House Sitting Pewaukee

Find a loving house sitter to watch over your pets and your home.

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Over 64
pet parents in Pewaukee have booked house sitting

Pewaukee, Find top rated house sitting

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

1 / 1
Sitter Profile Image: Meagan W.
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Meagan W.
from
$40
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
19 years of experience
Pewaukee, WI, 53072

Meagen was communicative and great with our senior dog who needs a little extra patience and love.

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Abby D.
Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$52
per night
5.0 out of 5 stars
79 reviews
18 repeat clients
20 years of experience
Delafield, WI, 53018

Tara is amazing. She took such good care of our girl, providing daily pictures and updates. Super communicative and so thoughtful. She even left us a welcome home note with a synopsis of how her stay with Rosie went. We will definitely be asking her to watch our girl again. Can't recommend her highly enough.

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Holly S.
Sitter Profile Image: Makeady O.
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Makeady O.
from
$28
per night
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Waukesha, WI, 53188

She took such amazing care of our dogs while we were away!

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Chris O.
Sitter Profile Image: Hailee W.
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Hailee W.
from
$50
per night
10 years of experience
Waukesha, WI, 53188

About: I have had dogs and helped to care for them for my entire life. Including maintaining proper feeding schedule, walking and exercising dogs, playing with dogs, comforting dogs, etc… I frequently dogsit (including overnight stays) for my nephew puppy (Theo, mini bernedoodle), who is now 11 months old but have been helping with him since we was 2 months old. I will be getting my own mini dachshund puppy in August! :) I currently work full-time as a nanny. However, my schedule will be changing in August, as I will be opening my own coffee shop in September. With my current schedule, I would be available early mornings (before 7/8am usually) or evenings (after 4pm usually). I am wide open on weekends. In August, my schedule will remain the same, though I will also be wide open on Tuesdays and Wednesdays. In September, when the coffee shop opens I will be flexible Saturday-Monday and available after 2:30pm the rest of the week. In your home, I will always follow your established rules for your pet. I am comfortable using harness and leash, overseeing pets in a fenced in area, walking dogs, administering medications, feeding dogs, playing, etc.

Sitter Profile Image: Mathaus M.
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Mathaus M.
from
$29
per night
4.9 out of 5 stars
11 reviews
1 repeat client
17 years of experience
Pewaukee, WI, 53072

About: I have spent years caring for the dogs of friends and family, and I’ve realized there is nothing I enjoy more. Since my current apartment doesn't allow pets, I have a "dog-sized hole" in my life that I’d love to fill by caring for yours! Being self-employed gives me a very flexible schedule, allowing me to prioritize your dog’s routine—whether they need a long midday trek or a dedicated house sitter to keep them company while you’re away. As a self-employed professional, my schedule is very flexible, allowing me to easily integrate pet care into my daily routine. Since I work from home and cannot have dogs in my own apartment, I treat my walks and house-sitting bookings as my primary motivation to get outside for walks. My priority is maintaining your dog's familiar routine to keep them stress-free. I provide dedicated companionship, and because I am self-employed, I can often bring my work with me to ensure your pet isn't left alone for long periods.

Sitter Profile Image: Amber K.
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Amber K.
Star Sitter
from
$40
per night
4.8 out of 5 stars
12 reviews
6 repeat clients
10 years of experience
Waukesha, WI, 53186

Amber is fantastic! Very reliable, sends photos of our fur babies and updates throughout her stay. She is a great house sitter and leaves our home as it was when we left. I highly recommend Amber if you are in need of a caring, considerate, and excellent communicator to watch your dogs. 🐕 🐾🩵

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Shenlee S.
Sitter Profile Image: Wendy W.
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Wendy W.
from
$65
per night
5.0 out of 5 stars
17 reviews
6 repeat clients
12 years of experience
Pewaukee, WI, 53072

We felt very comfortable leaving our dogs in Wendy’s care. She was super accommodating for our last minute request . Left the house in great shape and left a nice hand written note . Dogs were well cared for ! Would definitely use Wendy again .

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Tracie K.
Sitter Profile Image: Camilla E.
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Camilla E.
from
$80
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
Waukesha, WI, 53186

My husband and I decided to take our 1 year old lab, Syrah, on a road trip from Tillamook to Seattle for the weekend. We really wanted to go to a beer release party on Saturday afternoon, but did not want to leave the pup in the car for 4 hours. I put out a request on Rover for someone to meet us at the Brewery and play/exercise the dog while we enjoyed our event. It worked out perfectly!

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Pamela L.
Sitter Profile Image: Marinda M.
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Marinda M.
from
$50
per night
5.0 out of 5 stars
5 reviews
1 repeat client
6 years of experience
Waukesha, WI, 53188

I’m so glad we found Marinda to care for our Toby! She’s super communicative, caring, and just overall a wonderful person. Everything you could ask for in a pet caretaker. Looking forward to many more visits from her!

