Pet Sitting Middleton

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Over 1,424
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: Eric C.
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Eric C.
from
$15
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
40 years of experience
Madison, WI, 53715

Eric was warm and gentle caring for Cocoa. He was thoughtful and diligent to make sure he had everything he’d need to offer the best care. Will definitely book with him again. Thanks Eric!

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Krista I.
Sitter Profile Image: Allison C.
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Allison C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
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: Natalie B.
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Natalie B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
286 reviews
103 repeat clients
15 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

This was our 1st time using Rover and Natalie did a great job explaining the process. She even came by to meet us and Rio before her scheduled drop in and we loved all the pics and notes she sent us on the Rover Card. She was great at communicating and made us feel comfortable leaving Rio in her hands. We look forward to using her again and thank you, Natalie!

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Alyssa P.
Sitter Profile Image: Caitlin G.
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Caitlin G.
from
$12
per visit
5.0 out of 5 stars
1 review
4 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: Lydia S.
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Lydia S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
169 reviews
49 repeat clients
10 years of experience
Middleton, WI, 53562

Lydia went above and beyond while cat sitting our Apollo. Not only does she do a great job, but we had asked her to look for an item we thought was left behind, and she was awesome in her search for it. I highly recommend Lydia.

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Sonja J.
Sitter Profile Image: Julia M.
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Julia M.
from
$18
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
University Apartments, Madison, WI, 53705

About: Hi! I’m a graduate student who loves animals and understands how important it is to find someone you trust to care for them. I have experience caring for dogs with different temperaments, including dogs with anxiety and dogs who need medication or extra patience. I’m very responsible, detail oriented, and I take pet care seriously - I know I’m caring for a member of your family. I’m happy to follow your pet’s normal routine as closely as possible, including walks, feeding schedules, crate routines, and any specific instructions you have. I’ll also send regular updates and photos so you know your pet is doing well. My schedule is flexible, and I’m available for drop in visits, walks, and house sitting. I’m reliable and will always communicate clearly about timing and availability. Your pet’s safety and comfort comes first. I follow routines, use secure leashes, provide updates, and create a calm, safe, consistent environment for your pet

Sitter Profile Image: Mandi W.
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Mandi W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
19 reviews
7 repeat clients
7 years of experience
Verona, WI, 53593

Absolutely fantastic experience with Mandi and delighted she was able to take our booking. Mandi came for a meet-and-greet in advance of the booking to review details and get acquainted with our home, our cat, and his care. He was much more relaxed and comfortable when we returned than when we've picked him up from boarding in the past; at his advanced age, that means so much! We're looking forward to our next booking with Mandi!

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Annie L.
Sitter Profile Image: Madalyn M.
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Madalyn M.
from
$15
per visit
5.0 out of 5 stars
4 reviews
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: Stefanie B.
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Stefanie B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
89 reviews
29 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: Jennifer B.
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Jennifer B.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
30 reviews
8 repeat clients
12 years of experience
Junction Ridge, Madison, WI, 53717

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.
Sitter Profile Image: Sophie E.
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Sophie E.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Verona, WI, 53593

Sophie was punctual, communicative, and did a great job dropping in to check on our puppy during the workday. Highly recommend!

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Olivia B.
Sitter Profile Image: Anna H.
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Anna H.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
37 reviews
10 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.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
23 reviews
4 repeat clients
15 years of experience
Stonefield Woods-Ridge, Madison, WI, 53717

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.
Sitter Profile Image: Alliyah D.
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Alliyah D.
from
$18
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
2 years of experience
Wexford, Madison, WI, 53717

Alliyah watched our 15 y/o dog for 12 days while we were on spring break. She was easy to schedule with and communicative. Georgie seemed to really enjoy her visits and we recommend her!

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Paige N.
Sitter Profile Image: Yvonne L.
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Yvonne L.
from
$17
per visit
5.0 out of 5 stars
27 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: Cloey D.
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Cloey D.
from
$18
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
9 years of experience
Middleton, WI, 53562

Cloey took wonderful care of my pets while we were traveling. She sent updates and pictures, and helped save one of our chickens lives! We are so grateful for her help.

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Kate F.
Sitter Profile Image: Steve J.
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Steve J.
Star Sitter
from
$17
per visit
4.9 out of 5 stars
28 reviews
5 repeat clients
4 years of experience
Madison, WI, 53717

Steve goes above and beyond buying food for my always hungry meowysaurouses when they ate all months ration. I couldnt ask for a dedicated bro.

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Richard N.
Sitter Profile Image: Becky & Judd W.
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Becky & Judd W.
from
$15
per visit
5.0 out of 5 stars
33 reviews
4 repeat clients
3 years of experience
Madison, WI, 53719

About: Our kids LOVE dogs, they pretty much live for them. We can't have our own right now, so we want to love on yours while you're away! We've owned our own dogs, and both of the adults grew up taking care of and loving dogs. We're happy to help reinforce any training that you're doing with your pup! We work during the week, but we can spend the weekend giving full-time care to your dog! We are open to watching your pup during the week, but they would be home alone from about 9am-4:30 pm. Just send me a message if you need longer care than the weekend and we can discuss details! We have a fenced backyard with plenty of room for dogs to run and play fetch. We can offer plenty of outside time and bathroom breaks, we're happy to keep your pet on their typical schedule!

Sitter Profile Image: Gen A.
Verified Background Check
Gen A.
from
$30
per visit
5.0 out of 5 stars
335 reviews
202 repeat clients
7 years of experience
Middleton, WI, 53562

Gen was great with our young kittens, playtime/feeding/litter management. We appreciated the photos, checkin and prior meet up! Will be using her again soon!

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Christy J.
Sitter Profile Image: Naomi M.
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Naomi M.
from
$18
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
2 years of experience
Middleton, WI, 53562

About: I regularly walk and check in on a dog four times a week and have pet sat for several families. I’ve also helped care for my families dog over the years. I’m reliable, patient, and always make sure pets feel safe and cared for. I currently have a pretty high availability to care for pets — through boarding, quick walks, drop in visits, etc! I love early morning walks and exploring nature. I provide a calm, safe environment and always follow care instructions closely. Though I don’t have a fenced yard, I’m comfortable caring for dogs and cats — supervising pets carefully to ensure their safety and comfort at all times.

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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

Did a wonderful job taking care of our one year old pitbull mix and two cats for a long weekend. Great with all of them and great communication. Thanks!

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

Thank you so much, Jessica! Last minute booking for a drop in visit. Appreciate the flexibility, and our girl seemed well taken care of :)

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Elena V.
Drop-In Visits
5.0 out of 5 stars

She was thoughtful and helpful, flexible and pleasant to work with. My cat liked her, too. Would recommend!

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Eric
Drop-In Visits
5.0 out of 5 stars

Caitlin was very responsive and did great work the pups, even one that is a bit of a troublemaker! Definitely recommend her services!

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Ben V.
Drop-In Visits
5.0 out of 5 stars

May has been a wonderful help with our cat. Attentive to our needs and concerns. This is our second time with May and hopefully not the last.

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

My vats have developed some complicated feeding instructions, but Jennifer took great care of them as always, while I was away.

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

Madalyn did a spectacular job watching my three cats for 5 days. She was super great with communicating any issues like my cat feeder that ran out of batteries and stopped working, went above and beyond to help get that fixed, and made sure to keep me updated the whole time. She was extremely polite and respectful of my home and my cats, and I felt very reassured during my vacation knowing she was there to care for them. I will absolutely be booking with Madalyn again in the future!

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

Molly was great! So thoughtful and attentive to our Lucy. I especially appreciated her informative updates. We came home to a happy well cared for dog.

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Julie J.
Drop-In Visits
5.0 out of 5 stars

Once again, Hannah has provided such loving care to our adorable little ones, Meeko and Princess :) We're truly thankful to have found her to look after our little ones whenever we're away!

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Ayelen B.
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

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

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
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

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Popular requests for pet sitting - Middleton

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Sitters in Middleton average 7
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 September 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 September 2026, there are 1,462 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
  • 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.

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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