House Sitting Greenwood

Find a loving house sitter to watch over your pets and your home.

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Over 1
pet parents in Greenwood have booked house sitting

Greenwood, 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: Deanne D.
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Deanne D.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 279 reviews
135 repeat clients
25 years of experience
Genoa City, WI, 53128

“We are very grateful for Deanne's help watching our fur babies! She was responsive, kept us up to date, and sent tons of pictures. Clearly the dogs enjoyed her company!”

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Kate F.
Sitter Profile Image: Katrina M.
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Katrina M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
22 years of experience
Crystal Lake, IL, 60014

“Katrina did an amazing job with our pets! She sent plenty of check in photos and had great communication about questions, letting us know how the babies were doing, changes to her plans/check in time adjustments, and she kindly helped bring in packages! We would definitely recommend booking with her.”

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Farzana A.
Sitter Profile Image: Christine M.
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Christine M.
from
$55
per night
5.0 out of 5 stars
• 30 reviews
5 repeat clients
30 years of experience
Wonder Lake, IL, 60097

“Chris was great! I highly recommend her to watch your pets. She came over twice before we actually left, first for a meet & greet, and then as the date got closer she came by again to go over routines/directions. I really appreciated that second visit, closer to our vacation, to put my mind at ease. Chris was great with my dogs, and one of them has a lot of energy and some interesting quirks, but all went very well. I received daily communication and pictures. She followed the routines very well and reached out with any questions. She left the house was tidy, as well. I will be using Chris again and HIGHLY recommend her services.”

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Julie G.
Sitter Profile Image: Lisa (.
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Lisa (.
Star Sitter
from
$45
per night
4.9 out of 5 stars
• 84 reviews
27 repeat clients
29 years of experience
Marengo, IL, 60152

“Lisa took great care of my 3 dogs (including 1 puppy) while I was gone. Additionally, tidied up (puppy, remember??!!!) so I didn't have "chores" to address when I returned home.”

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Maureen B.
Sitter Profile Image: Miranda N.
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Miranda N.
from
$30
per night
4.9 out of 5 stars
• 11 reviews
2 repeat clients
10 years of experience
Algonquin, IL, 60102

“Miranda took such good care of my home and my dog! I got daily photos and updates on how my little guy was doing. The house also looks untouched, as if someone didn’t stay there the week I was gone! I will definitely be a return customer!”

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Devin Z.
Sitter Profile Image: Ashlee A.
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Ashlee A.
Star Sitter
from
$85
per night
4.9 out of 5 stars
• 65 reviews
12 repeat clients
20 years of experience
Fox Lake, IL, 60020

“Ashlee was so great! She stayed at our house for a few nights and pup sitted our 2 pups. She was great at communicating and sending us updates! She was respectful of our house and cleaned up after herself. We really liked her and so did the pups!”

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Michelle C.
Sitter Profile Image: Shalynn B.
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Shalynn B.
from
$80
per night
5.0 out of 5 stars
• 7 reviews
4 repeat clients
6 years of experience
Twin Lakes, WI, 53181

“We recently had the pleasure of having Shalynn care of our dogs, and we couldn't be happier with the experience. She was extremely professional, reliable, and showed a genuine affection for our pets. Shalynn followed our instructions perfectly and kept us updated, which gave us peace of mind while we were away. We highly recommend [Pet Sitter's Name] to anyone looking for a trustworthy and caring pet sitter. We will definitely be using her services again in the future!”

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Donna V.
Sitter Profile Image: Alexandra R.
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Alexandra R.
from
$75
per night
5.0 out of 5 stars
• 24 reviews
10 years of experience
Ringwood, IL, 60072

“Alexandra was excellent! She followed my instructions and took very good care of Paula. I trust her completely. She also left my house in great condition which I have issues with in the past. I can’t wait to use her services again.”

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Zara V.
Sitter Profile Image: Risa C.
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Risa C.
from
$50
per night
1 repeat client
30 years of experience
harvard, IL, 60033

About: I am life long animal lover with 30 plus years experience caring for pets of all kind. I’ve cared for dogs, cats, & birds, including administrations of medications, monitoring heath, and providing comfort of pets with special needs. I understand that ever animal had unique behaviors. My experience extends beyond every day care. I have volunteered extensively at veterinary clinics and animal shelter, gained hands on knowledge of animal heath , behavior and emotional support. I work remotely and set my own schedule, allowing me to provide consistent, attentive pet care, adjusting my day to meet each animals needs reliably I provide loving care for pets in my home or your home, ensuring a safe and comfortable environment. Pet owners trust me to watch over their animals, follow care instructions, and give attention to, exercise, and affection as needed. I prioritize their well being and create a reliable , nurturing space when pets feel secure and care for

