House Sitting Middleton

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

End
Search

Over 428
pet parents in Middleton have booked house sitting

Middleton, 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.

1 / 1
Sitter Profile Image: Brenda S.
Verified Enhanced Background Check
Brenda S.
from
$40
per night
4.9 out of 5 stars
32 reviews
11 repeat clients
9 years of experience
Waunakee, WI, 53597

We just got back from a trip and Brenda was our house and animal sitter. She always takes such great care of our pets (1 dog and 2 cats) and our home. I cannot say enough good things about her. We have already reserved her for our next trip. Thanks so much, Brenda!

Profile image
Diann B.
Sitter Profile Image: Anna H.
Verified Enhanced Background Check
Anna H.
from
$75
per night
5.0 out of 5 stars
34 reviews
9 repeat clients
7 years of experience
Middleton, WI, 53562

Anna is great. This is the second time we’ve used her and once again our dogs were happy and well taken care of. She leaves the place spotless as well.

Profile image
Karen B.
Sitter Profile Image: Lydia S.
Verified Background Check
Lydia S.
Star Sitter
from
$52
per night
5.0 out of 5 stars
161 reviews
48 repeat clients
10 years of experience
Middleton, WI, 53562

Lydia was great! She is extremely caring and thoughtful in her approach when meeting and handling pets she cares for. Our dog is a chihuahua mix and not always the most receptive to new people. Plus our dog is partially blind and deaf. Lydia understood the challenge and knew exactly how to approach. She is extremely responsive in sending pictures while away and letting us know that Louie is doing great in our absence. She is a great communicator and I was completely at ease while away knowing that Louie was in great hands.

Profile image
Kalyn C.
Sitter Profile Image: Robert L.
Verified Background Check
Robert L.
Star Sitter
from
$44
per night
5.0 out of 5 stars
269 reviews
52 repeat clients
40 years of experience
Capitol, Madison, WI, 53703

Robert was our first experience here at Rover and he was great to work with. He offer to come to our house earlier to meet with our guys, even though our booking was kinda last minute. Our dogs suffers from separation anxiety and are very vocal, but Robert was very patient with them and won them over. We would definitely recommend him to anybody looking for somebody reliable to watch over their pets and we would love to work with him again!

Profile image
Inga B.
Sitter Profile Image: Ruby K.
Verified Enhanced Background Check
Ruby K.
from
$60
per night
4.9 out of 5 stars
21 reviews
5 repeat clients
6 years of experience
Madison, WI, 53704

Ruby did a great job taking care of our two labrador puppies (9 weeks and 9 months old). The pups seemed very happy and content when we came home.

Profile image
Ben D.
Sitter Profile Image: Allegra R.
Verified Enhanced Background Check
Allegra R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
131 reviews
53 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

Allegra was fantastic! I have a nervous Great Dane with mild seperation anxiety and she was instantly at ease around Allegra. She worked so well with our dog Roo and sent updates with pictures to keep our minds at ease while we were away. Can’t wait to rebook her!

Profile image
Michelle K.
Sitter Profile Image: Amy U.
Verified Enhanced Background Check
Amy U.
Star Sitter
from
$65
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
30 years of experience
Regent, Madison, WI, 53726

It was so nice to know we had a reliable, kind and experienced pet sitter! Amy took care of our two dogs, cat, and gecko and sent great pictures during her stay. We were lucky to have her!

Profile image
Beth R.
Sitter Profile Image: Andrea P.
Verified Enhanced Background Check
Andrea P.
Star Sitter
from
$47
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
1 year of experience
Sauk Creek, Madison, WI, 53717

About: I love animals and truly enjoy taking care of dogs and cats. I make sure they’re well-fed, walked, and have plenty of playtime, giving them lots of love and attention. I treat every pet as part of my family, making sure they feel comfortable, safe, and happy while under my care. I’m available to care for dogs and cats on weekends. I can provide feeding, walks, and loving companionship with care and responsibility. My available hours are from Friday at 6:00 p.m. until Sunday at 9:00 p.m. I live in an apartment with my two daughters, who are very sweet and loving with animals. We have a spacious and comfortable area where your pet can feel relaxed and happy. There are plenty of natural areas nearby where I can take your dog for walks to enjoy the outdoors and nature. I’m available on weekends, from Friday at 6:00 p.m. to Sunday at 9:00 p.m., to provide loving, responsible, and personalized care for your pet.

