Airport Express Hotel - Vacation Rentals in Sleepy Hollow

Residence Inn Chicago Midway Airport From US $212
         

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8.8 (83 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
DoubleTree by Hilton Chicago Midway Airport From US $163
         

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9.2 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
DoubleTree by Hilton Chicago Midway Airport, IL From US $198
         

Hyatt Place Chicago Midway Airport From US $159
         

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9.0 (1199 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hyatt Place Chicago Midway Airport From US $181
         

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8.5 (784 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Holiday Inn Express & Suites Chicago-Midway Airport by IHG From US $177
         

8.3 (299 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Residence Inn Marriott Chicago Midway From US $169
         

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8.8 (587 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Sleepy Hollow

Over 116+ Luxury Places to Stay in or Near Sleepy Hollow
Hampton Inn Chicago-Midway Airport From US $1,105
         

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7.9 (359 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Berwyn FHS Rental From US $398
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Extended Stay Berwyn FHS Rental From US $398
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious 3-bedroom apartment with WiFi, AC in safe area in Cicero IL. From US $370
         

W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade From US $308
         

Near Midway Newly remodeled From US $258
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety

Top-Rated Vacation Rentals with a Pool in Sleepy Hollow

Over 7+ Top-Rated Vacation Rentals with a Pool in or Near Sleepy Hollow
Hilton Garden Inn Chicago/Midway Airport From US $149
         

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8.4 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Chicago Marriott Midway From US $174
         

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8.4 (912 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Courtyard by Marriott Chicago Midway Airport From US $163
         

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8.2 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Chicago Marriott Midway From US $173
         

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8.0 (169 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hilton Garden Inn Chicago/Midway Airport From US $172
         

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7.8 (258 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Courtyard Chicago Midway Airport From US $158
         

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7.7 (220 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Sleepy Hollow

Over 43+ Pet-Friendly Vacation Rentals in or Near Sleepy Hollow
Sleep Inn Midway Airport From US $116
         

7.7 (661 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6 From US $152
         

8.6 (20 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Vintage Arcade Apt with Parking From US $135
         

6.8 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Stylish & Comfy Stay: Close to Downtown From US $100
         

4.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming 1-bedroom apartment in brilliant Berwyn with AC, WiFi From US $162
         

Chic & Cozy Chicago Stay Close to Downtown From US $109
         

Large Vacation Homes & Villas in Sleepy Hollow

Over 14+ Large Vacation Homes & Villas in or Near Sleepy Hollow
Chicago FHS Rental - Vernon Ave From US $221
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
La Villita - Gateway to Chicago From US $140
         

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8.0 (20 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Chicago FHS Rental - Berwyn Ave From US $233
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Extended Stay- Chicago FHS Rental - W 64th St From US $230
         

Chicago FHS Rental - Narragansett From US $230
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Chicago FHS Rental - W 64th St From US $230
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Extended Stay- Chicago FHS Rental - Vernon Ave From US $215
         

Berwyn Rental From US $294
         

5.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • TV

Wheelchair Accessible Vacation Homes in Sleepy Hollow

Over 4+ Wheelchair Accessible Vacation Homes in or Near Sleepy Hollow
Carlton Inn Midway From US $99
         

5.0 (832 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hampton Inn by Hilton Chicago-Midway Airport From US $164
         

8.4 (1312 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Skylark Motel From US $99
         

3.9 (75 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Sleep Inn Midway Airport Bedford Park From US $109
         

8.0 (1701 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

Sleepy Hollow Varoom and Airbnb Places to Stay Under $200

Over 54+ Sleepy Hollow Varoom and Airbnb Places to Stay Under $200
Condo Apartment Near Midway Airport From US $129
         

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8.9 (13 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
Carlton Inn Midway From US $98
         

6.4 (1009 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Chicago Buddha's Abode From US $147
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Stylish comfortable 3BR with tons of natural light From US $187
         

Cozy Urban Retreat Near Midway – Perfect for Travelers! From US $151
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP From US $135
         

9.8 (28 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Cozy 2- bedroom w/patio mins from Midway Airport From US $151
         

9.8 (12 Reviews)
Apartment
  • Parking
  • TV
  • Balcony/Terrace

Instantly Bookable Vacation Homes in Sleepy Hollow

Over 38+ Instantly Bookable Vacation Homes in or Near Sleepy Hollow
Berwyn Beauty From US $219
         

10.0 (33 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Luxurious 3Br with parking on premises 🌔 From US $181
         

9.2 (14 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Spacious, Sunny and Clean Apartment 25 min from Downtown Chicago From US $206
         

9.2 (11 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Ridgeland Retreat/Street level Apt easy access From US $189
         

9.2 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Chic Chicago Retreat (2-Bedroom Home) by RedAwning From US $193
         

8.6 (4 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace

About Sleepy Hollow Vacation Rentals

With more than 25 Sleepy Hollow vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Airportexpresshotel and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Sleepy Hollow.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Airportexpresshotel Sleepy Hollow, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Sleepy Hollow. Places to stay near Sleepy Hollow are 146.09 ft² on average, with prices averaging $186 a night.

Airportexpresshotel makes it easy and safe to find and compare vacation rentals in Sleepy Hollow with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Sleepy Hollow

Type Count
Hotels with Suites 25

Use these Quick Filters to Find a Vacation Rental in Sleepy Hollow

Pro Tip: Airportexpresshotel makes it easy to compare the best listings on Airportexpresshotel homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Airportexpresshotel homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Sleepy Hollow.

Weather in Sleepy Hollow

View the weather forecast for Sleepy Hollow before booking your Sleepy Hollow Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F