Places to stay in Sullivan

4.96 out of 5 average rating, 649 reviews

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

🔝❤️ PEACEFUL TREETOP COTTAGE

KrystaRating, 5 stars1 week ago

Such a beautiful place and couple. Impeccable hosting. We felt very taken care of. We came for a staycation for my fiancés’ birthday and were warmly welcomed and taken care of. Thank you for the amazing stay! We look forward to coming back.

4.98 out of 5 average rating, 111 reviews

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

Sunset Valley of St. James

TraceyRating, 5 stars2 weeks ago

This place is AH-mazing and we honestly didn't want to leave. So peaceful, out of the city but still so close to all of the wedding events that we were visiting St. James for. LOVED the area, the quiet and everything about the farm style, eclectic house. I want a make-up table now (even though I don't wear much make-up), and I want some COWS, lol! I only rated getting in lower stars because my husband and I are "old" and unfamiliar with how all the different newish keyless entry locks work and that took us a hot minute to get right. 🤦 #wedumb 😂 If we ever need a place in St. James to stay, this will definitely be our first choice!

4.92 out of 5 average rating, 167 reviews

The open living space showcases wooden dining furniture with a light-colored table and chairs. A lush potted plant sits center stage, while soft natural light filters through a window. The inviting sleeping area is visible in the background, separated by a stylish partition.

Home in Hermann

French Hill- Amazing location with the best views!

AlyssaRating, 5 stars5 months ago

Our group of 8 had a great stay here! The house is so charming and beautifully decorated, it was very clean, and the beds were SO comfortable. The house is in a great location and the trolley came and picked us up. We would definitely stay here again!

4.84 out of 5 average rating, 19 reviews

A wooden sauna features large glass doors, allowing light to fill the interior. The inviting space is designed for relaxation, with bench seating inside. A closed door leads to the sauna area, providing privacy and comfort.

Loft in Augusta

Augusta Studio at Halcyon Spa Bed & Breakfast

AlyssaRating, 5 stars5 months ago

We really loved our stay here! The limestone wall was pretty neat but definitely gave off an earthy smell. It didn’t bother us but it could someone else so thought I’d mention it. I thought it gave the space character! The included food in our room was amazing. Only thing I would say is we arrived late at night and the words loft threw us a bit as usually I feel like those are above. It was actually below the spa so I think adjusting the title to just mention “Studio” instead of “Loft”. It could turn people off if they’re worried about stairs as it isn’t a true loft space. Well, anyway, enough rambling. It was really a nice, peaceful stay in the heart of wine country! We’ll definitely be back!

4.92 out of 5 average rating, 210 reviews

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

James Stay at the Old Opera House

StephanieRating, 5 stars1 month ago

This is our second stay with Michele. Love this cute place and all of the things she provides (from toothbrushes and toothpaste to plenty of coffee pods). What was most special about this stay was it was the weekend that the tornado hit Rolla. The storms were predicted so, even before arrival, Michelle reached out and let us know a good place to hide out during storm and the keypad information so we could hide out while it passed. Super thoughtful!!

4.89 out of 5 average rating, 207 reviews

A fenced yard is featured, showcasing a blend of wooden panels in various tones. Flowering plants line the edge, with vibrant blooms among greenery. A putting green area is visible in the foreground, accompanied by a paved pathway leading to outdoor seating.

Home in St. Louis

Home away from Home St. Louis Cnty Ladue Schools

RaphaëlleRating, 5 stars4 weeks ago

Lisa was great! I needed a calm, peaceful and clean place for 2 weeks to recover from a surgery and her house was perfect. She was flexible with my arrival and departing time as I got updates from my surgeon and always worked it out with me, even last minute. There's a nice little park and neighborhood around and the house is very comfortable. Highly recommend!

4.8 out of 5 average rating, 10 reviews

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

Insta-cozy stay

JaneRating, 5 stars1 month ago

We booked this Airbnb very last minute. Dawn was so communicative and understanding. She made sure the place was ready for us and was so hospitable on arrival! So clean, warm, and cozy! Would recommend to anyone!!! Will definitely stay again if we need a place in this admires!

4.85 out of 5 average rating, 114 reviews

A private outdoor area features a hot tub surrounded by wooden steps and a seating area with a glass-top table and chairs. Large red umbrellas offer shade, while a corrugated metal wall adds texture. The space is brightened by natural light and blue skies.

Home in Hermann

Valley View on 5th

MelanieRating, 5 stars1 month ago

Great place to stay, even better location!! Trolling picks you up at front door and you can walk to all the main bars and restaurants! I have stayed here several times. I didn’t realize there was no air conditioning this time- my fault for not reading it was hot this weekend. I will stay here again for sure and I will double check that the air will be in! Can’t wait to be back!!

