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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Pleasant Plains Vacation Homes

Completely remodeled, pet-friendly, 'smart' home in the country!
Modern kitchen with central island, appliances, and dining area for four.

Completely remodeled, pet-friendly, 'smart' home in the country!

9.8 out of 10, Exceptional, (81)
"Nice quite home. "
Completely remodeled, pet-friendly, 'smart' home in the country!
Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm
Stately Victorian house with a corner turret and ornate front porch, surrounded by a well-maintained lawn and metal fence.

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

10.0 out of 10, Exceptional, (49)
"Great hosts and accommodations!"
The price is CA $301
CA $344 total
includes taxes & fees
Aug 20 - Aug 21
Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm
Whitt’s End -- a spacious private lodging in a historic Springfield neighborhood
Stroll through the serene garden, surrounded by lush greenery and vibrant plants.

Whitt’s End -- a spacious private lodging in a historic Springfield neighborhood

10.0 out of 10, Exceptional, (1)
"Great place to stay ! The home was clean, cozy, and had everything you could need from the multiple charging cubes to bathroom and kitchen essentials. If you appreciate antique furnishings this home has it. The backyard was nice and had cute pathways between the many trees and garden. Our dog loved all the smells too ! The host is quick to respond and easy going. Highly recommend ! "
Whitt’s End -- a spacious private lodging in a historic Springfield neighborhood
Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood
Cozy retreat with a large bed, featuring a white headboard and plush pillows, and a unique art piece above.

Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood

8.0 out of 10, Very good, (1)
"Our stay was very good…. Had plenty of entertainment at your beautiful home. "
The price is CA $413
CA $750 total
includes taxes & fees
Aug 20 - Aug 21
Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood
Three Pines Petersburg - Luxurious 10 Bedroom Home in Historic Petersburg
Stunning interior with a grand staircase, plush armchairs, and a large mirror.

Three Pines Petersburg - Luxurious 10 Bedroom Home in Historic Petersburg

10.0 out of 10, Exceptional, (24)
"Tons of character, wonderfully taken care of, great hosts, Aubrey is super easy to work with and very accommodating. Loved the flexibility to host our wedding in a unique way that fit us!"
Three Pines Petersburg - Luxurious 10 Bedroom Home in Historic Petersburg
Modern Bungalow Home with Mid-Century Flair
Kitchen area with a central island, stainless steel appliances, and a light-colored countertop.

Modern Bungalow Home with Mid-Century Flair

9.0 out of 10, Wonderful, (34)
"Great location. Close to downtown, restaurants, and the state fair and pet friendly too."
The price is CA $173
CA $332 total
includes taxes & fees
Aug 13 - Aug 14
Modern Bungalow Home with Mid-Century Flair
Historic Bungalow: For Groups & Families Sleeps 11
Stunning two-story home with a charming red front door and lush green surroundings.

Historic Bungalow: For Groups & Families Sleeps 11

9.2 out of 10, Wonderful, (11)
"Lots of room for my multi-generational family of 7! Our host was super-responsive and helpful."
Historic Bungalow: For Groups & Families Sleeps 11
Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location
Relax in a cozy corner with a round table and two comfortable chairs, enjoying a view of the city.

Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location

10.0 out of 10, Exceptional, (2)
"Amazing property. Couldn’t have asked for anything better. Kitchen, living room, laundry and dining room on every floor. Luxurious bedrooms. A beautiful old mansion. In the heart of Springfield. Every amenity you could imagine. We had an amazingly wonderful weekend of sharing and church family time."
The price is CA $1,090
CA $1,836 total
includes taxes & fees
Aug 29 - Aug 30
Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location
Very Cozy and Secluded. Completely remodeled beautiful back apartment
Relax in this inviting living room with a television, bookshelf, and window with a decorative door.

Very Cozy and Secluded. Completely remodeled beautiful back apartment

10.0 out of 10, Exceptional, (56)
"This would be a great place for an extended stay! Great people and the place was very comfortable!"
The price is CA $118
CA $198 total
includes taxes & fees
Aug 18 - Aug 19
Very Cozy and Secluded. Completely remodeled beautiful back apartment
Western Barn
Property grounds

Western Barn

9.6 out of 10, Exceptional, (7)
"As advertised."
Western Barn
The Conkling House in the Old Aristocracy Hill Neighborhood
Classic two-story lodging with a central pediment and double doors, set amidst a well-manicured lawn.

The Conkling House in the Old Aristocracy Hill Neighborhood

8.0 out of 10, Very good, (6)
"We enjoyed our stay. This is a beautiful house, and it is lovely to have seven bedrooms for 11. There is not a conventional stovetop or oven. people. Note th We would stay here again."
The Conkling House in the Old Aristocracy Hill Neighborhood
Charming Springfield Stunner: a relaxing escape in peaceful Jerome Village
Enjoy cooking in this well-equipped kitchen with a gas stove, microwave, and ample countertop space.

