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

Anna Holiday Rentals

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Our top choices for Anna holiday rentals

1. Cozy and Updated Farmhouse with King Suite

Cozy and Updated Farmhouse with King Suite
Anna
10.0 out of 10, Exceptional, (22 reviews)
"Nice little house that was perfect for our family of five plus our dog. We would stay here again if we found ourselves out this way again."
United States
Kyle
The price is NZ$268
includes taxes & fees
1 Sept - 2 Sept
Cozy and Updated Farmhouse with King Suite

2. Magical Victorian near hiking / wine trail

Magical Victorian near hiking / wine trail
Anna
9.8 out of 10, Exceptional, (17 reviews)
"Lovely time, easy for our dog and for our family, did the tarot card reading that was recommended by host and it did not disappoint!"
United States
Elizabeth W.
The price is NZ$579
includes taxes & fees
20 Aug - 21 Aug
Magical Victorian near hiking / wine trail

3. Rest, Relax and Renew. Our log cabin experience awaits your arrival.

Rest, Relax and Renew. Our log cabin experience awaits your arrival.
Anna
10.0 out of 10, Exceptional, (423 reviews)
"Cabin was cute and cozy!! "
United States
Anonymous traveller
The price is NZ$338
includes taxes & fees
24 Aug - 25 Aug
Rest, Relax and Renew. Our log cabin experience awaits your arrival.

4. 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, (7 reviews)
"Clean, attentive host, shops near by, family friendly "
United States
Molly J.
The price is NZ$496
includes taxes & fees
31 Aug - 1 Sept
Pa’s House is an enjoyable, entirely remodeled, 2-bedroom farmhouse near Anna.

5. Contemporary Glamping with Native American Appeal

Contemporary Glamping with Native American Appeal
Anna
9.8 out of 10, Exceptional, (160 reviews)
"Everything was just as advertised. Perfect stay. "
United States
Jonathan P.
The price is NZ$547
includes taxes & fees
25 Aug - 26 Aug
Contemporary Glamping with Native American Appeal

6. 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, (12 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 NZ$482
includes taxes & fees
20 Aug - 21 Aug
Stunning 2 bedroom in town, close to Shawnee National Forest

7. Farmhouse Loft with pond + pasture views in Creal Springs

Farmhouse Loft with pond + pasture views in Creal Springs
Creal Springs
10.0 out of 10, Exceptional, (4 reviews)
"This farm house was perfect for our stay. We stayed to fish lake of egypt and we were able to park the boat in the driveway and charge the boat battery with an outdoor outlet."
United States
Connor M.
The price is NZ$224
includes taxes & fees
24 Aug - 25 Aug
Farmhouse Loft with pond + pasture views in Creal Springs

8. Charming cottage overlooking Lake Acre

Charming cottage overlooking Lake Acre
Dongola
10.0 out of 10, Exceptional, (105 reviews)
"beautiful property. house was clean and comfortable."
United States
john m.
The price is NZ$427
includes taxes & fees
25 Aug - 26 Aug
Charming cottage overlooking Lake Acre

9. Rendelman Orchard's Farm Stay

Rendelman Orchard's Farm Stay
Alto Pass
9.8 out of 10, Exceptional, (14 reviews)
"The chickens and yard were absolutely amazing- wish we had more time to enjoy and explore the grounds! Our host was very nice and communicative. We loved the two wineries near by. There were some bugs inside when we checked in and throughout the evening but that’s to be expected on the farm. Appreciated the fly swatter and the light traps! Highly recommend this stay."
United States
Kayla F.
The price is NZ$378
includes taxes & fees
25 Aug - 26 Aug
Rendelman Orchard's Farm Stay

10. Cozy 2BR A-Frame Cabin w/ Hot Tub & Views

Cozy 2BR A-Frame Cabin w/ Hot Tub & Views
Makanda
9.8 out of 10, Exceptional, (24 reviews)
"Absolutely beautiful property!"
United States
Miccah D.
The price is NZ$500
includes taxes & fees
1 Sept - 2 Sept
Cozy 2BR A-Frame Cabin w/ Hot Tub & Views

11. 3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!

3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!
Makanda
9.8 out of 10, Exceptional, (72 reviews)
"The cabin was great! A few little extras for a welcome package. Did not skimp on the towels and bedding. Great decor. Loved it!!!"
United States
Ann
The price is NZ$307
includes taxes & fees
25 Aug - 26 Aug
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!

