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

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.

Lake Escape | Hot Tub & Lake Access | Pet-Friendly

Relax at Lake Escape in the Lake Osceola community, just 2 miles from downtown Hendersonville and minutes to Dupont State Forest. This newly renovated 3BR/2BR home sleeps six and offers modern mfort with fast Wifi, stylish décor, and a private hot tub. Take a short walk to the lake to enjoy the beautiful scenery, fish, or launch your kayak or canoe. Pet-friendly and close to Asheville, wineries, breweries, and hiking. It’s the perfect mix of lake life, mountain adventures, and relaxation.

Hendersonville Hideaway - Cozy 1940s Cottage

Relax at this peaceful and centrally-located home in the quiet Druid Hills neighborhood - very close to downtown. 🏡 Ample outdoor living space to dine, enjoy a cup of coffee, or chat around a fire. ☕️ Cozy up around the indoor fireplace, watch the birds from the foyer, or enjoy a meal in the full kitchen. 🥞 Just a 20 min drive to DuPont, Pisgah, & Asheville - the Hideaway is the perfect base camp for couples and families to explore western NC! 🥾🌲🏞️

Historic Braeburn Bungalow | Walk to Downtown!

Completely revitalized 1930's Craftsman Bungalow in Hendersonville Historic Neighborhood outfitted with contemporary Mission style furniture, modern amenities, and all of the comfort of home. Steps to biking/strolls at the local Oklawaha Greenway, breweries, coffee, restaurants, and Downtown Hendersonville. Just a quick drive to hiking, scenic views, Asheville, the Biltmore Estate, Tryon Equestrian Center, wineries, and all that Western NC has to offer.

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.

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.

Mountaintop home with amazing views in Laurel Park

Private Laurel Park vacation home with four bedrooms and two and a half baths. Built on the top of a mountain with excellent views & privacy. From the home it takes 10 minutes to reach downtown Hendersonville, 40 minutes to downtown Asheville & 25 minutes to DuPont State Forest. Beautifully furnished, fully stocked kitchen, towels and sheets provided (please bring your own toiletries). Perfect for large families!