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

Fish, boat, grill, chill, pets, relax

9.4 out of 10, Exceptional, (55)
"My crew was there for a work trip. It was exactly what they needed for a comfy stay after long days at work.Highly Recommended."
Fish, boat, grill, chill, pets, relax

Brickway Retreat

9.8 out of 10, Exceptional, (28)
"This was an excellent place to stay and i will absolutely book again! The house had everything we needed, was clean, and a nice home away from home. "
The price is AED 404
AED 624 total
includes taxes & fees
28 May - 29 May
Brickway Retreat

Eagle's Nest near Eagle Creek State Park

10.0 out of 10, Exceptional, (2)
"It was very nice. Clean and affordable. We would stay there again."
The price is AED 680
AED 859 total
includes taxes & fees
4 May - 5 May
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, (14)
"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!!

Woodsy Home w/ View, 1 Mi to Lake Shelbyville

9.2 out of 10, Wonderful, (30)
"This is our 2nd year staying at the property. The house is clean & had plenty of space for our family. It’s in a quiet neighborhood & backs up to nature."
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)
"Great stay! "
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 AED 931
AED 1,591 total
includes taxes & fees
12 May - 13 May
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)
"I stayed here for a long term rental while I worked at the hospital and it was perfect. Great distance and great location in town. Definitely recommend."
Updated spacious 2 br Flat

Newly updated and cozy home! Located near downtown!

9.4 out of 10, Exceptional, (8)
"This was just what we needed. We were in town for EIU’s homecoming. The property had all the amenities we needed and was nicely decorated. "
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

10.0 out of 10, Exceptional, (1)
"Very nice property. Only suggestions would be to put a chair in each room."
The price is AED 246
AED 347 total
includes taxes & fees
5 May - 6 May
Newly Remodeled! B2 - Two Room Suite, King & Queen

Newly Remodeled! Mattoon Room: B1 - Queen Room

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

Newly Remodeled! Mattoon Room: B4 - Queen

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

The price is AED 367
AED 481 total
includes taxes & fees
6 May - 7 May
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 AED 375
AED 489 total
includes taxes & fees
6 May - 7 May
Newly Remodeled! - B6 - Large King ADA Accessible

Newly Remodeled! Mattoon Room: B9 - Queen Room

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

Eagle's Nest near Eagle Creek State Park

10.0 out of 10, Exceptional, (2)
"It was very nice. Clean and affordable. We would stay there again."
The price is AED 680
AED 859 total
includes taxes & fees
4 May - 5 May
Eagle's Nest near Eagle Creek State Park

Fish, boat, grill, chill, pets, relax

9.4 out of 10, Exceptional, (55)
"My crew was there for a work trip. It was exactly what they needed for a comfy stay after long days at work.Highly Recommended."
Fish, boat, grill, chill, pets, relax

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
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.