Dog Sitting Glenwood

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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: KIANA I.
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KIANA I.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
256 reviews
97 repeat clients
20 years of experience
Park Forest, IL, 60466

Very nervous in the beginning with this being my first time using this service however from day one I realized I chose the right person to watch over my babies. She was on point with taking good care of Maggie and CoCo. She consistently kept me informed everyday of their care and also sent pictures to show how well they were doing. They were very happy and in good condition when I arrived home. If given the chance I will request her again.

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Pam N.
Sitter Profile Image: Katie S.
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Katie S.
from
$20
per visit
5.0 out of 5 stars
10 reviews
1 repeat client
8 years of experience
Griffith, IN, 46319

Katie was absolutely wonderful! She watched our dogs, Nico and Nora, while we were on vacation, and we couldn’t have asked for a better sitter. She was always punctual, incredibly patient, kind, and genuinely loving with both of our dogs. She also made such a great impression during our meet-and-greet by being so sweet and patient with my little girl, which meant a lot to us. It gave us so much peace of mind knowing our dogs were in such caring hands while we were away. Katie is truly a wonderful person, and I highly recommend her to anyone looking for a trustworthy, compassionate pet sitter!

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Kaitlyn B.
Sitter Profile Image: Lisa H.
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Lisa H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
118 reviews
34 repeat clients
20 years of experience
Oak Forest, IL, 60452

Lisa is attentive and reliable! I had never used Rover before but we needed someone to feed our cats while we were away. I booked Lisa for multiple drop-in visits based on her reviews and I’m very glad I did. She is communicative and caring. Definitely recommend!

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Gina B.
Sitter Profile Image: Heather B.
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Heather B.
from
$17
per visit
10 years of experience
Dyer, IN, 46311

About: I have owned and loved dogs my whole life. I treat them as people, each individually unique and deserving of all the love, cuddles and kisses. I do not work and I am very flexible between 8 am and 3 pm while my kids are all full time at school. I can give your pets the time and energy they deserve. I can follow any instructions given and make sure your pet has the best care. I have loved on animals my whole life and know the care each one deserves to have.

Sitter Profile Image: David R.
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David R.
from
$20
per visit
5.0 out of 5 stars
46 reviews
14 repeat clients
18 years of experience
Highland, IN, 46322

David was awesome with our pets! We have a 22 year old kitty that needed some special attention during the visits, and he took great care of her! This is our first time using this service so we were a little nervous but David's communication skills and personality on the first time meeting set those nerves a side! We will be using him in the future for sure!

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Bruce-Tom K.
Sitter Profile Image: Chloe A.
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Chloe A.
from
$20
per visit
5.0 out of 5 stars
15 reviews
4 repeat clients
8 years of experience
Hegewisch, Chicago, IL, 60633

Chloe was super nice and accommodating when I had to make a change of plans last minute! 10/10 would recommend and she took super cute pictures to keep me updated as well!

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Andrea S.
Sitter Profile Image: Alexa S.
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Alexa S.
from
$18
per visit
5.0 out of 5 stars
4 reviews
4 repeat clients
20 years of experience
Crete, IL, 60417

Alexa was a perfect sitter for us! She is professional, nice, and kept us updated with messages and pictures. And most importantly, our cat absolutely loved her! We will be using her services again.

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Cassandra B.
Sitter Profile Image: Erica S.
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Erica S.
from
$25
per visit
5.0 out of 5 stars
7 reviews
6 repeat clients
20 years of experience
flossmoor, IL, 60422

Erica has babysat our cat Domino in our home several times now. Domino is a cat that we took several months to rescue earlier this year. Consequently, she is shy and a bit skittish around new people. She bonded with Erica almost immediately! Erica has two cats of her own, so she knows a lot about them and their finicky nature. Erica has a warm and caring nature that comes across in the way that she communicates with Domino. She calls Domino her niece! Erica is fastidious with Domino’s litter box and feeds her twice daily. She sends us regular posts and updates regarding Domino’s antics. Erica spends time with Domino and plays with her. We miss Domino when we are gone, but never worry that she will be too lonely without us. We feel secure when we are away. We trust Erica with having the keys to our home. We have the utmost confidence that Erica will take great care of our fur baby.

