Dog Walking Town of Pines

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Town of Pines, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Aubrey R.
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Aubrey R.
from
$20
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Chesterton, IN, 46304

About: I’m new to Rover, but a lifelong dog lover. My first best friend was a yellow Lab named Candy, who slept at the foot of my bed every night. Today, I share my life with two Chesapeake Bay Retrievers who are truly my fur babies. I’m a mom to two teenage daughters and a small business owner in Chesterton. I’m very active and regularly take my own dogs on long walks and runs at Coffee Creek, so I’m happy to walk, jog, or play with your pup—or stop by for cuddles and treats while you’re at work. I’ve volunteered with animal shelters over the years and am pet CPR certified, so your dog will always be in caring, capable hands! Im a small business owner that is primarily weekend based, this leaves me a flexible weekday schedule that allows me to give your pets reliable exercise and attentive care and on a regular basis if needed. I am happy to check in with your dogs or cats, feed, cuddle and give them anything needed during a visit. I’m responsible and mature.

Sitter Profile Image: Melanie C.
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Melanie C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
79 reviews
31 repeat clients
15 years of experience
Portage, IN, 46368

Melanie is prompt, reliable, and friendly. Our Cavapoo gets so excited when she is at the door, waiting to go out for a walk with her. We highly recommend her!

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Adina S.
Sitter Profile Image: Jennifer R.
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Jennifer R.
from
$35
per walk
4.0 out of 5 stars
4 reviews
1 repeat client
13 years of experience
Michigan City, IN, 46360

About: I enjoy taking care of a variety of pets, and have helped care for many over the years. I have experience from everything as small as hamsters up to horses. I currently have dogs, cats, ferrets, and a horse. Many friends and family have relied on me for advice or to care for their pets. I’m available most days any time after 8am for pet sitting or dog walks! I can also do multiple drop in visits throughout the day! Normally at home I feed the dogs dinner, my mother does breakfast! I also take them out for walks around the yard. In your home I would do whatever is asked, and clean up any messes made.

Sitter Profile Image: Skyler V.
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Skyler V.
Star Sitter
from
$29
per walk
5.0 out of 5 stars
6 reviews
5 repeat clients
5 years of experience
Portage, IN, 46368

Skyler has been very reliable and trustworthy with my pup! Always shows up on time and responds quickly to communication! Would definitely recommend!

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Julia B.
Sitter Profile Image: Mary R.
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Mary R.
from
$18
per walk
5.0 out of 5 stars
13 reviews
3 repeat clients
8 years of experience
Chesterton, IN, 46304

She is awesome!! Very punctual, professional and kind. My puppy warmed up to her really quick. So much that she will definitely be missed. I do recommend her, and Yes we will be using her services again if she's available. 🙂

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Om V.
Sitter Profile Image: Shanie J.
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Shanie J.
from
$22
per walk
5.0 out of 5 stars
242 reviews
72 repeat clients
32 years of experience
Valparaiso, IN, 46383

Shanie is very dependable and my dog is excited when I tell him she is coming. It's comforting knowing I don't worry about him so I can get my work done!

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Michele M.
Sitter Profile Image: Klaudija B.
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Klaudija B.
from
$25
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
11 years of experience
La Porte, IN, 46350

About: I have been surrounded by animals my whole life, and through those years they interest me more and more. I had/have multiple cats and dogs, and the connection with them has been something I couldn’t imagine not experiencing. Plus, the knowledge I have gained from being around familiar animals makes me feel I would love experiencing new things with other pets, and get to know their unique personalities. With that being said, I am open to almost any training/service necessary for your dog(s) or cat(s) needs and would love to get to know your fuzzy family! I’ve just started school, and my classes are every weekday from 5:30 pm to 10 pm, just so you’re aware if that contradicts any booking requirements you need. I have my own pets to take care of, but other than that I don’t have consistent routines that would get in the way of the times and dates I’m available. For drop-ins, I will do feedings, outdoor/potty time, and get to know your pet(s). If there’s any questions or other service not noted that you’d like to ask I can do, I would be happy to answer. Walks- I do at least 15 minute walks, and up to 90 minute walks. More characterized questions, such as walking area or what certain necessities your pet(s) needs can be discussed once I have contact/a schedule with you.

Sitter Profile Image: Alissa O.
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Alissa O.
from
$25
per walk
5 years of experience
Chesterton, IN, 46304

About: I’m currently employed as a kennel manager at a dog daycare and boarding facility in Burns Harbor, Indiana. I’ve grown up with dogs my entire life. I’ve gained experience caring for dogs that require extra attention and medical support. I am comfortable monitoring and administering medications for dogs with seizures, cancer, and diabetes, and understand the importance of careful observation. I work full time, but my schedule allows me to be available in the afternoons and evenings when I’m on day shifts (off around 2–3 PM). During the weeks I work night shifts, I have daytime availability. I am available all day Wednesday and Sundays. I am very flexible regarding your animals care to ensure they stay comfortable and remain in the same routine while you are away. My care ranges from young puppies to older dogs that may need more attention. I provide feedings, fresh water, potty breaks, walks, playtime, etc.

