Dog Sitting Montgomery

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

End Date
Search

Over 131
pet parents in Montgomery have booked dog sitting

Montgomery, 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.

1 / 1
Sitter Profile Image: Sandra C.
Verified Enhanced Background Check
Sandra C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
57 reviews
13 repeat clients
14 years of experience
Aurora, IL, 60504

Sandra has walked our boys twice now and her service is top-notch. After our meet and greet in person with the pups, you could tell she takes a gentle, confident approach with all dogs. The two visits with our boys has been excellent. I would highly recommend Sandra to everyone.

Profile image
Blake S.
Sitter Profile Image: Meaghan S.
Verified Enhanced Background Check
Meaghan S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
4 years of experience
Mililani-Waipio-Melemanu, Montgomery, IL, 60538

Our normal cat sitter had a family emergency and canceled our reservations. Meaghan was willing to help us on short notice. She did a fantastic job. We received daily updates and pictures. We had added a bunch of extra chores for her, one of the cats needing medication as such. She even kept up with vacuuming up the tiny bits of food that can tend to be thrown around when the cats eat. We came home to relaxed kitties and a clean house. We intended to contact her first if we ever have the need. Highly recommend!

Profile image
Steven M.
Sitter Profile Image: Brian T.
Verified Background Check
Brian T.
from
$20
per visit
5.0 out of 5 stars
83 reviews
43 repeat clients
30 years of experience
Oswego, IL, 60543

About: I grew up with pets in my house and have had responsibility for special needs animals. Currently have a chihuahua and a Saint Bernard. I am a strong pack leader that understands dogs needs and provides for the a safe and fun environment. I have cared for special needs animals and can administer medication. I have cared for dogs ranging from a 4 pound teacup chihuahua to a 100 plus pound Rottweiler. I will take great care to make sure all of your pets needs are taken care of. A safe environment with fenced in yard and unlimited supervised outdoor playtime is available. If you prefer I can check in on your pet in their own home always remembering that I am entering their territory. Walks provided in a safe residential neighborhood.

Sitter Profile Image: Michelle C.
Verified Enhanced Background Check
Michelle C.
from
$20
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
7 years of experience
Aurora, IL, 60506

Michelle was flexible and reliable and Boomer absolutely loved her! She was considerate and thoughtful and I highly recommend Michelle and look forward to (hopefully) book her again and again and again!!!! Thanks Michelle

Profile image
Julia A.
Sitter Profile Image: Lynnette T.
Verified Enhanced Background Check
Lynnette T.
from
$22
per visit
5.0 out of 5 stars
16 reviews
3 repeat clients
10 years of experience
Aurora, IL, 60504

Our lab had an excellent afternoon with Lynnette while we were out of town! Thanks so much.

Profile image
Josh G.
Sitter Profile Image: Angel O.
Verified Background Check
Angel O.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
2 years of experience
Aurora, IL, 60505

Angel was such a patient, kind, and caring sitter! We just recently moved to the area and our cat is still getting used to our new apartment. Even though she has been a bit shy, Angel spent time just sitting near her and making sure she felt safe and was cared for while we were away. He sent us frequent updates so we weren't worried and was a great communicator. We will definitely book with Angel again in the future!

Profile image
Sarah E.
Sitter Profile Image: Lauren G.
Verified Enhanced Background Check
Lauren G.
from
$20
per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
10 years of experience
Montgomery, IL, 60538

About: I've taken care of dogs and cats for about 10 years. I have professional experience caring for dogs of all shapes and sizes in a dog daycare, and as a dog trainer. I am currently working as an adjunct college instructor, so I have periodic points throughout days and weekends that I can visit dogs for walks, potty breaks, and play time. My approach to pet care and training is based around Grisha Stewart's approach. I believe establishing trust, positive reinforcement, and providing healthy mental and physical exercise according to your dog's individual needs is the best approach to keeping a happy companion.

Sitter Profile Image: Morgan A.
Verified Enhanced Background Check
Morgan A.
from
$17
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Aurora, IL, 60506

About: I’ve worked in animal care for years now and have taken care of my own pets for years before that. I have experience with a huge variety of sizes and breeds! I’m well versed in animal behavior and temperaments. I’ve worked with puppies all the way up to senior pets who may need a little extra care or attention. I have my own pets as well and have a deep understanding how much they can mean to us. I’m currently working on my certificate for dog grooming! I have yet to start school but this is a dream I’ve had for a while now. At the moment, I’m almost completely open for sitting. I think enrichment is very important for pets. For dogs, getting outside is a must. Many breeds require a lot of stimulation throughout the day in order to stay healthy in mind and body alike. For cats, some are independent players and toys are a must. Others may like to play with a person and that’s an activity that’s very important for them. I personally feed my animals once in the morning, once at night. My dog typically gets at least one walk a day and I make sure to take him out 2-3 times a day for potty breaks. Or even more if he lets me know he has to go. My one cat is an independent player so I leave her toys in her favorite places.

