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

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.
“Samantha was the greatest. She gave my cat space while also making sure that she can leave her sent with him. She gave great ideas to help me because this is my first time having a cat sitter. She is so receptive and she gives great advice. She connected with my cat wonderfully, and I truly appreciate what she had done with feeding him and connecting with him. I will use her again. She is definitely my go to and I would highly recommend her.”

About: I’ve been surrounded by pets all my life, being there for them is all I know now. I made it my passion to be caring of them. I recently left a dog daycare looking for a better way to make dogs comfortable while knowing they aren’t under any other rules than the ones in their very own home. I also am loving the idea of them all getting their own special treatment. I am willing to do early mornings or late nights I’m free all around. I just want every dog or cat to be satisfied. I usually wake up and walk outside to make sure I’m getting proper sunlight and one thing about a pet is they are always down for outside time. I’ll make sure your dog eats and gets hydration in the morning and take them outside to use the bathroom relax or play in the next 30 to 45 minutes for about a hour or two, if it is too hot outside I won’t have them out too long and I will make sure they cool off before giving them water. Your dog will always be safe and okay in my hands I’m very attentive
About: Your family is my family I have a genuine love for all animals. Some call them pets I call them family! I enjoy spending time with these adorable fur babies, and this app allows me to do it for most of my day! I am pretty unorthodox as I don't have a 9-5 I believe in following my passions and this just so happens to be top of my list. My schedule is super flexible to cater to your families needs I have a fenced yard with plenty of room for running around, tossing a frisbee, or for just laying out and catching a breeze © I have cages if that's what you prefer, music, television, or even a good book if that's what your family enjoys I’m a stay at home mom so I enjoy the company! Pets are thee most loving and kindest to be around. It is my absolute pleasure to take care of them I have a fenced backyard, plenty of toys, dog treats and love to give! My style of caring for your fur babies is making them feel at home by keeping them close by my side until you return lots of rubs and walks so they can check out the neighborhood and get some fresh air!
About: I am a Veterinarian Technician with 7 years experience. I graduated from Fox college Vet Tech Institute and working with animals is my passion. I have experience working with Dogs, Cats, Rodents, Rabbits, Exotics, and Birds. I offer additional care for seniors pets (Ex: taking them on shorter more frequent walks) and pets who have health concerns. (Ex: Giving medications). Book with me and your pet will be in great hands! I am available 7 days a week! I offer Early morning walks, afternoon walks, evening walks, and night time walks. What ever time works for you most likely works for me! I live in an animal friendly apartment! I have a large kennel if your pet prefers to sleep in one. I have a big field of grass behind me for leash walks / play time.
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☺️😻
“Lupe took care of my cats during the holidays with great care! She paid attention to all their needs and kept me updated on everything. This was my first time leaving them alone like this, so I'm really glad I had Lupe to count on.”

“Finn has been absolutely fantastic with my pup Bowser! Very flexible, clear communication, and attentive!! Bowser is high anxiety so having someone that he’s super comfortable with gives me all the confidence!!”
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. 💕🐾

About: Please take into consideration the quality of your pet sitter over a low rate inexperienced "pet lover" that just wants to watch animals . There's a difference. "RATES LISTED HERE ARE BASIC RATES- THEY MAY BE ADJUSTED ON A CASE BY CASE SCENARIO (UP OR DOWN) DEPENDING ON THAT ANIMALS PARTICULAR NEEDS" *******IMO- ANIMALS trump most people 😁 I Specialize in special needs animals & alternative ways to treat that aren't offered by most vets due to my life long experience , I know what works. I also am fond on taking care of any & all animals including horses and farm animals. Right down to guinea pigs n snakes of all kinds. If you need dog boarding, as long as I have notice I can make myself available & home 24/7 ** I work M-F daily, so any animal I can work into my schedule is a great fit. I cannot do daily letting out of dogs unless I have NOTICE (deposit required) I am open to ANY animal watched in my home if that is preferential. I can also "stay" in your home outside of my daily work schedule I'm in a huge farm house, large yard and except for weekly job am always home for one on one. Im extremely close to my local vet and have dealt with many different situations.
About: I’ve been taking care of dogs and cats my whole life. Close family friends have trusted me to watch their animals for them. I love animals so much and enjoy their time. I’m currently home from school. I have plenty of spare time on my hands. Animals are the perfect people spend my time with away from school. I have a friendly small dog named Roscoe who loves to play with other dogs. When I’m in the pets home I will cater to their needs. I love to play and I love to go on nice long walks.

