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Pet Friendly Holiday Rentals in Chesterton

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    Don't let other travellers get your favourite Chesterton area holiday rental. You're so close to securing your perfect getaway. Book today.
    10 Matching Rentals in the Chesterton AreaView all 74 rentals
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    The following rentals are within 25 kilometres of Chesterton.
    Beautiful apt. across from Lighthouse Mall1 / 13
    (13)Excellent
    Michigan City
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Il Giardino1 / 18
    (1)Very good
    Michigan City
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Guest House in Private Gated Nudist Community1 / 2
    (2)Excellent
    Valparaiso
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Gary
    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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    Location Information
    Gary, Indiana 46403
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Across from the pool & Dog Friendly1 / 25
    (1)Excellent
    Michigan City
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Wi-Fi
    • Grill
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 August 2017
    This home provided a great location for the whole family. Four generations and all found something to do. The location was surrounded by great places to visit and memories to be...
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    About this property
    Vacation Station, located right across from the pool house and Lake Kai offers large gathering space along with huge screened wrap around porches w/ plenty of seating. The main level has a large living room, dinning room and kitchen w/ open concepts and plenty of seating at the large table and...
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    Location Information
    Michigan City, Indiana 46360
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    Gary
    6 Bedrooms, 4 Bathrooms, Sleeps 30 Quick View
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    Amenities & Details
    • DVD Player
    • Sauna
    • Cable/satellite TV
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please contact us to confirm rates for more than 3 nights or more, as they may not calculate accurately. ** All reservations must meet our Booking Requirements Indiana's ONLY Luxury Elite Vacation Rental as rated by Andrew Harper, LLC, the premier luxury travel rating service! Completed in...
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    Location Information
    Gary, Indiana 46403
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 30
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    Gary
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Addition at Villa Santorini features stunning interiors, soaring ceilings, spacious outdoor living, direct beach access, and amazing views of Lake Michigan and the Indiana Dunes National Lakeshore (soon to be America's 60th National Park!). This three bedroom, two bathroom showplace is the...
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    Gary, Indiana 46403
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Gary
    6 Bedrooms, 5 Bathrooms, Sleeps 29 Quick View
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    Amenities & Details
    • Hot Tub
    • Waterfront
    • Wi-Fi
    • Sauna
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Please contact us to confirm rates for more than 2 nights, as they may not calculate accurately. **All reservations must meet all Booking Requirements This 5-Star luxury oasis, only 40 minutes from Chicago, is a private, secluded, spa-quality, ultimate beachfront getaway right on the Indiana...
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    Location Information
    Gary, Indiana 46403
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 29
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    Gary
    4 Bedrooms, 4 Bathrooms, Sleeps 19 Quick View
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    Amenities & Details
    • Sauna
    • Air Conditioning
    • Waterfront
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Please contact us to confirm rates for more than 2 nights, as they may not calculate accurately. **All reservations must meet all Booking Requirements This 5-Star luxury oasis, only 40 minutes from Chicago, is a private, secluded, spa-quality, ultimate beachfront getaway right on the Indiana...
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    Location Information
    Gary, Indiana 46403
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 19
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    Gary
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Please contact us to confirm rates for more than 2 nights, as they may not calculate accurately. **All reservations must meet all Booking Requirements The Guesthouse at Miller Beach Dream Retreat, only 40 minutes from Chicago, is a private, beachfront getaway right on the Indiana Dunes National...
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    Location Information
    Gary, Indiana 46403
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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