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Oak Park Holiday Rentals - Oak Park Rental Homes and Condos
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Popular holiday rentals:
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Holiday Rentals
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Oak Park Holiday Rentals
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Rent from verified owners and managers, and read reviews before you book.
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New and Featured
Olita's Victorian B&B;, Chicago
-
Price:
£81/night
- Bedrooms: 1, sleeps 4 Contact Manager
-
Price:
£155/night
- Bedrooms: 1, sleeps 3 Contact Manager
Old Town Premier Town House (OT12), Chicago
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Price:
£1,736/night
- Sleeps: 2 Contact Manager
-
Price:
£140/night
£2,790/month
- Bedrooms: 4, sleeps 8 Contact Manager
-
Price:
£171/night
£2,790/month
- Bedrooms: 4, sleeps 8 Contact Manager
-
Price:
£140/night
£2,604/week
£2,604/month
- Bedrooms: 1, sleeps 5 Contact Manager
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Price:
£123/night
£805/week
£2,046/month
- Sleeps: 4
- Bathrooms: 1 Contact Manager
The Nyberg B&B;, Chicago
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Price:
£90/night
- Bedrooms: 1, sleeps 2 Contact Manager
-
Price:
£155/night
- Bedrooms: 3, sleeps 6 Contact Manager
Joy's Joy, Chicago
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Price:
£84/night
- Bedrooms: 1, sleeps 4 Contact Manager
Recommended by Travellers
There are no holiday rentals within Oak Park, Illinois. We broadened your search to include all rentals within 40 kilometers.
Nightly rate from
£185
£185
| Management: | Verified Plus owner |
| Property: | Condo/Apartment |
| Bedrooms: | 3, sleeps 8 |
| Bathrooms: | 3 |
| Min stay: | 1 |
Arlyn,
We all LOVED the condo!!! And I was the hero for finding it & making all the arrangements. The location & view couldn't have been any better. The ...
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Nightly
£185 - £247 -
Weekly
£1,237 - £1,547 -
Monthly
£4,030 - £5,891
Nightly rate from
£66
£66
| Management: | Verified owner |
| Property: | Condo/Apartment |
| Bedrooms: | 3, sleeps 6 |
| Bathrooms: | 2 |
This is an amazing rental with many luxurious amenities at a great price.
The view in the picture is our luxurious hot tub. It's a great way to relax after ...
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Nightly
£66 - £115 -
Weekly
£465 - £713 -
Monthly
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Also consider
Nightly rate from
£140
£140
| Management: | Verified owner |
| Property: | Condo/Apartment |
| Bedrooms: | 2, sleeps 6 |
| Bathrooms: | 2 |
Trendy Roscoe Village offers a variety of boutiques, restaurants and bars. Our Guesthouse is located above Cinnamon Boutique, a new women's clothing and ...
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Nightly
£140 -
Weekly
£837 -
Monthly
£3,100
Nightly rate from
£74
£74
| Management: | Verified Plus owner |
| Property: | Condo/Apartment |
| Bedrooms: | 2, sleeps 5 |
| Bathrooms: | 1 |
Old Irving Loft is a two bedroom upper available for vacation and executive rentals.Decorated in the style of 1940's old Chicago and situated in a convenient ...
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Nightly
£74 - £93 -
Weekly
-- -
Monthly
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Also consider
Nightly rate from
£155
£155
| Management: | Verified owner |
| Property: | Condo/Apartment |
| Bedrooms: | 3, sleeps 8 |
| Bathrooms: | 2 |
Trendy Roscoe Village offers a variety of boutiques, restaurants and bars. Our Guesthouse is located a block from Cinnamon Boutique, a new women's clothing ...
-
Nightly
£155 -
Weekly
£930 -
Monthly
£3,100
Nightly rate from
£99
£99
| Management: | Verified owner |
| Property: | Condo/Apartment |
| Bedrooms: | 2, sleeps 6 |
| Bathrooms: | 1 |
Luxury Inn -- Beautiful, fully restored graystone building.
This 1,200 square foot unit is located in the heart of Wrigleyville/Southport Corridor in the ...
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Nightly
£99 - £111 -
Weekly
£620 -
Monthly
£1,798
Writers' Retreat Chicago, Chicago
Nightly rate from
£74
£74
| Management: | Verified Plus owner |
| Property: | Condo/Apartment |
| Bedrooms: | 2, sleeps 6 |
| Bathrooms: | 1 |
Writers' Retreat is your chance to get away. With plenty of room for relaxing and so many little touches to get in touch with your creative side, you're stay ...
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Nightly
£74 - £93 -
Weekly
-- -
Monthly
--
Nightly rate from
£92
£92
| Management: | Verified Plus owner |
| Property: | Condo/Apartment |
| Bedrooms: | 2, sleeps 4 |
| Bathrooms: | 1 |
| Min stay: | 1 |
Hi Laurie & Arlyn We had a wonderful time in Chicago. Alyn and I did a lot of walking around your city. Your city blocks seem much smaller than ours so the ...
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Nightly
£92 - £154 -
Weekly
£617 - £927 -
Monthly
£2,790 - £4,030
Also consider
Mag Mile 2bed/2bath, Chicago
Nightly rate from
£217
£217
| Management: | Verified Plus owner |
| Property: | Condo/Apartment |
| Bedrooms: | 2, sleeps 6 |
| Bathrooms: | 2 |
Located just steps from the world's best shopping, dining, culture, and entertainment. 30 East Huron reflects the comfort and style of the best hotels the ...
