Dog Boarding Willow Springs

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Over 9
pet parents in Willow Springs have booked dog boarding

Willow Springs, 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: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 439 reviews
143 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

“Maria took such good care of Loki. She sent pictures and messages daily and we could tell that he was very comfortable and happy with her. Will will certainly book again!”

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Christina A.
Sitter Profile Image: Angela K.
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Angela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 154 reviews
38 repeat clients
25 years of experience
Menomonee Falls, WI, 53051

“Angela and family were amazing caretakers of Teddy. They kept us well updated, shared pics, and Teddy loved having some friends to play with!”

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Angie F.
Sitter Profile Image: Paxton D.
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Paxton D.
from
$28
per night
5.0 out of 5 stars
• 3 reviews
7 years of experience
Lannon, WI, 53046

“Paxton did a wonderful job. I would highly recommend.”

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Katelyn W.
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: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 249 reviews
108 repeat clients
35 years of experience
Brown Deer, WI, 53223

“This was my first time booking a sitter through any kind of app or online site, so I wasn’t sure what to expect. Yolanda was wonderful! She kept my frenchie for 4 days and I have no complaints! She was very responsive, sent photos, and Frank came back home happy as can be. I plan on using her in the future when I need to board him again.”

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

“Lots of pictures and Cindy gave us good updates about our dog's eating & comfort. She's an occasionally skittish rescue so this helped give us peace of mind our girl was in good hands! Also we had to book with Cindy on short notice due to our previous sitter falling through and she was very accommodating with only 2-3 days advance. Would use again and recommend.”

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Porsche S.
Sitter Profile Image: Amy R.
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Amy R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 8 reviews
6 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: Angie F.
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Angie F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 155 reviews
55 repeat clients
20 years of experience
New Berlin, WI, 53146

“Couldn’t be happier with having Angie sit for our dog, Drake! He was well taken care of and we felt at ease with him in her hands. We can’t wait to book with her again!”

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Valerie S.
Sitter Profile Image: Janice G.
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Janice G.
from
$40
per night
5.0 out of 5 stars
• 23 reviews
8 repeat clients
30 years of experience
Wauwatosa, WI, 53226

“Janice was great with our Frenchie Otis. He can be timid when staying at new locations and Janice made sure he was comfortable and provided us with plenty of videos, pictures, and updates. I would recommend Janice for your pup!”

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Ben N.
Sitter Profile Image: Ben D.
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Ben D.
from
$42
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
2 years of experience
Wauwatosa, WI, 53226

“Porter absolutely loved Ben and his dog Melvin! Ben regularly updated me with pictures and administered medication that Porter needed. I really appreciated how attentive was! I plan to rebook him later this month!”

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Elizabeth G.
Sitter Profile Image: Jennifer L.
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Jennifer L.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
13 years of experience
Brookfield, WI, 53045

“She was absolutely amazing! Super reliable, kind, and treated my dog like her own. I felt totally at peace knowing my Theodore was in such good hands. Highly recommend her to anyone looking for a trustworthy and loving dog sitter! She sends picture updates and is very responsive ❤️❤️❤️”

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Heidi H.
Sitter Profile Image: Judi C.
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Judi C.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
45 years of experience
Hartland, WI, 53029

About: I love dogs. I dog sat the Dogs on Deployment 2018 Mascot named Peanut, until a pcs move. I dog sit friends & family dogs quite often. I have 4 Vizslas, 2 females and 2 intact (sweetie pie) males. I have been taking care of dogs most of my life, & just thought I would offer my services via the Rover platform. I am currently self-employed, with some side businesses (like pet sitting), running my farm & farm stand, tending chickens, ducks, & geese, as well as our vegetable garden. I make sourdough & jams and I so enjoy staying home on our farmette. I am very flexible. I have 2 acres of fenced property for your pup to run. I have wooden and stone floors. I would love on your pet as if it were mine.

