House Sitting Deerfield

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Deerfield, 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: Mary M.
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Mary M.
from
$45
per night
5.0 out of 5 stars
• 68 reviews
18 repeat clients
8 years of experience
Madison, WI, 53718

“Very impressed with Mary. Gave us good updates and pictures while we were away and gave written details of her time with Hobbes. Excellent job!”

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Ray C.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 60 reviews
25 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

“Elizabeth was wonderful with Ollie! He took to her right away. She sent lots of pics which I appreciated! She also took great care of my home. Would highly recommend!!”

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Angi K.
Sitter Profile Image: Cassandra B.
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Cassandra B.
Star Sitter
from
$37
per night
5.0 out of 5 stars
• 41 reviews
13 repeat clients
15 years of experience
Madison, WI, 53704

“Cassandra was awesome - took great care of both my dog and cat, and the highest compliment I can give her is that she is incredibly kind, and normal (lol) which is exactly what you want in a pet/house sitter! Will definitely use again :)”

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Julianne L.
Sitter Profile Image: Talia W.
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Talia W.
from
$28
per night
4.9 out of 5 stars
• 12 reviews
4 repeat clients
11 years of experience
McFarland, WI, 53558

“Very communicative and well organized. Our dogs loved her. Talia is trustworthy and left our house nicely when we got home. We will be booking again!”

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Rj R.
Sitter Profile Image: Lynne O.
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Lynne O.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 18 reviews
3 repeat clients
30 years of experience
Fitchburg, WI, 53711

“Lynne did a great job taking care of Jett for the day. He was happy and wild as usual when I got home. She was friendly and very attentive. I will use her again!”

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Amber R.
Sitter Profile Image: Erin V.
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Erin V.
from
$55
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Cottage Grove, WI, 53527

About: What sets me apart from other sitters is my personalized approach and extensive experiences with dogs and puppies. I have two dogs of my own right now one is a beagle and the other is a rescue. My family has had many dogs over the years including many labs and lab shelter mix which I have soft spots for. I also have a genuine love for animals and I love to take them for walks and play with them. I have dogsat for many different families and dogs over the past several years for both shorter times and extended periods of time from toy aussies to st Bernard’s and Newfoundland. I have experience with dogs of all ages, shapes, and sizes. I have helped to administer medications to pets when needed, helped with mobility, potty training, and providing comfort. I always make sure to create a loving, cozy, and playful environment where your pets feel safe, happy, and loved while you’re away! I am a nurse. I prioritize time management and plan my days to ensure I can dedicate quality time to pet care. Whether it is in the morning, evenings, or on the weekends I am happy to accommodate and find time for your pets needs. I will always try to make time and balance my responsibilities so that your pets receive the attention love and care they deserve. Your pets well-being is important to me, and I’m committed to providing them with consistent and reliable care. When caring for pets in my clients’ homes, I make sure to create a safe and comfortable environment where your pets receive feels right at home. I ensure there is a consistent routine, whether it is feeding times, walking, visits, playtime, etc. so your pet feels secure and happy. In your home, I’m careful to follow any specific guidelines you’ve set, ensuring your pets receive feels stays in their familiar environment with as much routine as possible. Whether it is providing fresh water, administering medications, or offering love and attention, I am committed to keeping your pet happy and healthy!

Sitter Profile Image: Shatoria W.
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Shatoria W.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 38 reviews
13 repeat clients
10 years of experience
Sun Prairie, WI, 53590

“Our first Rover experience was today with Shatoria. She did a great job keeping us informed and sending some pictures. Chief transitioned easily to our return. Will definitely hire her again (actually we already did, twice). Excellent service and from a very nice professional person. Highly recommend!”

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Mike C.
Sitter Profile Image: Jen C.
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Jen C.
from
$55
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
10 years of experience
Eastmorland, Madison, WI, 53714

“I can’t say enough good things about Jen! She is so incredibly communicative, conscientious, and kind in all our interactions. She treated our dog Melvin with so much care and gave a lovely report at the end of each day to let us know how things went (including adorable photos). Jen also went above and beyond to clean up our place before she left. She’s fantastic!”

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April S.
Sitter Profile Image: Emma W.
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Emma W.
from
$55
per night
5.0 out of 5 stars
• 18 reviews
5 repeat clients
5 years of experience
Sun Prairie, WI, 53590

“Emma was absolutely fantastic with our large dogs! They are a bit high maintenance in their own ways but they were taken care of perfectly! Will absolutely be booking again in the future!”

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Young A.
Sitter Profile Image: Karina M.
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Karina M.
from
$45
per night
5.0 out of 5 stars
• 26 reviews
6 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

“Karina always shows such care for my pets. My dog and cat both have health issues that require multiple medicines and supplements. She always follows their routine closely, asks questions to make sure she’s providing good care, takes my dog on daily walks, and sends daily pictures. I also come home to a clean house. I will not hesitate to request pet/house sitting from Karina again and I highly recommend her!”

