Holiday Homes in Springfield

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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Holiday Homes in Springfield and around

Large waterfront home w/ boat rental available, great for family vacation.
Property grounds

Large waterfront home w/ boat rental available, great for family vacation.

10.0 out of 10, Exceptional, (70)
"Loved it"
Large waterfront home w/ boat rental available, great for family vacation.
Completely remodeled, pet-friendly, 'smart' home in the country!
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (82)
"Nice quite home. "
Completely remodeled, pet-friendly, 'smart' home in the country!
Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm
Exterior

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

10.0 out of 10, Exceptional, (49)
"Great hosts and accommodations!"
The price is €221
includes taxes & fees
20 Aug - 21 Aug
Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm
Home is on the original 1926-1930 Route 66 alignment
Terrace/patio

Home is on the original 1926-1930 Route 66 alignment

10.0 out of 10, Exceptional, (90)
"Great Stay with family a couple of blocks away"
The price is €159
includes taxes & fees
31 Aug - 1 Sept
Home is on the original 1926-1930 Route 66 alignment
Modern 4-bedroom house near Lake Decatur
Smart TV, fireplace, ping pong

Modern 4-bedroom house near Lake Decatur

9.4 out of 10, Exceptional, (6)
"Just what we needed "
Modern 4-bedroom house near Lake Decatur
Whitt’s End -- a spacious private lodging in a historic Springfield neighborhood
Property grounds

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

10.0 out of 10, Exceptional, (2)
"Nice property very happy with our stay"
Whitt’s End -- a spacious private lodging in a historic Springfield neighborhood
Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood
5 bedrooms, iron/ironing board, WiFi, bed sheets

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 €502
includes taxes & fees
4 Sept - 5 Sept
Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood
Welcome to this charming lake house beautifully located on Lake Matanzas.
Dining

Welcome to this charming lake house beautifully located on Lake Matanzas.

10.0 out of 10, Exceptional, (2)
"Comfortable beds, clean well equipped house, on the lake. Beautiful views from deck with fire pit!"
Welcome to this charming lake house beautifully located on Lake Matanzas.
Newcastle Estate: 3 Bdrm Bungalow
Fridge, microwave, oven, stovetop

Newcastle Estate: 3 Bdrm Bungalow

10.0 out of 10, Exceptional, (26)
"Very clean, well supplied and the owner was very helpful."
Newcastle Estate: 3 Bdrm Bungalow
FALL IN LOVE! Lakefront, firepit w/FIREWOOD, family/dog friendly, SUP, Kayak
Outdoor dining

FALL IN LOVE! Lakefront, firepit w/FIREWOOD, family/dog friendly, SUP, Kayak

10.0 out of 10, Exceptional, (29)
"Lovely get-away with beautiful lake views! Many extra touches to make everything feel homey.Highly recommend!"
FALL IN LOVE! Lakefront, firepit w/FIREWOOD, family/dog friendly, SUP, Kayak
Three Pines Petersburg - Luxurious 10 Bedroom Home in Historic Petersburg
Interior

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
Fridge, oven, stovetop, dishwasher

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 €217
includes taxes & fees
17 Aug - 18 Aug
Modern Bungalow Home with Mid-Century Flair
Historic Bungalow: For Groups & Families Sleeps 11
Exterior

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
Wednesday’s Lair - Lincoln, Il
Exterior

Wednesday’s Lair - Lincoln, Il

10.0 out of 10, Exceptional, (9)
"Lincoln has some great local shops and cafes. This house is conveniently located and has wonderful decor. "
The price is €289
includes taxes & fees
19 Aug - 20 Aug
Wednesday’s Lair - Lincoln, Il
Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location
Dining

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 €888
includes taxes & fees
17 Aug - 18 Aug
Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location
Very Cozy and Secluded. Completely remodeled beautiful back apartment
Smart TV, DVD player, books, video library

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 €127
includes taxes & fees
18 Aug - 19 Aug
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
Historic 5bd House w/ Sunroom & 2 Fireplaces
Exterior

Historic 5bd House w/ Sunroom & 2 Fireplaces

9.8 out of 10, Exceptional, (17)
"Enjoyed our stay very much!"
The price is €1,134
includes taxes & fees
29 Aug - 30 Aug
Historic 5bd House w/ Sunroom & 2 Fireplaces
Historic 3 BR Home w/ Game Room Near Millikin Univ.
Private kitchen

Historic 3 BR Home w/ Game Room Near Millikin Univ.

10.0 out of 10, Exceptional, (13)
"So cute, clean, and convenient. Certainly will stay again."
Historic 3 BR Home w/ Game Room Near Millikin Univ.
Victorian Carlinville home on Rt. 66
Terrace/patio

Victorian Carlinville home on Rt. 66

10.0 out of 10, Exceptional, (8)
"We will stay there again if we're in the area."
Victorian Carlinville home on Rt. 66
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 Springfield Hotel Reviews

Carpenter Street Hotel

Carpenter Street Hotel

10/10 Excellent
"Clean rooms and friendly staff. Perfect location "
Elizabeth 1-night trip
Posted 4 hours ago
Carpenter Street Hotel