House Sitting Greenwood

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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
• 280 reviews
135 repeat clients
25 years of experience
McHenry, IL, 60050

“This was my first experience having a house sitter take care of my dogs while I was away. Deanne is such a nice person and was wonderful with my dogs! She kept me updated and sent pictures throughout the weekend. I look forward to working with her again.”

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Katie H.
Sitter Profile Image: Jordyn L.
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Jordyn L.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 75 reviews
17 repeat clients
10 years of experience
Crystal Lake, IL, 60014

“Jordyn came through for me when I had a last minute work trip! I was able to trust Jordyn to house sit and take care of my dog Greta. Great, professional communication and attention to detail. 100% star sitter!”

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Nick H.
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: Lisa (.
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Lisa (.
Star Sitter
from
$45
per night
4.9 out of 5 stars
• 85 reviews
28 repeat clients
29 years of experience
Marengo, IL, 60152

“Lisa did an absolutely amazing job watching our fur babies while we were out of town on a trip. She was helpful, communicative, and gave us peace of mind while we were away. We came home to very happy babies, and a few special treats she left as well. So thoughtful! She even took trash out and put dishes away. Definitely went above and beyond our expectations. Looking forward to having her house sit again for us and would absolutely recommend. Thanks Lisa!”

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Sally K.
Sitter Profile Image: Jillian E.
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Jillian E.
from
$75
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Wonder lake, IL, 60097

About: I have always been a dog lover and parent - if I could rescue every dog in the world I would! Instead, I'll gladly help take care of other peoples' angels and call it a day. I just rescued a new puppy - she’s a great pyr/border collie mix and we are working on all the things. I work from home so will always be around. I work from home so am always around - your dog will not be left alone! I will only accept bookings for days and times that I have nothing else planned so I can keep my focus on your animal! I have a yard that is fenced, but can also take your pup on walks. I take safety seriously! My pup is also crate trained.

Sitter Profile Image: Miranda N.
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Miranda N.
from
$30
per night
4.9 out of 5 stars
• 13 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: Declan G.
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Declan G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 60 reviews
24 repeat clients
10 years of experience
Antioch, IL, 60002

“Declan did a fantastic job watching Gordon and Steven while I was away for the weekend. He stayed at my house, kept everything clean, followed all of the instructions, and took great care of the boys. When I got home, the house was in excellent shape, the dogs were happy and well cared for, and it was obvious they had gotten plenty of attention. Communication was easy throughout the stay, which gave me peace of mind while I was traveling. I would absolutely trust Declan to watch my dogs and home again, and I highly recommend him to anyone looking for a reliable and responsible sitter.”

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Patrick M.
Sitter Profile Image: Will H.
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Will H.
from
$30
per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
Twin Lakes, WI, 53181

About: I've taken care of pets from as earliest as birth and into their elderly years, since I was 8. My family would occasionally breed our American Akitas. I've trained them, bathed them, cleaned up after them, and administered medications. They are a ton of work, but always worth the effort when we saw them finally meet their forever homes. I am available for whatever service you need, except for boarding, most days of the week except Thursdays after 2 pm, Fridays, and Saturdays before 2 pm. I am unable to care for your pet at my residence. We have 5 dogs here currently and I wouldn't want to overwhelm your pet with so many new faces. I am more than willing to be as accommodating as needed to care for them in your home, walking them, or simply letting out for a potty break.

Sitter Profile Image: Emma H.
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Emma H.
from
$30
per night
5 years of experience
Woodstock, IL, 60098

About: I have lifelong experience caring for both dogs and cats, beginning at a young age and continuing throughout my personal and professional life. As a dog trainer, I have developed a strong understanding of dog's behavior, obedience, and positive reinforcement techniques, allowing me to confidently care for dogs of all ages, sizes. My experience allows me under how to take care of your animals as you are away. I am attentive, dependable, and committed to treating every pet with the same patience, and individualized care I would give my own. I currently work a part time job, but I have a flexible schedule that allows me to provide care at various times throughout the day. I’m available for early morning and later evening visits, and on my days off, I’m more than happy to spend the entire day caring for and keeping your furry friends company! I’ll always do my best to make sure both you and your pet are happy and comfortable while you’re away. I take pride in leaving your home just as clean as you left it, making sure your pets are well fed, happy, and cared for. I’ll also make sure they get plenty of playtime, exercise, and zoomies out!

Sitter Profile Image: Taylor T.
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Taylor T.
from
$65
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
8 years of experience
Bristol, WI, 53104

About: I have grown up around dogs, horses, and farm animals. I am experienced in all sorts of types of dogs from small to large and puppy to senior. With my equine and farm animal background I am more than capable of looking after them as well. I am certified in canine and feline CPR as well as recently graduated with a bachelor’s of science in equine science making me well rounded in all types of animal care, including medical and emergency care. I am currently working part time with a very flexible schedule making me have much availability to look after your pets! I love driving also so if you are longer distance away that is no problem! I always have pride in leaving my spaces that I am in better than I when arrived! Your pets health and happiness are my number one priority.

