House Sitting Greenwood

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

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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
270 reviews
130 repeat clients
25 years of experience
Genoa City, WI, 53128

This was our first time using a house sitter for our pets and it was a wonderful experience! Deanne provided daily updates and it was comforting knowing our pets were well taken care of in their own home. Highly recommend and will definitely use Deanne again in the future.

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Amy L.
Sitter Profile Image: Rebecca H.
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Rebecca H.
from
$65
per night
4.9 out of 5 stars
47 reviews
19 repeat clients
30 years of experience
Woodstock, IL, 60098

Rebecca and team were wonderful! We had a great experience with our dog sitter. They took wonderful care of our pets and were very reliable. It gave us so much peace of mind knowing our pets were in good, experienced hands. We highly recommend!

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

Jordyn was wonderful with Sally. She kept us up to date on how Sally was doing and took her out often, even in this cold weather. She was very flexible with scheduling and on time. Sally is a big fan! We will definitely us Jordyn again. Thank you Jordyn!

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

Christine made our dogs feel well cared for and loved. She spent a lot of time snuggling with them for us. I loved getting pictures of them when we were gone.

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Samantha J.
Sitter Profile Image: Alaina B.
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Alaina B.
from
$30
per night
5.0 out of 5 stars
3 reviews
12 years of experience
Woodstock, IL, 60098

About: I’ve been cat and dog sitting for over a decade. I specialize in larger breeds but love animals of all sizes! I have a senior stafforshire terrier and a three year old pit mix, so I am well versed in all ages. I only work four days a week so I’ll have plenty of time to hang with your pups! I have most mornings and evenings free for both walks and making sure they’re comfortable at home! I’ll care for your dog in your home so that they’re as comfortable as possible, and treat both your animals and your home with the utmost respect and care.

Sitter Profile Image: Olivia H.
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Olivia H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
24 years of experience
Harvard, IL, 60033

Olivia watched our Pup, and cats while we were out of town for a couple of days. She sent pictures of them and followed all the instructions we left for her. Thanks Olivia!

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Si J.
Sitter Profile Image: Taylor N.
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Taylor N.
from
$52
per night
4.9 out of 5 stars
13 reviews
4 repeat clients
8 years of experience
Union, IL, 60180

Taylor helped us out on very short notice and worked around our dogs idiosyncrasies and schedules. Kept us up to date on our aging girl, helped settle our anxiety with leaving her.

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Rachel M.
Sitter Profile Image: Jennifer P.
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Jennifer P.
from
$60
per night
5.0 out of 5 stars
12 reviews
1 repeat client
25 years of experience
Crystal Lake, IL, 60014

Jennifer was absolutely wonderful watching Mika and Lilly! She was so personable and sweet from the first time we met so she could meet the dogs before we left and then was wonderful about providing updates on the dogs throughout our trip! Definitely recommend and will definitely use again!

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Rachel K.
Sitter Profile Image: Darla G.
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Darla G.
from
$85
per night
5.0 out of 5 stars
37 reviews
4 repeat clients
15 years of experience
Spring Grove, IL, 60081

Darla house sat for us and watched our dog. Darla was very communicative during the stay, the house was tidy when we got back and the dog was happy! Great sitter and highly recommend!

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Patrick O.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$55
per night
5.0 out of 5 stars
39 reviews
9 repeat clients
1 year of experience
McHenry, IL, 60050

About: I’ve been around any and all types of dogs since a young age. I am a future physical therapist assistant who is dependable, skilled in safety, and fun! My schedule is currently flexible between ending my school program and taking my licensure exam. I am a caretaker through and through and am eager to spread some of that love to dogs. Spending a summer with animals and outside is a dream! I am keen to follow instructions precisely, ask questions, and when in doubt, always go for the safest route. My priorities are always safety and comfort ability in regards to humans AND animals!

