House Sitting Chesterton
Find a loving house sitter to watch over your pets and your home.
Chesterton, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Emily was great with our dogs and house sitting. She was professional and gave us plenty of updates for peace of mind. We look forward to her watching our dogs again soon!”
“I always feel that my dog is well taken care of when we have Mary in the house. I get the best pictures! Having Mary has opened my husband and I up for more travel. We are so happy we found her!”
About: Growing up, my dog Roxy was one of my best friends. That’s the root of my love of our four legged friends. I’ve also cherished opportunities I’ve had to take care of my neighbors, friends and families pets over the years as well. Whether it’s just been for walks around the block or dog sitting for weeks at a time, I’ve been a trusted source of canine companionship. In addition to these experiences, my work as an RN has given me confidence and a level headed mindset when dealing with stressful and difficult situations. Big dogs, small dogs, doesn’t matter I just want to be your dogs new best friend! I’m currently working a flexible schedule which allows me to take time for your pet! Depending on the day I’ll be avail as morning, noon or night and am free most weekends! I live in a pet friendly home with a fenced in backyard and plenty of space to run around! Whatever your pets needs are I’m happy to accommodate!
“Lilly is such a professional and was amazing with our cat. Baloo is a sweet kitty, but often doesn’t trust someone and sit on their lap right away— and he did with Lilly! I’m so impressed with her ability to connect with him. She gave us updates throughout the day and it made us feel at such ease. We are definitely having her care for Baloo again and again!!! Cannot recommend her enough.”
About: I have experience working with all breeds, of all ages, sizes and temperments. I began my pet care career July 2025 at a highly rated dog daycare/boarding facility. During that time, I completed a dog handling course focusing on dog behavior, health and safety. Before my pet care career began, I grew up with Saint Bernards and many cats. I currently have an English Lab who is a senior, and one cat. Along with two human children! I am currently not employed, but I am a mom of two human children, a large senior dog, and a middle-aged indoor/outdoor cat. I’m available any day of the week depending on my kid’s school schedule and childcare. Trusting me with the care and comfort of your furry family member(s), means the world to me. I vow to follow your detailed routines and instructions regarding feeding, medications, play time, and potty breaks! Your pet’s health, safety and comfort will always be my priority. I’m also comfortable cleaning up any messes or accidents your fur baby leaves behind! I will always keep yours and your vets contact information nearby in case of emergency.
About: I’ve grown up caring for animals my entire life and have experience with dogs, cats, puppies, kittens, and many different personalities and energy levels. I’ve also spent time living on a farm, which taught me how to responsibly care for animals and understand their individual needs. I previously ran my own dog-walking, training, and pet-sitting business for several years, giving me hands-on experience with exercise, basic training, feeding, playtime, and providing pets with plenty of attention and companionship. I’m comfortable caring for pets in their own homes and understand how important it is for them to feel safe, comfortable, and loved while their owners are away. I’m also a proud pet parent to three cats and a puppy of my own, so I understand firsthand how much love, attention, patience, and care pets deserve every day. My own pets are truly family, and I treat every animal I care for with that same level of love and attention. I’m currently self-employed, which gives me a flexible schedule and allows me to dedicate plenty of time to caring for your pets. I’m able to work around your pet’s routine and accommodate walks, drop-ins, sitting, and boarding depending on your needs. I’m happy to discuss scheduling in advance and make sure your pets receive consistent care and attention while you’re away. I prioritize creating a safe, comfortable, and stress-free environment for every pet in my care. I follow each owner’s instructions closely, including feeding schedules, medications if needed, exercise routines, and any special needs. I understand how important it is to trust someone with your pets and your home, so I treat every animal with patience, respect, and the same care I would give my own pets.
About: I’m currently working from home so have enough time on my hands to work with dogs or sit for any animal right now. Angelique V Currently working from home so have enough time to take very good care of your fur babies and will keep you updated on my end Keep you updated as often as you like well your away from you fur dog . Will message you and send pictures and let you know there in good hands
About: I’ve had dogs my whole life and love all breeds. We truly don’t deserve them. My soul dog, Abo, passed away 1.5 years ago and I have been watching and walking dogs for extra money ever since. I’m a college professor working a very flexible schedule and I’d love to walk or watch your dog! I live on the east side of Beverly Shores and also have a place in the city 🌆. I’m down to house sit or watch them at my place. I have local references and would love to meet your dog if I haven’t already 😊 I’m teaching part-time this term, so I have plenty of time to walk your dogs, give them some love, tell them they are good dogs, get some fresh air, exercise and sunshine. ☀️ When I board a dog it is all about them! They are basically on vacation having the best time and getting all the attention and affection they want. 🙂
“April watched our gaggle of pups when we had to unexpectedly go out of town. She did an amazing job with them, was responsive, and I felt at ease knowing she had a handle on our crew. We have a puppy and an older guy needing medical care and she handled both so well. I would definitely recommend April!”
About: With over 20 years of experience as a dog mom and countless years of house and pet sitting for families, I’m passionate about providing loving and attentive care to your pets. My journey began in Oak Park, IL, where I worked as a trusted nanny and babysitter for families—many of whom had furry, feathered, or scaly companions. Now, as a mom myself, I focus exclusively on house and pet sitting, offering all the love and premium care to help your pet feel spoiled. I have a heart for all animals but an especially soft spot for dogs. I’ve cared for a wide range of animals, including chickens, house birds, turtles, frogs, and hamsters, so I’m comfortable with pets big and small! Whether your pup needs walks, cuddles, or just a calm presence in the home, I’m here to make sure they feel safe, happy, and loved. Your pets are family, and I treat them as such—with respect, kindness, and a whole lot of love. I look forward to meeting you and your furry (or feathered, or scaly) family members! I’m available Monday through Sunday from 6am to 8pm. I’m also happy to accommodate earlier or late-night pet care requests whenever possible. I own a full time home and pet care company where I provide house care and pet care fully insured! When I care for pets in their home, I do my best to make sure they feel safe, loved, and as comfortable as possible—just like they would if their family were there. I follow their usual routine closely, ensuring they get their meals and any medication right on schedule. I keep their space clean, tidy, and welcoming, so they always feel at ease. Whether it’s walks, playtime, or just quiet companionship, I provide plenty of affection and attention. I’m also happy to send regular updates and photos so you can feel connected while you’re away. My goal is to ensure your pets feel relaxed, happy, and well cared for in the place where they feel safest—their own home.
