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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 26 Vacation Homes in Windsor with updated reviews, rates, and availability.

Fish, boat, grill, chill, pets, relax
Smart TV

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
Smart TV

Brickway Retreat

9.8 out of 10, Exceptional, (28)
"It was a clean property and cheaper than a hotel. "
The price is AED 404
AED 624 total
includes taxes & fees
15 Apr - 16 Apr
Brickway Retreat
Eagle's Nest near Eagle Creek State Park
Fridge, microwave, oven, stovetop

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 AED 551
AED 724 total
includes taxes & fees
15 Apr - 16 Apr
Eagle's Nest near Eagle Creek State Park
Lake Mattoon Lakehouse
Microwave, oven, stovetop, dishwasher

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!!
Fridge, microwave, oven, stovetop

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
Fridge, microwave, stovetop, dishwasher

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
Fridge, microwave, oven, stovetop

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
Exterior

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 AED 931
AED 1,591 total
includes taxes & fees
16 Apr - 17 Apr
Binion Lodge: Wooded Privacy Near Lake Shelbyville
Wooded rural country estate near Lake Shelbyville and Illinois Amish country
Fridge, microwave, oven, stovetop

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
Interior

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!
Private kitchen

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
Property grounds

Secluded cottage, sleeps 4, private and peaceful

Secluded cottage, sleeps 4, private and peaceful
Newly Remodeled! B2 - Two Room Suite, King & Queen
Interior

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

The price is AED 213
AED 310 total
includes taxes & fees
16 Apr - 17 Apr
Newly Remodeled! B2 - Two Room Suite, King & Queen
Newly Remodeled! Mattoon Room: B1 - Queen Room
Interior

Newly Remodeled! Mattoon Room: B1 - Queen Room

The price is AED 169
AED 261 total
includes taxes & fees
16 Apr - 17 Apr
Newly Remodeled! Mattoon Room: B1 - Queen Room
Newly Remodeled! B3 - Two Room Suite, King & Queen
Interior

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

Newly Remodeled! B3 - Two Room Suite, King & Queen
Newly Remodeled! Mattoon Room: B4 - Queen
Interior

Newly Remodeled! Mattoon Room: B4 - Queen

The price is AED 191
AED 285 total
includes taxes & fees
16 Apr - 17 Apr
Newly Remodeled! Mattoon Room: B4 - Queen
Newly Remodeled! B8 - Two Room Suite, King & Queen
Interior

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

The price is AED 364
AED 477 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
Fridge, microwave, oven, stovetop

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
Interior

Newly Remodeled! - B6 - Large King ADA Accessible

The price is AED 371
AED 485 total
includes taxes & fees
16 Apr - 17 Apr
Newly Remodeled! - B6 - Large King ADA Accessible
Newly Remodeled! Mattoon Room: B9 - Queen Room
Interior

Newly Remodeled! Mattoon Room: B9 - Queen Room

The price is AED 323
AED 432 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
Smart TV

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
Fridge, microwave, oven, stovetop

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 AED 551
AED 724 total
includes taxes & fees
15 Apr - 16 Apr
Eagle's Nest near Eagle Creek State Park
Ultimate Country Home with a 4800 sq.ft shed- pickle ball, corn hole, and more!!
Fridge, microwave, oven, stovetop

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.