A coastal town with clear turquoise waters, rocky shores, and white buildings.

Holiday Homes in Anna

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Our top choices for Anna holiday homes

1. Cozy and Updated Farmhouse with King Suite

Cozy and Updated Farmhouse with King Suite
Anna
10.0 out of 10, Exceptional, (29 reviews)
"Comfortable bed which is what we needed. We weren’t there long but is was everything we needed."
United States
Kathy H.
The price is AU$233
includes taxes & fees
16 Nov - 17 Nov
Cozy and Updated Farmhouse with King Suite

2. Pa’s House is an enjoyable, entirely remodeled, 2-bedroom farmhouse near Anna.

Pa’s House is an enjoyable, entirely remodeled, 2-bedroom farmhouse near Anna.
Anna
10.0 out of 10, Exceptional, (14 reviews)
"We enjoyed our stay here. The beds were very comfortable and it was close to all of the wineries along the wine trail."
United States
Kristi H.
The price is AU$359
includes taxes & fees
4 Nov - 5 Nov
Pa’s House is an enjoyable, entirely remodeled, 2-bedroom farmhouse near Anna.

3. Magical Victorian near hiking / wine trail

Magical Victorian near hiking / wine trail
Anna
10.0 out of 10, Exceptional, (21 reviews)
"Everything was beautiful, and although we weren’t there for a long time, enjoyed an Incredible sleep in the most comfortable beds!"
United States
Rachel H.
The price is AU$455
includes taxes & fees
5 Nov - 6 Nov
Magical Victorian near hiking / wine trail

4. Stunning 2 bedroom in town, close to Shawnee National Forest

Stunning 2 bedroom in town, close to Shawnee National Forest
Jonesboro
10.0 out of 10, Exceptional, (15 reviews)
"Cool renovated property that keeps that old fashioned charm. Spacious living with all the amenities you need for a vacation stay."
United States
Dylan
The price is AU$389
includes taxes & fees
10 Nov - 11 Nov
Stunning 2 bedroom in town, close to Shawnee National Forest

5. Peach Tree Inn, downtown Cobden

Peach Tree Inn, downtown Cobden
Cobden
10.0 out of 10, Exceptional, (3 reviews)
"Amazing place to stay. Excellent location, beautiful rooms and accommodation and the host was so responsive. We will definitely be back!"
United States
Rebecca L.
The price is AU$320
includes taxes & fees
4 Nov - 5 Nov
Peach Tree Inn, downtown Cobden

6. Secluded treehouse with indoor fireplace

Secluded treehouse with indoor fireplace
Makanda
10.0 out of 10, Exceptional, (31 reviews)
"Very nice place. We enjoyed it."
United States
Gregory M.
The price is AU$267
includes taxes & fees
5 Nov - 6 Nov
Secluded treehouse with indoor fireplace

7. Walk to Weddings-Wineries-Trails, Family Friendly Home in Downtown Alto Pass

Walk to Weddings-Wineries-Trails, Family Friendly Home in Downtown Alto Pass
Alto Pass
10.0 out of 10, Exceptional, (5 reviews)
"The house was very welcoming and clean. Very inviting for our short stay. "
United States
brian O.
The price is AU$356
includes taxes & fees
16 Nov - 17 Nov
Walk to Weddings-Wineries-Trails, Family Friendly Home in Downtown Alto Pass

8. Farm Fresh Eggs, Golf Cart, Telescope

Farm Fresh Eggs, Golf Cart, Telescope
Alto Pass
9.8 out of 10, Exceptional, (16 reviews)
"It’s a very cute old farm house nestled in a peach orchard! Rolling hills with a porch swing that overlooks the orchards and a pond. The hosts provide all of the essential's for a comfortable stay! Communication is wonderful from beginning to the end! Would stay here again and again!"
United States
Gary A.
The price is AU$375
includes taxes & fees
29 Nov - 30 Nov
Farm Fresh Eggs, Golf Cart, Telescope

9. Convenient, Cozy and Pet Friendly 2-bedroom home in Beautiful Makanda

Convenient, Cozy and Pet Friendly 2-bedroom home in Beautiful Makanda
Makanda
10.0 out of 10, Exceptional, (1 review)
"We will definitely book our next stay with this home as it was very very clean and had everything we needed for our stay. The host is very easy to communicate with, even though we didn't need to contact her about anything during our stay because everything was perfect. Having a garage to park in was definitely a plus. The king beds were comfy and the kitchen was stock with everything that we needed. Thanks again."
United States
Rosa R.
The price is AU$183
includes taxes & fees
4 Nov - 5 Nov
Convenient, Cozy and Pet Friendly 2-bedroom home in Beautiful Makanda

10. Beautiful location in the secluded woods

Beautiful location in the secluded woods
Pomona
9.8 out of 10, Exceptional, (86 reviews)
"This rental was very clean, pet friendly, and definitely secluded. We enjoyed our stay here."
United States
Candi M.
The price is AU$244
includes taxes & fees
23 Nov - 24 Nov
Beautiful location in the secluded woods

