Place - Entire House

Welcome to StarlingPlace — a spacious Craftsman home in uptown Martinsville designed for comfort and group travel. With multiple bedrooms, an office as a fifth sleeping space, a modern kitchen, and a wraparound porch, it’s ideal for families and work crews. Sleeps up to 10 with easy parking, perfect for groups traveling together. Minutes from Dick & Willie Trail and Martinsville Speedway. Pet‑friendly with a simple $50 flat fee for up to 2 dogs.

4.99 out of 5 average rating, 466 reviews

Top guest favourite

The exterior of a historic white two-story home is presented, framed by colorful landscaping featuring blooming flowers and green shrubs. A paved driveway leads to the entrance, with trees in the background providing a natural setting against a bright blue sky.

Home in Martinsville

The Oakdale Inn - perfect for family or business.

Your group will enjoy easy access to everything the City and Southwestern Virginia has to offer from this centrally located, spacious house. You will be within walking distance of Uptown, the Dick & Willie Trail, and the Virginia Museum of Natural History. This historic home was one of three homes built by the Simmons family. Dick Simmons, president of American Furniture Company built and lived in this home.

4.99 out of 5 average rating, 119 reviews

Top guest favourite

A living room features a cozy seating arrangement with a dark sofa, complemented by two recliners. A vibrant area rug with swirling colors covers the floor. Natural light enters the space through multiple windows, illuminating a wall clock and a decorative fireplace.

Home in Martinsville

Whole House - 2 Bed, 1.5 Bath.

Welcome to our lovely little house! It’s located at a Martinsville address, but is in a peaceful part of the country and is close to Collinsville and Bassett! We would love to host you in your travels! We are approximately one hour from Roanoke, VA and Greensboro, NC!

4.96 out of 5 average rating, 126 reviews