Anna Holiday Homes
500 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
GB £148/Night
For 7 Nights GB £1,035
1001.04 ft²
4 Guests
2 Bedrooms
1 Bathroom
House
- Fireplace/Heating
- Parking
- Internet
GB £90/Night
For 7 Nights GB £627
GB £70/Night
For 7 Nights GB £488
900 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
GB £145/Night
For 7 Nights GB £1,015
2798.62 ft²
8 Guests
4 Bedrooms
3 Bathrooms
House
- Balcony/Terrace
- View
- Pet Friendly
GB £258/Night
For 7 Nights GB £1,805
900 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
GB £145/Night
For 7 Nights GB £1,015
1000 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
GB £140/Night
For 7 Nights GB £978
720 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
GB £148/Night
For 7 Nights GB £1,033
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
GB £193/Night
For 7 Nights GB £1,350
1500 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Pool
- Balcony/Terrace
GB £158/Night
For 7 Nights GB £1,104
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
GB £158/Night
For 7 Nights GB £1,104
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
GB £146/Night
For 7 Nights GB £1,019
Why Choose Rent By Owner for your Anna Holiday Homes?
What makes our Holiday Homes special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Anna
How to Book Your Anna Holiday Homes
What's our booking process?
Our platform allows you to browse a curated selection of holiday homes. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Anna
Common Holiday Homes Amenities
What amenities can you expect?
Our Holiday Homes are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Anna, IL
Union County
Stokes
Union County Hospital
Shawnee Community College
Anna City Park
Frequently Asked Questions About Anna Holiday Rentals
1. What are the top Holiday Homes in Anna?
There are a lot of options in Anna. If you plan on staying in the Anna area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Holiday Homes in Anna:
- Wine Country Farmhouse On the Wine 🍷 Trail! Private Lake kayaks Fire Pit 🔥n
- Eagles Crossing is a Newly Renovated 3-Bed Farmhouse with a Large Deck & Hot Tub
- Charming farmhouse on a beautiful horse ranch-Shawnee Hills Wine Trail
- Paw Paw’s Place
- Spacious 3 bedroom, 2 full baths, hot tub, fireplace, full kitchen, outside deck
- Nanny's Place-Cozy Entire Home Getaway B&B by Shawnee Hills Wine Trail and Parks
- Pa’s House is an enjoyable, entirely remodeled, 2-bedroom farmhouse near Anna.
- Davie School Inn
- Come sleep where Abraham Lincoln slept
- Magical Victorian near hiking/wine trail
2. How many Holiday Homes are available in Anna?
Currently, the total number of properties listed by RBO in 2026 is over 35 in the Anna area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Holiday Homes in Anna.
More Rentals You May Like Near Anna
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
GB £125/Night
For 7 Nights GB £877
800 ft²
200 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
GB £246/Night
For 7 Nights GB £1,722
720 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
GB £149/Night
For 7 Nights GB £1,045
950 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
GB £126/Night
For 7 Nights GB £880
1200 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
GB £145/Night
For 7 Nights GB £1,015
1400 ft²
12 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
GB £167/Night
For 7 Nights GB £1,171
800 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Pet Friendly
- Kitchen
GB £247/Night
For 7 Nights GB £1,728
2000 ft²
9 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
GB £207/Night
For 7 Nights GB £1,449
4300 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
GB £383/Night
For 7 Nights GB £2,684
2500 ft²
12 Guests
4 Bedrooms
3 Bathrooms
Ocean View
Cabin
- Hot Tub
- Fireplace/Heating
- Ocean View
GB £484/Night
For 7 Nights GB £3,385
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
GB £143/Night
For 7 Nights GB £1,003
3200 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
GB £322/Night
For 7 Nights GB £2,254