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Steven S.
Sitter Profile Image: Brooklyn H.
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Brooklyn H.
from
$17
per visit
7 years of experience
Park Forest, IL, 60466

About: I have my own animal and my friends have pets that is am very fond of, I babysit as well so I have quite a lot of experience Whenever you tell me of a job I’ll clear my schedule to walk and play with them every 3-4 hours, let them relax give them some treats I’ll watch them carefully and pony give safe toys and things to play with, I believe if you tire them out there better behaved!!

Sitter Profile Image: Nicole D.
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Nicole D.
from
$20
per visit
5.0 out of 5 stars
4 reviews
10 years of experience
Munster, IN, 46321

About: I have been taking care of animals from a very young age. I had a variety of pets growing up including dogs, cats, a lizard, guinea pigs, and a chinese dwarf hamster. I have experience taking care of family members’ and friends’ dogs and cats while away or on vacation. I’m attentive, detail-oriented, and comfortable caring for pets of all ages. I treat every pet like my own and provide consistent, loving care while keeping owners updated for peace of mind. I’m currently in between jobs, so I have extra availability! I should be available any time you need me, but I will let you know otherwise. I will treat your animals like my own, and they will be under great care! I’m an animal lover and animals love me too!

Sitter Profile Image: Kaelyn C.
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Kaelyn C.
from
$17
per visit
5.0 out of 5 stars
1 review
10 years of experience
Markham, IL, 60428

Kaelyn was absolutely wonderful, scheduled the meet and greet quickly, my fur baby, Juicy, loved her. She sent photos every day, and I could see she was so comfortable with her. Made my trip away from my Juice so much easier to tolerate. Will be booking her moving forward whenever needed. Highly recommend. Juice and I thank you, Kaelyn!

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Ala M.
Sitter Profile Image: Lauren F.
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Lauren F.
from
$17
per visit
5.0 out of 5 stars
12 reviews
4 repeat clients
5 years of experience
Highland, IN, 46322

Lauren was amazing! I felt so comfortable having her in my home. She gave me peace of mind that my cat was not alone and well taken care of while I was out of town working. Would recommend and use her again.

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Diane W.
Sitter Profile Image: Desjana W.
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Desjana W.
from
$18
per visit
5.0 out of 5 stars
1 review
12 years of experience
Lansing, IL, 60438

Desjana was great for us, fantastic communication and followed all our instructions well. She seemed to get along great with our dog and we would definitely recommend her!

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Lee V.
Sitter Profile Image: Becky K.
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Becky K.
from
$25
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Homewood, IL, 60430

About: I’ve had pets my whole life ranging from fish, amphibians, rodents, birds, cats, and dogs. I love connecting with animals and giving them all the love they deserve! I also am a former vet assistant (I now work at a vet lab) so I have experience with pets of all ages, temperaments, and health statuses. My priority is the pets’ safety and comfort, and will work with them to ensure we have a foundation of trust. I also can work enrichment into my visits to get their minds more stimulated or just give them a 15 minute belly rub if that’s more up their alley. I’ve also trained many of my pets so I can help introduce basic commands to puppies or reinforce commands and manners from older pets. I’m available pretty much every day for the summer. Once mid-August comes around, I’ll be available Sunday-Tuesday at all times and Wednesday-Saturday from 9-11 AM I can come in let the pets out, clean up messes from them, feed/water, play enrichment games or work on training, and give them lots of love!