About: Hi I have been taking car of animals for 3 years now! I would love to help you out and make your pets feel right at home! I have school for a few hours a day and then I am free to care for and love for all of your animals u! I walk my dogs on super long walks! I also feed them and refill their water often! I always make sure to play with my dogs and give them cuddles!
“David did a wonderful job taking care of our cat and dog. He sent pictures daily, and was attentive to our cat who his shy around new people. Would definietly recommend, and we have already rebooked !”
About: I have over five years of hands-on pet care experience and currently own a senior cat who is currently 13 and a 9 month old puppy who I recently adopted. Both have taught me the importance of patience, routine, and gentle care. I’m comfortable caring for pets of all ages, including seniors who may need extra attention, slower pacing, or medication reminders. I focus on understanding each pet’s personality and needs, making sure they feel safe, relaxed, and cared for while you’re away. Pet care fits well into my routine, as I currently have a flexible schedule that allows me to give pets plenty of time and attention. I’m available for weekday services after 6 PM on Fridays, and I’m fully available on weekends for boarding, drop-ins, or extended care. This flexibility allows me to be present, attentive, and consistent with your pet’s routine. I focus heavily on creating a calm, safe, and comfortable environment for every pet in my care. I follow owners’ instructions closely, maintain clean spaces, and make sure pets are always supervised and secure. I’m attentive to routines, feeding schedules, and individual needs, and I always prioritize your pet’s comfort, safety, and well-being whether in my home or yours.
“Juliana was awesome taking care of our Greyhound. She constantly kept us up to date for our entire trip. The best part when we returned home, our house was totally clean. I will definitely book with her again. Five star rating, for sure!!”
“Annie is the best! Our home was so cleaned when we got home, which was unexpected (shows that Annie goes above and beyond!). We got multiple updates of our dog during our trip. Our dog is shy, but truly does love being with Annie. We highly recommend Annie for her services.”
About: * Daily Dog walker. Dogs of all sizes and breeds are welcome. * Dog Sitting Available in Your Home. I care for animals both felines and canines. * Dog walking, sittings, drop-ins etc.* I have taken care of animals since I was a child and am an animal advocate. I have open availability! Flexible to fit your schedule, as well as the needs of your pets and family. Pets are also family. Dog walker, sitter, caregiver etc. I am flexible to the needs of the pets and their pet parents. I provide daily drop-in’s, sittings, feedings, walks, caregiver services and value requests. Dog Daycare available in your HOME. Dog Boarding / Sitting available in your HOME.
About: I bring 7+ years of pet care experience, including working in a daycare setting where I cared for multiple dogs at once. I focus on safety, structure, fun playtime, and personalized attention to every during alone time. Making sure they feel comfortable, confident, and excited to see me. I am currently completing an externship for school, which takes place earlier in the day. I have open availability after 2pm on weekdays and flexible availability on weekends, making it easy to accommodate walks, drop-ins, and extended care as needed. I prioritize safety, comfort, and routine whether caring for pets in my home or a client’s home. I closely follow feeding schedules, leash guidelines, and any special instructions provided. I maintain clean spaces, supervise all interactions, and communicate updates regularly so pet parents feel confident and at ease.
About: What sets me apart from other pet sitters is that I’ve been surrounded by animals since I was a child. I’ve cared for and loved my dog Maya for 5 years and my cat Sombra for 7 years. I also have turtles, and in the past I’ve had parrots and chickens. For me, this is not just a job — it’s a passion that has been a part of my life for as long as I can remember. Pet care is naturally part of my daily routine because I’ve always lived with animals. I make sure they have fresh food and water every day, give them time for walks or play, and check on their well-being. On a weekly basis, I dedicate time to cleaning their spaces, grooming if needed, and making sure they feel loved and safe. Unfortunately, my pets are currently in Honduras, but in the future we’ll be reunited. When caring for pets in my client’s home, I follow the owner’s instructions carefully to maintain their routine and make them feel comfortable. I provide fresh food and water, daily exercise or playtime, regular check-ins, and lots of affection. I also keep their space clean and safe, and give them extra attention to reduce stress while their owners are away. My goal is to make pets feel as loved and cared for as they do when their family is home.
“Diomara was a wonderful sitter for my boys. She was very communicative and asked a lot of great questions about the boys' needs. I look forward to working with Diomara again soon!”
Pet parents share their Rover experiences - Chesterton
Lexi was absolutely wonderful! She watched our two dogs and two cats for a full week, and we couldn't be happier. Not only were the animals happy and healthy when we returned, but she also kept the house incredibly tidy. It was such a treat to come home to a clean space and relaxed pets. She kept us updated and was sure to send cute pictures of everyone all week. Highly recommend!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book house sitting
1. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for house sitting - Chesterton
Select a filter and find qualifying sitters offering house sitting.FAQs for House Sitting - Chesterton
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Chesterton walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Chesterton maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Chesterton choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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 , which provides up to 25,000 in eligible veterinary care reimbursement.
Every sitter 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 .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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 sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.
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