
Holiday rentals in Shipman
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Top-rated holiday rentals in Shipman
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Edwardsville Apartment - The Woodland Suite
The apartment in the lower level of the home has recently been renovated, with a walk-out private entrance, a full kitchen & dining area, full bath, bedroom and a cozy living space. Situated just 35 minutes from downtown St Louis, in the safe and affluent community of Edwardsville, this property sits in a quiet cul de sac on a wooded lot right in the heart of the city. We are just a few minutes from the SIUE campus, Edwardsville HS, & I-270. Coffee/restaurants/shops/parks/trails just 2 min away.
FamilyValueCondition
4.93 out of 5 average rating, 441 reviews
Grafton Getaway @ The Lodge 8,000 sq ft/sleeps 35
Grafton Getaway @ Overlook Lodge is a secluded 33 acre property overlooking Lockhaven Public Golf Course and the Mississippi River Valley. This one a kind property sleeps 35 and sits on a hilltop at the end of the road with a private Lake and pond. At all 8 Getaway locations we hope to host your next couples, family, or group getaway or special event (5 weddings in a row in 2025). The Lodge is 12 minutes from Grafton, IL and 40 minutes from STL airport. Brandon Jeffers - founder/owner/operator
FamilyLocationLayout
4.94 out of 5 average rating, 116 reviews
Cozy cabin on farm near Jerseyville and Grafton IL
No cleaning fees! Relax in this cozy cabin on a 30 acre farm w/beautiful views & peaceful surroundings. Near shopping, wineries, nightlife, hunting & fishing. Abundant wildlife & farm animals-horses, cows, chickens, goats, sheep, geese. Two bedrooms (one in a spacious loft) with a queen sofa sleeper in the living room. Full kitchen w/dish washer. Fireplace & cathedral ceilings in living room. Full bath w/shower. Covered front porch. Screen porch off living area w/outdoor seating. Fire pit.
LocationFamilyDecor
4.96 out of 5 average rating, 200 reviews
Cozy Chicken Cottage
Escape to your own peaceful oasis, where comfort meets tranquility, just steps away from a charming, rustic chicken coop. Immerse yourself in the serene sounds of nature on our tiny farm while you enjoy the fresh air. Start your day with a cup of coffee out on the front porch while you overlook our beautiful pond. Perfect for nature lovers, this peaceful hideaway invites you to unwind, recharge and connect with the rhythms of the country. 35 mins to downtown STL. 15 mins to Edwardsville.
FamilyLocationView
4.97 out of 5 average rating, 107 reviews
Elsah’s Finn Inn- restaurant across street
Welcome to Elsah’s Finn Inn ! This quaint chalet is located in the historical town of Elsah . Our home is nestled on a hillside with a deck off the second story with views to the river . The location is a desirable 5 minute drive to all of the Grafton bars and restaurants . Our home can accommodate a group of 6 with 2 bedrooms on the second level and a separate loft space over the garage . Note: All bedrooms are on second level so guests will need to be able to negotiate stairs
ValueFamilyHospitality
4.94 out of 5 average rating, 116 reviews
The Loft
Enjoy a peaceful stay in “Our Nest” loft that is nestled in a pretty neighborhood and within walking distance of two restaurants. Within 15 miles, you can experience several small towns and cities which have so many attractions, recreational activities, restaurants, and bars. “Our Nest” loft is 45 minutes from St.Louis and Lambert Airport . We are also 30 minutes to the beautiful Great River Road. You can visit the city and return to the peace and quiet of our small town
ValueLocationGetting around
4.99 out of 5 average rating, 70 reviews
Aunt M's Place
The whole group will enjoy easy access to everything from this centrally-located home. There's plenty to see and do in the Riverbend area of Illinois. This home's proximity to the roads along the Mississippi, as well as the short drive to the Clark bridge or Amtrak station, make for easy access to everything the St. Louis area has to offer. The area is a major stopover for many migratory birds and boasts a number of sites for observing the birds during their travels.
