Dog Boarding Ashippun

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Ashippun, Find top rated dog boarding

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: Heather B.
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Heather B.
from
$45
per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
20 years of experience
Oconomowoc, WI, 53066

“Heather and family were great to watch our sweet boy while we were gone! She was easy to communicate with before and during the stay and sent wonderful photos while we were gone. We would definitely use her again and recommend her to others as well!”

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Chelsea R.
Sitter Profile Image: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 127 reviews
44 repeat clients
35 years of experience
Wales, WI, 53183

“Once again Katie and DJ have taken excellent care of my special needs pup. He is so happy to go to their house, he doesn’t even care that I am leaving. LOL 😂 seriously amazing family that love the animals they care for.”

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Cat C.
Sitter Profile Image: Micah N.
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Micah N.
from
$50
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
20 years of experience
Neosho, WI, 53059

“Micah was fantastic! Kepler was well taken care of and had a very exciting stay playing with her dogs Teddy and Echo. Micah is very loving and created a very welcoming and fun environment for our pet/baby. We will definitely use her again.”

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Lisa W.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$47
per night
5.0 out of 5 stars
• 111 reviews
36 repeat clients
20 years of experience
Waukesha, WI, 53186

“Scott and his family were amazing. The daily pictures and updates were something we looked forward to while we were on vacation. We were able to relax knowing they were in good hands and having the time of their lives. They came home so tired! Would 100% use them again.”

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Jackie B.
Sitter Profile Image: Cheryl & Josh G.
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Cheryl & Josh G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 46 reviews
25 repeat clients
20 years of experience
Slinger, WI, 53086

“Cheryl was great with our dog Ellie and our cats! You could tell she really cared about our animals and took the stress of leaving them alone off of our plates. We will book with her again!”

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Audrey S.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
• 384 reviews
166 repeat clients
22 years of experience
Pewaukee, WI, 53072

“This was our first time using Rover and the first time our dog stayed with a sitter and we had a wonderful experience. Jenifer did an excellent job caring for Ellie and seemed attentive to her needs. It is difficult to leave your pet for a week, but also reassuring to know they are in good hands while you are gone. We will definitely use Jenifer again in the future.”

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Pam B.
Sitter Profile Image: Gianina B.
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Gianina B.
from
$37
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
20 years of experience
Germantown, WI, 53022

“Gianina was a great host to Kona! She sent pictures and updates throughout the weekend! She had a great yard for him to explore, and she took him on nice walks. We will definitely book with her again if we travel!”

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Jodi 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
• 431 reviews
137 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

“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
• 42 reviews
19 repeat clients
20 years of experience
Hartland, WI, 53029

“They were great! Mikeale was very communicative & quick with responses, sent daily updates with pictures, and accommodated my short-notice stay. Ruby was very tired when she got home <3.”

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Shunnett M.
Sitter Profile Image: Amanda C.
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Amanda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 16 reviews
6 repeat clients
18 years of experience
Germantown, WI, 53022

“Amanda was wonderful. She took such good care of my dog and sent me lots of updates throughout his stay. She was super flexible and easy to get ahold of the entire time!”

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Alexandra M.
Sitter Profile Image: Brooke G.
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Brooke G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 37 reviews
3 repeat clients
20 years of experience
Oconomowoc, WI, 53066

“Brooke and Robbie were fantastic with my pugs! They are so kind and sent lots of pics/videos during their stay. Brooke and Robbie administered their meds, took lots of walks, and gave my pugs all the snuggles! They truly love caring for pups, and I would definitely have my pugs stay with them again!”

