Holiday rentals in Chestnutridge

Tiny Home on 52 Acres, Private Pond 1/4 mile hike!

Welcome to The Sugar Shack! Charming 1-bedroom, 1-bathroom vacation rental with a loft where the owners make their own syrup from the maple trees on-site! Spend your days relaxing by the fire pit or in the swing. Take a hike to the private fishing pond! Then, head inside to make a delicious lunch in this cabin’s fully equipped kitchen before taking a short drive to a magic show for some thrills and chills! End the night with good conversations by the outdoor fireplace, making heartfelt memories.

Peaceful Cabin-Breathtaking Views near Branson, MO

Reconnect with nature at this unforgettable escape! Enjoy the serene peacefulness while enjoying a reset from the hustle and bustle of your every day busy lives. This cabin is located off the beaten path, close to fishing ponds and rivers. To get to the property, it is best to have an SUV or Truck to ensure you cross the few creeks along the way but you are able to drive through with a car most of the time. We do provide Wifi and games at the property and a hot tub on the porch. Dog friendly.

Charming guest suites with magnificent views

Located halfway between Branson and Springfield, it is the perfect location,convenient to both areas. After a day of fun, head upstairs to your suite,or out to the porch and relax. Views are spectacular! This is the entire second floor with your own entryway. The spacious rooms, decorated in a charming turn of the century motif each have their own sitting area. In addition, there is a living room and kitchenette with all you need to prepare quick meals. Spacious private bathroom with shower.

The Rock House, close to Branson MO.

The Rock House is a 1940's giraffe rock duplex that we've renovated. Located in the historic downtown area, a country garden setting with an artistic vibe. Our home, garden, stage & studio are part of this large complex. our Air B&B is a private large suite with its own parking and separate entrance. Walking distance to restaurants and shops. Table Rock Lake, The James River, Silver Dollar City, Branson, hiking trails, boating, fishing, kayaking, shopping, and theaters are all within 10 miles.

Two Rivers Guest House (no cleaning fee)

Please read thoroughly: Bike to Two Rivers Mountain Bike Park for a morning ride or relax in a comfortable space after a late evening at Greenhouse Two Rivers. Our place is perfectly situated between the two! This newly constructed private retreat space is conveniently located between between Springfield and Branson. Enjoy relaxing on the spacious deck overlooking the woods, book a blacksmithing or enameling class with us, or use our place as a base while you explore Springfield or Branson.

Views! Historic Branson Home, Swings, Firepit, Fun

Perched on historic Chula Vista overlook of Branson, this charming 1929 2-bedroom, 1-bath cottage blends modern comfort with rustic charm. Enjoy stunning Ozark views from the deck, a vibrant kitchen, and a cozy retreat after exploring nearby attractions like Silver Dollar City, Table Rock Lake, and Branson Landing. Ideally located for adventure and relaxation, with hiking, shows, and shopping just minutes away. Experience the rich history and beauty of Branson in this fabulous getaway.

Chill with family and friends at Karla's Cottage

Karla's Cottage is a great place to relax and rejuvenate. Two Queen beds and one full bed makes it easy to sleep 6. The Kitchen is fully equipped to prepare meals. A full-sized washer and dryer are available on property. A propane grill along with a large deck make everything just right for eating, visiting, reading, or just enjoying the atmosphere. Walmart is 3.3m, Silver Dollar City 7.6m, Table Rock Lake 10m, Sight and Sound Theater 13m, Branson Landing 18m, Dogwood Canyon 20m.

Barndominium at Moon Valley; Stylish Comfort

This classy and cozy space will set your imagination free. The unique mix of modern and rustic blend beautifully in this fully equipped Barndominium. The private backyard offers incredible views and the sunsets are not to be missed. Cook in the well stocked kitchen. Get cozy to watch a movie on the smart TV. The King bedroom is spacious and provides an amazing nights sleep with a guest favorite mattress! There is a twin bed and couches in the main living room for more than 2 guests.

Cozy home with pool 5 min from Table Rock Lake

Charming & inviting 1450 sf home. Enjoy a cup of coffee in the morning breeze on the wrap around porch. The newly updated kitchen and dining area is a nice space for cooking and eating together. The outdoor area and above ground pool with decks is the perfect space for outdoor fun. Grill out, swim,play corn hole, or horse on the basketball court, roast marshmallows in the outdoor fireplace, or sit under the lighted canopy. A wonderful space to be together.

Treehouse in the Ozarks w/Hot Tub, on 2 Acres

Escape the hustle and bustle and retreat to our cozy treehouse nestled in the Ozark wilderness. Our one-of-a-kind cabin features 4 decks, 2 electric fire places, 1 wood stove, spiral staircase, indoor rock waterfall and hidden reading/painting nook. Enjoy the outdoors while relaxing in the hot tub taking in the serene view. Within 30 minutes of dining, bars, entertainment, Table Rock Lake, amusement parks and more!

Private 1 bedroom guest house with creek front.

Take it easy at this unique and tranquil getaway. This one bedroom cabin overlooking a creek is minutes away from restaurants and entertainment yet secluded enough for privacy and peace. It has a full kitchen, 50 inch tv, WiFi, coffee bar, deck and much more! You now have the option as a two bedroom if you need more space check out our other listing with the original creekside log cabin! Book your stay today!

Secluded Treehouse in the Woods 10 min to SDC

Escape to Tree Hugger Hideaway, a custom-built treehouse with unmatched seclusion. Perfect for romantic getaways or family retreats, this treetop escape sits on 48 private acres of Ozark beauty, with private hiking trails and a pond. Proudly featured in Missouri Life Magazine, our treehouse has been recognized as one of Missouri’s most unique stays. Just 7 miles from Branson Landing & Silver Dollar City.