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: Isaac T.
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Isaac T.
Star Sitter
from
$45
per night
4.9 out of 5 stars
23 reviews
8 repeat clients
5 years of experience
Cottage Grove, WI, 53527

Isaac was very good with our critters, including our 20 year old cat. The dogs seemed to have a great time too. He was considerate with the house, cleaning up after himself and brought in a package that was delivered early without me needing to ask. We would rebook with Isaac.

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Michelle M.
Sitter Profile Image: Mary M.
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Mary M.
from
$45
per night
5.0 out of 5 stars
64 reviews
13 repeat clients
6 years of experience
Madison, WI, 53718

Mary was wonderful. It was obvious my dog, Cedar, was at ease with her and well cared for. Mary left notes about Cedar’s meal times and bathroom breaks as well as sending pictures and comments in the app. Everything went 110% smoothly and I didn’t have any concerns or worries at all while away which is a great feeling. Thank you! We hope to book again in the future.

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leah k.
Sitter Profile Image: Jenn S.
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Jenn S.
from
$60
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
20 years of experience
Lake Mills, WI, 53551

Jenn was wonderful! Our puppy is a handful and she was so kind to us and him. She handled our older (easier) dog very well, too. It's nice to have someone so confident and caring to watch our dogs when we ate gone.

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Lisa J.
Sitter Profile Image: Cassandra B.
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Cassandra B.
Star Sitter
from
$37
per night
5.0 out of 5 stars
39 reviews
11 repeat clients
15 years of experience
Madison, WI, 53704

Cassie was wonderful! We had no worries, as we were gone for 11 days. She stayed at our home, so it didn’t stress out our dog, Zoe. Cassie was very proactive with asking detailed questions about her and just genuinely concerned about all her needs. She even suggested coming over for some visits prior to our vacation, so Zoe could get use to her. Highly recommend!!?

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Tammy B.
Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$50
per night
4.9 out of 5 stars
49 reviews
8 repeat clients
8 years of experience
Janesville, WI, 53546

Allison was great. She took good care of my animals, brought in packages, and even stayed an extra day on short notice. I would use her again.

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Tessa D.
Sitter Profile Image: Dayna V.
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Dayna V.
Star Sitter
from
$75
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
25 years of experience
Stoughton, WI, 53589

Dayna was amazing! She sent us updates through our trip, including photos. She made our trip so much more relaxing knowing our pups and kitty were in good hands! You won’t be disappointed if you hire her!

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Jessica L.
Sitter Profile Image: Shannon B.
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Shannon B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
24 reviews
11 repeat clients
25 years of experience
Lake Mills, WI, 53551

About: Hi there! I’m Shannon—a lifelong animal lover and proud dog parent. Whether it’s long walks, belly rubs, or cozy cuddle time, I’m here to make sure your pet feels safe, loved, and cared for while you’re away. I have experience with a variety of animals and I treat every furry friend like they’re my own. From keeping up with feeding schedules and playtime to sending regular photo updates, I’ll make sure you have peace of mind knowing your pet is happy and cared for. I’d love to meet your four-legged family member and be their new favorite sitter, walker, or snuggle buddy! 🐾 I work from home so my hours are very flexible. Willing to work with my client's needs. I do have day and night availability so any unique needs, just ask. When I come to your home, my goal is to keep your pet happy, comfortable, and on their normal routine. I’ll make sure they feel loved and cared for—just like you’re still there! 🐾 Here’s what you can expect: Feeding & Fresh Water: Meals on schedule, water bowls refreshed, and treats (with your approval, of course). Walks & Potty Breaks: Plenty of outdoor time, exercise, and fresh air. Playtime & Cuddles: Toys, fetch, belly rubs, or couch snuggles—whatever makes your pet happiest. Routine & Comfort: I’ll stick to your pet’s usual schedule to keep things stress-free. Updates for You: Expect messages, photos, or videos so you can see your pet’s tail wags and purrs while you’re away. Whether it’s a quiet cuddle buddy or an energetic adventure pal, I’ll treat your pet like part of my family while caring for them in the comfort of their own home. 🐶🐱💛

Sitter Profile Image: Shatoria W.
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Shatoria W.
Star Sitter
from
$68
per night
5.0 out of 5 stars
35 reviews
12 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Shatoria was great. She engaged my two pups quite a bit. I received lots of photos of happy dogs, some cuddling with her - a good sign! The house was in excellent order, just as I left it. I plan to invite her to house/dog sit again. Thanks Shatoria!

