Dog Boarding Greendale

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Over 654
pet parents in Greendale have booked dog boarding

Greendale, 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: Laura N.
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Laura N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

Laura did amazing with Romeo, she updated us everyday on how he was doing and was very responsive. Romeo was in very good hands. We would definitely use her again!

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Kyle A.
Sitter Profile Image: Mary G.
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Mary G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
109 reviews
29 repeat clients
25 years of experience
Greenfield, WI, 53228

Always a 5-star experience with Mary and her family! Thanks for helping Bud be a better pup when it comes to taking treats! He gets better and better after each stay with you! He's looking forward to his next overnight with all of you!

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Deb 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: Debbie L.
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Debbie L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
73 reviews
18 repeat clients
50 years of experience
Oak Creek, WI, 53154

Debbie was awesome! She sent many pictures and took good care of our furry son during our weekend getaway, even took him on little summer fun! We were lucky to have found her. Thanks, Debbie !😊

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Ana Charlene R.
Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
183 reviews
55 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

Rebecca took great care of my Auro. I had plenty of pics and updates. Auro was the happiest during his stay and was very sad after he came back :(. He was missing his friends dearly.

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Srividya K.
Sitter Profile Image: Stacey M.
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Stacey M.
Star Sitter
from
$32
per night
5.0 out of 5 stars
59 reviews
24 repeat clients
3 years of experience
Fairview, Milwaukee, WI, 53219

Stacey and her family did a great job taking care of Buddy for a week. He seemed happy and fit in well with the family pets. I would love for Stacey to take care of Buddy again.

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Kim S.
Sitter Profile Image: Daniel & Holly L.
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Daniel & Holly L.
from
$38
per night
4.9 out of 5 stars
486 reviews
197 repeat clients
45 years of experience
West Allis, WI, 53219

Dan and Holly are two of the most caring people around. They took great care of my border collie, Buddy, and assured me that his 2 week stay with them would be a positive experience. I had absolutely nothing to be concerned about. Buddy become a temporary part of their family during his stay and was afforded all of the attention that he needed. What a fantastic set of canine caregivers Dan and Holly are. My extreme gratitude goes out to them.

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Thomas M.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
109 reviews
41 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee is amazing with Bosco and sends us pictures of him playing with all his new friends! Hes always so excited when he first sees her which makes leaving him a little bit easier ☺️

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Chad T.
Sitter Profile Image: Kristi B.
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Kristi B.
from
$40
per night
5.0 out of 5 stars
33 reviews
18 repeat clients
19 years of experience
Franklin, WI, 53221

Kristi did a great job, our two small dogs were happy when we picked them up and we could tell they were not stressed when we were gone. She snuggles with them on the couch and lets them sleep on the bed. They got along great with her dog. They even got homemade healthy treats. She let us come for a visit before their stay so it would not be a strange place for them to go. She is also 10 minutes from the airport. Will defiantly use Kristi again.

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Christine R.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott was very accommodating and communicative, we got several pictures and even a short video of our dog out playing in the fresh snow. Our dog has a fear of smooth floors and Scott was able to layout enough rugs and beds that Barley was comfortable. Will book again.

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Andy B.
Sitter Profile Image: Zachary S.
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Zachary S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
22 reviews
3 repeat clients
15 years of experience
Fairview, Milwaukee, WI, 53219

Our dog loved her stay with Zach. He was very professional and flexible with our unique drop off/pick up needs. Would recommend him to anyone looking for a dog sitter.

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Robert P.
Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
30 reviews
10 repeat clients
20 years of experience
Franklin, WI, 53132

My dog's loved being at Amanda's! I got so many cute pictures while we were away and you can tell they enjoyed cuddling with her and her son. Our pups were truly treated like family and I have already booked my dogs next stay with her.

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Alana & Justen W.
Sitter Profile Image: Karen & Toy
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Karen & Toy
from
$42
per night
5.0 out of 5 stars
100 reviews
41 repeat clients
25 years of experience
Alverno, Greenfield, WI, 53220

Karen, Toy and family were very sweet with my old neurotic hound dog for a weekend stay while I had to work. Picture updates, lots of treats and she didn't even seem to be desperate to go back home (like she usually is) after her stay. Very grateful for the help and great experience!

