Vacation rentals in Jacksonville

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Top-rated vacation rentals in Jacksonville

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The spacious front porch features wooden flooring and a covered area supported by logs. Outdoor seating is arranged beside a planter with greenery, offering views of the open fields and distant tree line. Handrails are visible along the steps leading down to the lawn.
Cabin in Winchester
4.96 out of 5 average rating, 188 reviews

Container Home GREAT Countryside Views COZY Stay

Singing Hills Cabin is the ultimate getaway for fresh air and an unbeatable view of the countryside. Enjoy morning coffee as the sun rises from the large front porch. This newly renovated container home is perfect for small families looking for an outdoor escape or for couples seeking a romantic getaway. It is located on a 40 acre hobby farm, so do not be surprised if you see cows and other wildlife during your stay! The best deer hunting, river access, and restaurants are located minutes away.

Top guest favorite
The exterior of a charming historic home is displayed, featuring a welcoming porch, a gravel driveway, and well-maintained landscaping. Large trees provide shade, and an American flag is gently waving. A spacious garage is located adjacent to the house.
Farm stay in Springfield
5 out of 5 average rating, 104 reviews

More Than a Place to Stay, It’s An Experience!

Welcome to your one-of-a-kind, historic experience located in the countryside just 1 mile east of Springfield city limits. You will experience our finely furnished family home with modern technology & conveniences, originally the one-room North Round Prairie country school from 1875 to 1945. Deluxe features include nature trails, wildflowers, sitting areas, full garage access, and a working cattle farm provide a one-of-a-kind, quality experience. A 3rd bedroom suite upstairs was added in '22!

Top guest favorite
An inviting interior features a rustic design with wooden accents and a cozy double bed covered in a patterned blanket. A wooden staircase leads to additional sleeping space. A flat-screen TV is mounted on the wall, and details of nature-themed decor can be seen throughout.
Tiny home in Springfield
4.98 out of 5 average rating, 622 reviews

Tiny Home Cabin - No Cleaning Fee

You won’t forget the peaceful surroundings of this rustic destination. It maybe small at 375 sf, but it has all the features of most hotels with one queen bed and a full bed in the loft. Located near downtown Springfield, IL and many Abraham Lincoln attractions. Deer often walk around the property which is on a quiet dead-end residential street. The kitchen has most everything you need to cook meals. Plenty of towels, soap, shampoo, and extra pillows. Watch Netflix, Hulu, and Disney also.

Guest favorite
A charming yard area features a mix of greenery and shaded spots. Red adirondack chairs are arranged around a stone pathway, with a screened-in porch visible nearby. A charcoal grill is positioned near the main entrance of the red-bricked guest house, providing outdoor cooking options.
Guest suite in Pittsfield
4.82 out of 5 average rating, 139 reviews

Florence Guest House--Loft Unit

ONE DAY ADVANCE BOOKING NOTICE! Upper Loft Unit is the top floor of the guest house. With it's own entrance & deck area, No Interaction (if desired) from the lower unit is possible. Loft Supplies: Living room/kitchen area, private bathroom, large bedroom with 2 twins/1 full bed. Deck with an amazing view of the area. Guests DO HAVE FULL USE of the large yard. Guest House Has: Parking area, two Illinois river lots, electric grill, screened in porch. ALL linens, towels, Bed sheets!!

Top guest favorite
A two-story, red house is framed by lush greenery, with a front porch that features a rounded window and wooden railing. A curved brick pathway leads to the entrance, with various plants and trees surrounding the property, creating a natural setting.
Home in Springfield
4.94 out of 5 average rating, 291 reviews

Spacious Two Bedroom Apartment Near the Capitol.

The apartment is centrally located and allows easy access to everything Springfield has to offer. Two large bedrooms with queen beds and a large living room. The kitchen is fully stocked with all the essentials. We can easily accommodate six guests with a queen-sized air mattress. We also have a pack-n-play available for little guests. Wi-Fi, smart TV, off-street parking and a front porch with Edison lights & a porch swing. We are confident you will enjoy your stay. * NO PARTIES ALLOWED *

Top guest favorite
The building features a classic architectural style with large bay windows and ornate detailing. The ground floor includes glass storefronts, while the upper level showcases decorative molding and an inviting façade in a warm maroon color.
Loft in Virginia
4.95 out of 5 average rating, 203 reviews

Two Doors Down Loft, Virginia-Lincoln territory!

Located in VIRGINIA, IL-Our fantastic, urban vibed loft sits on the town square across from the town's historical courthouse. We are 30 minutes from Springfield, 15 minutes from Jacksonville and in the middle of Abe Lincoln territory and historical markers. The loft is also surrounded by lovely wineries and wildlife parks. Be sure to thoroughly read our listing to ensure that we'll meet all of your needs in exploring our unique area. Two Doors Down is a hidden gem listed at a super price!

