Vacation rentals in Cutler

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Top-rated vacation rentals in Cutler

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Top guest favorite

A charming farmhouse with a green metal roof stands amidst lush greenery. The front porch features a wooden railing and is adorned with flowering plants. Large windows allow natural light to fill the interior, while trees provide a serene backdrop.

Home in Ava

4.93 out of 5 average rating, 120 reviews

JGB’s Farm and Getaway

We are in the country next to a blacktop road.This is a very laidback place , there are farm animals across the road at our farm. This was my moms farm house and I just want people to enjoy it as much as she did. We are close to Kincaid Lake, the local winerie, the World Shooting Complex, and hiking trails (Piney Creek Revenue). Come and enjoy a day fishing or just sitting on the back deck enjoying the peaceful surroundings. Later build a fire and sit back and relax. Come and enjoy the country.

Guest favorite

The geodesic dome is illuminated warmly from within, creating a welcoming glow against the night sky. The structure's unique shape and large window reveal a glimpse of the cozy interior, showcasing a serene space ideal for relaxation and connection with nature.

Dome in Perryville

4.95 out of 5 average rating, 146 reviews

The Snow Globe*OffGrid DomeGLAMP*Adventurers Only

EXPERIENCE The Dome in the Woods • IMMERSE in complete silence with the absence of electricity: no hum or vibrations from this completely solar/propane fueled geodesic dome. NoAC • GLAMP in this OFF GRID ADVENTURE. 430 sq ft floor plan. 14 ft ceiling. 20 ft bay window with endless nature view at the foot of your bed. Lofted 7ft. • STARGAZE from the deck or fire pit • NESTLE in the romantic wooded nature of southeast MO. S of St Louis.N of Memphis • UNPLUG, UNWIND, RELAX. Adventure seekers only!

Top guest favorite

A charming street scene captures the historic architecture of Ste. Genevieve. Colorful storefronts line the sidewalk, featuring a gallery and residences, while seasonal flowers add vibrancy. Trees with remaining leaves provide a natural canopy over the pavement, leading to parked vehicles in the distance.

Home in Ste. Genevieve

4.95 out of 5 average rating, 174 reviews

"Little Brick House" (Hael House built in 1865)

Best downtown location!! Take a trip back in time at this cozy, centrally-located brick cottage in historic Ste. Genevieve. The original home of John and Francesca Hael in the 1860's, you won't find a more authentic old town experience than you will get at "the little brick house" on Main Street. Enjoy mornings at the local coffee shops and bakeries (right across the street) and evenings on the back porch with a glass of wine. The Little Brick House has all the amenities with old world charm!

Guest favorite

An open interior features a cozy seating area with a dark leather chair and a spacious bed dressed in soft linens. Natural light enters through two windows, while wooden beams and a sloped ceiling add warmth to the space. A kitchenette is visible in the background.

Tiny home in Whittington

4.93 out of 5 average rating, 163 reviews

Tiny Cottage of Whittington

This cozy tiny home is located a little over one mile off of Interstate 57 and within two miles of Rend Lake. Whether traveling through and needing an easy one night stay or a weekend getaway, this is the place for you. Located in the quiet village of Whittington, the property has great access to the area while providing a peaceful stay on the edge of the country. Our property has multiple rental buildings, but there is plenty of parking space for anyone traveling with a pickup and trailer.

Guest favorite

The open living area features a comfortable seating arrangement with two sofas and a television mounted on the wall. A stylish dining table is set with round placemats, while large windows allow natural light to fill the space, enhancing the warm, inviting atmosphere.

Barn in Cutler

4.83 out of 5 average rating, 23 reviews

Private, peaceful lakefront home

Enjoy a breathtaking sunrise while you relax on a private lake. This barndominium is fully equipped with modern amenities, while offering a serene experience with access to kayaks & paddle boards, as well as a mile-long hiking trail. While you are tucked away on this private oasis, you are just a short 15 minute drive to local restaurants, and grocery stores. You are also just steps away from beautiful Pyramid State Park. Perfect for couples, small friend groups, small families & pets!

Top guest favorite

The treehouse structure is elevated, supported by stilts, with large windows that reflect the surrounding greenery. The exterior features a combination of wood finishes, and warm lighting casts a welcoming glow in the evening. The pathway leads through the natural landscape to the entrance.

Treehouse in Perryville

5 out of 5 average rating, 652 reviews

Couples Retreat in the Trees + Hot tub

The TreeLoft is a custom built luxury treehouse for two nestled in the eastern part of the Ozark Mountains. Enjoy the gas fireplace for a cozy evening ambiance, a private hot tub under the stars, roasting s'mores over an evening fire or an early morning soak in the free standing tub. All of this is located within 20-45 minute scenic drive of hiking trails, wineries, and restaurants . It is our hope that upon your stay you will be reconnected to nature and to the one you came with.