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations and amenities

Popular amenities for Sullivan places to stay

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Sullivan

5 out of 5 average rating, 158 reviews

Home in Hermann

Studio 1892 Guesthouse-New! Downtown Location!

TrishinaRating, 5 stars1 week ago

Studio 1892 Guesthouse is absolutely adorable and the perfect place for our girls weekend. From the lovely 3 seasons room to the well appointed kitchen there was so much space for our group of 6. The linens on the beds were so comfortable, we even checked the brand! We loved the fire pit and seating outside. We ran out of propane the first night, but Karen supplied more for night 2. Not to mention, the location was incredible! It walking distance to everything downtown yet still quiet. We will stay there next time we spend the weekend in Hermann.

4.73 out of 5 average rating, 62 reviews

A wooden deck extends alongside a serene river, surrounded by lush green trees. The water reflects the greenery above, providing a calming natural view. Soft sunlight filters through the leaves, creating a peaceful atmosphere.

Home in House Springs

Entire House in House Springs

ShirleyRating, 5 stars2 weeks ago

Our stay here was great! Dzenad was very responsive with any questions I had. It is so peaceful with the river practically in the backyard. I DEFINITELY recommend staying there if you get the chance.

4.98 out of 5 average rating, 46 reviews

A scenic view captures a newly built cabin amid lush green grass and a tranquil pond. The sky displays vibrant hues of pink and purple as the sun sets, while a single tree stands prominently in the foreground, creating a harmonious landscape.

Cabin in Leslie

Lake Cabin Near the Bourbeuse!

AndrewRating, 5 stars4 weeks ago

The Turkey Bluff Cabin was a perfect romantic getaway for 2. Next time we will bring our 8 yr old to try our luck fishing. We loved our stay even after 4 days of rain and canceling our original plan of tent camping all weekend. We enjoyed a nice fire and the gas stove indoors instead.

4.94 out of 5 average rating, 169 reviews

A spacious three-story home is surrounded by lush greenery, featuring a wrap-around deck adorned with blooming flower pots. The gentle slope of the lawn leads to a gravel path that enhances accessibility to the inviting entrance of the house.

Home in Steelville

Willie Acres: Hot Tub•Pool•Walking Trails

ChrisRating, 5 stars1 month ago

This place is amazing. There were 6 couples that stayed the weekend and you never felt crowded. In fact there were certain portions of the house we never went into other than to check it out the place is so big

4.86 out of 5 average rating, 21 reviews

Chalet in Innsbrook

Aspen Vista by Innsbrook Vacations!

SallyRating, 5 stars2 months ago

Beautiful place and great communication!

4.81 out of 5 average rating, 36 reviews

A spacious living area features large windows that bring in natural light, surrounded by wooden walls. Comfortable seating arrangements include leather sofas and armchairs. A stone fireplace is positioned against one wall, complemented by a side table and a dining table visible in the background.

Chalet in Innsbrook

Gorgeous Chalet with Cabin Feel (sleeps 10)

TonyRating, 5 stars6 months ago

As I celebrated my birthday, I sought a tranquil escape before the excitement of 6 Flags' Fear Fest. This Airbnb, nestled in a secluded yet accessible location, proved to be the perfect sanctuary. The opportunity to unwind by the firepit under the starry sky added a touch of magic to the experience. The host was incredibly responsive and helpful, even during a fire alarm incident that occurred while I was cooking. Their timely assistance allowed us to continue enjoying our stay without interruption. While the unfinished back porch was a minor inconvenience, it didn't impact our overall experience. The prime location and peaceful ambiance made it an ideal choice for a birthday getaway. The solitude and tranquility provided the perfect recharge before immersing ourselves in the thrilling adventures of 6 Flags. This Airbnb offers a serene escape for those seeking a quiet retreat. The host's responsiveness and commitment to guest satisfaction further enhance the overall experience.

4.94 out of 5 average rating, 36 reviews

A covered outdoor seating area is surrounded by large windows, providing views of the lush greenery outside. The space features a wooden table and several chairs, along with a bench. The wooden flooring and ceiling enhance the rustic charm of the setting.

Cabin in Park Hills

Private getaway on 4 acres!

MelanieRating, 5 stars1 month ago

This place was perfect for us, and had everything we needed! The keurig and the drip coffee maker, with plenty of coffee, were nice. The beds and furniture were comfortable. The location was great for our family events in Bonne Terre and Fredericktown. We would definitely stay there again!