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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Apartments in Sleepy Hollow

F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
Smart TV

F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC

10.0 out of 10, Exceptional, (1)
"Our experience at this place was unique; the best relaxing get away I have had in many years. From check-in to total comfort and cleanliness to privacy and coziness. And “Friends-Themed”accents made our stay specially touching. It was a delight walking downtown to great restaurants and stores while admiring beautifully maintained new and old architectural gems that made us feel both amazed and nostalgic. And more than anything, a town we felt safe and welcomed everywhere. It is for sure one of...
The price is AED 514
AED 825 total
includes taxes & fees
29 Oct - 30 Oct
F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
Chic 1BR Apt -Arlington Heights
Fridge, microwave, oven, stovetop

Chic 1BR Apt -Arlington Heights

The price is AED 290
AED 676 total
includes taxes & fees
4 Nov - 5 Nov
Chic 1BR Apt -Arlington Heights
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
Smart TV, books

Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain

9.4 out of 10, Exceptional, (29)
"Our stay was great. Had an issue with the breaker but was able to get a hold of the host and fix the issue with no problems. "
The price is AED 459
AED 1,148 total
includes taxes & fees
6 Oct - 7 Oct
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra
Fridge, microwave, oven, stovetop

Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra

9.8 out of 10, Exceptional, (6)
"The place was just like it was described and it’s pictures. Clean, cozy, and in a nice quiet area. Would stay again! "
The price is AED 382
AED 1,008 total
includes taxes & fees
5 Nov - 6 Nov
Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra
Hip Urban Loft-Small Town Charm - 124 LOFTS #2
1 bedroom, desk, iron/ironing board, WiFi

Hip Urban Loft-Small Town Charm - 124 LOFTS #2

10.0 out of 10, Exceptional, (17)
"The room was very nice, and the location was surrounded by great places to eat."
The price is AED 463
AED 792 total
includes taxes & fees
5 Nov - 6 Nov
Hip Urban Loft-Small Town Charm - 124 LOFTS #2
Charming Downtown Farmhouse Apartment #2
Fridge, microwave, oven, stovetop

Charming Downtown Farmhouse Apartment #2

10.0 out of 10, Exceptional, (12)
"The location was perfect for my stay. Charming and very clean! Hope to be back again soon on my next visit to the Chicago area, thanks!"
The price is AED 514
AED 905 total
includes taxes & fees
6 Oct - 7 Oct
Charming Downtown Farmhouse Apartment #2
Recharge in This Charming 1BR Apt
Fridge, microwave, oven, stovetop

Recharge in This Charming 1BR Apt

Recharge in This Charming 1BR Apt
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
1 bedroom, desk, iron/ironing board, free WiFi

Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry

9.4 out of 10, Exceptional, (20)
"Nice little apartment. We enjoyed our stay. We even enjoyed the setting area outside."
The price is AED 364
AED 993 total
includes taxes & fees
4 Nov - 5 Nov
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
Charming Downtown Farmhouse Apartment #3
Fridge, microwave, oven, stovetop

Charming Downtown Farmhouse Apartment #3

10.0 out of 10, Exceptional, (15)
"Neat, clean, well decorated ---the king size bed was absolutely the best sleep experience we've had! We enjoyed being in walking distance of restaurants and local businesses. The surrounding neighborhood features homes dating back to the late 1800's, early 1900's making for an interesting and relaxing walkabout. The hosts were attentive checking in with us to make sure our stay was comfortable."
The price is AED 514
AED 905 total
includes taxes & fees
6 Oct - 7 Oct
Charming Downtown Farmhouse Apartment #3
Hip Urban Loft-Small Town Charm -124 LOFTS #4
1 bedroom, desk, iron/ironing board, WiFi

Hip Urban Loft-Small Town Charm -124 LOFTS #4

10.0 out of 10, Exceptional, (11)
"The loft is a great place to stay and we can’t wait to return! "
The price is AED 459
AED 787 total
includes taxes & fees
4 Nov - 5 Nov
Hip Urban Loft-Small Town Charm -124 LOFTS #4
Hip Urban Loft-Small Town Charm - 124 LOFTS #3
1 bedroom, desk, iron/ironing board, WiFi

