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Holiday Rentals in Darien

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    Don't let other travellers get your favourite Darien area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 23 Rentals in Darien
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    The following rentals are within 25 kilometers of Darien.
    Oak Park Beauty Sleeps 1 to 8 Guests1 / 14
    (1)Excellent
    Oak Park, IL
    3 Bedrooms, 1 Bathroom, Sleeps 9 Quick View
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    Historic Chicago Style Bungalow Business Ready1 / 25
    (3)Very good
    Oak Park, IL
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Oak Park, IL
    5 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Beautiful Home near Chicago, IL1 / 15
    (1)Very good
    Tinley Park, IL
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2017
    We had a great time at this house. large areas for entertaining and the outside is just beautiful. Frank was extremely easy to work with and very accommodating.
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    About this property
    Beautiful 2700+ square foot home. There are four bedrooms with one being used as an office. There is a pool table in basement. In-ground heated pool in backyard allows guests to relax. The master bedroom has an en-suite bathroom with a steam shower. There are two televisions (one in the living room...
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    Tinley Park, Illinois 60487
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Forest Park, IL
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious 1 bedroom suite with a big screen TV, a super comfy bed & the convenience of cooking your own meals (oven, frig & microwave in your kitchen). Located on a wonderfully quiet residential block, very close to public trans and expressway. Downtown Chicago & O'Hare airport are one train ride...
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    Forest Park, Illinois 60130
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Oak Park, IL
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Eclectic Artists Flat Close2Chicago & Fitzgerald's Live Music Club Located near the Oak Park Arts District, this living space is located on the second floor of a brick home. The flat is colorful and filled with art with an eclectic ambiance. Very large rooms and spacious bathroom. 1.5 Baths. A...
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    Oak Park, Illinois 60304
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    The Davis House, Landmarked 1892 Farm House1 / 35
    (8)Very good
    Glen Ellyn
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 July 2017
    I started the booking process with William very early on, and am glad to have done so as getting in touch with him can be a bit tricky (he travels often between another home in...
    Reviewed 28 June 2015
    We gathered at The Davis House for a family reunion and to celebrate my husband’s 80 birthday. My daughter, husband and two small children were very comfortable in the bedroom...
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    About this property
    The Davis Victorian Farm house is an 1892 landmark home. It is located in beautiful Glen Ellyn, known for its quaint down town and Vintage Homes. We are also minutes away from Wheaton, home of Wheaton College. The Davis House is located on a very quiet cul-de-sac. Set back from Davis Terrace, its...
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    Glen Ellyn, DuPage County 60137
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Bloomingdale
    8 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
    • Washer
    • Private Indoor Pool
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My place is good for business travelers, families (with kids), and big groups. It is large enough to 25 people, centrally located in the heart of Bloomingdale. Its 10 thousand sq ft including basement, 4 car garage and another 10 cars can be parked on the driveway. Boasts 8 bedrooms with three...
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    Bloomingdale, DuPage County 60108
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 16
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    Condo
    Oak Park, IL
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    When traveling and looking for an upscale location. Oak Park offer a great traveler great food, entertainment, relaxing environment. Safe and a wide array of guided tours, Frank Lloyd Widget homes is just the start. My condo has two room with king bed half bath master bedroom, 2 bedroom has queen...
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    Oak Park, Illinois 60302
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Downers Grove
    6 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Washer
    • Patio
    • Parking
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 5000 square foot classic Colonial home is located in a private cul-de-sac on an acre of picturesque greens, trees, perennial garden and in ground pool. Its western suburban Chicago location is minutes from major expressways and Metra making quick and easy access to all Chicagoland has to...
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    Location Information
    Downers Grove, DuPage County 60516
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 15
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    NEW! 3BR Burr Ridge House on 5 Manicured Acres!1 / 24
    (1)Very good
    Burr Ridge, IL
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Grill
    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you’re seeking the perfect spot for your business retreat or family gathering, look no further than this 3-bedroom, 2-bathroom vacation rental house in Burr Ridge! With accommodations for 6 throughout approximately 4,000 square feet of beautifully-appointed living space and a large yard on 5...
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    Burr Ridge, Illinois 60517
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lombard
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Eclectic furniture, comfortable beds, large yard, 25 minutes to down town Chicago, walking distance to shopping, restaurants and grocery. Large all weather room seats 18. There is only one other house on the block and it is a dead end street so very quiet, adorned by large trees, there is also...
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    Lombard, DuPage County 60148
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Naperville, IL
    6 Bedrooms, 8 Bathrooms, Sleeps 20 Quick View
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    • Secure Parking
    • Terrace
    • Air Conditioning
    • Balcony
    • Private Garden
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From the moment you enter the grand foyer you know you are somewhere special! Rich Brazilian flooring can be found throughout, and the intricate wrought iron staircase gently curves to the gallery upstairs which gracefully flanks the two story family room. The custom kitchen is every chef's dream,...
