Pleasant Plains Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Pleasant Plains vacation rentals

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

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

Hay Rake Country Acres-Peaceful Getaway - 4BR, 2BA - Sleeps 8
Pleasant Plains
10.0 out of 10, Exceptional, (5 reviews)
"Very perfect for our group. The bedrooms met our needs and everything we needed was there already. The decor was well done and welcoming, the property’s privacy was great for our group of giggling women bonding with time together. "
United States
Rita R.
The price is CA $318
CA $569 total
includes taxes & fees
Dec 5 - Dec 6
Hay Rake Country Acres-Peaceful Getaway - 4BR, 2BA - Sleeps 8
A kitchen with wooden cabinets, a dining area with a table and chairs, and a television in the background.

2. Modern Bungalow Home with Mid-Century Flair

Modern Bungalow Home with Mid-Century Flair
Springfield
8.2 out of 10, Very good, (75 reviews)
"Nice place"
United States
Diane
The price is CA $131
CA $278 total
includes taxes & fees
Nov 15 - Nov 16
Modern Bungalow Home with Mid-Century Flair
Private kitchen

3. Newly Renovated Unit in Central Spfld! #301

Newly Renovated Unit in Central Spfld! #301
Springfield
The price is CA $110
CA $331 total
includes taxes & fees
Nov 12 - Nov 13
Newly Renovated Unit in Central Spfld! #301
A room with a bed, a TV, a desk, and a chair.

4. 2-bedroom house in Springfield

2-bedroom house in Springfield
Springfield
4.6 out of 10, (8 reviews)
"The bedrooms were a little smaller than I thought they wood be, but still great overall. Also, when we arrived it was raining and I parked in the driveway near the back door. I triedto go in through the back door, but the code for the front door didn't work for the back door."
United States
David V.
The price is CA $100
CA $184 total
includes taxes & fees
Nov 16 - Nov 17
2-bedroom house in Springfield
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".

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

Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee
Murrayville
9.8 out of 10, Exceptional, (70 reviews)
"We had such a great experience staying here. The property was beautiful and the hosts were very welcoming and friendly. The property was very pet friendly as well. We will definitely go back for the peace and quiet!"
United States
Mandy S.
The price is CA $156
CA $184 total
includes taxes & fees
Nov 22 - Nov 23
Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee
A dining area with a wooden table and chairs, a patterned rug, and a kitchen in the background.

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

Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
Jacksonville
10.0 out of 10, Exceptional, (29 reviews)
"Really enjoyed our stay. The place was very clean and bed really comfortable "
United States
David W.
The price is CA $154
CA $169 total
includes taxes & fees
Nov 15 - Nov 16
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
A coffee and tea station with a coffee maker, mugs, and a tea kettle.

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

Peace on the Prairie — Quiet Nature Retreat on 23 Acres
Murrayville
10.0 out of 10, Exceptional, (33 reviews)
"My wife and I spent a relaxing weekend at this property. The walking trail was a 10/10 for our pups. Everything about this place was amazing and we could not recommend it enough. Kevin went out of his way to make our check in as easy as possible."
United States
Catherine
The price is CA $128
CA $153 total
includes taxes & fees
Nov 23 - Nov 24
Peace on the Prairie — Quiet Nature Retreat on 23 Acres
A modern kitchen with dark cabinetry, a refrigerator, a sink, and a window with blinds.

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

Renovated 2BR Near Downtown · Pets OK · Parking · In-Unit Laundry
Springfield
The price is CA $134
CA $228 total
includes taxes & fees
Dec 8 - Dec 9
Renovated 2BR Near Downtown · Pets OK · Parking · In-Unit Laundry
A modern kitchen with a large island, pendant lights, and a black and white color scheme.

9. Top-Rated Premier Modern Getaway

Top-Rated Premier Modern Getaway
Petersburg
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful, clean, stylish home to stay in. Great for a night or two!"
United States
ashley s.
The price is CA $241
CA $689 total
includes taxes & fees
Nov 19 - Nov 20
Top-Rated Premier Modern Getaway
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.

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

Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort
Springfield
10.0 out of 10, Exceptional, (23 reviews)
"It was a very nicely located and clean property large enough for a family to stay in as they visit the sites in Springfield."
United States
Joseph
The price is CA $217
CA $235 total
includes taxes & fees
Nov 12 - Nov 13
Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort
A large, historic brick building with a turret and multiple windows, surrounded by a well-maintained lawn and a metal fence.