About: With 25 years of experience around dogs, I have developed a strong understanding of canine behavior, training, handling, and everyday care. I have experience working with dogs of different breeds, sizes, ages, and temperaments. I believe every dog deserves patience, consistency, structure, and individual attention. Whether caring for an energetic puppy or an older companion, I tailor my approach to each dog’s personality, needs, and established routine. I personally provide all care for pets booked through Rover, including feeding, walking, exercise, supervision, and daily routines. I am the sole caretaker and take pride in providing a safe, comfortable, and positive experience for every dog in my care. Caring for dogs is a regular part of my daily life. I enjoy providing a balance of exercise, playtime, relaxation, and structured routines. We’re conveniently located near beautiful Lake Michigan, giving us access to wonderful walking areas and outdoor activities. I also enjoy taking suitable dogs to Jackson Bark Dog Park for exercise, play, and socialization when appropriate and approved by their owners. Whether your dog enjoys an active day outdoors or prefers relaxing inside with the family, I make sure their daily routine is tailored to their individual needs. Dogs in my care receive attention, companionship, and plenty of opportunities to enjoy themselves! I strive to provide a safe, comfortable, and welcoming environment where every dog feels at home. Our property features spacious, dedicated kennel runs, allowing each dog to have its own comfortable space when needed. Our guests aren’t limited to their kennels, though! Dogs are also welcome inside our home to relax, spend time with the family, and enjoy a more personal boarding experience. We’re located near beautiful Lake Michigan, providing wonderful opportunities for walks and outdoor exercise. One of our favorite destinations is Jackson Bark Dog Park, which offers a separate private area where dogs can enjoy individual exercise and playtime without interacting with unfamiliar dogs. This is especially beneficial for dogs that prefer their own space or aren’t comfortable in large groups. Visits are offered when appropriate and with owner approval. As an experienced dog trainer, I understand canine behavior, body language, and the importance of structured routines. I carefully consider each dog’s personality, comfort level, and compatibility before allowing interactions with other dogs. My goal is to provide more than just boarding. I want every dog to enjoy exercise, companionship, affection, and individualized care while giving their owners peace of mind.
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.
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.

About: I have had all kinds of pets growing up. I currently have three dogs of my own. Two girls and one boy. I also have worked at a pet store for the past 2 years providing pet care to 40+ puppies on a daily basis. Each of them are loved and cared for as if they were my own and I’ll be sure to do the same for yours! ❤️🐾 Although I work full time I am able to provided services without conflicting schedules. The daily care for your pet will be the same I provide for my own ❤️ My pets free roam the house but I have a doggy gate blocking the steps or any “unsafe” areas. I also have pet cameras placed in the main parts of my home. And bedroom doors are always closed for their safety 💖
“Very pleased with Kaitlyn service. We will definitely call her again , very knowledgeable on how to take care of my pets , took pictures of my pets for us to see them and kept me informed about how they were doing. Thank you Kaitlyn”

The median cost per visit for dog sitting in Glenwood is $20
Dog parents share their Rover experiences - Glenwood
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. Search
Browse profiles of sitters near you who offer dog sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog sitting - Glenwood
Select a filter and find qualifying sitters offering dog sitting.Sitters in Glenwood average 7 repeat dog sitting clients
FAQs for Dog Sitting - Glenwood
Frequently asked questions about Rover
As of November 2026, there are 10,131 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 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 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.
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 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.






