Apartments in Sleepy Hollow for Rent

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Apartments in Sleepy Hollow

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

Barrington
9.8 out of 10, Exceptional, (6)
"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...
United States
Sarah S.
$137 nightly
The price is $146
Dec 9 - Dec 10
Total with taxes and fees
F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC

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

West Dundee
10.0 out of 10, Exceptional, (11)
"The loft is a great place to stay and we can’t wait to return! "
United States
Chad G.
$197 nightly
The price is $213
Dec 5 - Dec 6
Total with taxes and fees
Hip Urban Loft-Small Town Charm -124 LOFTS #4

Charming Downtown Farmhouse Apartment #4

West Dundee
10.0 out of 10, Exceptional, (12)
"Home away from home!!!"
United States
Tamera H.
$237 nightly
The price is $254
Dec 7 - Dec 8
Total with taxes and fees
Charming Downtown Farmhouse Apartment #4

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

Geneva
9.8 out of 10, Exceptional, (31)
"Extremely clean and updated apartment. Enjoyed our stay, would book this apartment again."
United States
Bryan R.
$248 nightly
The price is $263
Dec 7 - Dec 8
Total with taxes and fees
2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail

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

Geneva
9.4 out of 10, Exceptional, (23)
"Great location for walking downtown and on 3rd street. Quiet, clean and nice touches. "
United States
Richard K.
$253 nightly
The price is $268
Dec 7 - Dec 8
Total with taxes and fees
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry

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

Geneva
9.6 out of 10, Exceptional, (7)
"Very romantic getaway and me and my girlfriend felt like we belonged there! "
United States
Zachary G.
$282 nightly
The price is $299
Dec 7 - Dec 8
Total with taxes and fees
Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra

Chic 1BR Apt -Arlington Heights

Arlington Heights
$145 nightly
The price is $156
Dec 7 - Dec 8
Total with taxes and fees
Chic 1BR Apt -Arlington Heights

Sunny 1BR Apartment in the Surburbs

Arlington Heights
5.4 out of 10, (3)
"Clean, quiet neighborhood. Apartment as pictured."
United States
Terri A.
$145 nightly
The price is $156
Dec 7 - Dec 8
Total with taxes and fees
Sunny 1BR Apartment in the Surburbs

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

West Dundee
10.0 out of 10, Exceptional, (13)
"Thank you!! Everything was perfect!"
United States
Michelle J.
$197 nightly
The price is $213
Dec 7 - Dec 8
Total with taxes and fees
Hip Urban Loft-Small Town Charm - 124 LOFTS #1

Charming Downtown Farmhouse Apartment #2

West Dundee
10.0 out of 10, Exceptional, (12)
"We enjoyed the property and the location."
United States
Matthew L.
$209 nightly
The price is $225
Dec 7 - Dec 8
Total with taxes and fees
Charming Downtown Farmhouse Apartment #2

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

West Dundee
10.0 out of 10, Exceptional, (21)
"We have stayed at this property several times and have always had a great experience. The loft is spacious, convenient and comfortable!"
United States
Jen C.
$197 nightly
The price is $213
Dec 7 - Dec 8
Total with taxes and fees
Hip Urban Loft-Small Town Charm - 124 LOFTS #3

Charming Downtown Farmhouse Apartment #1

West Dundee
10.0 out of 10, Exceptional, (12)
"We really enjoyed our stay!"
United States
Jenna T.
$237 nightly
The price is $254
Dec 7 - Dec 8
Total with taxes and fees
Charming Downtown Farmhouse Apartment #1

Charming Downtown Farmhouse Apartment #3

West Dundee
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."
United States
Dorothy A.
$205 nightly
The price is $221
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming Downtown Farmhouse Apartment #3

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

West Dundee
10.0 out of 10, Exceptional, (17)
"Great spot in the heart of the village walking to everything, incredible hospitality with every detail covered."
United States
Robin R.
$197 nightly
The price is $213
Dec 7 - Dec 8
Total with taxes and fees
Hip Urban Loft-Small Town Charm - 124 LOFTS #2

Recharge in This Charming 1BR Apt

Arlington Heights
$150 nightly
The price is $162
Dec 9 - Dec 10
Total with taxes and fees
Recharge in This Charming 1BR Apt

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

Geneva
9.4 out of 10, Exceptional, (32)
"This is located in a nice quiet neighborhood. I felt safe taking walks at night by myself. We like the location. Close to stores, parks, bike paths, commuter train, and major roadsThe beds are comfortable, the kitchen has plenty of dishes & pots & pans. Everything was adequate for our needs. We'll stay here again the next time it works out!"
United States
Mary Ann V.
$264 nightly
The price is $280
Dec 6 - Dec 7
Total with taxes and fees
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
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

Find out more about Sleepy Hollow

Sleepy Hollow Apartments information

Number of reviews
200
Accommodation
41 Apartments
Lowest Price
$146
Highest Price
$299

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?
Below are some of the top apartments in the area to choose from: F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC: Located 8.8 mi/14.1 km away in Barrington. Free WiFi, private patios, and Smart TVs are included. Tudor house stay-In Town Location!: Located in St. Charles, 13.1 mi/21.1 km away. Includes laundry facilities and free WiFi. Access to onsite laundry facilities is available on site. Sunny 1BR Apartment in the Surburbs: 15.7 mi/25.3 km away in Arlington Heights. Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry: Located in Geneva, 14.7 mi/23.7 km from Sleepy Hollow. Includes laundry facilities, free WiFi, and Smart TVs. Access to onsite laundry facilities is available on site.
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.

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