Family-friendly holiday rentals in Hendersonville

Mountain View Cabin | Romantic Retreat + Fast WiFi

Wake up to mountain views at our modern-rustic A-frame cabin, a peaceful retreat for couples, families, or two couples. Gather around the dining table with picture-window views, relax on the sunny tree-top deck, or unwind by the wood-burning stove after a day exploring the Blue Ridge Mountains. Renovated by us with an industrial-rustic feel, The Tree House is centrally located near Hendersonville, Flat Rock, DuPont State Forest, Brevard, Asheville, and the Blue Ridge Parkway. Fast Starlink WiFi.

The Mountains are Calling At Hummingbird Hideaway!

This cozy cabin named "Hummingbird Hideaway" is tucked into the side of the mountain at 2800 ft elevation providing amazing panoramic views. With multiple activities close by including DuPont Forest (20 m), the Carl Sandburg Home and Downtown Hendersonville (15m) this is the perfect spot for a family vacation. Asheville is just 40 mins away with the Historic Biltmore Estate and incredible dining opportunities. Check us out! https://player.vimeo.com/video/644909946 *4WD/AWD vehicle required*

Modern Cabin | Hot Tub | Fire Pit | Dog friendly

Stunning villa, perched atop a mountain, surrounded completely by other mountains. An expansive deck was designed and furnished intentionally to allow for guests to enjoy the LONG RANGE VIEWS from various angles. This Frank Lloyd Wright inspired villa takes the "city vibe" into the woods, with large windows bringing in light and showcasing the beautiful natural setting. Interior features are open, uncluttered, and incredibly comfortable, with quality at the forefront of our minds in this space.

Wine & Wood - Wine Room Hot-tub 5 Mins to Downtown

Welcome to Wine&Wood, “a toast to sweet memories.” This charming retreat features two bedrooms, two bathrooms, and is minutes from Hendersonville’s shopping, dining, breweries and wineries. Enjoy the sunset on the patio or hot-tub. The spacious living room features a sofa bed, and the chef’s kitchen has everything needed to prepare family dinners. Bring your furry friend along with our pet-friendly policy! You'll have access to the entire home during your stay. We look forward to welcoming you!

Casa Blanca-Walk to MAIN ST, .8 Mi to Ecusta TRL

Managed by my wife & I, professionally cleaned & close to our hearts, we spent 10 years here, welcomed our kids here, & now would love to share it with you. ⭐️⭐️⭐️⭐️⭐️SUPERHOST ⭐️⭐️⭐️⭐️⭐️ AMENITIES & LOCATION unmatched. ✔️Renovated Historic Craftsman home ✔️✨2.5 blocks Main Street✨ ✔️Local Architect renting home ✔️3 SAMSUNG Frame TVs (65", 50", 43") ✔️Modern Chef's Kitchen ✔️ Pedestrian friendly to DWTN ✔️ 3 Bedrooms & 3 FULL Bathrooms ✔️ Fenced-in yard ✔️Modern decor ✔️Professionally cleaned

Cheerful Cottage - Walk to Downtown Hendersonville

Completely renovated 1950's Craftsman Cottage, new contemporary furniture, 2 Bedrooms, modern amenities, all of the comforts of home. Located just a short walk to downtown Hendersonville. Hardwood floors, new furniture, luxurious beds, updated kitchen, washer/dryer, updated bathroom, Smart TV’s & High Speed Internet. Please note that the "Blue Haven Studio" apartment is attached to the back of this home, but it's completely separate w/ its own entrance/keypad and there are no shared spaces.

Historic Tanglewood; It will be your favorite too!

Located within the Village of Historic Flat Rock, Tanglewood is a rare gem of Flat Rock history. Nestled on four wooded acres it is an authentic yet modernized log home. Originally constructed in 1921, it is now beautifully restored with new wiring, modern room configuration, central heat and A/C, WiFi, a working fireplace, generator & all new appliances, lighting, furnishings and bedding. Peaceful and lovely. Within 45 minutes of 67 summer camps, 3.5 miles from downtown Hendersonville.

The Dogwoods Upper at Vineyard Gap

Welcome to the Upper Dogwoods of Vineyard Gap, our Upper Unit offers panoramic views of mountains and forest, perfect for a serene escape. This handcrafted retreat features expansive windows that bring nature’s beauty inside, creating a secluded haven for couples or solo adventurers. If you’re traveling with friends or family, reach out about booking our two other unique units for a full experience. Enjoy the best view in The Dogwoods from this breathtaking vantage point!

Historic, modern luxury loft on Main

Completely updated loft in 125-year old historic building located in the heart of downtown Hendersonville. Walk out of your private, 1200 square foot, spacious loft directly to charming Main Street, where you'll enjoy fine dining restaurants, art galleries, unique shops, breweries, wine bars, farmer's market and seasonal festivals. During the winter holidays, enjoy seeing the town's 30-foot Christmas Tree from your living room's 6-foot windows.

The Sweet Retreat

Located in historic Druid Hills, the Sweet Retreat is conveniently situated one mile from downtown Hendersonville and about 25-30 minutes from Asheville and Brevard. The house was recently renovated to incorporate the many luxuries of the 21st century but maintains its 1950's charm. It's a short walk to the Oklawaha Greenway, several restaurants and stores, and a quick scenic drive to all the beautiful spots in Western North Carolina.

Treehouse at Edenwood|HotTub+Fire Pit|Pet-Friendly

A romantic treehouse near Asheville with a wood-fired hot tub The Treehouse at Edenwood is a private, design-forward escape created for couples, honeymoons, and quiet getaways in the Blue Ridge Mountains—just 12 minutes from downtown Hendersonville and close to top destinations like the Ecusta Trail, DuPont State Forest, Pisgah National Forest, the PGA Tour at Walnut Cove, the Biltmore Estate and the Blue Ridge Parkway.

Big City Luxury, Small Town Charm at The Demi-Lune

Overlooking quaint and charming downtown Hendersonville, North Carolina, the Demi-Lune is your escape from the city without leaving big city comforts behind. Located in a fully restored historic building, with second floor views over Hendersonville's Main Street. Over 1800 square feet, two bedrooms and two full baths, a sun room that spills out onto a back deck with breathtaking views of the Blue Ridge Mountains!