Sitter Profile Image: Meredith H.
Verified Enhanced Background Check
Meredith H.
from
$15
per visit
10 years of experience
Montgomery, IL, 60538

About: I have grown up with dogs my whole life! I have experience with dog sitting and dog walking! Always excited to meet a new puppy! I am free all afternoons! But if needed in the morning or evening let me know! I’m always willing to negotiate a schedule to whatever is easiest for you! Unfortunately I am in an apartment so I will not be able to pet sit at my home, but whenever your pet needs to go outside I will keep an eye on them (especially if there is no fence)! I am able to lead a pet into a crate if needed. If there is anything else you would like me to do while with your pet let me know!

Sitter Profile Image: Jessi D.
Verified Enhanced Background Check
Jessi D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
61 reviews
13 repeat clients
15 years of experience
Oswego, IL, 60543

Jessi has been awesome letting the pups out. She always sends a lot of pictures and information on how the dogs are doing. We have used her multiple times and will continue to use her

Profile image
Cody C.
Sitter Profile Image: Hazel M.
Verified Enhanced Background Check
Hazel M.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
5 years of experience
Sugar grove, IL, 60554

Hazel did everything we asked and took care of our fur babies! She was communicative and loving!

Profile image
Amy I.
Sitter Profile Image: Shelley M.
Verified Enhanced Background Check
Shelley M.
from
$16
per visit
5.0 out of 5 stars
9 reviews
6 repeat clients
30 years of experience
Oswego, IL, 60543

Shelley was great! She kept me updated and my pup likes her. Definitely use her again.

Profile image
Jarred H.
Sitter Profile Image: Nancy A.
Verified Enhanced Background Check
Nancy A.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
37 reviews
8 repeat clients
25 years of experience
Oswego, IL, 60543

Excellent. Trustworthy. Responsive and communicative. Well done.

Profile image
Steven P.
Sitter Profile Image: Carol K.
Verified Enhanced Background Check
Carol K.
Star Sitter
from
$22
per visit
4.9 out of 5 stars
47 reviews
11 repeat clients
40 years of experience
Yorkville, IL, 60560

Carol is great! She is great at communicating and I love all her pet knowledge! Highly recommended!

Profile image
Jarred H.
Sitter Profile Image: Diamond P.
Verified Enhanced Background Check
Diamond P.
from
$20
per visit
1 repeat client
5 years of experience
Aurora, IL, 60506

About: Caring for animals has always come naturally to me. Pet care is at my core. I have experience caring for dogs and cats with different energy levels and needs, from playful puppies to calm senior pets. I’m patient, attentive, and mindful of each pet’s routine, comfort, and safety. Whether it’s walks, feedings, playtime, or quiet companionship, I make sure every pet feels loved and secure while you’re away. Your pet’s well-being is always my top priority. On days I’m booked to watch your fur baby, that is my ultimate top priority! I will change my schedule to be there for him/her. I have a fenced in yard, and a friendly dog to keep your fur baby company. I also have three cats. I can easily create your dog if needed. I’m fully capable of giving any medication required. When I’m watching your fur baby, I will be available the entire time. Right there, with them.

Sitter Profile Image: Cassie D.
Verified Background Check
Cassie D.
from
$20
per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
10 years of experience
Yorkville, IL, 60560

Cassie was super sweet and patient with our 14 year old and 2 year old pups.

Profile image
Amanda C.
Sitter Profile Image: Gavin M.
Verified Enhanced Background Check
Gavin M.
from
$17
per visit
5.0 out of 5 stars
1 review
3 years of experience
Aurora, IL, 60506

About: I have 3 large dogs in my household, all of very different personalities. On top of that, friends and family have also relied on me to take care of their pets while they are away as well. Recently, I have taken interest in animal rescue, and have helped rescue and send an injured mallard to the Chicago Bird Collision Monitors. I am currently a student at west aurora highschool, and I am a member of the national honor society. I come home to my three dogs and sometimes go to Oswego to take care of my families pets over there as well. I will be able to regularly check up on your pets and keep them well hydrated and fed. As well as going on walks to stay active.