Top guest favorite

The exterior of the cabin features a welcoming front porch with white railing and potted flowers. Large windows with shutters complement the gray siding, while a central arched window adds character. Lush greenery surrounds the cabin, enhancing its natural setting.

Cottage in Ava

4.94 out of 5 average rating, 108 reviews

Crazy Joe's Cabin #1

Located 2 miles off rt. 151 in Shawnee National forest. The cabin is along tree line just west of Crazy Joe’s Fish House. Restaurant is open at 4pm Wednesday, Friday and Saturday Guests receive $10 food voucher with stay 1bedroom cabin with queen bed, living room with queen sleeper sofa. Full kitchen, bathroom with shower,washer/dryer. Great place for hunting or fishing trip or get away. Smart tvs you can access apps We have 2 other rentals Crazy Joe’s Cabin 2 & Hickey House

Top guest favorite

The sleeping area features a queen-size bed with decorative pillows and a textured blanket. Soft lighting is provided by wall sconces, and a framed artwork enhances the wall above. A wooden bench rests at the foot of the bed, complementing the warm tones of the decor.

Guest suite in Perryville

4.96 out of 5 average rating, 382 reviews

Tranquil, Spacious Retreat to Rest and Relax!

This Private Guest Suite is nestled on the lower level of the home and offers a peaceful setting with great charm in which to rest and relax during your travels. ✦Features....... ✦Just 4 min from I-55 ✦Queen-Size Bed with Memory Foam topper ✦Sofa-bed for additional sleeping ✦Peaceful, Outdoor Sitting Area with Gas Firepit ✦55" Roku TV w/ surround sound ✦55" Roku TV in Bedroom & Electric Fireplace ✦Located at the end of a private lane - NO through traffic ✦NO Steps! ✦Home Gym

Top guest favorite

The treehouse is elevated on wooden stilts, surrounded by lush greenery. A wooden deck with a railing extends from the entrance, creating a welcoming outdoor space. Large windows brighten the upper level, while a sun art piece adorns the side of the structure.

Treehouse in Makanda

4.97 out of 5 average rating, 345 reviews

Panthers Inn Treehouse

Come nestle amongst the leaves at Panthers Inn Treehouse. This secluded, well equipped, elevated cabin has the perfect combination of natural beauty and artful luxury. Isolated yet conveniently located 2 minutes from Blue Sky and Feather Hill wineries, within 5 minutes of Panthers Den hiking trail and the Shawnee Hills canopy tour and only 10 min from I-57 exit 40. Panthers Inn is the perfect starting and ending point to your Shawnee Hills Wine Country vacation!

Top guest favorite

The historic log cabin features a traditional wood exterior, accented by a sloped roof and a welcoming front porch. Two rocking chairs and vibrant flower pots are positioned at the entrance, set against a tranquil landscape. Soft lighting enhances the inviting appearance as dusk approaches.

Cabin in Ste. Genevieve

4.97 out of 5 average rating, 199 reviews

Sassafras Creek Cabin

Historic log cabin circa 1840 moved to property June 2020. Take a step back in time with furniture and decor to match the cabin’s time period. Located between two houses in newly formed Ste. Genevieve National Historical Park. It is a 10 minute walk to the main part of downtown and other historic tour sites. Adjoins Early American gift shop called Sassafras Creek Originals which is housed in the circa 1850 Brooks house. Close to wineries, biking and hiking.

Guest favorite

A spacious bedroom features a large bed with a light quilt and several decorative pillows. Soft light from a nearby window creates a gentle ambiance. The room includes doors leading to an adjoining space, and modern, light-colored walls enhance the open feel.

Home in Sparta

4.93 out of 5 average rating, 46 reviews

Remote, with a ton of wildlife!

Come enjoy a peaceful stay in this cozy 3 bed 2 bath home! You will see a lot of wildlife just from the kitchen and living room windows. At the moment there is no internet but a smart tv that you connect a hotspot to and stream Netflix, Hulu etc if you wish. There is a gas grill along with a full kitchen. Minutes away from Sparta World Shooting and Recreation Complex and Pyramid State Park. 30 miles from Rend and Kinkaid Lake.

Top guest favorite

A two-story house with a white exterior and a black roof is seen. The front is adorned with neatly trimmed bushes and a welcoming entrance, featuring a green door and large windows. A clear blue sky provides a bright backdrop.

Home in Pinckneyville

4.95 out of 5 average rating, 237 reviews

The Walnut House

Thank you for checking out The Walnut House. It’s a roomy and comfortable 2 bed 1 bath house in the middle of town. Within walking distance are several restaurants, many local shops, two grocery stores - one with a great deli! The city park has a walking trail, shady picnic areas, a public pool, and tennis and paddleball courts will be completed soon. Come settle in and enjoy a quiet safe small town get-away!