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Pleasant Plains Vacation Rentals

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    Check prices for these dates, December 14 – 15, 2026

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    Our top choices for Pleasant Plains vacation rentals

    1. Hay Rake Country Acres-Peaceful Getaway - 4BR, 2BA - Sleeps 8

    A concrete pathway with a sunburst light pattern, leading to a building with a window.

    2. Modern Bungalow Home with Mid-Century Flair

    A kitchen with wooden cabinets, a dining area with a table and chairs, and a television in the background.

    3. Newly Renovated Unit in Central Spfld! #301

    Private kitchen

    4. 2-bedroom house in Springfield

    A room with a bed, a TV, a desk, and a chair.

    5. Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee

    A two-story building with a balcony on the upper floor, a front door, and a sign that reads "Peace on the Prairie Klein Prairie".

    6. Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

    A dining area with a wooden table and chairs, a patterned rug, and a kitchen in the background.

    7. Peace on the Prairie — Quiet Nature Retreat on 23 Acres

    A coffee and tea station with a coffee maker, mugs, and a tea kettle.

    8. Renovated 2BR Near Downtown · Pets OK · Parking · In-Unit Laundry

    A modern kitchen with dark cabinetry, a refrigerator, a sink, and a window with blinds.

    9. Top-Rated Premier Modern Getaway

    A modern kitchen with a large island, pendant lights, and a black and white color scheme.

    10. Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort

    A two-story Victorian-style house with a wrap-around porch, a prominent tower with a conical roof, and a well-maintained front yard with flowering plants.

    11. Spacious Carriage House | Private Entrance | Historic & Stylish

    A large, historic brick building with a turret and multiple windows, surrounded by a well-maintained lawn and a metal fence.

    12. Peaceful Spaulding Orchard Home

    A modern kitchen with a central island, stainless steel appliances, and a chandelier.

    13. Newly Renovated Unit in Central Spfld! #202

    Private kitchen

    14. Newly Renovated Unit in Central Spfld! #302

    Private kitchen

    15. Newly Renovated Unit in Central Spfld! #304

    Private kitchen

    16. Newly Renovated Unit in Central Spfld! #303

    Private kitchen

    17. Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm

    A large, historic brick building with a prominent tower and arched windows, surrounded by well-maintained lawns and trees.

    18. Newly Renovated Unit in Central Spfld! #201

    Private kitchen

    19. Newly Renovated Unit in Central Spfld! #104

    A living room with two sofas, a coffee table, a TV, and a painting on the wall.

    20. Newly Renovated Unit in Central Spfld! #203

    A living room with a gray sofa, round coffee table, and two armchairs. There is a round mirror on the wall and a window with blinds.

    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.

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    Cabins

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    Cottages

    Condos

    Top Pleasant Plains Hotel Reviews

    Drury Inn & Suites Springfield IL

    An indoor swimming pool area with a hot tub, seating, and a view of the outside.

    Hampton Inn & Suites Springfield-Southwest

    A spacious dining area with multiple tables and chairs, a central chandelier, and framed pictures on the walls.

    Sleep Inn Springfield West

    A spacious lobby with a wooden floor, a staircase with a railing, and a seating area with blue chairs and a small table.

    Sleep Inn & Suites South Jacksonville

    A building entrance with a stone facade, a glass door, and two potted plants with flowers.

    Northfield Inn, Suites & Conference Center

    A buffet setup with various food items and serving utensils.

    Riverbank Lodge

    A spacious, high-ceilinged lobby with wooden walls and a mezzanine level.

    Inn at 835 Boutique Hotel

    A wooden staircase with a chandelier, a framed picture on the wall, and a rug in the hallway.

    La Quinta Inn & Suites by Wyndham Springfield IL

    A modern hotel entrance with a covered waiting area, an American flag, and a number '121' sign.

    Best Western Jacksonville Inn

    An indoor swimming pool with a wooden ceiling, brick walls, and a view of the outside.

    Hampton Inn Jacksonville

    A hotel lobby with seating areas, a television, and a reception desk.

    Comfort Inn & Suites Springfield I-55

    Lobby

    Microtel Inn & Suites by Wyndham Springfield

    A spacious lobby with a checkered floor, a large white vase with flowers, and modern orange chairs.

    Courtyard by Marriott Springfield

    A modern lobby with a sectional sofa, round tables, and a bookshelf.

    Super 8 by Wyndham Jacksonville

    A hotel room with two beds, a nightstand with a lamp, a phone, and a digital clock.

    Quality Inn Jacksonville near I-72

    A hotel lobby with a reception desk, seating area, and large windows.

    Find out more about Pleasant Plains

    Everything you need to know about Pleasant Plains vacation rentals

    Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasant Plains vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

    There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pleasant Plains vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

    Pleasant Plains vacation rentals: An excellent choice for every season

    Whenever you want to travel, a warm welcome awaits you in Pleasant Plains. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pleasant Plains in high season.

    Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $93 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

    How to find incredible deals on Pleasant Plains rentals

    At Expedia, we put the best Pleasant Plains vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

    To find some top Pleasant Plains rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pleasant Plains vacation.

    If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pleasant Plains. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

    Frequently Asked Questions

    Can I find a vacation rental in Pleasant Plains?

    Yes, we have vacation rentals near well known local attractions in Pleasant Plains, or you can select a secluded option if you're looking for a relaxing stay.

    What's the top vacation rental that Pleasant Plains has to offer?

    Completely remodeled, pet-friendly, 'smart' home in the country!: This highly rated vacation home rental in Pleasant Plains is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of games. Our travelers also rate Quiet Retreat - Guest House on Flower Farm - Sleeps 7 as a favorite home for rent in Pleasant Plains.

    How many vacation rentals are there in Pleasant Plains?

    With 3 Expedia vacation rentals, you're sure to find just the right place for your Pleasant Plains stay.

    What’s there to see and do in Pleasant Plains?

    Explore the area and family-friendly sights such as Illinois State Museum, or get out into nature at a spot like Washington Park Botanical Gardens. In the larger area, you’ll find Lincoln's New Salem State Historic Site and Lincoln's Tomb.

    What’s a vacation rental in Pleasant Plains like?

    Vacation rentals are privately owned properties where you can stay for a couple of days or more in Pleasant Plains. Vacation rentals feature extras such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a small group gathering.