Holiday rentals in Sullivan

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Top-rated holiday rentals in Sullivan

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Tiny home in Park Hills

4.96 out of 5 average rating, 649 reviews

🔝❤️ 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.

Top guest favourite

Farm stay in Saint James

4.98 out of 5 average rating, 111 reviews

Sunset Valley of St. James

TraceyRating, 5 stars1 week 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!

Guest favourite

Home in Hermann

4.92 out of 5 average rating, 167 reviews

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!

Guest favourite

Home in Bonne Terre

4.8 out of 5 average rating, 54 reviews

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!

Superhost

Loft in Augusta

4.84 out of 5 average rating, 19 reviews

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!

Top guest favourite

Home in Hermann

5 out of 5 average rating, 157 reviews

Studio 1892 Guesthouse-New! Downtown Location!

KarenRating, 5 stars1 week ago

We absolutely loved Karen's place to celebrate my mom's 100th birthday! It is so incredibly charming and we felt immediately at home as soon as we walked in. The 3-seasons room & patio were added bonuses for coffee & cocktails. Lots of personal touches, very well appointed & spotless. We also loved walking thru the shops, bakeries, antique stores, & museums. Hermann is a sleepy town early in the week. Shops r either closed or close @5pm w/ very limited p.m. eateries until W/Th/Fr/Sat. Went to the market tho on night 1 and made an incredible home-cooked meal which turned out 2B a great way to enjoy the evening in our home-away-from-home. The next day we discovered Doxie Slush (don’t the let the name fool u– it doesn’t sound Hermannish) food is amazing & outdoor seating was a great way to enjoy the town vibe-went there twice. Also took a solo stroll at sunset to the riverside, past the pavilion near bait shop. Sat on concrete ledge for beautiful view of bridge. Felt extremely safe.

Guest favourite

Home in St. Louis

4.89 out of 5 average rating, 207 reviews

Home away from Home St. Louis Cnty Ladue Schools

RaphaëlleRating, 5 stars3 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!

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Popular amenities for Sullivan holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Sullivan

Top guest favourite

Home in Owensville

4.93 out of 5 average rating, 15 reviews

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.

Guest favourite

Cabin in Bonne Terre

4.96 out of 5 average rating, 649 reviews

The Waterfront cottage

DawnRating, 5 stars1 week ago

Perfect little getaway spot! Cabin was super cute with unique features. We loved being able to fish right off the back deck and the paddle boat was also a fun extra. The property is picture perfect and peaceful. Hosts were also wonderful and very responsive, thank you!

Superhost

Tiny home in Leasburg

5 out of 5 average rating, 5 reviews

(#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!

Guest favourite

Home in Owensville

4.93 out of 5 average rating, 30 reviews

Post Oak Chaise

CristianeRating, 5 stars1 week ago

I loved Amy's space, super private, my dogs loved the place with space to run, a beautiful view of the lake. I would definitely go back

Superhost

Home in House Springs

4.73 out of 5 average rating, 62 reviews

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.

Guest favourite

Home in Steelville

4.94 out of 5 average rating, 169 reviews

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

Top guest favourite

Home in Park Hills

4.99 out of 5 average rating, 69 reviews

Bluebird Meadows w/ Hot Tub and Pool **Special***

DominickRating, 5 stars2 weeks ago

Wow. I booked this trip the day of after a stressful week at work, wanted to go somewhere in the country for some serenity. This place was exactly what I needed and more. Place was immaculate, The hot tub was ready to go when we got there, (main reason for booking) super nicely decorated. Met the host on the way out and she was fantastic. She also accommodated me super last minute for a booking which she didn’t have to do (multiple other hosts were not willing to accommodate). Thanks again! I plan on bringing my family over that way sometime.

Top guest favourite