Charming Springfield Stunner: a relaxing escape in peaceful Jerome Village

10.0 out of 10, Exceptional, (1)
"This home was beautiful! Absolutely stunning and completely clean. There was nothing out of place and everhything in the description was true with no exaggeration. The owner was very responsive and compassionate...beyond words! This was probably the best stay I've experienced. "
Charming Springfield Stunner: a relaxing escape in peaceful Jerome Village
The Pasfield House - Historic Mansion: The Bitsy
Guests can enjoy a deck with a table and chairs, offering a view of the surrounding trees.

The Pasfield House - Historic Mansion: The Bitsy

The price is CA $225
CA $285 total
includes taxes & fees
Aug 25 - Aug 26
The Pasfield House - Historic Mansion: The Bitsy
Rainbow Retreat ~ 3-bedroom fun loving home full of color!
Cozy retreat with a large bed, potted plant, and framed artwork.

Rainbow Retreat ~ 3-bedroom fun loving home full of color!

9.8 out of 10, Exceptional, (6)
"Perfect place to stay with little ones. They have a toy box and room to play. Had a good stay."
Rainbow Retreat ~ 3-bedroom fun loving home full of color!
Pasfield House Historic Mansion: The George Suite
Classic design meets cozy charm in this inviting space, featuring a beautifully crafted staircase, plush carpet, and elegant artwork.

Pasfield House Historic Mansion: The George Suite

10.0 out of 10, Exceptional, (1)
"Pasfield house is beautiful and was centrally located to the sightseeing we wanted to do. We would stay here again if we visit Springfield in the future."
The price is CA $237
CA $299 total
includes taxes & fees
Sep 7 - Sep 8
Pasfield House Historic Mansion: The George Suite
Gold Room at the Feitshans House
Stately Victorian house with a prominent gabled roof and symmetrical facade, featuring multiple windows and a central bay window.

Gold Room at the Feitshans House

8.8 out of 10, Excellent, (3)
"The home was relaxing and very pleasant. Also accessible to so many Springfield sites. We would definitely stay again."
Gold Room at the Feitshans House
Beautiful Country Setting with Heated Inground Pool and Stocked Pond
Enjoy cooking in this well-equipped kitchen with a central island, sink, and bar area, featuring modern appliances and ample cabinetry.

Beautiful Country Setting with Heated Inground Pool and Stocked Pond

10.0 out of 10, Exceptional, (97)
"Great place, pond and fishing was great. Big pool, nice hot tub with many things to do. We will rent again. Thanks"
Beautiful Country Setting with Heated Inground Pool and Stocked Pond
New remodel three bedroom house in pleasant Springfield
Fully equipped kitchen with a microwave, oven, coffee maker, and toaster.

New remodel three bedroom house in pleasant Springfield

7.4 out of 10, Good, (11)
"Clean placeLet us grill outsideSpacious and comfy for what we needed"
The price is CA $149
CA $357 total
includes taxes & fees
Aug 14 - Aug 15
New remodel three bedroom house in pleasant Springfield
Modern Like New LUXURY 3,200 SQ FT Home In An Awesome Location! Sleeps 12!
Stroll up to this charming two-story home, featuring a spacious front porch and balcony, perfect for taking in the surroundings.

Modern Like New LUXURY 3,200 SQ FT Home In An Awesome Location! Sleeps 12!

9.8 out of 10, Exceptional, (101)
"Wayne was a great host and his property is in a great location and neighborhood. Would definitely look to stay again if we’re back in the area!"
Modern Like New LUXURY 3,200 SQ FT Home In An Awesome Location! Sleeps 12!
Blue Room at the Feitshans House
Stately Victorian house with a central entrance, flanked by two smaller windows, and a decorative archway.

Blue Room at the Feitshans House

10.0 out of 10, Exceptional, (1)
"The Blue Room at the Feitshans House was beautiful, elegant and very accomodating for our weekend stay in Springfield. It is centrally located to all the downtown historic activities and eateries are just a short drive in all directions. The home is tastefully decorated and has all the amenities one needs for a short or long term stay. We enjoyed the historical books and antiques throughout the home. It was easy to get in and out and parking is more than adequate. We had a wonderful stay in the...
Blue Room at the Feitshans House
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

Drury Inn & Suites Springfield IL

Drury Inn & Suites Springfield IL

10/10 Excellent
"All of it"
Lisa 1-night trip
Posted 15 hours ago
Drury Inn & Suites Springfield IL