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Hailey L.
Sitter Profile Image: Faith G.
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Faith G.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
29 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

“Faith did an amazing job taking care of our pup Ed. We so appreciated her photos and updates. She was super easy to communicate with and left our home as clean as we left it. Would highly recommend her!”

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Kelli R.
Sitter Profile Image: Vanessa W.
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Vanessa W.
from
$40
per night
27 years of experience
McClellan Park, Madison, WI, 53718

About: I've cared for dogs my entire life and walked dogs since I was 14. I absolutely love dogs! I have a true passion for animals! I work 9-4 full time Mon - Fri. I am available after work and weekends. I can be flexible with the times on weekends and week days. I currently have no pets. I grew up with husky's and my dad has a golden retriever. I am very comfortable with any type of dogs.

Sitter Profile Image: Edwin S.
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Edwin S.
from
$75
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
10 years of experience
Fitchburg, WI, 53711

“Edwin was a great dog sitter for Cosmo. He communicated with us very promptly and often. He sent pictures a few times a day and Cosmo always looked happy and content. Edwin left our house clean and in order. We would happily have him to take care of Cosmo again!”

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Jeannette L.
Sitter Profile Image: Thais M.
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Thais M.
from
$30
per night
5.0 out of 5 stars
• 1 review
5 years of experience
Capitol, Madison, WI, 53703

“Thais was wonderful! It was a 13 day stay as we were out of the country. She kept us informed and sent pictures of our pets which helped me know they were being taken care of - highly recommend!”

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Tamie G.
Sitter Profile Image: Megan B.
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Megan B.
from
$60
per night
5.0 out of 5 stars
• 19 reviews
1 repeat client
20 years of experience
Watertown, WI, 53094

“We had Megan house sit for us for about 5 days. Our dog loved her and she took really good care of him and his puppy energy. She also watered the garden, fed our guinea pig, and left our house spotless. Communication with her wasn't an issue. For our In person meet and greet she used an app with a translator (went real smoothly) and while we were away she was great about texting us updates. Next time we need a house sitter she'll be the first person I reach out to!”

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Tiegan P.
Sitter Profile Image: Maricel E.
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Maricel E.
from
$55
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Heistand, Madison, WI, 53714

“Maricel was great with Oreo and kept me uptodate with walks and activities. She took great care of Oreo and he was a happy dog when I got home!!!”

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John T.
Sitter Profile Image: Deeann O.
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Deeann O.
from
$55
per night
5.0 out of 5 stars
• 4 reviews
18 years of experience
Oregon, WI, 53575

About: I have a lot of experience with animals, especially cats and dogs. Growing up I had multiple rescue dogs and a cat. In addition to my own pets I regularly take care of my neighbors’ dogs. In the past I worked for Cherokee Kennels and volunteered for Shelter from the Storm and the Dane County Humane Society. I am currently working part time and would love to care for your pups and kitties in my free time. I am looking for jobs primarily in the evenings and weekends. I care very deeply for the health and wellness of all animals. In addition to feeding my own dog her diet specific food and treats and walking her we love to play and cuddle. This is the kind of care I have with others’ pets too.

Sitter Profile Image: Bella B.
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Bella B.
from
$70
per night
5.0 out of 5 stars
• 41 reviews
19 repeat clients
15 years of experience
Watertown, WI, 53094

“My dogs love Bella! She gave them lots and lots of attention while she pet sit in our home. Bella took great care of my special needs gent, and gave my large, super active dog lots of extra exercise. I never had to worry about my dogs while I was away.”

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Noella O.
Sitter Profile Image: Natalie K.
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Natalie K.
from
$28
per night
7 years of experience
Heritage Heights, Madison, WI, 53714

About: I work at a doggie daycare so have more experience working with dogs and I can work with your dogs on training and anything you’d like me to help with your dogs I have a puppy right now but that shouldn’t affect anything she’s kennel trained I can do any time before 12 bc I normally work at 1 My dogs are fenced in and kennel trained when I’m gone I can offer good care and play with them and give them enough attention for any services you need I can most likely offer

Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$75
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Madison, WI, 53704

“Great communicator and our girls love her. Thank you!”

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Karen M.
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The median cost per night for house sitting in Deerfield 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 - Deerfield

Select a filter and find qualifying sitters offering house sitting.

Sitters in Deerfield average 4
repeat house sitting clients

FAQs for House Sitting - Deerfield

Frequently asked questions about Rover

As of November 2026, there are 903 sitters on Rover offering House Sitting across Deerfield. 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 Deerfield 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 Deerfield 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 Deerfield 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 Deerfield. On Rover:

  • 91% of sitters can help with special care needs
  • 94% 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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