Pet Boarding in Waukesha

Find a loving Waukesha pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Waukesha pet boarders

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: Mary & Hanna S.
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Mary & Hanna S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
135 reviews
65 repeat clients
11 years of experience
Sussex, WI, 53089

Brian and Mary took great care of Rosey, as always! I feel so comfortable leaving her with them and appreciate all of the photos while we’re away! Thank you!!!!

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Nicole D.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott and his dog Lucy were a great match for Roo! I received multiple picture updates and he was great at communicating. We met up beforehand to ensure a good match, and it was clear Scott has a natural way with dogs. Would gladly rebook!

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Jack P.
Sitter Profile Image: Mathaus M.
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Mathaus M.
from
$55
per night
4.9 out of 5 stars
11 reviews
1 repeat client
17 years of experience
Pewaukee, WI, 53072

Matt was awesome with the girls. It was their first time staying somewhere other than home. They did great. Kept me informed throughout the whole stay and sent lots of pics updating me on their stay. He was also very flexible with our needs and followed every single detail for the girls care. Will be using Matt again and highly recommend him to others as well

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Alberto F.
Sitter Profile Image: Kimberly F.
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Kimberly F.
Star Sitter
from
$35
per night
5.0 out of 5 stars
17 reviews
2 repeat clients
18 years of experience
West Allis, WI, 53227

We had a great experience with Kimberly. She was incredibly kind, patient, and attentive to our puppy. She was very responsive to messages. We could tell our puppy was well cared for and loved. We will definitely book with her again.

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Nicholas A.
Sitter Profile Image: Amber W.
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Amber W.
from
$50
per night
5.0 out of 5 stars
4 reviews
1 repeat client
39 years of experience
Waukesha, WI, 53186

Amber was great. She took good care of my dog, and sent me updates and pictures. Her fenced in yard was large with other dogs for my dog to hang out with. I’d definitely recommend her.

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Linda D.
Sitter Profile Image: Cheyenne F.
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Cheyenne F.
from
$40
per night
4.3 out of 5 stars
3 reviews
10 years of experience
Waukesha, WI, 53188

Cheyenne was great! She responded very quickly when I initially requested a last minute booking. She kept great communication throughout the stay and made me feel comfortable leaving my pups with her. Thanks Cheyenne!

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Gabriella K.
Sitter Profile Image: Chrissy S.
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Chrissy S.
from
$35
per night
5.0 out of 5 stars
3 reviews
15 years of experience
Waukesha, WI, 53189

About: My daughter Alice, age 12 has been dog sitting for 2 years and is looking to expand her client base! She loves animals and hopes to work with animals as a profession one day. We have had dogs and cats her entire life, and have fostered over 30 dogs. She is extremely active and loves walking or taking dogs for a run! She also loves to snuggle and pet dogs, but also is great with feeding, medication and cleaning up after them. She takes pet sitting very seriously! We always attend jobs with her and are available to help with communication and safety. I also work from home so I am happy to do midday visits while she is at school. As a working professional, I am also trustworthy and reliable, so good with humans as well as dogs! I am very open with communication and will be honest and upfront about how things are going. I provide regular updates and will also work with you to make a plan that works the best for you and your dogs. I work from home so we have very flexible availability. Typically Alice will do a morning visit before school, and I will come during the day and the she does evening and night time visits. We can be very accommodating as well! While we prefer to come to your home, pets are welcome here if they are good with cats and dogs! We communicate after every visit and follow all instructions around pet care! Alice is very careful and pays close attention to every detail.

Sitter Profile Image: Joseph & Diana M.
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Joseph & Diana M.
from
$39
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
13 years of experience
Muskego, WI, 53150

Very caring family. They gave me regular updates as my senior dog tried to adjust to staying with a non family member for the 1st time. Would use them again in a heartbeat.

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Janet S.
Sitter Profile Image: Stacey M.
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Stacey M.
Star Sitter
from
$32
per night
5.0 out of 5 stars
59 reviews
24 repeat clients
3 years of experience
Fairview, Milwaukee, WI, 53219

Stacy did a great job with Bear. He seem very comfortable lying on the couch when I came to pick him up. She sent pictures every day or so showing me how Bear was doing. Thanks Stacy. I will be booking Bear another time with in the future. Two thumbs up.