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Jess G.
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
395 reviews
123 repeat clients
20 years of experience
Brookfield, WI, 53005

It’s been tough finding an overnight sitter for our senior dog and Maria and Nayibe were a perfect fit! Our dog loved their fenced in backyard and enjoyed socializing with other small dogs as well. They sent daily updates along with photos and videos to ensure our dog was enjoying his stay. We’re happy we found someone we can rely on for our future trips! Highly recommend!

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Carol K.
Sitter Profile Image: Carol &  Steve B.
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Carol & Steve B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
25 years of experience
Muskego, WI, 53150

Ollie had the best time at Carol & Steve’s! He loved their yard and all the attention they gave him. Carol is a great communicator and sent lots of adorable pictures during his stay. It gave me peace of mind knowing he was enjoying himself and being taken care of by such kind people. Thanks, again!

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Amanda G.
Sitter Profile Image: Tracy S.
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Tracy S.
Star Sitter
from
$25
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
15 years of experience
West Allis, WI, 53214

Tracy is great! Good communication and pics throughout the stay. Juniper seemed to enjoy his time with his new dog friends. Super convenient, reasonable price and easy to book. I appreciate having my dog as a part of a family vs. a pet daycare or corporate pet boarding. My dog appreciates the kind of attention that he gets with Tracy. Definitely recommend!

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Claire R.
Sitter Profile Image: Lisa & Richard M.
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Lisa & Richard M.
from
$30
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
1 year of experience
Greenfield, WI, 53221

Lisa and Richard took great care of Roscoe and were easy to deal with. Roscoe enjoyed his stay, got in a lot of playtime, and was well taken care of. Thank you fir being great hosts for Roscoe.

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Russ P.
Sitter Profile Image: Shannon J.
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Shannon J.
Star Sitter
from
$37
per night
5.0 out of 5 stars
421 reviews
102 repeat clients
15 years of experience
Franklin, WI, 53132

Best dog sitter ever!! We received many pictures and videos of the dogs and they are having a blast on their own vacation. Shannon’s family and self treated the dogs as their own family members. We are so happy we found them. We will use there services again and again !!!

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Ashley K.
Sitter Profile Image: Maxwell E.
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Maxwell E.
from
$35
per night
20 years of experience
West Allis, WI, 53227

About: I have had a deep compassion for all animals my whole life, wanting nothing more but for them to be happy. When your furry family members are with me, safety and entertainment will be of top priority. Giving love is second nature to me and I will be at full attention with your dog. Fun and exercise with plenty of fresh air guaranteed! I have specific walking routes to know where your pet will always be at all times , and communication will be as frequently as desired. Pictures will be posted regularly. Part of how I reach maximum comfortability for your dog is by using famiar language (commands) and learning it's habits and rituals. Everything has a personality and I try hard to learn what your dogs is like. Last but not least, I am all breed friendly!

Sitter Profile Image: Tara F.
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Tara F.
from
$30
per night
5.0 out of 5 stars
2 reviews
1 repeat client
20 years of experience
Hales Corners, WI, 53130

Great communication and flexibility with pickup and drop off times. Very easy to work with and took great care of our pup.

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Joel N.
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The median cost per night for dog boarding in Greendale is $45

Dog parents share their Rover experiences - Greendale

1 / 1
5.0 out of 5 stars

They are so sweet and accommodating to my schedule. Brownie had a good time at their place, they also have a big backyard which is a huge plus. I would definitely recommend!

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Nidhi N.
Boarding
5.0 out of 5 stars

My chihuahua, Suki, is a shelter rescue so a bit leary of people. But Krysta let Suki come sit with her on the sofa at her own pace, which she did! I will leave Suki with Krysta again.

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Linda S.
Boarding
5.0 out of 5 stars

I was very happy with Amanda. Barney was nice and calm when I picked him up and got home, so he must have felt comfortable. I would use her again. She also is close to my house. My only concern was Barney was not fed breakfast. Tip $9.00

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Darlene B.
Boarding
5.0 out of 5 stars

Mary took such good care of my Arty. She sent daily pictures and videos to keep us updated. Arty looked so happy and my daughter arrived to drop him off he ran into the yard like he has known them all his life. I now have a loving home Arty can come to when I am traveling and know that he is taken care of and gets lots of exercise and affection.

