Dog Boarding Greendale

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

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Over 690
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.

1 / 1
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: Laura N.
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Laura N.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 39 reviews
10 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

“Laura was great! Our dog Dolly seemed well taken care of. Dolly got along really good with her labrador Diesel. He is a sweet boy. Highly recommend her and have scheduled for future plans. Theresa W.”

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Theresa W.
Sitter Profile Image: Amanda P.
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Amanda P.
from
$45
per night
5.0 out of 5 stars
• 36 reviews
14 repeat clients
20 years of experience
Franklin, WI, 53132

“Could not have asked for a better experience. FredSmith (my 8 year old dog) had a wonderful time with Amanda. She helped him feel right at home and took lots of pictures to ease my worries on how he was doing. He received lots of love and attention and I could not be happier with his stay. I will board with Amanda again and recommend her to other dog friends.”

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Donna S.
Sitter Profile Image: Kristi B.
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Kristi B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 36 reviews
19 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: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 127 reviews
46 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

“Great experience, took great care of my dog while away. Very flexible & understanding when I had travel issues. Would definite recommend as a sitter.”

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DeShawn P.
Sitter Profile Image: Krysta M.
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Krysta M.
from
$45
per night
5.0 out of 5 stars
• 16 reviews
5 repeat clients
10 years of experience
Franklin, WI, 53132

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

“Tara took wonderful care of our dog, Abu, while we were away for three days. Abu got along great with her two dogs, and we loved that there was a small, fenced-in dog park near her home where the dogs could safely run around and enjoy some off-leash time. Tara also took Abu on walks and made sure he got plenty of exercise and outdoor time. We really appreciated her care and attention and felt comfortable knowing Abu was in good hands. We would definitely recommend Tara to anyone looking for a caring and reliable dog sitter!”

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Wendy C.
Sitter Profile Image: Jill K.
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Jill K.
from
$40
per night
4.9 out of 5 stars
• 56 reviews
22 repeat clients
20 years of experience
Greenfield, WI, 53228

“My pup, Daisy, appears to have had a great time. Jill sent videos of her playing, which warmed my heart and left me at peace, knowing Daisy is being taken care of! I will definitely rebook with Jill. Thank you so much.”

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Debbie F.
Sitter Profile Image: Tyler P.
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Tyler P.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 36 reviews
9 repeat clients
15 years of experience
Greenfield, WI, 53219

“Tyler and his boys took great care of our dog while we were gone for just over a week. Our dog loved sniffing in his backyard and getting all the cuddles. Tyler was super responsive and communicative and I’d definitely recommend him!”

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Michelle R.
Sitter Profile Image: Tia & Colin L.
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Tia & Colin L.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
3 years of experience
New Berlin, WI, 53151

“Tia and her husband were amazing! We were nervous to leave our girl with people didn’t know but they loved her so well while we were gone. She gave so many updates and was very flexible with what our dog needed. We did a meet and greet for our dogs then gave her a laid out list of everything about our dog. Tia made us feel super comfortable. We loved that her kids loved our dog and we truly feel like Regan will miss being at their house”

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Denver L.
Sitter Profile Image: Rachel G.
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Rachel G.
Star Sitter
from
$29
per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
10 years of experience
South Milwaukee, WI, 53172

“Rachel is great! She will love yours as her own. Stays updated and sends pics of your fur babies. Sets up a meet and greet which is wonderful so you know you’re in good hands. Definitely recommend and will definitely use her services again!”

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Elizabeth C.
Sitter Profile Image: Shyla V.
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Shyla V.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 11 reviews
4 repeat clients
10 years of experience
Caledonia, WI, 53108

“Stetson had so much fun at Shayla’s house! She is great with communication and you can tell she loves animals!”

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Josie O.
Sitter Profile Image: Jessica F.
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Jessica F.
from
$30
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
11 years of experience
West Allis, WI, 53227

“Jessica and her family were awesome! They took care of Felix like he is one of their own. I loved getting the picture and message updates. His vacation was just as great as ours, and now he has a new pal with Chippy. 😁”

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Carrie Y.
Sitter Profile Image: Samantha W.
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Samantha W.
from
$40
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: Ivanna H.
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Ivanna H.
from
$55
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Hawley Farms, Milwaukee, WI, 53219