Top guest favorite
The main living area features exposed red brick walls and large windows that allow natural light. A television is positioned on a stand across from a pair of sofas. A vintage bicycle decoratively hangs on the wall, and a telescope stands nearby, enhancing the space.
Loft in Petersburgh
4.96 out of 5 average rating, 119 reviews

The Flat

A historic mid-1800’s building on the Petersburg Square! Guests will enjoy the entire apartment-loft which includes private Queen bedroom and private bath. The main living area features a full kitchen, dishwasher, 1/2 bath and washer & dryer. Accommodates up to six guests (airbeds, sofa bed pull out). Smoking of any kind (including cigarettes, cigars, vaping, or marijuana) is not permitted inside the space. Failure to follow this policy may result in additional cleaning fees.

Top guest favorite
Cabin in Jacksonville
4.97 out of 5 average rating, 397 reviews

Bunkhouse Seventy-Four

Once used by seasonal farm labor in the 1930s, Bunkhouse Seventy-Four is a fully restored historic bunkhouse with all the modern amenities for a comfortable getaway. Perfect for couples, it features a full kitchen, bath, queen bed, a spacious porch, beautiful antique stained glass windows, a private outdoor soaking tub (Apr-Nov) on a 7 acre hobby farm. Also check out our listing, Audrey’s Abode, which is next door. Pets are welcome but we charge a $25 pet cleaning fee.

Guest favorite
Apartment in Springfield
4.89 out of 5 average rating, 102 reviews

Springfield Haven - Charming

Your family will be close to everything when you stay at this centrally located place. This cozy 2-bedroom, 1-bath apartment in Springfield, Illinois, offers hardwood floors, a fully equipped kitchen, and a comfortable living space with a smart TV. It's pet-friendly and near downtown amenities and public transit, perfect for a comfortable, convenient lifestyle. The apartment was fully renovated with new kitchen, bathroom, floors, windows, paint, and everything else.

Top guest favorite
Home in Beardstown
4.98 out of 5 average rating, 309 reviews

My Little Bungalow on Monroe Street.

My Little Bungalow on Monroe is a family friendly, stylish bungalow that is a welcoming space in a peaceful Beardstown neighborhood. Only two blocks from the city square, the Bungalow on Monroe is within easy walking distance of several local eateries, and festival events held in the city square. This two bedroom home is has one queen bed, three twin beds and a daybed. A washer and dryer, as well as a second shower are available in the basement.

Guest favorite
Loft in Winchester
4.94 out of 5 average rating, 166 reviews

The Bike Flat

Visit historic Winchester and explore what our quaint community has to offer! This stylish place to stay is perfect for a quiet getaway and can accommodate groups thanks to its ample space. You can bring the family or plan a getaway with friends. The flat is located above a newly opened bicycle and coffee shop that also offers craft beers and wine. We hope you will consider choosing our rural accommodations for a trendy and relaxing experience!

Top guest favorite
A functional kitchen space is shown, featuring white cabinetry and a small island on wheels. A dining area with bar stools is positioned under pendant lighting. Smooth wooden flooring enhances the room's brightness, while stainless steel appliances are visible in the background.
Home in Petersburgh
4.97 out of 5 average rating, 220 reviews

The Petersburg Place nestled near downtown

Please enjoy your stay at The Petersburg Place, a cozy 2-bedroom, 1 bathroom home nestled on a neighborhood hillside near downtown Petersburg, Illinois! The house has only three steps required to enter the single-level home, keyless entry, plenty of room to park several vehicles or a boat, a fenced backyard with a deck, full kitchen with cooking essentials, a 55" TV (Amazon Firestick), and Wi-Fi.

Popular amenities for Jacksonville vacation rentals

When is the best time to visit Jacksonville?

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Frequently Asked Questions

  • How much does it cost to stay in hotel rentals in Jacksonville?

    Experience the best of Jacksonville with our hotel rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Jacksonville?

    Four-legged friends are welcome in Jacksonville. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Jacksonville?

    Yes! Work meets play with ease at over 10 vacation rentals in Jacksonville featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do hotel rentals in Jacksonville have air conditioning?

    Absolutely! We offer over 10 hotel rentals with air conditioning in Jacksonville. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Jacksonville have wifi?

    Absolutely! We offer over 10 hotel rentals with wifi in Jacksonville. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Jacksonville have free parking?

    Absolutely! We offer over 10 hotel rentals with free parking in Jacksonville. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Jacksonville

  • Total vacation rentals

    Explore 10 vacation rentals in Jacksonville

  • Nightly prices starting at

    Jacksonville vacation rentals start at € 51 per night before taxes and fees

  • Verified guest reviews

    Over 550 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Jacksonville vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Jacksonville rentals

  • 4.9 Average rating

    Jacksonville stays are highly rated by guests—averaging 4.9 out of 5!

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