Sitter Profile Image: Sam C.
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Sam C.
from
$75
per night
5.0 out of 5 stars
• 16 reviews
2 repeat clients
12 years of experience
Woodstock, IL, 60098

About: I’m a full-time higher education professional with years of experience in positions requiring trust, responsibility, and attention to detail. I provide calm, reliable care while keeping pets in their familiar environment. I’ll also treat your home with the same care and respect. I’ve been on a bit of a hiatus, taking care of only regular clients, but I’m back on the hunt for new furry friends! Please note that I did change my first name legally a few years back which you may observe in the reviews. I adore dogs but with my busy lifestyle, ownership is not in the cards for me. I believe they are a huge responsibility not to be taken lightly and I honor that by recognizing the limitations in my life. But that's where you come in! I get my snugs, and you get someone who will care for your fur baby as their own fur baby! I’m currently caring for animals in their home. As a military veteran, I understand how stressful it can be to travel often and worry about my little friends at home. Consistency and trust are deeply rooted in the work I do.

Sitter Profile Image: Sarah B.
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Sarah B.
from
$78
per night
5.0 out of 5 stars
• 24 reviews
7 repeat clients
20 years of experience
Salem Lakes, WI, 53168

“Sarah was great with my two dogs. I received several pictures of the dogs and daily updates from Sarah. My two dogs, can be somewhat of a challenge to walk around my apartment community with how many other dogs and people there are and Sarah did a great job handling them. I would recommend her to watch your dogs and your home!”

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Brandon M.
Sitter Profile Image: Regina M.
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Regina M.
from
$145
per night
16 years of experience
Wauconda, IL, 60084

About: Bella’s Journey Pet care was born from my 16 years of hands-on experience caring for my own dog from puppyhood to her senior years. This lifelong journey taught me the joys and challenges of nurturing a pet through every stage of life—from playful puppy antics to managing the unique needs of an aging pet, including mobility support, medication, and gentle care. My deep understanding of pet behavior and health means I provide patient, compassionate, and personalized care for your beloved dog. I’m dedicated to treating your pets like family, supporting their happiness and well-being. Bella has crossed the rainbow bridge, but her Mom has plenty of love to share! We were also very blessed to own and care for three horses over a period of 15 years. Much larger scale than your beloved family remember. But an added layer of comfort knowing we are equipped for small and larger responsibilities! My background in holistic approaches to pet care will also offer you and your pet ease of mind. My schedule is flexible to match that or my clients needs. In your home. Or mine if I do not have an in home overnight on the schedule. Reliable, caring in-home pet sitter providing attentive, stress-free care, feeding, walks, medication, and companionship, ensuring your pets stay comfortable, safe, and happy while you’re away.

Sitter Profile Image: Kylee S.
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Kylee S.
from
$80
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
7 years of experience
Cary, IL, 60013

“Kylee is very knowledgeable and experienced with animals. She was flexible and accommodating with my pets' various needs (2 dogs and 2 cats, 2 of whom are senior with health conditions and special dietary and supplement needs). Everything was kept clean and she was communicative throughout. All of our pets were happy and relaxed upon our return. I highly recommend Kylee and her team!”

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Melissa W.
Sitter Profile Image: Trina R.
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Trina R.
from
$70
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
17 years of experience
Beach Park, IL, 60099

“Trina is such a lifesaver. We had a dog sitter lined up who had to bail on us about 12 hrs before we were supposed to leave on our first ever Disney vacation. She responded to my message immediately, was available on short notice and honestly spoiled the heck out of my dog! My dog is a senior citizen and takes 2-4 meds a day. She made sure he got all his meds, followed an intricate feeding schedule, and loved him as her own. She checked in with me daily to assure us he was doing well. She also helped feed our fish and turtle. What a lifesaver! We returned to happy animals and a very clean house. We will definitely be using Trina for all our vacations from here on out!”

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Lana M.
Sitter Profile Image: Devin R.
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Devin R.
from
$38
per night
5.0 out of 5 stars
• 14 reviews
2 repeat clients
10 years of experience
Antioch, IL, 60002

“Devin was amazing! I loved receiving so many pictures of the pup, and the dog seemed to have had a blast. We really appreciate all the love and care Devin showed for our Sadie and how respectful she was of our home while we were away. Highly recommend.”

