Places to stay in Sullivan

Book unique places to stay, houses, and more on Airbnb

Top-rated places to stay in Sullivan

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Guest favorite

Two lounge chairs are positioned on a wooden deck, surrounded by lush greenery. A wooden tray holding glasses and fresh fruits rests on the ground nearby, inviting relaxation in the tranquil outdoor setting.

Tiny home in Park Hills

4.96 out of 5 average rating, 649 reviews

🔝❤️ PEACEFUL TREETOP COTTAGE

Small place for big occasions. PERSONALIZE your stay at our cozy wooded retreat with optional private European style HOT TUB, SAUNA, MASSAGES, intimate world-class FINE DINING, fire pit with FREE firewood + s'mores, and much more. We provide a HOMEY stay, EXCLUSIVE services, ROMANTIC privacy and affordable LUXURY for relaxing, reconnecting & rejuvenating. We're best for guests valuing quality over quantity, and those CELEBRATING life. We GUARANTEE an enjoyable and stress-free stay. PET FRIENDLY.

Guest favorite

A spacious loft bedroom features a king-sized bed with olive green linens and matching pillows. Bedside tables with lamps are positioned on either side. The wall displays a decorative phrase, and the room's design embodies a cozy and serene atmosphere.

Barn in Caledonia

5 out of 5 average rating, 18 reviews

The Lodge+Silo+Hallmark movie town+State Parks

Plan a memorable stay in an unforgettable location at our creek side silo that was once used on a farm in Arkansas to store grains and crops. This quiet, peaceful country setting is all within a short driving distance of state parks, hiking/biking trails, and historic Caledonia which offers quaint shops and fun events. Sunset at the Silos lives up to its name with views of sunsets, pastures of cattle, and if you're lucky deer! The silo may be just 24 feet across, but everything you need is here!

Top guest favorite

A newly remodeled kitchen features modern cabinetry and a large stainless steel sink. Under-cabinet lighting highlights the countertop. A window dressed with natural shades provides natural light, while a door with a glass panel leads to the exit.

Home in Washington

4.92 out of 5 average rating, 116 reviews

Knott House-short walk to downtown/riverfront

This house built in 1906 has classic old world charm with wood floors, tall ceilings, and original mill work. A short walk to restaurants, boutiques, trollies, and the riverfront. Enjoy the wineries, brew houses, and all WashMO has to offer. Home has 3 bedrooms and 1 1/2 baths. There are 2 king beds and a queen along with a queen pullout sofa. The kitchen is newly remodeled and is stocked with everything you need to cook meals. Complimentary bottle of wine awaits you! Wi-Fi /tv w/firestick

Top guest favorite

The bungalow is illuminated by string lights, casting a warm glow around the covered wrap-around porch. The structure's red exterior stands in contrast against the deep blue evening sky, creating a cozy evening ambiance. The surrounding landscape features grass and trees.

Farm stay in Saint James

4.98 out of 5 average rating, 111 reviews

Sunset Valley of St. James

This cozy farm cottage sits in the heart of a beautiful farm, yet only 2 miles away from award winning wineries, restaurants, brew house and parks. Newly installed Starlink Satellite for hi-spied wi-fi and internet! Very private and beautifully styled. Minutes from award winning restaurants and wineries. St. James Winery, Sybills Rest, Spencer manor wine. Close to Maramec Spring Park & many rivers for floating. 20 minutes from Missouri S&T & close to Ft Wood. Perfect getaway! 2 queen beds.

Guest favorite

Home in Bonne Terre

4.87 out of 5 average rating, 53 reviews

PEACEFUl home w/ Trails, Rolling hills & Lakeside

This property is situated close to a tranquil lake and a captivating waterfall, offering picturesque vistas of gently rolling hills. It seamlessly combines modern comfort with rustic tranquility, making it an ideal choice for a family vacation, a group adventure, or a romantic escape. The entire house serves as a sanctuary of peace and natural beauty, ensuring an unforgettable experience in the heart of Missouri. Reserve your stay now for the ultimate combination of relaxation and adventure!

Guest favorite

A hot tub appears in the foreground with bubbling water, set against a backdrop of lush green trees and open fields. The sky is softly illuminated as the day transitions, creating a calm and natural ambiance.

Cabin in Leadwood

4.8 out of 5 average rating, 129 reviews

Delightful Getaway Retreat With Hot Tub (cabin 3)

Enjoy the lovely setting of this romantic spot in nature. The cabin is located about a mile from one of the prettiest spots on big river with a public access. Coffee shops, restaurants and ice cream parlors are all within 5 miles of your stay. 30+ acres of land with an established trail system for exploring. Here you can do as much or as little as you wish. No roughing it in this modern cabin! From the granite countertops to the ductless heating and cooling unit our guest are comfortable.