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Dana H.
Sitter Profile Image: Kathryn H.
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Kathryn H.
from
$40
per night
5.0 out of 5 stars
• 2 reviews
35 years of experience
Pewaukee, WI, 53072

About: I haven't been without a dog since age nine, when my parents gave us our first opportunity to develop a bond with a pet, Abby, our beloved English setter. She died the year I graduated from college, and since then I have had two of my own dogs: Gretta, a chocolate lab whom I owned from age 6 weeks until her death at age 13, and Lillie, a springer spaniel who was basically a life-long puppy exploding with energy and a fervor for running, jumping, and all things adventure-related. Sadly, Lillie died in June (at age 13), and we miss her so much. My husband and I like to travel, so I am not quite ready to adopt another dog yet, but in the meantime, I would love to pet-sit for other dogs so as to be around furry friends who bring so much joy to my life. I'm a teacher, so I'm mainly interested in walking and caring for pets on the weekends and during the summer months, but I can be available other times as well depending on my schedule. My job is to provide love, attention, and a safe and enriching learning environment to any pet in my care. I accommodate as needed depending on the needs of the individual animal.

Sitter Profile Image: Monique B.
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Monique B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 300 reviews
83 repeat clients
20 years of experience
Mequon, WI, 53097

“Monique took excellent care of Juno. I was impressed with her updates and pictures. Juno can be a bit shy but she settled in great and made lots of dog friends during her stay. Monique was very responsive and wonderful to work with.”

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Leah M.
Sitter Profile Image: Doreen C.
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Doreen C.
Star Sitter
from
$41
per night
5.0 out of 5 stars
• 164 reviews
53 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

“My dog stays with Doreen for 8 days. He needs medication twice a day. Doreen has taken care of him very well and keep us informed daily with picture. Thanks, Doreen.”

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John
Sitter Profile Image: Erin E.
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Erin E.
from
$40
per night
5.0 out of 5 stars
• 31 reviews
13 repeat clients
30 years of experience
Beaver Dam, WI, 53916

“I was very happy with the care that Erin gave to Seneca. From the pictures and texts I received during my absence, it looked like my pup received a lot of attention. This was the first time I left my 7th-month-old pup with someone other than a family member and I was pleased with the care she was given. I would definitely use Erin's services again.”

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Mark M.
Sitter Profile Image: Christiana S.
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Christiana S.
from
$35
per night
5.0 out of 5 stars
• 44 reviews
14 repeat clients
10 years of experience
Hartford, WI, 53027

“Christiana and her family took excellent care of Nola while we were away. She sent daily pics & updates which made us feel at ease that Nola was being well taken care of and enjoying her stay. We will definitely have Nola stay again! ❤️”

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Carrie P.
Sitter Profile Image: Ellen S.
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Ellen S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 63 reviews
18 repeat clients
10 years of experience
Marshall, WI, 53559

“Ellen did a wonderful job caring for our dog. She provided updates and pictures throughout the stay, and was extremely prompt and responsive. Our dog had a blast playing with her dogs, and enjoyed her large fenced in yard—I think it was hard to leave his new friends to come home!”

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Lindsey M.
Sitter Profile Image: David R.
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David R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 186 reviews
87 repeat clients
15 years of experience
Columbus, WI, 53925

“David was great! He was able to take my dog last minute which was incredibly helpful. He sent photos of our dogs playing & my little fella came back wore out! Safe to say he had a lot of fun!”

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Brianna D.
Sitter Profile Image: Jessica P.
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Jessica P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
30 years of experience
FORT ATKINSON, WI, 53538

“Jessica was amazing!! Her communication throughout booking and confirming were top notch. Our little Looper had so much fun at Jessica's house, he returned happy and worn out!! We truly appreciate the care Jessica gave to our pup, and would absolutely recommend! We will be booking again in the future. Thank you, Jessica!!”

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Melissa C.
Sitter Profile Image: Angela K.
Verified Background Check
Angela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 151 reviews
38 repeat clients
25 years of experience
Menomonee Falls, WI, 53051

“Angela and her family are wonderful dog sitters! Scout had a fantastic time with his new friends and came home very tired. I would highly recommend her to anyone, and we plan to utilize her services again very soon.”

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Breckan F.
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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?

  • 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 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 dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog boarding - Ashippun

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FAQs for Dog Boarding - Ashippun

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Ashippun home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Ashippun.

<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Ashippun sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in WI ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.

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