House Sitting Middleton

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

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Over 429
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: Anna H.
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Anna H.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 37 reviews
10 repeat clients
7 years of experience
Middleton, WI, 53562

“Anna is a fantastic dog sitter who goes above and beyond for her clients. Before having Anna sit for us for the first time, she made the effort to come by and visit our pup. This was so important for there reasons: 1. Gave our pup the opportunity to become friends with Anna; 2. Allowed our dog to feel comfortable in her home with this new friend; and 3. Gave us the opportunity to show Anna where the important things for our dog are in the house. Anna is prompt and communicative. She gave us photo and text updates throughout her visit. She is clearly a kind and respectful person and dogs seem to love her immediately. I will most definitely reach out to Anna again for any dog sitting/house sitting occasions.”

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Lesli M.
Sitter Profile Image: Oliver A.
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Oliver A.
from
$55
per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
10 years of experience
Bram's Addition, Madison, WI, 53713

“We felt so comfortable while Oliver was watching Tofu! They gave us plenty of updates and Tofu plenty of attention. We appreciated the time they spent with her and taking care of our apartment! Would definitely recommend to others!”

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Junko T.
Sitter Profile Image: Hanna P.
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Hanna P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 14 reviews
5 repeat clients
6 years of experience
Madison, WI, 53719

“Hanna was awesome with all the doggies while we were away, she kept us updated every day with photos and comments. Thank you for taking care of them!”

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Mik R.
Sitter Profile Image: Amy F.
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Amy F.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 23 reviews
5 repeat clients
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: Lynne O.
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Lynne O.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
30 years of experience
Fitchburg, WI, 53711

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

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Amber R.
Sitter Profile Image: Ann A.
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Ann A.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 161 reviews
59 repeat clients
10 years of experience
Madison, WI, 53719

“Ann did a great job sitting for my dog. This was a series of drop-in sits at my house over a weekend. She was timely for each visit to the house and communicated well, sending photos each time. In the photos, my dog looked happy and relaxed. He was in great condition upon my return. I would absolutely engage Ann again to watch my dog.”

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Amber D.
Sitter Profile Image: Kendra B.
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Kendra B.
from
$45
per night
5.0 out of 5 stars
• 2 reviews
30 years of experience
Glendale, Madison, WI, 53716

“Kendra was fantastic! She is a great communicator with lots of updates and pictures. ♥️ She walked the dogs often and knew how to handle our dog that barks at others on a leash! Thank you for taking great care of the crew!”

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Heidi R.
Sitter Profile Image: Alyssa J.
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Alyssa J.
from
$28
per night
15 years of experience
Madison, WI, 53719

About: Growing up, my house has always had at least three dogs (both big and small), and I could never imagine my life without pets. I currently live with a dog (pitty mix) and a cat (a cuddly gray tuxedo)! I adopted my dog about a year ago through a rescue, so I’ve also had some very recent training refreshers! I have taken animal husbandry - including first-aid on dogs and cats - courses throughout school, including learning how to care for exotic critters! I have cared for my dogs from the puppy stage to the senior stage, so I am familiar with what each life stage brings. Although I have more experience with dogs, I still love cats and spending time with them just as much. I have lived with my current cat for 3 years, and she has taught me many things about cat behavior and companionship! I have an understanding and love for every animal, and I can’t wait to meet yours! I work full-time (with the flexibility to step away for a quick drop-in) from 6am to 2-3pm Monday thru Thursday, and Friday 6am-11am. I am free anytime after work, and my weekends are typically open! I will treat each client’s home and belongings with the upmost respect and care. Cleanliness is very important to me, so you can expect to return to a clean and tidy living space. I will ensure that your pet will remain in a safe and healthy home while you are away. Leaving a pet with someone else can be scary, so I want to make the experience for the owner and the pet as peaceful and pleasant as possible.

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

“Tatyana is awesome!! Stayed at our house for two weeks to take care of our dogs and she rocked it!! Not only did she take care of the dogs but she also took good care of the house. Looking forward to working with Tatyana again in the future!!!”

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Brent K.
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 have never left our boy, Griffin for more than a couple of days before. We went on a two week trip and hired Travis to watch our big sheepadoodle. He was incredible! He sent us pictures and videos of Griffin at the dog park and around the third day, Griffin was giving him his paw and Travis was loving on him. We then received a picture of Griffin on the bed Travis used…. That sealed it…. Griffin loves him! We do too! We couldn’t have asked for a better sitter for our boy❤️”

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Elaine W.
Sitter Profile Image: Stephany D.
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Stephany D.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 67 reviews
16 repeat clients
13 years of experience
Madison, WI, 53719

“Stephany was a great house sitter! She was super friendly and respectful, and our dog got along with her great! She took him on lots of walks and we came home from our weekend away to a very happy pup. Will book her again!”

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Katie H.
Sitter Profile Image: Christian O.
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Christian O.
from
$28
per night
5.0 out of 5 stars
• 2 reviews
2 repeat clients
15 years of experience
Summit Woods, Madison, WI, 53711

About: Currently in medical school so looking to make some extra money. I’m always the first one asked to watch pets for friends, family, and classmates. I’ve got my own fur babies but I can never get enough and love to help ensure other peoples pets are well taken care of when they are away. I love to send photos to update owners. I’m currently in school with a reduced schedule for the summer so I’m able to have a flexible schedule right now. Come fall things will be different I’m used to working with pets who have all manner of needs and personalities. I’ve always been good about making a good bond with new pets and respecting their personal space while also keeping them entertained and safe.

Sitter Profile Image: Emma W.
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Emma W.
from
$85
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
12 years of experience
Madison, WI, 53719

“Emma did an amazing job sitting for our dogs! She was communicative, detail-oriented, and left the house looking great. We will definitely book with her again!”

