Dog Boarding Willow Springs

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

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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
• 433 reviews
139 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: Angela K.
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Angela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 152 reviews
38 repeat clients
25 years of experience
Menomonee Falls, WI, 53051

“Angela and family were outstanding! I will definitely call them again. They LOVE dogs! Angela was wonderful to work with, she set up a Meet and Greet to see how our dogs would get along. Nothing was stressful for her... she's calm, cool, and super easy to work with. She sent multiple pictures and gave updates. Her back yard is VERY dog friendly with a super fence and TONS of dog toys! Book her, you will not be sorry!”

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Kyle F.
Sitter Profile Image: Gianina B.
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Gianina B.
from
$38
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
20 years of experience
Germantown, WI, 53022

“Gianina took really good care of our dog Mia during our week long vacation. Mia fit right in with her dogs golden retrievers and her 2 children loved her too. She kept us informed with daily postings of her which we looked forward too. Thank you for taking such good care of our dog. I would highly recommend her.”

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Suzette P.
Sitter Profile Image: Paxton D.
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Paxton D.
from
$27
per night
7 years of experience
Lannon, WI, 53046

About: I’m a caring, patient, and responsible pet lover who understands that pets are part of the family. I know how important it is to make sure your pet feels safe, comfortable, and loved while you’re away. I’m happy to follow your pet’s usual routine, provide plenty of attention and playtime, and keep you updated with photos and messages. I’ll treat your pet with the same care and respect I’d want someone to give my own. I maintain a consistent weekly routine and value being dependable and organized. I work full-time during the week, but I plan my time carefully to make sure I can give pets the attention, exercise, and care they need. I’m happy to accommodate morning and evening walks, feeding schedules, playtime, and weekend care based on my availability. I understand that pets thrive on consistency, so I do my best to stick to their normal routines and keep owners updated while they’re away. Your pet’s safety, comfort, and well-being are my top priorities. I take the time to understand each pet’s personality, routine, dietary needs, and any special instructions before providing care. I’m attentive, patient, and responsible, and I make sure pets are supervised appropriately and kept in a safe environment. In a client’s home, I respect their space and follow all care instructions carefully. I’m happy to provide regular updates and photos so you can feel confident that your pet is in good hands. I’ll treat your home with respect and care for your pet as if they were my own.

Sitter Profile Image: Paul S.
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Paul S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 108 reviews
39 repeat clients
20 years of experience
Germantown, WI, 53022

“Paul did an amazing job watching our pup! He "warned' us that he would try to exceed our expectations, and no question he absolutely did. We loved all the updates with photos, and the numerous offsite visits to parks was so fun to see. So comforting while we were such a long distance away. We'd recommend Paul to anyone!”

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Steve N.
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

“Katie and DJ take excellent care of Hattie and Lulu. I can tell they care a great deal for the pets they look after. We’re greeted every day with photos of our pets - a bonus happy! We’ll definitely request them for future sitters!”

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Katie H.
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
84 repeat clients
20 years of experience
Mequon, WI, 53097

“It was our first time using Rover, Monique was very understanding and reassuring! Our dog hasn’t had a lot of exposure to other dogs, but she was great with him and even helped him to get comfortable with her dogs! We received pictures and updates during our time away and Monique was flexible with pickup/drop-off and even a meet-and-greet before hand!”

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Justin G.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
• 386 reviews
167 repeat clients
22 years of experience
Pewaukee, WI, 53072

“Jennifer was awesome!! She provided us with pictures and updates of how our dog Rocky was doing with her, which was very nice. Jennifer was very personable and easy going - a pleasure to work with. We highly recommend her and will be using her to watch Rocky again in the future.”

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

“Absolutely would recommend! My dog is VERY anxious and had never stayed with anyone other than myself so I was a little afraid of how he would do but Cindy did an amazing job. She sent me pictures daily and my dog looked happy and comfortable. She went above and beyond, will definitely book her again!”

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Monica P. G.
Sitter Profile Image: Linda V.
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Linda V.
from
$35
per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
6 years of experience
Riverwest, Milwaukee, WI, 53212

“Linda did an amazing job with Romeo! She provided frequent updates and pictures and we felt very comfortable during his entire stay. She was great to communicate with and Romeo had a great time!”

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Kyle A.
Sitter Profile Image: dawn s.
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dawn s.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 64 reviews
29 repeat clients
20 years of experience
West Allis, WI, 53214

“Dawn and her family provided a comforting setting for our dog Astro. He was the only client they had for the stay which to us is just what he likes. He’s not much a social one, but tolerates well with other dogs if he has to! They paid Astro lots of attention when he needed it. Kept us up to date on anything that was important to tell us and sent pictures to show us he’s doing well! He’s pretty easy to take care of and not a trouble maker for anybody and he knew he was in good hands! Also, we liked that Dawn has a fenced in backyard! Big plus! Thanks again! Mike and Liz”

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Mike C.
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

“Highly recommend! Heather put my mind at ease while away from my fur baby. She sent daily updates/photos to assure me all was well with my pup. Heather worked with my dog on some behavioral issues as well! She treated my dog as one of her own, truly happy with how the extended overnight stay went; hope to use her again and again in the future”

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jamie r.
Sitter Profile Image: Heather J.
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Heather J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 35 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: Christina F.
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Christina F.
from
$45
per night
5.0 out of 5 stars
• 28 reviews
5 repeat clients
30 years of experience
Milwaukee, WI, 53214

“My 2 spoiled dogs had a great stay with Christina and her dog Vinnie. She sent us regular updates and photos. I would definitely recommend Christina as a sitter .”

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Jennifer R.
Sitter Profile Image: Julia & Colin H.
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Julia & Colin H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
20 years of experience
Milwaukee, WI, 53211

“Working with Julia and Colin was our first Rover experience and we could not be happier with how it went! Julia is extremely communicative and made the process easy. Our dog took to them very quickly and we could tell she was made comfortable in their home. We look forward to booking with them again!”

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Kaitlyn K.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
from
$40
per night
5.0 out of 5 stars
• 42 reviews
11 repeat clients
5 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

“Elizabeth took great care of my dog Hank! Communication was great and prompt. She provided plenty of exercise and play time with her dog, and even gave Hank a bath when he got muddy.”

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Haley C.
Sitter Profile Image: Justin F.
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Justin F.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Mequon, WI, 53092

“My dog was both loved and well cared for!”

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Andrea L.
Sitter Profile Image: Evita E.
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Evita E.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 25 reviews
5 repeat clients
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

“Evita was great with Tucker, this was our first time using a dog sitter for an overnight stay and she eased all my concerns and provided great updates. We will definitely be booking with Evita again in the future. THANK YOU”

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Sam D.
Sitter Profile Image: Sommer M.
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Sommer M.
from
$45
per night
5.0 out of 5 stars
• 37 reviews
14 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: Mitch C.
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Mitch C.
from
$40
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Bluemound Heights, Milwaukee, WI, 53213

“Mitchell did a great job with my dog Cody! He sent lots of photos and updates. I know Cody had a great time because he came back very tired! I highly recommend Mitchell and I definitely will be booking with him again in the future!”

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Jessica W.
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Dog parents share their Rover experiences - Willow Springs

1 / 1
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

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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  • 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

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  • 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

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Popular requests for dog boarding - Willow Springs

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FAQs for Dog Boarding - Willow Springs

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 Willow Springs home-away-from-home, 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.

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 , 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 .

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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