Dog Boarding in Waukesha

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Top rated Waukesha dog boarders

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

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Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$44
per night
5.0 out of 5 stars
85 reviews
22 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott and family again were fantastic to our family. Our Penny was treated like part of the family. Will definitely book with them again when we need to get out of WI. Thank you. !!

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Amy M.
Sitter Profile Image: Nikki G.
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Nikki G.
from
$50
per night
5.0 out of 5 stars
55 reviews
12 repeat clients
25 years of experience
Brookfield, WI, 53005

I had the pleasure of having Nikki and her lovely family watch our dog, Kota, who has a history of seizures and requires a little extra care. She did a truly wonderful job. Throughout Kota’s stay, she sent frequent pictures and updates, which helped ease our minds and kept us informed. Her attentiveness, kindness, and clear communication were greatly appreciated. Kota was in excellent hands, and it was clear she treated her like one of her own. I would highly recommend her to anyone looking for dependable, compassionate care for their pet—especially if they have special medical needs.

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Jeremiah P.
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

Benny has been at Kathy's before for daycare. This was his first overnight stay. Kathy is so good about keeping me updated with pictures and treats Benny like he is one of her own. After some not so good experiences at other facilities I'm thrilled that Benny feels so comfortable at Kathy's and loves to play with her little doggo.

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Carol H.
Sitter Profile Image: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$38
per night
5.0 out of 5 stars
112 reviews
39 repeat clients
35 years of experience
Wales, WI, 53183

Thank you Katy, DJ and girls for caring for Doc this past weekend. Thank you for the pictures and updates through the weekend. The long walks and cuddles are fantastic.

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Lisa J.
Sitter Profile Image: Lauren M.
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Lauren M.
from
$55
per night
5.0 out of 5 stars
27 reviews
7 repeat clients
15 years of experience
Waukesha, WI, 53186

My dog was apparently incredibly bad with Lauren (NOT HER WORDS. She was very sweet about telling me about his behaviors). Not because of her, but because of it being his first time being away from us and not knowing what to expect. She was patient and communicative with us. She sent a ton of pictures and videos and talked through any problems that's arose. I would definitely work with Lauren in the future.

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Alli & Matt W.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
379 reviews
116 repeat clients
20 years of experience
Brookfield, WI, 53005

Our older dog had more fun staying with Maria and Nayibe than he has in a long time! They were wonderful about making sure he got his medication and lots of love. We will definitely bring him back.

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Lindsey K.
Sitter Profile Image: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
30 reviews
11 repeat clients
20 years of experience
Hartland, WI, 53029

Mikaela and Shane were awesome! We got daily pics and updates! Morris seemed very happy with his new friends! Highly recommend! Very sweet family!

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Ashlyn S.
Sitter Profile Image: Kandice B.
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Kandice B.
Star Sitter
from
$28
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
35 years of experience
Waukesha, WI, 53189

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.
Sitter Profile Image: Savannah S.
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Savannah S.
Star Sitter
from
$38
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
8 years of experience
New Berlin, WI, 53151

Savanah did a great job watching my dog over a weekend. Her dogs were extremely friendly with mine and my dog had a wonderful time. Would definitely recommend booking with Savanah.

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Alex G.
Sitter Profile Image: Evelyn & Marc S.
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Evelyn & Marc S.
from
$50
per night
5.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
Brookfield, WI, 53005

Tucker was so welcomed and cared for by this lovely family! I received many updates with photos and it was clear my older dog was so comfortable and happy taking walks with them and cozying up in their living room. Instructions were followed exactly regarding feeding and sleeping arrangements. It was apparent that these dog-loving caregivers wanted the best for my pet. A big thank you to them and I would definitely book them again!

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S L.
Sitter Profile Image: Angie F.
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Angie F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
127 reviews
43 repeat clients
15 years of experience
New Berlin, WI, 53146

We wanted a quick Labor Day getaway. George came to live with us only 3 weeks before and I had never gotten a sitter for any of my dogs before. I was a little nervous but Angie was great! From meeting George, sharing her process and communicating while we were away with messages and pictures. I was relieved George was getting the personalized attention he needed. Thanks Angie!

