Family-friendly holiday rentals in Holly Springs

Owl Creek Chapel

This unique and peaceful stained-glass chapel next to a creek will make you feel like you're staying in an enchanted forest right in the heart of Alpharetta. Recline in the hot tub or relax around the firepit before taking a short stroll across our tree bridge. Escape the Atlanta heat by reclining in the soaking tub or lounging on the comfortable bed under a cedar shingle ceiling. Newly built in August 2022, this space was dreamed, designed and built with the ultimate guest experience in mind.

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.

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.

Pet-Friendly Woodstock Cottage • Prime Location

Minutes from downtown Woodstock, our 3 bedroom, 2 bath cottage has been totally updated so everything is new. Our open floor plan has a full kitchen, hi speed internet, convenient keyless entry, smart thermostat, laundry room and charming private patio area, makes for the perfect getaway. We also have a family game room with a foosball table, electronic soft tip dart board and its own 70” Ultra Hi Definition TV with 100+ channels. There is also a desk and office chair. Fully fenced back yard.

Little Bit Farm - Create your own adventure here

Horses right outside your windows. Calming and peaceful inside. Create your own adventure. We offer: Dinner with horses cooked over open fire 2 for $120 Charcuterie Board & bottle wine $45 Licensed Massage therapist $115 Yoga $15 per person Advance booking Hiking trails Downtown Canton /restaurants/shops brewery Pet friendly - 1 dog No Smoking . Hanging bed or pullout sofa both queen size. Private porch area with small firepit grill - cook or just roast some marshmallows.

Quiet guesthouse on horsefarm in Hickory Flat

This cottage is the original home we built and lived in when we bought the property. It was our home for 10 years before we built the larger main house for our growing family which is located in front of the guesthouse. This farm has been our home for 30 years. So if you love a “home environment” and not the hotel experience for your stay this peaceful horse farm with nature all around could be just the right choice. The farm is convenient to Canton, Woodstock and Alpharetta.

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

Modern Cozy Cottage in Horse Country · Private

Modern, cozy, and thoughtfully designed, this charming stand-alone guest cottage offers a quiet, comfortable escape in Canton’s horse country. Set on 11 peaceful acres with a private feel and respectful distance from the main home, the cottage is warm, welcoming, and easy to settle into—perfect for relaxing by the firepit, enjoying the views, or unplugging from everyday noise.

Paradise on Palm - Tulum Suite

⭐️ Couples 🌟 Business 🌟 Weddings 🌟 Solo🌟Sports ⭐️ Staycation ⭐️ Traveling Nurses ⭐️ 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.

Little White House • King Bed • 1mi Dwntn Wdsk

Just 1 mile from Downtown Woodstock, our fully renovated guesthouse is ready to welcome you! Enjoy your own private parking spot and super easy check-in with keyless entry — no keys, no stress, just settle in and relax.