Hip Urban Loft-Small Town Charm - 124 LOFTS #3

10.0 out of 10, Exceptional, (19)
"We have stayed at this property several times and have always had a great experience. The loft is spacious, convenient and comfortable!"
The price is AED 444
AED 767 total
includes taxes & fees
4 Nov - 5 Nov
Hip Urban Loft-Small Town Charm - 124 LOFTS #3
Hip Urban Loft-Small Town Charm - 124 LOFTS #1
1 bedroom, desk, iron/ironing board, WiFi

Hip Urban Loft-Small Town Charm - 124 LOFTS #1

10.0 out of 10, Exceptional, (12)
"Great location with a ton of things to do within walking distance. Really enjoyed the decor of the space. Would definitely stay at this property again. "
The price is AED 441
AED 763 total
includes taxes & fees
4 Nov - 5 Nov
Hip Urban Loft-Small Town Charm - 124 LOFTS #1
2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail
Smart TV

2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail

9.8 out of 10, Exceptional, (27)
"Property was well described. "
The price is AED 386
AED 993 total
includes taxes & fees
21 Oct - 22 Oct
2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail
Charming Downtown Farmhouse Apartment #4
TV, offices

Charming Downtown Farmhouse Apartment #4

10.0 out of 10, Exceptional, (12)
"I have stayed at the K-House a couple of times now, and it is always great. One of my favorite VRBO's all-time. "
The price is AED 514
AED 898 total
includes taxes & fees
4 Nov - 5 Nov
Charming Downtown Farmhouse Apartment #4
Charming Downtown Farmhouse Apartment #1
Fridge, microwave, oven, stovetop

Charming Downtown Farmhouse Apartment #1

9.8 out of 10, Exceptional, (10)
"This place has been done so well. A home away from home, close restaurants, beautiful walking friendly neighborhood. Can’t wait to return. "
The price is AED 514
AED 898 total
includes taxes & fees
4 Nov - 5 Nov
Charming Downtown Farmhouse Apartment #1
Sunny 1BR Apartment in the Surburbs
1 bedroom, iron/ironing board, travel crib, WiFi

Sunny 1BR Apartment in the Surburbs

3.0 out of 10, (2)
"After arriving at the apt, we realized there was only a wall air conditioner in the living room, only a ceiling fan in the bedroom. Not good when it’s sweltering outside. We chose to forgo our payment and not stay in the apt. It was clean and nicely decorated but too hot to sleep with out air conditioning. "
The price is AED 286
AED 671 total
includes taxes & fees
4 Nov - 5 Nov
Sunny 1BR Apartment in the Surburbs
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 Sleepy Hollow Hotel Reviews

DoubleTree by Hilton Chicago Schaumburg

DoubleTree by Hilton Chicago Schaumburg

10/10 Excellent
"Clean"
Hortencia 1-night trip
Posted 2 days ago
DoubleTree by Hilton Chicago Schaumburg

Frequently asked questions

What's it like to stay at an apartment in Sleepy Hollow?
You might have as many choices centrally in Sleepy Hollow, but Expedia can help you find lodging accommodations within the larger area similar to apartments. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. You can also search for similar properties such as condos, vacation homes, or cottages.
Why consider an apartment over a traditional hotel room?
Often more spacious than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas.
What's the best apartment I should consider for a stay in Sleepy Hollow?
Here are some of the top apartments in the area to choose from: Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain: Located 15.7 mi/25.2 km away in Geneva. Free WiFi and Smart TVs are included. Onsite laundry facilities and a water park are on site. F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC: 8.8 mi/14.1 km away in Barrington. Free WiFi, private patios, and Smart TVs are included.
What will the weather be like when I travel to Sleepy Hollow?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Sleepy Hollow. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Sleepy Hollow are January, November, February, and October, with each month seeing an average of 7 inches of snowfall.
What should I see in Sleepy Hollow?
Explore the area and family-friendly sights such as Santa's Village, or get out into nature at a spot like Elgin Sports Complex. Randall Oaks Golf Club and Hemmens Cultural Center are a couple of places you'll find in the larger area.
What's the best way to get to and around Sleepy Hollow?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Chicago, IL (DPA-Dupage), which is located 13.4 mi (21.6 km) from the city center. Otherwise, you can search for flights to Chicago, IL (PWK-Chicago Executive), which is 20.5 mi (33 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.