Holiday rentals in Macoupin County

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Top-rated holiday rentals in Macoupin County

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Superhost

Home in Carlinville

4.88 out of 5 average rating, 8 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.

21–28 Mar

$184 SGD per night

Guest favourite

Home in Brighton

5.0 out of 5 average rating, 6 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 one queen bed, and one twin Over full bunkbed with a jack and Jill bathroom with tub shower.

23–30 Dec

$249 SGD per night

Guest favourite

Cabin in Brighton

4.94 out of 5 average rating, 18 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.

16–23 Sep

$205 SGD per night

Guest favourite

Home in Carlinville

5.0 out of 5 average rating, 45 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.

27 Nov – 4 Dec

$368 SGD per night

Place to stay in Virden

4.8 out of 5 average rating, 5 reviews

Serendipity Hostel

Weekly and monthly discounts!! This stylish and unique place sets the stage for a memorable trip. This home was built in the 1800’s by a banker. It’s a great mix of new meets old. We even have Astro, the robot guard dog. Many upcycled items decorate this 3,500sq ft home. You get one private room (upstairs)with a queen and a bunk bed. The rest of the house is shared. There are 3 rooms that are rented out. Contact me for long term pricing.

26 Feb – 5 Mar

$130 SGD per night

Guest favourite

Home in Medora

4.82 out of 5 average rating, 11 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 camp fire. grill longhorn burgers provided. make breakfast with longhorn breakfast sausage and fresh eggs, provided. spend a peaceful weekend together away from the city. mini tour included if time is available

17–24 Dec

$144 SGD per night

Guest favourite

Guest house in Carlinville

5.0 out of 5 average rating, 21 reviews

ThE HiDeAwAy

You will not expect what’s inside! We focused on creating an experience, after all that’s what life is all about, right? This special place is close to restaurants, shops, our town square (only 2 blocks away) and just steps away from the Million Dollar Courthouse. Whether you’re in town for family, business, or just to get away we hope you make some memories staying with us.

10–17 Dec

$79 SGD per night

Guest favourite

Tent in Girard

4.97 out of 5 average rating, 108 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.

6–13 Apr

$164 SGD per night

Guest favourite

Home in Gillespie

4.94 out of 5 average rating, 62 reviews

Our Little House

Relax with the whole family in this cozy and peaceful home away from home. Located in Gillespie, IL. A small quiet town with restaurants within walking distance from the House. Just a 12-minute drive off of interstate 55.. at Litchfield exit 52.. One hour drive to St. Louis Airport. 48 minutes Drive to Springfield Il.

10–17 Oct

$142 SGD per night

Guest favourite

Home in Greenfield

4.97 out of 5 average rating, 67 reviews

The Shed House- Beautiful Sunsets on 14 Acres

The Shed House offers a peaceful environment on 14 acres for a family getaway, couples weekend near local wineries, a place to stay for hunters, homecomings, or family reunions. Watch the breathtaking sunsets. Enjoy each others company while sitting around a camp fire.

30 Jan – 6 Feb

$185 SGD per night

Guest favourite

Home in Carlinville

5.0 out of 5 average rating, 14 reviews

Historic Home near Blackburn & Square 2 King beds

Your family will be close to everything when you stay at this centrally-located home less than a quarter mile to Blackburn College campus and a half mile to the County Courthouse and City Square with shopping and restaurants.

16–23 Feb

$156 SGD per night