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
• 67 reviews
16 repeat clients
8 years of experience
Madison, WI, 53718

“This was our first time using Rover so we were a little nervous as our 8 year old pup had never been left with someone he didn't know. Mary came out a few weeks before the dates booked to have a meet and greet with her and Cassius instantly loved her. She asked all the right questions in regards to his daily routine, special requirements ect. Mary stayed in our home overnight and was very quick to respond to questions and sent us the cutest photo when she arrived to the house. Now that Cassius is comfy with her, we'll definately be using Mary in our future pup sitting needs. Thank you Mary!”

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Kati G.
Sitter Profile Image: Emma R.
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Emma R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
10 years of experience
Sun Prairie, WI, 53590

“Emma was extremely helpful and took great care of the house and our kitten. The pictures she sent were greatly appreciated. We felt very comfortable with our home in her care.”

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Gretchen M.
Sitter Profile Image: Tucker S.
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Tucker S.
Star Sitter
from
$48
per night
4.8 out of 5 stars
• 15 reviews
3 repeat clients
10 years of experience
Orchard Ridge Community, Madison, WI, 53711

“Tucker was amazing — he took great care of my fur baby and provided pics regularly AND he was gracious and unflappable in the face of some unforeseen challenges. Flexible, great communicator, and left the house cleaner than he found it. Great with following directions and proactively taking care of all the things — he even noticed the light on the automatic feeder and refilled it before I even messaged him about the notification I’d received. Perhaps best of all, he saw AJ for the loving, playful kitty that he is—so I knew AJ was feeling comfortable and that he was in good, kind hands. Would definitely recommend to others and would be glad to have his help again!”

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Sarah G.
Sitter Profile Image: Lynne O.
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Lynne O.
from
$60
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
30 years of experience
Fitchburg, WI, 53711

“Asked question about the girls to get to know them. Provided a lot of pictures while we were gone.”

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Barb R.
Sitter Profile Image: Kendra B.
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Kendra B.
from
$50
per night
30 years of experience
Glendale, Madison, WI, 53716

About: I grew up with dogs, cats, and horses, and have experience in oral med administration with both cats and dogs. I have a soft spot for the big dogs (they're lap-sized if you commit!). I run half marathons so getting good exercise in will be no problem (even in Wisconsin weather!). I'm currently training for distance running, so you can expect great exercise for your pet! Whether it's a long meandering sniff-ari or an intense loop around the neighborhood, I would love to know what fits your dog best. As I'm in your home, your instructions are paramount. You know your pet better than anyone, and I am happy to keep their normal routines in place. I like getting to know each animal and their unique personality, and while I *love* giving snuggles and pets, I understand some pets prefer their space.

Sitter Profile Image: Talia W.
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Talia W.
from
$28
per night
4.9 out of 5 stars
• 10 reviews
3 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: Travis M.
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Travis M.
from
$70
per night
5.0 out of 5 stars
• 24 reviews
5 repeat clients
15 years of experience
MONONA, WI, 53713

“Travis is truly remarkable! We arranged a meet and greet where he invested time in getting to know our dog. He made sure to understand Remy's needs and ensured a perfect match. Travis went above and beyond by agreeing to house and Dog sit for 8 days. During his stay, Remy not only had the pleasure of regular walks but also relished the companionship at home. It's evident that Travis provided a level of care that exceeded our expectations. Our home was left in pristine condition, and to top it off, our neighbors were quick to compliment Travis on his friendly demeanor. Remy, our Husky German Shepherd Rescue, is eagerly anticipating his next stay with Travis. It's heartening to see such a positive connection between them. Travis has proven to be more than just a sitter; he's become a trusted companion for Remy. We're grateful to have found such a reliable and caring individual for our beloved pet.”

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Halie B.
Sitter Profile Image: Evelyn O.
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Evelyn O.
from
$28
per night
5 years of experience
Stoughton, WI, 53589

About: I have two dogs of my own, they are labs. Max is the oldest at 9yrs and Luca is the youngest at 5yrs old. He still acts like a puppy. I take care of the dogs whenever my parents are out of town. And love doing it I’m available on weekends and week days, I am able to house sit if need. I am not available on holidays. Monday - Friday Saturday- Sunday If you want to run a background check feel free to do so. I have references if needed as well. I promise to be on time and ready for any task given.

