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Homewood Holiday Rentals

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    Don't let other travellers get your favourite Homewood area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 23 Rentals in Homewood
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    Full modern 2BR apmt in home sweet Homewood1 / 23
    (1)Excellent
    Homewood
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    The following rentals are within 40 kilometres of Homewood.
    Oak Park Bungalow1 / 20
    (3)Very good
    Oak Park
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Oak Park Beauty Sleeps 1 to 8 Guests1 / 14
    (1)Excellent
    Oak Park
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Gary, IN
    6 Bedrooms, 5 Bathrooms, Sleeps 29 Quick View
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    • Washer
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The 6000sqft Miller Beach Dream Retreat Entire Compound is a Five-Star luxury oasis, only forty minutes from Chicago, is a private, secluded, spa-quality, ultimate beachfront getaway right on the Indiana Dunes National Lakeshore. This year-round Beach Retreat is one of the most luxurious vacation...
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    Gary, Indiana 46403
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 29
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    Gary, IN
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Addition at Villa Santorini is the newest luxury offering with direct beach access from Miller Beach Vacation Rentals. Featuring stunning interiors, soaring ceilings on two levels, gourmet kitchen and custom wet bar, high end furnishings and appliances, spacious two story outdoor living space,...
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    Gary, Indiana 46403
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Charming apartment, fantastic location! Spacious 4 bedroom, a rare find!1 / 13
    (1)Excellent
    Forest Park
    4 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Housekeeping Included
    • Parking
    • DVD Player
    • Grill
    • Balcony
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2018
    This truly is a rare find and well worth your time if you need a place with multiple bedrooms in a convenient, residential location. The owners were very responsive to messages...
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    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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    Gary, IN
    6 Bedrooms, 4 Bathrooms, Sleeps 30 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    About this property
    The ONLY Luxury Elite Vacation Rental in Indiana as rated by Andrew Harper, LLC, the premier luxury travel rating service! Villa Santorini, only 40 minutes from Chicago, sits atop a 60 ft private dune, borders the IN Dunes National Lakeshore, and has direct beach access. This 6000 sqft year-round...
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    Gary, Indiana 46403
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 30
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    Beautiful Home near Chicago, IL1 / 15
    (1)Very good
    Tinley Park
    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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    Oak Park
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
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    Pet friendly
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    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 - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Gary, IN
    4 Bedrooms, 4 Bathrooms, Sleeps 19 Quick View
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    • Internet Access
    • Washer
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The 5000 sqft Main House at the Miller Beach Dream Retreat is a Five-Star luxury oasis, only forty minutes from Chicago, is a private, secluded, spa-quality, ultimate beachfront getaway right on the Indiana Dunes National Lakeshore. This year-round Beach Retreat is one of the most luxurious...
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    Location Information
    Gary, Indiana 46403
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 19
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    Gary, IN
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Internet Access
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Miller Beach Dream Retreat Guesthouse is a private, year-round, beachfront getaway right on the Indiana Dunes National Lakeshore and only forty minutes from Chicago. * Open floor plan with Great Room and Kitchen, dining for 6, bath with jetted tub, private entrance and deck with Weber grill *...
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    Gary, Indiana 46403
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Downers Grove
    6 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Washer
    • Grill
    • Cable/satellite TV
    • Patio
    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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    Downers Grove, DuPage County 60516
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 15
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    Condo
    Oak Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
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    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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    Oak Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Wi-Fi
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    • Air Conditioning
    • Private Garden
    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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    Oak Park, Illinois 60304
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Forest Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    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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    Location Information
    Forest Park, Illinois 60130
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Colorado Place1 / 26
    (1)Excellent
    Merrillville, IN
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Patio
    • Wi-Fi
    • Private Garden
    • Central Heating
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2018
    Our group of 5 adults had a wonderful three days in the beautiful home. The beds were very comfortable. Three of the adults were in the bunk room and enjoyed the stay. The house...
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    About this property
    This 3 bed 1.5 bath quiet home has plenty of room. Our home is situated close to Rt 30, as well as I-65. There are tons of shopping options, as well as things to do. Woodfield Southlake Mall , Albany's Candy Factory, Deep River Water Park, and more!! This is the perfect place to stay if you are...
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    Merrillville, Indiana 46410
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Summit
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Washer
    • Hot Tub
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Map in the ad is wrong and Trip Advisor can't fix it. We are located in the Bridgeport neighborhood just south of downtown Chicago and just West of Guaranteed Rate Field, home of the Chicago White Sox. We are located 5 miles due south from our city center, and 3 miles from our convention...
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    Summit, Illinois 60501
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Gary, IN
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • Balcony
    • Terrace
    • Private Garden
    • Grill
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great for walking and hiking in the dunes and on the beach. Watch the woods from the screened in front porch. Great wood stove . 5 minute walk from semi-private Lake Michigan beach and 45 minutes from downtown Chicago. The house, is built into dunes so most of the living space is on second floor...
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    Gary, Indiana 46403
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Crete
    4 Bedrooms, Sleeps 12 Quick View
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    • Grill
    • Cable/satellite TV
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    • Washer
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates: In-Season weeks of June 23 - August 18: $13,100 per week~~ 8/25-9/7: $9,500 per week. Off-Season Rates: 11/1/2017 - 4/27/2018: $6000/week 4/28-5/25: $7,200/week ~~ 5/26-6/22: $8,700/week ~~ 9/8-10/31: $7,900/week All Rates Include Cleaning and Linens! Brand new, upscale, double...
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    Crete, Illinois 02633
    Holiday Rental House - 4 Bedrooms, Sleeps 12
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    Griffith, IN
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Air Conditioning
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    • Cable/satellite TV
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our lovely home has lots of amenities to make your stay a relaxing experience whether your trip is for business or pleasure. We are frequent travel renters ourselves and know what makes a stay more enjoyable! Our home is newly renovated and is an easy commute to all that Chicago has to offer or...
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    Griffith, Indiana 46408
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Darien
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    About this property
    spectacular 4 bedroom, 4 1/2bath estate outside of Chicago in Darien. This gabled, brick New American is spacious inside and out and outfitted with high-end furnishings. Just twenty minutes from O’Hare International Airport and forty from Chicago’s heart, it’s not just well appointed, it’s well...
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    Darien, DuPage County 60561
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Merrillville, IN
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Property features an open-concept living room/dining room and a fully equipped kitchen with granite countertops and stainless steel appliances. 2 Main floor Bedrooms and 2 upstairs bedrooms. Washer and Dryer. Deck and Backyard space, play set in the side yard. Parking for 3-4 cars. Close to I-65,...
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    Merrillville, Indiana 46410
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Lynwood
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Long-term guests only. *Please contact us w/ any questions* Immaculate Vacation Residence in Lynwood (Perfectly located close to NWI & Downtown Chicago) w/ all the luxuries and comfort of home provided at a great value. This home is equipped w/ smart features- smart lock, thermostat, &...
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    Lynwood, Illinois 60411
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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