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Angie Z.
Sitter Profile Image: Joanne V.
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Joanne V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
5 years of experience
Waukesha, WI, 53189

Gracie had an amazing stay with Joanne (& her family!) I enjoyed the communications and pictures during Gracie’s time in their home. Gracie enjoyed playtime with the kids and with the resident dog, Olivia. She had her kennel available, but enjoyed cuddles with their teenage son and quickly made herself a part of the family. I will certainly consider booking for future stays, and recommend Joanne to others!

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Kim S.
Sitter Profile Image: Aimee R.
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Aimee R.
from
$27
per night
5.0 out of 5 stars
2 reviews
1 repeat client
20 years of experience
Waukesha, WI, 53186

Wonderful sitter! Took wonderful care of our older dog. Quick response and very communicative.

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Stephan G.
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
134 reviews
65 repeat clients
11 years of experience
Sussex, WI, 53089

Walker's stay was even more amazing than the last one. He played with lots of new buddies and charmed "grandma". They were so kind to keep in an extra day and take him with them to their 4th of July celebration. We received tons of pics that made our our time away from him relaxing. It was comforting to see him get a vacation too. We are forever grateful!

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Amy S.
Sitter Profile Image: Kim T.
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Kim T.
from
$65
per night
5.0 out of 5 stars
28 reviews
9 repeat clients
25 years of experience
Pewaukee, WI, 53072

We have a very active puppy (Loki) and wanted to bring him to the beach with us. Kim was very loving toward our dog and we were able to pick him up and take him to the beach and drop him off after so we could go back to our hotel. I loved that Loki was always happy to see Kim when we dropped him off. That meant a lot to me. We will use Kim again. Loki can’t wait to come back and play with her own wonderful pack.

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Kelli M.
Sitter Profile Image: Christina W.
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Christina W.
from
$40
per night
5.0 out of 5 stars
19 reviews
12 repeat clients
15 years of experience
Muskego, WI, 53150

She was very very sweet. Took great care of my pup Ranger while my boyfriend and I went on our trip. she sent pictures, videos, updates. I would book with her again in the future.

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Tiona L.
Sitter Profile Image: Wendy W.
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Wendy W.
from
$50
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
12 years of experience
Pewaukee, WI, 53072

Beau had a great stay. He got lots of pets, walks, and care. She was also quick to respond for updates! Would recommend :)

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

Sent pictures everyday and feedback of how the dogs were doing. Many walks were had, and even a quick bath before we picked them up. The dogs are exhausted today so I know they had a fabulous time! Very much recommend Sommer and her family for pet sitting.

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Christina K.
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: Yshonda H.
Verified Enhanced Background Check
Yshonda H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
16 reviews
2 repeat clients
20 years of experience
Wautosa, Milwaukee , Greenfield, New Berwlin, Brookfield, Waukesha, WI, 53226

Great experience working with Yshonda. It seems like my dog Scout really enjoyed staying with her. She did a very good job of keeping me updated while I was away on vacation, providing videos of scout interacting with the other dogs, and she was also very flexible with pick up and drop off. I would highly recommend her services!

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Dan S.
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Over 969
pet parents in Waukesha have booked dog boarding

Waukesha dog parents share their Rover experiences

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5.0 out of 5 stars

Scott Ashley and their boys are a Godsend for me. Dixie is safe and I am able to relax and enjoy my vacation time. They treat her so well and she is a senior gal who is blind and almost deaf. I get photos throughout my trip and I really enjoy that. I would not leave Dixie with anyone else.

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Peggy B.
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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Find pet care near you

How Rover works

  1. 1. Search

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

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs 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 dog 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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

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

Sitters in Waukesha average 11
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Waukesha is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Waukesha dog boarding rates can be found as low as $26 to as high as $50 per night.

If you’re searching for a Waukesha dog 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, 790 sitters provided dog 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, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Waukesha dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Waukesha have an average of 19 years of experience. Dog 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 dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

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

There are 790 dog boarding sitters in Waukesha on Rover, so you’re sure to find the perfect match for your dog! In Waukesha, 84% of sitters offer daily exercise, 97% offer medication administration, and 93% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog 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 dog 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.