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Cottages, Villas, Apartments in Anna
Holiday Rentals
USA
Illinois (IL)
Cottages, Villas, Apartments in Anna
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Air Conditioning (43)
Internet or Wifi (36)
Other outdoor space (35)
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Kid friendly (39)
Pet friendly (11)
Smoking allowed (1)
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Holiday Rental House (39)
Condominium/Apartment (4)
Cabin Holiday Rental (0)
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Waterfront (3)
Boat Available (2)
Private Chef (0)
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Distance from
5 mi
Annabelle Market
Quick's Skating Rink
Union County Country Club
Feelin Groovy
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43 rentals
in Anna.
Rest, Relax and Renew or See Southern Illinois Like Never Before!
75
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
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AdamsRock Cabins on the Shawnee Hills Wine Trail with Outdoor Hot Tub All Year!
128
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen
4
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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Our 2nd Luxury Cabin shares Native American Charm & Contemporary Comfort
25
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Come sleep where Abraham Lincoln slept
2
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Spacious 3 bedroom, 2 full baths, hot tub, fireplace, full kitchen, outside deck
9
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Country, hideaway cabin close to town, 15 minutes from wineries
6
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Cozy Anna Home Near Southern Illinois Attractions!
1
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 4
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The following properties within 20 miles of Anna match all your filters:
New cabin in the woods with private hot tub
59
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
54
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Secluded Rental Cabin on Southern Illinois Wine Trail, Private Hot Tub
2,636
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Wine Trail, Cozy Cabin plus hot tub
42
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 5
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Secluded, Log Rental Cabin, Private Hot Tub,on Southern Illinois Wine Trail
47
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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* Best Location on the Wine Trail! * Hiking Trail 1 min away * Wi-Fi *
18
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 8
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Cabin in Southern Illinois - Hot Tub - Romantic Getaway -Shawnee National Forest
223
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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* On the Wine Trail * Hot Tub * Wi-Fi *
21
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 8
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On the Wine Trail - Minutes to Giant City, Shawnee Forest, SIU - Amazing Shower
155
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
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Jetted Tubs - 4th Night Free* - Wi-Fi - Wonderful Views
158
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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4th night Free* - Wonderful Views - Daily Deer Viewing - Quiet and Private
17
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 12
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Wine Country Farmhouse On the Wine � Trail! Private Lake kayaks Fire Pit �
27
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 18
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2 Bedroom Cottage on Wine Trail
26
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 5
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Victorian home brought back to life on the Shawnee Hills wine trail.
11
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 10
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Outdoorsman Paradise
8
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Winery on Property and located directly on the wine trail
14
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 10
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Charming cottage overlooking Lake Acre
20
Holiday Rental House
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1 bedroom
2 bathrooms
Sleeps 6
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Havisham Bourbon Bar - Suite 18 - private, spacious, wine trail apartment
10
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Wine/Bourbon Trail Carriage House, Cozy, Clean, Hiking, Shawnee Nat'l Forest,
43
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Pole barn house
6
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Havisham House Suite 88 - 3 bedroom, 2 bath, wine trail, bourbon bar -Alto Pass
9
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Historic Home, Modern & Charming Decor, Wine Trail, Private Rental
10
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Wi-Fi - 4th Night Free - On Shawnee Hills Wine Trail - Near Giant City St. Park
81
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 14
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Exquisite views of Shawnee National Forest seen from a private, covered hot tub.
21
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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* New Hot Tub * Best Location on the Wine Trail! *
5
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 16
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Beautiful newly renovated farm house overlooking 5 acre lake. ****New Rates ***
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 11
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StarView Vineyards Winery Retreat
17
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Wi-Fi - Jetted Tubs - On the Wine Trail - 2 Houses, 1 Property
25
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 20
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Nanny's Place -In Heart of Wine Trail/Hiking. Winter Special Rate Dec 1 -mid
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
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Charming Wine Country Suite A in Cobden - Wine, Hike, Bike & More!
Holiday Rental House
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1 bedroom
2 bathrooms
Sleeps 4
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Wine Country Suite B - Hike, Bike, Canoe & Wine
Condo/Apartment
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1 bedroom
2 bathrooms
Sleeps 4
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Serene Private Retreat Close to Shawnee National Forest
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 6
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HotTub! FirePit, Private 2.5 acre Pond, 2 Kayaks! GameRoom! Slps12+
5
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 10
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NEW property! Lakeside covered hot tub, A-frame 3 King Beds, Shawnee Forest
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful home on the wine trail. Pool, cooks kitchen, incredible master suite
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 12
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1
Showing results 1-43 of 43
Frequently Asked Questions about Anna
Do any holiday rentals in Anna have a pool?
Yes, here are some popular holiday rentals in Anna that have a pool:
Rest, Relax and Renew or See Southern Illinois Like Never Before!
AdamsRock Cabins on the Shawnee Hills Wine Trail with Outdoor Hot Tub All Year!
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen
See all holiday rentals with a pool in Anna on Tripadvisor
Do any holiday rentals in Anna have internet access?
Yes, here are some popular holiday rentals in Anna that have internet access:
Rest, Relax and Renew or See Southern Illinois Like Never Before!
AdamsRock Cabins on the Shawnee Hills Wine Trail with Outdoor Hot Tub All Year!
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen
See all holiday rentals in Anna on Tripadvisor
What are the best pet friendly rentals in Anna?
The best pet friendly rentals in Anna are:
AdamsRock Cabins on the Shawnee Hills Wine Trail with Outdoor Hot Tub All Year!
Our 2nd Luxury Cabin shares Native American Charm & Contemporary Comfort
Rest, Relax and Renew or See Southern Illinois Like Never Before!
See all pet friendly holiday rentals in Anna on Tripadvisor
What are some great rentals in Anna that are kid friendly?
Some of the most popular kid friendly rentals in Anna are:
Rest, Relax and Renew or See Southern Illinois Like Never Before!
AdamsRock Cabins on the Shawnee Hills Wine Trail with Outdoor Hot Tub All Year!
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen
See all kid friendly holiday rentals in Anna on Tripadvisor
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