Dog Boarding near Chesterton, IN

Trusted Dog Boarding & Pet Resort near Chesterton, IN

For more than 25 years, Bittersweet Pet Resorts has been a trusted choice for families seeking safe, reliable dog boarding near Chesterton, IN. We combine veterinarian-recommended care standards with experienced pet care professionals and a welcoming, home-like environment where dogs can feel comfortable while their owners are away. Across all Bittersweet locations, we are committed to providing the exceptional care, attention, and accommodations that pets and their families deserve.

Pet owners in the Chesterton area can take advantage of our nearby Niles, MI location at 2100 Weaver Road — approximately 30 minutes via I-94. There, dogs enjoy comfortable private accommodations, personalized attention from our knowledgeable team, and plenty of opportunities for exercise, enrichment, and socialization. With spacious indoor and outdoor play areas and activities tailored to each dog’s needs, every stay is designed to keep pets happy, active, and well cared for. When searching for trusted dog boarding near Chesterton, IN, families can count on Bittersweet Pet Resorts to provide peace of mind and a positive experience for their furry companions.

What Makes Our Dog Boarding near Chesterton, IN Stand Out?

When you choose Bittersweet Pet Resorts for dog boarding near Chesterton, IN, your pet will enjoy a safe, comfortable, and well-supervised stay featuring:

  • 24/7 security and monitoring to help ensure your dog’s safety and well-being at all times.
  • Seasonally adjusted climate control that keeps accommodations comfortable year-round.
  • Veterinarian-approved cleaning and sanitation protocols that maintain a healthy environment.
  • Advanced air circulation systems designed to promote fresh, high-quality indoor air.
  • Daily wellness checks performed by trained and attentive pet care professionals.
  • Personalized care plans tailored to your dog’s unique personality, routine, and preferences.
  • A minimum of four outdoor potty breaks each day for comfort and convenience.
  • Thoughtful amenities, including raised feeding stations and cozy bedding for added comfort.
  • A warm, home-like atmosphere with welcoming décor and lighting that helps pets feel relaxed during their stay.
Dog relaxing on pup bed at Bittersweet Pet Resort

New Client First Night Discount!

Ask us about your First Night Discount for New Clients.

New Clients receive a special discount on their first night when booking a minimum stay of 3 nights!

This promotion does not include activity packages or room upgrades and must be mentioned at checkout to apply. Pets must be current on vaccinations and registered before arrival.
Offer not available during Major Holidays and Spring Break.

Enriching Dog Boarding near Chesterton, IN

Planning a visit to Indiana Dunes National Park or need reliable boarding for your dog while traveling? We’ll help create a stay your pup will love with a range of engaging activity options:

Dog smiling and laying in flowers

Planning a trip or looking for trusted dog boarding near Chesterton, IN? At Bittersweet Pet Resorts, we offer a variety of enrichment activities and personalized care options to help make your dog’s stay enjoyable, engaging, and stress-free.

  • Group Play – Social dogs can make new furry friends during supervised group play sessions in a safe, structured, and closely monitored environment. It’s a great way for active pups to exercise, socialize, and have fun during their stay.
  • Private Play – For dogs who prefer one-on-one attention, our private play experience includes personalized walks, interactive games, cuddle time, and dedicated care from our attentive team members.
  • Puppy Package – Designed specifically for younger guests, this package includes extra play sessions and more frequent potty breaks to support healthy habits, positive reinforcement, and developing routines.
  • Old Soul Package – Our senior dog package provides additional comfort and support with orthopedic bedding, gentle exercise, medication assistance when needed, and individualized care focused on your dog’s well-being.
  • Bedtime Pampering – Each day ends on a comforting note with a cozy tuck-in service and a relaxing bedtime story, helping your dog feel calm, secure, and right at home.

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Our Health & Safety Standards

At Bittersweet Pet Resorts, we are committed to providing a safe, healthy, and enjoyable experience for every guest in our care. Families searching for trusted dog boarding near Chesterton, IN can feel confident knowing their pets are cared for according to veterinarian-recommended standards and industry best practices.

Our dog boarding services include:

  • Personality and temperament evaluations for new guests to help promote safe and positive social interactions.
  • Consistent supervision from our attentive, highly trained pet care professionals.
  • An experienced team dedicated to delivering exceptional care and individualized attention.
  • Comprehensive vaccination requirements designed to support the health and safety of all pets in our facility.
  • Modern climate control and advanced security systems that provide comfort and peace of mind.
  • Fresh air circulation technology that helps maintain a clean, healthy indoor environment.
  • Thorough cleaning and sanitation protocols that keep our accommodations exceptionally clean and welcoming.