FamilyLocationKitchen
4.94 out of 5 average rating, 187 reviews
Log Cabin with Breathtaking View
Relax, kick back and take in the view. Cozy log cabin nestled in the woods with a breathtaking view of a private 2 acre stocked fishing lake. Private master bedroom features queen sized bed, and attached bath. Loft sleeps four with two full beds and an air mattress. Full kitchen with stove, full size fridge, microwave and dishwasher. Living room with sofa and dining room. Charcoal Grill, fire pit, picnic area, and walking trails. Pets are welcome.
FamilyValueTV
4.97 out of 5 average rating, 117 reviews
ThE HiDeAwAy
You’ll be surprised by what’s inside! We’ve designed this space to be more than just a place to stay — it’s an experience, because isn’t that what life’s all about? Perfectly located just two blocks from the town square and only steps from the iconic Million Dollar Courthouse, you’ll also be close to great restaurants and shops. Whether you’re visiting for family, business, or a well-deserved getaway, we hope your stay with us creates lasting memories.
LocationFamilySolo travel
4.98 out of 5 average rating, 166 reviews
Lake House off Route 66
Lake House Cabin is the best property in the area and offers a 2 acre lot at the end of a peninsula off Route 66. *Includes private lake access with fishing dock. *House has a fenced in dog area with doggie door. *Swimming, paddle boat and fishing allowed* *Crappie, bass bluegill, blue cat and channel cat. *Smoking allowed outside* *Pets 2 max *Crate pets when left alone. *4 person paddle boat *4 Guests Max including kids. *Wifi *No parties*
ValueFamilyNearby
4.87 out of 5 average rating, 110 reviews
Cheerful 4-bedroom home with fireplace
Relax and recharge with family, friends and colleagues during your next visit to the St Louis area. This cozy home with newly remodeled bathrooms is located on a quiet cul-de-sac lined with mature trees in north county. Just minutes from highway 367 which can get you to many attractions in St Louis within 25 minutes. You can also hop right across the Illinois state line and get to towns like Alton, Granite City and Edwardsville in a short drive.
ValueLocationCondition
4.91 out of 5 average rating, 132 reviews
The Campground House
Escape to a private retreat just an hour from St. Louis! Our charming getaway offers a peaceful, country atmosphere where you can relax and unwind or dive into nature. Need more space or a unique experience? Check out our sister property, Timberline Ridge - Tiny Piney! Perfect for additional accommodations or a unique change of scenery, Tiny Piney offers cozy and rustic charm that complements your stay at The Campground House.
FamilyLocationBreakfast
4.97 out of 5 average rating, 122 reviewsPopular amenities for Shipman holiday rentals
Other great holiday rentals in Shipman

The Chesterfield Farmhouse on 35 acres
FamilyValueOutdoor spaces
4.92 out of 5 average rating, 78 reviews
Sunshine Cottage
FamilyLocationHeating
5.0 out of 5 average rating, 48 reviews
Oak Rest Cabin
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4.88 out of 5 average rating, 17 reviews
The Carlinville Cottage
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4.96 out of 5 average rating, 54 reviews
The Carlinville Sunset Bungalow
FamilyLocationAccess
4.98 out of 5 average rating, 46 reviews
Victorian Home on Rt. 66
LocationFamilyLaundry
4.99 out of 5 average rating, 77 reviews
Private Entrance Quiet Countryside Studio
LocationLaundryLong stay
5.0 out of 5 average rating, 20 reviews
McClusky Trail Guesthouse
LocationValueOutdoor spaces
4.96 out of 5 average rating, 90 reviewsDestinations to explore
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- Busch Stadium
- Central West End
- Saint Louis Zoo
- The Dome at America's Center
- Enterprise Center
- St. Louis Aquarium at Union Station
- Gateway Arch
- City Museum
- Missouri Botanical Garden
- Washington University in St Louis
- Forest Park
- Saint Louis University
- The Pageant
- Castlewood State Park
- Gateway Arch National Park
- Soulard Farmers Market
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- Anheuser-Busch Brewery
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