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Jim G.
Sitter Profile Image: Kathy & Brad K.
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Kathy & Brad K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
61 reviews
23 repeat clients
30 years of experience
Greendale, WI, 53129

Winnie was well cared for. Kathy and Brad sent quite a few pictures, and Winnie was very relaxed and comfortable. I would take her there anytime!

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Cindy A.
Sitter Profile Image: Maxwell E.
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Maxwell E.
from
$35
per night
20 years of experience
West Allis, WI, 53227

About: I have had a deep compassion for all animals my whole life, wanting nothing more but for them to be happy. When your furry family members are with me, safety and entertainment will be of top priority. Giving love is second nature to me and I will be at full attention with your dog. Fun and exercise with plenty of fresh air guaranteed! I have specific walking routes to know where your pet will always be at all times , and communication will be as frequently as desired. Pictures will be posted regularly. Part of how I reach maximum comfortability for your dog is by using famiar language (commands) and learning it's habits and rituals. Everything has a personality and I try hard to learn what your dogs is like. Last but not least, I am all breed friendly!

Sitter Profile Image: Sommer M.
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Sommer M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
32 reviews
12 repeat clients
15 years of experience
Hartland, WI, 53029

Sommer and her family were fantastic. We felt comfortable the entire time we were gone and thoroughly appreciated the updates given. Will certainly book with her again.

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Missy N.
Sitter Profile Image: Daniel & Holly L.
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Daniel & Holly L.
from
$38
per night
4.9 out of 5 stars
482 reviews
197 repeat clients
45 years of experience
West Allis, WI, 53219

It's very clear that Dan and Holly are dog lovers! They were very thorough in their pre-stay join up, making sure everyone including Ramona was comfortable. She got to meet the dogs in pairs so as to not overwhelm her (or us), and they let her find her react rather then correcting right away, which was just amazing. During her weekend stay, they sent detailed updates with pics, and she was obviously well taken care of. It's nice to know we don't have to worry about her when we can't take her with us! Would highly recommend Dan and Holly for any furbaby needs.

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Jill K.
Sitter Profile Image: Amy R.
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Amy R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
5 reviews
4 repeat clients
20 years of experience
Wauwatosa, WI, 53222

Riley had such a great experience, and I truly can’t say enough good things. Communication was amazing from start to finish, and she was so flexible when our flights changed, which took a huge weight off my shoulders. She even sent pictures without us asking which we absolutely loved and really appreciated. Her kids and mother were incredibly kind and Riley also got along so well with their dog, Annalise. Riley isn’t around other dogs very often, so I was a little nervous, but they did great together and it made me so happy to hear how well she adjusted. Honestly, the whole experience felt so comfortable… like I’ve known them for a long time. That says a lot when you’re trusting someone with your dog. I would absolutely use them again without hesitation. I think Riley may have even found herself a new best friend 🐾

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Renee B.
Sitter Profile Image: Ashley D.
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Ashley D.
from
$38
per night
15 years of experience
New Berlin, WI, 53146

About: I've always had animals growing up and have watched my family's pets when they were away. I currently have a dog and cat myself, and they would love some friends! I work from home so I will be available for all of your pet's needs, whether they want to snuggle, go far car rides, or take a walk around the neighborhood! I know my dog mostly just doesn't like being alone, but I can also provide a more structured routine if needed. I treat all pets like my own. I currently have a friendly poodle mix (about 75 lbs) that loves to snuggle with me on the bed or couch, and especially loves going for car rides. I also have a cat that mostly likes sleeping in the sun, but will occasionally want some affection (although he won't admit it).

Sitter Profile Image: Janice G.
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Janice G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
19 reviews
7 repeat clients
30 years of experience
Wauwatosa, WI, 53226

Janice was wonderful with our pup. He got to go on lots of walks and stay active. Communication was great and he came home happy as can be.

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Johanna B.
Sitter Profile Image: April & Brad R.
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April & Brad R.
from
$50
per night
5.0 out of 5 stars
33 reviews
11 repeat clients
10 years of experience
West Allis, WI, 53214

April and Brad were excellent dog sitters - besides daily photos, they even sent us a video! Upon learning that we were staying at a hotel near his work, Brad also delivered Shayna to us, saving us a trip to their house. I would definitely recommend them highly and will use them again.

