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Macoupin County Holiday Rentals

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Top Holiday Rentals Destinations in Macoupin County

Home is on the original 1926-1930 Route 66 alignment

10.0 out of 10, Exceptional, (87)
"A weekend stay at the Madison House is like a step back in time. The cute and cozy furnishings offer a comforting nostalgia nestled in a quiet neighborhood. The location was perfect for the purpose of our visit. Thanks for the sweet little time warp!"
The price is NZ$255
includes taxes & fees
14 July - 15 July
Home is on the original 1926-1930 Route 66 alignment

Luxurious Otter Pointe

10.0 out of 10, Exceptional, (23)
"We loved the open indoor kitchen and living room space for gathering. The kids and adults enjoyed the various games in the gameroom and loft. It was also lovely to sit on the back porch in the morning and evening. Jason’s place is well-stocked and beautiful!"
Luxurious Otter Pointe

Lake House off Route 66

10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay! The Lake House was very clean and met our needs perfectly for our weekend getaway. The property manager was always very responsive! Our dog LOVED the doggy door and the fenced area!"
The price is NZ$372
includes taxes & fees
14 July - 15 July
Lake House off Route 66

HOT TUB! Fishermans lake house retreat

9.4 out of 10, Exceptional, (6)
The price is NZ$437
includes taxes & fees
10 July - 11 July
HOT TUB! Fishermans lake house retreat

Grafton Escape #2 - River views! Pool! Walking distance to bars/restaurants

10.0 out of 10, Exceptional, (63)
"Perfect location and set up for ourselves and another couple. Michelle is an awesome hoey"
Grafton Escape #2 - River views! Pool! Walking distance to bars/restaurants

Charming Escape in Grafton!

10.0 out of 10, Exceptional, (9)
"Our stay was short but delightful. The house had all the essentials, was spotless, and offered a peaceful ambiance with a river view. We're already looking forward to returning in the spring for a longer visit."
Charming Escape in Grafton!

Grafton Escape #1 - River views! Pool! Walking distance to bars/restaurants

9.8 out of 10, Exceptional, (62)
"Property is great loved it"
Grafton Escape #1 - River views! Pool! Walking distance to bars/restaurants

Two bedroom, 2 1/2 bath Condo. Great River Views & Pool!

9.8 out of 10, Exceptional, (164)
"Really nice place, but owner wanted thermostat to stay at 77 degrees. Did get a little warm inside. Besides that it was a really good experience "
Two bedroom, 2 1/2 bath Condo. Great River Views & Pool!

The River Stables in St. Charles, MO

2.0 star property
9.8 out of 10, Exceptional, (8)
"So nice to relax and not worry, So much better than a hotel and safe and an escape from St Louis Highly recommended"
The River Stables in St. Charles, MO

Riverside Home - Modern meets comfort

10.0 out of 10, Exceptional, (51)
"Great property for a quick stay."
The price is NZ$621
includes taxes & fees
14 July - 15 July
Riverside Home - Modern meets comfort

Guest House 632 Summit Street

10.0 out of 10, Exceptional, (183)
"I am very thankful for the opportunity to stay in this beautiful home in a beautiful area. I truly enjoyed my visit with the nearby parks and views of the water and surrounding area. I would enjoy staying here again!"
Guest House 632 Summit Street

Travelers Luxury Escape

8.6 out of 10, Excellent, (4)
"Good"
The price is NZ$367
includes taxes & fees
7 Aug - 8 Aug
Travelers Luxury Escape

Charming Edwardsville Home: Walk to Downtown!

9.8 out of 10, Exceptional, (19)
"We very much enjoyed our stay at this adorable property. Very well furnished everything you need and we even had a special treat of delicious cinnamon rolls left for us on the kitchen counter. If we are ever in the area again we would definitely stay here. "
Charming Edwardsville Home: Walk to Downtown!

Cozy Renovated Bungalow Perfect for Families

9.6 out of 10, Exceptional, (9)
"House was exactly as pictured....very clean and had everything that we needed. Communication with host for any question was quick and easy. Enjoyed our stay and would recommend to anyone who is looking to stay near St. Louis."
Cozy Renovated Bungalow Perfect for Families

Cozy Historic Downtown Edwardsville Charmer

9.8 out of 10, Exceptional, (8)
"We really enjoyed all the little extras this host thought of. We appreciated the comfortable beds, ample outdoor space, and the speedy responses from the host, We would certainly highly recommend this to anyone looking for a great vacation rental!"
Cozy Historic Downtown Edwardsville Charmer

fully Remodeled explorers luxury suite

10.0 out of 10, Exceptional, (2)
"The house was beautiful alot of space and cozy!!! kitchen was huge and nice great for family & Friend’s!!!!"
The price is NZ$323
includes taxes & fees
10 July - 11 July
fully Remodeled explorers luxury suite

Charming 2-bedroom cottage with WiFi and AC in serene Grafton

9.4 out of 10, Exceptional, (12)
"The location was perfect snd the view was amazing! Will stay here again!!"
Charming 2-bedroom cottage with WiFi and AC in serene Grafton

Charming upper level of 3-bedroom house in peaceful Grafton

10.0 out of 10, Exceptional, (1)
"The stay was phenomenal. The location was a block away from everything. Restaurants, bars, shops, and gas stations were accessible within a rock’s throw. The host was there if I needed her. The house was perfect for me and my group. Everyone was very impressed."
The price is NZ$951
includes taxes & fees
10 July - 11 July
Charming upper level of 3-bedroom house in peaceful Grafton

Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees

10.0 out of 10, Exceptional, (24)
"We had a great stay. The environment is just cuddling. "
The price is NZ$208
includes taxes & fees
14 July - 15 July
Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees

Serene 2 bedroom home in residential neighborhood.

4.6 out of 10, (7)
"Enjoyed our stay"
Serene 2 bedroom home in residential neighborhood.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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