Short-Term Rentals in Anna, IL: Compare 10+ Sites & Save

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26 Best Short-Term Rentals in Anna (Starting from $120)

Cozy Anna Home Near Southern Illinois Attractions!
Cozy Anna Home Near Southern Illinois Attractions!
House
Anna, IL, USA
4.4k from Anna center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$120
Average price / night
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Contemporary Glamping with Native American Appeal!
Contemporary Glamping with Native American Appeal!
Cabin
Anna, IL, 62906, United States
3.1k from Anna center

Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

3 Bedrooms6 Guests
10.0

Exceptional

104 reviews

$292
Average price / night
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The Nook and Key
The Nook and Key
House
Anna, IL, USA
5.9k from Anna center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Self-catering

4 Bedrooms8 Guests
8.0

Good

1 reviews

$373
Average price / night
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Cozy and Updated Farmhouse with King Suite
Cozy and Updated Farmhouse with King Suite
House
Anna, IL, 62906, United States
3.3k from Anna center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.8

Exceptional

6 reviews

$168
Average price / night
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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.
House
Anna, IL, 62906, United States
3.4k from Anna center

2 Bedrooms6 Guests
New to Booking
$311
Average price / night
Check Availability
Country, hideaway cabin close to town, 15 minutes from wineries
Country, hideaway cabin close to town, 15 minutes from wineries
House
Anna, IL, 62906, United States
3.4k from Anna center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$213
Average price / night
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Rest, Relax and Renew. Our log cabin experience awaits your arrival.
Rest, Relax and Renew. Our log cabin experience awaits your arrival.
Cabin
Anna, IL, 62906, United States
3.5k from Anna center

AC, Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

1 Bedroom3 Guests
10.0

Exceptional

407 reviews

$198
Average price / night
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Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen
Spacious 2 BR, 1 1/2 baths, hot tub, pool table, outside room, full kitchen
House
Anna, IL, 62906, United States
4.6k from Anna center

AC, Arcade, Barbecue, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area

2 Bedrooms6 Guests
9.8

Exceptional

170 reviews

$167
Average price / night
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Spacious 3 bedroom, 2 full baths, hot tub, fireplace, full kitchen, outside deck
Spacious 3 bedroom, 2 full baths, hot tub, fireplace, full kitchen, outside deck
House
Anna, IL, 62906, United States
4.9k from Anna center

AC, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area, Microwave

3 Bedrooms6 Guests
9.8

Exceptional

36 reviews

$174
Average price / night
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Magical Victorian near hiking / wine trail
Magical Victorian near hiking / wine trail
House
Anna, IL, 62906, United States
5.9k from Anna center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Fireplace, Free Parking, Heater, Internet

3 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$409
Average price / night
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Historic luxury refurbished barn  - Hiking trails & Shawnee Hills Wine Trail
Historic luxury refurbished barn - Hiking trails & Shawnee Hills Wine Trail
House
JONESBORO, IL, 62952, United States
7.0k from Anna center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$431
Average price / night
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Charming 2-bedroom with AC, WiFi in lovely Jonesboro
Charming 2-bedroom with AC, WiFi in lovely Jonesboro
House
Jonesboro, IL, 62952, United States
7.1k from Anna center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$258
Average price / night
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Brand new cabin in the woods with hot tub  1/2 mile from Starview Winery
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
Cabin
Cobden, IL, 62920, United States
7.3k from Anna center

AC, Barbecue, Fireplace, Free Parking, Heater, Hot Tub, Kitchen, Living Area, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

162 reviews

$199
Average price / night
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New cabin in the woods with private hot tub
New cabin in the woods with private hot tub
Cabin
Cobden, IL, 62920, United States
7.4k from Anna center

