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Cottages, Villas, Apartments in Westchester
Holiday Rentals
USA
Illinois (IL)
Cottages, Villas, Apartments in Westchester
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Bedrooms
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Internet or Wifi (46)
Air Conditioning (43)
Washer/Dryer (35)
Grill (21)
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Kid friendly (42)
Pet friendly (25)
Smoking allowed (4)
Wheelchair access (0)
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Holiday Rental House (34)
Condominium/Apartment (12)
Cabin Holiday Rental (0)
Private Room (0)
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Private Chef (0)
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Distance from
5 mi
Westchester Woods Park and Preserve
Stella's Place
Westchester Park District
Wild Slots & Soju Bar
Westchester Square Office Park
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46 rentals
in Westchester.
Modern 2Bdrm Westchester Home with brand-new out door HOT TUB
17
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
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As seen on
Westchester Retreat King bed
1
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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A beautiful home in quiet Westchester
11
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
9
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Luxury King|Game Room|Fire Pit 17 miles > Downtown
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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The following properties within 20 miles of Westchester match all your filters:
Updated Forest Park 3 BR Bungalow
44
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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As seen on
LUXE 3 BR, 2 BA + Hot Tub
14
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
The Brookfield Breakaway w/ Game Room
7
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 11
Match:
Sleeps
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Quick Access to O'Hare and Chicago downtown
1
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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At Home Apartment w/Self Check-in + Free Parking
Condo/Apartment
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0 bedrooms
0 bathrooms
Sleeps 4
Match:
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Cozy Two Bedroom Apartment in Downtown Forest Park
2
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Large, modern 2 bedroom in the heart of Forest Park
11
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
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Clean and Comfy Updated Apt in Convenient Location
12
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Sleeps
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A5 Luxurious Garden Unit Near Chicago
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Luxurious apartment in great central location!
3
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
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Modern apartment in great central location!
4
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Brookfield Boutique Charmer
8
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 7
Match:
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As seen on
MODERN RETREAT-DOUBLE LOT W/PERGOLA-FIRE PIT-GAME ROOM-5 MIN TO BROOKFIELD ZOO
6
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
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As seen on
Fully furnished long term rental home Western Springs
1
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 5
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Charming ModernRetro Home!
9
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 10
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5-minute walk to the largest old school arcade in America! Family friendly.
5
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 10
Match:
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OVERSIZED house located 20min ORD/ MDW airports, 15min D/T Chg. 1min to I-290.
6
Holiday Rental House
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6 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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Fully Remodeled Large Home Ready for You & YourFamily to Enjoy
3
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 12
Match:
Sleeps
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As seen on
Bliss in Brookfield - 5BR, 3BR
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 9
Match:
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1920s fully updated unique 2 BR open artist loft space
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
Match:
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As seen on
4-bedroom house in fantastic La Grange with WiFi, fitness room
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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Brand New Studio apart. free parking
3
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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As seen on
Zen in La Grange Park
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 7
Match:
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Cozy spacious 1-bedroom condo in enjoyable Forest Park with fitness room, WiFi
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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2-bedroom haven near Ohare with Wi-Fi, AC in fabulous Bellwood
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
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Experience Forest Park living near Top Places like downtown Chicago
7
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
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As seen on
Modern Pop Art Decor Grill & Games
1
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
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As seen on
Radiant Home with a Spacious Roof Patio/COMMERCIAL KITCHEN AND EVENT SPACE
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
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As seen on
Pearly Gates w/ 2-Car Garage
Holiday Rental House
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4 bedrooms
1 bathroom
Sleeps 9
Match:
Sleeps
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As seen on
Lovely Home in Elmhurst
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
The Brookfield Escape- 30 min to Chicago
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
13 Mi to Dtwn Chicago: Maywood Home w/ Fireplace
3
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Cozy 3-bedroom house in family-oriented Melrose Park.
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Luxurious Brookfield Zoo 3-4 bedroom cape cod in the heart of Brookfield, IL
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 8
Match:
Sleeps
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Comfy Cozy 2BR Home Away from Home
6
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
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As seen on
Stylish 3bd w/ backyard patio mins from Downtown!
1
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
Match:
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3BR/1ba apt; fully furnished and equipped; in Forest Park
8
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 6
Match:
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Heart of Historic Riverside Home
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Lovely, Pet Friendly Condo w/ King Bed & Parking!
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Enamored in Elmhurst
6
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 14
Match:
Sleeps
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As seen on
Chic Forest Park Home w/ Patio - 10 Mi to Chicago
5
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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1
Showing results 1-46 of 46
Frequently Asked Questions about Westchester
Do any holiday rentals in Westchester have a pool?
Yes, here are some popular holiday rentals in Westchester that have a pool:
Modern 2Bdrm Westchester Home with brand-new out door HOT TUB
Westchester Retreat King bed
A beautiful home in quiet Westchester
See all holiday rentals with a pool in Westchester on Tripadvisor
Do any holiday rentals in Westchester have internet access?
Yes, here are some popular holiday rentals in Westchester that have internet access:
Modern 2Bdrm Westchester Home with brand-new out door HOT TUB
Westchester Retreat King bed
A beautiful home in quiet Westchester
See all holiday rentals in Westchester on Tripadvisor
What are the best pet friendly rentals in Westchester?
The best pet friendly rentals in Westchester are:
Westchester Retreat King bed
A beautiful home in quiet Westchester
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
See all pet friendly holiday rentals in Westchester on Tripadvisor
What are some great rentals in Westchester that are kid friendly?
Some of the most popular kid friendly rentals in Westchester are:
Modern 2Bdrm Westchester Home with brand-new out door HOT TUB
Westchester Retreat King bed
A beautiful home in quiet Westchester
See all kid friendly holiday rentals in Westchester on Tripadvisor
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