Search Vacation Homes in Windsor

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Oct 10 - Oct 12
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Oct 31 - Nov 2
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Nov 28 - Nov 30

Vacation Homes in Windsor

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)
"great location, quite and peace full host is awesome"
Wooded rural country estate near Lake Shelbyville and Illinois Amish country
Newly updated and cozy home! Located near downtown!
Interior

Newly updated and cozy home! Located near downtown!

9.0 out of 10, Wonderful, (14)
"This home has everything anyone would need. Be it a single person or a family. Our host is awesome also. "
Newly updated and cozy home! Located near downtown!
Paradise Found in Illinois
Fridge, microwave, oven, stovetop

Paradise Found in Illinois

10.0 out of 10, Exceptional, (172)
"Property was nice. Very relaxing. House had everything you could need"
Paradise Found in Illinois
Lake Shelbyville Corn Crib is a Charming 2-bedroom house with fishing ponds
Property grounds

Lake Shelbyville Corn Crib is a Charming 2-bedroom house with fishing ponds

9.6 out of 10, Exceptional, (4)
"Stayed here before...always nice "
Lake Shelbyville Corn Crib is a Charming 2-bedroom house with fishing ponds
Lake Mattoon Lakehouse
Microwave, oven, stovetop, dishwasher

Lake Mattoon Lakehouse

9.4 out of 10, Exceptional, (14)
"We gathered together for a graduation weekend and had a relaxing time in a roomy house right next to the lake cove. Very pleased "
Lake Mattoon Lakehouse
Brickway Retreat
Fridge, microwave, oven, stovetop

Brickway Retreat

9.8 out of 10, Exceptional, (37)
"All was more than expected. We definitely stay again.Best accommodations we had in Mattoon. "
$170 nightly
The price is $180
Oct 6 - Oct 7
Total with taxes and fees
Brickway Retreat
Come Escape to Paradise on the Lake
Property grounds

Come Escape to Paradise on the Lake

2.0 star property
10.0 out of 10, Exceptional, (12)
"Great stay! "
Come Escape to Paradise on the Lake
Eagle's Nest near Eagle Creek State Park
Fridge, microwave, oven, stovetop

Eagle's Nest near Eagle Creek State Park

9.2 out of 10, Wonderful, (14)
"Amazing host and property. "
$200 nightly
The price is $212
Oct 3 - Oct 4
Total with taxes and fees
Eagle's Nest near Eagle Creek State Park
Ultimate Country Home with a 4800 sq.ft shed- pickle ball, corn hole, and more!!
Game room

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

10.0 out of 10, Exceptional, (22)
"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!!
Fish, boat, grill, chill, pets, relax
Fridge, microwave, oven, stovetop

Fish, boat, grill, chill, pets, relax

9.6 out of 10, Exceptional, (58)
"The condo is nice and clean, and so close to the lake. The experience has been wonderful, and Stacey is great to work with. It backs right up to the golf course, a short walk to the campgrounds, and an easy trail to the lake. "
Fish, boat, grill, chill, pets, relax
Binion Lodge: Wooded Privacy Near Lake Shelbyville
Exterior

Binion Lodge: Wooded Privacy Near Lake Shelbyville

10.0 out of 10, Exceptional, (14)
"This place is awesome! My granddaughters had a ball in the game room. We loved that it was also pet friendly. "
$406 nightly
The price is $437
Oct 20 - Oct 21
Total with taxes and fees
Binion Lodge: Wooded Privacy Near Lake Shelbyville
The Little House on Prairie: Family-Friendly 2-Bedroom Getaway
Smart TV

The Little House on Prairie: Family-Friendly 2-Bedroom Getaway

The Little House on Prairie: Family-Friendly 2-Bedroom Getaway
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
Secluded cottage, sleeps 4, private and peaceful
Exterior

Secluded cottage, sleeps 4, private and peaceful

Secluded cottage, sleeps 4, private and peaceful
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

10.0 out of 10, Exceptional, (1)
"Property was perfect, nice quiet location. One night stay option was perfect for what we needed."
$248 nightly
The price is $263
Oct 3 - Oct 4
Total with taxes and fees
Greenwave Cottage-Fully furnished 3 Bedroom home on the west edge of Mattoon
Come and experience a Slice of Paradise in Mattoon, Illinois
Dining

Come and experience a Slice of Paradise in Mattoon, Illinois

Come and experience a Slice of Paradise in Mattoon, Illinois
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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Top Windsor Hotel Reviews

Quality Inn & Suites Mattoon South

Quality Inn & Suites Mattoon South

10/10 Excellent
"Will stay here again "
Jayne 2-night trip
Posted 2 days ago
Quality Inn & Suites Mattoon South

Find out more about Windsor

Find out more about Windsor

Windsor Vacation Homes information

Number of reviews
357
Accommodation
39 Vacation Homes
Lowest Price
$180
Highest Price
$437

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