AC, Barbecue, Heater, Kitchen, Microwave, No Smoking, Patio, TV

2 Bedrooms4 Guests
10.0

Exceptional

141 reviews

$194
Average price / night
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HotTub! FirePit, Private 2.5 acre Pond, 2 Kayaks! GameRoom! Slps12+
HotTub! FirePit, Private 2.5 acre Pond, 2 Kayaks! GameRoom! Slps12+
Cabin
Dongola, IL, 62926, United States
7.8k from Anna center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms12 Guests
10.0

Exceptional

12 reviews

$663
Average price / night
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Nanny's Place-Cozy Entire Home Getaway B&B by Shawnee Hills Wine Trail and Parks
Nanny's Place-Cozy Entire Home Getaway B&B by Shawnee Hills Wine Trail and Parks
House
Jonesboro, IL, 62952, United States
8.1k from Anna center

AC, Barbecue, Breakfast Included, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms10 Guests
New to Booking
$405
Average price / night
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Winery on Property and located directly on the wine trail
Winery on Property and located directly on the wine trail
House
Cobden, IL, 62920, United States
8.2k from Anna center

AC, Arcade, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

5 Bedrooms10 Guests
10.0

Exceptional

33 reviews

$514
Average price / night
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Minutes from WineTrail, Giant City, Shawnee Forest - Daily Deer Viewing - Rural
Minutes from WineTrail, Giant City, Shawnee Forest - Daily Deer Viewing - Rural
House
Cobden, IL, 62920, United States
8.5k from Anna center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms12 Guests
10.0

Exceptional

120 reviews

$224
Average price / night
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Sip & Stay at StarView Vineyards
Sip & Stay at StarView Vineyards
House
Cobden, IL, 62920, United States
8.9k from Anna center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

4 Bedrooms9 Guests
10.0

Exceptional

39 reviews

$277
Average price / night
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Shawnee National Forest Romantic Lake Cabin with Hot Tub, near Wine Trail
Shawnee National Forest Romantic Lake Cabin with Hot Tub, near Wine Trail
Cabin
Buncombe, IL, 62912, United States
9.2k from Anna center

AC, Fireplace, Free Parking, Heater, Hot Tub, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
10.0

Exceptional

14 reviews

$197
Average price / night
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Paw Paw’s Place
Paw Paw’s Place
House
Cobden, IL, 62920, United States
9.5k from Anna center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$213
Average price / night
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Shawnee Wine Trail Cabin on Lake, near Shawnee National Forest with Hot Tub.
Shawnee Wine Trail Cabin on Lake, near Shawnee National Forest with Hot Tub.
Cabin
Buncombe, IL, 62912, United States
9.6k from Anna center

AC, Fireplace, Heater, Hot Tub, Kitchen, Microwave, No Smoking, Outdoor Space, Patio

2 Bedrooms4 Guests
9.8

Exceptional

16 reviews

$200
Average price / night
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Secluded Rental Cabin on Southern Illinois Wine Trail, Private Hot Tub
Secluded Rental Cabin on Southern Illinois Wine Trail, Private Hot Tub
Cabin
Buncombe, IL, 62912, United States
9.7k from Anna center

AC, Barbecue, Fireplace, Free Parking, Hot Tub, Kitchen, Microwave, No Smoking, Patio

2 Bedrooms4 Guests
9.8

Exceptional

384 reviews

$195
Average price / night
Check Availability
Secluded, Log Rental Cabin, Private Hot Tub,on Southern Illinois Wine Trail
Secluded, Log Rental Cabin, Private Hot Tub,on Southern Illinois Wine Trail
Cabin
Buncombe, IL, 62912, United States
9.7k from Anna center

AC, Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Kitchen, Living Area

2 Bedrooms6 Guests
9.6

Exceptional

295 reviews

$194
Average price / night
Check Availability

Other accommodation types in Anna:

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Anna.

Anna Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 26 verified short-term rentals in Anna, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Anna vary depending on location, property size, and travel dates. Rates typically start from around $120 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Anna include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Anna, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Anna often include amenities such as Fireplace/Heating, Kitchen, and Balcony/Terrace, providing a comfortable and convenient stay.

Short-term rentals in Anna are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.