Pet Sitting Middleton

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 1,388
pet parents in Middleton have booked pet sitting

Middleton, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Natalie B.
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Natalie B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
265 reviews
88 repeat clients
15 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

Natalie took great care of our cats, kept us updated, and was just overall wonderful to work with. We would definitely ask her to watch them again in the future.

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Lisa W.
Sitter Profile Image: Lydia S.
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Lydia S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
164 reviews
49 repeat clients
10 years of experience
Middleton, WI, 53562

Lydia is absolutely amazing with our two cats! We were gone for over a week, the longest we've left them, and Lydia gave them lots of love and personal attention. Our tabby can get picky about when and whew she eats, and Lydia fed Ivy in all of her personal favorite spots. Her photos and videos were adorable and appreciated. The kitties were in great spirits when we returned, clearly expecting the same level of playtime and treats time Lydia gave them. Thank you so much!

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Clare S.
Sitter Profile Image: Allison C.
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Allison C.
from
$20
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
5 years of experience
Glen Oak Hills, Madison, WI, 53705

About: I have four dog nieces and nephews that I love very much and occasionally watch. I check in on my neighbors dog when needed. I successfully dog sat a Great Dane for a week who I fell in love with. I have a large fenced in yard that is the best for zoomies. I work from home M-F with a flexible schedule to take the dogs out to play or for a walk. The summer months I may be less available during the weekends but during the winter I will have more availability. I have a fenced in yard that is large enough for dogs to run. There are no other animals or children at this house making it a relaxing and peaceful place if the dog needs a more chill environment. I do have two doodle nephews that can come to play if the dog needs to socialize.

Sitter Profile Image: Hannah I.
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Hannah I.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
111 reviews
36 repeat clients
5 years of experience
Wexford, Madison, WI, 53717

Hannah was awesome with our 11 yo rescue dog, very caring and spent quality time with her. Hannah is very responsible, showed up promptly, and Luna was very happy with her visit (we were too)!

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Kathleen M.
Sitter Profile Image: Madalyn M.
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Madalyn M.
from
$15
per visit
5 years of experience
Middleton, WI, 53562

About: I enjoy caring for energetic dogs and love keeping them active through games like fetch and tug-of-war. I am a dependable and attentive pet sitter who is comfortable administering medications and providing any additional care your pet may need. I strive to build trust with every pet I care for, and I’m proud that many of my clients have chosen me as their recurring pet sitter. My goal is to ensure every pet feels safe, comfortable, and well cared for while their owners are away. I am currently available through the beginning of August and am happy to discuss scheduling to find a time that works for you. Please feel free to message me with any questions about my availability. I typically provide care in your home to help keep your pets comfortable in their familiar environment. I can also welcome your furry family members into my home for stays of up to two days, if needed. While I do not have a fenced yard, I make sure every dog gets plenty of exercise through long walks and trips to local parks. If your dog enjoys socializing with other dogs and you approve, I’d be happy to take them to a dog park for additional play and enrichment. Your pet’s safety is always my top priority. I carefully follow your care instructions and make sure every dog in my care receives plenty of love, attention, exercise, and responsible supervision. My goal is for every pet to feel safe, happy, and well cared for while you’re away.

Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
223 reviews
87 repeat clients
11 years of experience
Madison, WI, 53705

Always super reliable! We know we can count on Cleda to do great drop ins with our cats when out of town. Very communicative and goes beyond to make sure the cats are taken care of

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Bailey S.
Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
19 reviews
6 repeat clients
12 years of experience
Junction Ridge, Madison, WI, 53717

Jennifer was such an amazing sitter for my furry babies. She took her time to ask questions and understand well how to care for them. The updates and pictures always were on point and left me feeling that my babies were in very caring and capable hands. Next time I will look for someone to look after my babies I will go for Jennifer.

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Franklin R.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
76 reviews
23 repeat clients
14 years of experience
Middleton, WI, 53562

We were grateful that Stephanie could help us out over the holidays. She was so gracious to pick up the keys and meet Layla on Christmas Day. Layla loved her. Everything went very smoothly. We highly recommend Stephanie!

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Brian K.
Sitter Profile Image: Ryan H.
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Ryan H.
from
$15
per visit
5.0 out of 5 stars
20 reviews
4 repeat clients
15 years of experience
Stonefield Woods-Ridge, Madison, WI, 53717

Ryan arrived on time and did a drop in visit with our pup as expected. He has a professional demeanor and seems genuinely to enjoy spending time with our pet.

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Tim S.
Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
137 reviews
53 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!