Sitter Profile Image: Isabelle M.
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Isabelle M.
from
$15
per walk
5.0 out of 5 stars
1 review
4 years of experience
New Buffalo, MI, 49117

About: I've grown up caring for pets, so I understand how much love, patience, and consistency animals need. For the past two years, I've pet sat in clients' homes, staying overnight when needed so pets can stay comfortable in their own space. I have experience with dogs and cats. I'm happy to help with feeding, walks, playtime, litter boxes, basic care, and lots of attention and affection. I always make sure owners feel at ease with regular updates and thoughtful care. Pet care fits naturally into my daily routine because I have a flexible schedule and can make time for walks, feeding, playtime, check-ins, and plenty of attention. I enjoy being around animals, so caring for them never feels like a chore—I make sure each pet feels safe, comfortable, and loved while their owner is away. I follow each pet’s normal routine as closely as possible, including feeding schedules, walks, playtime, medication instructions, and any special care needs. In a client’s home, I respect their space, keep everything clean, and provide regular updates so they feel comfortable while away. My priority is making every pet feel safe, loved, and relaxed in a familiar environment.

Sitter Profile Image: Karen C.
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Karen C.
from
$35
per walk
4.9 out of 5 stars
15 reviews
2 repeat clients
5 years of experience
Michigan City, IN, 46360

About: I am a professional handler and groomer. I have 5 years experience working at and managing a doggie daycare/boarding/training/grooming resort. I teach obedience classes and hold a puppy kindergarten class. I have owned multiple dogs and cats my whole life. I also have experience with lizards, bunnies, and other small critters My schedule is pretty open. Check my calendar for availability. I own a pet care busines, so this is what I do 7 days a week. I would consider myself to be a very responsible and trustworthy person. The safety and wellness of your pets are my #1 priority. I always make sure that all doors are closed and locked when coming and going and that all items that could potentially be of danger are away from reach. I own and operate a pet care business full time and offer a wide variety of services out of my home or I can travel to you. We are a very active family and enjoy getting outside. My 2 boys love to involved and are very gentle and playful. I take the dogs outside for frequent potty breaks and go for 2 long walks. One in the morning and one in the evening. I do enjoy taking the dogs to the state park if the weather is nice. I also have access to a doggy daycare after hours and take the dogs there so they can run and play for a few hours.

Sitter Profile Image: Emily R.
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Emily R.
from
$20
per walk
15 years of experience
Chesterton, IN, 46304

About: I had a 100 lb mastiff all 8 years of his life on earth and trained him extensively. He walked well on a leash but even when he developed leash aggression later on in life and he pulled I had the strength to contain him. I'm very used to extra large breeds and love them dearly! I also potty trained and crate trained him as a puppy. I am a self-employed wedding photographer that works from home and only works seasonally so I'm very flexible! I have two kittens at home so caring at the client's home is ideal unless the dog is cat-friendly. :) I have a fenced in yard. Whether I am in my home or the client's home, I love walking with dogs and miss it so much since my dog died last June. It brings me joy to give dogs the exercise they need and stay healthy myself in the process!

Sitter Profile Image: Natasha N.
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Natasha N.
from
$15
per walk
4.5 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Michigan City, IN, 46360

About: I have always enjoyed spending my time with animals. I got my first dog when I was in elementary school - sadly he recently passed away - but since coming to college I have been missing my sweet fur baby. Being able to play with and care for someone else's pet while also earning extra cash would be an ideal job experience for me. Getting a new pet really isn’t an option for me right now. With all the free time on my hands, and I would love to get the chance to spend it walking and playing with your fur babies! In the past, I have dog sat for other friends and family and I really enjoyed it and having the extra company is always a plus!

Sitter Profile Image: Dylan N.
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Dylan N.
from
$20
per walk
5.0 out of 5 stars
6 reviews
5 years of experience
Valparaiso, IN, 46383

Phenomenal dog walker. Dylan took our dog out on the ice covered sidewalk with no hesitation. She is beyond 5 star!! I feel blessed that we got her and you will too!

