Vacation rentals in Fair Play

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Top-rated vacation rentals in Fair Play

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Top guest favourite

The farmhouse exterior is viewed from a grassy area, showcasing a single-story structure with light-colored siding. Large trees are positioned on both sides, casting dappled shadows on the ground. A welcoming front door is centrally located, and a chimney is seen rising from the roof.

Home 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.

5.0 out of 5 average rating, 15 reviews

Guest favourite

A screened-in porch features wooden walls and a rustic wooden ceiling, providing a cozy gathering space. Comfortable seating is arranged around a central table, while a standing heater adds warmth. Potted flowers and decorative cushions contribute to a welcoming environment amidst views of lush greenery.

Treehouse in Stockton

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.

4.92 out of 5 average rating, 168 reviews

Top guest favourite

Tiny homes in Stockton

Herons Nest - A Cozy Park Model @ Stockton Lake

Come enjoy this tiny home walking distance to the beach. The boat launch is right around the corner, and we offer a shared circle drive to park your boat. You can spend your days fishing and playing on the water and your nights getting cozy by the fire. Herons Nest is located in Stocktons 1st neighborhood developed for people who enjoy the lake, and it is still a favorite spot. This space is ideal for a couples getaway or a small family. Fishermen will love the easy access to the boat launch.

4.98 out of 5 average rating, 124 reviews

Top guest favourite

Cabin in Stockton

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!

4.97 out of 5 average rating, 70 reviews

Guest favourite

Cabin in Stockton

Cabin close to Stockton Lake Dam. HOT TUB

Perfect for families and groups, the cabin features 2 private bedrooms with king beds and an upstairs loft with 2 queen beds, sleeping up to 8 guests. Full kitchen, washer/dryer, and a comfortable living area. Outside, gather around the fire pit or sip coffee on the patio before heading out to boat, hike, or fish at beautiful Stockton Lake. 2 king bedrooms + loft with 2 queens Kitchen + laundry for convenience HOT TUB (maintained and cleaned regularly) & fire pit for outdoor fun

4.92 out of 5 average rating, 24 reviews

Top guest favourite

A modern kitchen is visible, featuring stainless steel appliances and ample counter space. A dining area with four wooden chairs is positioned at a central island, while light wood flooring complements the light walls. Decorative plants add a touch of greenery to the space.

Home in Stockton

The Voyager at Lake Town Estates *HOT TUB*

Welcome to Lake Town Estates! Located only minutes away from the beloved lake town of Stockton, MO, this home offers everything you need for your lake vacation or quiet getaway! Nearby, you will find a local grocery store, a small-town coffee shop/cafe, and a variety of things to do, such as kayaking, hiking, boating, and more! Whether you're bringing the whole family or travelling alone, The Voyager at Lake Town Estates will be the perfect home away from home!

4.98 out of 5 average rating, 98 reviews

Superhost

Cabin in Osceola

Secluded Cottage in the Woods - with hot tub

Escape to a cozy American Cottage tucked away in the woods, bordered by 900 acres of public Corps of Engineers land—perfect for hunters, fishermen, or anyone craving peace and quiet. Less than a mile away, access Weaubleau Creek, which feeds into the Osage River. Sip coffee on the patio, explore the wet-weather creek, or spend the evening relaxing in the hot tub beneath the stars. A secluded place to slow down, reconnect, and do absolutely nothing at all.

5.0 out of 5 average rating, 4 reviews

Top guest favourite

The cottage is nestled among dense trees, featuring a welcoming front porch with white railings. Large windows allow natural light to enter, while a set of stairs leads up to the entrance. The surrounding greenery creates a serene, secluded atmosphere.

Cottage in Wheatland

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.

4.98 out of 5 average rating, 449 reviews

Top guest favourite

Home in Stockton

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

4.96 out of 5 average rating, 53 reviews

Top guest favourite

A spacious living area features a large sectional sofa, decorated with various cushions. A stylish coffee table sits in front, and a dark wood console is adorned with decorative plants. Two modern lamps provide soft lighting, and light streams in through French doors.

Home in Bolivar

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.

4.99 out of 5 average rating, 69 reviews

Top guest favourite

The exterior of the barndominium showcases a two-story structure with a metal roof and dark trim. An American flag hangs from the porch, which is illuminated by string lights. The green grass and surrounding trees enhance the peaceful setting.

Home in Morrisville

5-Acre Barndominium • Quiet Country Escape

Escape to your private 5-acre country retreat 🌳 This cozy 2-story barndominium offers 1,000 sq ft of comfortable living, perfect for couples or small families. Enjoy quiet mornings with coffee under the trees, wide-open space, and peaceful nights under the stars. Plenty of room for trucks, trailers, and easy access. Located just 20 minutes from Springfield—close to everything, yet feels like a true getaway

4.95 out of 5 average rating, 120 reviews

Guest favourite

A modern two-story home features a blend of wood and stone exterior elements. Large windows and a sleek front door provide a welcoming entrance. A second-floor patio with seating overlooks the surrounding landscape of open fields.

Home in Aldrich

Fox Den

A luxurious modern private home. Minutes from boating, sailing, and fishing on the beautiful Stockton Lake. Relax in the Hot tub while grilling on rear patio. The Lake House boasts two beautiful bedrooms with full glass walls opening out onto a large 2nd floor private patio. Enjoy a rain/waterfall shower experience in a spacious beautifully accented glass mosaic tile shower.

4.93 out of 5 average rating, 194 reviews