Sitter Profile Image: Ke’Vin J.
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Ke’Vin J.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 28 reviews
6 repeat clients
20 years of experience
Libertyville, IL, 60048

“Ke'Vin has sat for our two dogs a number of times...the dogs love him, my wife loves the videos...very happy customers, highly recommend!!!!!”

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Kane C.
Sitter Profile Image: Michael G.
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Michael G.
from
$30
per night
5.0 out of 5 stars
• 1 review
1 repeat client
12 years of experience
West Dundee, IL, 60118

“Michael was so great! He sent texts and pictures every day. I have very shy cats and he handled that so well. I would whole heartedly recommend his service.”

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Virginia Z.
Sitter Profile Image: Carla O.
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Carla O.
from
$35
per night
5.0 out of 5 stars
• 4 reviews
10 years of experience
West Dundee, IL, 60118

“Carla was great house sitting and taking care of Clementine while we took a weekend getaway. Will defintely rebook again”

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Kelly M.
Sitter Profile Image: Alexis M.
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Alexis M.
from
$50
per night
4 years of experience
Huntley, IL, 60142

About: As a dedicated pet sitter, my commitment goes beyond basic care. I bring a unique set of skills and a genuine love for animals that ensures your pets receive the highest level of attention and care. I understand that every pet has its own personality, preferences, and needs. I take the time to get to know each pet individually, tailoring my care to ensure they feel comfortable and loved. I believe in keeping pets active and entertained. Whether it’s playing fetch, going for walks, or engaging in interactive toys, I make sure your pets have fun and get the exercise they need. My schedule is flexible during the weekend During the week I’m not available in the morning but I am flexible in the afternoon or if we need to add another week day. I am well-versed in pet first aid ensuring your pet’s safety at all times. I also keep a close eye on their health, looking out for any signs of distress or illness.

Sitter Profile Image: Alexandria F.
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Alexandria F.
from
$30
per night
8 years of experience
Woodstock, IL, 60098

About: It all started out with my love for animals when I was younger. I started out my career in grooming than transferred over to a veterinarian assistant and became a veterinarian technician. I have over 8+ years experience with dogs and cats in the professional setting. I also have two dogs and one cat of my own that I love dearly. I currently got laid off my day job so I’ll have plenty of time to hang out,play,walk, give treats etc. Thank you for reading my profile. I won’t be offering in my home services due to my animals. When it comes to your pets I will play, walk, feed, kennel ect. Per your instructions

Sitter Profile Image: Thomas C.
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Thomas C.
from
$30
per night
5 years of experience
Johnsburg, IL, 60051

About: I’m very responsible and respectful of others homes. I always clean up after myself and keep myself nice and presentable. I’m also very friendly and kind It’s a amazing feeling taking care of pets and providing families with satisfaction that their pets are completely safe and cared for is the #1 priority Feeding/walking and of course play time also excercise and Id cuddle them and sometimes nap with them. Most of all I’d make them feel loved and safe in my company

Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$55
per night
4.9 out of 5 stars
• 71 reviews
14 repeat clients
10 years of experience
Janesville, WI, 53546

“Allison was great! She sent pictures and updated me throughout the stay. I’ll use again in the future. She was also very respectful of the house and it was in great shape when I got home.”

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Amanda M.
Sitter Profile Image: Kya B.
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Kya B.
from
$65
per night
5.0 out of 5 stars
• 50 reviews
18 repeat clients
15 years of experience
salem, WI, 53168

“Kya did an amazing job with not only Doggos but our home, as well. She gave us updates daily with pictures ♡. I never had to worry, or feel stressed while I was away”

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Cammi W.
Sitter Profile Image: Natalie B.
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Natalie B.
from
$50
per night
20 years of experience
Round Lake Beach, IL, 60073

About: Ive always grew up with dogs and cats. When they're around me they must get spoiled I cannot resist! I have a separate room that any animal is more than welcome to stay in incase they prefer being alone vs getting along with other animals. Dogs i can take anytime and Cats are more then welcome to stay for days as there is a separate room if needed, a spare litter box and plenty of extra cat food bowls! If given the opportunity to take care of your baby, I would treat it as my own! Spoil it and be sure to make sure it has everything it needs and make it feel at home even when it is not at its usual home!

Sitter Profile Image: Jody B.
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Jody B.
from
$150
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
15 years of experience
Lake Geneva, WI, 53147

About: Dogs have always been a part of my life. I grew up with dogs and now enjoy my own dog and watching my kiddos create their own memories with our dog Jack. We enjoy the outdoors and go on a lot of walks and hikes with Jack. I am a teacher looking for a side hustle after 3pm on weekdays and full availability on weekends and Summer. I live in Lake Geneva and work in Elkhorn, so I am available there and surrounding areas within reason. I have two dog loving, energetic kids, a husband and a rescue pup named Jack. We all do well with dogs! ;) We live in a quiet, safe neighborhood with plenty of places to walk. We also have a nice yard to play in along with an endless supply of hugs and treats.

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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 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

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

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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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 - Greenwood

Select a filter and find qualifying sitters offering house sitting.

Sitters in Greenwood average 4
repeat house sitting clients

FAQs for House Sitting - Greenwood

Frequently asked questions about Rover

As of November 2026, there are 1,159 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 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 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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