11. King Suite, Hot Tub, walk to Iron Whisk

King Suite, Hot Tub, walk to Iron Whisk
Cobden
10.0 out of 10, Exceptional, (1 review)
"Loved my stay here! The attention to details is appreciated. The shower is amazing! Loved the main area for all to gather. Walking distance to The Iron Whisk and Fuzzy’s Bar is great. I didn’t love that it’s close to train tracks and that you can’t adjust your own thermostat."
United States
Christy
The price is AU$337
includes taxes & fees
15 Nov - 16 Nov
King Suite, Hot Tub, walk to Iron Whisk

12. Heart of Wine country in Cobden

Heart of Wine country in Cobden
Cobden
10.0 out of 10, Exceptional, (1 review)
"We throughly enjoyed the accommodations and plan I. Returning! Checking in was easy, and they worked with us on an earlier check in. Checking out process was very smooth and easy. We can’t wait to book our next trip."
United States
CHEA M.
The price is AU$337
includes taxes & fees
15 Nov - 16 Nov
Heart of Wine country in Cobden

13. Little Blue Cottage on Spanish

Little Blue Cottage on Spanish
Cape Girardeau
8.4 out of 10, Very good, (59 reviews)
"Great cute place. "
United States
Jeremy W.
The price is AU$144
includes taxes & fees
8 Nov - 9 Nov
Little Blue Cottage on Spanish

14. King Suite, Hot Tubs, Cobden

King Suite, Hot Tubs, Cobden
Cobden
10.0 out of 10, Exceptional, (1 review)
"Everything was clean and new! We used the hot tub every night and appreciated the coffee machine! Really classy place! Access to attractions was key, and we enjoyed the neighboring restaurant (only open Thurs-Sunday) but we were less than 10 minutes from Anna for dining, and there was a great Tavern and gas station, and Dollar General less than a 1/4 block away. Highly recommended."
United States
Keith M.
The price is AU$337
includes taxes & fees
15 Nov - 16 Nov
King Suite, Hot Tubs, Cobden

15. ADA King Suite Accessible, Cobden

ADA King Suite Accessible, Cobden
Cobden
The price is AU$337
includes taxes & fees
15 Nov - 16 Nov
ADA King Suite Accessible, Cobden

16. Pond/Pool/Fire pit/Pet Friendly

Pond/Pool/Fire pit/Pet Friendly
Carbondale
10.0 out of 10, Exceptional, (43 reviews)
"So peaceful , great location and super clean!!! Highly recommend!"
United States
Shelley D.
The price is AU$246
includes taxes & fees
1 Dec - 2 Dec
Pond/Pool/Fire pit/Pet Friendly

17. 3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool

3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
Cape Girardeau
8.8 out of 10, Excellent, (46 reviews)
"Will definitely book again! Great location, comfortable stay."
United States
Pynktoria !.
The price is AU$422
includes taxes & fees
16 Nov - 17 Nov
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool

18. The Little Château | Woodland Escape

The Little Château | Woodland Escape
Cape Girardeau
The price is AU$310
includes taxes & fees
4 Nov - 5 Nov
The Little Château | Woodland Escape

19. The Lux Collective- Private Hot Tub, Dry Bar, 1-Acre Yard & Fire Pit

The Lux Collective- Private Hot Tub, Dry Bar, 1-Acre Yard & Fire Pit
Murphysboro
8.0 out of 10, Very good, (1 review)
"Place overall was decent, it was clean enough. The hot tub and fire pit were a nice touch. The house is very close to the road and there is constant traffic noise even late at night. It is also advertised as more upscale than it was. We noticed several areas of the house that looked like the landlord special took place in getting it ready. Some of the doors didn’t close properly or were only on a single set of hinges instead of multiple. The dining chairs too were not in great shape, they had...
United States
Calista
The price is AU$313
includes taxes & fees
1 Dec - 2 Dec
The Lux Collective- Private Hot Tub, Dry Bar, 1-Acre Yard & Fire Pit

20. Romantic Creekside Retreat | Fireplace | Deck | Pet Friendly

Romantic Creekside Retreat | Fireplace | Deck | Pet Friendly
Cape Girardeau
10.0 out of 10, Exceptional, (3 reviews)
"The house was very clean and Will kept and the whole property was well maintained. It was very comfortable and nicely decorated. The host was very responsive and helpful! Would definitely stay again and recommend."
United States
Sara C.
The price is AU$311
includes taxes & fees
16 Nov - 17 Nov
Romantic Creekside Retreat | Fireplace | Deck | Pet Friendly
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 Anna Hotel Reviews

Find out more about Anna

Anna Holiday Homes information

Number of reviews
253
Accommodation
196 Holiday Homes
Lowest Price
AU$144
Highest Price
AU$455