Holiday houses in Fair Play

Helen’s House (farmstay)

Cozy three- bedroom farmhouse nestled on a family 220 acre cattle farm providing a comfortable stay and country experience. Located on a rural road, it features a charming back porch for relaxing, a fire pit for cozy nights, and the serene Lake Stockton just a 15 minute drive away. This property has a large backyard for activities. The house is situated in such a way that it allows for beautiful sunrises and star gazing at night. Perfect for a peaceful countryside escape with family and friends.

Location · Family · Hospitality

Stockton LAKE CABIN-HOT tub & Outdoor TV!

Escape to this cozy countryside getaway just off Z Highway in Stockton, Missouri. This home offers comfort, privacy, and convenience — only minutes from beautiful Stockton Lake, downtown shops, and local dining. Relax on the covered porch w/outdoor TV and hot tub, while you sip your coffee, enjoy evenings by the firepit, or head out for a day of boating, fishing, or exploring near by trails. CORN-HOLE! Inside, you’ll find a fully equipped kitchen, comfortable living space, and modern amenities!

Value · Location · Sleep quality

Rustic Elegance Treehouse Cabin Stockton Lake, MO

Rustic Elegance tops this Treehouse cabin just a mile from Stockton Lake Dam and 2.5 miles to Stockton Town Center. Enjoy total privacy in this wooded scene looking out over the neighbors cattle as well deer and turkey. Sitting on Bear Creek which is spring fed and a kayak is available to explore the creek for a small fee. Fire pit and Weber grill help round out your evenings pleasures. Grocery store, gas station, restaurants, and shopping are all within 10 minutes. Outside electric included.

Location · Family · Outdoor spaces

Cozy Cabin with Hot tub and fire pit

Welcome to your perfect escape at Stockton Lake! This beautifully designed 2-bedroom, 1-bath luxury retreat offers modern comfort and natural tranquility. Located at the entrance of Stockton Dam in Arrowhead Estates, it’s an ideal spot for hikers and visitors to Crabtree Cove. This thoughtfully curated space includes a warm, inviting interior with custom finishes an designer furnishing. The open-concept living area includes cozy seating, a smart TV, and large patio doors that bring in nature

Location · Family · Outdoor spaces

Cozy Woodland Cottage

This cozy cottage in the woods (completed in June 2017) is perfect for a couple seeking a romantic getaway, enjoying a honeymoon, or celebrating an anniversary. (The sofa is a full convertible bed, if others plan to share the 400+ sq. ft. space.) Located in the Lake Hill (formerly Shadow Lake) Golf Course neighborhood (course is currently closed) about a mile from the NW shores of beautiful Pomme de Terre Lake, and about 6 miles south of Lucas Oil Speedway.

Value · Location · Quiet

River Cabin/UTV/Trails/Kayaks/HotTub/OutD Shower

The James River Cabin is a luxurious secluded cabin nestled among the trees on 90 acres of river front property. It is just 10 short miles from Springfield, MO (Buc-ee’s and Bass Pro) less than an hour from Branson, MO. On-site activities are numerous and include bicycling, trail hiking, utv trail riding, kayaking, fishing, hot tubbing, and swimming in your own personal paradise. The river access is a short but fun two minute utv drive from the cabin.

Family · Location · Amenities

Little House on the prairie

Relax with the whole family at this peaceful place to stay. Quiet spot in the country, 2 miles to beautiful public access on Stockton lake. Beautiful sunsets. Bedroom #1 queen bed Bedroom #2 queen bed Bedroom #3 twin bunk beds 1.5 bath Central heat and air. Big kitchen with everything you might need to cook during your stay. Huge lawn, plenty of room for outside games or activities. Plenty of parking for multiple vehicles or a trailer

Location · Family · Comfort

Work/Play at Peaceful Retreat - Near SBU & Lake!

Welcome to our freshly remodeled 3-bedroom, 2-bath house nestled in a peaceful neighborhood in the outskirts of Bolivar! Our home offers a relaxing and comfortable retreat for your stay. With its convenient location less than 10 minutes away from Southern Baptist University and Citizens Memorial Hospital, it's the perfect choice for visiting faculty, medical professionals, or families attending university events.

Location · Family · Access

secluded cabin in the Woods - Osceola, MO

This cozy cabin is located 1/2 mile from Weaubleau Creek where there is boat launch access that feeds the Osage River & Truman lake. This is the perfect place for any hunting/fishing trip, or to go do nothing that all! The cabin is secluded, completely unplugged from the outside world. A peaceful retreat for any outdoor or front porch coffee lover. A true gem in any season to recharge free of distractions.

Location · Family · Cleanliness

The Perfect Retreat: Modern Tiny Home- Hot Tub

A cozy and romantic luxury tiny home with a private hot tub under the stars. Wake up with coffee on the porch swing, watch the sunset from the spa, and unwind by the firelight in the evenings. Designed for slow mornings, peaceful nights, and reconnecting — just outside Carthage and next to I-44, enjoy the countryside and easy access to town. Perfect for couples, solo retreats, or a small, restful escape.

Location · Value · Pets

Fox Flat

Private Retreat! Relax in your own quiet courtyard with waterfall, hot tub, outdoor dining, and grilling entertainment space! The house is cozy, luxurious, and modern. Perfect for a refreshing getaway relaxing under the stars in the hot tub. Minutes from boating, sailing, and fishing on the beautiful Stockton Lake. Close proximity to the lake, swimming areas, boat rentals, fun!

Family · Value · Cleanliness

OWL ridge cabin

Rustic housekeeping cabin. 10 minutes from lake Stockton for fishing and hiking. Close to Bolivar and SBU. This is a horse property and you will see horses, deer and other animals. It has separate heat in the bedroom and a central unit for the rest of the cabin. There is a nice shower/full bathroom and washer and dryer on the premises.

Location · Value · Wi-Fi