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Mary H.
Sitter Profile Image: Brianna H.
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Brianna H.
from
$65
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
25 years of experience
Pewaukee, WI, 53072

About: I have had dogs my whole life growing up and I always loved having their companionship. As an adult, I’ve had three wonderful dogs of my own, two of which I trained from puppies. I truly believe in the importance of daily walks for dogs—not just for their physical health, but also for their happiness and mental well-being. There’s nothing better than seeing a dog light up while exploring, sniffing, and enjoying the fresh air. Walking dogs isn’t just about them; I love the time outdoors, too. It’s a chance for both of us to recharge and enjoy life’s simple pleasures together. I currently work remote so my days are pretty flexible. As long as i don't have meetings scheduled, I can be available for a walk! My meetings are usually scheduled 24-48 hours in advance so I can plan accordingly. We have an open back yard that runs into the Fox River. Both sides of our yard have lots of trees, however it is open to the front. We keep an eye on our dogs when outside.

Sitter Profile Image: Cooper B.
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Cooper B.
from
$70
per night
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Hartland, WI, 53029

Cooper is a kind, reliable pet sitter. I felt completely comfortable having him spend time with my dogs and stay in my home. I’d definitely work with him again and would encourage you to consider him for your needs as well.

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Ryan P.
Sitter Profile Image: Joey C.
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Joey C.
from
$65
per night
5.0 out of 5 stars
77 reviews
18 repeat clients
40 years of experience
Hartland, WI, 53029

Joey was fantastic. She took our dogs on multiple walks and played with them in the yard. Joey sent us multiple pictures throughout her time with the dogs and gave us updates regularly. We will definitely use her in the future.

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Erin R.
Sitter Profile Image: Tereace S.
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Tereace S.
from
$50
per night
5.0 out of 5 stars
4 reviews
1 repeat client
2 years of experience
Lower East Side, Waukesha, WI, 53188

Tereace was so good with Cleo!! She took her on so many adventures in the wild. Sent some of the best photos I’ve seen of Cleo and accommodated all of her needs! She was super responsive and sent lots of updates and photos! I’ll definitely be using Tereace again!!

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Dayne R.
Sitter Profile Image: Emma R.
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Emma R.
from
$60
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Pewaukee, WI, 53072

About: I've lived with animals my entire life. Growing up, we had five dogs, four cats, bunnies and guinea pigs, snakes and lizards, fish, and chickens. Currently, while living at home in the summers, we have snakes, lizards, spiders, a cat, and three dogs, one of which is mine. My dog Winston is a service dog in training that my mom and I are owner-training. While I'm in no way a professional trainer, I can help with teaching or maintaining the basics with any dog. I'm currently home for the summer from school and waiting on an application for a part-time job. I am free most of the day right now, as I haven't started working yet. So, I can come over and take care of any pet's needs most any time. I can take care of your animals' needs any time, whether it's taking them on a walk, letting them outside, feeding, cleaning up, or playing with them. My dogs at home are crate trained, so if your dog also stays in a crate at certain points of the day or night, I can easily crate them.

Sitter Profile Image: Sara V.
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Sara V.
from
$45
per night
5.0 out of 5 stars
23 reviews
9 repeat clients
17 years of experience
Sussex, WI, 53089

Sara recently stayed the night with my two dogs. My night away was made more relaxing, knowing that they were in great hands. Sara is conscientious, great with dogs, and a wonderful person.

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Sue B.
Sitter Profile Image: Taylor S.
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Taylor S.
from
$50
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
25 years of experience
Waukesha, WI, 53186

My experience in working with Taylor was excellent. Great communicator and most importantly cared for my 10yr lab while out in a work trip. Taylor went above and beyond what was required as she left the house spotless, and washed bedding and bathroom towels before leaving.

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Todd L.
Sitter Profile Image: Rayanna P.
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Rayanna P.
Star Sitter
from
$78
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
6 years of experience
Menomonee Falls, WI, 53051

Rayanna was absolutely wonderful! She house sat our puppy over New Year’s eve and was so kind and very respectful of our home. Our girl is still in the midst of training, and requires both close attention and lots of potty breaks and Rayanna handled everything so wonderfully! She even sent us picture updates :) Highly, highly recommend and hope to book with her again in the future.