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Frank D.
Sitter Profile Image: Timothy G.
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Timothy G.
from
$20
per walk
3 years of experience
Valparaiso, IN, 46385

About: I’ve worked at a dog hotel, and I’ve pet sat for both cats and dogs. I’ve never met a dog that didn’t like me, and I’ve never met a cat that didn’t tolerate me. I’m a student pilot, so some days I have about 2 and a half hours where I won’t be available. Otherwise I have a very flexible schedule and can spend all day or any time caring for your pet. I don’t have any pets of my own, but I’m good at making anyone’s pets friendly with me. I’ve done daily check-ins and up to two weeks staying at someone’s house to keep their dog active and happy.

Sitter Profile Image: Sylvia R.
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Sylvia R.
from
$20
per walk
10 years of experience
Chesterton, IN, 46304

About: I have had extensive experience within the environment of animal care. I have been involved in places that include animal shelters and even animal hospitals, and strive to put forth my best care that involves your fur babies! Afternoons/evenings work best for my schedule, but I can always work around yours to fit your needs the best! Right now, my schedule is very flexible! Even though I do not offer the option of boarding, I will strive to make your pet's safety my number one priority when I am walking them!

Sitter Profile Image: Cole B.
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Cole B.
from
$18
per walk
5.0 out of 5 stars
5 reviews
3 repeat clients
6 years of experience
Chesterton, IN, 46304

About: I have had a total of 3 dogs and 2 cats in my household at the same time! I have had several other pets such as hamsters, rabbits, turtles, and a few bunches of chickens. I have a great passion for caring for pets and making them feel loved. This is a passion on top of a job, so I will be as available as I can; however, I cannot guarantee my week to week schedule will be the same. I will treat your pet just like my own. Every pet will be treated with love and respect in and out of closed doors. As far as your personal belongings go, I hope that you will trust me to keep all your possessions secured.

Sitter Profile Image: Patti F.
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Patti F.
from
$25
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
40 years of experience
Valparaiso, IN, 46383

Awesome job. Thank you

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Christopher R.
Sitter Profile Image: Emily G.
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Emily G.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
247 reviews
169 repeat clients
16 years of experience
Michigan City, IN, 46360

Emily is wonderful dog walker! she really takes the time to make sure my dog feels safe before taking her on fun long walks. She is gentle and very attentive when it comes to watching my fur baby.

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Valrie J.
Sitter Profile Image: Cierra W.
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Cierra W.
from
$20
per walk
20 years of experience
Valparaiso, IN, 46383

About: Hi! I'm Cierra, and I love caring for pets of all shapes and sizes. With years of experience looking after dogs, puppies, and cats. I will make sure your fur babies are fed, exercised, and showered with attention while you're away. Multiple pets? No problem! I treat every pet like my own, keeping them happy, safe, and loved every step of the way. I work full time but have a flexible schedule, allowing me to provide early morning, evening, and weekend visits. I'm happy to coordinate drop in visits around your pet's routine to ensure they receive consistent care and attention. Your pet's safety and comfort are my top priorities. I provide a clean, calm, and pet friendly environment where dogs and cats can feel at ease. All pet's are supervised at all times, and I follow your instructions carefully to ensure their routine, health, and happiness are maintained. You can trust that your fur babies will be treated with love, respect, and the highest standard of care.

Sitter Profile Image: Sydney T.
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Sydney T.
from
$20
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
16 years of experience
Valparaiso, IN, 46385

About: Hi there! I worked as kennel staff at an animal hospital for over a year before I moved to Nevada, and then I worked at both and animal hospital and a grooming salon during the two years I lived there! (I have since returned to Northwest Indiana!) I took care of both cats and dogs(of all breeds and disabilities) and helped medicate and treat them! I have owned pets all my life, both cats and dogs, and have been their primary caretakers. I am heavily passionate about animals! I currently have two dogs and four cats. I am 23 and have a driver's license. I love animals more than anything, and would do whatever it takes to make your pets feel happy and safe in my company! I am currently unemployed, so I have plenty of time to take care of other people's pets! I live in a household with other people, so I'm more than able to housesit, as well! I love to keep animals company, and I will do whatever I'm asked to do to take care of someone's pet. If said pet is undergoing training of any sort, I'm willing to make sure that training is implemented throughout the visit, walk, or stay. I absolutely love giving furbabies my attention and love, but will go at the pets pace. I won't force my affections on an anxious animal.

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The median cost per walk for dog walking in Town of Pines is $20

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Sitters in Town of Pines average 3
repeat dog walking clients

FAQs for Dog Walking - Town of Pines

Frequently asked questions about Rover

As of July 2026, there are 939 sitters on Rover offering Dog Walking across Town of Pines. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Town of Pines. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Town of Pines.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

Yes, you can find walkers who have experience with handling special pet needs in Town of Pines. On Rover:

  • 97% of walkers can help with special care needs
  • 95% can help with giving oral medications or injections
  • 100% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

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