
Vacation rentals near Chicago and Alton Railroad Depot
We found 1,117 vacation rentals — enter your dates for availability
If you want to to stay within easy reach of Chicago and Alton Railroad Depot, take a look at vacation rentals to choose your home away from home. Whether you’re staying in a vacation home with friends, family, or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include parking and a garden. Whatever you're looking for, you'll be sure to find a rental that has what everyone needs, including a place that is accessible or non-smoking.
Vacation rentals with weekly discounts - Chicago and Alton Railroad Depot
Showing deals for:Nov 14 - Nov 21
Image gallery for Cheerful 5 bedrooms house 15 mins to KC downtown

9.29.2 out of 10 rating
Wonderful
(30 reviews)
Cheerful 5 bedrooms house 15 mins to KC downtown
Mission, KS
19% off
Price is CA $308
CA $308
CA $3,016 total
CA $3,016 total
includes taxes & fees
Image gallery for The Parkville Nook

1010 out of 10 rating
Exceptional
(62 reviews)
The Parkville Nook
Parkville, MO
10% off
Price is CA $259
CA $259
CA $2,199 total
CA $2,199 total
includes taxes & fees
Image gallery for The South Blue Cottage In Parkville

1010 out of 10 rating
Exceptional
(15 reviews)
The South Blue Cottage In Parkville
Parkville, MO
10% off
Price is CA $222
CA $222
CA $1,864 total
CA $1,864 total
includes taxes & fees
Image gallery for Huge 1960s Style Family and Pet Friendly Home

8.08.0 out of 10 rating
Very good
(8 reviews)
Huge 1960s Style Family and Pet Friendly Home
Independence, MO
5% off
Price is CA $157
CA $157
CA $1,467 total
CA $1,467 total
includes taxes & fees
Image gallery for Estate Home Heated Pool Hot Tub Beach Wi-Fi 8 acres 5000 sqft 5 bd 3.5 bath

1010 out of 10 rating
Exceptional
(12 reviews)
Estate Home Heated Pool Hot Tub Beach Wi-Fi 8 acres 5000 sqft 5 bd 3.5 bath
Greenwood, MO
10% off
Price is CA $1,113
CA $1,113
CA $8,896 total
CA $8,896 total
includes taxes & fees
Image gallery for 6 KING Beds + Walk to Streetcar + Balcony

1010 out of 10 rating
Exceptional
(5 reviews)
6 KING Beds + Walk to Streetcar + Balcony
Kansas City, MO
10% off
Price is CA $623
CA $623
CA $5,842 total
CA $5,842 total
includes taxes & fees
Image gallery for Large Home|Great for Families|Easy Access to I-35

1010 out of 10 rating
Exceptional
(10 reviews)
Large Home|Great for Families|Easy Access to I-35
Overland Park, KS
5% off
Price is CA $320
CA $320
CA $3,043 total
CA $3,043 total
includes taxes & fees
Image gallery for Roomy 5BR Home|King Beds|Safe|Mins to Attractions

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Roomy 5BR Home|King Beds|Safe|Mins to Attractions
Kansas City, MO
5% off
Price is CA $250
CA $250
CA $2,816 total
CA $2,816 total
includes taxes & fees
Image gallery for NEW LISTING! Home with a POOL, PARK, and close to Arrowhead & Kauffman!

9.89.8 out of 10 rating
Exceptional
(8 reviews)
NEW LISTING! Home with a POOL, PARK, and close to Arrowhead & Kauffman!
Blue Springs, MO
24% off
Price is CA $436
CA $436
CA $4,096 total
CA $4,096 total
includes taxes & fees
Image gallery for Lone Jack Cabin - Studio Suite

9.49.4 out of 10 rating
Exceptional
(76 reviews)
Lone Jack Cabin - Studio Suite
Lee's Summit, MO
20% off
Price is CA $123
CA $123
CA $1,128 total
CA $1,128 total
includes taxes & fees
Image gallery for Heated pool All season Private Spacious house King bed

9.29.2 out of 10 rating
Wonderful
(71 reviews)
Heated pool All season Private Spacious house King bed
Overland Park, KS
19% off
Price is CA $590
CA $590
CA $5,642 total
CA $5,642 total
includes taxes & fees
Image gallery for House in Lee's Summit

1010 out of 10 rating
Exceptional
(14 reviews)
House in Lee's Summit
Lee's Summit, MO
12% off
Price is CA $354
CA $354
CA $3,003 total
CA $3,003 total
includes taxes & fees
Image gallery for Beautiful Rustic 2 Bedroom Lone Jack Log Cabin just east of KC Metro

9.89.8 out of 10 rating
Exceptional
(70 reviews)
Beautiful Rustic 2 Bedroom Lone Jack Log Cabin just east of KC Metro
Lee's Summit, MO
20% off
Price is CA $203
CA $203
CA $1,742 total
CA $1,742 total
includes taxes & fees
Image gallery for Fully renovated 4 bedroom home in Downtown Overland Park!

