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

Anna Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Anna holiday rentals

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, (28 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$247
includes taxes & fees
27 Oct - 28 Oct
Cozy and Updated Farmhouse with King Suite
A log cabin with a metal roof, two windows, a door, and a porch with two rocking chairs and a small table.

2. 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, (430 reviews)
"Beautiful quaint cabin! Had everything you could need. Would definitely recommend to anyone looking for a nice place to stay."
United States
Brandon
The price is AU$304
includes taxes & fees
27 Oct - 28 Oct
Rest, Relax and Renew. Our log cabin experience awaits your arrival.
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.

3. 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)
"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$380
includes taxes & fees
26 Oct - 27 Oct
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.

4. Magical Victorian near hiking / wine trail

Magical Victorian near hiking / wine trail
Anna
9.8 out of 10, Exceptional, (20 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$483
includes taxes & fees
25 Oct - 26 Oct
Magical Victorian near hiking / wine trail
A wooden cabin with a porch, a door with a wreath, and potted plants.

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 AU$441
includes taxes & fees
25 Oct - 26 Oct
Contemporary Glamping with Native American Appeal
A wooden deck with a railing, potted plants, and a covered area with a sloped roof.

6. Contemporary Glamping with Native American Appeal!

Contemporary Glamping with Native American Appeal!
Anna
10.0 out of 10, Exceptional, (108 reviews)
"This was our second stay in the cabin. The cabin was clean and we enjoyed the hot tub after kayaking in the mornings. We will definitely be booking again."
United States
Jodi P.
Contemporary Glamping with Native American Appeal!
A brick building with a sign reading "1898 Guesthouse".

7. 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$458
includes taxes & fees
10 Nov - 11 Nov
Stunning 2 bedroom in town, close to Shawnee National Forest
A cozy cabin interior with a wooden interior, a dining area with a table and chairs, a kitchen with a refrigerator and microwave, and a window with a view of greenery.

8. Shawnee Wine Trail Farm Stay

Shawnee Wine Trail Farm Stay
Makanda
10.0 out of 10, Exceptional, (23 reviews)
"We enjoyed our stay! It was peaceful and tranquil and everything we needed was provided. The farm animals are a fun bonus and the guard dogs were so friendly"
United States
Abigail J.
The price is AU$194
includes taxes & fees
2 Nov - 3 Nov
Shawnee Wine Trail Farm Stay
A serene outdoor area with a pond, surrounded by trees and a grassy lawn. There are two wooden benches facing the water.

9. Charming cottage overlooking Lake Acre

Charming cottage overlooking Lake Acre
Dongola
10.0 out of 10, Exceptional, (107 reviews)
"The cottage was clean, spacious, had 2 bathrooms (which is uncommon for small cabins). It was very well stocked with kitchen items, and the bath towels were awesome, the bed was very nice. It was peaceful and beautiful. The hostess, Suzie was easy to contact and helpful when we had a question upon checking ìn. I would recommend this place and would stay again if we are in the area!"
United States
Teresa
The price is AU$355
includes taxes & fees
25 Oct - 26 Oct
Charming cottage overlooking Lake Acre
A wooden cabin with a green door, a number '2' sign, a small porch with a wooden railing, and a wall-mounted lantern.

10. 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, (78 reviews)
"Very clean and comfortable stay"
United States
Alison K.
The price is AU$278
includes taxes & fees
26 Oct - 27 Oct
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!
A spacious living area with a kitchen, a dining table, and comfortable seating.

11. Peach Tree Inn, downtown Cobden

Peach Tree Inn, downtown Cobden
Cobden
10.0 out of 10, Exceptional, (3 reviews)
The price is AU$332
includes taxes & fees
26 Oct - 27 Oct
Peach Tree Inn, downtown Cobden
A cabin with a porch, surrounded by trees.

12. Maple Ridge Cabin at Panther's Rest

Maple Ridge Cabin at Panther's Rest
Makanda
9.6 out of 10, Exceptional, (34 reviews)
"Great place to be away from the rush of things. "
United States
Lisa D.
The price is AU$221
includes taxes & fees
26 Oct - 27 Oct
Maple Ridge Cabin at Panther's Rest
A wooden deck with a table and chairs, leading to a building with a window and a wall-mounted light fixture.