Sitter Profile Image: Ann A.
Verified Enhanced Background Check
Ann A.
Star Sitter
from
$82
per night
5.0 out of 5 stars
121 reviews
45 repeat clients
10 years of experience
Madison, WI, 53719

Ann was great. She watched our dog and our house for 11 nights, and took care of a couple other tasks for us. We will definitely try to book her again next time we leave town!

Profile image
Gregory B.
Sitter Profile Image: Louisa M.
Verified Enhanced Background Check
Louisa M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
89 reviews
24 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Louisa and Sammy were absolutely wonderful with my puppy and cat. I received frequent updates and photos. Louisa was especially attendant to my puppy who wasn’t feeling well. I would recommend them to anyone looking for pet care and I will be thinking of Louisa first when I next need them to be cared for.

Profile image
Kendall S.
Sitter Profile Image: Raymar F.
Verified Enhanced Background Check
Raymar F.
from
$40
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Madison, WI, 53705

Ray did a great job with both our dogs, but especially with our older thunder-phobic dog during a week in which many storms were predicted and a few happened. Her willingness to communicate, and her good questions made her a great choice for our dogs. And our dogs were clearly happy, comfortable and well-cared for in our absence. We would definitely book her again.

Profile image
Karen L.
Sitter Profile Image: Tucker S.
Verified Enhanced Background Check
Tucker S.
from
$42
per night
5.0 out of 5 stars
6 reviews
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!

Profile image
Sarah G.
Sitter Profile Image: Sidney M.
Verified Enhanced Background Check
Sidney M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
6 reviews
4 repeat clients
6 years of experience
Madison, WI, 53711

Sidney was amazing! She sent me pics and updates of my pup and took great care of him while I was away, I would 100% recommend her!!

Profile image
Hannah M.
Sitter Profile Image: Megan B.
Verified Enhanced Background Check
Megan B.
from
$65
per night
5.0 out of 5 stars
10 reviews
8 years of experience
Madison, WI, 53719

Great sitter - of house and dog. Friendly and kind; Chico was happy and healthy when we returned and my house was exactly as I left it. I would recommend Megan to anyone and hope to reunite Megan and Chico again!

Profile image
Alex D.
Sitter Profile Image: Yvonne L.
Verified Enhanced Background Check
Yvonne L.
from
$75
per night
5.0 out of 5 stars
25 reviews
9 repeat clients
16 years of experience
Middleton, WI, 53562

Yvonne was great house sitting and taking care of my dog! She was very communicative and provided my dog with everything he needed. I didn’t have any stress when I was gone.

Profile image
Cally G.
Sitter Profile Image: Alina G.
Verified Enhanced Background Check
Alina G.
from
$50
per night
5.0 out of 5 stars
5 reviews
4 years of experience
Madison, WI, 53726

Alina was so sweet and professional! I especially appreciated her attention to detail and quick responses. It's always nerve-wracking getting a first-time sitter, but Alina made it easy. I would definitely recommend her!

Profile image
Aisha B.
Sitter Profile Image: Jess B.
Verified Enhanced Background Check
Jess B.
Star Sitter
from
$74
per night
5.0 out of 5 stars
56 reviews
17 repeat clients
10 years of experience
Madison, WI, 53719

Our pup and kitty absolutely loved Jess and so did we! Jess was very communicative, sent multiple pictures, and took such good care of our fur babies. I contacted Jess with very last minute notice because our sitter canceled, but I am so happy things worked out as they did. We will definitely book with Jess in the future and would recommend her to anyone needing pet sitting.