12. Shawnee Wine Trail Farm Stay

Shawnee Wine Trail Farm Stay
Makanda
9.8 out of 10, Exceptional, (19 reviews)
"Excellent experience!"
United States
Evan B.
The price is NZ$213
includes taxes & fees
20 Aug - 21 Aug
Shawnee Wine Trail Farm Stay

13. Secluded treehouse with indoor fireplace

Secluded treehouse with indoor fireplace
Makanda
10.0 out of 10, Exceptional, (26 reviews)
"Lovely and peaceful property. Enjoyed our time there will definitely stay again."
United States
James P.
The price is NZ$323
includes taxes & fees
30 Aug - 31 Aug
Secluded treehouse with indoor fireplace

14. 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, (43 reviews)
"Will definitely book again! Great location, comfortable stay."
United States
Pynktoria !.
The price is NZ$566
includes taxes & fees
7 Sept - 8 Sept
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool

15. Minutes to Giant City - SIU - Shawnee Winetrail - Shawnee Forest - Wi-Fi

Minutes to Giant City - SIU - Shawnee Winetrail - Shawnee Forest - Wi-Fi
Makanda
9.4 out of 10, Exceptional, (50 reviews)
"Great place to stay and host was wonderful! Definitely would stay again in the future."
United States
Teal B.
The price is NZ$307
includes taxes & fees
25 Aug - 26 Aug
Minutes to Giant City - SIU - Shawnee Winetrail - Shawnee Forest - Wi-Fi

16. 4BR Log Cabin · Fireplace, Bar & Game Room

4BR Log Cabin · Fireplace, Bar & Game Room
Makanda
10.0 out of 10, Exceptional, (53 reviews)
"We had a great weekend staying here while in the area attending our son's wedding ! "
United States
Gary C.
The price is NZ$864
includes taxes & fees
20 Aug - 21 Aug
4BR Log Cabin · Fireplace, Bar & Game Room

17. Winetrail Cabin - SIU, Giant City SP, Shawnee Forest, & Cedar Lake minutes away!

Winetrail Cabin - SIU, Giant City SP, Shawnee Forest, & Cedar Lake minutes away!
Makanda
9.6 out of 10, Exceptional, (50 reviews)
"We enjoyed our stay at the well outfitted cabin near the Shawnee Wine Trail. Cabin is conveniently located near Giant City State Park and the lodge restaurant. "
United States
Janine B.
The price is NZ$354
includes taxes & fees
15 Sept - 16 Sept
Winetrail Cabin - SIU, Giant City SP, Shawnee Forest, & Cedar Lake minutes away!

18. Modern 2BR Cabin w/ Hot Tub Near Carbondale

Modern 2BR Cabin w/ Hot Tub Near Carbondale
Carbondale
10.0 out of 10, Exceptional, (37 reviews)
"Amazing location, great cabin design, peaceful setting. "
United States
ryan j.
The price is NZ$494
includes taxes & fees
25 Aug - 26 Aug
Modern 2BR Cabin w/ Hot Tub Near Carbondale

19. Modern Cabin · Hot Tub & Shawnee Forest Access

Modern Cabin · Hot Tub & Shawnee Forest Access
Goreville
10.0 out of 10, Exceptional, (42 reviews)
"The cabin was perfect for a romantic getaway. Location is amazing, very private. Would also be great for a family trip. We will definitely be back. "
United States
Jen G.
The price is NZ$560
includes taxes & fees
24 Aug - 25 Aug
Modern Cabin · Hot Tub & Shawnee Forest Access

20. 4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More

4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
Cape Girardeau
9.6 out of 10, Exceptional, (10 reviews)
"Nice place, great times"
United States
Jace W.
The price is NZ$946
includes taxes & fees
7 Sept - 8 Sept
4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Anna holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Anna. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Anna. Seeing all the best attractions is bound to make you fall in love with Anna. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Anna short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Anna?

Yes, there are holiday rentals close to the most popular sights in Anna, or you can select a more secluded option if you're looking for a relaxing stay. Anna is known for its architecture and university setting. Make sure you have time to check out the parks and monuments during your trip.

What are some of the best holiday rentals that Anna has to offer?

Lakefront, amazing views, boat rentals available : This holiday home rental outside of Anna offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind.

How many holiday rentals are there in Anna?

With 8 Expedia holiday rentals, you're guaranteed to find just the right place for your Anna stay.

What can I see and do in Anna?

Shawnee National Forest and Anna City Park are a couple of lovely local spots to get outside and enjoy nature. Shawnee Community College and King Neptune Memorial are a couple of places you'll find in the wider area.

What are holiday rentals like in Anna?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Anna. Holiday rentals offer extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a small group gathering.