House Sitting Middleton

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Over 422
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: Khushi R.
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Khushi R.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
4 years of experience
Middleton, WI, 53562

“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.
Sitter Profile Image: Louisa M.
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Louisa M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 96 reviews
26 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: Andrea P.
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Andrea P.
Star Sitter
from
$47
per night
5.0 out of 5 stars
• 20 reviews
5 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: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 52 reviews
20 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

“I cannot say enough good things about our experience with Elizabeth. She was so diligent about following Gus's routine, so great about keeping us updated on how things were going, and above all SO kind and understanding of our pups needs as a spicy/reactive dog. She left me completely at ease and able to relax on our trip. I am so glad we've found her and that our baby has someone he will not just be comfortable with, but excited to spend time with while we are gone!”

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

“Tucker did a great job watching Zoe & Mocha - regularly sent photos, provided updates from each visit, and was very communicative in providing care.”

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Eric L.
Sitter Profile Image: Lydia S.
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Lydia S.
Star Sitter
from
$52
per night
5.0 out of 5 stars
• 171 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: Amy F.
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Amy F.
from
$40
per night
4.9 out of 5 stars
• 19 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: Brenda S.
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Brenda S.
from
$40
per night
4.8 out of 5 stars
• 38 reviews
15 repeat clients
9 years of experience
Waunakee, WI, 53597

“Brenda was amazing!!! She took great care of our house and our cats. Sent pictures and updates, and left the house cleaner than she found it. 😁 We needed last minute help, and she was so flexible and accommodating! I would not hesitate to hire her again!”

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Alicia S.
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 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.”

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Karen B.
Sitter Profile Image: Jesse T.
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Jesse T.
from
$30
per night
4.9 out of 5 stars
• 34 reviews
16 repeat clients
1 year of experience
Madison, WI, 53705

“We had an amazing experience with Jesse! She took wonderful care of both our dog and our cat while we were away for two weeks. She was incredibly attentive, super kind with our pets, and clearly loved spending time with them. She even surprised our dog with some plush toys before she left, which meant so much to us. When we came back, both of our pets were completely relaxed and happy, which says everything about the level of care they received. On top of pet care, she was a huge help with things around the house when they came up and shared really helpful advice for managing our dog’s allergies. We truly felt supported the entire time we were away. We couldn’t be happier with her care and will absolutely be booking her again for our next trip. Highly recommend.”

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

“Ann was phenomenal! She was so patient and understanding of our dogs and kept us informed with constant updates. The pictures we received we very reassuring as well and we felt completely comfortable being away knowing they were very well taken care of. We would not hesitate to book with her again, as it was one of the best experiences we've had.”

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Seán & Leticia W.
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: Melvin H.
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Melvin H.
from
$75
per night
5.0 out of 5 stars
• 2 reviews
20 years of experience
Madison, WI, 53705

“Melvin stepped in on very short notice and took great care of my two big dogs. He stayed at the house and left it in great shape when he left. The dogs liked him and were in great shape when I got home. Thanks to Mel for saving the weekend for us.”

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ann s.
Sitter Profile Image: Austin M.
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Austin M.
Star Sitter
from
$65
per night
4.6 out of 5 stars
• 13 reviews
2 repeat clients
29 years of experience
Park Ridge, Madison, WI, 53719