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Rebecca A.
Sitter Profile Image: Rachel R.
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Rachel R.
from
$95
per night
4.5 out of 5 stars
• 15 reviews
8 repeat clients
15 years of experience
McHenry, IL, 60050

“Rachel is amazing!! I felt so at ease with her while I was gone knowing that my fur babies were in great hands! She went above and beyond for my girls, and was so quick in communication with me throughout my time away. I will definitely be using her again!”

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Brandie P.
Sitter Profile Image: Mary S.
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Mary S.
from
$85
per night
40 years of experience
Harvard, IL, 60033

About: I live on a small farm in Harvard we have horses , 2 dogs , 1 cat and a flock of chickens . I’m comfortable with all animals !! Oh ….. except for snakes :) I’m retired so I have plenty of time . Love spending time with all my animals and catering to their needs . My husband is semi retired so my availability is huge . My dogs are always supervised when outside exploring our 15 acres . They love outside time !!! They also of course enjoy their couch time .

Sitter Profile Image: Cheyenne B.
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Cheyenne B.
from
$45
per night
5.0 out of 5 stars
• 17 reviews
7 repeat clients
10 years of experience
Crystal Lake, IL, 60014

“Cheyenne was amazing. She was great at communicating with us from the meet up through the stay. Pika seemed to have really enjoyed having her and we would definitely use her again. We hope she enjoyed her stay as much as we enjoyed having her.”

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Allyson O.
Sitter Profile Image: Hayley N.
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Hayley N.
from
$100
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
8 years of experience
Twin Lakes, WI, 53181

“Hayley was fantastic! Our dog loved having her stay and she was really communicative. We’ll definitely book her again!”

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James H.
Sitter Profile Image: Michael G.
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Michael G.
from
$30
per night
12 years of experience
West Dundee, IL, 60118

About: Animals have always held a special place in my heart, and caring for them has been a passion of mine for as long as I can remember. Through Rover, I’m able to provide dependable, loving care for pets while giving their owners confidence and peace of mind while they’re away. My goal is to make every pet feel safe, comfortable, and at home while maintaining the routines they’re familiar with. Whether your dog enjoys long walks, playing outdoors, relaxing on the couch, or simply getting plenty of attention and scratched behind the ear, I’m happy to accommodate their individual personality and needs. I take my responsibility as a pet sitter very seriously and treat every animal in my care with patience, affection, and respect. I have experience with a wide variety of animals and critters, not just dogs and cats and I believe every dog deserves the same level of care and attention, regardless of breed, or size. I look forward to meeting you and getting to know your furry family member! I make my own schedule at work, so am able to put your animal friend first and foremost! I'm here for you, rain or shine! As your sitter, I happily follow any and all instructions to the letter. Written, or verbal rules accommodated equally. I'm happy to have video chats with you when in your place of residence to ensure your animal friends you're always nearby.

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The median cost per night for house sitting in Greenwood is $55

Pet parents share their Rover experiences - Greenwood

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5.0 out of 5 stars

Christine did an incredible job staying at our home to watch the our 2 big dogs over the holiday weekend. She shared pictures and daily updates. We are so grateful for Christine

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Mitchell S.
House Sitting
5.0 out of 5 stars

Chris was great! I highly recommend her to watch your pets. She came over twice before we actually left, first for a meet & greet, and then as the date got closer she came by again to go over routines/directions. I really appreciated that second visit, closer to our vacation, to put my mind at ease. Chris was great with my dogs, and one of them has a lot of energy and some interesting quirks, but all went very well. I received daily communication and pictures. She followed the routines very well and reached out with any questions. She left the house was tidy, as well. I will be using Chris again and HIGHLY recommend her services.

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Julie G.
House Sitting
5.0 out of 5 stars

Christine was attentive and conscientious. We got pics of our pups and her replies to any questions she had were fast and she always made us feel comfortable!! The dogs were well cared for and our house was clean and neat!

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Deborah F.
House Sitting
5.0 out of 5 stars

Gretchen was amazing across the board! Extremely friendly and professional, and she took the best care of my house and my older dog while I was gone for an extended weekend. Highly recommend 🫶

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Tony P.
House Sitting
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  • 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

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  • 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

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Popular requests for house sitting - Greenwood

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Sitters in Greenwood average 4
repeat house sitting clients

FAQs for House Sitting - Greenwood

Frequently asked questions about Rover

The average cost of House Sitting in Greenwood is $61 per night as of October 2026. Most bookings cost between $61 and $61 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 1,162 sitters on Rover offering House Sitting across Greenwood. 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 Greenwood 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 Greenwood 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 Greenwood 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 , 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 .

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 .

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.

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

  • 91% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 96% 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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