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Marit S.
Sitter Profile Image: Tatyana K.
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Tatyana K.
Star Sitter
from
$55
per night
4.9 out of 5 stars
77 reviews
24 repeat clients
4 years of experience
Fitchburg, WI, 53713

Tatyana is a reliable and caring sitter. She stayed at our house with our 11.5-year-old German Shepherd and provided excellent care, and tremendous peace of mind for us. Having worked at a kennel previously, she is comfortable around all types of dogs (and ours is a big boy). She sent periodic updates and followed our instructions well. We highly recommend her for short or extended care.

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Marlys M.
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

We were very pleased with Karina house sitting for us! She asks about specific commands, dietary needs, and preferences of our dog, which was incredibly sweet and thoughtful. She also provides detailed updates and appears to really adore and read pup personalities well. We would highly recommend Karina and will definitely reach out to her again!

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Na L.
Sitter Profile Image: Talia W.
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Talia W.
from
$28
per night
4.8 out of 5 stars
6 reviews
3 repeat clients
11 years of experience
McFarland, WI, 53558

Talia did a great job sitting for my dog Koko and she was very responsive in her messaging replies

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Kyle C.
Sitter Profile Image: Samantha R.
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Samantha R.
Star Sitter
from
$65
per night
4.9 out of 5 stars
136 reviews
48 repeat clients
18 years of experience
Reston Heights, Madison, WI, 53718

Samantha was a fantastic house sitter for our wild 10mo old puppy and two kitties. We just got home and all the animals are so happy and healthy, we couldn’t ask for more. Thanks again Sam!

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Ally D.
Sitter Profile Image: Louisa S.
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Louisa S.
from
$70
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
15 years of experience
Heistand, Madison, WI, 53714

Louisa was excellent! She was so thorough in our meet and greet making sure she was aware of any and all needs Ollie might have. Ollie loved her right away which made me feel very comfortable. Louisa was great at communicating and sent pictures during the sit which I appreciated. Highly recommend her and will certainly have her care for Ollie in the future!

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Angi K.
Sitter Profile Image: Sarah W.
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Sarah W.
from
$45
per night
5.0 out of 5 stars
8 reviews
1 repeat client
12 years of experience
Madison, WI, 53713

Sarah was absolutely amazing!!! She sent regular updates and pictures and our pets loved her. She took such good care of our cats and dogs and we felt so good having her with our babies while we were gone. She gave us great peace of mind. They all loved her, even our shy guy came out for snuggles. Sarah is great and will definitely be our first call anytime we need someone to hang with our crew.

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Kelly U.
Sitter Profile Image: Emma R.
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Emma R.
from
$45
per night
5.0 out of 5 stars
7 reviews
1 repeat client
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: Phillip W.
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Phillip W.
from
$70
per night
5.0 out of 5 stars
23 reviews
8 repeat clients
23 years of experience
Stoughton, WI, 53589

As always, another great sitting! Phillip has sat our old gal several times, she has a hard time with accidents when we are gone (and Phillip never makes us feel like she’s an inconvenience, even though it’s a lot of cleaning). This time, Wiggles was comfortable enough to eat solid food with him (has never happened before with a sitter!) and that’s a true sign of how safe she must feel! Great pics and a happy dog, thanks Phillip!

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Alexandra G.
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

We feel so lucky to have found Travis - he is so responsible, conscientious, and fantastic with our dog. We have had him sit for us a few times now and will continue to request his services as often as possible! Our house gives him two thumbs, and two paws up!

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Jennifer A.
Sitter Profile Image: Paige J.
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Paige J.
from
$65
per night
5.0 out of 5 stars
6 reviews
1 repeat client
3 years of experience
Madison, WI, 53718

Paige was incredible. She offered to come by to meet my dog and get a lay of the land prior to my booking and sent me lovely pics and updates all weekend. Highly recommend her!

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Angela T.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
48 reviews
16 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: Emily B.
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Emily B.
from
$75
per night
5.0 out of 5 stars
56 reviews
14 repeat clients
10 years of experience
Madison, WI, 53718

Emily is a wonderful and detail-oriented pet and house sitter! She took loving care of our quirky crew of two dogs and a cat, who can be a handful at times. She sent lots of updates and super cute photos and our house was super tidy when we returned. We hope to have Emily again and highly recommended her!

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Leslie C.
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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.

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

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 August 2026, there are 926 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 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 Deerfield. On Rover:

  • 96% of sitters can help with special care needs
  • 98% 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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