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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Top guest favourite

A single-story home features a light grey exterior and a gabled roof. Two large windows allow natural light, and a small porch is flanked by flower planters. A well-maintained lawn with scattered shrubs and flowers surrounds the house.

Home in Cuba

Cozy Corners

Cozy Corners, built in 1945, offers approximately 900 sq. ft. You, my guests, are recipients of the wall verses that I put on the walls while I was living there, before I knew the house's future occupation. Due to my personal life style and choices, I do not provide TV, but I am now offering WiFi. Pets (pet fee applies) and children are welcome, but no additional supplies are provided at this time. A Ring doorbell monitors both outside doors. Come enjoy my favorite home town known as mural city.

LocationValueCleanliness

4.94 out of 5 average rating, 224 reviews

Top guest favourite

Home in St. James

Vineyard Views Farmhouse•Peaceful Retreat•Firepit

Discover a hidden gem near historic Saint James, where comfort and relaxation await. This beautifully renovated 3-bed, 2 bath home is perfect for unwinding with family & friends. Enjoy nearby downtown boutique shopping, Leatherwood Handmade Cigar shop, and fine dining at Sybil’s. Explore the STJ Winery, Pub Brew House, Meramec Springs, & Forest City Mountain Bike Trail. A short drive to Cuba, Steelville, Rolla,MS&T,& Fort Wood, this vacation rental offers ideal balance of relaxation & adventure.

ValueLocationCheck-in

4.98 out of 5 average rating, 213 reviews

Top guest favourite

Home in Sullivan

Comfy Miramiguoa Home

A great view of the woods awaits you from the countryside kitchen window and off the back deck. The 2 bedroom house has a warm cozy feel and can accommodate 6 people. It adjoins Meramec State Park boundary, which has hiking trails, river access, fishing and floating. Nearby is Meramec Caverns, Onondaga Cave, antiquing, restaurants, breweries, wineries and small zoos. Within 1 hours drive is St. Louis, the Katy trail for bicycling. Enjoy a relaxing comfy stay where deer are frequently seen.

FamilyValueNearby

4.9 out of 5 average rating, 230 reviews

Top guest favourite

The cabin's exterior features warm wooden logs with a green roof, complemented by a covered porch. A charcoal grill is situated on the porch, with steps leading down to a grassy area. Surrounding landscapes include open fields and distant trees.

Cabin in Bourbon

Log Cabin at Meramec Farm

A warm, pine honeymoon cabin surrounded by pastoral Ozark countryside. The Meramec River flows through this seventh generation family farm. Cozy interior includes a kitchenette, dining area, and double bed on main level. All your cooking intensils are provided with coffee, tea, and paper products. DVDs and books available await you up the spiral staircase in the loft. Full bed on main level and two singles bed upstairs. Expansive view from your front porch of the highest bluffs on the Meramec.

FamilyValueCleanliness

4.93 out of 5 average rating, 522 reviews

Guest favourite

A cabin exterior is framed by tall trees, featuring a welcoming porch with two red Adirondack chairs. A picnic table is visible nearby, and the ground is covered with gravel, creating a rustic setting. The cabin is built with warm wooden siding.

Cabin in Bourbon

Nostalgic Route 66 Cabin with River Access

Nostalgic Route 66 decorated 2-Queen bedrooms, 1 bath Cabin near Blue Springs Ranch on a private drive in a gated community. Right in the middle of Tall Oak Trees with a beautiful sunset from the porch. Unique 3 zoned heating and cooling controlled from each room. This is Cabin #2 of Rockwoods Ridge Cabins. Meramec River access for Rockwoods Ridge Cabins guests only by the New Heart of the Meramec River Cabin. We are also connected to Blue Springs Ranch, Blue Springs Creek and Onondaga Cave.

LocationValueDecor

4.89 out of 5 average rating, 104 reviews

Superhost

A rustic cabin features red exterior walls and a metal roof, situated on a well-manicured lawn. The entrance is framed by bushes, with a covered porch and a small seating area visible on one side. Lush trees provide a natural backdrop.

Cabin in Bourbon

Cabin In The Woods 2

2 bedroom cabin with queen size beds, full kitchen & bathroom, private hot tub & shared pool (pool is shared between 3 cabins). Price of $135 per night is based on up to 2 people; additional people ages 8 & older $25 extra per person per night. *Hot tub & Pool:we reserve the right to close the hot tub or pool for any mechanical issues that may occur and that is beyond our control. Any type of parties must be pre-approved. We now offer 5 mile float trips! **float trip is additional cost.

LocationFamilyOutdoor spaces

4.76 out of 5 average rating, 378 reviews

Top guest favourite

A modern cabin exterior is shown, featuring warm outdoor lighting and a combination of wood and metal materials. A spacious deck is accessible via steps, while a covered area with a grill and outdoor movie projector is visible on the side. Lush greenery surrounds the property.

Cabin in Leasburg

Luxury Cabin Sleeps 6 w/ Hot Tub and Outdoor Movie

Welcome to our Beautiful Luxury Cabin in the Woods—more than just a place to stay, it's an unforgettable experience. Nestled on 9 private acres, this custom-built, Scandinavian-inspired retreat offers the perfect blend of comfort and adventure. While the property features just one other guest cabin nearby, there are NO SHARED AMENITIES, ensuring you have complete privacy during your stay. The cabin is near Onondaga State Cave Park, Meramec River, Float Trips, Wineries and local dining.

LocationValueKitchen

4.99 out of 5 average rating, 174 reviews

Top guest favourite

A spacious green lawn spreads across the foreground, bordered by trees. A two-story farmhouse, renovated and modernized, stands to the left, while a red barn is visible to the right, creating a harmonious rural scene under a clear blue sky.

Farm stay in Owensville

Modern Country Farm House with beautiful views

Relax with the whole family or friends at this peaceful place to stay. Located just 6 miles south of Owensville, Mo this newly renovated farm house will provide you the countryside escape you have been looking for with no shortage of amenities. This 2 story farm house was originally constructed in 1888 as a multi family boarding house before the Kreter family purchased it in the 1930’s. In 2021 we made the decision to completely restore the house and bring it to its modern day glory.

FamilyLocationHiking

4.99 out of 5 average rating, 118 reviews

Guest favourite

A hot tub is positioned on a wooden deck, offering a panoramic view of the landscape at sunset. Bubbles rise in the warm water as an individual enjoys the serene environment. Surrounding greenery adds to the tranquil setting.

Cottage in Saint Clair

River View Cottage- hot tub, sauna, arcade

Stunning getaway with AMAZING Meramec River and valley view! Updated cabin directly on the Meramec River with 3 acres and less than 1 hour from St. Louis. Perfect getaway for large families or small groups. Relax on the upper or lower deck and enjoy the gorgeous sunset. Close to fishing, floating, hiking and Meramec Caverns. The house has everything you need for a fantastic getaway. Please bring your own food, drinks and firewood for those sunset campfires.

LocationFamilyWalkability

4.74 out of 5 average rating, 252 reviews

Top guest favourite

A rustic log cabin is shown, featuring a spacious porch with a wooden deck. Outdoor seating includes three metal chairs and a small table, shaded by an umbrella. Surrounding greenery includes shrubs and small plants, enhancing the cabin's natural setting.

Cabin in Bourbon

Fire Pit, 10 private Acres | Pets Welcome

Escape to 10 peaceful acres where the Ozark hills burst into color each fall. Spend your days hiking nearby trails, exploring caves and wineries, then come home to crisp evenings around the fire pit or cozy nights by the gas fireplace. Cedar Grove Cabin is the perfect place to unplug, enjoy the fresh country air, and make memories surrounded by nature. Valid photo ID & rental contract to be signed within 48 hours of booking + $500 security deposit hold. No parties.

FamilyLocationHospitality

4.99 out of 5 average rating, 103 reviews

Guest favourite

A spacious hot tub is illuminated by soft blue lighting, surrounded by a wooden gazebo. Two wine glasses are placed on the edge, inviting relaxation. A grill is visible in the background, and strands of light fill the area, creating a serene evening ambiance.

Cabin in Owensville

Guest Cabin at R & J Ranch

Enjoy a relaxing getaway at R & J Ranch! Pour yourself a glass of wine as you soak in the spacious six person hot tub. Gaze at the stars while roasting marshmallows around the campfire. Share laughs during a few rounds of shuffleboard or pool. Whatever you choose to do, this cozy rustic cabin offers a unique combination of relaxation and fun!

ValueLocationCheckout

4.95 out of 5 average rating, 129 reviews

Top guest favourite

The open kitchen features wooden cabinets and a black granite countertop, complemented by stainless steel appliances. Two pendant lights hang above the bar area, which consists of barrel-style seating and a dining table. The ceiling showcases exposed wooden beams, adding to the space's rustic charm.

Flat in Bourbon

Cozy 2-bedroom apartment Downtown Bourbon.

Conveniently located off Rt. 66 and hwy 44 and 5 1/2 miles from the Meramec River. 2 bedrooms 1 Queen and 1 Full sized beds. 1 bathroom. Relax on the sofa and watch your favorite shows. Wifi is available so you are able to work from home if needed. Washer and Dryer Complimentary coffee bar, granite counters and island

FamilyLocationAmenities

4.92 out of 5 average rating, 133 reviews