Sitter Profile Image: Dave M.
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Dave M.
from
$20
per visit
5 years of experience
Highland, IN, 46322

About: Hi, I’m Dave — a U.S. Navy veteran and former K-9 Handler based in Highland, Indiana. I pride myself on: • Reliability and punctuality • Clear communication • Structured walks and safe handling • Treating your dog like my own I have a very flexible work schedule Monday-Friday. I have the option of working 0700-1100 or 1100-1600. I would work out specific time and dates with owner. I own my home in Highland, IN. I have a large backyard that is fully fenced. My dog and I get a lot of exercise.

Sitter Profile Image: Elizabeth V.
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Elizabeth V.
from
$30
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
2 years of experience
Homewood, IL, 60430

OMG! Elizabeth is the best!!! She is kind, she's dependable and she loves our doggies and boy do they live her! We are SO grateful for her. We met a lot of sitters trying to find the right fit for me and my family and Elizabeth was an instant Yes! We thank God for her and will always rebook with her! If you're tired of searching and trying to find a good, trustworthy sitter, look no further. Thank you Elizabeth!!! 💗

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Kimberly S.
Sitter Profile Image: Dynasty P.
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Dynasty P.
from
$17
per visit
2 years of experience
South Holland, IL, 60473

About: well, one thing that makes me unique is my extensive experience in training puppies. i've worked with a lot of dogs before, so i'm great at handling them and helping them learn new tricks. but wait, there's more! i also have some experience with senior care and can provide personalized care and support for older animals. I have open availability! Just give me a two days notice and a day before if you need to cancel. You can reach me by my phone number. when i'm caring for pets in my own home, i make sure to provide a safe and comfortable environment for them. i have all the supplies they need, from food and water bowls to toys and comfortable bedding and when i'm caring for pets in their owner's home, i follow the same guidelines and make sure to respect their space and routine. i also always make sure the pets are comfortable and well-taken care of.

Sitter Profile Image: Syirra W.
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Syirra W.
from
$10
per visit
2 years of experience
Riverdale, IL, 60827

About: Worked with everything from tiny puppies to seniors at the kennel and proudly volunteer at Chicago PAWS. I am also pursuing my career in pre-vet, looking forward to gaining more experience along the way. I am currently working part time but will be starting school in the fall so Im available Wednesdays-Sundays after 12pm Wednesday and Fridays: Evening shifts only (2pm-8pm) Saturdays: Morning shifts only (8am-12pm) Sundays: Both morning and evening shifts. (8am-8pm) Strongly prioritize a stress free space by following specific care routines and keeping the environment super clean. My experience at the kennel and at PAWS means that I am aware of safety procedures and keeping an eye out for health changes.

Sitter Profile Image: Jorinee T.
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Jorinee T.
from
$20
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
5 years of experience
Calumet city, IL, 60409

Jorinee was excellent with both of my cats. I am so glad I found her. I use to be concerned about who would look after my fur babies or even if I would be able to travel at all. My cats were very comfortable with her. They were relaxed, well fed and their litter box was clean. You can tell it was done on a consistent basis. I have another lengthy vacation for next year and will no doubt be requesting her. She is excellent and I would recommend her to anyone asking.

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Felicia G.
Sitter Profile Image: Naesha W.
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Naesha W.
from
$17
per visit
1 repeat client
5 years of experience
Lynwood, IL, 60411

About: Compassionate Pet Sitter with hands-on experience caring for furry friends. Skilled in providing personalized attention, playtime, and love. Reliable, communicative, and trusted to give pets the best care. I'm currently working from home, which means I have plenty of time to play and walk your furry friend throughout the day and night 😊 I have a gated yard with a big backyard for your pup to play in. I also have crates on standby if needed, and a dog park nearby.

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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.

Meet local sitters who will treat your dogs like family

  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 7
repeat dog sitting clients

FAQs for Drop-In Visits - Glenwood

Frequently asked questions about Rover

As of September 2026, there are 10,264 sitters on Rover offering Dog Sitting across Glenwood. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Glenwood stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 Rover's Trust & Safety page .

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.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters 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.

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:

  • 90% of sitters can help with special care needs
  • 95% 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.

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 sitter.

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