House Sitting Middleton

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

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Over 431
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.

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Sitter Profile Image: Louisa M.
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Louisa M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
92 reviews
25 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Louisa was kind, responsive and took extra care to come to our hotel to watch our dog on our wedding day. We could not recommend her more highly 💜

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Angie A.
Sitter Profile Image: Anna H.
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Anna H.
from
$75
per night
5.0 out of 5 stars
35 reviews
9 repeat clients
7 years of experience
Middleton, WI, 53562

Smooth meet-up & sitting experience, and great level of communication! She was reliable and trustworthy in taking care of our pups and the house. Would definitely work with you again and looking forward to it!

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Hanna E.
Sitter Profile Image: Meeka M.
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Meeka M.
from
$45
per night
5.0 out of 5 stars
85 reviews
23 repeat clients
10 years of experience
Madison, WI, 53719

About: I am a cat person through and through but I love all pets including birds, lizards and fish! I have had them all of my life and have 5 pets currently. I will not be charging extra for multiple cat households, multiple small or medium sized dogs or mixed animal households. The more the better! I have experience administering oral medications and trapping stray kittens and adult cats. For 3 years, I took care of a feral colony until I was able to S/N and rehome them as barn cats. Before having my son, I traveled frequently so I understand cancelations and modifications. I also know the feeling of being stressed out about your pets at home while being away. I promise that I am a great communicator. Since I work from home on my own schedule I can do multiple stop-ins a day at anytime. Though, every once in a while, I will have my 18 month old with me so I am not taking on very large or aggressive dogs. Though, I can make accommodations to try to be childless for your smaller dog or your cat if they are not kid friendly if the appointment is very early or after 1:00pm. In my younger days, I was a take-my-dogs- everywhere type of person until the dogs and I got older and stopped going everywhere. Having older dogs has given me experience in senior dog needs.

Sitter Profile Image: Lydia S.
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Lydia S.
Star Sitter
from
$52
per night
5.0 out of 5 stars
166 reviews
49 repeat clients
10 years of experience
Middleton, WI, 53562

Lydia was great with Jaxon! We so appreciated her communication and photo updates. It made the house stay process very comforting knowing she was there.

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Abbey S.
Sitter Profile Image: Sidney R.
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Sidney R.
from
$50
per night
5.0 out of 5 stars
84 reviews
33 repeat clients
20 years of experience
Middleton, WI, 53562

Sidney took great care of my house and dogs while I was away for a few days. I will definitely work with Sidney again if I get the opportunity to!

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Cale H.
Sitter Profile Image: Andrea P.
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Andrea P.
Star Sitter
from
$47
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
1 year of experience
Sauk Creek, Madison, WI, 53717

Andrea did a wonderful job taking care of Toby and was communicative with clear updates throughout the weekend!

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Akshay R.
Sitter Profile Image: Brenda S.
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Brenda S.
from
$40
per night
4.9 out of 5 stars
33 reviews
12 repeat clients
9 years of experience
Waunakee, WI, 53597

⭐️⭐️⭐️⭐️⭐️ Brenda was absolutely wonderful! Her communication was great from start to finish, and she sent us pictures of our pups while we were away, which we really appreciated since we missed them so much. It gave us such peace of mind knowing they were happy and in good hands. Honestly, they weren’t even overly excited to see us when we got home — which tells me they were very well cared for and totally comfortable with Brenda! Our dogs are pretty rambunctious and full of energy, so I know she had her hands full, and we’re so grateful for the patience and care she showed them. We would 100% book with Brenda again and highly recommend her to anyone looking for a trustworthy, attentive sitter!

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Melissa W.
Sitter Profile Image: Samantha M.
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Samantha M.
Star Sitter
from
$62
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
10 years of experience
Madison, WI, 53704

Samantha was phenomenal! She provided great communication and provided good updates with my dog. She took amazing care of him. I had her housesitting for me and she was extremely respectful of my apartment as well. I would absolutely have Samantha help me out again!

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Daria D.
Sitter Profile Image: Ann A.
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Ann A.
Star Sitter
from
$85
per night
5.0 out of 5 stars
133 reviews
49 repeat clients
10 years of experience
Madison, WI, 53719

Ann (again) did a great job watching our dog and house while we were on an 8 day vacation!! She sent us plenty of pictures along the way and we have high confidence in her to do it again for us next time we need her.

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Gregory B.
Sitter Profile Image: Amy U.
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Amy U.
Star Sitter
from
$90
per night
5.0 out of 5 stars
21 reviews
5 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!