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: Madison F.
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Madison F.
from
$50
per night
5.0 out of 5 stars
• 1 review
8 years of experience
Madison, WI, 53704

“Madison took great care of our pets and house while we were away! She was quick to respond and sent lots of photos 😊”

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Heidi L.
Sitter Profile Image: Manu J.
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Manu J.
from
$79
per night
5.0 out of 5 stars
• 66 reviews
11 repeat clients
30 years of experience
Madison, WI, 53713

“Always does an excellent job with our dogs and cats. Great communicator with all happenings in our home when we are away. Thank you for all the extra work you do!”

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Rob H.
Sitter Profile Image: JESSICA P.
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JESSICA P.
from
$42
per night
5.0 out of 5 stars
• 17 reviews
4 repeat clients
20 years of experience
Edgerton, WI, 53534

“Thanks to Jessica for house-sitting for my elderly dog and three cats, shortly after I moved back to the area. Would be happy to have her back for future trips. Cheers!”

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Bruce C.
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: Monica M.
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Monica M.
from
$70
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
15 years of experience
Fitchburg, WI, 53711

“Monica stayed with our dog overnight in our home and did a fantastic job caring for our pup. She was very communicative and followed all of our precise care instructions. She showed genuine interest in our dog and we felt completely comfortable leaving our dog in her care. We would be absolutely delighted to have Monica in our home again to play and care for our dog. She is reliable, responsible and kind.”

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Jen L.
Sitter Profile Image: Halle C.
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Halle C.
from
$30
per night
15 years of experience
Madison, WI, 53704

About: Hi, I am Halle! I grew up with many dogs, including a Pug, Pomeranian, Wheaton Terrier, Golden Doodles, a Poodle, and Boston Terriers. I worked at a dog groomers and have experience pet sitting other breeds, including Labs, Alaskan Klee Kai, Great Pyrenees, Border Collies, and other mixed breeds. Because of this background, I am very comfortable with high energy puppies, large breeds, and senior dogs that need a slower pace on walks. If you choose to board your dog at my apartment, my routines include 30 minute walks, play time in a fenced in dog park (which is apart of my complex), feeding, and baths as needed. I am comfortable giving them medication as long as there are instructions (for example, oral medicine with instructions provided by a veterinarian). I highly prefer that your dog is potty trained and does not bark loudly, as I will not be at my apartment the entire time to watch them. Safety is my number one priority for myself, the dogs, and their caregivers, so proper communication will be required for Rover services. I’m currently available for walks in the morning and afternoons. If you board your dog at my apartment, I will take them on 3-4 walks per day. I am flexible right now and my schedule can change depending on the services you request. Walks- I can come to your house/apartment to take your dog on a walk. Client’s home pet sitting service- same applies^- I can come to your house/apartment to care for your pet’s needs. Boarding in my home- I request that your pet be dropped off at my apartment with food and food/water bowls, toys, leashes, and their crates if they need them. I maintain a clean, safe apartment and do not have my own pets. My apartment complex has a large fenced in dog park. I will regularly take your dog to this park for play time during their boarding. *Safety- there is no smoking or other dangerous activities in my home. Communication is my priority to ensure that your pet remains safe and healthy. I will provide periodic updates to confirm that they have been fed, walked, played with, etc during your service.

Sitter Profile Image: Adriana P.
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Adriana P.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 9 reviews
4 repeat clients
1 year of experience
Madison, WI, 53718

“Adriana took such good care of Patrick 🐶 and Amelia 🐱 while we were away and left the house just like we left it. She communicated perfectly, sent photo updates, and even grabbed our mail. I'd trust her with my pets any day!”

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Allison N.
Sitter Profile Image: Olivia C.
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Olivia C.
from
$27
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Monona, WI, 53716

About: I’ve been around dogs my whole life as well! Between family dogs, coworkers' dogs, and dogs I get to pet on the street, I love them all! One day I hope to have a golden retriever of my own! I have a rotating schedule so I’ll have time to feed, walk, and hangout with your dogs mid week or weekend depending on the week! I live in a nice area with nice neighbors and with many places to take your pup for a walk or to a park to play fetch!

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

“It was so nice to have Bella cat/house sit for us on our recent trip. So comforting to know our cats had a person to spend time with in the evenings and give them lots of attention. She also left our place super clean! Would definitely ask back. Thanks Bella!”

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Kelly S.
Sitter Profile Image: Raven H.
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Raven H.
from
$75
per night
4.9 out of 5 stars
• 11 reviews
4 repeat clients
5 years of experience
Fitchburg, WI, 53711

“Raven is fantastic! She took great care of our dog this weekend, even in freeziing temps. Will continue to book her whenever she's available!”

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Jennifer K.
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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 October 2026, there are 908 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 , 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 Deerfield. On Rover:

  • 90% 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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