House Sitting Glenwood

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Sitter Profile Image: Cheyenne W.
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Cheyenne W.
from
$55
per night
5.0 out of 5 stars
• 34 reviews
7 repeat clients
10 years of experience
Homewood, IL, 60430

“Cheyenne has dog sat for us a few times and each time she was timely and a good communicator. We’d definitely recommend and continue to book her!”

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Brittany M.
Sitter Profile Image: Brandon W.
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Brandon W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 16 reviews
7 repeat clients
22 years of experience
Matteson, IL, 60443

“Brandon was very diligent about keeping me posted throughout his house sitting assignment, including providing me with photos as well as how my dog was doing. I will reach out to him first going forward whenever I have a need for sitting my dog.”

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Frank M.
Sitter Profile Image: Allison A.
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Allison A.
from
$30
per night
5.0 out of 5 stars
• 1 review
1 repeat client
10 years of experience
Lansing, IL, 60438

About: I accept dogs, cats, and rodents (Rats, ferrets, ect)! I've taken care of all kinds of animals throughout the years, studying their body language and health signs to know and understand them, every animal is different and has their own personality, even then I've learned to connect with each through caring for them, training, and more! I'm currently very free! I don't have anything holding me back from being the best caretaker for your pets as I can be, I'm free every day of the week! I have a fenced yard and lots of toys and entertainment, though I am not currently looking to bring animals into my own home! In your home I can do my best work, letting out on a schedule, feeding at feeding times, playing and entertainment and any medications they may need! All animals are different, some may have different quirks or traits that need extra care or special routines that I can follow!

Sitter Profile Image: Becca A.
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Becca A.
from
$50
per night
5.0 out of 5 stars
• 22 reviews
7 repeat clients
6 years of experience
Schererville, IN, 46375

“Becca did an amazing job taking care of my three dogs while I was on vacation. My dogs loved her from when they first met her when she came by for a meet and greet. This was the first time having someone come to the house to watch them while I was gone and my mind was put to ease knowing they were in good hands. She also always responded quickly to my messages. I came home to happy and healthy dogs and my house was exactly as I left it!”

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Jessica B.
Sitter Profile Image: Erica S.
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Erica S.
from
$50
per night
5.0 out of 5 stars
• 7 reviews
6 repeat clients
20 years of experience
flossmoor, IL, 60422

About: I was always had furry siblings but have graduated to a cat mama. I enjoy creating personal heavens for our companions. Reliable, punctual and kind. I have a full-time job that pays the bills but I am looking for ways to feed my soul. Overnights are great as well as drop ins. I would prefer to host at client's homes as my current home does not allow dogs. Willing to board or take cats overnight. Let's make it a sleepover!

Sitter Profile Image: Rob S.
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Rob S.
from
$45
per night
4.9 out of 5 stars
• 40 reviews
9 repeat clients
8 years of experience
Hammond, IN, 46327

“Our pet sitter had to cancel last minute, but it was a blessing in disguise because he did a fantastic job with my three dogs. I loved the pictures throughout the visit too.”

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Maria S.
Sitter Profile Image: Kayla P.
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Kayla P.
from
$40
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
5 years of experience
Munster, IN, 46321

About: I’ve grown up in a house with 2 cats and 2 dogs my whole life and often house sit for my friends dogs. I’m used to big dogs and also high energy dogs being that I have one of each. I am mostly free during the week as being and only online college student where I work a part time job of only 2-3 days a week at most with it being pretty flexible I have a fenced in back yard with 2 friendly dogs that all love to play. Love talking the dogs out for walks and what not. I take my two everywhere I can with me.

