Vacation rentals in Anna

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Top-rated vacation rentals in Anna

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Guest favourite

Place to stay in Makanda

4.93 out of 5 average rating, 158 reviews

Maple Ridge Cabin at Panther’s Rest

Secluded, yet convenient, we’re within 5 min of two wineries, ziplining, trail heads, and I-57. This is your unforgettable romantic wine country retreat or comfortable rest after hiking or travel. There is no TV or Wi-Fi (good cell signal though) but that is not why you’re here! Explore the vineyards, walk the trails, and drink complementary on-farm roasted coffee! Your pet is welcome when you add them to the reservation. Maple Ridge Cabin is your gateway to the Shawnee Wine Country!

Dec. 24 – 31

$224 CAD per night

Guest favourite

Tiny homes in Ozark

4.96 out of 5 average rating, 433 reviews

The Potel Tiny Home 14x40

New Tiny home nestled on the edge of the Shawnee National Forest. A cozy one bedroom with full closet and stacked washer and dryer the bed is a full size. Kitchen with stove, fridge and microwave. It does not have a dishwasher. Living room has a smart TV sign in to your Netflix, Sling, YouTubeTV etc. Wi-fi provided. No cable. Full bathroom with shower unit. Some of our guest has said sitting on the porch watching the beautiful sunsets each night was an added bonus for staying with us.

Aug. 30 – Sep. 6

$146 CAD per night

Guest favourite

Place to stay in Cobden

4.95 out of 5 average rating, 272 reviews

Eva's Roost Retreat - Center For Lost Arts

Eva's Roost -a uniquely crafted rustic, zen-style cottage, designed to be close to the earth & nature. Expensive curtainless windows facing the forest & pond allow for private views: sunrise, moonrise, forest & wildlife. Personal outdoor space with firepit & comfy adirondack chairs. Paul is the architect & designer of Center For Lost Arts structures, furniture & grounds. Bonnie is a mindfulness meditation teacher who enjoys creating a welcoming space for all to enjoy year-round.

Apr. 30 – May 7

$171 CAD per night

Guest favourite

Cabin in Alto Pass

5.0 out of 5 average rating, 110 reviews

Bald Knob Cabin

Located in heart of Shawnee National Forest, Bald Knob Wilderness and River To River Trail , is a former orchard turned cozy hiker/biker haven. Just 2 miles down the road from Bald Knob Cross of Peace. This studio style cabin was recently renovated and has a fully functioning kitchen. Bald Knob Cabin is the ideal location to unplug and put your feet up after a long day hiking trails or traveling the Shawnee Wine Trail that flows through the cozy, inviting town of Alto Pass.

May 3 – 10

$176 CAD per night

Guest favourite

Cottage in Vienna

4.96 out of 5 average rating, 139 reviews

Peaceful Cottage Retreat

Contactless Check-in. This cottage has everything you need for a relaxing getaway. It's private, tranquil setting is surrounded by nature. A queen bed with luxury bedding ensures a peaceful stay. The cottage comfortably accommodates 4 adults with the additional sleeper sofa. The kitchen includes a mini-fridge, microwave, toaster and coffeemaker. A cozy gas fireplace inside, and the large patio, gas grill, wood burning firepit, and a shady hammock compliment the outdoor space.

Sep. 2 – 9

$174 CAD per night

Guest favourite

Farm stay in Makanda

4.86 out of 5 average rating, 118 reviews

Farmhouse Cellars @Feather Hills Vineyard & Winery

Located on the Shawnee Hills Wine Trail, Farmhouse Cellars is located within our working winery at Feather Hills Vineyard & Winery. You have the opportunity to look in on the wine making process while enjoying a quiet, comfortable place to rest your head. This is a large space with open kitchen, living and sleeping areas. The front porch offers a beautiful sunset while looking over the vineyards and you are but a short walk from our tasting room where you can enjoy a tasting.