Sitter Profile Image: mathaus m.
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mathaus m.
from
$27
per night
6 years of experience
Pewaukee, WI, 53072

About: Hey , I’m able to take care of your dog during the day wether it’s for walks at your / my location , house or house sittings. Personally I have always been a dog owner and now I’m able to make sure, your dog gets the walk he needs , gets to play, eat and drink . As I work from home, computer / phone , I am very flexible timing wise during the day. For house sittings I will be able to adjust my schedule and timing to your needs. I am also able to give you status updates with photos, to make sure your pet is in good hands. For dog walking I provide the plastic bags , please let me know in advance if you provide a leash. I work and live in the same building on Pewaukee lake, which allows me to check on dogs on the regular and take them for nice walks around the lake in a dog friendly neighborhood environment. Dog friendly house and neighbors, with grass patches attached for quick walks and a beautiful lake and parks nearby for long walks on the leash.

Sitter Profile Image: Aimee R.
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Aimee R.
from
$35
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
20 years of experience
Waukesha, WI, 53186

“Absolutely great sitter! Very responsive and sent plenty of pictures. Would highly recommend her and will book with her for our future dog sitting needs!”

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Nicole F.
Sitter Profile Image: Ellen M.
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Ellen M.
from
$54
per night
4.5 out of 5 stars
• 9 reviews
4 repeat clients
20 years of experience
Sussex, WI, 53089

“Ellen was amazing with my pup while I had to go out of town. Great about sending updates and pictures and was good about making sure he had his medicine. Would definitely recommend to anyone!”

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Casey W.
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: Gabriel M.
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Gabriel M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 42 reviews
15 repeat clients
5 years of experience
Riverwest, Milwaukee, WI, 53212

“Gabriel took excellent care of my dog while I was away. I appreciated being updated with frequent pictures throughout the day. I highly recommend Gabriel and I would definitely have him watch my dog again.”

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Jerek F.
Sitter Profile Image: Samantha W.
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Samantha W.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
20 years of experience
Concordia, Milwaukee, WI, 53208

“She is the best! I trust her wholeheartedly with Nellie and would encourage anyone to let her watch your pups 😊”

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Alexandra S.
Sitter Profile Image: Olivia T.
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Olivia T.
from
$45
per night
5.0 out of 5 stars
• 25 reviews
8 repeat clients
10 years of experience
Muskego, WI, 53150

“Olivia is great with dogs and is my favorite person to have watch my old dog. Fantastic care as usual. She is comfortable administering medications too!”

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Dawn M.
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The median cost per night for dog boarding in Willow Springs is $45

Dog parents share their Rover experiences - Willow Springs

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5.0 out of 5 stars

Wonderful communication and super sweet. Belle loves visiting and makes herself right at home. Thank you!!

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Sara B.
Boarding
5.0 out of 5 stars

Paxton was great! Very responsive and flexible with us when our plans changed, our dog was in good hands!

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Jake Z.
Boarding
5.0 out of 5 stars

Paxton was great with my dogs. They’re high energy dogs, and he was able to take care of them. Thanks again!

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Sydney B.
Boarding
5.0 out of 5 stars

Our doggo looked like she was living her best life! She had lots of play time, cuddle time, and was treated like part of the family. Mary was very communicative, sent lots of photos and updates, and is very kind. We will definitely be going back. Thank you!!

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Sara B.
Boarding
5.0 out of 5 stars

First stay for Millie and exceeded our hopes! She had fun and lots of snuggles and attention. Loved all the photos sent each day while we were away. Can’t wait to book her next stay.

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Dawn K.
Boarding
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Find dog care near you

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.

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.
  3. 3. Book & Pay

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

Popular requests for dog boarding - Willow Springs

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Willow Springs average 12
repeat dog boarding clients

FAQs for Dog Boarding - Willow Springs

Frequently asked questions about Rover

The average cost of Dog Boarding in Willow Springs is $43 per night as of November 2026. Most bookings cost between $41 and $45 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 767 sitters on Rover offering Dog Boarding across Willow Springs. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

93% of sitters in Willow Springs can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this 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 Willow Springs 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 Willow Springs.

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.

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

  • 89% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 93% 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.

You and your Willow Springs 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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