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 1,368
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: Maiya W.
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Maiya W.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
109 reviews
32 repeat clients
5 years of experience
Middleton, WI, 53562

Wow!! Working with Maiya was amazing! The pets were so happy when I came back, I think it was cleaner than when I left & Maiyas communication is soooo great! Highly recommend 100 million stars! Thank you!

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Nima N.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
68 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: 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

This is the second time Kim has taken care of our cat while we were away. Just like the first time, Kim did a wonderful job! I always loved seeing the pictures taken during her drop-in visits. We returned home after two weeks to a happy cat! Thank you Kim!!

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

Natalie was great to work with caring for our cat, JJ, while we were away visiting family. She communicated well, obviously loved him up (brushing, catnip, pets and cuddles), and saw to his general needs. Her check in photos made it pretty obvious he was having a lovely time in her presence. Things like fully replacing the litter and bringing in a package that shouldn’t have even come are maybe little to some but they’re a big help when you’re away and when getting back. Thank you, Natalie!

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Katie F.
Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
15 reviews
3 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: Cleda W.
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Cleda W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
219 reviews
87 repeat clients
11 years of experience
Madison, WI, 53705

Cleta did an amazing job taking care of our 3 cats while we were gone. She left thorough updates after each visit and took lots of pictures. It made me appreciate our vacation even more knowing our pets were in excellent care!

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

Mandy is so easy to communicate with and always responsive! She is very caring and attentive. I really enjoyed reading the Rover card every day, and I’m glad to see that she built such a wonderful friendship with my cat. I also have to emphasize—Mandy is a great photographer! Many of the photos she took are cute enough to be portraits (I secretly saved some of them🤭).

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Yushan
Sitter Profile Image: Anna H.
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Anna H.
from
$20
per visit
5.0 out of 5 stars
34 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: 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: 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

Evee took excellent care of our kitties (and fish)! She sent daily communication and texted if she had any questions. We will definitely be asking her to pet sit for us again!

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Charmaine F.
Sitter Profile Image: Lydia S.
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Lydia S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
161 reviews
48 repeat clients
10 years of experience
Middleton, WI, 53562

Lydia was a great communicator and very thorough sitter. She followed directions for providing medication perfectly. She also went above and beyond the simple requested drop in for our kitty's basic needs and provided plenty of attention and love. We will absolutely be booking again.

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Quinten B.
Sitter Profile Image: Jennifer F.
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Jennifer F.
from
$25
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Middleton, WI, 53562

About: Hi! I'm Jen and I'm a self-professed animal lover! Cats and dogs are a big part of my life. My family always used in-home pet sitting for our dogs, a couple of whom were traumatized and required a little more comfort than most. I understand how it can be hard to leave a dog in a kennel or an unfamiliar home. That's where I come in! Let me pamper your fur baby and put your mind at ease. I am an elementary school teacher on summer break, so I have pretty wide-open availability for the season. I craft heavily when I'm not working, but that can always be paused to attend to pets :) I believe in respect for animals first and foremost! Reading their body language and listening to their cues is crucial. I also believe in trusting owners’ advice about their pets since you know your fur baby best!

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

Allegra has been great with Ozzie and very supportive of our schedule with helping out with his potty breaks, dinners and play times. Ozzie loves to see her every time she visits! Thank you again Allegra for looking after Ozzie 😁🙏🏼

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Ruaidhri B.
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: Steve J.
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Steve J.
from
$16
per visit
4.9 out of 5 stars
24 reviews
5 repeat clients
4 years of experience
Madison, WI, 53717

Bro is efficient. Treats his clients like family bringing in mails and I really appreciate it. 4th week watching my meowies and I couldnt be anymore but greatful.

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Richard N.
Sitter Profile Image: Caitlin G.
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Caitlin G.
from
$12
per visit
2 repeat clients
20 years of experience
Middleton, WI, 53562

About: I treat animals as though they would be my own. I grew up around both dogs and cats so I know how to treat them very lovingly. I am usually spending time with my daughter every other weekend. I have a loving holden retriever that i would like to get outside with more at the dog park. I look forward to getting to know each and every one of you and your pets and would love to help out as much as I can. I currently dont work and am doing online schooling so I have plenty of time to spend with not not only my pup but yours as well. I usually stay at home, but if I do go out to the store my pup comes with me for a car ride or we go out to the dog park.

Sitter Profile Image: Raymar F.
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Raymar F.
from
$20
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Madison, WI, 53705

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.
Sitter Profile Image: Isabel S.
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Isabel S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
33 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: Laura D.
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Laura D.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
35 reviews
10 repeat clients
15 years of experience
Madison, WI, 53719

Laura is amazing!! Responds super quick and I felt so at ease knowing she would take great care of my young puppy who requires a lot of attention! Couldn’t have asked for anything better!

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Anna O.
Sitter Profile Image: Austin C.
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Austin C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
73 reviews
28 repeat clients
5 years of experience
Madison, WI, 53719

Austin is a dream walker! I got about 20 adorable pictures a day, all wallpaper and insta worthy ? He looked after my boisterous boy with enthusiasm, care and diligence. I cannot wait to plan my next vacation only so that newton and Austin can have more time together! ❤️ thank you so much, Austin!

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Nikita K.
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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

Jennifer always goes above and beyond for my pets. She’s great to work with and very willing to accommodate my pets’ needs (within reason).

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Jennifer M.
Drop-In Visits
5.0 out of 5 stars

Hannah was so great! She took great care of our cat Etta. We got daily photos and reports, she even closed our shed door when a big storm blew it open. We will happily hire her again!

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Jessica C.
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

Stefanie was great with our dog and 2 cats! Our dog is almost a year old and can be a lot, and Stefanie did great with her. Would definitely look for her again.

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

Jennifer was a wonderful kitty sitter! We got daily updates and photos. Thank you so much for taking such good care of our pets while we were away.

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Janie S.
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

Great communication and took great care of my little kitties! Flexible and thorough, always remembered to do and check thr little things i asked for and made sure I was receiving messages-also great pictures!

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Julia R.
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
5.0 out of 5 stars

No notes! Was reunited with my lil guy and he looks great. Loved getting pics and updates while I was gone.

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Abby P.
Drop-In Visits
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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

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet 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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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 July 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 July 2026, there are 1,520 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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