Dog Sitting Glenwood

Book a Glenwood dog sitter to watch your dog in your sitter’s home or yours.

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Glenwood, Find top rated dog sitting

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

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Sitter Profile Image: Arie C.
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Arie C.
from
$19
per visit
5.0 out of 5 stars
• 6 reviews
4 repeat clients
6 years of experience
Washington Heights, Chicago, IL, 60628

“Arie is one of the best in my book people she's always reliable she reliable always on time and my pets loves her innocence. Great pick!! ⭐️⭐️⭐️⭐️⭐️”

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Kenneth S.
Sitter Profile Image: Janette V.
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Janette V.
from
$60
per visit
5.0 out of 5 stars
• 18 reviews
6 repeat clients
10 years of experience
Lansing, IL, 60438

“Janette was amazing, 10/10 recommend her! She accepted my last minute booking on a very busy weekend, communicating quickly and kindly to coordinate the drop-in. She did an amazing job of communicating before, during, & after the drop-in even when I wasn't able to promptly answer her. Janette even went above & beyond - going out on a limb to greet my very scared cats with treats!”

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L. E.
Sitter Profile Image: Kristina R.
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Kristina R.
from
$20
per visit
25 years of experience
Saint John, IN, 46373

About: I have grown up with a family of many people and even more dogs. I have dog sat for my family and friends for the last decade. I have given daily medicine and injections to miniature pinschers, German shepherds, and Boston terriers. I have walked large dogs and small. I love sharing a bed and chair with all breeds. I love running and jogging and entertaining dogs. I am available 24 hours on the weekends. During the week I work virtually. I love having the company of dogs and cats. Walks are so much more fun with all four-legged friends! I am available after 5 pm during the week and any time on the weekends. I would love to meet your pup or kitten ahead of my first walk or drop-in visit. I will make sure that your animals are comfortable with me before approaching them in your home. I will make sure to remove my shoes and to dry your pup's feet (if you would like) before returning inside after a walk.

Sitter Profile Image: Rob S.
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Rob S.
from
$30
per visit
4.9 out of 5 stars
• 40 reviews
9 repeat clients
8 years of experience
Hammond, IN, 46327

“Thank you for taking time from your holiday to give patches some love”

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Gail J.
Sitter Profile Image: Najah L.
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Najah L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 34 reviews
12 repeat clients
10 years of experience
Merrillville, IN, 46410

“Najah did an amazing job watching my babies. Will definitely have her sit them in the future.”

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Ejakhian O.
Sitter Profile Image: Alyssa G.
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Alyssa G.
from
$20
per visit
1 repeat client
5 years of experience
Matteson, IL, 60443

About: I’m fortunate to have experience with a wide variety of animals thanks to my cousins, who have two cats, three dogs, a turtle, and a horse. I help care for their pets regularly, so I’m comfortable meeting the unique needs of animals of all kinds and treating each one like family. Pet care fits naturally into my routine because I’m currently finishing up breast cancer treatment and have intentionally chosen pet sitting as my primary work. This gives me a flexible schedule and allows me to dedicate plenty of time and attention to the pets in my care. I truly enjoy spending time with animals, and being able to provide reliable, loving care while I’m in this season of life has been incredibly rewarding. Whether I’m caring for pets in my home or in a client’s home, I prioritize keeping their routine as consistent as possible. At my home, pets have access to a securely fenced backyard for supervised play, exercise, and potty breaks, along with plenty of attention, affection, and a comfortable place to relax. In a client’s home, I follow their pet’s established schedule for feeding, walks, playtime, medications (if needed), and any other care instructions. My goal is always to help pets feel safe, comfortable, and loved while their owners are away.

