
Vacation rentals in Simpson
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Top-rated vacation rentals in Simpson
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Other great vacation rentals in Simpson
Guest favorite

Home in Eddyville
4.95 out of 5 average rating, 20 reviewsThe Cougar’s Den
RosieRating, 5 stars1 week ago
Connie was very responsive, helpful. The B&B is exactly as described/ pictured. We really enjoyed Shotgun Eddy’s food which was very close by. Beautiful surroundings, wonderful hiking nearby, and all the locals we encountered were so friendly. Connie provided plenty of suggestions for nearby food. I loved the home’s decor and style. Will be on my list for stays in the area in the future. Such a comfortable stay!
Top guest favorite

Home in Vienna
5 out of 5 average rating, 23 reviewsLog House in Vienna *No Cleaning Fee*
ChristianRating, 5 stars2 weeks ago
Beautiful property, we all enjoyed our stay and had fun in the Shawnee Forest!
Guest favorite

Home in Simpson
4.91 out of 5 average rating, 43 reviewsMillstone Cottage
RebeccaRating, 5 stars2 weeks ago
Nice private location. Everything felt new and clean. Living room furniture was very comfortable with enough space for everyone to spread out and relax. Beds were comfy and nice sized. Nice fancy shower head with good pressure. Definitely would stay here again!

Guesthouse in Golconda
4.8 out of 5 average rating, 335 reviewsCedar Ridge Cabins
ElenaRating, 5 stars2 weeks ago
This place was great! Perfect for us to hit the trails at Shawnee. The cabin being dog friendly was a huge plus for us.
Top guest favorite

Home in New Burnside
5 out of 5 average rating, 14 reviewsRaley Road Retreat, LLC to bicycle Tunnel Hill!
JeffRating, 5 stars6 months ago
We had a great weekend at Lena’s house. It was very clean. A very nice place to stay out of the way and secluded in a very quiet setting. We highly recommend staying here!
Guest favorite

Tiny home in Creal Springs
4.94 out of 5 average rating, 18 reviewsNesher Cottage
DesiraeRating, 5 stars2 weeks ago
My family of 3 had a wonderful stay at Nesher Cottage! It was a peaceful quiet space, which was exactly what we were looking for. It was a short drive to some beautiful hiking trails. and when we returned, the bathtub felt luxurious, and the beds with so many throw pillows were perfect for lounging. We especially enjoyed catching glimpses of hummingbirds through the window and watching fireflies from the front porch.
Guest favorite

Home in Grantsburg
4.91 out of 5 average rating, 194 reviewsRetreat, Relax, Refresh in this cozy country home
CatherineRating, 5 stars3 weeks ago
That was one of the most amazing places we have stayed in the eight years that we’ve been going to Illinois. The scenery was unbelievably beautiful. The fireflies were amazing. The whippoorwill’s sang their hearts out. And, that has to be the most comfortable mattress we have ever slept on.
Guest favorite

Cabin in Ozark
4.98 out of 5 average rating, 94 reviewsWhispering Pines Cabins & Outfitting- Woodland
ErikRating, 5 stars2 months ago
Loved our stay in this cabin. It was extremely clean throughout and everything was in very good condition. Our hosts were kind and responsive! The location is perfect for hikers with a 10 minute drive to Fern Clyffe or about an hour to Garden of the Gods. We loved the peaceful area set well back from the main road. If traveling with younger kids just be aware of the ladder-like stairs to the loft and lack of wifi or cable tv. But if you're looking for a clean and quiet place to use as a basecamp for your outdoor adventures or just unplugging for a while, this is a great cabin.
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