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Carlie H.
Sitter Profile Image: Catilyn Z.
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Catilyn Z.
from
$75
per night
8 years of experience
Waukesha, WI, 53186

About: Hi, I'm Catilyn! 👋🐾 I've been caring for pets for several years professionally, and nothing makes me happier than helping them feel safe, comfortable, and loved while their families are away. I understand that every pet has their own personality and routine, so I take the time to get to know them and provide care that's tailored to their individual needs. Whether your pet loves long walks, playtime, cuddles on the couch, or simply having a calm and reassuring companion, I'm happy to provide the care that helps them feel at ease. I have experience caring for puppies, adult pets, senior pets, and multi-pet households, and I'm comfortable following detailed care instructions, administering medications when needed, and keeping up with feeding schedules and daily routines. Communication is important to me, so you'll receive regular updates, photos, and messages throughout my visits. My goal is to give you peace of mind knowing your pet is receiving dependable, compassionate care while you're away. I treat every pet as if they were my own, and I would love the opportunity to meet you and your furry family members. I look forward to providing a safe, fun, and loving experience for your pets! Pet care fits very well into my schedule! I work full-time evening shift, which allows me plenty of flexibility to accommodate drop-in visits and walks throughout the day. My work shifts are primarily in the evenings 5 pm - 1 am Tuesday, Thursday, Friday, & Saturday. My work schedule can be adjusted based on the type of booking needed with advance notice. I'm available for morning, midday, and early afternoon visits, as well as full availability on Mondays, Wednesdays, and Sundays. I keep my availability up to date and only accept bookings that I know I can fully commit to. Providing reliable, consistent care is important to me, and I always make sure each pet receives the time, attention, and love they deserve. When caring for pets in your home, my priority is to keep their routine as normal and stress-free as possible. I know pets are most comfortable in their own environment, so I take the time to follow your care instructions closely—from feeding schedules and walks to playtime, medications, litter box cleaning, or any special requests. I also treat every home with the same care and respect I would my own. I'll keep things clean and tidy, make sure your pet has fresh food and water, and give them plenty of love and attention based on their personality and comfort level. Whether your pet is energetic and playful or shy and independent, I let them set the pace while making sure they feel safe and cared for. You'll receive regular photo and video updates after each visit so you can have peace of mind knowing your pet is happy, healthy, and in good hands while you're away.

Sitter Profile Image: Rowan B.
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Rowan B.
from
$65
per night
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Waukesha, WI, 53188

Our Chunks loved hanging out with Rowan! He got lots of excersize, love, and play time and is now sleeping peacefully because he had so much fun! Definitely will be using her again!

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Naomi N.
Sitter Profile Image: Allison S.
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Allison S.
Star Sitter
from
$88
per night
5.0 out of 5 stars
55 reviews
20 repeat clients
3 years of experience
Sussex, WI, 53089

Allison took wonderful care of our fur babies (and our home). We appreciated the frequent pictures/videos, since we missed our boys something terribly. Our cats are usually scaredy cats, and hide from strangers. Allison bonded with them quickly and they were comfortable with her around. One of our cats require daily medication, and Allison was such a pro, making sure he was well cared for. We truly appreciate her care and support of our family and home. Would highly recommend.

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Thomas D.
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The median cost per night for house sitting in Pewaukee is $50

Pet parents share their Rover experiences - Pewaukee

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5.0 out of 5 stars

Marinda was phenomenal with our pups! We felt at ease leaving our younger puppy and older dog. She was very respectful, knowledgeable about dogs, and kept us up to date every step of the way!

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Kelly I.
House Sitting
5.0 out of 5 stars

Tereace was so good with Cleo!! She took her on so many adventures in the wild. Sent some of the best photos I’ve seen of Cleo and accommodated all of her needs! She was super responsive and sent lots of updates and photos! I’ll definitely be using Tereace again!!

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Dayne R.
House Sitting
5.0 out of 5 stars

Phoebe was great! Sent me pictures and videos of my pup and it was clear she was well taken care of. I highly recommend her.

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Angela N.
House Sitting
5.0 out of 5 stars

Faith was wonderful! Took great care of all five of our animals! Sent many updates and pictures! I felt very comfortable knowing that they were all being loved and well cared for! Will absolutely use again!

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Becky M.
House Sitting
5.0 out of 5 stars

Wendy was fantastic. She was prompt and communicated excellent. She stayed at our house and kept the house clean and took care of our dog like it was her own. I highly recommend Wendy and hope to have her watch our dog in the future!

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Tom C.
House Sitting
5.0 out of 5 stars

This is our second time booking with Amanda and I cannot say enough great things about her and her care of our pups. Knowing Amanda is watching the dogs while we are either on vacation or work trips takes all of our worries and stress away when it comes to the care of our dogs. She is dependable, trustworthy and communication is always spot on! Thank you again!!!

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Kaitlyn & Alexis G.
House Sitting
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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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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.

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

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
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    Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for house sitting - Pewaukee

Select a filter and find qualifying sitters offering house sitting.

Sitters in Pewaukee average 4
repeat house sitting clients

FAQs for House Sitting - Pewaukee

Frequently asked questions about Rover

The average cost for House Sitting in Pewaukee on Rover is $44.4 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of July 2026, there are 1,272 sitters on Rover offering House Sitting across Pewaukee. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Pewaukee walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Pewaukee maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Pewaukee choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a 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.

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

  • 92% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 98% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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