Sitter Profile Image: Michael M.
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Michael M.
from
$40
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
20 years of experience
Schererville, IN, 46375

About: I have had a dog within my household for as long as I can remember! Starting from before I can walk (seriously) up until now! Taking care of dogs is 2nd nature to me since I’ve done it for so long! As of right now I’m available everyday until further notice! I work in construction so summers get busier than winters, and right now it’s been raining everyday so it gives me a lot of free time! I have a fenced in backyard for when my three dogs are outside. When they are inside I have beds for each of them to sleep in when it’s time for bed. They also have crates that I use for them only when I am leaving the house for a while in order for any accidents or unnecessary destruction of furniture.

Sitter Profile Image: Brandi M.
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Brandi M.
from
$25
per visit
10 years of experience
Olympia Fields, IL, 60461

About: I love animals! Sometimes their moms, dads, or owners need a little help to care for their furbabbies and I’m here to provide compassionate care and protection! I work part-time and am open to new opportunities to fill my schedule especially with the love of an animal who needs a little attention. Depending on the animal and the service requested, I treat pets with discipline and a gentle but firm touch. My goal is to protect the animal, myself, the owners, and the public.

Sitter Profile Image: Nancy A.
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Nancy A.
from
$16
per visit
5 years of experience
Oak Forest, IL, 60452

About: I am currently a stay at home mom to a 3 year old toddler. I also have a 6 year old Boston Terrier. Ive been around dogs since I was 8 years old and love how each one has their own personalities. Over the past 5 years I have dog sat and cared for family and friend's dogs while they were on vacation or unable to care for them. I am currently unemployed so my availability is open. I live in Evergreen Park and I'm familiar with city and surrounding suburbs. Let me know how I can help whether it be a check in, walk or boarding. I am currently a stay home mom so my availability is currently open. My son is in preschool and I have a reliable babysitter. Let's chat about how I can fit into your schedule. I live in Evergreen Park, in a very walkable and dog friendly neighborhood. I have a large fenced in yard with dogs living in both next door neighbors houses. I also have a friendly and energetic 6 year old Boston Terrier. He could be seperate, if needed. I am also willing to travel to your home and care for your pet there. Let me know what works best for you.

Sitter Profile Image: Adriana C.
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Adriana C.
from
$17
per visit
3 years of experience
Posen, IL, 60469

About: Los amo con mi vida son la Mejor compañía que pueda existir, no espero menos de ellos su fidelidad, son únicos y merecen Mucho amor compresión y ternura. Llevándolos a pasiar caminar es vida y salud, para ellos la mejor medicina es el amor y la compresión, escuchando sus necesidades y dándole mucha atención.💘👑🙏🏻 Atendiendo sus necesidades siguiendo indicaciones de su amo, consintiendo sus caprichos, paseando por los senderos bellos de Chicago descansando en algún parque bello y leyendo algo bien bueno☺️😻

Sitter Profile Image: Mara D.
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Mara D.
from
$25
per visit
5.0 out of 5 stars
• 7 reviews
3 repeat clients
10 years of experience
Evergreen Park, IL, 60805

“Mara is simply the best—highly recommended! My husband and I have never trusted anyone outside of family to care for our two senior dogs. One requires medication, and the other is extremely anxious, so finding the right person felt overwhelming. Mara immediately put us at ease. She took the time to meet with me and my dogs before her scheduled visits and was incredibly patient while I learned how to use the app. Not only is she kind and attentive with my pets, but she is also very capable and handled their somewhat complicated care with confidence. She communicated clearly, letting me know when something came up without causing unnecessary worry, and managed every situation thoughtfully—even things I hadn’t anticipated. Mara is responsive, flexible, and truly easy to work with. When I needed to add a service last minute, she responded right away and accommodated my request without hesitation. I can’t say enough good things—she is trustworthy, compassionate, and incredibly reliable. I wouldn’t trust anyone else with my dogs.”

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Darlene F.
Sitter Profile Image: April Y.
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April Y.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 62 reviews
19 repeat clients
15 years of experience
Merrillville, IN, 46410

“April is incredible. She was so patient with my dog, Mari who is a very nervous girl. She gave me updates all along the way and sent me photos. 10/10 would recommend!!!”