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    Naperville, Illinois 60563
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 20
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    Humphrey Homestay - Yellow Room, Bed 11 / 7
    (1)Excellent
    Oak Park, IL
    1 Bedroom, 2 Bathrooms, Sleeps 1 Quick View
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    Amenities & Details
    • Balcony
    • Wi-Fi
    • Terrace
    • Patio
    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 October 2017
    If you are looking for an accommodation in Chicago, I recommend you the Humphrey Homestay located in the west of the city. You will settle in Oak Park, a wealthy village marking...
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    About this property
    Located just west of Chicago - Oak Park is a historic neighborhood 30 minutes from downtown. Humphrey Homestay provides a residence for international students or medical students completing rotations in the Chicagoland area. We provide home cooked meals, all utilities including high speed wifi, in...
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    Location Information
    Oak Park, Illinois 60302
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 1
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    Oak Park, IL
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Oak Park, IL home of Earnest Hemingway and Frank Lloyd Wright. We boast beautiful homes, superb restaurants, shops and we are next door to Chicago a world class city!! Welcome to my home where you will find comfortable beds, refreshments, conversation and a warm feeling of being...
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    Oak Park, Illinois 60302
    Private Room - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Forest Park, IL
    4 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Central Heating
    • Grill
    • Terrace
    • DVD Player
    • Balcony
    • Housekeeping Included
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming private apartment in the heart of Forest Park! Perfect mix of cozy, chic, & antique! Long term or a quick weekend away! Ideal for couples, solo adventurers, business travelers, families, big groups, even pets! Four bedrooms, spacious living area, beautiful backyard garden with seating for...
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    Forest Park, Illinois 60130
    Condo/Apartment - 4 Bedrooms, 1 Bathroom, Sleeps 5
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    Bloomingdale
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    • Private Garden
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2900 SF Modern updated Home with walk out basement. Above ground heated pool! 4 bedrooms with large beds in each room Bunk beds in upstairs room. 70in LCD TV two 55in LCD TVs in bedroom and basement. Great Large kitchen with stainless steel appliances Wine cooler 2 HUGE Couches 1 upstairs 1...
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    Bloomingdale, DuPage County 60108
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    Oak Park, IL
    1 Bedroom, 2 Bathrooms, Sleeps 1 Quick View
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    Amenities & Details
    • Balcony
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Terrace
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just west of Chicago - Oak Park is a historic neighborhood 30 minutes from downtown. Humphrey Homestay provides a residence for international students or medical students completing rotations in the Chicagoland area. We provide home cooked meals, all utilities including high speed wifi, in...
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    Location Information
    Oak Park, Illinois 60302
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 1
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    Oak Park, IL
    1 Bedroom, 2 Bathrooms, Sleeps 1 Quick View
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    Amenities & Details
    • Grill
    • Terrace
    • Balcony
    • Private Garden
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just west of Chicago - Oak Park is a historic neighborhood 30 minutes from downtown. Humphrey Homestay provides a residence for international students or medical students completing rotations in the Chicagoland area. We provide home cooked meals, all utilities including high speed wifi, in...
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    Location Information
    Oak Park, Illinois 60302
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 1
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    Lombard
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • DVD Player
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My place is 30 minutes from downtown Chicago. Located 8 minutes from Oakbrook Center Mall and 15 min from Wheaton College. Plenty of restaurants and dining and family-friendly activities nearby. Large backyard and deck that's great for pets and entertaining! This cozy house gets tons of sunlight...
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    Location Information
    Lombard, DuPage County 60148
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Oak Park, IL
    4 Bedrooms, 2 Bathrooms, Sleeps 1 Quick View
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    • Wi-Fi
    • Grill
    • Washer
    • Housekeeping Included
    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just west of Chicago - Oak Park is a historic neighborhood 30 minutes from downtown. Humphrey Homestay provides a residence for international students or medical students completing rotations in the Chicagoland area. We provide home cooked meals, all utilities including high speed wifi, in...
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    Location Information
    Oak Park, Illinois 60302
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 1
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    Oak Park, IL
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    - Safe and quiet residential area by the Oak Park Arts District - Many art shops, two cafes, Italian restaurant and family-friendly activities all within walking distance. - Space is master bedroom on the 2nd floor - Free parking on premise - 15-20 mins Chicago Loop/Downtown by car - 2 mins walk to...
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    Location Information
    Oak Park, Illinois 60304
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Oak Park, IL
    1 Bedroom, 2 Bathrooms, Sleeps 1 Quick View
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    • Grill
    • Wi-Fi
    • Balcony
    • Terrace
    • Patio
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just west of Chicago - Oak Park is a historic neighborhood 30 minutes from downtown. Humphrey Homestay provides a residence for international students or medical students completing rotations in the Chicagoland area. We provide home cooked meals, all utilities including high speed wifi, in...
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    Location Information
    Oak Park, Illinois 60302
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 1
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