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Francesca C.
Sitter Profile Image: Molly H.
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Molly H.
from
$20
per visit
5.0 out of 5 stars
11 reviews
5 repeat clients
25 years of experience
Middleton, WI, 53562

Great experience. Our 2 dogs received wonderful care. To learn the routine, Molly spent a lot of time with us prior to her first day taking care of Truman and Nemo. Highly recommended

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Mike L.
Sitter Profile Image: Laura D.
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Laura D.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
37 reviews
10 repeat clients
15 years of experience
Madison, WI, 53719

Laura was such an amazing cat sitter for my two kitties! I reached out super last minute and Laura was so understanding and accommodating to our needs. Laura communicated beautifully and I felt super comfortable leaving my kitties in her care. I will definitely be booking with Laura again!! :)

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Janay B.
Sitter Profile Image: Isabel S.
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Isabel S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
34 reviews
9 repeat clients
15 years of experience
Midvale Heights Community, Madison, WI, 53711

Isabel is extremely reliable and patient with our new puppy. She comes over when she says she’ll come, and she takes lots of pictures and notes during her visit, which we really appreciate. She plays with our dog inside and outside and makes sure he gets some good attention while we’re away at work. Would highly recommend her!

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Jennifer V.
Sitter Profile Image: Yvonne L.
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Yvonne L.
from
$17
per visit
5.0 out of 5 stars
26 reviews
9 repeat clients
16 years of experience
Middleton, WI, 53562

Yvonne did such an amazing job caring for my kitten, Fazzie. She has such a warm, calming personality that made everything so much easier for him, and he absolutely adored her. She truly went above and beyond. When we ran into issues with my key fob, she even took time out of her day to work with the leasing office to get it fixed. Throughout the entire time I was away, she made sure every one of his needs was met and that he received plenty of love, attention, and comfort. I felt completely at ease knowing he was in such capable hands. I would 100% book with her again.

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Alessandra Nicolette B.
Sitter Profile Image: Steve J.
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Steve J.
Star Sitter
from
$16
per visit
4.9 out of 5 stars
25 reviews
5 repeat clients
4 years of experience
Madison, WI, 53717

Steve took amazing care of my two cats while I was away! He was great at communicating and left my house just as I had left it. I would def recommend him as a sitter!

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Rose K.
Sitter Profile Image: Mandy C.
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Mandy C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
22 reviews
5 repeat clients
4 years of experience
Verona, WI, 53593

Mandy is so great with our fur babies! Very responsive and provided such lovely updates and pictures, we didn’t worry one bit about our fur babies in Mandy’s care!

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Marlina M.
Sitter Profile Image: Anna H.
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Anna H.
from
$20
per visit
5.0 out of 5 stars
35 reviews
9 repeat clients
7 years of experience
Middleton, WI, 53562

It was our first time leaving our kitty for an extended period of time - Anna took excellent care of our girl! She eased my worries with frequent text and photos updates and was very patient getting to know our cat. We also ran into some technical issues (on my end) and Anna was very flexible! We are so grateful for her.

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Robyn Y.
Sitter Profile Image: Maiya W.
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Maiya W.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
111 reviews
32 repeat clients
5 years of experience
Middleton, WI, 53562

Maiya was reliable, asked great questions when we had our meet and greet, and sent us cute photos of her drop-in visit. We will use her again.

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Emily H.
Sitter Profile Image: Jennifer G.
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Jennifer G.
from
$25
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Middleton, WI, 53562

The sweetest human ever took great care of my dogs. I would definitely use Jennifer again. She’s the best.

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Kimberly M.
Sitter Profile Image: Kim M.
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Kim M.
from
$17
per visit
5.0 out of 5 stars
99 reviews
41 repeat clients
8 years of experience
Middleton, WI, 53562

I cannot express enough how lovely Kim has been with my cat, Maple. She follows through on everything I requested, even going above and beyond to adjust lights and blinds in my apartment depending on the time of day. Her updates on Maple are always very detailed and display how much she cares for pets. I am so pleased with her work that I already have her booked for my next trip!

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Alison B.
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The median cost per visit for pet sitting in Middleton is $20

Pet parents share their Rover experiences - Middleton

1 / 1
5.0 out of 5 stars

Stefanie was excellent and was always on time for our cat’s 2x/day feeding and insulin injections. Highly recommended

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Taryn O.
Drop-In Visits
5.0 out of 5 stars

Jennifer was great! She made sure to come by the day before to get familiar with my set up and meet my girls. I definitely recommend her to anyone new to Rover.

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Lisa H.
Drop-In Visits
5.0 out of 5 stars

May was a wonderful care provider for our cat. May was diligent, sensitive to our needs, and attentive to our cat. We would recommend May over and over again.

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Matthew S.
Drop-In Visits
5.0 out of 5 stars

Jennifer was great! She was detail oriented during our meet and greet and sometimes spent some extra time with Jeanie at check ins. Jeanie seemed calm when I got home and I was relieved on my trip to know that she would get her food on her regular schedule. I enjoyed getting photos because it helped me feel more at ease while away to see that Jeanie was eating and being cute as per usual. One of the photos was a really good photo of her stretching and I have since downloaded it for my collection haha. Thank you again!

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Laura T.
Drop-In Visits
5.0 out of 5 stars

Hannah is simply fantastic! I would happily rebook her without hesitation to look after our adorable cats, Meeko and Princess. :) She paid close attention to everything I shared during the meet-and-greet and throughout messages during drop-in visits, and I truly appreciated that. :) I highly recommend Hannah as a wonderful cat sitter!

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Ayelen B.
Drop-In Visits
5.0 out of 5 stars

Alliyah has been so wonderful! She has stopping by to care for my dog during my long work days. My dog loves her! Highly recommend!

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Alysse L.
Drop-In Visits
5.0 out of 5 stars

Natalie was great! She was thoughtful, thorough, attentive and generally very communicative and sent such cute pictures! My cat really loved her company and I loved all the detailed updates Natalie sent each day while I was gone out of town. I already rebooked her again for next month soon as this first booking ended. Thank you, Natalie!

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Ramsha S.
Drop-In Visits
5.0 out of 5 stars

Meeka is the absolute best she consistently goes above and beyond! My cat is so obsessed with her and I feel so confident that he is well taken care of when I’m gone. She has made going out of town a million times more enjoyable for me

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jordan m.
Drop-In Visits
5.0 out of 5 stars

Ryan was great. He stopped by once a day to check on my cat, feed him, and clean the litterbox. And we received a picture of my cat every day. Ryan jumped in at the last-minute request, and we greatly appreciated his timeliness and availability. Thank you, Ryan!

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Donna C.
Drop-In Visits
5.0 out of 5 stars

Sabrina was the absolute best and took amazing care of our two large unruly huskies and two cats. Your furry family members will be in great hands with Sabrina. Super timely, professional, and wonderful personality. Thank you for everything Sabrina. Wish I could give more than just 5 stars. =]

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Nood
Drop-In Visits
5.0 out of 5 stars

Jesse was amazing! She’s so kind and very helpful. I knew my cat was in safe hands. I for sure will be working with her again :)

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Kaitlyn O.
Drop-In Visits
5.0 out of 5 stars

Lydia is awesome! We were super worried about leaving our dog but both times we have booked Lydia, our dog didn’t even bark when we left.

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Holly A.
Drop-In Visits
5.0 out of 5 stars

Such a well dog sitter! Came to meet my dog and asked a lot of good questions on how to provide and care for my dog! She came did her thing just like how I told her and she went beyond! Gave me a lot of photos during the care and a lot of note taking on how my dog was! Definitely will book again and recommend her!

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Choua Y.
Drop-In Visits
5.0 out of 5 stars

We had a great experience with Kaitlyn! We needed a pet sitter last minute. She got back to us right away, and took great care of our two cats.

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Elizabeth K.
Drop-In Visits
5.0 out of 5 stars

It was our first time leaving our kitty for an extended period of time - Anna took excellent care of our girl! She eased my worries with frequent text and photos updates and was very patient getting to know our cat. We also ran into some technical issues (on my end) and Anna was very flexible! We are so grateful for her.

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Robyn Y.
Drop-In Visits
5.0 out of 5 stars

Cloey was great with our two cats. She kept us well informed while we were away and the cats seemed to enjoy her company. We would definitely book with Cloey again in the future.

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Beth R.
Drop-In Visits
5.0 out of 5 stars

Cleda did a great job checking in on our cat while we were on vacation. Amazing communication! Will continue to rebook with her for our future trips :)

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Stephanie K.
Drop-In Visits
5.0 out of 5 stars

Evan is an excellent pet sitter and our cat loves him! Evan alerted us and called when he discovered our electricity was off. We really appreciated his help.

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Luanne B.
Drop-In Visits
5.0 out of 5 stars

Sidney was reliable, attentive, and followed all care instructions. My cats were well taken care of and everything was handled smoothly. I’d happily book with her again.

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Kylee C.
Drop-In Visits
5.0 out of 5 stars

Rachel always takes such wonderful care of Mocha! We’re so grateful for her reliable checking in and communication and it always gives us peace of mind while we are away.

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Josie M.
Drop-In Visits
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Popular requests for pet sitting - Middleton

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Sitters in Middleton average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Middleton

Frequently asked questions about Rover

The average cost for Pet Sitting in Middleton on Rover is $22.2 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet 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 Pet Sitting. For more information on service fees, click here .

As of August 2026, there are 1,451 sitters on Rover offering Pet Sitting across Middleton. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Middleton stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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.

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

  • 91% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 94% 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.

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.

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