From arrival to pickup, our focus is on creating a comfortable, secure, and enriching boarding experience that both dogs and their owners can feel good about.

Dogs resting area at Bittersweet Pet Resort

New Client First Night Discount!

Ask us about your First Night Discount for New Clients.

New Clients receive a special discount on their first night when booking a minimum stay of 3 nights!

This promotion does not include activity packages or room upgrades and must be mentioned at checkout to apply. Pets must be current on vaccinations and registered before arrival.
Offer not available during Major Holidays and Spring Break.

Dog Boarding FAQ

Dog playing outside at Bittersweet Pet Resort
What vaccines does my dog need to stay?

For the safety of all our guests, we require dogs be up to date on their vaccinations for rabies, DHLPP (distemper), and Bordetella.

Starting July 1st, all dogs will be required to have the leptospirosis (lepto) vaccine in addition to distemper/parvo, rabies, and bordetella. Many veterinarians include lepto within the distemper/parvo combination (often listed as DHLPP), though it may also be administered separately (DHPP).

When can I drop off and pick up my pet?

Check-in can be any time during our operating hours. We recommend dropping off a bit before closing so your pet has time to settle in. You can also check-out any time during business hours, but if you pick up before 12 noon Monday-Saturday you won’t be charged the nightly rate. On Sundays, the day charge always applies.

Our operating hours are:

  • Monday-Friday 7:30 am-7:00 pm
  • Saturday 8:00 am-4:00 pm
  • Sunday 3:00 pm-6:00 pm
How do I make my pet’s reservation?

To make a reservation at Bittersweet Pet Resorts, please call us directly at (269) 684-7361.

Can I tour the facility?

Absolutely, we’d love for you to see our home! Facility tours can be done any time during our operating hours Monday-Saturday.

I’m nervous about boarding my pet. How do I know my pet will be taken care of?

Here at Bittersweet Pet Resorts, we pride ourselves on offering the best pet care services in the Michiana area. Your furry loved one will be adored and showered in attention just like he or she would be at home. If you’re concerned about your pet’s daily routine, please give us a call at (269) 684-7361.

Do you offer a trial stay?
We don’t offer a trial stay, but we do offer your first day of daycare for free! This way you can see how much your pet enjoys playing at Bittersweet Pet Resorts and get a chance to meet us!
I have multiple pets. Can they lodge together?

Absolutely. We have large accommodations for multi-pet families to stay in together. Give us a call at (269) 684-7361 so we can set up your family’s stay.

Can you accommodate special needs pets?

Here at Bittersweet, we’re more than happy to accommodate many special needs including medications, special bedding or accommodation needs, vision or hearing impairment, and some aggression cases. Please call us to discuss how we can accommodate your furry loved ones.

My pet takes medication. Can you administer medication to lodging guests?
We certainly can. Please bring any medications in their original containers with clear instructions.
Can I bring my pet’s food?

Of course! We just ask you please bring it in a waterproof container.

Can my pet bring his/her favorite toy?
Absolutely. It’s important to us that your pet feel at home here, so you’re welcome to bring toys. We just ask you please bring no more than 5 items per pet so we can ensure good tracking of each item.
If my plans change, what is your cancellation policy?
Should you need to cancel or change your reservations, please let us know 48 hours prior to your arrival. Over holidays and Spring Break, we require a 2-week notice.

Other Services We Offer:

Dog Daycare near Chesterton, IN

When work, errands, or a busy schedule keep you away from home, Bittersweet Pet Resorts offers a fun, safe, and engaging option for dog daycare near Chesterton, IN. Our daycare program gives dogs the opportunity to play, socialize, exercise, and enjoy personalized attention throughout the day.

