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

Anna Vacation Rentals

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Our top choices for Anna vacation rentals

1. 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, (431 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 CA $165
CA $296 total
includes taxes & fees
Nov 10 - Nov 11
Rest, Relax and Renew. Our log cabin experience awaits your arrival.

2. 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 CA $139
CA $225 total
includes taxes & fees
Nov 16 - Nov 17
Cozy and Updated Farmhouse with King Suite

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, (16 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 $366 total
includes taxes & fees
Nov 16 - Nov 17
Pa’s House is an enjoyable, entirely remodeled, 2-bedroom farmhouse near Anna.

4. 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 $251
CA $471 total
includes taxes & fees
Nov 9 - Nov 10
Magical Victorian near hiking / wine trail

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 CA $259
CA $452 total
includes taxes & fees
Nov 16 - Nov 17
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, (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 CA $194
CA $387 total
includes taxes & fees
Nov 10 - Nov 11
Stunning 2 bedroom in town, close to Shawnee National Forest

7. 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 $263
CA $315 total
includes taxes & fees
Nov 15 - Nov 16
Peach Tree Inn, downtown Cobden

8. 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 CA $212
CA $367 total
includes taxes & fees
Dec 1 - Dec 2
Charming cottage overlooking Lake Acre

9. 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, (80 reviews)
"Very clean and comfortable stay"
United States
Alison K.
The price is CA $146
CA $259 total
includes taxes & fees
Nov 9 - Nov 10
3 Minutes to Giant City - 6 Minutes to SIU - 4 Minutes to Shawnee Winetrail!

10. Shawnee Wine Trail Farm Stay

Shawnee Wine Trail Farm Stay
Makanda
10.0 out of 10, Exceptional, (25 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 CA $75
CA $173 total
includes taxes & fees
Dec 7 - Dec 8
Shawnee Wine Trail Farm Stay

11. Crossview Cottage - Direct view of Bald Knob Cross

Crossview Cottage - Direct view of Bald Knob Cross
Alto Pass
10.0 out of 10, Exceptional, (7 reviews)
"Host was timely with communications, the place was perfect for us and our dog, all the amenities were on site, it was easy to access and come and go from Alto Pass."
United States
Shea
The price is CA $162
CA $198 total
includes taxes & fees
Nov 9 - Nov 10
Crossview Cottage - Direct view of Bald Knob Cross

12. 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 CA $146
CA $261 total
includes taxes & fees
Nov 16 - Nov 17
Minutes to Giant City - SIU - Shawnee Winetrail - Shawnee Forest - Wi-Fi

13. 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, (58 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 CA $170
CA $314 total
includes taxes & fees
Nov 16 - Nov 17
Winetrail Cabin - SIU, Giant City SP, Shawnee Forest, & Cedar Lake minutes away!

14. Maple Ridge Cabin at Panther's Rest

Maple Ridge Cabin at Panther's Rest
Makanda
9.6 out of 10, Exceptional, (35 reviews)
"We loved our stay and will definitely be back! "
United States
Ashley M.
The price is CA $102
CA $201 total
includes taxes & fees
Nov 16 - Nov 17
Maple Ridge Cabin at Panther's Rest

15. 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 $170
CA $264 total
includes taxes & fees
Nov 18 - Nov 19
Secluded treehouse with indoor fireplace

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 CA $247
CA $354 total
includes taxes & fees
Nov 9 - Nov 10
Walk to Weddings-Wineries-Trails, Family Friendly Home in Downtown Alto Pass

17. 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 $302
CA $352 total
includes taxes & fees
Nov 29 - Nov 30
Farm Fresh Eggs, Golf Cart, Telescope

18. Pet Friendly! Couples Retreat in Southern Illinois

Pet Friendly! Couples Retreat in Southern Illinois
3.0 star property
Murphysboro
The price is CA $170
CA $332 total
includes taxes & fees
Nov 15 - Nov 16
Pet Friendly! Couples Retreat in Southern Illinois

19. Screened Porch + Fire pit + Bald Knob Cross

Screened Porch + Fire pit + Bald Knob Cross
Alto Pass
10.0 out of 10, Exceptional, (3 reviews)
"This is a beautiful property! It's a little off the beaten path so it's nice and quiet. I really enjoyed my stay!"
United States
Suzanne A.
The price is CA $346
CA $414 total
includes taxes & fees
Nov 29 - Nov 30
Screened Porch + Fire pit + Bald Knob Cross

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

Fantastic 1-bedroom Cabin in peaceful Makanda, Pet-Friendly!
Makanda
9.8 out of 10, Exceptional, (34 reviews)
"Great host, amenities, and location!"
United States
Kevin W.
The price is CA $165
CA $193 total
includes taxes & fees
Nov 15 - Nov 16
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

Find out more about Anna

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Anna?

Yes, we give you a choice of vacation rentals close to top local attractions in Anna, or you can choose a secluded option if you'd like a relaxing place to 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 vacation rentals in Anna?

Cozy and Updated Farmhouse with King Suite: Visitors like this Anna vacation home rental. It 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 vacation rentals are there in Anna?

With 7 Expedia vacation rentals, you're sure 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 larger area.

What are vacation rentals like in Anna?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Anna. Vacation rentals offer extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for family gatherings.