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 day 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 stars4 days 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!

4.87 out of 5 average rating, 53 reviews

Home in Bonne Terre

PEACEFUl home w/ Trails, Rolling hills & Lakeside

RonaldRating, 5 stars1 month ago

The house and property are beautiful and very private. The back porch was a great location to watch the sunsets. Also, kitchen now a microwave which was a bonus since previous comments talked about no microwave. Our phones connected to 5G so the fact that there was no a TV or wifi wasn't an issue for us. The beds were comfortable and everything was clean. The house is about 30-40 minutes (or less) from 3-4 state parks. Would definitely stay again!

4.84 out of 5 average rating, 19 reviews

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!!

4.93 out of 5 average rating, 15 reviews

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

The Underwood @ The Vetter Bldg

JessicaRating, 5 stars3 days ago

Our time in Hayley’s rental was wonderful. We had everything we needed for our 3 month stay. The kitchen was stocked with everything we needed to cook, the appliances were new and all worked great. Bathroom was clean. Plenty of space in the bedroom area to put all of our stuff. Felt very safe here. Everything was clean and no bugs or critters. Washer and dryer were super new and worked great! Dumpster outside at a walkable distance so it was easy to take our trash out. Hayley and her husband were extremely responsive, got back to us within 10 minutes or less anytime we reached out. Very easy to communicate with! Even brought us a flashlight when there were storms that threatened power outages and popped in (with permission) to turn on our emergency heat while we were away from the area for a week and snowstorms were happening. Note that this is by a train track so be prepared for it! Hosts provided plenty of earplugs in case we needed them. I would definitely stay here again!!! :)

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!

Vacation rentals for every style

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Popular amenities for Sullivan places to stay

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Sullivan

4.93 out of 5 average rating, 15 reviews

A spacious house is set in a lush green landscape, surrounded by mature trees. The structure features a large front porch with a pink umbrella providing shade, and a gravel driveway leads to the entrance. Sunlight bathes the exterior, creating a welcoming scene.

Home in Owensville

Peaceful Countryside Getaway

JordanRating, 5 stars3 months ago

Beautiful home with comfortable beds & couches. Lots of space to enjoy family and relax. Decorated beautifully with plenty of towels, blankets, cooking utensils etc for you to feel right at home! Layne was also a great host & responded quickly to any & all questions & concerns.

5 out of 5 average rating, 9 reviews

A charming house with light-colored siding and large windows reflects the warm colors of a sunset. Surrounding greenery and large trees contribute to the serene atmosphere of the property. The front porch is visible, inviting relaxation amid the peaceful countryside.

Home in Linn

Sunset View Getaway

BryanRating, 5 stars3 weeks ago

If you need a beautiful and peaceful getaway away from the city look no further! The house is beautiful and the decorations and furniture even more! From farm animals in the backyard to a Jacuzzi in the master bedroom, this place was amazing! Abigail is an amazing host! She left us homemade cookies and fresh farm eggs! Will definitely be back!

5 out of 5 average rating, 5 reviews

A view from a covered patio features a lake surrounded by green grass and trees. Colorful bottles are displayed along the wooden railing. The scene includes a gravel path leading to the water, enhancing the serene outdoor environment.

Tiny home in Leasburg

(#6) 2 BR near wineries, caves, hiking & floating!

StephenieRating, 5 stars8 months ago

My friend and I absolutely loved this place! It was a very last minute stay due to our other reservations falling through last minute. Tina was quick to get the AC turned on and was very quick to respond. This place felt like a hidden gem. We will definitely be returning!

4.93 out of 5 average rating, 29 reviews

A charming house is set against a backdrop of vibrant green trees, situated by a serene pond. A spacious porch with white railings provides a welcoming entrance. A small dock extends into the water, enhancing the tranquil outdoor setting.

Home in Owensville

Post Oak Chaise

AmyRating, 5 stars1 week ago

We really enjoyed our stay here! The cabin is clean and very comfortable. Relaxing sitting on the porch or at the pier listening to the birds and just soaking in nature! My dog loved digging around the ponding finding sticks and my hubby fishing. Kitchen is well stocked. Bathroom has lots of towels and extra blankets. Definitely go to 1st Street Eats, Yester Year Antiques & Collectables in Owensville. Owensville has a quaint historic district. We also found lots of great antique shops in Rosebud. Also, if you never been to Hermann, MO it’s worth the drive. We did the Stone Hill Winery tour and the Museum. Both places were very interesting! Another reason to stay at Oak Post Chase. Enjoy the beautiful relaxing cabin with hiking paths and nearby towns to explore!

4.72 out of 5 average rating, 61 reviews

A bright living area is illuminated by natural light from large windows. Two white sofas, one with a yellow accent pillow, face a glass coffee table. A modern fireplace is situated beneath a mounted television, and a ceiling fan rotates above for added comfort.

Home in House Springs

Entire House in House Springs

ShirleyRating, 5 stars1 week 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.

4.94 out of 5 average rating, 169 reviews

A fire pit area is surrounded by six wooden Adirondack chairs, positioned on a gravel bed. Nearby, colorful flowers add a touch of nature to the landscape, which gently slopes towards a serene body of water reflecting the sky above. Tall trees provide a natural backdrop.

Home in Steelville

Willie Acres: Hot Tub•Pool•Walking Trails

ChrisRating, 5 stars3 weeks 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

4.94 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!