Windsor Vacation Rentals from AED 545: Search Short-Term Rentals

Q: What are some of the best vacation home rentals in Windsor?

Fish, boat, grill, chill, pets, relax : This vacation home rental near Windsor is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the arcade game room in this rental home to help you unwind.

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Our top choices for Windsor vacation rentals

1. Off grid cabin adjacent to Corp of Engineers ground. Perfect Deer Camp

Windsor

AED 662 total

includes taxes & fees

4 Oct - 5 Oct

2. Lakeside Haven Come enjoy the relaxing stay next to the Lake with nature sounds

Sullivan

aubrey m.

AED 973 total

includes taxes & fees

29 Sep - 30 Sep

3. Fish, boat, grill, chill, pets, relax

Sullivan

Samuel D S.

AED 1,004 total

includes taxes & fees

1 Oct - 2 Oct

4. Cozy 1-bedroom with AC and WiFi in charming Shelbyville

Shelbyville

Rosanne D.

AED 474 total

includes taxes & fees

29 Sep - 30 Sep

5. Eagle's Nest near Eagle Creek State Park

Findlay

Michelle B.

AED 993 total

includes taxes & fees

20 Oct - 21 Oct

6. Cozy! 1-bedroom house on Lake Mattoon with dock, porch and stunning view!

Neoga

AED 950 total

includes taxes & fees

29 Sep - 30 Sep

7. Brickway Retreat

Mattoon

Kevin F.

AED 662 total

includes taxes & fees

6 Oct - 7 Oct

8. Cozy, and private apartment near Lake Shelbyville

Shelbyville

Brandon S.

AED 545 total

includes taxes & fees

4 Oct - 5 Oct

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Top Windsor Hotel Reviews

The Shelby Inn

10/10 Excellent

"SPACIOUS ROOM, EASY PARKING, QUIET & SAFE"

Clarion Pointe Mattoon near University

10/10 Excellent

"Absolutely the cleanest hotel we've been to in many years! Very friendly staff both at check in and when we left. I was doing a horse training clinic and worked for 2-1/2 hours straight after travelling 8 hours from Ohio and my legs were very tired and hurt badly, the huge tub was clean enough to suit me and I took a long soak in it. Hats off to the whole crew and Keep up the good work!"

Best Western Heartland Inn

10/10 Excellent

"We had such a great experience during my stay! Paige at the front desk was absolutely amazing and incredibly helpful. She made sure everything went smoothly and went above and beyond to make our stay comfortable and enjoyable. Her customer service really stood out, and she made the whole experience feel easy and stress-free. I would 10/10 recommend this hotel to anyone looking for a great stay and staff who actually care about making sure everything is taken care of. Paige definitely made our experience even better! ⭐️⭐️⭐️⭐️⭐️"

Prairieview Cabin - with Hot Tub

10/10 Excellent

"I loved staying at this cabin! Everything was absolutely perfect, ambience, cleanly, had everything I could need and more! The view of the pond during morning coffee and the hot tub with the sunset set the bar high. The bed was super comfy and overall very cozy cabin. Located close to Sullivan and within 20ish mins to the lake. I went to Wolf beach and had a great time! I will be back. Rose was wonderful as well!"

Gateway Inn

8/10 Good

"With all the great reviews, I was expecting it to be immaculate and well maintained. That was not my experience. It was very comfortable and relatively clean. Staff were friendly and helpful. Full disclosure, my opinion could be slightly skewed because, for some reason, I thought the place was much closer to Effingham - but it was 45 minutes away adding an extra hour and a half to my trip. But that is NOT the hotel’s fault - I just didn’t check all the details closely enough on Expedia. But still, it was a solid 4."

Frequently asked questions

Are there vacation rentals in Windsor?

Yes, we have vacation rentals close to the most popular sights in Windsor, or you can choose a more remote option if you're looking for relaxation. Windsor is known for its restaurants and shopping.

What are some of the best vacation home rentals in Windsor?

Fish, boat, grill, chill, pets, relax: This vacation home rental near Windsor is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the arcade game room in this rental home to help you unwind.

What can I see and do in Windsor?

While you're exploring the area, Lake Shelbyville and Lake Shelbyville Beach are a couple of picturesque spots to get outside and enjoy nature. Mattoon City Hall and Wolf Creek State Park are a couple of places you'll find in the larger area.

What are vacation rentals like in Windsor?

Vacation rentals are privately owned properties you can book for a couple days or more in Windsor. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for small groups.

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Check prices for these dates

Our top choices for Windsor vacation rentals

1. Off grid cabin adjacent to Corp of Engineers ground. Perfect Deer Camp

2. Lakeside Haven Come enjoy the relaxing stay next to the Lake with nature sounds

3. Fish, boat, grill, chill, pets, relax

4. Cozy 1-bedroom with AC and WiFi in charming Shelbyville

5. Eagle's Nest near Eagle Creek State Park

6. Cozy! 1-bedroom house on Lake Mattoon with dock, porch and stunning view!

7. Brickway Retreat

8. Cozy, and private apartment near Lake Shelbyville

9. Binion Lodge: Wooded Privacy Near Lake Shelbyville

10. Prairieview Cabin - with Hot Tub

11. Prairieview Cottage Retreat - Hot Tub Sunsets

12. Family Friendly Cottage in the Countryside

Find vacation rentals that suit your style

Top Windsor Hotel Reviews

The Shelby Inn

Clarion Pointe Mattoon near University

Quality Inn & Suites Mattoon South

Suite Dreams Hotel

Best Western Heartland Inn

Paradise Found in Illinois

Spillway Motel

Prairieview Cabin - with Hot Tub

Gateway Inn

Frequently asked questions

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