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Beth R.
Sitter Profile Image: Ann M.
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Ann M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
8 reviews
4 repeat clients
30 years of experience
Fitchburg, WI, 53593

Anne continues to be an amazing pet sitter. We had a very last minute need and she was willing to work with us. Keira loves when she comes over and has gotten very comfortable with her.

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Kyle T.
Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
143 reviews
55 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

Allegra was AMAZING at pet sitting our dog and cat while we were gone for 5 nights. She sent updates and phots as often and was great at communicating. We returned to happy and healthy pets. I felt very confident leaving my somewhat high needs cat with her. 10/10 would recommend!

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Kia H.
Sitter Profile Image: Ruby K.
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Ruby K.
from
$62
per night
5.0 out of 5 stars
28 reviews
6 repeat clients
6 years of experience
Madison, WI, 53704

Ruby was very accommodating for some last minute schedule changes that occurred on my end for a weekend away! My dog and I appreciate her so much!

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Alex 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
23 repeat clients
4 years of experience
Fitchburg, WI, 53713

Tatyana did a great job with our three dogs who range in size from a 90 lb German shepherd down to a 25 lb mutt. She sent pictures and videos, and with it being the first time she watched our dogs, it made me feel 100x more comfortable. We also had one dog who needed to take medication that she ensured was administered.

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Paige S.
Sitter Profile Image: Yvonne L.
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Yvonne L.
from
$75
per night
5.0 out of 5 stars
27 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.

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Cally G.
Sitter Profile Image: Megan B.
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Megan B.
from
$65
per night
5.0 out of 5 stars
10 reviews
8 years of experience
Madison, WI, 53719

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.

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Leah H.
Sitter Profile Image: Amy F.
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Amy F.
from
$40
per night
5.0 out of 5 stars
17 reviews
1 repeat client
30 years of experience
Meadowood, Madison, WI, 53711

We couldn't have asked for a better experience with our recent Rover sitter! She was absolutely fantastic while watching our dog, Scooby, for the week. From the start, she excelled at being adaptable, seamlessly adjusting to Scooby’s routine and needs without any issues. We also truly appreciated the frequent, reassuring text messages and photos she sent throughout the week, which gave us total peace of mind while we were away. Most importantly, she provided Scooby with an incredible amount of love, affection, and exercise—he was a very happy pup when we returned. We highly recommend her services to anyone looking for a caring and reliable sitter!

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Zachary M.
Sitter Profile Image: Chelssey H.
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Chelssey H.
from
$35
per night
16 years of experience
Madison, WI, 53711

About: Dogs are a huge part of my life! Before moving to Wisconsin, I owned and operated a dog walking and overnight boarding business in Maryland for two years. These days, I spend much of my time fostering dogs for a local rescue, helping them decompress, learn home life, and get ready for their forever families. With three personal dogs, I’m very comfortable managing a multi-dog household and all the different personalities that come with it. I’ve cared for everything from energetic, playful pups to seniors who prefer a cozy spot on the couch, as well as rescue dogs who need extra patience, structure, or time to feel comfortable. Fostering has taught me that there really isn’t a “one size fits all” approach to dogs. I pay close attention to body language, respect boundaries, make thoughtful introductions, and adjust my approach based on what each individual dog needs. I also know how hard it can be to leave your dog behind and wonder how they’re doing. You can expect daily updates from me, including plenty of photos and videos, so you can see how your dog is settling in and what they’ve been up to. My goal is to give your dog a safe, comfortable, fun place to stay—and give you the peace of mind that they’re with someone experienced, attentive, and who truly gets dogs. Pet care fits very naturally into my everyday life. I’m a stay-at-home mom to a middle schooler and work remotely part-time, which means I’m home quite a bit and have plenty of flexibility to give the animals in my care lots of attention, love, potty breaks, walks, playtime, and downtime. With three resident dogs—a 70 lb senior mix, a 2-year-old Boston Terrier, and a 1-year-old English Bulldog/French Bulldog mix—and all three started out as fosters who never left! I continue to foster regularly and work very closely with a local dog rescue, so welcoming another dog into our routine is something the dogs are very accustomed to. Dogs staying with us aren't spending the day alone waiting for someone to come home from work. I'm around throughout the day to keep an eye on everyone, accommodate individual routines, and provide plenty of attention (or a cozy place to nap, if that's more their speed!). Pet care is genuinely part of my everyday life, and I love it that way. Here, pets are treated like part of the family. My dogs are kennel trained, but they're also welcome throughout the home—including on the furniture and beds. I'm happy to follow your lead, though! If your dog sleeps in a crate, follows certain house rules, eats on a specific schedule, or isn't allowed on furniture at home, I'll do my best to keep their routine consistent. I live in a large apartment, so all outdoor time is supervised and on leash. I'm very comfortable with puppies and their extra needs, including frequent potty breaks, potty pads, crate training, and the general chaos that comes with puppyhood! I have extra crates that can accommodate dogs up to approximately 75–80 lbs, plus more dog beds and toys than any household probably needs. If your pet has food or environmental allergies, please let me know. I am very accustomed to managing allergies and am happy to follow specific instructions regarding food, treats, medications, or environmental triggers. Because your dog will share our home with my husband, middle-school-aged child, and our three resident dogs, dogs staying with us must be comfortable with older children, men, and other dogs. I take introductions and dog body language seriously and want every animal in the house—yours and mine—to feel safe and comfortable. While others do live in the home, I will be the caregiver for any other animals. For care in your home, I'll follow your lead. You know your pets and their routine best, and my goal is to keep things as familiar and consistent as possible while you're away. I'm also happy to care for more than just dogs during in-home visits—cats and other household pets are welcome, too! Whether your pet stays with us or I care for them in their own home, I'll treat their individual routine as exactly that: individual. Some pets want to be your shadow, some want nonstop playtime, and some would prefer that I serve dinner promptly and otherwise respect their personal space. I'm good with all three!

Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$28
per night
5.0 out of 5 stars
27 reviews
11 repeat clients
1 year of experience
Madison, WI, 53719

Once again, Jesse is incredible with our pets. She cares for them just like we would, and I couldn’t leave them with anything less than that level of love and care. Thank you Jesse for being awesome!

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Seb A.
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 amazing with my dog while I was traveling for work. She sent daily updates and many pictures. I would definitely use her services again.

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

Pet parents share their Rover experiences - Middleton

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5.0 out of 5 stars

Jesse was amazing with our two pups! One of our dogs had a wound and needed some extra care, and I knew he was in very capable hands. Jesse was also super flexible with moving things around as we were having a wedding. She was a lifesaver, I would highly recommend!

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Avi I.
House Sitting
5.0 out of 5 stars

Molly scheduled a pre-sit intro meeting with us to meet our puppy and get the lay of the land. She handled her great and was very forgiving of our initial helicopter parenting. Would and have rebooked her for similar and longer time periods.

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Tyler W.
House Sitting
5.0 out of 5 stars

Maddy was great. We have a Yellow Lab and an English Mastiff and Maddy did great with them! We will definitely have her back next time we are out of town!

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Mindy W.
House Sitting
5.0 out of 5 stars

Fantastic with our senior dog. He needed a lot of extra help and attention and Jenna was incredible. Highly recommend!!

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Nick H.
House Sitting
5.0 out of 5 stars

Hannah did an excellent job! We got regular updates, she kept all our babies happy and well exercised, and left the house in a spotless condition!

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Diksha A.
House Sitting
5.0 out of 5 stars

It is safe to say that our kitties gave Jennifer a run for her money- one who hates strangers, the other who makes a break for the door when sitters try to leave! She handled all of it with grace and kindness. We were sent daily pictures and always felt our pets were in great hands.

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Dorothy P.
House Sitting
5.0 out of 5 stars

Kaitlyn was great with our older dog and kitten, sent us updates regularly! We returned to happy pets and a tidy house!

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Jessica C.
House Sitting
5.0 out of 5 stars

My pets had a great time with Devon, who was communicative with any questions and reported on how they were doing. When I returned, all 3 pets were happy and rested. I am definitely contacting him again.

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Wendy B.
House Sitting
5.0 out of 5 stars

Andrea did a wonderful job taking care of Toby and was communicative with clear updates throughout the weekend!

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Akshay R.
House Sitting
5.0 out of 5 stars

Shaina is simply amazing. The best pet sitter we have ever had and I’ll never book anyone else if I can help it! My animals all adore her, even my shy cat, and she is fully self sufficient and impeccable at handling all the house responsibilities

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Grace K.
House Sitting
5.0 out of 5 stars

Allegra gave us so many updates and photos while we were away. She made our pets be so safe and comfortable while we were away on vacation.

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Holly F.
House Sitting
5.0 out of 5 stars

Joel was excellent with our dogs and even made them a pillow fort when they were scared of the fireworks. We will definitely book with him again!

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Travis T.
House Sitting
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!

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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!

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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.

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Paula and Russell N.
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!

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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.

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Lexi D.
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.

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Karen L.
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

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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.

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Leah H.
House Sitting
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  • 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?

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    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

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Popular requests for house sitting - Middleton

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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 August 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 August 2026, there are 826 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.

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