Top guest favorite

A well-appointed bathroom is accentuated by deep blue walls. It features a white shower/tub combination, a circular mirror above a sleek white vanity, and a modern toilet. A bright overhead light illuminates the space, highlighting its clean and functional design.

Home in Saint James

5 out of 5 average rating, 13 reviews

Hideaway A

Discover your perfect escape in this charming 2-bedroom, 2-bathroom Airbnb! Each bedroom features a cozy queen-sized bed. The fully equipped kitchen is ideal for preparing meals, while the inviting living area boasts a flat-screen TV and high-speed Wi-Fi for your entertainment. Hideaway A is Located just steps from popular restaurants and renowned wineries, this home offers the perfect blend of comfort and convenience. Book your stay today and immerse yourself in the local delights!

Superhost

Loft in Augusta

4.84 out of 5 average rating, 19 reviews

Augusta Studio at Halcyon Spa Bed & Breakfast

Ease into peace and tranquility while staying at this well-appointed vacation rental studio at the Halcyon Spa Bed & Breakfast. Perfect for 2, this Augusta property allows access to the on-site sauna & rejuvenating spa treatments. Continue your leisurely getaway in town when you shop at boutique retailers, indulge in a craft brew, or enjoy one of the local restaurants. Everything from award-winning wineries to riding the Katy Trail are a stone's throw away from this impeccable spot!

Guest favorite

The spacious kitchen is equipped with modern appliances, including a refrigerator, oven, and microwave. A long bar with high stools invites casual dining, while a small wine fridge is visible, stocked with beverages. Natural light streams through the windows, illuminating the contemporary design.

Home in Saint James

5 out of 5 average rating, 22 reviews

The Concord Stay

Relax and cozy up in this hidden gem near Saint James. This two bed, two bath home is the perfect place to unwind with family and friends. At this new build vacation rental, you’ll find at home comforts with plenty to do near by. Enjoy downtown boutique shopping, Leatherwood Handmade Cigar shop, amazing fine dining at Sybills. Catch the Trolly to STJ Winery, Public Brew House, Spencer Winery or a short drive to Maramec Springs, the bike trail, Rolla, MS&T, and Fort Wood.

Top guest favorite

An exterior view of the historic building showcases a black metal staircase leading to a second-level entrance. The brick facade exhibits original features and large windows, allowing light to enter the interior spaces.

Apartment in Saint James

4.92 out of 5 average rating, 210 reviews

James Stay at the Old Opera House

Nestled in the heart of the Ozarks, this completely renovated 1900s property has been restored into a charming AirBNB stay. This property is perfect for business travel, couples, and small families. Guests will enjoy their stay at this two bedroom apartment located in Historic St. James, adjacent to Route 66. This property is within walking distance to local favorites including Rich's Famous Burgers, Historic Johnnie’s Bar, and a short drive to Sybil’s for fine dining.

Guest favorite

A set of outdoor stairs is shown, featuring concrete steps with a smooth surface. Metal railings flank both sides, while wooden decking surrounds the base, providing a clear path for access. The environment appears well-maintained with gravel visible nearby.

Apartment in Saint James

4.93 out of 5 average rating, 15 reviews

The Underwood @ The Vetter Bldg

Located in Historic Saint James this newly renovated 1903 building provides a convenient location to explore the Ozarks. This charming one bedroom stay offers modern amenities with many restored and handcrafted touches. The property is within walking distance of Jitter Beans Coffeehouse, Rich's Burgers, Historic Johnnie's Bar, Crooked Creek Cellars, and only a short drive or Trolley ride to Sybil's fine dining or the many wineries.

Superhost

A covered outdoor patio is illuminated by warm string lights, offering a relaxing space with chairs arranged for seating. The gray concrete floor extends into a landscaped yard, showing a glimpse of greenery in the background.

Apartment in Pacific

4.8 out of 5 average rating, 10 reviews

Insta-cozy stay

This is a basement apartment. My family lives above this space. Just 4 miles outside the town of Pacific. Our dog-friendly, peaceful space is perfect for those traveling route 66, Purina Farms, Meramec Caverns or exploring St. Louis area attractions. This has all the amenities you need for a good night's rest during a road trip or to spend a few days and relax. There is both indoor and outdoor space to enjoy too.