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
• 17 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: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$47
per night
5.0 out of 5 stars
• 115 reviews
37 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: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 43 reviews
21 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: 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 so great with our pup. She kept us informed everyday on how she was doing and sent us pics and videos! She kept her active as well which is really great for our dog. This made our vacation much more enjoyable knowing she was given a bunch of love and attention!”

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

“Monique went above and beyond for my little pup. I asked her last minute to dog sit and with no hesitation she helped me out swiftly and provided helpful details before the drop off. My pup had tons of fun and made friends- we’re looking forward to the next one!”

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Isaiah A.
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
• 435 reviews
141 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

“My dog Lydia had a great time here, and very much enjoyed exploring the large fenced back yard. Thanks very much to Maria and Nayibe for taking such good care of her!”

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Brian M.
Sitter Profile Image: Kathryn H.
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Kathryn H.
from
$40
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
35 years of experience
Pewaukee, WI, 53072

“Amazing experience with Kathryn! Our pup was well cared for during her stay. Incredible timely communication and updates with pictures. Coco is looking forward to another visit in future.”

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Gwen T.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$45
per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
15 years of experience
Capitol Heights, Milwaukee, WI, 53218

“Ashley was an amazing dog sitter for our pup! She communicated throughout the stay, sent pictures, and made him feel at home! I highly recommend! Thank you for the experience!”

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Makalia P.
Sitter Profile Image: Gilian S.
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Gilian S.
from
$35
per night
5.0 out of 5 stars
• 241 reviews
61 repeat clients
9 years of experience
Saukville, WI, 53080

“Gilian took was a wonderful sitter for my 1 1/2 year old golden. My boy is spoiled and he gets lots of attention at home so I knew I wanted someone that would be with him full time. Gillian would send me pictures and updates daily and I could see he was having a blast with the other dogs there. I felt my pup was in good hands and will definitely have Gilliam watch him again.”

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Kelli W.
Sitter Profile Image: Mary & Hanna S.
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Mary & Hanna S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 149 reviews
67 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: Kandice B.
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Kandice B.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 19 reviews
4 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: Heather J.
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Heather J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 36 reviews
4 repeat clients
20 years of experience
Muskego, WI, 53150

“She was very nice. She responded very fast and sent lots of pictures. She gave updates everyday and let me know how everything was going. Would definitely book with her again”

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Maddy L.
Sitter Profile Image: Jennifer C.
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Jennifer C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
25 years of experience
Mukwonago, WI, 53149

“Nina has stayed with her twice now, and both experiences have been absolutely wonderful. She treats Nina with so much love, patience, and care that I always have complete peace of mind while I’m away. I always receive updates and photos, and it is clear that Nina is happy, safe, and loved. Seeing how comfortable and relaxed Nina is with her means everything to me. She has earned my complete trust, and she will always be my first choice whenever I need someone to care for Nina. I recommend her with all my heart. Thank you for taking such amazing care of my little girl!”

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J D.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$38
per night
4.9 out of 5 stars
• 59 reviews
17 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

“Amazing. Communicated daily and sent lots of pictures. She made adjustments to help my dog eat while being in a new environment. Will definitely be rebooking.”

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Raniyah D.
Sitter Profile Image: April P.
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April P.
from
$50
per night
5.0 out of 5 stars
• 9 reviews
20 years of experience
Slinger, WI, 53086

“We felt very comfortable leaving our dog with April. She is very friendly, her home is beautiful and clean, she has a couple of cute kiddos, and she has friendly dogs of her own which provided entertainment for our Paisley. We weren't disappointed - we received photo updates of Paisley at her stay. Upon pickup, Paisley was healthy and happy! We will definitely have April care for Paisley again. Thank you!”

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Strawberry F.
Sitter Profile Image: Abigail K.
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Abigail K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
14 years of experience
Menomonee Falls, WI, 53051

About: I’ve been surrounded by dogs all my life. I grew up showing dogs, both my family dogs and others. My family back home currently has three dogs, each a different size, from small to large, so I have experience with all sizes. I live in a great area for casual walks, with a dog park and a small lake nearby for the pups that are allowed to swim! I work full-time, in-office Monday through Thursday and from home on Fridays. I take daily walks around my neighborhood in the evening. On weekends, I love exploring a new coffee shop and walking trail or just a longer walk in the areas near me. I’d love to bring your pet along with me on walks and for downtime on the couch afterwards! I don’t have a fenced yard, but there is a dog park where your pup can run freely. Outside of that, we have open grass areas where we can walk. All pups are welcome on furniture at my place and are welcome to enjoy the space as their own. I do have a patio that they’re more than welcome to sit outside and enjoy with me.

Sitter Profile Image: Maxwell E.
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Maxwell E.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 16 reviews
5 repeat clients
20 years of experience
West Allis, WI, 53219

“Max and his girlfriend took great care of my pup!! She loved having other dogs to play with. Max has a wonderful personality and vibe. He is very compassionate and you can tell has a spot in his heart for dogs. My pup had a ton of time playing outside, took walks and had a park adventure. Max is accommodating and was happy go alloys my pup to relax on the furniture and most importantly sleep/snuggle up in bed at night. Would HIGHLY recommend anyone to Max gor dog sitting.”

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Sarah S.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$30
per night
5.0 out of 5 stars
• 27 reviews
6 repeat clients
20 years of experience
Wauwatosa, WI, 53213

“Sarah and her family took great care of Goose while we were gone for a quick overnight! Goose got lots of walks around the neighborhood and played well with their kids, both in the yard and outside. We wouldn’t hesitate to book again in the future!”

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Anna W.
Sitter Profile Image: Halligan D.
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Halligan D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 20 reviews
6 repeat clients
10 years of experience
Saukville, WI, 53080

“Halligan was excellent! We brought both of our high energy golden retrievers while we were on vacation for 8 days. We met with Halligan beforehand and it helped make our goldens so comfortable. She did a fantastic job updating us every day with photos! We will definitely be bringing our goldens back anytime we go out of town!”

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Stephen D.
Sitter Profile Image: scott S.
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scott S.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Hartland, WI, 53029

About: I have had dog from puppy to senior over the last 20yrs. I have watched friends dogs as well. Always enjoy being around the energy. I will have time starting after Thanksgiving to board dogs. My routine changes weekly, but can work around what is needed. It might be easiest to have dogs at my house. I have a nice sized backyard with room to run, fetch or just be outside. It is not fenced in, but we have an invisible fence.

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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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    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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How to book dog boarding

  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.
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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.

Tip: 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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