Pet Friendly Vacation Rentals
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    Pet Friendly Vacation Rentals in Chesterton, IN

    There are 9 pet friendly vacation rentals in Chesterton. Need help to decide where to stay with your dog? You can browse the results below and filter by amenities to find the perfect spot. All pet policy information is guaranteed and there are no booking fees!

    Pet Friendly Blue Birdhouse
    $163
    + Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 6

    Blue Birdhouse

    4.7 Chesterton, IN
    Blue Birdhouse Pet Policy This 2-bedroom house in Chesterton allows 2 dogs of any size for an additional fee of $25 per pet, per stay. Cats may also be allowed by request. The yard is fenced. Visit Website
    $162
    + Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 10

    The Chesterton Chalet Downtown

    4.9 Chesterton, IN
    The Chesterton Chalet Downtown Pet Policy This 4-bedroom vacation rental in Chesterton allows 3 dogs of any size for an additional fee of $20 per pet, per stay. Sorry, no cats. Visit Website
    $227
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed

    Chesterton Airbnb Rentals

    Chesterton, IN
    Chesterton Airbnb Rentals Pet Policy Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in Chesterton, please contact the host directly or read the House Rules section at the bottom of their listing. Visit Website
    $275
    + Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 6

    National Park Nature Lover's Paradise

    4.8 Chesterton, IN
    National Park Nature Lover's Paradise Pet Policy This 2-bedroom house in Chesterton allows 2 dogs of any size for an additional fee of $25 per pet, per stay. Cats may also be allowed by request. Visit Website
    $260
    + Pet Fee
    Big Dogs Allowed
    1 Pet Max
    Sleeps 6

    412 Chesterton

    5.0 Chesterton, IN
    412 Chesterton Pet Policy This 2-bedroom house in Chesterton allows 1 dog of any size for an additional fee of $100 per stay. Cats are also welcome. Visit Website
    $162
    + Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 7

    Sweet 3BR Home in Chesterton

    4.4 Chesterton, IN
    Sweet 3BR Home in Chesterton Pet Policy This 3-bedroom house in Chesterton allows 2 dogs of any size for an additional fee of $25 per pet, per night. Sorry, no cats. Pets cannot be left unattended. Guests must clean up after their pets and are responsible for any damage caused by their pets. Visit Website
    $87
    + Pet Fee
    Small Dogs Only
    2+ Pets Allowed
    Sleeps 9

    Relaxing 3/2 Home

    4.9 Chesterton, IN
    Relaxing 3/2 Home Pet Policy This 3-bedroom house in Chesterton allows 2 dogs under 20 lbs for an additional fee of $40 per pet, per stay. Sorry, no cats. The yard is fenced. Visit Website
    $62
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed

    VRBO Chesterton

    Chesterton, IN
    VRBO Chesterton Pet Policy Pet policies are determined by the individual owner of each Vrbo property. For more information on the pet fee, weight limit and other restrictions at a dog-friendly Vrbo in Chesterton, please contact the owner directly or read the 'House Rules' section of their listing. Also be sure to include your pet(s) in the 'Guest' field when making your reservation, so the pet fee can be included. If applicable, it will be usually be displayed in the 'On-site Fees' or 'Owner Fees' sections during checkout. Some owners will also wait until you arrive in Chesterton to collect the pet fee. Visit Website
    $305
    + Pet Fee
    Small Dogs Only
    2+ Pets Allowed
    Sleeps 12

    Spacious 4BR Near Chicago

    4.6 Chesterton, IN
    Spacious 4BR Near Chicago Pet Policy This 1-bedroom house in Chesterton allows 3 dogs under 50 lbs for an additional fee of $50 per pet, per stay. Sorry, no cats. Visit Website
    $230
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed

    Michigan City Airbnb Rentals

    Michigan City, IN
    Michigan City Airbnb Rentals Pet Policy Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in Michigan City, please contact the host directly or read the House Rules section at the bottom of their listing. Visit Website
    $126
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed

    Gary Airbnb Rentals

    Gary, IN
    Gary Airbnb Rentals Pet Policy Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in Gary, please contact the host directly or read the House Rules section at the bottom of their listing. Visit Website
    $140
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed

    Long Beach Airbnb Rentals

    Long Beach, IN
    Long Beach Airbnb Rentals Pet Policy Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in Long Beach, please contact the host directly or read the House Rules section at the bottom of their listing. Visit Website
    $577
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 8

    Summer Wind

    4.5 Michiana Shores, IN
    Summer Wind Pet Policy This 3-bedroom house in Michiana Shores is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. The yard is fenced. Visit Website
    $389
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 10

    Dunland Cottage with Hot Tub & Fire Pit

    4.5 Gary, IN
    Dunland Cottage with Hot Tub & Fire Pit Pet Policy This 4-bedroom cottage in Gary allows dogs of any size for no additional fee. Cats may also be allowed by request. Visit Website
    $309
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 6

    Beachy Keen

    4.5 Michigan City, IN
    Beachy Keen Pet Policy This 2-bedroom house in Michigan City is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    $301
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 11

    Close to New Buffalo with Hot Tub

    5.0 New Buffalo, MI
    Close to New Buffalo with Hot Tub Pet Policy This 5-bedroom house in New Buffalo is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    $289
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 10

    3/1 Gary Beach House Blocks from Lake Michigan

    4.9 Gary, IN
    3/1 Gary Beach House Blocks from Lake Michigan Pet Policy This 3-bedroom cottage in Gary is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    $205
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 8

    Lake Michigan Beachfront Vacation Rental

    5.0 Gary, IN
    Lake Michigan Beachfront Vacation Rental Pet Policy This 2-bedroom vacation rental in Miller Beach is pet friendly! Two dogs of any size are welcome for no additional fee, however there is a cleaning fee of $99 per stay for all guests. Well-trained, adult dogs only. Sorry, no cats. Visit Website
    $182
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed

    Valparaiso Airbnb Rentals

    Valparaiso, IN
    Valparaiso Airbnb Rentals Pet Policy Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in Valparaiso, please contact the host directly or read the House Rules section at the bottom of their listing. Visit Website
    $81
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed

    Merrillville Airbnb Rentals

    Merrillville, IN
    Merrillville Airbnb Rentals Pet Policy Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in Merrillville, please contact the host directly or read the House Rules section at the bottom of their listing. Visit Website
    Chesterton, IN, US