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Alex P.
Sitter Profile Image: Luke C.
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Luke C.
from
$75
per night
5.0 out of 5 stars
• 3 reviews
2 years of experience
University Apartments, Madison, WI, 53705

About: I have a very high level of knowledge and skills of how to take care of cats of any age and ability and enjoy spending time with all kinds of cats. I have much less experience with and knowledge of dogs but I'm very familiar with the basics of feeding and walking. Friends have described me as a cat whisperer and I like to think of myself as such. Not that I might not have challenges, but I know how to meet and vibe and care for them. I have completely open availability for the next month or so as I am unemployed living with friends and trying to establish myself here. I typically like doing care between the late morning and early evening, but anything can be talked about and arranged. I enjoy spending the day alongside animals, being attentive to their needs by taking them out for long walks, providing healthy snacks and cuddles through the day, and offering a calm energy to relax energetic or otherwise anxious pets. I am confident in caring for pets across a range of personalities, and am happy both giving pets lots of attention and energy and coexisting with more introverted pets.

Sitter Profile Image: Sidney M.
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Sidney M.
from
$50
per night
5.0 out of 5 stars
• 9 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!!”

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Hannah M.
Sitter Profile Image: Delenn N.
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Delenn N.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
2 years of experience
Madison, WI, 53711

“Delenn did a great job sitting Ruby in our home. Testament from Ruby in that she has been sleeping in Delenn’s bed since we have returned. Will consider Delenn for future house sitting.”

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Jon H.
Sitter Profile Image: Madison & Alyssa F.
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Madison & Alyssa F.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
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: Alexander M.
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Alexander M.
from
$35
per night
5.0 out of 5 stars
• 3 reviews
4 years of experience
Capitol, Madison, WI, 53703

“Alexander was able to provide comprehensive and complete care of my senior pup on really sudden notice. I was so glad to receive regular food, walk, and medicine updates. And came back to find my dog well taken care of he was in great hands.”

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Marian A.
Sitter Profile Image: Mary M.
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Mary M.
from
$28
per night
5.0 out of 5 stars
• 3 reviews
10 years of experience
Marquette, Madison, WI, 53703

About: Hello! I am a pet and house sitter based in Madison WI. My family has always owned dogs and we name them after Peanuts characters! Currently my parents have Peppermint Patty and my brother has Violet. I love spending time with furry friends of all sizes, breads, and ages! I have experience with a variety from a mom and her new born puppies to a 16 year old black lab. I love to be outside and always happy for the company of a furry friend. I believe it is our job to make their lives just as wonderful as they make ours. As I currently don’t have a pet of my own yours will receive my full attention! I welcome the company of other friends from the animal kingdom such as birds, fish, and bunnies. As a long time pet sitter, care for your furry friend is easily integrated into my normal routine. I work remote two days a week allowing for greater flexibility in stoping in to see your pet. I strive to maintain your furry friends normal routine while you are away. I have experience administering medications, ensure they don’t go too long without a bathroom opportunity, maintain a clean and safe environment. I am a detail oriented person and take that approach into pet care.

Sitter Profile Image: Taylor E.
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Taylor E.
from
$70
per night
5.0 out of 5 stars
• 25 reviews
7 repeat clients
7 years of experience
Madison, WI, 53705

“Taylor was a great sitter for our two dogs. She was respectful and responsive and willing to video chat with me before she came to watch them. We would definitely book her again!”

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Miranda H.
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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

10/10 experience for our senior chiweenie, Dusty. Karli and her husband were super friendly and responsive, and took such good care of our fur baby.

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Callie V.
House Sitting
5.0 out of 5 stars

Lydia did a great job with my labs. She provided updates and pictures throughout my time away, putting me at ease so I could enjoy my time and not worry. And my dogs seemed like they had a great time as well!

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Julie U.
House Sitting
5.0 out of 5 stars

Jessica is absolutely amazing and a fantastic sitter! She gives my dog lots of exercise and cuddles! She keeps me updated on everything and keeps my dog very entertained!

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Mary Kate C.
House Sitting
5.0 out of 5 stars

Zach took excellent care of Tofu, was very responsive, and sent helpful updates (with great pictures and videos). Highly recommend!!

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Junko T.
House Sitting
5.0 out of 5 stars

She was amazing with our dogs! Such a delight to find her and hope she will consider working with us again in the future!

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Kristin M.
House Sitting
5.0 out of 5 stars

Grace did a great job with the dogs! She sent periodic pictures and let me know of any issues. The dogs seemed really happy when we got home!

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Lisa N.
House Sitting
5.0 out of 5 stars

Hannah did a great job while we were on a long vacation overseas. Our boy got his medications on time and his walks and ample yard -time which he loves!!

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Natalie H.
House Sitting
5.0 out of 5 stars

Kyushu was very communicative with great photos! She also has great questions at our meet and greet! It put me at ease with a new sitter, and we came home to happy pups :)

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Alex P.
House Sitting
5.0 out of 5 stars

Jesse sat for our 2 kitties for 3 weeks! She was absolutely fabulous! Regular check-ins, going the extra mile in every way to make the cats happy and making us feel comforted that she was taking tender loving care of them. She sent pics frequently and was conscientious about their meds and habits. Don’t hesitate to Grab Jesse she is a gem!!!

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Terri & Jeffrey H.
House Sitting
5.0 out of 5 stars

Jennifer was a fantastic sitter for our older dog! Communication was great, she updated us with lots of pictures, and she left the house perfectly clean. We hope we can have her stay with our dog in the future!

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Celia B.
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

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

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

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
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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

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  • 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

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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 of House Sitting in Middleton is $45 per night as of November 2026. Most bookings cost between $28 and $72 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 792 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Middleton. On Rover:

  • 92% 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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