Profile image
Anna B.
Sitter Profile Image: Ellen T.
Verified Enhanced Background Check
Ellen T.
from
$30
per night
5.0 out of 5 stars
3 reviews
9 years of experience
Greenbush, Madison, WI, 53715

About: I've spent most of my life around animals and have cared for both cats and dogs of all ages for friends and family since high school. I have a soft spot for older pets, so I understand that they often need more attention, which I am happy to provide. Whether it's sticking to a routine, administering medication, or keeping company, I'm comfortable handing your pet's unique needs. I currently don't have my own pet, but I'd love to care for yours! I'm currently a graduate student who is working from home for most of the summer, so I am available weekdays and weekends to care for your pet. I love taking screen-time breaks throughout the day, and taking care of animals is a great way to do so. I treat every home visit with diligence and respect. I follow routines closely and make sure your animal(s) and home are secure before, during, and after my visit. I appreciate detailed instructions and will send updates as frequently as you'd like.

Sitter Profile Image: Katie T.
Verified Enhanced Background Check
Katie T.
from
$60
per night
5.0 out of 5 stars
42 reviews
9 repeat clients
5 years of experience
Westmorland, Madison, WI, 53711

Katie is amazing!! We have 2 very energetic dogs and she made sure to take them on a good walk and play in the backyard multiple times to get their energy out! Our one dog even had some tummy issues and she made him chicken and rice 🥹 we trust Katie with our pups and will definitely utilize her again!

Profile image
Kaitlyn J.
Sitter Profile Image: Julia M.
Verified Background Check
Julia M.
from
$60
per night
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
University Apartments, Madison, WI, 53705

Julia was so pleasant and professional! She asked great questions to prepare for her time with Princeton, and you could tell she really cared - Princeton warmed up to her immediately :) I highly recommend Julia and would definitely hire her again!

Profile image
Aisha B.
1 / 1
View more sitters

The median cost per night for house sitting in Middleton is $50

Pet parents share their Rover experiences - Middleton

1 / 1
5.0 out of 5 stars

Helen stayed at our home and took wonderful care of our pets. She was a great communicator before, during and after her stay. We received regular updates and photos of our pets, which was really comforting. Helen was conscientious and careful about following the instructions we provided. She left our house and animals in great condition! We'd love to have her back to sit again!

Profile image
Susie M.
House Sitting
5.0 out of 5 stars

Alliyah did a great job with our furbabies while we were on a 2 week vacation. We appreciate returning to our home and knowing they were cared for. Thank you!

Profile image
Heather R.
House Sitting
5.0 out of 5 stars

Yvonne - she was very responsive friendly on-time and our dog and her got along good. She keep us Informed. She was flexible and cheerful. I do highly recommend her.

Profile image
Paula and Russell N.
House Sitting
5.0 out of 5 stars

Jennifer was fantastic! She gave us plenty of updates and pictures, and we felt extremely comfortable having her look after our dog, Crouton. I highly recommend!

Profile image
Connor L.
House Sitting
5.0 out of 5 stars

Thank you for taking great care of JJ! He was so happy while his regular humans were away. We appreciate the professionalism and detail that you put into your work. Take care and see you next time!

Profile image
Katie B.
House Sitting
5.0 out of 5 stars

We have booked Steph many times to sit for our dog and she takes excellent care of both our pup and house. She is reliable, attentive, and prompt to reply to messages. She is our go to Rover and the first person we reach out to when we need a dog sitter.

Profile image
Lexi D.
House Sitting
5.0 out of 5 stars

Allegra was great with our dog! Very responsive, genuine care, left our dog happy and home clean and tidy. Can’t wait to have her back!

Profile image
Abbey L.
House Sitting
5.0 out of 5 stars

Ray did a great job with both our dogs, but especially with our older thunder-phobic dog during a week in which many storms were predicted and a few happened. Her willingness to communicate, and her good questions made her a great choice for our dogs. And our dogs were clearly happy, comfortable and well-cared for in our absence. We would definitely book her again.

