Family-friendly holiday rentals in Hendersonville

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.

Mountain Getaway! Hot Tub, Pool table, Game Court

✨ Welcome to our stunning home in the Blue Ridge Mountains with a new pool table, outdoor game court, and hot tub! Central to historic Hendersonville, Asheville, wineries, breweries, Champion Hills, Dupont, Pretty Place, waterfalls, the Carl Sandburg Home, Brevard, the Ecusta Trail & Pisgah National Forest!! Whether you are an outdoor enthusiast, wine lover, foodie, looking for the art scene, need a respite, or visiting friends and family, our home is the perfect place to take it all in!!

Tree Haven Treehouse at Raven Rock Mountain

Reconnect with nature in this off grid wild mountain setting. 4 wheel drive or all wheel drive access only. AWD SUBARUS get up just fine! Steep gravel road. There is 2 wheel drive parking space available with a steep 1/2 mile hike to the cabin. If we are close by we could arrange a shuttle… Bring your own sheets, pillow cases and towels. Queen size and twin size for the bunk beds. We provide Pillows and lightweight comforter for you. Weddings available for an EXTRA CHARGE. See below.

A Vineyard & Orchard Farmhouse Stay -Wallace House

The Wallace House is a lovingly restored farmhouse that now offers guest stays as part of Saint Paul Farms properties. Adjacent to the farmhouse are orchards, a cidery, a vineyard and tasting room. Originally built in the 1800's, the Wallace house was completely renovated in 2019 to preserve historical integrity while offering modern amenities and conveniences. Beautiful architectural detail is found throughout, as well as spacious meeting areas, brightly lit rooms, and a gourmet kitchen.

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!

Near it All Tiny House!

Welcome to our Tiny Guest House located closet to everything!! Tiny house is detached from the main house and has own parking lot, outdoor seating area with grill, own bathroom, and kitchette. This little house is close to everything on walking distance to Restaurants, Coffee Shop, Home Theater, Mall and Convenience Stores. Only 5 Minutes to Hendersonville Downtown, 20 minutes from Asheville, 15 minutes from Green River Game Lands and 5-15 trails in the area.

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.

5-Star HVL/Flat Rock Creek Retreat w/ NEW HOT TUB

**NEWLY ADDED HOT TUB!** Escape with family and friends at this beautiful, newly furnished home on a unique & special setting in the NC mountains with a stream, bridges, and plenty of porch & deck space. Feel secluded among beautiful trees and gardens just minutes to downtown Hendersonville & Flat Rock & a stones throw from amazing hiking, biking, golf, & other towns. Fully conditioned garage includes game room & office space.

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!

A cozy mountain cottage, the Byrd Box sleeps four!

Located in a quiet wooded neighborhood, the Byrd Box is a mile from our quaint downtown with shops, restaurants, and local pubs; a 20 minute drive from hiking trails, waterfalls, and apple orchards; and a short hour from the ski slopes! Come relax on our porch swing and enjoy the beautiful Blue Ridge Mountains. *Please note that our home is accessed via a short set of stairs.