Nov. 28 – Dec. 3

$274 CAD per night

Guest favourite

Cabin in Alto Pass

4.99 out of 5 average rating, 212 reviews

Ma's Cabin, Alto Pass, IL. Fine country lodging.

Cute and country remodel done in 2019. Recent new appliances, furnishings, flooring, heat & A/C, washer & dryer. Cabin is secluded and quiet plus 1/2 mile from Alto Pass Lookout Point and right in the middle of many award winning wineries. 15 miles from Carbondale 4 miles from Giant City 30 miles from Garden of the Gods 6 lakes within 10 mile radius Hundreds of miles of hiking trails in nearby Shawnee National Forest 6 miles from Bald Knob Cross Please, no dogs!

Mar. 13 – 20

$127 CAD per night

Guest favourite

Home in Alto Pass

5.0 out of 5 average rating, 101 reviews

The Farmhouse in Rhine Valley

Newly renovated Farmhouse in Alto Pass situated between Trail of Tears State Forest and just a hike or short drive away from Bald Knob Cross and wilderness. Minutes away from local wineries. Enjoy a peaceful pause from the hustle and bustle in our private little Farmhouse. Perfect for single family or small groups. Nearby venues and activities include: hiking, fishing, public hunting, wineries, restaurants, and many other local venues and events. Hunters are welcome.

Aug. 16 – 23

$240 CAD per night

Guest favourite

Treehouse in Makanda

4.98 out of 5 average rating, 176 reviews

Panthers Inn Treehouse

Come nestle amongst the leaves at Panthers Inn Treehouse. This secluded, well equipped, elevated cabin has the perfect combination of natural beauty and artful luxury. Isolated yet conveniently located 2 minutes from Blue Sky and Feather Hill wineries, within 5 minutes of Panthers Den hiking trail and the Shawnee Hills canopy tour and only 10 min from I-57 exit 40. Panthers Inn is the perfect starting and ending point to your Shawnee Hills Wine Country vacation!

Oct. 22 – 29

$236 CAD per night

Guest favourite

Cabin in Cape Girardeau

4.93 out of 5 average rating, 180 reviews

Log Cabin w/ Hot tub - Near Casino & Downtown Cape

THE BEST GETAWAY HERE IN CAPE! Have a relaxing staycation here in Cape Girardeau Perfect for a QUICK GETAWAY for couples, families or friends 5 MINS to the casino, country club and downtown cape Very unique log home with a private bedroom queen size bed, pull-out queen size bed in the living room and double futon SLEEPS 6. Pool table, darts, and a hot tub.There is a large deck and fire pit which has the feel of being in the woods.

Jun. 17 – 24

$229 CAD per night

Guest favourite

Cabin in Goreville

4.79 out of 5 average rating, 213 reviews

Lake Of Egypt Cabin,Ferne Cliff State Park

The Lake of Eygypt Cabin is a central location for outdoor enthusiasts or families! Close proximity to Ferne Cliff State Park, Shawnee National Forest, Tunnel Hill Bike/Hike Trail, or hike the famous Garden of the Gods. Rock climb all day down in Jackson Falls with all levels of difficulty! Enjoy Shawnee Hills Wine Trail and restaurants. PLEASE READ ENTIRE LISTING AND ALL RULES AND POLICIES THOROUGHLY BEFORE BOOKING.

Jan. 4 – 11

$218 CAD per night

Superhost

Cabin in Alto Pass

4.91 out of 5 average rating, 135 reviews

Hutchins Creek Cabin -2br- Wine Trail & Wilderness

Hutchins Creek Cabin is located along spring-fed Hutchins Creek, surrounded by Shawnee National Forest Wilderness Areas, and at the south edge of the Shawnee Hills Wine Trail. Featuring an open floor plan with 2 bedrooms and 1 bath, it can comfortably sleep 4-6 adults. Regardless of weather conditions, our cabin offers multiple outdoor living spaces including a fire pit, multiple decks, and a screened-in porch.

Jan. 4 – 11

$196 CAD per night