Sitter Profile Image: Karen P.
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Karen P.
from
$35
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
30 years of experience
Beverly, Chicago, IL, 60643

“Karen is ABSOLUTELY FANTASTIC! She took care of our cats while we were away for about 2 weeks. Our cats are elderly and are not the easiest to deal with, Karen was attentive to their special needs and just went out of her way to ensure they were comfortable and well taken care of. I would highly recommend her for your pet care needs. We travel often and will use her again and again”

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Cindy S.
Sitter Profile Image: Vanessa G.
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Vanessa G.
from
$40
per night
4.6 out of 5 stars
• 16 reviews
4 repeat clients
10 years of experience
Grand Boulevard, Crestwood, IL, 60418

“Vanessa was great with our pets! We booked her multiple times. She took care of the pets additional medication needs and attended to their various quirks. She was very helpful and worked with our schedule. We'll surely book with her again if she's available!”

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Em R.
Sitter Profile Image: Bailey V.
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Bailey V.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
15 years of experience
Tinley Park, IL, 60477

“Bailey did a good job watching our pups. We will use him again.”

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Diana & Brian P.
Sitter Profile Image: Kiera K.
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Kiera K.
from
$40
per night
5.0 out of 5 stars
• 2 reviews
2 repeat clients
10 years of experience
Homewood, IL, 60430

“Kiera was great with the my husky and lab. She watched them for the day, played with them, and sent tons of updates and pics. They loved her!”

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Rachel R.
Sitter Profile Image: Liliana A.
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Liliana A.
from
$55
per night
13 years of experience
Hammond, IN, 46324

About: I have over 10 years of hands-on experience caring for dogs, including my own dog who lived with diabetes and eventually lost her vision. During that time, I was responsible for administering daily insulin injections, managing a specialized prescription diet, monitoring her health, and ensuring she remained comfortable and happy. This experience taught me patience, attention to detail, and how to care for pets with unique medical needs. In addition to caring for my own dog, I have regularly looked after my siblings' dogs and friends' pets, providing feeding, walks, playtime, companionship, and plenty of love. I understand that every pet has their own personality and routine, and I strive to make them feel safe, comfortable, and cared for while their owners are away. Pet care fits naturally into my daily routine because I work part-time and am self-employed, which gives me a flexible schedule and allows me to be available throughout the day. I can accommodate walks, drop-in visits, feedings, playtime, and check-ins around each pet's specific needs. Because I have control over my work schedule, I can provide reliable care and give pets the attention they deserve rather than fitting them into a busy routine. I enjoy spending time with animals and make it a priority to ensure they feel comfortable, safe, and well cared for while their owners are away. When caring for pets in a client's home, I make it a priority to follow their established routine as closely as possible. I understand that pets feel most comfortable in their familiar environment, so I ensure they receive their regular feeding schedule, exercise, playtime, medications if needed, and plenty of attention and companionship. I treat every home with respect, keeping it clean and secure while following any instructions provided by the owner. I also provide updates and photos so pet parents can have peace of mind knowing their pets are safe, happy, and well cared for while they're away.

Sitter Profile Image: Ni'Dra E.
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Ni'Dra E.
from
$25
per night
8 years of experience
Country Club Hills, IL, 60478

About: I am 28 years old and I have experience taking care of 1 dog and 3 cats. I raised and trained him from a puppy and I would love to be able to help other families with their pet needs. I do not have a fenced yard, but I live across the street from a dog-friendly park and bike trail. As an avid dog lover, I will make sure your pet receives his/her adequate amount of exercise and play within a safe environment.

Sitter Profile Image: Ariel T.
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Ariel T.
from
$100
per night
3 years of experience
Posen, IL, 60469

