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

Anna Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Anna vacation homes

1. Cozy and Updated Farmhouse with King Suite

Cozy and Updated Farmhouse with King Suite
Anna
10.0 out of 10, Exceptional, (30 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 CA $127
CA $213 total
includes taxes & fees
Nov 24 - Nov 25
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, (17 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 CA $175
CA $365 total
includes taxes & fees
Nov 16 - Nov 17
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 CA $253
CA $476 total
includes taxes & fees
Nov 18 - Nov 19
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)
"The place was nice and clean and the hosts were great. Would definitely stay there again!"
United States
Katlynn R.
The price is CA $196
CA $391 total
includes taxes & fees
Nov 24 - Nov 25
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 CA $265
CA $316 total
includes taxes & fees
Nov 16 - Nov 17
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 CA $171
CA $265 total
includes taxes & fees
Nov 18 - Nov 19
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 CA $250
CA $358 total
includes taxes & fees
Nov 24 - Nov 25
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 CA $303
CA $364 total
includes taxes & fees
Nov 30 - Dec 1
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, (3 reviews)
"The Host was thoughtful and accommodating. The house had everything we needed and was clean and comfortable. It was a great time and we would definitely stay there again."
United States
Heather H.
The price is CA $154
CA $181 total
includes taxes & fees
Nov 16 - Nov 17
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 CA $138
CA $240 total
includes taxes & fees
Nov 30 - Dec 1
Beautiful location in the secluded woods

11. 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 CA $116
CA $143 total
includes taxes & fees
Nov 16 - Nov 17
Little Blue Cottage on Spanish

12. 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 CA $256
CA $431 total
includes taxes & fees
Nov 16 - Nov 17
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool

13. 2BR Private Retreat • Hot Tub • Near SIU & Shawnee Wine Trail

2BR Private Retreat • Hot Tub • Near SIU & Shawnee Wine Trail
Murphysboro
8.8 out of 10, Excellent, (3 reviews)
"Nice property with nice amenities we stayed here while visiting the wine trail and Carbondale. Nice location for both. Clean and good location."
United States
Erin S.
The price is CA $151
CA $338 total
includes taxes & fees
Nov 30 - Dec 1
2BR Private Retreat • Hot Tub • Near SIU & Shawnee Wine Trail

14. Pond/Pool/Fire pit/Pet Friendly

Pond/Pool/Fire pit/Pet Friendly
Carbondale
10.0 out of 10, Exceptional, (44 reviews)
"So peaceful , great location and super clean!!! Highly recommend!"
United States
Shelley D.
The price is CA $250
CA $261 total
includes taxes & fees
Nov 16 - Nov 17
Pond/Pool/Fire pit/Pet Friendly

15. 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 CA $222
CA $310 total
includes taxes & fees
Nov 18 - Nov 19
Romantic Creekside Retreat | Fireplace | Deck | Pet Friendly

16. Cozy 2-bedroom house in tranquil Cape Girardeau, close to Semo & Hospitals

Cozy 2-bedroom house in tranquil Cape Girardeau, close to Semo & Hospitals
Cape Girardeau
The price is CA $153
CA $264 total
includes taxes & fees
Dec 1 - Dec 2
Cozy 2-bedroom house in tranquil Cape Girardeau, close to Semo & Hospitals

17. The Little Château | Woodland Escape

The Little Château | Woodland Escape
Cape Girardeau
The price is CA $222
CA $297 total
includes taxes & fees
Nov 16 - Nov 17
The Little Château | Woodland Escape

18. 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 CA $265
CA $316 total
includes taxes & fees
Nov 16 - Nov 17
King Suite, Hot Tub, walk to Iron Whisk

19. The Little Cape Lofted Cottage | Creek & Nature

The Little Cape Lofted Cottage | Creek & Nature
Cape Girardeau
9.0 out of 10, Wonderful, (2 reviews)
"It was very clean and had a good feel. It was well stocked. I appreciated the cute little ice tray in the freezer that was full. I also appreciated 4 waters in the fridge. The bed on the loft upstairs was atrocious. You can feel the springs through the mattress. The downstairs bed was good. The pillows were fantastic! I’m a pillow snob. We needed a quick place to land for a church function so I can’t say much about the outside amenities as we weren’t there much. But it was a beautifully tucked...
United States
Trisha S.
The price is CA $230
CA $306 total
includes taxes & fees
Nov 16 - Nov 17
The Little Cape Lofted Cottage | Creek & Nature

20. 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 CA $265
CA $316 total
includes taxes & fees
Nov 16 - Nov 17
King Suite, Hot Tubs, Cobden
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Anna Hotel Reviews

Find out more about Anna

Anna Vacation Homes information

Number of reviews
263
Accommodation
203 Vacation Homes
Lowest Price
CA $143
Highest Price
CA $476

Explore a world of travel with Expedia