Anna Holiday Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Holiday Rentals in Anna

New cabin in the woods with private hot tub

10.0 out of 10, Exceptional, (104)
"Perfect property for a couples getaway. The kitchen had everything we needed. The beds were soft and clean. Very centrally located to get to the different wineries. Loved the hot tub!! I would stay here again."
New cabin in the woods with private hot tub

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

10.0 out of 10, Exceptional, (371)
"Was a wonderful little log cabin, which is just what we wanted. Was quiet, peaceful and just far enough away from everything. Thank you! "
The price is AU$309
includes taxes & fees
20 Feb - 21 Feb
Rest, Relax and Renew. Our log cabin experience awaits your arrival.

Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery

10.0 out of 10, Exceptional, (114)
"This was our second time staying here & I cannot recommend it enough! The cabin is very well kept & clean. We will definitely be back again! "
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery

Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen

9.8 out of 10, Exceptional, (139)
"Twin Maples was the perfect getaway for our family. The kitchen was spacious and well-equipped. Our family enjoyed the pool table and lovely patio. Our hosts were very responsive and we enjoyed our stay!"
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen

AdamsRock Cabins on the Shawnee Hills Wine Trail with Outdoor Hot Tub All Year!

9.8 out of 10, Exceptional, (145)
"Relaxing.."
The price is AU$546
includes taxes & fees
17 Feb - 18 Feb
AdamsRock Cabins on the Shawnee Hills Wine Trail with Outdoor Hot Tub All Year!

Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.

9.8 out of 10, Exceptional, (45)
"It was a great stay! As advertised. Comfortable and homey. "
Stones Throw from Giant City Park, Wineries, Hiking, Biking, Hunting and more.

Notting Hill Cottage

9.6 out of 10, Exceptional, (301)
"Great repeat stay for us at this property. Secluded, quiet location with a number of close outdoor activities and wineries. Communication with owners is easy and helpful. We'll stay here again for sure. "
Notting Hill Cottage

Large Lake front, split level home. Sleeps 18, fully remodeled & coffee bar.

8.8 out of 10, Excellent, (13)
"Huge , clean property "
Large Lake front, split level home. Sleeps 18, fully remodeled & coffee bar.

Secluded Rental Cabin on Southern Illinois Wine Trail, Private Hot Tub

9.8 out of 10, Exceptional, (351)
"Great stay!"
Secluded Rental Cabin on Southern Illinois Wine Trail, Private Hot Tub

Cabin in Southern Illinois - Hot Tub - Romantic Getaway -Shawnee National Forest

10.0 out of 10, Exceptional, (247)
"My wife and I chose Doc’s Lakeside Cabin for a weekend away. We arrived at the Cabin during heavy snowfall, and found the property owners quick to plough, salt and maintain the property so that we could come and go freely. The place far exceeded expectations, and is a truly beautiful, serene and tranquil place that is perfect for relaxation. It was so pretty with all of the snow, and made for perfect hot tub weather. The surrounding area has everything needed for a perfect adult getaway, with...
Cabin in Southern Illinois - Hot Tub - Romantic Getaway -Shawnee National Forest

Shawnee Tiny Cabin near Ferne Clyffe with Hot Tub

10.0 out of 10, Exceptional, (31)
"Our family of four (myself, husband, 5yo son, 7o son) had a fantastic stay at this tiny, cozy cabin! It was exactly as pictured—charming, well-maintained, and stocked with everything we needed for a comfortable stay. The cabin was spotless, well-kept, and perfectly nestled in the woods, providing the peaceful retreat we were looking for.Communication with the owners was also excellent—they were responsive, helpful, and made the whole process seamless. The location was ideal, with great hiking...
The price is AU$357
includes taxes & fees
17 Feb - 18 Feb
Shawnee Tiny Cabin near Ferne Clyffe with Hot Tub

* On the Wine Trail * Hot Tub * Wi-Fi *

9.8 out of 10, Exceptional, (217)
"Had the best stay and enjoyed everything! We had everything in the kitchen that we needed and the hot tub was perfect "
* On the Wine Trail * Hot Tub * Wi-Fi *

WIFI FLEXCATION & RELAXATION! Cozy fireplace, reading, movies, fire pit & more!

