Holiday houses in Holly Springs

Charming retreat steps away from Historic Downtown

Stay steps from the best of Downtown Woodstock. This private Carriage House offers walkable access to restaurants, breweries, coffee shops, live music, boutique shopping, Adair Park, and seasonal events. After exploring, return to a quiet, beautifully designed retreat featuring a Sleep Number bed, full kitchen, spa‑style shower, Smart TVs, outdoor porch, fire pit, and free parking—perfect for couples, solo travelers, or business guests seeking comfort, character, and an authentic downtown stay.

Table Root Farm Stay

Get away from the city and enjoy the farm life of Cherokee County. This 2.5 acre mini farm will instantly help you unwind from the stresses of daily life while the cozy farmhouse will welcome you with its charming interior, dream kitchen, and peaceful back porch. Table Root Farm is home to 8 chickens and a large garden and sits only an hour from Elijay and all North Georgia has to offer and is an easy <1hr drive from downtown Atlanta. We do need to be on the property daily to care for the farm.

Little Farm 🐔 Cozy King Bed private driveway/entry

Cozy up at Little Farm at the foothills of the Appalachians. Perfect for couples and traveling professionals, our private walkout basement has a separate driveway and entrance, king size bed and full bath. Comfy reclining loveseat and sofa, 70” HD smart TV with sound bar with Netflix and Amazon Prime, WIFI, refrigerator, microwave, coffee bar with Keurig Coffee Maker, and bistro table. Outside enjoy the Little Farm views of our flock under gorgeous Magnolia complete with fire pit and glider.

Horsing Around with Angels - great date night

Unique Angel House - queen size comfy bed , bathroom, kitchenette with mini frig, hot plate, sink & jetted tub inside. Sit in the paddock area by fireplace with the horses, build a fire, sip wine with the horses. Outside your door is a firepit with grill. Hiking trails hear by. Dog friendly one dog. Cozy porch with rockers Extras: Dinner prepared for you open fire $120 per couple Charcuterie Board & bottle wine $45 Licensed massage therapist $115 $200 couple Request at booking

Cozy Sawmill Cottage - 2Bedroom 2Bath on Acreage

The Sawmill Cottage is 1500 SF cabin featuring a master BR and full bath on main leading to a spacious screened porch with beautiful view of woods. There is an extra Apartment available, see below. The second floor contains a loft BR with full bath. Located on wooded acreage with over a half mile of walking trails to beautiful Canton Creek with overlooking treehouse and hot tub. Only 5 minute drive to I-575, Northside Hospital, and retailing. Smart TV and wi-fi. Parking directly in front.

Woodland Escape in Beautiful Canton GA

Quiet woodland retreat in a desirable Canton area, offering privacy and outdoor living. Enjoy a spacious deck, shaded pergola patio, and stone fireplace surrounded by trees. Close to Northside Hospital Cherokee, grocery stores, and essentials. About 30 minutes to Alpharetta and Midtown Atlanta. Clean, comfortable interior ideal for couples, small families, or professionals seeking a peaceful stay with easy city access. Perfect for traveling health professionals. Smoking and pets free

Modern Escape | 2BR Steel Home | Nature Sanctuary

WORLD CUP 2026! SUMMER 2026 HOST PAYS AIRBNB FEE GUEST FAVORITE Woodstock Steel House, a serene retreat just 25 minutes from Atlanta and 20min to LAKEPOINT. Set on a wooded acre, this unique home, crafted from four shipping containers, features 9-foot ceilings, 2 bedrooms, 2 bathrooms, and a study. The blend of industrial chic and cozy warmth is perfect for both city and nature enthusiasts. Just 5 minutes from Main Street, , concerts, and arts. Kennesaw State University 10 minutes!

Paradise on Palm - Tulum Suite

⭐️ Couples 🌟 Business 🌟 Weddings 🌟 Solo🌟Sports ⭐️ Staycation ⭐️ Traveling Nurses ⭐️ 🛑 Buy booking with us you have CONFIRMED you have READ ALL HOUSE RULES and ADDITIONAL RULES. Scroll down and tap on additional rules. 👇 Enjoy your stay at the Tulum Suite, where you can kick back and relax in this calm and stylish space. The suite is an extension of our dream home, which is a contemporary take on a mid century modern. We hope you love it as much as we do.

Beautiful 4 bedroom Home (Close to Outlet Shoppes)

This Woodstock gem has everything you need to relax and get away with family and friends. Woodstock is a great area to enjoy the outdoors and a short drive will get you everywhere you want to be. Our newly renovated home is close to Downtown Woodstock, Shops, Restaurants, Costco, and only 1 mile away from The Outlet Shoppes of Atlanta. Spacious home provides plenty of space for the whole family. Lower cleaning fee offered for 1-2 day stay.

The River Cottage (Canton, GA)

Come catch a vibe at the River Cottage in Canton, GA! This peaceful and centrally-located cottage features a unique surf theme that will make you feel instantly chill! Enjoy a living room for lounging and relaxing, a fully equipped kitchen, a coffee bar, full laundry room, and the sound of water trickling in the streams right in your front yard! Give yourself the gift of a few days away to dream and plan your next big or small step.

Woodstock Charm | 2 min to DT & Pet Friendly!

Woodstock Charm is located just 2 minutes from Downtown Woodstock, sitting on 0.5 acres. The space is very cozy, private, stylish, and freshly renovated. We put so much love into every detail. Woodstock Charm has everything needed for you to enjoy your stay while visiting the town. East Cobb Baseball - 12 min The Outlet Shoppes - 6 min Olde Rope Mill Park Rd - 8 min Downtown Atlanta- 35 min Truist Park- The Battery - 20 min

Secluded Luxury 1 Bedroom Guest Suite

This newly completed one bedroom, one bath luxury guest suite with a full kitchen is nestled on 7 wooded acres, yet conveniently located less than 10 minutes from downtown Canton and I-575. Semi-detached and shares no walls with the primary residence. Private entrance. Features include premium LVP flooring throughout, custom cabinetry, granite countertops, tiled full bath with glass door bath/shower combo, and washer & dryer.