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Fern W.
Sitter Profile Image: Tia & Colin L.
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Tia & Colin L.
from
$45
per night
5.0 out of 5 stars
6 reviews
3 years of experience
New Berlin, WI, 53151

Tia and her husband were amazing! We were nervous to leave our girl with people didn’t know but they loved her so well while we were gone. She gave so many updates and was very flexible with what our dog needed. We did a meet and greet for our dogs then gave her a laid out list of everything about our dog. Tia made us feel super comfortable. We loved that her kids loved our dog and we truly feel like Regan will miss being at their house

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Denver L.
Sitter Profile Image: Brianna J.
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Brianna J.
from
$25
per night
5.0 out of 5 stars
1 review
5 years of experience
Yankee Hill, West Allis, WI, 53227

About: I've lived and taken care of different types of animals like dogs, cats, and small animals all different sizes as well. I've also taken care of puppies and kittens too and have experience with bottle feeding and giving medicine if needed. Im currently working part time during the week, and every other weekend, but I could definitely hang out with your cats, dogs, or small animals when u need me too. Its me and my boyfriend at the apartment so there will always be someone home to take care of the pets. I have 2 cats and I live in a pet friendly apartment I also have lots of parks and trails to take your pet too.

Sitter Profile Image: Cindy T.
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Cindy T.
Star Sitter
from
$55
per night
4.9 out of 5 stars
608 reviews
360 repeat clients
30 years of experience
Wauwatosa, WI, 53222

Cindy went above and beyond for our Murphy. Murphy was a little intimidated by some of the bigger dogs as she is only a 14 pound Boston terrier. Cindy even took Murphy into her own bed for comfort over night. We really appreciated Cindy going above and beyond to make our puppy happy.

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Maggie W.
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Waukesha pet parents share their Rover experiences

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5.0 out of 5 stars

Was extremely fast at responding when my previous pet sitter had an emergency. They sent lots of photos of my pup which was fabulous and kept me up to date the whole time. Would highly recommend and look forward to working with them again!

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Katherine S.
Boarding
5.0 out of 5 stars

My dog absolutely loves Kandice. She was amazing. She’s had my dog for boarding for 3 weeks and I’ve been able to pick my dog up and play with her and drop her back off after. Very accommodating and loves and cares for my dog like her own!

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Brianna C.
Boarding
5.0 out of 5 stars

Clinton and his family take amazing care of our puppy Louie. He is an energetic young pup and they do a great job getting his energy out and send lots of updates! We cannot recommend Clinton enough!!

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Jamie V.
Boarding
5.0 out of 5 stars

Catherine did a great job caring for our pup! She sent pictures during our time away and really enjoyed caring for her. Highly recommend!

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Amy S.
Boarding
5.0 out of 5 stars

Thank you for caring for Honey. I really appreciate your prompt replies and being able to accommodate Honey's new meds. Thank you

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Denise O.
Boarding
5.0 out of 5 stars

Amber was great. She took good care of my dog, and sent me updates and pictures. Her fenced in yard was large with other dogs for my dog to hang out with. I’d definitely recommend her.

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Linda D.
Boarding
5.0 out of 5 stars

Mozzie had an exceptional time with Chrissy and family. He got all his favorites - fetching the tennis ball, lots of pets and attention, downtime when he needed it, and even some swimming. He came back happy - which makes us happy. we appreciated the updates and photos of Mozzie and the flexibility and communication of Chrissy. Do not hesitate to book with her!

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Kurt R.
Boarding
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for pet boarding in Waukesha is $45

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 pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.

  • World-class support

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

Sitters in Waukesha average 11
repeat pet boarding clients

Pet Boarding FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for pet boarding in Waukesha on Rover as of Jun 2026 was about $45 per night, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Waukesha pet boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 870 sitters provided pet boarding in Waukesha. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, pet boarding sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 93% of Waukesha pet boarding sitters respond in under an hour.

Sitters who provide pet boarding in Waukesha have an average of 19 years of experience. Pet boarding sitters with repeat customers have an average of 11 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Waukesha.

Rover makes it easy to find Waukesha pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:

  • Dogs and cats of all ages and abilities, including puppies and kittens
  • Pet parents looking for a safe, loving alternative to a kennel or hotel
  • Pets who’d love to socialize with their sitter’s pets

There are 870 pet boarding sitters in Waukesha on Rover, so you’re sure to find the perfect match for your pet! In Waukesha, 85% of sitters offer daily exercise, 97% offer medication administration, and 94% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.