10.0 out of 10, Exceptional, (302)
"The view, the layout, the lake, all perfect. "
WIFI FLEXCATION & RELAXATION! Cozy fireplace, reading, movies, fire pit & more!

Brick Estate with pool in Quiet Carbondale Neighborhood

9.4 out of 10, Exceptional, (84)
"We enjoyed our stay here very much. The home is large yet cozy and located in a lovely quiet neighborhood. Perfect for visiting local family and friends!"
Brick Estate with pool in Quiet Carbondale Neighborhood

Ultra Modern Private Cabin w/HOT TUB | Sleeps 6

10.0 out of 10, Exceptional, (15)
"Gorgeous well appointed home. Everything is top notch. Excellent kitchen and furnishings. The outside is beautiful Fire pit and sitting area lovely. Comfortable beds. Will stay again soon!!"
The price is AU$542
includes taxes & fees
17 Feb - 18 Feb
Ultra Modern Private Cabin w/HOT TUB | Sleeps 6

* Best Location on the Wine Trail! * Hiking Trail 1 min away * Wi-Fi *

10.0 out of 10, Exceptional, (86)
"Centrally located to all the wineries. "
* Best Location on the Wine Trail! * Hiking Trail 1 min away * Wi-Fi *

ALL SEASONS Retreat! Memories*Family*Friends*Fire Pit*Fish*Deep Water*Kayaks

10.0 out of 10, Exceptional, (192)
"Great location, great place and great hosts."
ALL SEASONS Retreat! Memories*Family*Friends*Fire Pit*Fish*Deep Water*Kayaks

Hot Tub - Minutes from Winetrail, SIU, Giant City, Cedar Lake, Shawnee Forest!

10.0 out of 10, Exceptional, (27)
"Cozy place perfect for a getaway weekend "
Hot Tub - Minutes from Winetrail, SIU, Giant City, Cedar Lake, Shawnee Forest!

Wine Trail, Cozy Cabin plus hot tub

10.0 out of 10, Exceptional, (85)
"The home was exactly as described. We really enjoyed the hot tub and the bed was comfortable. The property was very clean. Thank you for everything. We will rent the property again. "
Wine Trail, Cozy Cabin plus hot tub

Secluded, Log Rental Cabin, Private Hot Tub,on Southern Illinois Wine Trail

9.8 out of 10, Exceptional, (275)
"Very nice cabin! Everything we needed! This is our 2nd stay and we will definitely be back! "
Secluded, Log Rental Cabin, Private Hot Tub,on Southern Illinois Wine Trail
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.
Don't see what you're looking for?
See all available properties in Anna
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Anna you may be interested in

New cabin in the woods with private hot tub

10.0 out of 10, Exceptional, (104)
"Perfect property for a couples getaway. The kitchen had everything we needed. The beds were soft and clean. Very centrally located to get to the different wineries. Loved the hot tub!! I would stay here again."
New cabin in the woods with private hot tub

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

10.0 out of 10, Exceptional, (371)
"Was a wonderful little log cabin, which is just what we wanted. Was quiet, peaceful and just far enough away from everything. Thank you! "
The price is AU$309
includes taxes & fees
20 Feb - 21 Feb
Rest, Relax and Renew. Our log cabin experience awaits your arrival.

Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery

10.0 out of 10, Exceptional, (114)
"This was our second time staying here & I cannot recommend it enough! The cabin is very well kept & clean. We will definitely be back again! "
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
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.

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?

Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen: This highly rated holiday home rental in Anna is located in the city centre, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Anna?

With 4 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.