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

Spacious Carriage House | Private Entrance | Historic & Stylish
Springfield
9.8 out of 10, Exceptional, (49 reviews)
"A very spacious lodging that was very clean and very comfortable. Will stay here again when in Springfield."
United States
Christine
The price is CA $280
CA $303 total
includes taxes & fees
Nov 16 - Nov 17
Spacious Carriage House | Private Entrance | Historic & Stylish
A modern kitchen with a central island, stainless steel appliances, and a chandelier.

12. Peaceful Spaulding Orchard Home

Peaceful Spaulding Orchard Home
Springfield
9.6 out of 10, Exceptional, (8 reviews)
"The host was very helpful when we lost power during a storm."
United States
Kellie N.
The price is CA $251
CA $534 total
includes taxes & fees
Dec 1 - Dec 2
Peaceful Spaulding Orchard Home
Private kitchen

13. Newly Renovated Unit in Central Spfld! #202

Newly Renovated Unit in Central Spfld! #202
Springfield
The price is CA $110
CA $331 total
includes taxes & fees
Nov 12 - Nov 13
Newly Renovated Unit in Central Spfld! #202
Room

14. Newly Renovated Unit in Central Spfld! #302

Newly Renovated Unit in Central Spfld! #302
Springfield
The price is CA $111
CA $333 total
includes taxes & fees
Nov 12 - Nov 13
Newly Renovated Unit in Central Spfld! #302
Private kitchen

15. Newly Renovated Unit in Central Spfld! #304

Newly Renovated Unit in Central Spfld! #304
Springfield
The price is CA $110
CA $331 total
includes taxes & fees
Nov 12 - Nov 13
Newly Renovated Unit in Central Spfld! #304
Private kitchen

16. Newly Renovated Unit in Central Spfld! #303

Newly Renovated Unit in Central Spfld! #303
Springfield
The price is CA $121
CA $345 total
includes taxes & fees
Nov 15 - Nov 16
Newly Renovated Unit in Central Spfld! #303
A large, historic brick building with a prominent tower and arched windows, surrounded by well-maintained lawns and trees.

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

Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm
Springfield
10.0 out of 10, Exceptional, (65 reviews)
"The Rowland Suite was perfect for our stay in Springfield!"
United States
Robert S.
The price is CA $282
CA $304 total
includes taxes & fees
Nov 15 - Nov 16
Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm
Private kitchen

18. Newly Renovated Unit in Central Spfld! #201

Newly Renovated Unit in Central Spfld! #201
Springfield
6.0 out of 10, (1 review)
"This unit was not clean. The shower and one of the beds had hair, floors were sticky throughout, and dishes were left in the dishwasher. The fees charged added up to a full nights stay! I tried to inquire about these and received no response. The building was also very loud. For the money I paid, I expected much better!"
United States
Kelli F.
The price is CA $110
CA $331 total
includes taxes & fees
Nov 12 - Nov 13
Newly Renovated Unit in Central Spfld! #201
A living room with two sofas, a coffee table, a TV, and a painting on the wall.

19. Newly Renovated Unit in Central Spfld! #104

Newly Renovated Unit in Central Spfld! #104
Springfield
The price is CA $119
CA $342 total
includes taxes & fees
Dec 7 - Dec 8
Newly Renovated Unit in Central Spfld! #104
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.

20. Newly Renovated Unit in Central Spfld! #203

Newly Renovated Unit in Central Spfld! #203
Springfield
The price is CA $121
CA $345 total
includes taxes & fees
Nov 15 - Nov 16
Newly Renovated Unit in Central Spfld! #203
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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Top Pleasant Plains Hotel Reviews

An indoor swimming pool area with a hot tub, seating, and a view of the outside.
Drury Inn & Suites Springfield IL

Drury Inn & Suites Springfield IL

Drury Inn & Suites Springfield IL
Springfield

10/10 Excellent

Great experience only point I had to deduct for was elevator was out of order when checking out. Other than that. Great experience
Canada
Chris
Reviewed November 3, 2026
Drury Inn & Suites Springfield IL

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pleasant Plains vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pleasant Plains vacation rentals we have selected for you start as low as CA $99 per night. Entering your travel dates in the search wizard 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.