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Compare 20 Vacation Homes in Windsor with updated reviews, rates, and availability.

Ultimate Country Home with a 4800 sq.ft shed- pickle ball, corn hole, and more!!

10.0 out of 10, Exceptional, (12)
"Absolutely loved this rustic retreat! The house was charming, with a warm, inviting feel. The host was super helpful, and the location was perfect for a peaceful getaway. Well-equipped, comfortable, and truly relaxing. Highly recommend!"
Ultimate Country Home with a 4800 sq.ft shed- pickle ball, corn hole, and more!!

Brickway Retreat

9.8 out of 10, Exceptional, (25)
"Everything about the stay from start to finish was convenient and the house was spotless! The affordable price made it much more economical for a family to stay versus a hotel. The main bedroom bed was unusually hard but the couch was very comfortable. Would recommend for sure!!"
The price is SAR 413
SAR 638 total
includes taxes & fees
13 Mar - 14 Mar
Brickway Retreat

Come Escape to Paradise on the Lake

2.0 star property
10.0 out of 10, Exceptional, (7)
"Our stay at Paradise Lake was lovely. It was a half hour from our daughter. The house is well-appointed and has everything you need. It is very clean. Tom and Salisa are easy to work with. Our Grandkids wanted to fish but the lake was too icy. It was wonderful to celebrate Christmas and bring in 2025 with our family!"
Come Escape to Paradise on the Lake

Newly updated and cozy home! Located near downtown!

9.2 out of 10, Wonderful, (7)
"I stayed at this property for 2 days due to work and I was highly satisfied. The house was very welcoming, smelled amazing, and was decorating nice.The host was exceptional and made sure all of my needs were met. The fact that the essentials were provided plus some made my stay even better. I didnt have to worry about packing everything under the sun because it was already there. I would definitely recommend to anyone looking to visit Mattoon. "
The price is SAR 375
SAR 638 total
includes taxes & fees
31 Mar - 1 Apr
Newly updated and cozy home! Located near downtown!

Fish, boat, grill, chill, pets, relax

9.4 out of 10, Exceptional, (53)
"We have used this place a couple times. Always clean and comfortable."
Fish, boat, grill, chill, pets, relax

Lake Mattoon Lakehouse

9.4 out of 10, Exceptional, (8)
"We had a wonderful time at this vacation home. It was very clean,large rooms, comfortable beds, and the owners were great to work with. We had two senior citizens, two adults and a 2 year old. Thank you for the use of your beautiful home"
Lake Mattoon Lakehouse

Eagle's Nest near Eagle Creek State Park

10.0 out of 10, Exceptional, (2)
"It was clean nice and peaceful. Just what I needed"
The price is SAR 563
SAR 739 total
includes taxes & fees
13 Mar - 14 Mar
Eagle's Nest near Eagle Creek State Park

Woodsy Home w/ View, 1 Mi to Lake Shelbyville

9.2 out of 10, Wonderful, (30)
"The interior of home was very nice, cozy and beautiful. The bedding, towels and throws were very nice. The exterior once decking and patio get upgraded would be very enjoyable. Kitchen is well supplied also. Missed a hairdryer, tin foil and storage bags, these items would be an asset. Thanks for the stay."
Woodsy Home w/ View, 1 Mi to Lake Shelbyville

Binion Lodge: Wooded Privacy Near Lake Shelbyville

10.0 out of 10, Exceptional, (6)
"Everything was clean and comfortable, with nice space"
The price is SAR 854
SAR 1,517 total
includes taxes & fees
17 Mar - 18 Mar
Binion Lodge: Wooded Privacy Near Lake Shelbyville

Wooded rural country estate near Lake Shelbyville and Illinois Amish country

10.0 out of 10, Exceptional, (40)
"Our go to spot!"
Wooded rural country estate near Lake Shelbyville and Illinois Amish country

Updated spacious 2 br Flat

9.0 out of 10, Wonderful, (2)
"Was great location for my stay. House had everything I needed. Great communication w the host. Highly recommend"
Updated spacious 2 br Flat

Newly Remodeled! B2 - Two Room Suite, King & Queen

The price is SAR 248
SAR 500 total
includes taxes & fees
13 Mar - 14 Mar
Newly Remodeled! B2 - Two Room Suite, King & Queen

Newly Remodeled! Mattoon Room: B1 - Queen Room

The price is SAR 203
SAR 450 total
includes taxes & fees
13 Mar - 14 Mar
Newly Remodeled! Mattoon Room: B1 - Queen Room

Newly Remodeled! B8 - Two Room Suite, King & Queen

The price is SAR 334
SAR 596 total
includes taxes & fees
13 Mar - 14 Mar
Newly Remodeled! B8 - Two Room Suite, King & Queen

Greenwave Cottage-Fully furnished 3 Bedroom home on the west edge of Mattoon

Greenwave Cottage-Fully furnished 3 Bedroom home on the west edge of Mattoon

Newly Remodeled! Mattoon Room: B4 - Queen

The price is SAR 319
SAR 579 total
includes taxes & fees
18 Mar - 19 Mar
Newly Remodeled! Mattoon Room: B4 - Queen

Newly Remodeled! B3 - Two Room Suite, King & Queen

The price is SAR 248
SAR 500 total
includes taxes & fees
13 Mar - 14 Mar
Newly Remodeled! B3 - Two Room Suite, King & Queen

Newly Remodeled! B5 - Two Room Suite, King & Queen

The price is SAR 251
SAR 504 total
includes taxes & fees
13 Mar - 14 Mar
Newly Remodeled! B5 - Two Room Suite, King & Queen

Newly Remodeled! Mattoon Room: B9 - Queen Room

The price is SAR 304
SAR 562 total
includes taxes & fees
13 Mar - 14 Mar
Newly Remodeled! Mattoon Room: B9 - Queen Room

Newly Remodeled! - B6 - Large King ADA Accessible

The price is SAR 341
SAR 604 total
includes taxes & fees
13 Mar - 14 Mar
Newly Remodeled! - B6 - Large King ADA Accessible
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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Other property types in Windsor

Brickway Retreat

9.8 out of 10, Exceptional, (25)
"Everything about the stay from start to finish was convenient and the house was spotless! The affordable price made it much more economical for a family to stay versus a hotel. The main bedroom bed was unusually hard but the couch was very comfortable. Would recommend for sure!!"
The price is SAR 413
SAR 638 total
includes taxes & fees
13 Mar - 14 Mar
Brickway Retreat

Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

10.0 out of 10, Exceptional, (25)
"Had a great weekend. "
The price is SAR 619
SAR 1,059 total
includes taxes & fees
13 Mar - 14 Mar
Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

LAKE SHELBYVILLE PRIVATE FISHING GET-AWAY

10.0 out of 10, Exceptional, (21)
"We had a wonderful time and the home and amenities were awesome. Will be making another trip and spending a longer amount of time there. So relaxing !!!"
LAKE SHELBYVILLE PRIVATE FISHING GET-AWAY
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.