Des Plaines Cumberland Station holiday rentals
We found 3,290 holiday rentals — enter your dates for availability
Take a look at holiday rentals close to Des Plaines Cumberland Station that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you need and want for your stay, which might include Wi-Fi and a fireplace. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Des Plaines Cumberland Station
Showing deals for:3 Oct - 10 Oct
Image gallery for Comfort/Clean!: Free Parking 15 min ORD/Downtown3
8.68.6 out of 10 rating
Excellent
(16 reviews)
Comfort/Clean!: Free Parking 15 min ORD/Downtown3
Chicago, IL
20% off
Price is AU$1,195
AU$1,195
AU$171 per night
includes taxes & fees
Image gallery for Finished Basement in Historic Oak Park with 2 cats
8.48.4 out of 10 rating
Very good
(5 reviews)
Finished Basement in Historic Oak Park with 2 cats
Oak Park, IL
9% off
Price is AU$1,282
AU$1,282
AU$183 per night
includes taxes & fees
Image gallery for Peaceful 2 Bed w FirePit Free Parking 15 mins to Downtown Chicago
8.88.8 out of 10 rating
Excellent
(16 reviews)
Peaceful 2 Bed w FirePit Free Parking 15 mins to Downtown Chicago
Oak Park, IL
7% off
Price is AU$1,332
AU$1,332
AU$190 per night
includes taxes & fees
Image gallery for Chicago-burb -Medinah -1 King and 1 Queen beds
9.49.4 out of 10 rating
Exceptional
(22 reviews)
Chicago-burb -Medinah -1 King and 1 Queen beds
Medinah, IL
8% off
Price is AU$1,622
AU$1,622
AU$232 per night
includes taxes & fees
Image gallery for Brand New Studio apart. free parking
8.88.8 out of 10 rating
Excellent
(5 reviews)
Brand New Studio apart. free parking
Broadview, IL
17% off
Price is AU$1,642
AU$1,642
AU$235 per night
includes taxes & fees
Image gallery for Home Sweet Home, minutes to Great Lakes Naval Base
9.49.4 out of 10 rating
Exceptional
(23 reviews)
Home Sweet Home, minutes to Great Lakes Naval Base
Lake Bluff, IL
8% off
Price is AU$1,771
AU$1,771
AU$253 per night
includes taxes & fees
Image gallery for Ukrainian Village Hideaway
1010 out of 10 rating
Exceptional
(5 reviews)
Ukrainian Village Hideaway
Chicago, IL
7% off
Price is AU$1,848
AU$1,848
AU$264 per night
includes taxes & fees
Image gallery for Enjoy your stay at the Train Conductor’s Cottage!
1010 out of 10 rating
Exceptional
(72 reviews)
Enjoy your stay at the Train Conductor’s Cottage!
West Chicago, IL
13% off
Price is AU$1,860
AU$1,860
AU$266 per night
includes taxes & fees
Image gallery for Experience Chicago living near United Center
9.09.0 out of 10 rating
Wonderful
(16 reviews)
Experience Chicago living near United Center
Chicago, IL
10% off
Price is AU$1,869
AU$1,869
AU$267 per night
includes taxes & fees
Image gallery for 10 minutes to the lake! Family-sized Apt with free parking.
9.69.6 out of 10 rating
Exceptional
(7 reviews)
10 minutes to the lake! Family-sized Apt with free parking.
Chicago, IL
7% off
Price is AU$1,870
AU$1,870
AU$267 per night
includes taxes & fees
Image gallery for Large, modern 2 bedroom in the heart of Forest Park
1010 out of 10 rating
Exceptional
(14 reviews)
Large, modern 2 bedroom in the heart of Forest Park
Forest Park, IL
8% off
Price is AU$1,897
AU$1,897
AU$271 per night
includes taxes & fees
Image gallery for Brookfield Boutique Charmer
9.69.6 out of 10 rating
Exceptional
(11 reviews)
Brookfield Boutique Charmer
Brookfield, IL
8% off
Price is AU$1,939
AU$1,939
AU$277 per night
includes taxes & fees
Image gallery for Comfy Cozy 2BR Home Away from Home
1010 out of 10 rating
Exceptional
(12 reviews)
Comfy Cozy 2BR Home Away from Home
Forest Park, IL
8% off
Price is AU$1,991
AU$1,991
AU$284 per night
includes taxes & fees
Image gallery for ✽ Charming Cottage ✽ close to College/Town/Station
1010 out of 10 rating
Exceptional
(44 reviews)
✽ Charming Cottage ✽ close to College/Town/Station
Wheaton, IL
8% off
Price is AU$2,011
AU$2,011
AU$287 per night
includes taxes & fees
Image gallery for 10 min walk to Stevenson Convention Center
8.48.4 out of 10 rating
Very good
(6 reviews)
10 min walk to Stevenson Convention Center
Rosemont, IL
15% off
Price is AU$2,012
AU$2,012
AU$287 per night
includes taxes & fees
Image gallery for Charming Downtown Farmhouse Apartment #2
1010 out of 10 rating
Exceptional
(12 reviews)
Charming Downtown Farmhouse Apartment #2
West Dundee, Illinois
5% off
Price is AU$2,016
AU$2,016
AU$288 per night
includes taxes & fees
Image gallery for Charming Downtown Farmhouse Apartment #1
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Charming Downtown Farmhouse Apartment #1
West Dundee, Illinois
5% off
Price is AU$2,021
AU$2,021
AU$289 per night
includes taxes & fees
Image gallery for Charming Downtown Farmhouse Apartment #3
1010 out of 10 rating
Exceptional
(13 reviews)
Charming Downtown Farmhouse Apartment #3
West Dundee, Illinois
5% off
Price is AU$2,021
AU$2,021
AU$289 per night
includes taxes & fees
Image gallery for Charming Downtown Farmhouse Apartment #4
1010 out of 10 rating
Exceptional
(12 reviews)
Charming Downtown Farmhouse Apartment #4
West Dundee, Illinois
5% off
Price is AU$2,027
AU$2,027
AU$290 per night
includes taxes & fees
Image gallery for Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown
8.88.8 out of 10 rating
Excellent
(6 reviews)
Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown
Chicago, IL
7% off
Price is AU$2,034
AU$2,034
AU$291 per night
includes taxes & fees
Image gallery for Sunny Coach House in Historic Oak Park
9.89.8 out of 10 rating
Exceptional
(60 reviews)
Sunny Coach House in Historic Oak Park
Oak Park, IL
8% off
Price is AU$2,054
AU$2,054
AU$293 per night
includes taxes & fees
Image gallery for Lovely 2 bedrooms apartment 10min from O'HARE CHICAGO
8.68.6 out of 10 rating
Excellent
(14 reviews)
Lovely 2 bedrooms apartment 10min from O'HARE CHICAGO
Rosemont, IL
12% off
Price is AU$2,062
AU$2,062
AU$295 per night
includes taxes & fees
Image gallery for Home away from home. Family-oriented neighborhood.
8.08.0 out of 10 rating
Very good
(21 reviews)
Home away from home. Family-oriented neighborhood.
Chicago, IL
7% off
Price is AU$2,107
AU$2,107
AU$301 per night
includes taxes & fees
Image gallery for Home Sweet Home
9.89.8 out of 10 rating
Exceptional
(12 reviews)
Home Sweet Home
Chicago, IL
7% off
Price is AU$2,145
AU$2,145
AU$306 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Des Plaines Cumberland Station
Showing deals for: 2 Oct - 5 Oct
Offering Spectacular Stay! Full Kitchen, Pet-friendly, Near Cantigny Golf Club!
Sleeps 2 · 1 bedroom · 1 bathroom
7.07.0 out of 10
Goodgood
8 reviews(8 reviews)
The current price is AU$554
AU$554
for 3 nights, 1 room
AU$185 per night
includes taxes & fees
"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "
Sleeps 4 · 25 bedrooms · 1 bathroom
5.25.2 out of 10
5 reviews(5 reviews)
The current price is AU$507
AU$507
for 3 nights, 1 home
AU$169 per night
includes taxes & fees
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
Sleeps 5 · 2 bedrooms · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
28 reviews(28 reviews)
The current price is AU$1,027
AU$1,027
for 3 nights, 1 apartment
AU$342 per night
includes taxes & fees
Entire house/4bd 1bath/GlenEllyn
Sleeps 10 · 4 bedrooms · 1 bathroom
2.02.0 out of 10
1 review(1 review)
The current price is AU$1,478
AU$1,478
for 3 nights, 1 home
AU$493 per night
includes taxes & fees
Discover Wheaton's charm.
Sleeps 6 · 3 bedrooms · 1+ bathroom
9.69.6 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
The current price is AU$1,557
AU$1,557
for 3 nights, 1 home
AU$519 per night
includes taxes & fees
6 Bedrm/3 Bath Spring Retreat, Hot Tub, Fireplace
Sleeps 20 · 6 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
The current price is AU$4,760
AU$4,760
for 3 nights, 1 home
AU$1,587 per night
includes taxes & fees
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, gardens and more
More for lessMore space, more privacy, more amenities — more value