Sitter Profile Image: Ashlee A.
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Ashlee A.
Star Sitter
from
$85
per night
4.9 out of 5 stars
62 reviews
9 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
80 reviews
26 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: Jesus F.
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Jesus F.
from
$30
per night
4 years of experience
Woodstock, IL, 60098

About: I believe that every pet deserves individualized care and attention. What sets me apart is my genuine love and respect for animals, which I demonstrate by providing them with a nurturing, safe, and family-like environment. Your pet will never feel like they’re just another animal in a kennel – they’ll feel right at home, like part of the family. I can help puppies with basic commands and socialization, as well as offering gentle care to senior pets who require extra patience and special attention. A big part of my service is the daily walks. I understand how important it is for pets to get their daily exercise and mental stimulation. I make sure to provide enriching walks, whether it’s a calm stroll for a senior pet or a longer, more adventurous walk for an active dog. I adjust the walks according to the pet’s needs, and I always ensure they’re enjoyable, safe, and full of exploration. For added peace of mind, I share GPS-tracked walk updates, so you can follow along on your pet's experience. In addition, I keep owners informed throughout with photos and messages, so you never have to worry about your pet while you're away. My routine includes regular walks and playtime, ensuring your pet stays active and happy. I have full availability to care for pets, and I’m happy to accommodate flexible schedules to meet the needs of both the pets and their owners. Whether it's during the day, late evenings, or weekends, I’m here to provide care whenever it’s needed. Feel free to reach out at any time, and I’ll gladly arrange a time that works for you and your pet! When caring for pets in their own homes or taking them for walks, my primary focus is always on safety, trust, and creating a comfortable environment. In your home: I ensure the home is secure and free of hazards, paying close attention to areas where the pet may be most comfortable. I follow any special instructions from the pet owner regarding their pet’s habits, food, and preferences to maintain a consistent and safe environment. Whether I’m watching them at home or during a walk, I treat them with the same care as I would my own pets, ensuring they are always safe, comfortable, and happy. During walks: I prioritize safety by ensuring your dog is always under control, whether in urban or outdoor settings. I also ensure that pets are properly hydrated and not overexerted during their walks, adjusting the route and pace based on the pet’s age, size, and energy level. Trust is built by maintaining clear communication with the pet owner, regularly sending updates, photos, and videos to keep them informed about their pet's well-being and activities. This ensures the owners can trust that their pets are receiving the best care while they’re away.

Sitter Profile Image: Arabella S.
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Arabella S.
from
$75
per night
5.0 out of 5 stars
2 reviews
11 years of experience
McHenry, IL, 60051

She was absolutely amazing. She treated my dogs like her own .I will definitely be using her again in the future .

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Elizabeth D.
Sitter Profile Image: Emily B.
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Emily B.
from
$50
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
6 years of experience
Spring Grove, IL, 60081

Emily did a wonderful job taking care of Roux while I was out of town for a long weekend. She left the house clean and the dog happy. I recommend her.

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Wendy F.
Sitter Profile Image: Wyatt V.
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Wyatt V.
from
$55
per night
5.0 out of 5 stars
6 reviews
1 repeat client
1 year of experience
Lake in the Hills, IL, 60156

Wyatt did a wonderful job with Bentley and our home. will call him again when we need help

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John H.
Sitter Profile Image: Declan G.
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Declan G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
48 reviews
19 repeat clients
10 years of experience
Antioch, IL, 60002

Declan was amazing with our two dogs. He sent pictures during their walks and playtime and communication was awesome. We would have him again and highly recommend him to others.

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Barbara T.
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: Elizabeth B.
Verified Enhanced Background Check
Elizabeth B.
from
$40
per night
5 years of experience
Woodstock, IL, 60098

About: I have 5 years of animal experience with a variety of different animals. I have experience with dogs of all ages in a variety of sizes. My schedule very flexible so I can schedule animal care around any other appointments. I will be unavailable on Sunday mornings until 2pm and Monday afternoons from 1pm to 3pm. I will be staying in the client's home so your pets will be in a familiar and relaxed environment with whatever toys and beds are provided.

Sitter Profile Image: Nathalia H.
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Nathalia H.
from
$55
per night
5.0 out of 5 stars
21 reviews
8 repeat clients
7 years of experience
Wauconda, IL, 60084

Nathalia is amazing! She communicates throughout her stay, sends pictures of the pups, and leaves the house spotless. You can tell she really cares for the dogs. We’ll be continuing use her as much as we can!

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Kelly Y.
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The median cost per night for house sitting in Greenwood is $51

Pet parents share their Rover experiences - Greenwood

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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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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.

Meet local sitters who will treat your pets like family

  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

Sitters in Greenwood average 4
repeat house sitting clients

FAQs for House Sitting - Greenwood

Frequently asked questions about Rover

As of July 2026, there are 1,258 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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

  • 97% of sitters can help with special care needs
  • 97% 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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