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Compare 23 Vacation Homes in Windsor with updated reviews, rates, and availability.

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

Brickway Retreat

9.8 out of 10, Exceptional, (28)
"It was a clean property and cheaper than a hotel. "
The price is SAR 413
SAR 638 total
includes taxes & fees
14 Apr - 15 Apr
Brickway Retreat

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 743 total
includes taxes & fees
13 Apr - 14 Apr
Eagle's Nest near Eagle Creek State Park

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

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

10.0 out of 10, Exceptional, (13)
"Great place to stay. Kids had a fun time with the indoor games and the location is very close to the boat ramps on the lake. Would definitely come back."
Ultimate Country Home with a 4800 sq.ft shed- pickle ball, corn hole, and more!!

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

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

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 952
SAR 1,626 total
includes taxes & fees
14 Apr - 15 Apr
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 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. "
Newly updated and cozy home! Located near downtown!

Secluded cottage, sleeps 4, private and peaceful

Secluded cottage, sleeps 4, private and peaceful

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

The price is SAR 233
SAR 333 total
includes taxes & fees
14 Apr - 15 Apr
Newly Remodeled! B2 - Two Room Suite, King & Queen

Newly Remodeled! Mattoon Room: B1 - Queen Room

The price is SAR 161
SAR 254 total
includes taxes & fees
13 Apr - 14 Apr
Newly Remodeled! Mattoon Room: B1 - Queen Room

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

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

Newly Remodeled! Mattoon Room: B4 - Queen

The price is SAR 184
SAR 279 total
includes taxes & fees
13 Apr - 14 Apr
Newly Remodeled! Mattoon Room: B4 - Queen

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

The price is SAR 375
SAR 492 total
includes taxes & fees
16 Apr - 17 Apr
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! - B6 - Large King ADA Accessible

The price is SAR 383
SAR 500 total
includes taxes & fees
16 Apr - 17 Apr
Newly Remodeled! - B6 - Large King ADA Accessible

Newly Remodeled! Mattoon Room: B9 - Queen Room

The price is SAR 334
SAR 446 total
includes taxes & fees
16 Apr - 17 Apr
Newly Remodeled! Mattoon Room: B9 - Queen Room
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

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

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 743 total
includes taxes & fees
13 Apr - 14 Apr
Eagle's Nest near Eagle Creek State Park

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

10.0 out of 10, Exceptional, (13)
"Great place to stay. Kids had a fun time with the indoor games and the location is very close to the boat ramps on the lake. Would definitely come back."
Ultimate Country Home with a 4800 sq.ft shed- pickle ball, corn hole, and more!!
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.