Holiday houses in Shipman

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Top-rated holiday rentals in Shipman

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

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Top Guest favourite
The charming front porch features a white wicker chair and a decorative wreath, inviting relaxation. Greenery surrounds the entryway, complemented by a well-maintained lawn. A gravel pathway leads from the porch to the driveway, creating a welcoming entrance to the guest house.
Home in Saint Charles
4.97 out of 5 average rating, 750 reviews

301 Guesthouse- Historic Main street-Katy Trail

Our 301 Guest House is new and completely remodeled in 2018! It’s ideal for one or two people with beautiful furnishings, great queen bed, lots of amenities, full kitchen, with big back yard and patio to enjoy outdoors too! Cable and FAST WiFi! Enjoy light Breakfast! BEST location, Great events year round within walking distance, with being only about 2 blocks from S. Main St, where there are about 100 gift shops n restaurants! Katy Trail is so close, with Spring, Summer, Fall and Xmas events!

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.
Guesthouse in Jerseyville
4.96 out of 5 average rating, 191 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.

Guest favourite
A bright living area features a plush sofa adorned with patterned cushions, complemented by a round coffee table. Artwork is displayed on the walls, and a stylish ceiling fan hangs overhead. Natural light filters through multiple windows, enhancing the open space.
Home in Carlinville
4.96 out of 5 average rating, 49 reviews

The Carlinville Cottage

Whether you're in town to visit family, see the sights, or get away for some well-earned time off, this 3-bedroom, 2-bathroom vacation rental is the perfect place to host your next trip to Illinois! This cottage features a modern interior, a well-equipped kitchen, and a large backyard with plenty of space for kids and pets to run around. Spend your days exploring the nearby historic district of Carlinville and enjoying the surrounding attractions before heading home for a relaxing night in.

Top Guest favourite
A spacious studio is presented, featuring a large bed with a dark headboard and contrasting bedding. A leather sofa sits adjacent to a wooden coffee table. Window treatments allow light to filter in, contributing to the overall cozy ambiance of the room.
Guesthouse in Brighton
5 out of 5 average rating, 27 reviews

Private Entrance Quiet Safe Suite Studio

Welcome to Your Charming Studio! This cozy retreat offers a private entrance, ensuring peace and privacy throughout your stay. Inside, enjoy a comfy bed, well-equipped kitchenette, and a modern, sparkling bathroom with fresh towels and toiletries. Stay connected with high-speed Wi-Fi and a smart TV for entertainment. Nestled in a quiet yet convenient location, this studio is close to local attractions and shops. Perfect for solo travelers, couples, or business guests. Book your stay today

Superhost
The modern home features a spacious wooden deck with steps leading to a well-maintained garden. Large glass doors dominate the front facade, allowing natural light to flood the interior. Lush trees provide a serene backdrop, complementing the inviting outdoor space.
Home in Fairview Heights
4.87 out of 5 average rating, 135 reviews

Wooded Oasis with Free Bottle of wine+brkfst

Enjoy serenity and tranquility at our modern home tucked away in a private setting just 5 short minutes from Downtown St Louis. Complementary bottled water, continental breakfast(packaged muffins) and a bottle wine will pamper you the moment you arrive.Unwind in our luxurious multifunction shower+memory foam mattress Test your swing on our scenic driving mat or unwind around the crackling outdoor fire pit. Spa and Special Occassion add-on packages available. Private off street parking.

Guest favourite
A living area features a stylish gray sofa and a patterned armchair. A modern console table stands against a textured wall, accented by a wavy light installation. A green plant adds a touch of nature to the space, alongside decorative items on the table.
Tiny home in Alton
4.89 out of 5 average rating, 235 reviews

Romantic tiny home w/ hot tub

The ultimate tiny home retreat you’ve been waiting for. This 500 sqft carriage house was built in 1906! Lovingly and meticulously curated for a perfectly romantic stay. You’ll be a short drive from the always fun Fast Eddie’s Bonair or the gorgeous riverside views. Spend the day walking the Great River Road or trying local shops and restaurants. Looking to stay in? Your space has everything you need for a cozy meal in. Put on a record and relax in your private hot tub.

Top Guest favourite
A cozy living area features a plush sofa and a light-colored area rug. A wooden bookshelf filled with framed pictures and decorative items adds warmth. Soft lighting is provided by a table lamp, and a small side table is positioned nearby, creating a welcoming space.
Apartment in Bunker Hill
4.98 out of 5 average rating, 64 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

Top Guest favourite
A cozy log cabin is set amidst tall trees, featuring a gabled roof and a stone foundation. The front porch is adorned with chairs and a charcoal grill, providing a shaded space. Surrounding greenery creates a tranquil, natural atmosphere.
Cabin in Brighton
4.97 out of 5 average rating, 110 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.

Guest favourite
A charming yellow exterior of the home is highlighted by a metal roof. A welcoming front porch features a bench and two chairs, surrounded by well-maintained greenery and a grassy area. Large windows allow natural light to fill the interior spaces.
Home in White Hall
4.91 out of 5 average rating, 102 reviews

The Humble Hideaway

Escape the hustle and bustle in our charming backyard oasis, just a short walk from Main Street. This private home offers a cozy patio, and all the comforts of home including a fire pit and dining table. The home itself is bright and airy with hardwood floors, and a new central air conditioning. Curl up on the plush sofa and enjoy the flat screen smart TV in the main living area or prepare a meal in the fully equipped kitchen with brand new appliances.

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.
Guesthouse in Carlinville
4.99 out of 5 average rating, 149 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.

Superhost
A living area features a comfortable sofa and a decorative shelving unit with teal accents. Large glass doors open to a fenced courtyard, allowing natural light to fill the room. A clock adorns the wall, adding a touch of charm to the space.
Home in Alton
4.88 out of 5 average rating, 117 reviews

Riverview Home w/ Enclosed Porch in Downtown Alton

This restored 1800s home is in the heart of downtown Alton, making it easy to plan your visit. Walking distance to many local restaurants, coffee shops, bars, and shops! We are conveniently located near Your Event Space and Post Commons, making it easy to walk to the wedding you're in or attending! We are just steps away from The Pedestrian Bridge, giving you walking access to The Ampitheater, Farmers Markets, and Argosy Casino.

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, 119 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.

Popular amenities for Shipman holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Macoupin County
  5. Shipman