House Sitting Glenwood

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Glenwood, Find top rated house sitting

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

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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

“I cannot say enough about Cheyenne..she was in constant contact..pictures were sent..she was worried because the dogs were not eating..I will use her again! You could not tell she was even in my house--simply..she's great.”

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Kim 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
• 21 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: Karen H.
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Karen H.
from
$30
per night
5.0 out of 5 stars
• 1 review
1 repeat client
40 years of experience
Homewood, IL, 60430

About: I'm a lifelong beneficiary of the Cat Distribution System, a proud failed foster and a registered cat colony caretaker. I've cared for newborn kittens to 24-year-old seniors and everything in between. Dogs and I are also friends. I'm self-employed and make my own schedule, so I'm happy to work around your pet's needs. I'm flexible in terms of days, nights and weekends. My goal is to be the kind of sitter I appreciate for my own pets: reliable, responsive and open to animal shenanigans. I'll take care of your pets and your home as if they're mine.

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

“Rob watched our two pets on a long weekend and was great. We love a lot of communication - and he kept us posted and sent us many pictures. Very professional and our pets loved him. We would definitely recommend!”

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Krista D.
Sitter Profile Image: Lisa H.
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Lisa H.
from
$65
per night
5.0 out of 5 stars
• 125 reviews
38 repeat clients
20 years of experience
Oak Forest, IL, 60452

“All I can say (write) are words of praise and gratitude for Lisa. She is Amazing! She is so attentive, considerate and truly super sweet. I received pictures and updates. My girl (dog) fell in love with Lisa, which shows and proves how well Lisa took care of her. Lisa not only fed my girl by my noted instructions, she also washed all of my pets feeding measurement cups. that was a detail that blew me away. I didnt ask for any of that. Lisa went above and beyond. It was really cold and Lisa walked my girl and let her enjoy a little outdoors. I didnt stress on my out of town travels as my girl (dog) was in good hands. I will definitely ask for Lisa’s services again and again. Thank you Lisa for everything.”

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Doris S.
Sitter Profile Image: Taj J.
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Taj J.
from
$35
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
4 years of experience
Tinley Park, IL, 60477

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

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 did an amazing job looking after my senior dogs in my home while I was away for several days. She sent me daily updates and pictures so I knew my dogs were well taken care of. She also left my apartment clean.”

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Lizette A.
Sitter Profile Image: Asia F.
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Asia F.
from
$35
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
4 years of experience
Country Club Hills, IL, 60478

About: Hi my name is Asia. I’m really excited to have extra income but I’m more in it for the loving animals. Animals are my life! I have always had pets growing up as a child and my love for them has grown into my adulthood even more. I have a passion for learning and understanding all different types of animals. My experience in Pet Care is from having my own pets to care for. I have two bearded dragons, two cats, one dog, and one fish. In the mornings I go to the gym and after I’m pretty much open throughout the day until school starts, which is in the beginning of January. Feeding and watering animals,Playing with them and keeping them company, Walking the dogs, Grooming and brushing the animals' coats, Changing the cat's litter box, Providing health care if necessary. Giving them affection, so they don't feel abandoned after their owner leaves.

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: Jane S.
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Jane S.
from
$100
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Tinley Park, IL, 60477

“Jane was phenomenal! We booked her on relatively short notice, and she was a champ! She kept in constant contact with us, sharing pictures of our babies and letting us know how things were going. Communication was excellent! She knocked it out of the park! Highly recommend!!!”

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Kristen J.
Sitter Profile Image: Patrick W.
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Patrick W.
from
$65
per night
5.0 out of 5 stars
• 4 reviews
19 years of experience
Evergreen Park, IL, 60805

“Our dog and cats really loved Patrick! He was in touch and made sure all pets were well cared for while we were out. Would definitely use again!”

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Angie R.
Sitter Profile Image: Dominique F.
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Dominique F.
from
$40
per night
4.7 out of 5 stars
• 81 reviews
45 repeat clients
16 years of experience
Chicago, IL, 60637

“Dominique did a great job with my 2 cats and 1 dog. She also took good care of my apartment. She sent me numerous of pictures and videos and also followed my instructions well especially pertaining to one of my cats who needs a little extra supervision. Thank you and I would book again.”

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Cornelius D.
Sitter Profile Image: Karen D.
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Karen D.
from
$55
per night
25 years of experience
Orland Park, IL, 60467

About: What sets me apart from other pet sitters is a lifetime of dedicated, hands-on experience caring for animals of all kinds—from cats, dogs, and birds to rabbits. My expertise spans every stage of a pet’s life, including raising energetic puppies and delivering compassionate end-of-life care for a terminally ill dog who needed to be hand-fed and wear diapers at just six years old. As an authentic animal lover with a deep well of specialized experience, I bring both the practical knowledge required for complex care routines and the genuine empathy every pet owner looks for. ♥️🐾 Pet care seamlessly integrates into my daily and weekly routine, serving as a primary focus alongside my other responsibilities while I am currently not working traditional hours. A major part of my days is dedicated to caring for my daughter's two German Shepherds, which keeps me active with regular feeding, exercise, and attentive supervision suited for large, high-energy breeds. Balancing this with part-time house cleaning and studying to earn my real estate license has taught me how to manage my time effectively, ensuring that every dog in my care receives consistent attention, structured routine, and dedicated affection throughout the week. When caring for your pets in the comfort of their own home, my top priority is maintaining their familiar routine to keep them feeling safe, happy, and stress-free. I adhere strictly to their usual feeding schedule, walking habits, and medication needs, while providing plenty of quality playtime and affection to keep them company. Beyond basic care, I keep a watchful eye on their health and behavior, ensure your home stays clean and secure, and send regular updates and photos so you have complete peace of mind while you are away.

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: Noah S.
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Noah S.
from
$60
per night
16 years of experience
Munster, IN, 46321

About: I have always loved spending time with pets. Since I was born, my family has had three wonderful dogs who have lived special lives in my care. When I was younger, I used to dog sit for friends and neighbors when they were out of town and I always made sure to spend a little extra time with the pets so they aren't too sad when by themselves. I am currently a remote intern with a lot of free time throughout the week, so spending time with pets will be easy to work into my schedule. My home is full of warmth and good vibes for dogs of all sizes. With a big park behind my backyard, your pets will love running around while we play.

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: Marissa M.
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Marissa M.
from
$90
per night
5.0 out of 5 stars
• 9 reviews
4 repeat clients
10 years of experience
Oak Forest, IL, 60452

About: I’m a dog lover! I’d love to spend time with your pup and take him/her on walks! I have a little morkie named Seamus and he loves dogs too! I have a little morkie who I take care of every single day! We take long walks, lots of play time, and a HUGE focus on his nutrition. It’s a passion and a hobby for me. We have a big fenced in yard and a friendly little morkie named Seamus! Our house is puppy proof, creating a very safe and calming environment for all.

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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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