Holiday rentals in Shipman

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Top-rated holiday rentals in Shipman

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Top guest favourite
A living area is configured with a dark brown leather sectional sofa, complementing a round coffee table with a geometric design. Natural light enters through large windows, while a dining table is set for four. The space is adorned with decorative plants and modern lighting fixtures.
Flat in Soulard
4.94 out of 5 average rating, 362 reviews

Classic Soulard 2BD King Master & Private Deck

Classic, well appointed 2BR apt in the heart of historic Soulard neighborhood, 5 min from Busch Stadium. Very walkable, close to restaurants, nightlife, farmer's market, and more. Sleeps up to 6 with King master & 2 doubles in guest BR. You’ll love the amazing location, amenities, and warm vibes. Enjoy a night out and come back home to a safe, clean, modern apartment. Fast wifi & ample, free street parking. A great place for couples, solo adventurers, business travelers, & families with kiddos.

Top guest favourite
The living room features a cozy arrangement with a dark gray sectional couch adorned with cushions and a throw blanket. A wooden console table holds a table lamp, while natural light filters in through large windows, illuminating the textured area rug and simple decor.
Flat in North Hampton
5 out of 5 average rating, 249 reviews

Centrally Located Mid-Century Modern Retreat

Make yourself at home in the thoughtfully restored historic apartment located in the heart of St. Louis City which boasts both historic and modern elements. You will be minutes away from all major highways, eateries, attractions, and entertainment the city has to offer. "Come stay at this mid-century modern retreat, you'll be central to everything St. Louis has to offer and I'm committed to making your stay the best and safest possible using an enhanced cleaning process! " - Sean, Your Host

Top guest favourite
A cozy cabin is nestled among tall trees, featuring a welcoming front porch and a green door. The surrounding lawn is well-kept, with open fields visible in the distance, creating a peaceful and serene setting.
Guest house in Jerseyville
4.96 out of 5 average rating, 169 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.

Top guest favourite
A welcoming front porch features a sturdy wooden door with decorative glass panes. Two wicker chairs with plush cushions are positioned beside a small table, creating a cozy seating area. Natural light highlights the brick exterior and surrounding greenery.
Flat in Edwardsville
4.98 out of 5 average rating, 137 reviews

Cozy Historic Downtown Edwardsville Charmer

Spacious and cozy with hardwood floors throughout. Beautifully restored to its original 1920’s glory. Set up to meet your needs. Clean, uncluttered spaces, full kitchen, Wi-Fi, and the basics for an easy stay. Third bedroom offers office space in addition to bunk beds. Relax on the front porch in this lovely neighborhood. Just a few blocks from main street’s offering of coffee shops, restaurants & entertainment. MCT bus stop across the street for easy access to SIUE & St. Louis.

Guest favourite
A serene bedroom features a spacious bed with soft, muted linens and decorative throw pillows. Natural light filters through the room, illuminating the rustic wooden accents and century-old hardwood floors. A decorative bench sits at the foot of the bed, enhancing the cozy atmosphere.
Flat in Carrollton
4.88 out of 5 average rating, 177 reviews

Farmhouse Loft

Experience the life and hospitality of a quintessential small town - Carrollton, Illinois. A historic community located just off the beaten path, Carrollton convincingly captures the spirit of rural America. Inspired by the peaceful charm of country life, we showcase century-old hardwood floors, exposed brick walls and thoughtful design. Farmhouse Loft is a charming retreat on the historic courthouse square --enjoy life in a loft apartment overlooking the courthouse lawn!

Top guest favourite
A single-story home is surrounded by a lush green lawn and neatly trimmed shrubs. Large windows with blue shutters allow natural light to illuminate the interiors. A mature tree provides shade, while a pathway leads to the front entrance, enhancing the welcoming appearance of the house.
Home in Godfrey
4.94 out of 5 average rating, 166 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.

Top guest favourite
A small, modern building is presented with blue siding and a stone foundation. A wooden pathway leads to a white front door, bordered by simple landscaping with gravel. Lush greenery is visible on both sides, enhancing the sense of privacy.
Guest house in Carlinville
4.99 out of 5 average rating, 135 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.

Top guest favourite
A single-story house features a light-colored exterior with a gray roof. Large windows allow natural light to enter. Shadows cast by nearby trees create a peaceful setting, while a gravel driveway leads to an open outdoor space with seating and rustic decor.
Home in Carlinville
4.97 out of 5 average rating, 117 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.

Top guest favourite
Home in Lebanon
5 out of 5 average rating, 510 reviews

Close to St Louis, Scott AFB & McKendree

"Bungalow Five-O-Two" is located in historic Lebanon, Illinois. Built in 1885, Bungalow-Five-Two has been completely renovated to offer modern accommodations while maintaining its charm and integrity. Conveniently located within walking distance to McKendree University and the amazing restaurants and quaint shops of Lebanon. Only a 15 minute drive to Scott AFB, 10 minutes to MIdAmerica Airport, and 30 minutes to St. Louis.

Guest favourite
An aerial view of the cottage showcases a charming brick exterior with a sloped roof. Surrounded by a spacious grassy yard, the property features mature trees in the background, contributing to the woodland ambiance. A wooden walkway leads towards the entrance.
Home in Godfrey
4.89 out of 5 average rating, 241 reviews

Private, Bluff-Top Cottage Above Mississippi River

This charming, remodeled cottage is conveniently located between Grafton and Alton, IL on top of the bluff, high above the Mississippi River and the Great River Road. This 2 bedroom cottage is in a private, woodland setting perfect for your bird and wildlife viewing. We have seen many eagles, turkey and deer. Although there is not WiFi in the house, there is a WiFI and River viewing area close by.

Top guest favourite
A modern studio cabin is elevated on pillars, surrounded by lush greenery. The exterior features dark wood siding and multiple windows, allowing natural light to illuminate the interior. A deck is visible, indicating outdoor space for relaxation.
Farm stay in Grafton
4.96 out of 5 average rating, 332 reviews

Pere Ridge Tree Escape

Welcome to Pere Ridge ! Enjoy the lovely setting of this romantic spot in nature. Pere Ridge is a custom Scandinavian inspired nature escape for two . Our elevated cabin is perched on a ridge with a deck that is surrounded by trees. Our hope is that you disconnect from life's stresses while at Pere Ridge. Our cabin is located in "the ridge " area of Grafton and is a 10 minute drive to Grafton.

Top guest favourite
A spacious living area is revealed, featuring a comfortable couch adorned with decorative pillows. A large area rug covers the floor, and a wooden coffee table sits at the center. Natural light fills the room through a large window, framed by soft drapes.
Home in Alton
4.97 out of 5 average rating, 135 reviews

Cozy renovated 2 bdrm cottage w/ dedicated office

Kick back and relax in this calm, stylish space that allows you to work (dedicated office space with 2 desks, monitors-great work setup) and play with amazing deck and beautiful forest view. Beautiful remodeled kitchen, updated throughout and so cozy and comfortable! Off street parking with driveway. Third bedroom is converted to an office.

Popular amenities for Shipman holiday rentals

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  4. Macoupin County
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