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Elizabeth S.
Sitter Profile Image: Mairead M.
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Mairead M.
from
$18
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
6 years of experience
Tinley Park, IL, 60477

About: Taken care of many pets/houses while family and friends were out of town growing up Doggy mommy of a 3 year old pup who is house, command and crate trained by me. Auntie of my sisters dog who I have house sat for multiple times for long periods of time. Work hybrid, in office M T W, remote Th & F Remote 1st week of every month Flexible to come hang with your dog, walk him, play with him, I could even work from the dog’s house versus mine. Can Crate Leashed Walks Bring him to Fenced Yards via Sniffspot Dog Parks / Trails Making sure pets are safe, happy, cared for and socialized with. Can follow directions and pick up the routine quickly.

Sitter Profile Image: Veerali R.
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Veerali R.
from
$13
per visit
5.0 out of 5 stars
• 15 reviews
4 repeat clients
2 years of experience
Chicago, IL, 60649

“Had to book an extra day of drop in visits at the last minute, and Veerali was amazing about it. Appreciated the fast response flexibility!! Thank you!!”

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Addie H.
Sitter Profile Image: Kartier G.
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Kartier G.
from
$40
per visit
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: Kara F.
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Kara F.
from
$23
per visit
10 years of experience
Beverly, Chicago, IL, 60655

About: I have had a dog my whole life! I’m great with animals because I’m patient, caring, and responsible. I enjoy spending time with animals and making sure they feel safe, comfortable, and loved. I’m attentive to their needs and always make sure they have proper food, exercise, attention, and care. I’m currently working Mondays and Thursdays so I am available everyday except for that. Normally I have a very flexible schedule and am available at any time. I have been a nanny for the last three years so i’m comfortable with caring for pets in homes. I will pick up after animal on walks (if walks are needed). Make sure everything is locked behind me, and follow any other instructions you may have.

Sitter Profile Image: Guillermina L.
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Guillermina L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 113 reviews
36 repeat clients
10 years of experience
Clearing, Chicago, IL, 60638

“Guillermina was great with my cats. She was able to visit everyday to feed, play and administer supplements. I recommend her for your visits.”

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Daniel G.
Sitter Profile Image: Maria W.
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Maria W.
from
$45
per visit
5.0 out of 5 stars
• 21 reviews
5 repeat clients
30 years of experience
Whiting, IN, 46394

“Maria was great. I scheduled her for a couple of drop in visits on a day we were going to be gone all day. She contacted me an hour before her first visit because there was rain in the forecast. She asked about how the dogs were in the rain and checked to see if she should walk them or plan for the backyard. She sent pictures and communication was great. I’ve already scheduled her for an upcoming overnight stay.”

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Tara L.
Sitter Profile Image: Mia M.
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Mia M.
from
$30
per visit
1 repeat client
20 years of experience
Orland Hills, IL, 60487

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: Taylor B.
Verified Enhanced Background Check
Taylor B.
from
$20
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
5 years of experience
Justice, IL, 60458

“Taylor did a great job with my three cats while I was away. She followed all feeding instructions, took time for play and communicated daily.”

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E.V. J.
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The median cost per visit for dog sitting in Glenwood is $20

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 dog sitting

  1. 1. Search

    Browse profiles of sitters near you who offer dog 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 dog sitting - Glenwood

Select a filter and find qualifying sitters offering dog sitting.

Sitters in Glenwood average 6
repeat dog sitting clients

FAQs for Dog Sitting - Glenwood

Frequently asked questions about Rover

As of October 2026, there are 10,154 sitters on Rover offering Dog Sitting across Glenwood. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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!

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 .

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.

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 .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Glenwood with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Glenwood. On Rover:

  • 85% of sitters can help with special care needs
  • 90% can help with giving oral medications or injections
  • 94% 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.

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.

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