About: What sets me apart is that I’m a veterinary technician, so I have professional experience caring for animals with a wide range of needs. I’m comfortable administering medications, following specific care instructions, and recognizing potential warning signs of illness or changes in behavior that may need veterinary attention. I know how to assess a situation, monitor pets closely, and communicate with owners if I notice anything concerning. I’m also comfortable caring for puppies who need extra patience, consistency, supervision, and guidance as they learn routines. For senior pets, I understand that they may need a slower pace, extra attention, medication, or additional monitoring to keep them comfortable. Most importantly, I treat every pet as an individual and take the time to learn their personality, routine, and needs. Whether your pet wants lots of playtime and walks or prefers relaxing and cuddling, my goal is to make them feel safe, comfortable, and cared for while you’re away—and to give you peace of mind knowing they’re in experienced hands. Pet care fits naturally into my daily and weekly routine. As a veterinary technician, I’m accustomed to caring for animals and making their health, safety, and well-being a priority. I’m available all day Sunday and Monday, and Tuesday through Saturday from 4:00 PM to 10:00 PM. I can provide feeding, walks, playtime, medication administration, and attentive monitoring based on each pet’s individual needs and routine. When caring for pets in a client’s home, I focus on maintaining their normal routine so they feel comfortable and secure while their owner is away. I follow feeding, walking, exercise, medication, and care instructions closely, while also providing plenty of attention and companionship. As a veterinary technician, I’m experienced with administering medications and monitoring pets for changes in behavior or potential signs of illness. I take their health and safety seriously and will communicate with the owner promptly if I notice anything concerning. I also make sure pets receive appropriate exercise, playtime, bathroom breaks, and plenty of love and attention. My goal is for every pet to feel safe, comfortable, and well cared for in their own home.

Sitter Profile Image: Aryonna F.
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Aryonna F.
from
$40
per night
15 years of experience
Blue island, IL, 60462

About: I have taken care of dogs since I was 9 years old. I have walked them, bathed them, cuddles , massages, gave medications you name it. I absolutely love the feeling and genuine love that dogs give so I protect and love them at all cost! A stay home wife with no children home currently, so I’m free a lot! Needing a new hobby I enjoy to consume my days now. I have small babies so the house is already baby proofed! Also can purchase whatever is needed to make them feel comfortable! Not big on dogs being in crates and cages but if that’s what your prefer that can be arranged as well! Long as the dog is comfortable I am happy!

Sitter Profile Image: Delaney D.
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Delaney D.
from
$80
per night
5.0 out of 5 stars
• 4 reviews
24 years of experience
Chicago, IL, 60655

About: I was born and raised with Dobermans by my side, but my expertise does not just span large dogs--but also small dogs, puppies, seniors, cats, and other furry friends. I’ve been a reliable pet sitter, taking care of my friend’s and family’s cats and dogs. I’ve ensured they’re well-fed, entertained, and they have taken care of business 💩. I’ve stayed at homes and made drop-in visits, so I can provide flexible care. I understand that your pets are like family members, so I’ll treat them with the same patience and respect they deserve! I am currently working part time at an office and applying for other jobs. I have a lot of extra time on my hands and I am looking to fill it by spending time with animals and getting my steps in! I am open for last minute bookings!!! I prioritize your pet’s comfort by following your specific care routine. My process begins by gaining your pet's trust through a calm, patient approach, ensuring they feel safe before we dive into anything. I like to keep the line of communication open with the pet parent to ensure transparency throughout the whole process. I maintain a consistent schedule for feeding, potty breaks, and affection to minimize any anxiety they may face without their typical routine away from parents.

Sitter Profile Image: Kartier G.
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Kartier G.
from
$50
per night
5.0 out of 5 stars
• 28 reviews
5 repeat clients
8 years of experience
Matteson, IL, 60443

About: 24/7 Pet Care, Powered by Love 🐾 Around the clock, your pets are in the best hands—safe, loved, and cared for like family. I provide a warm, nurturing environment where tails wag and hearts feel at home. Full-Time Love, Full-Time Care 🐾 Your pet’s happiness is my top priority—24/7! From morning walks to midday play, balanced meals, and cozy cuddle time, I provide everything your furry friend needs. This isn’t just a side gig—Rover is my full-time passion. I’d be honored to have your support 🩷 A Home Away from Home for Your Pet 🐶🏡 Your furry friend will be in safe, loving hands with me—both in my cozy 620 sq. ft. bedroom and our spacious, fenced backyard perfect for playtime! With plenty of room to roam, relax, and feel at ease, I provide a secure, nurturing environment where your pet gets the care, attention, and love they truly deserve. 💕🐾

Sitter Profile Image: Patrycja B.
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Patrycja B.
from
$50
per night
5.0 out of 5 stars
• 23 reviews
7 repeat clients
10 years of experience
Oak Lawn, IL, 60453

“Very happy with Patrycja. She dog sat last weekend and I felt she gave my Ivy a great amount of attention and exercise. She even washed the sheets before she left, which was an unexpected bonus! Would definitely use her again.”