13. 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, (56 reviews)
"Great place to stay and host was wonderful! Definitely would stay again in the future."
United States
Teal B.
The price is AU$278
includes taxes & fees
26 Oct - 27 Oct
Minutes to Giant City - SIU - Shawnee Winetrail - Shawnee Forest - Wi-Fi
A rustic cabin with a stone chimney, wooden deck, and a porch.

14. 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
9.8 out of 10, Exceptional, (55 reviews)
"Another wonderful stay at this cabin. Quick responses from host, clean place with all the amenities you’d need. Air conditioning worked great. Great location for hiking or exploring the wine trail. Hidden, yet super easy access to highway."
United States
Carrie D.
The price is AU$335
includes taxes & fees
2 Nov - 3 Nov
Winetrail Cabin - SIU, Giant City SP, Shawnee Forest, & Cedar Lake minutes away!
A cabin with a wooden deck and a 'WELCOME' sign, surrounded by trees.

15. Secluded treehouse with indoor fireplace

Secluded treehouse with indoor fireplace
Makanda
10.0 out of 10, Exceptional, (30 reviews)
"Very nice place. We enjoyed it."
United States
Gregory M.
The price is AU$279
includes taxes & fees
2 Nov - 3 Nov
Secluded treehouse with indoor fireplace
A wooden deck with two white Adirondack chairs and a small round table.

16. 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$374
includes taxes & fees
1 Nov - 2 Nov
Walk to Weddings-Wineries-Trails, Family Friendly Home in Downtown Alto Pass
A red barn-style building with a sign reading "Farm Market" and a stage with chairs and a table.

17. 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 AU$403
includes taxes & fees
22 Nov - 23 Nov
Farm Fresh Eggs, Golf Cart, Telescope
A cozy cabin interior with a stone fireplace, wooden walls, and various framed pictures.

18. Pine Cabin #3 on 30 Acres! 1 mi. from Carbondale, IL & SIUC Campus

Pine Cabin #3 on 30 Acres! 1 mi. from Carbondale, IL & SIUC Campus
Carbondale
9.2 out of 10, Wonderful, (155 reviews)
"Great place to get away while still being close enough to town"
United States
Travis S.
The price is AU$218
includes taxes & fees
27 Oct - 28 Oct
Pine Cabin #3 on 30 Acres! 1 mi. from Carbondale, IL & SIUC Campus
A covered porch with a wooden railing, a table with chairs, and a sofa.

19. 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 AU$253
includes taxes & fees
26 Oct - 27 Oct
Beautiful location in the secluded woods
Living room and kitchen upon entry

20. Fantastic 1-bedroom Cabin in peaceful Makanda, Pet-Friendly!

Fantastic 1-bedroom Cabin in peaceful Makanda, Pet-Friendly!
Makanda
10.0 out of 10, Exceptional, (31 reviews)
"Amazing place"
United States
Bryan B.
The price is AU$229
includes taxes & fees
1 Nov - 2 Nov
Fantastic 1-bedroom Cabin in peaceful Makanda, 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

Pear Tree Inn Cape Girardeau West

Pear Tree Inn Cape Girardeau West

10/10 Excellent
"I did not realize this was a Drury property until we got there, but I love Drury. Clean rooms, and very nice amenities. The staff was so friendly. We enjoyed our stay very much!"
Christina 1-night trip
Posted 1 hour ago
Pear Tree Inn Cape Girardeau West

Find out more about Anna

Everything you need to know about Anna holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Anna holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Anna holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Anna holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Anna. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Anna holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Anna holiday rentals we have selected for you start as low as AU$247 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Anna rentals

At Expedia, we put the best Anna holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Anna rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Anna holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Anna. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Cozy and Updated Farmhouse with King Suite: This highly rated holiday home rental in Anna is located in a rural location, and offers a patio, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Anna?

With 7 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.