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Zuwena C.
Boarding
5.0 out of 5 stars

Karen is so great! She is very kind and caring. Our dog, Angel, received so much love and attention during her stay. We got several pictures every day which gave us so much reassurance while being away from our dog for an extended period. We could tell that Angel was very happy there and made to feel right at home. Thank you Karen!!!

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Ethan B.
Boarding
5.0 out of 5 stars

Excellent communication, I appreciated the meet and greet before the day, Shanon is so nice I highly recommend

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Angelica B.
Boarding
5.0 out of 5 stars

Can’t thank Alexis enough for taking such great care of our little Rudy!! Our puppy is very afraid of thunderstorms and Alexis got him thru two big ones while we were gone!! We’ve had the pleasure to leave him at least 5 times, knowing our puppy was in great loving hands!! Thank you!!

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Paul S.
Boarding
5.0 out of 5 stars

Maggie was amazing with my pup! So caring and treated her like family. It’s hard to leave your dog with anyone but my dog was so comfortable with her it was easy to know she was in the best hands! Maggie is super responsive and sent me photos and videos of my girl while I was gone. I will definitely be reaching out again for future boarding needs.

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Megan P.
Boarding
5.0 out of 5 stars

Tyler was amazing! Toby absolutely adored staying with him for the week. Tyler went above and beyond my expectations of him as a sitter. Definitely will rebook if I ever need someone to watch Toby while we go on vacation. Thank you so much!

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Cindy A.
Boarding
5.0 out of 5 stars

Jill was a great sittter for our baby! She was very communicative, sent pics and updates and she even allowed flexibility with us bringing our dog a bit early. She was also so kind in accommodating us having to pickup later. I would recommend your furry baby staying with her, they are in great hands!

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Jania H.
Boarding
5.0 out of 5 stars

Will for sure be using Hannah again! They sent pics all weekend long, and my pup came home happy and tired :)

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Allie D.
Boarding
5.0 out of 5 stars

Michelle and Bob are wonderful pet sitters and people in general. They made Ace and I feel they really cared about his well being. Their home was very welcoming and much more satisfying than putting him in a kennel. We hope we can stay again.

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Derek N.
Boarding
5.0 out of 5 stars

Nae had a blast, constant updates that made me sure she was safe and having an awesome time. 11/10 Soni is the best!

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Jaden G.
Boarding
5.0 out of 5 stars

Valeria and family took great care of our dog while we were on vacation. We received daily updates and pictures. We could tell that he felt very comfortable with them.

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Kris B.
Boarding
5.0 out of 5 stars

Alissa was amazing! I absolutely loved all the pictures and my pups were so happy! Alissa took incredible care of them, and went above and beyond!

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BlessThisHeart
Boarding
5.0 out of 5 stars

Joshua was great with our dog and sent plenty of pictures to see her while we were gone. We definitely would recommend and use him again!

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Brandon V.
Boarding
5.0 out of 5 stars

Wallens belly started acting up and she let us know immediately what was going on. I felt so comfortable knowing he was so well taken care of.

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Taylor N.
Boarding
5.0 out of 5 stars

Jessica was great with Louie and giving him his meds, great communication, very friendly and above all loved my baby while I was away. I will definitely be booking with her again in the future!

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Justine M.
Boarding
5.0 out of 5 stars

We have a large energetic Doberman and a French bulldog. We went on vacation for about 5 days and Michelle did such a great job with them. She treated them like her very own and we felt at ease knowing they were in such good care. We Highly recommended Michelle!

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Dave C.
Boarding
5.0 out of 5 stars

Great communication and flexibility with pickup and drop off times. Very easy to work with and took great care of our pup.

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Joel N.
Boarding
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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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet & Greet

    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

Sitters in Greendale average 11
repeat dog boarding clients

FAQs for Dog Boarding - Greendale

Frequently asked questions about Rover

The average cost for Dog Boarding in Greendale on Rover is $41.07 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of July 2026, there are 895 sitters on Rover offering Dog Boarding across Greendale. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

87% of Greendale sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Greendale landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Greendale 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 Greendale.

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 Greendale 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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