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Karen K.
Sitter Profile Image: Mia M.
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Mia M.
from
$65
per night
1 repeat client
20 years of experience
Matteson, IL, 60443

About: Hi, I’m Mia! Dogs have always been a huge part of my life, and I’ve been caring for pets for over 10 years through dog walking, pet sitting, and daily care. I truly believe every pet has their own unique personality, routine, and needs, and I take the time to make sure they feel comfortable, safe, and loved while you’re away. I’m located in the South Suburbs of Chicago and proudly serve dogs of all ages, sizes, and energy levels. I’m comfortable caring for puppies, senior dogs, large breeds, and administering medications when needed. With a flexible schedule, I’m able to provide reliable walks, drop in visits, feeding, playtime, companionship, and personalized care based on your pet’s routine. Whether your dog loves long walks, playing fetch, learning new skills, or simply relaxing with company, I’m happy to tailor my care to what makes them happiest. Safety, patience, and communication are my top priorities. I follow all care instructions closely, keep pets active and engaged, and provide regular photo and video updates so you can have peace of mind while you’re away. I treat every pet as if they were my own, and my goal is simple: to make sure your furry family member feels safe, comfortable, loved, and stress free in their own environment. Pet care fits naturally into my daily routine since I have a flexible schedule. This allows me to plan my day around walks, drop in visits, feeding times, and playtime so each pet receives consistent attention and care throughout the day or week. When caring for pets in a client’s home, I follow all instructions closely to maintain their normal routine. This includes feeding schedules, walks, medication if needed, cleaning up after pets, refreshing water, and keeping their environment safe, clean, and comfortable. I also make sure doors and leashes are secured and I pay close attention to each pet’s behavior to ensure they are safe and relaxed while their owner is away.

Sitter Profile Image: Emma S.
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Emma S.
from
$35
per night
20 years of experience
New Lenox, IL, 60451

About: Lifelong animal lover with hands-on experience caring for dogs, cats, fish, and more. Dedicated to providing reliable, attentive, and compassionate care tailored to each pet. I currently work part-time, which allows me plenty of flexibility to dedicate time and attention to your pets! My schedule gives me ample availability for walks, playtime, feeding, and companionship. I prioritize making sure every pet receives the care, attention, and love they deserve while you're away! I understand that every pet has their own personality, routine, and needs! Whether caring for pets in my home or yours, I prioritize keeping them comfortable, safe, and happy. I follow their usual feeding schedules, exercise routines, and any specific instructions provided. From walks and playtime to cuddles and companionship, I make sure every pet receives plenty of love and attention. I also value communication and am happy to provide regular updates and photos so you can feel confident your pets are in good hands!

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The median cost per night for house sitting in Glenwood is $50

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. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for house sitting - Glenwood

Select a filter and find qualifying sitters offering house sitting.

Sitters in Glenwood average 4
repeat house sitting clients

FAQs for House Sitting - Glenwood

Frequently asked questions about Rover

As of November 2026, there are 6,705 sitters on Rover offering House Sitting across Glenwood. Enter your ZIP code to see which available sitters are closest to your home.

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 Glenwood 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 Glenwood 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.

Tip: 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 Glenwood 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 Rover Guarantee, 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 Rover's Trust & Safety page.

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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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 with handling special pet needs in Glenwood. On Rover:

  • 87% of sitters can help with special care needs
  • 91% can help with giving oral medications or injections
  • 95% 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.

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