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Nightly
£217 -
Weekly
-- -
Monthly
--
Chicago South Loop Amazing condo, Chicago
Nightly rate from
£112
£112
| Management: | Verified owner |
| Property: | Condo/Apartment |
| Bedrooms: | 2, sleeps 4 |
| Bathrooms: | 2 |
This lovely 2 Bedroom, 2 Bathroom condo located in the South Loop Chicago is the perfect temporary home for you while visiting Chicago for pleasure or ...
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Nightly
£112 -
Weekly
£670 -
Monthly
£2,325
Cornelia's, Chicago
| Management: | Verified owner |
| Property: | Condo/Apartment |
| Bedrooms: | 2, sleeps 4 |
| Bathrooms: | 1 |
| Min stay: | 30 |
Nestled in a lively corner of Lakeview you will find my 2 bedroom 1 bath condo. Superbe dining, shops, cafes and theatres all a short stroll away. This 125 ...
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Nightly
-- -
Weekly
-- -
Monthly
£1,798
Nightly rate from
£171
£171
| Management: | Verified owner |
| Property: | Condo/Apartment |
| Bedrooms: | 2, sleeps 6 |
| Bathrooms: | 2 |
Top floor unit in historic Old Town Neighborhood. Clsoe to shopping, Brown Line El stop. Downtown . And North Avenue Beach!
Amenities include:
* Pull out ...
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Nightly
£171 -
Weekly
£1,023 -
Monthly
£3,100
Nightly rate from
£171
£171
| Management: | Verified owner |
| Property: | Condo/Apartment |
| Bedrooms: | 4, sleeps 10 |
| Bathrooms: | 2 |
Brand new 4 bedroom 2 bath fully furnished apartment in Roscoe Village close to Hamlin Park. Whether you’re planning a weekend excursion, business trip or ...
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Nightly
£171 -
Weekly
-- -
Monthly
--
The Penthouse at Grand Plaza, Chicago
Nightly rate from
£326
£326
| Management: | Verified Plus owner |
| Property: | Condo/Apartment |
| Bedrooms: | 3, sleeps 8 |
| Bathrooms: | 2 |
The Penthouse at Grand Plaza is a magnificent unique rental in Chicago. Towering 56 floor above the city, with dramatic two story living areas and exquisite ...
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Nightly
£326 -
Weekly
-- -
Monthly
--
Also consider
55th Floor Penthouse, Chicago
Nightly rate from
£124
£124
| Management: | Verified Plus owner |
| Property: | Condo/Apartment |
| Bedrooms: | 1, sleeps 7 |
| Bathrooms: | 1 |
| Min stay: | 1 |
Two beautifully rehabbed penthouses located on the 55th and 54th floors. These condos have a Magnificent location and the most spectacular views in Chicago! ...
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Nightly
£124 - £186 -
Weekly
-- -
Monthly
--
Magnolia Studios, Chicago
Nightly rate from
£61
£61
| Management: | Verified Plus owner |
| Property: | Holiday Rental House |
| Bedrooms: | 4, sleeps 6 |
| Bathrooms: | 3 |
Situated on a quiet, tree-lined street in Chicago�s Edgewater/ Andersonville
neighborhood, Magnolia Studios offers a choice of three unique chicago ...
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Nightly
£61 - £92 -
Weekly
-- -
Monthly
--
Nightly rate from
£68
£68
| Management: | Verified owner |
| Property: | Condo/Apartment |
| Bedrooms: | 1, sleeps 6 |
| Bathrooms: | 2 |
| Min stay: | 2 |
...prepare your senses for the ultimate "escape from it all" luxury living...
-Fully furnished Ultra-Luxury rental--all linens, bedding, cooking apparatus, ...
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Nightly
£68 - £80 -
Weekly
£619 - £743 -
Monthly
--
Pratt Shore - Chicago North Side, Chicago
Nightly rate from
£55
£55
| Management: | Verified owner |
| Property: | Condo/Apartment |
| Bedrooms: | 1, sleeps 2 |
| Bathrooms: | 1 |
Beaches, parks, vintage apartments -- these features and more make Rogers Park a desirable Chicago neighborhood. Bordered by Devon Avenue on the south, ...
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Nightly
£55 -
Weekly
£341 -
Monthly
£961
State Parkway (GC15), Chicago
Nightly rate from
£7,441
£7,441
| Management: | Professional |
| Property: | Holiday Rental House |
| Bedrooms: | 1, sleeps 8 |
Gorgeous Gold Coast Renovated 4br/3.1 BA
Light and airy contemporary Greystone home with large Italian garden. Luminaire kitchen, incredible woodwork and ...
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Nightly
£7,441 -
Weekly
-- -
Monthly
--
Also consider
River East 2 Bedroom Apartment (D14), Chicago
Nightly rate from
£2,232
£2,232
| Management: | Professional |
| Property: | Holiday Rental House |
| Bedrooms: | 2, sleeps 4 |
| Bathrooms: | 2 |
This lakeside apartment features amazing unobstructed views of Lake Michigan, Navy Pier, Grant Park, and Soldier Field. This 2 bedroom, 2 bathroom apartment ...
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Nightly
£2,232 -
Weekly
-- -
Monthly
£2,232
-
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Professionally managed typically means…
- Member of the FlipKey Verified Property Manager program
- Dedicated on-site help
- Experienced local staff
- Professional hospitality services
- Secure credit card payment
Verified Plus property owner typically means…
- Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
- Established history of renting online
- Direct & personal contact
- Detailed rental knowledge
- Flexible dates & rates
- More options in smaller towns
Verified property owner typically means…
- Verification of owner name and address via valid credit card
- History of renting online
- Direct & personal contact
- Detailed rental knowledge
- Flexible dates & rates
- More options in smaller towns
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