Sitter Profile Image: Annalee H.
Verified Enhanced Background Check
Annalee H.
from
$20
per visit
6 years of experience
Oswego, IL, 60543

About: I have a deep passion for dogs! I grew up with pitties and love any kind of dog. I have dog sat for neighbors and family friends since I was 16 years old. I have experience with small dogs all the way through XL dogs, ranging from 5 months old to senior dogs I am currently working part time and will start my graduate program in the fall. I am very flexible with time! I can adjust to a dogs needs... lazy dog? Cool, we can lay inside all day! High energy dog? Let's go on a few long walks! I have no problem being firm and needing to crate your dog if needed, I grew up with 2 stubborn dogs so I understand! I will do my best to keep your furry friends safe and comfortable

Sitter Profile Image: Lauren P.
Verified Enhanced Background Check
Lauren P.
from
$22
per visit
20 years of experience
Montgomery, IL, 60538

About: What sets me apart is my lifelong experience caring for animals and my genuine love for pets. I’ve had dogs since I was a child and currently have two cats of my own, so I understand the unique needs and personalities of both dogs and cats. I’m comfortable caring for pets of all ages and temperaments, and I know how important it is to maintain their routines and make them feel safe while their owners are away. I am dependable, attentive to details, and will treat your pets with the same care and affection I give my own. I also provide regular updates and photos so you can have peace of mind while you’re away. I’m a speech therapist by trade in the school system. I am off for the summer and my schedule is wide open. I can accommodate your schedule. I treat every pet as if they were my own and tailor my care to their individual needs and routine. In my home, pets receive plenty of attention, exercise, playtime, fresh water, and a safe, clean environment. I follow any feeding schedules, medication instructions, and special care requests provided by the owner. When caring for pets in a client’s home, I strive to maintain their normal routine to help them feel comfortable and secure. I provide regular updates, photos, walks, potty breaks, playtime, and lots of affection while respecting both the pet’s needs and the client’s home.

Sitter Profile Image: Clay E.
Verified Enhanced Background Check
Clay E.
from
$20
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
8 years of experience
Aurora, IL, 60504

About: I promise to treat every pet of yours with love and care. I have loved animals since I was a kid. I worked as a dog handler in a daycare for one year, and am getting my bachelor’s degree in animal science. I am very passionate about animals and love learning new things about them. Walk and Drop-in schedule: M: Fully available. T, W, F: Mornings up to 3 pm. Th: Anytime after 1 pm. Weekends: Mornings up to 3 pm on select days. I am comfortable handling all types of dogs! I have no preference on breed, activity/energy level, size, etc. I am happy to follow your dog’s feeding schedules, provide enrichment, and give regular updates.

1 / 1
View more sitters

The median cost per visit for dog sitting in Montgomery is $20

Dog parents share their Rover experiences - Montgomery

1 / 1
5.0 out of 5 stars

Emma did an excellent job caring for our dog Dante! She was great with him and was very attentive to his needs and well-being. We were very happy with the service she provided our family in taking care of our Dog.

Profile image
Brandon D.
Drop-In Visits
5.0 out of 5 stars

Lauchlan, we can't thank you enough for coming by and being so flexible with the dogs! I hope they were no problem! We appreciate you and so happy all seemed to work out.

Profile image
Robin N.
Drop-In Visits
5.0 out of 5 stars

Roger was outstanding with my pup. He was gentle and kind with each visit. I will certainly use Roger again

Profile image
Debora D.
Drop-In Visits
5.0 out of 5 stars

Balbina is the best dog sitter ever! She’s incredibly attentive and always goes above and beyond to accommodate last-minute requests. She’s truly a lifesaver!

Profile image
Kailene F.
Drop-In Visits
5.0 out of 5 stars

Always on time and takes great care of my Cosmo. This is my first time using Rover I highly recommend!

Profile image
Susanne N.
Drop-In Visits
5.0 out of 5 stars

Sarah was timely and followed the few instructions that I had for Luna and she sent me a few photos. Thank you

Profile image
Cherise H.
Drop-In Visits
5.0 out of 5 stars

Alyssa is such an amazing sitter and caregiver! My 6 month GSD/Malinois mix is very energetic and can be a handful as he learns his commands and works through training but that didnt mind Alyssa! She helped reinforce his trainings during her time with him and although it took a few, he became acclimated to her and listened. Alyssa must be an animal whisperer! I am so happy we have found our "go to" sitter for Jefe! I cannot thank you enough as its very difficult for me to leave my little babes. You make it easy! ❤️

Profile image
Amy N.
Drop-In Visits
1 / 1
Find pet care near you

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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet & Greet

    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

Sitters in Montgomery average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Montgomery

Frequently asked questions about Rover

The average cost for Dog Sitting in Montgomery on Rover is $22.2 per visit (as of June 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of June 2026, there are 4,076 sitters on Rover offering Dog Sitting across Montgomery. 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 Montgomery 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 Montgomery 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 Montgomery 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 Montgomery. On Rover:

  • 93% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 98% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge