Vacation rentals in Anna

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Top-rated vacation rentals in Anna

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Carbondale

4.96 out of 5 average rating, 141 reviews

Carbondale home in gorgeous country setting

Welcome to Portas Caeli: a cozy, one bedroom, one bath apartment made to make you feel at home. Sitting just outside of Carbondale City limits, our guests enjoy the relaxing country setting only 5.3 miles from SIU, near downtown Carbondale, and close to the So. IL Wine Trail. Giant City Park is less than 5 miles down the road with its many beautiful hiking trails. Walk through our 20 acres, relax and watch deer graze on the fields. Sit under the gazebo and read a book. Hosts live next door.

Jun 16 – 23

G$20,418 GYD per night
Guest favorite

Place to stay in Makanda

4.93 out of 5 average rating, 155 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!

Nov 25 – Dec 2

G$30,993 GYD per night
Guest favorite

Tiny home in Ozark

4.96 out of 5 average rating, 429 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.

Oct 19 – 26

G$20,330 GYD per night

Popular amenities for Anna vacation rentals

Stay near Anna's top sights

Kroger6 locals recommend
Brick House Grill11 locals recommend
Kiki's Coffee House7 locals recommend

Other great vacation rentals in Anna

Guest favorite

Apartment in Dongola

4.91 out of 5 average rating, 101 reviews

Earnhart Carriage House

Jun 7 – 12

G$27,718 GYD per night
Guest favorite

Guesthouse in Carbondale

5.0 out of 5 average rating, 171 reviews

Homestead Cottage

Sep 9 – 16

G$17,368 GYD per night
Guest favorite

Cabin in Makanda

4.98 out of 5 average rating, 160 reviews

The Farmhouse at Black Jack Vineyard

Aug 12 – 19

G$32,565 GYD per night
Guest favorite

Home in Marion

4.8 out of 5 average rating, 532 reviews

Frank Lloyd Wright design inspired house

Jan 18 – 25

G$20,734 GYD per night
Guest favorite

Home in Tunnel Hill

5.0 out of 5 average rating, 257 reviews

Pole Barn Cabin Lake of Egypt ~ Hottub Wineries

Jul 17 – 24

G$29,318 GYD per night
Guest favorite

Camper/RV in Cobden

4.96 out of 5 average rating, 24 reviews

Cozy Camper at Kate’s Cove

May 1 – 8

G$18,279 GYD per night
Guest favorite

Tiny home in Anna

4.91 out of 5 average rating, 33 reviews

The Shack Outback

Dec 20 – 27

G$24,618 GYD per night
Guest favorite

Home in Cobden

4.93 out of 5 average rating, 28 reviews

Skyline Getaways

Nov 12 – 19

G$34,799 GYD per night
Superhost

Cottage in Cobden

4.88 out of 5 average rating, 17 reviews

2 Bedroom Cottage on Wine Trail

G$21,087 GYD per night
Guest favorite

Home in Alto Pass

5.0 out of 5 average rating, 97 reviews

The Farmhouse in Rhine Valley

Jul 28 – Aug 4

G$33,356 GYD per night
Guest favorite

Cabin in Dongola

5.0 out of 5 average rating, 89 reviews

Charming Cabin Overlooking 5 Acre Lake

Nov 21 – 28

G$27,198 GYD per night
Guest favorite

Bungalow in Karnak

4.98 out of 5 average rating, 59 reviews

Trails End Tunnel Hill Bike Trail Overnight Stay

Jul 4 – 11

G$21,611 GYD per night

Quick stats about vacation rentals in Anna

Total rentals

10 properties

Popular amenities

Kitchen, Wifi, and Pool

Wifi availability

10 properties include access to wifi

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

60 reviews

Nightly prices starting at

G$18,845 GYD before taxes and fees

Destinations to explore

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  3. Illinois
  4. Union County
  5. Anna