  • Plenty of Space for Play – Our spacious play areas feature a combination of natural grass and specialized turf surfaces, creating the ideal environment for running, exploring, interactive toys, and enrichment activities.
  • Safe, Secure, and Supervised – All outdoor play yards are fully enclosed with secure fencing, and our experienced pet care professionals carefully supervise activities to help ensure every dog enjoys a safe and positive daycare experience.
  • Comfort in Every Season – Climate-controlled indoor lounges provide a comfortable place to relax between play sessions. During warmer weather, dogs can cool off in splash pools and enjoy shaded outdoor spaces designed for comfort and fun.
  • Thoughtfully Matched Playgroups – Dogs are grouped based on size, temperament, and play style, helping create balanced social interactions that are both safe and enjoyable.
  • Options for Senior and Gentle Dogs – For older dogs or those who prefer a calmer environment, we offer individual and small-group daycare sessions that provide exercise, enrichment, and attention at a more relaxed pace.
  • Monthly Themed Activities – Special themed events and activities throughout the month add excitement, variety, and extra enrichment to your dog’s daycare visits.

Contact us today to learn more about our dog daycare services near Chesterton, IN and schedule your dog’s next day of fun!

Dog Training near Chesterton, IN

    At Bittersweet Pet Resorts, we believe training is an important part of helping dogs become confident, well-mannered companions. That’s why we offer professional dog training near Chesterton, IN, designed to reinforce positive behaviors and strengthen the bond between pets and their families.

    • Lodge-n-Learn Training Program – Dogs enrolled in our Lodge-n-Learn program receive daily one-on-one training sessions during their boarding stay. Our experienced trainers work on obedience skills, manners, and behavior goals while your dog enjoys all the comforts of our resort. We provide the training tools, guidance, and take-home instructions you need to continue reinforcing your dog’s progress after returning home.
    • Play & Train Evaluation Program – Our daycare and training professionals assess each dog’s personality, temperament, learning style, and behavior patterns to determine the most effective training approach. Using consistent repetition and positive reinforcement techniques, we help dogs build confidence, improve responsiveness, master essential commands, and develop good manners in a structured and encouraging environment.

    Effective training can reduce stress for both dogs and their owners while helping prevent unwanted behaviors before they become long-term habits. For the best results, we encourage families to remain actively involved by practicing the recommended reinforcement techniques at home. Together, we can help create lasting positive behaviors that support a happier, more rewarding relationship with your dog.

    Dog Grooming near Chesterton, IN

    Our experienced grooming professionals are passionate about helping pets look and feel their best. With decades of combined experience and a gentle, personalized approach, our team provides high-quality dog grooming near Chesterton, IN, ensuring every pet leaves clean, comfortable, refreshed, and ready to show off their new look.

    Our professional grooming services include:

    • Complete haircut and styling services tailored to your dog’s breed, coat type, and individual needs.
    • Thorough bathing and coat cleansing treatments to keep your pet looking and smelling fresh.
    • Precision clipping and trimming for a polished, well-maintained appearance.
    • Brush-out services that help remove tangles, mats, and loose fur while promoting a healthy coat.
    • Teeth brushing to support better oral hygiene and fresher breath.
    • Nail trimming and nail grinding services to help maintain healthy paws and comfort.
    • Optional nail polish application for an extra touch of style.
    • Shedding control treatments designed to reduce excess fur and keep coats healthy.
    • De-skunking treatments when unexpected adventures happen.
    • Customized grooming services tailored to your pet’s specific coat care and comfort needs.
    • And more!

    Whether your dog needs a full grooming appointment, a refreshing bath, or routine maintenance, our dog grooming services provide the expert care and attention your furry companion deserves. We focus on creating a positive grooming experience that helps pets feel relaxed while keeping them looking their absolute best.

    Bittersweet Pet Resorts proudly serves families across southwest Michigan and northern Indiana, including South Bend, Mishawaka, and Elkhart — all within easy reach of our Niles, MI location.

    Testimonials

    Pet Lodging Contracts

    Please download our Kennel Contract for all pets being boarded and our House Rules.

    About Chesterton, IN

    For Chesterton dog owners, the outdoors isn’t just a weekend activity — it’s a way of life. From leashed trails winding through Indiana Dunes National Park and Indiana Dunes State Park to Saturday mornings at the beloved European Market where dogs are a familiar and welcome presence, Chesterton is a community that embraces its pets at every turn. That active, outdoor-loving lifestyle means Chesterton dog owners have high expectations — not just for their own adventures, but for the care their dogs receive when they can’t be together. Whether you’re heading to Chicago for the weekend, traveling for work, or simply need a trusted place for your pup during a busy stretch, Bittersweet Pet Resorts in Niles, MI is approximately 30 minutes east via I-94 — resort-quality boarding that Chesterton families can feel genuinely good about.