Profile image
Karen L.
House Sitting
5.0 out of 5 stars

Hannah met our Ziggy on short notice and provided excellent care of him and our home while we were away. We highly recommend Hannah and hope she will house sit for us in the future.😁

Profile image
John H.
House Sitting
5.0 out of 5 stars

Our home & animals were well cared for and the place was left in better shape than we left it. Daily pics and happy animals. We’re sad Kaitlyn isn’t staying in the area for long because we’d definitely book her again.

Profile image
Forrest D.
House Sitting
5.0 out of 5 stars

Jessica did an amazing job with our dogs in our home. We will definitely have her back. Pictures everyday. Updates on their eating - they are picky eaters when we are away. She knew exactly what to do and try. Lisa

Profile image
Lisa S.
House Sitting
5.0 out of 5 stars

Megan took excellent care of my pups while I was away. One of my dogs became ill right before I left. She kept me updated on his condition and her concerns, as well as handling my sassy girl! I will definitely use her services again! My pups loved her.

Profile image
Leah H.
House Sitting
5.0 out of 5 stars

Jesse was great while she stayed overnight with my cat while I was on vacation. She sent pictures and videos, kept my place clean, and washed the sheets when she left. Thanks, Jesse!

Profile image
Chelsea B.
House Sitting
5.0 out of 5 stars

Shobhali was an absolute gem of a house sitter and we couldn't have asked for better care for our two dogs and cat. She stayed in constant communication, providing regular updates and adorable photos that gave us total peace of mind while we were away. Not only were our pets clearly happy and well loved in her care, but she also left our home in immaculate condition. Shobhali is great, we would highly recommend her to anyone looking for a top-tier sitter!

Profile image
Forrest D.
House Sitting
5.0 out of 5 stars

Nicole did an exceptional job caring for my dog and my cat (last minute!) while I was away. She gave them each their daily meds and sent me daily updates. She also took care with the house, checking in about finding a towel to protect the hardwood floors from snow tracked in when it snowed unexpectedly and even laundering the guest bed sheets before she left. I'd leave six stars if I could :)

Profile image
Chloe H.
House Sitting
5.0 out of 5 stars

Hannah was the best dog sitter we've ever had! She took wonderful care of our two wild dogs and sent daily updates and pics. She also left the house completely spotless, took out the garbage and brought in the mail! She even made us some delicious cookie bars to welcome us home! Hannah went absolutely above and beyond and I would highly recommend her to anyone!

Profile image
Lindsay N.
House Sitting
5.0 out of 5 stars

Sidney is a fantastic sitter! Knowing that our pets are in great hands when we travel gives us peace of mind.

Profile image
Sara W.
House Sitting
5.0 out of 5 stars

We’re so grateful to Shaina for housesitting over a long (and unexpectedly extended) vacation! We returned to a well-kept home and three happy and healthy pets. Throughout, Shaina was helpful, communicative, flexible, and brimming with cute pictures of our babies. 🙏🏻🙏🏻

Profile image
Mike K.
House Sitting
5.0 out of 5 stars

Hannah took great care of our dog, Cedar over the holidays. Hannah sent daily updates and left the house tidy and nice. No worries while we were away. Thanks so much!

Profile image
leah k.
House Sitting
5.0 out of 5 stars

Melissa watched our two dogs and cat over the Christmas holidays. She stayed at our home during this time. She sent updates with photos and videos. She took in the newspapers and mail. She left the house immaculate. She showed initiative to meet with us twice in advance of her . Highly recommend.

Profile image
Julie G.
House Sitting
1 / 1
Find pet care near you

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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    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 Middleton average 4
repeat house sitting clients

FAQs for House Sitting - Middleton

Frequently asked questions about Rover

The average cost for House Sitting in Middleton on Rover is $44.4 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of July 2026, there are 848 sitters on Rover offering House Sitting across Middleton. 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 Middleton 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 Middleton 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 Middleton 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 Middleton. 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge