Pet Sitting Milwaukie

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Over 2,690
pet parents in Milwaukie have booked pet sitting

Milwaukie, 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.

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Sitter Profile Image: J B.
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J B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
26 reviews
15 repeat clients
20 years of experience
Lake Oswego, OR, 97035

J Does a great job with my pup and yesterday was super helpful because she drilled him on his commands and helped get some kongs prepped. J is reliable and communicates well.

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Marla K.
Sitter Profile Image: Megan O.
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Megan O.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
31 reviews
17 repeat clients
15 years of experience
Sellwood-Moreland, Portland, OR, 97202

We were so nervous about leaving our brand new puppy home for the first time while we went back to work. Megan came twice to feed and play with our two pups and was amazing and very communicative. Definitely recommend!

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Madeline M.
Sitter Profile Image: Camille & Shayla E.
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Camille & Shayla E.
from
$15
per visit
4.9 out of 5 stars
11 reviews
7 repeat clients
6 years of experience
Creston-Kenilworth, Portland, OR, 97202

Camille and Shayla were amazing with my cat, and are very lovely people. My cat is very shy towards new people, and they respected his boundaries. He came out of his shell after a few days of them stopping by. I appreciated their detailed reports.

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Katelyn L.
Sitter Profile Image: Suzie D.
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Suzie D.
from
$15
per visit
5.0 out of 5 stars
15 reviews
7 repeat clients
5 years of experience
Historic Milwaukie, Milwaukie, OR, 97222

This was the 2nd time Suzie pet sitter our pups. She always does a great job communicating and gives me a piece of mind knowing she’s reliable and the pups like her company.

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Connie R.
Sitter Profile Image: Lucinda Z.
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Lucinda Z.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
164 reviews
64 repeat clients
50 years of experience
Hayhurst, Portland, OR, 97239

Lucinda was great! I had a bit of an unusual care situation going on while I was gone this time, but I appreciated her updates and would definitely book with her again.

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Jenna C.
Sitter Profile Image: Melanie R.
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Melanie R.
from
$20
per visit
5.0 out of 5 stars
216 reviews
60 repeat clients
5 years of experience
Lents, Portland, OR, 97266

Melanie was a great drop in sitter for my three cats! She communicated well, kept the house clean while she was here, and most importantly took great care of the cats. I appreciated that she took the time to give them some attention / play time.

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Erica H.
Sitter Profile Image: ChristyLynn B.
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ChristyLynn B.
Star Sitter
from
$16
per visit
4.9 out of 5 stars
79 reviews
33 repeat clients
30 years of experience
Brentwood-Darlington, Portland, OR, 97206

ChristyLynn was able to accommodate a last minute drop in request. She was great with the dogs, they sense right away if someone is a dog person and she definitely is. She asked if it was ok for her girls to come for an evening visit and the dogs loved that. Great communication and appreciated the pics. Will definitely use her again.

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Courtney E.
Sitter Profile Image: Maya C.
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Maya C.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
38 reviews
12 repeat clients
15 years of experience
Creston-Kenilworth, Portland, OR, 97202

Maya was communicative, punctual and professional. My kitties and apartment were both well cared for. I will book with her again without hesitation.

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Kennett P.
Sitter Profile Image: Adeline S.
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Adeline S.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
63 reviews
25 repeat clients
5 years of experience
Lake Oswego, OR, 97034

Adeline was amazing with our 7 month old Havanese! We can’t wait to use her services again. She has such a calm demeanor and is so kind. You can tell that she really loves caring for your fur babies. Do not pass up the services that Adeline provides, we are thrilled that we found her!

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Daniela H.
Sitter Profile Image: kaylin r.
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kaylin r.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
150 reviews
47 repeat clients
10 years of experience
Richmond, Portland, OR, 97215

Kaylin was a gem! Our beagles just loved her. We especially loved Kaylin's attention to detail, flexibility and punctuality. Great communication and so kind. Thank you Kaylin for your compassion for our pups and us!

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Laura B.
Sitter Profile Image: Paisley C.
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Paisley C.
from
$19
per visit
5.0 out of 5 stars
148 reviews
32 repeat clients
11 years of experience
Corbett-Terwilliger-Lair Hill, Portland, OR, 97239

Paisley took thoughtful care of our cat and guinea pig while we were away. We received updates with photos at every visit. Our time away from home was stress free knowing our pets were safe and happy with Paisley.

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Roberta A.
Sitter Profile Image: Charles S.
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Charles S.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
94 reviews
24 repeat clients
41 years of experience
Woodstock, Portland, OR, 97206

Oh my gosh! Charles was amazing! He was very attentive to mister and great at providing details on how the visit went. Plus the photos sent with each visit made me feel like Mister (my cat) was having a blast. Would definitely recommend him to anyone and everyone. Thank you so much Charles!

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Mianna K.
Sitter Profile Image: Tiana W.
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Tiana W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
448 reviews
111 repeat clients
8 years of experience
Happy Valley, OR, 97086

Tiana was super communicative and responsive! She took excellent care of our cats while we were on vacation and kept us in the loop on when she would be able to drop by each day; it gave us piece of mind. She also sent us picture updates everyday to show us how our babies were doing. Would book with her again for sure!

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Lauren W.
Sitter Profile Image: Lucas C.
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Lucas C.
from
$14
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
15 years of experience
Portland, OR, 97202

Lucas was very attentive and so sweet to our old kitty. Our cat sometimes decides he won’t use his litter box and Lucas handled it with grace and total rockstar. Beau also can be picky who he likes but warmed up to Lucas right away!! We will absolutely be booking Lucas again. Highly recommend!

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Jordan M.
Sitter Profile Image: Susan J.
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Susan J.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
111 reviews
27 repeat clients
10 years of experience
Corbett-Terwilliger-Lair Hill, Portland, OR, 97239

Susan did a great job with the drop in visits and our senior pup. She kept us informed and feeling calm while we were away knowing how our girl was doing and that she was getting the care she needed.

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Monica G.
Sitter Profile Image: Kristy L.
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Kristy L.
from
$25
per visit
5.0 out of 5 stars
30 reviews
9 repeat clients
30 years of experience
Brentwood-Darlington, Portland, OR, 97206

Highly recommend Kristy! Booked for drop-in with less than a weeks notice & Kristy replied promptly and cheerfully. Professional, very kind, trustworthy and my pup absolutely adored her. He looked so happy in all her sweet photos. Was our first time with Kristy and we’re looking forward soon to our next booking!

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Meg J.
Sitter Profile Image: Kathy S.
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Kathy S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
87 reviews
20 repeat clients
50 years of experience
Sellwood-Moreland, Portland, OR, 97202

This was my first time using Rover and a dog sitter, so I was a little nervous at first — but Kathy immediately put me at ease! She was warm, professional, and clearly experienced with dogs. My pups were relaxed and enjoyed their time with her. I appreciated the updates and photos she sent, which really helped me relax while I was away. I couldn’t have asked for a better first experience — thank you, Kathy!

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Laura C.
Sitter Profile Image: Kat G.
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Kat G.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
32 reviews
14 repeat clients
5 years of experience
Oregon City, OR, 97045

Kat is always eager to help to check in on my cat Hank, and is very timely and communicative. It's a great feeling to know that I can rely on her when I'm out of town.

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Matt H.
Sitter Profile Image: Ann M.
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Ann M.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
115 reviews
34 repeat clients
1 year of experience
Corbett-Terwilliger-Lair Hill, Portland, OR, 97239

Ann was great! Flexible, communicative, took cute pics of our kitties :), and came twice a day to hang out with them. Kept an extra eye on one who was just over a urinary blockage. Will definitely use her again.

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Jessi A.
Sitter Profile Image: Rebecca S.
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Rebecca S.
from
$14
per visit
5.0 out of 5 stars
1 review
1 repeat client
11 years of experience
Portland, OR, 97206

About: I've been caring for pets for over 11 years and have experience with dogs of all ages, sizes, and personalities. I understand that every dog is unique and take the time to learn their routines, preferences, and needs. I have experience with senior dogs, puppies, multi-dog households, and pets who may need a little extra patience and reassurance. My goal is always to provide safe, compassionate care so pet parents can have peace of mind while they're away. I currently have availability for walks and drop-in visits in the afternoons and evenings, with additional flexibility on certain days. I strive to provide dependable care and will always communicate promptly regarding scheduling and updates. Safety is my top priority. I carefully follow each pet's routine, feeding schedule, medication instructions, and exercise needs. I take time to build trust with every animal and always use secure leashes and harnesses during walks. In my home, pets are supervised and introduced thoughtfully based on temperament and comfort level. I believe in treating every pet like a member of the family.

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The median cost per visit for pet sitting in Milwaukie is $20

Pet parents share their Rover experiences - Milwaukie

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5.0 out of 5 stars

Kathy is always very communicative and reliable! Takes great care of our kitties and pays attention to detail, even doing extra things like opening windows for them when it’s getting hot out. We feel great knowing the cats are in her hands while we are away!

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

Megan did a fabulous job caring for my apartment and my anxious cats while I was away for a week. I recommend their services and will definitely be using them in the future!

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

Kay was so awesome and I would definitely have her watch Hugo again. She was very flexible with my last minute booking and gained Hugo’s trust quickly even though he is not a fan of new people. Kay’s notes were thorough and I felt really good knowing everything Hugo had done during her stay. 10/10 Would book again. Thanks Kay!

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

Simon was very communicative and attentive to our shy cat. She arrived even earlier than expected which was highly appreciated. I would book and recommend Simon to again and again!

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

Catherine is fantastic! She’s watched our dog Harley twice now. Harley is leash reactive, and we feel totally confident with her walking Harley. Sends pics, prompt, extremely responsive, and she even let Harley out after she’d left because our flight was delayed. Will book again!!

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

Kristen was amazing with our cat Marvin! I would highly recommend her. Marvin is a nervous kitty and doesn’t warm up to people easily, but Kristen put him immediately at ease. Her calm demeanor and attention to his body language (not petting at first, letting Marv come to her) made him feel safe and by the end of her sitting with him, he was downright cuddly. If you are looking for an attentive, patient and well attuned animal lover to care for your pet Kristen is it!

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Eileen E.
Drop-In Visits
5.0 out of 5 stars

Daisy was super easy to communicate with. Prompt responses to all messages. Got pictures from every check in. Very easy person to work with and took great care of my dogs for a short weekend away. Thanks so much Daisy!!

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

Thank you so much for taking care of our crew yet again! They’re in such great care with you and reassuring to know we can leave and not be worried about them. We appreciate you!

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Chloe P.
Drop-In Visits
5.0 out of 5 stars

Thanx for checking in on Mikey and ensuring he was getting some attention and play while I was away!

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

Veronica was wonderful. She was able to check on my dog for a last minute visit during a stressful situation. She took excellent care of him and my other dog, and went above and beyond what I booked her for. She was fast, communicative, and genuinely cared about my pets!

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

Sydney did a fantastic and reliable job for over 2 weeks taking care of our two puppies mid-day. Very trustworthy and responsible.

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Brian D.
Drop-In Visits
5.0 out of 5 stars

Hannah was able to help me out with a last minute request to feed and care for my two cats. She collected my mail and packages while I was gone, and took great care of my kitties. Her check-in photos were great, and I was able to relax during my trip knowing that she was minding the kitties while I was traveling. Thanks so much!

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

Jon and his fiancee were so wonderful! They came in clutch last minute, and were super communicative, thoughtful, and sweet to our pup. Will absolutely book with them again!

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Emily and Kyle M.
Drop-In Visits
5.0 out of 5 stars

My dog loves Taylor time! After I come back from a trip, he continues looking for her, which is the best compliment he can give. Taylor has gently worked to figure out the tricks for getting ear and eye medicine delivered to a dog who would prefer we not, while still being a fun playmate, walker, and nap companion. She communicates often and well with me so I know my guy is in good hands when I'm away.

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Kimber N.
Drop-In Visits
5.0 out of 5 stars

Chanda, I feel so lucky to have found you for Otto and I’m truly sad to see you go. You are one of the best and kindest dog walkers I’ve had for my boy and I appreciate all of the hard work and love you showed Otto. I hope someday we cross paths again, as I know he will miss you. The very best of luck with your new adventures!! ❤️

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

Louise has been absolutely amazing! She has helped us twice now with drop in's while we were away on a trip and kept our senior fur baby well taken care of 😊🐻. She sends lots of photos and updates which is so nice when you are away from your fur baby.

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

Kiley was so attentive and great with my cats! She was also so helpful and patient working with me being new to the area.

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

We were very happy with the care that Celeste provided for our cat while we were away. We had good communication and would definitely use her again.

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Lori P.
Drop-In Visits
5.0 out of 5 stars

Gera deamlessly stepped into our medical routine for our geriatric cat. She was very communicative, reached out with clarifications in places our instructions weren't explicit since she knew how delicate our cat's health can be. We really appreciated her diligence and care of our high needs cat.

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Alejandra G.
Drop-In Visits
5.0 out of 5 stars

Truly the Meowy Poppins of Portland. Adrianna not only played with and fed my two kitties but found new treats and toys they LOVE. Above and beyond a cat sitter. Adrianna is a cat angel. 👼

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Quinlan T.
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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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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

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Popular requests for pet sitting - Milwaukie

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Sitters in Milwaukie average 7
repeat pet sitting clients

FAQs for Drop-In Visits - Milwaukie

Frequently asked questions about Rover

The average cost for Pet Sitting in Milwaukie on Rover is $19.98 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 6,596 sitters on Rover offering Pet Sitting across Milwaukie. 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 Milwaukie 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 Milwaukie. On Rover:

  • 96% of sitters can help with special care needs
  • 97% 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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