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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Anna vacation homes

A wooden cabinet with a microwave, coffee maker, and plates.

1. Cozy and Updated Farmhouse with King Suite

Cozy and Updated Farmhouse with King Suite
Anna
10.0 out of 10, Exceptional, (27 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 $225 total
includes taxes & fees
Oct 19 - Oct 20
Cozy and Updated Farmhouse with King Suite
A spacious living room with a brown leather sofa, a dining area with a wooden table and chairs, a kitchen with white cabinets and a central island, and large windows with blinds.

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, (12 reviews)
"Clean, attentive host, shops near by, family friendly "
United States
Molly J.
The price is CA $179
CA $390 total
includes taxes & fees
Oct 19 - Oct 20
Pa’s House is an enjoyable, entirely remodeled, 2-bedroom farmhouse near Anna.
A large, two-story house with a wrap-around porch, surrounded by a well-maintained garden with various flowering plants.

3. Magical Victorian near hiking / wine trail

Magical Victorian near hiking / wine trail
Anna
9.8 out of 10, Exceptional, (19 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 $498 total
includes taxes & fees
Oct 19 - Oct 20
Magical Victorian near hiking / wine trail
A brick building with a sign reading "1898 Guesthouse".

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, (14 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 CA $196
CA $409 total
includes taxes & fees
Oct 21 - Oct 22
Stunning 2 bedroom in town, close to Shawnee National Forest
A spacious living area with a kitchen, a dining table, and comfortable seating.

5. Peach Tree Inn, downtown Cobden

Peach Tree Inn, downtown Cobden
Cobden
10.0 out of 10, Exceptional, (2 reviews)
"Great experience"
United States
Wade T.
The price is CA $270
CA $329 total
includes taxes & fees
Oct 18 - Oct 19
Peach Tree Inn, downtown Cobden
A kitchen with wooden cabinets, a countertop, and a window with blinds.

6. Crossview Cottage - Direct view of Bald Knob Cross

Crossview Cottage - Direct view of Bald Knob Cross
Alto Pass
The price is CA $164
CA $212 total
includes taxes & fees
Oct 19 - Oct 20
Crossview Cottage - Direct view of Bald Knob Cross
A wooden deck with two white Adirondack chairs and a small round table.

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 $249
CA $375 total
includes taxes & fees
Oct 20 - Oct 21
Walk to Weddings-Wineries-Trails, Family Friendly Home in Downtown Alto Pass
A cabin with a wooden deck and a 'WELCOME' sign, surrounded by trees.

8. Secluded treehouse with indoor fireplace

Secluded treehouse with indoor fireplace
Makanda
10.0 out of 10, Exceptional, (30 reviews)
"Lovely and peaceful property. Enjoyed our time there will definitely stay again."
United States
James P.
The price is CA $171
CA $276 total
includes taxes & fees
Nov 1 - Nov 2
Secluded treehouse with indoor fireplace
A red barn-style building with a sign reading "Farm Market" and a stage with chairs and a table.

9. Farm Fresh Eggs, Golf Cart, Telescope

Farm Fresh Eggs, Golf Cart, Telescope
Alto Pass
9.8 out of 10, Exceptional, (15 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 $327
CA $412 total
includes taxes & fees
Oct 21 - Oct 22
Farm Fresh Eggs, Golf Cart, Telescope
Interior

10. 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 CA $179
CA $219 total
includes taxes & fees
Oct 18 - Oct 19
Convenient, Cozy and Pet Friendly 2-bedroom home in Beautiful Makanda
A covered porch with a wooden railing, a table with chairs, and a sofa.

11. Beautiful location in the secluded woods

Beautiful location in the secluded woods
Pomona
9.8 out of 10, Exceptional, (83 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 $252 total
includes taxes & fees
Oct 19 - Oct 20
Beautiful location in the secluded woods
A spacious living area with a kitchen, a dining table, and comfortable seating.

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 CA $270
CA $329 total
includes taxes & fees
Oct 18 - Oct 19
Heart of Wine country in Cobden
A spacious living area with a kitchen, a dining table, and comfortable seating.

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

King Suite, Hot Tub, walk to Iron Whisk
Cobden
The price is CA $270
CA $329 total
includes taxes & fees
Nov 2 - Nov 3
King Suite, Hot Tub, walk to Iron Whisk
A spacious living area with a kitchen, a dining table, and comfortable seating.

14. King Suite, Hot Tubs, Cobden

King Suite, Hot Tubs, Cobden
Cobden
The price is CA $270
CA $329 total
includes taxes & fees
Oct 18 - Oct 19
King Suite, Hot Tubs, Cobden
A spacious living area with a kitchen, a dining table, and comfortable seating.

15. ADA King Suite Accessible, Cobden

ADA King Suite Accessible, Cobden
Cobden
The price is CA $270
CA $329 total
includes taxes & fees
Oct 25 - Oct 26
ADA King Suite Accessible, Cobden
A living room with a TV, a fireplace, a sofa, and wall art.

16. 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 $115
CA $154 total
includes taxes & fees
Oct 18 - Oct 19
Little Blue Cottage on Spanish
A two-story house with a front porch, a small garden, and a white picket fence.

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 CA $255
CA $451 total
includes taxes & fees
Oct 18 - Oct 19
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
A red leather sofa, a small table with a remote, and a painting on the wall.

18. 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
The price is CA $134
CA $325 total
includes taxes & fees
Oct 19 - Oct 20
The Lux Collective- Private Hot Tub, Dry Bar, 1-Acre Yard & Fire Pit
Exterior

19. 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 $221
CA $320 total
includes taxes & fees
Oct 16 - Oct 17
Romantic Creekside Retreat | Fireplace | Deck | Pet Friendly
Ground floor of the Euro

20. The Little Château | Woodland Escape

The Little Château | Woodland Escape
Cape Girardeau
The price is CA $221
CA $314 total
includes taxes & fees
Oct 16 - Oct 17
The Little Château | Woodland Escape
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Anna Hotel Reviews

The Riverview

The Riverview

10/10 Excellent
"HIGHLY RECOMMEND THIS HOTEL...Cleanliness, & Comfort is 2 things i look for when staying in a hotel & this place nailed them both. Staff was helpful & courteous. I ordered dinner from the Red Star Restaurant & it was ok, fries was a little cold but other than that it was ok. I would recommend this hotel and I will be staying here again."
Debbie 1-night trip
Posted 5 hours ago
The Riverview

Find out more about Anna

Anna Vacation Homes information

Number of reviews
317
Accommodation
190 Vacation Homes
Lowest Price
CA $154
Highest Price
CA $498

Explore a world of travel with Expedia