1010 out of 10 rating
Exceptional
(23 reviews)
Fully renovated 4 bedroom home in Downtown Overland Park!
Overland Park, KS
15% off
Price is CA $301
CA $301
CA $3,053 total
CA $3,053 total
includes taxes & fees
Image gallery for Liberty Lodging & Ranch on 22 acres

9.89.8 out of 10 rating
Exceptional
(54 reviews)
Liberty Lodging & Ranch on 22 acres
Liberty, MO
10% off
Price is CA $823
CA $823
CA $7,224 total
CA $7,224 total
includes taxes & fees
Image gallery for 7 minutes to shopping and entertainment. Quiet farmhouse close to city w/pool.

9.69.6 out of 10 rating
Exceptional
(14 reviews)
7 minutes to shopping and entertainment. Quiet farmhouse close to city w/pool.
Kansas City, KS
5% off
Price is CA $305
CA $305
CA $2,877 total
CA $2,877 total
includes taxes & fees
Image gallery for Covered patio, finished basement, amazing location

1010 out of 10 rating
Exceptional
(6 reviews)
Covered patio, finished basement, amazing location
Overland Park, KS
10% off
Price is CA $273
CA $273
CA $2,663 total
CA $2,663 total
includes taxes & fees
Image gallery for 💎KCK Speedway Retreat❤️✧Whole House✧

9.69.6 out of 10 rating
Exceptional
(18 reviews)
💎KCK Speedway Retreat❤️✧Whole House✧
Kansas City, KS
10% off
Price is CA $319
CA $319
CA $3,344 total
CA $3,344 total
includes taxes & fees
Image gallery for The Nest Villa with Pool

1010 out of 10 rating
Exceptional
(13 reviews)
The Nest Villa with Pool
Kansas City, MO
5% off
Price is CA $196
CA $196
CA $1,924 total
CA $1,924 total
includes taxes & fees
Image gallery for Nice and cozy duplex close to everything in KC!

9.09.0 out of 10 rating
Wonderful
(54 reviews)
Nice and cozy duplex close to everything in KC!
Overland Park, KS
19% off
Price is CA $153
CA $153
CA $1,602 total
CA $1,602 total
includes taxes & fees
Image gallery for Mid-Century Modern Retreat Home in Overland Park - Full Home

9.69.6 out of 10 rating
Exceptional
(15 reviews)
Mid-Century Modern Retreat Home in Overland Park - Full Home
Lenexa, KS
10% off
Price is CA $365
CA $365
CA $3,643 total
CA $3,643 total
includes taxes & fees
Image gallery for Family-Friendly Independence Home: 5 Mi to Stadium

1010 out of 10 rating
Exceptional
(9 reviews)
Family-Friendly Independence Home: 5 Mi to Stadium
Independence, MO
10% off
Price is CA $309
CA $309
CA $3,267 total
CA $3,267 total
includes taxes & fees
Image gallery for Modern Mission Escape Home - Family Friendly - Close to All Attractions

8.48.4 out of 10 rating
Very good
(5 reviews)
Modern Mission Escape Home - Family Friendly - Close to All Attractions
Mission, KS
10% off
Price is CA $389
CA $389
CA $3,873 total
CA $3,873 total
includes taxes & fees
Image gallery for Spacious and comfortable 3 bedrooms house in the heart of Overland Park

9.49.4 out of 10 rating
Exceptional
(25 reviews)
Spacious and comfortable 3 bedrooms house in the heart of Overland Park
Overland Park, KS
19% off
Price is CA $174
CA $174
CA $1,788 total
CA $1,788 total
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Chicago and Alton Railroad Depot
West Plaza Cozy Comfort Unit A
Sleeps 5 · 3 bedrooms · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
40 reviews(40 reviews)
Historic mansion in the Scarritt Renaissance District
Sleeps 16 · 5 bedrooms · 3+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
171 reviews(171 reviews)
Excellent Pick! Pet-friendly Accommodation, with Airport Shuttle Service!
Sleeps 4 · 1 bedroom · 1 bathroom
8.08.0 out of 10
Very goodvery good
2 reviews(2 reviews)
The Hyde Park Mansion
Sleeps 8 · 4 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
168 reviews(168 reviews)
Amazing Locale 2KingBR/1BTH
Sleeps 5 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
118 reviews(118 reviews)
Arrowhead and Golf course
Sleeps 7 · 3 bedrooms · 2+ bathrooms
9.29.2 out of 10
Wonderfulwonderful
42 reviews(42 reviews)
Top rated rentals - Chicago and Alton Railroad Depot
Comfortable & Convenient
1010 out of 10
Exceptionalexceptional
30 reviews(30 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value