About: Caring for dogs isn't just something I do. It's something I'm genuinely passionate about. I have experience caring for dogs of all ages, personalities, and energy levels, from young puppies learning routines to senior dogs who need a little extra patience and attention. I understand that every dog is different, and I take the time to get to know each pet's unique needs. I'm comfortable with feeding schedules, administering oral medications, crate training, basic puppy training, leash walking, playtime, and providing plenty of love and attention. I'm also attentive to changes in behavior or health and believe it's important to catch anything unusual early and communicate it with owners right away. I know how stressful it can be to leave your pet with someone else, so I make it my priority to provide a safe, clean, and calm environment where they feel comfortable. Whether your dog loves long walks, playing fetch, or simply relaxing with company, I'll make sure they receive the care and attention they deserve. Communication is very important to me. I'll provide regular updates, photos, and messages so you can enjoy your time away knowing your pet is in good hands. My goal is to care for every pet as if they were my own and give owners complete peace of mind. Pet care is already a major part of my daily routine. My day is structured around caring for dogs, so adding walks, drop-in visits, daycare, or boarding fits naturally into my schedule. Because I'm already following consistent routines for feeding, exercise, potty breaks, playtime, and cleaning, I'm able to provide dependable, attentive care throughout the day. I have a flexible schedule that allows me to give pets the time and attention they deserve rather than leaving them alone for long periods. Whether your pet needs a consistent routine, extra exercise, medication, or simply companionship, I'm committed to making sure they feel safe, comfortable, and well cared for while you're away. Safety and comfort are my top priorities when caring for pets, whether in my home or a client’s home. I make sure every pet is in a clean, secure, and calm environment where they can feel relaxed and stress-free. I follow each pet’s routine closely, including feeding schedules, potty breaks, exercise, and any special instructions provided by the owner. I pay close attention to behavior and overall well-being so I can quickly notice if something seems off and communicate right away. In my care, pets are never left unattended for long periods. I supervise interactions, provide structured playtime, and ensure a safe environment at all times—especially when introducing pets to new surroundings or other animals. I also respect the client’s home fully when providing in-home care, keeping everything clean, secure, and exactly as I found it. I understand how important trust is when someone allows you to care for their pet or enter their home, and I take that responsibility seriously. My goal is to make sure pets feel safe, loved, and comfortable, while giving owners complete peace of mind through clear communication and reliable care.

Sitter Profile Image: Yvonne L.
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Yvonne L.
from
$75
per night
5.0 out of 5 stars
• 30 reviews
9 repeat clients
16 years of experience
Middleton, WI, 53562

“Yvonne has been absolutely AMAZING! Not only do my dogs love her, but she takes amazing care of them AND the house while I’m gone. I had a cancelled flight the night I was supposed to be back, and she graciously took care of my pups an additional day than planned, and she also picked me up from the airport! I could not recommend her enough 🙂 10/10”

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Andrea F.
Sitter Profile Image: Lynne O.
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Lynne O.
from
$60
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
30 years of experience
Fitchburg, WI, 53711

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

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Barb R.
Sitter Profile Image: Ann M.
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Ann M.
Star Sitter
from
$28
per night
4.9 out of 5 stars
• 14 reviews
6 repeat clients
30 years of experience
Verona, WI, 53593

“Ann was wonderful with our puppy. She was very responsive to our messages and flexible when we needed to change things. We felt our puppy was in great hands when we were away and she even taught her a few commands. Will definitely recommend her to others.”

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Kyle T.
Sitter Profile Image: Amy U.
Verified Enhanced Background Check
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: Hanna P.
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Hanna P.
from
$40
per night
5.0 out of 5 stars
• 8 reviews
3 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: Tatyana K.
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Tatyana K.
Star Sitter
from
$55
per night
4.9 out of 5 stars
• 78 reviews
25 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.
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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

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

Stephany communicated well, showed up on time, and took good care of my pets during my trip. Aa an example, she noticed the cat fountain had stopped, and set out an extra bowl of water for them so they'd be ok until I got home.

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David B.
House Sitting
5.0 out of 5 stars

Allegra is amazing! She stayed with our Japanese Akita while we were traveling for our wedding outside of the country. She went above and beyond and we never had any doubts about him being in good hands.

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Jennie T.
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

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

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
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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.

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

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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 on Rover is $44 per night as of September 2026. Most bookings cost between $28 and $70 per night. 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 September 2026, there are 807 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.

<b>Tip:</b> 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:

  • 94% 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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