Vacation rentals in Macoupin County

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Top-rated vacation rentals in Macoupin County

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Guest favorite

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

4.94 out of 5 average rating, 35 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 favorite

A cozy cabin is nestled among trees, offering views of the nearby lake. A red storage shed sits beside the cabin, and a gravel driveway leads up to the entrance. Sunlight filters through the leaves, creating a dappled pattern on the ground.

Home in Brighton

5 out of 5 average rating, 40 reviews

Cozy Cabin

Make some memories at this family-friendly cozy cabin. Enjoy the lake life views. Main level is ADA friendly with no steps and a low slope ramp, deck is all one level and wraps 3 sides of the cabin. Master bedroom is located on the main level with a king bed and adjoining bathroom with a low threshold shower as well as a full kitchen dining and living room. Two rooms located upstairs with queen beds and a jack and Jill bathroom with tub shower. Sorry but the cabin is no pets.

Guest favorite

A cozy cabin with a brown wooden exterior is set within a natural landscape. The entrance features a small staircase leading to a front door, flanked by two light-colored windows. Surrounding greenery and a gravel path contribute to a tranquil atmosphere.

Home in Mount Olive

4.88 out of 5 average rating, 41 reviews

Relaxing Fishing Cabin

Relax at this peaceful cozy cabin on Ka-Ho Village Lake, situated just a few miles off historic Route 66. Lake is stocked with Crappie, Bluegill, Catfish and bass for your fishing pleasure, or just sit on the deck by the water and relax. Centrally located on dead end cul-de sac wholly owned by host. 30 minutes to Litchfield Lake Lou Yeager Less then 1 hour to Madison, Il Worldwide Technology Raceway and Tri City Raceway. Less then 1 hour to Springfield, IL or Grafton, IL

Top guest favorite

A charming bungalow is featured with a welcoming front porch and contrasting dark door. Surrounding greenery adds to the atmosphere. The light blue exterior complements the bright sky, while sunlight bathes the well-maintained lawn.

Bungalow in Carlinville

5 out of 5 average rating, 19 reviews

The Carlinville Sunset Bungalow

Escape to this charming 3-bedroom, 2-bathroom retreat nestled in the heart of historic Carlinville, Illinois. This beautifully renovated home, with its classic bungalow architecture and cozy interior, is the perfect base for exploring the town's rich history and stunning natural beauty. Perfect for families, groups of friends, bridal parties, or work trips. Inside, you’ll find a fully equipped kitchen, laundry facilities, and all the amenities you need for a memorable stay.

Top guest favorite

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

5 out of 5 average rating, 37 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 favorite

A charming country house is set on a green, grassy lot, featuring a front porch with two steps leading up to the entrance. An American flag is displayed on the porch. Surrounding trees provide shade, and the peaceful landscape showcases open fields.

Home in Medora

4.96 out of 5 average rating, 47 reviews

country living

enjoy out door living in the country. watch longhorn cattle from back yard, take hikes, ride bicycles, provided, watch stars at night while roasting s'mores over bonfire. make 1 breakfast with longhorn breakfast sausage. spend a peaceful weekend together away from the city. no phone (service is available if u still want technology), no wifi. decompress away from technology. please read all sections. Also, we live on the property in case you have questions

Superhost

A serene view of a calm lake is framed by trees with bare branches. A small fishing dock extends into the water, bordered by grass and a white flowering plant. Reflections of the surrounding landscape can be seen on the water's surface.

Home in Mount Olive

4.84 out of 5 average rating, 80 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. *Includes a 2 person foot petal paddle boat. *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 Guests Max including kids. No parties

Top guest favorite

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

4.96 out of 5 average rating, 82 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.

Top guest favorite

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

4.98 out of 5 average rating, 110 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.

Guest favorite

The Victorian house displays a charming exterior with light blue siding and a distinctive turret. Lush greenery frames the entrance, which features a welcoming front porch and decorative stonework. The large windows allow natural light to enhance the inviting façade.

Home in Carlinville

4.99 out of 5 average rating, 69 reviews

Victorian Home on Rt. 66

Perfect for your family or group of friends, our Victorian house has all you need for a comfortable homey stay. Each room is beautifully furnished with four poster beds and private work space. Conveniently located on historic Rt. 66 local restaurants and shops are only 2 blocks away in Carlinville's charming square. There is a TV in the living room and smart TVs in the bedrooms. Level 2 EV charger. Bring your own NEMA 14-50 compatible cable.

Guest favorite

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, 113 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.

Guest favorite

Tent in Girard

4.98 out of 5 average rating, 124 reviews

Hidden Ridge at Otter Lake

We invite you to stay at Hidden Ridge, a private wooded hideaway located at Otter Lake, Girard, Illinois, for an authentic camping experience. A 14 x 16 wall tent with a queen size bed and separate bathroom facility with an area for outdoor cooking is provided. There is plenty of space for additional tents, cots or air mattresses.