About: What sets me apart is my hands on experience as a dog foster, which has given me the ability to care for dogs with a wide range of personalities, energy levels, and needs. I’m comfortable adjusting to new routines quickly and helping pets feel safe and settled in a new environment. I provide calm, attentive, in home care where pets are treated like family. I focus on keeping their routine consistent, whether that includes feeding schedules, potty breaks, crate time, or extra play and attention. I’ve cared for both high energy dogs who need structure and exercise, as well as more anxious or relaxed dogs who need a calm, comforting space. My goal is always to make pets feel secure, loved, and at home while their owners are away and to keep owners updated so they can feel at ease. My schedule is flexible, I work part time and I’m able to provide consistent care throughout the day. I’m typically home most of the day, so pets get plenty of attention, potty breaks, playtime, and supervision. I can adjust my daily routine around the pets in my care and make sure their needs are met on a regular schedule. I provide care in a calm, clean, and pet friendly home where safety and comfort are the top priority. Pets are supervised throughout the day and are never left unattended for long periods. I follow each pet’s routine as closely as possible, including feeding schedules, potty breaks, walks, and any specific instructions from the owner. I introduce pets slowly into my home to help them feel comfortable and settled. I have a fenced yard for safe outdoor time, and all outdoor breaks are always supervised. Inside, pets have a cozy, relaxed environment where they can rest and feel at home. Pets are welcome on furniture if that is allowed by their owner, so they can stay as comfortable as they are in their own home. I pay close attention to each pet’s behavior and comfort level, especially during the adjustment period. My goal is to create a safe, low stress, loving environment, and I provide regular updates so owners always know how their pet is doing.

Sitter Profile Image: Sarah J.
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Sarah J.
from
$55
per night
5.0 out of 5 stars
• 571 reviews
99 repeat clients
5 years of experience
West allis, WI, 53219

“Sarah is amazing and great with my boy. I love that she updated me on a daily basis and took great care of Hamburger. Definitely recommended and will be using again!”

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Pang L.
Sitter Profile Image: Rachel & Matt C.
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Rachel & Matt C.
from
$40
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
8 years of experience
Tippecanoe, Milwaukee, WI, 53207

“Rachel and Matt took great care of our frenchie while we were gone for 2 weeks. They kept us up to date every day on how he was doing, which was greatly appreciated. He came home tired, so I know they got him plenty of exercise. We would absolutely book with them again.”

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Meredith W.
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 did such a nice job keeping my 12 week old puppy overnight. His dog Mel and my puppy got along great. I will definitely book Gabriel again. Thank you Gabriel and Mel!”

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Katie D.
Sitter Profile Image: Lacey G.
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Lacey G.
from
$50
per night
5.0 out of 5 stars
• 65 reviews
21 repeat clients
23 years of experience
Bay View, Milwaukee, WI, 53207

“Lacey was great! She quickly responded on short notice to watch my dog, she was super flexible with drop off and pick up times and her dog definitely had fun playing with mine and it was great knowing she was in good hands and getting lots of playtime! Will definitely book again!”

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Victoria 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.
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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

We were very happy with Mary and Fernando! Our girl Maisy had the best time playing with their pups and got lots of attention while we were away. She felt right at home. We received daily updates and pictures which was great to see how happy she was. We will definitely use Mary again!

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Susan S.
Boarding
5.0 out of 5 stars

My pup loves to go over there, they provide excellent love and care! We have been with them since he was a puppy and will always continue !! Definitely recommend.

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Veronica C.
Boarding
5.0 out of 5 stars

Shannon watched my dog River while I was out of the country for 2 weeks. She provided him exceptional care and gave me regular updates including pictures. I was almost delayed coming home due to a flight cancellation. Shannon was so supportive and understanding of this. I will certainly use her on the future. Such a wonderful sitter!

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Elisa D.
Boarding
5.0 out of 5 stars

Tara took wonderful care of our dog, Abu, while we were away for three days. Abu got along great with her two dogs, and we loved that there was a small, fenced-in dog park near her home where the dogs could safely run around and enjoy some off-leash time. Tara also took Abu on walks and made sure he got plenty of exercise and outdoor time. We really appreciated her care and attention and felt comfortable knowing Abu was in good hands. We would definitely recommend Tara to anyone looking for a caring and reliable dog sitter!

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Wendy C.
Boarding
5.0 out of 5 stars

Tyler was wonderful! So easy to communicate with and took our dog out on fun adventures and got lots of exercise. Thanks for everything!

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Heather G.
Boarding
5.0 out of 5 stars

Krysta took great care of our Reba! We will definitely be going back to her next time we need to board.

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Matthew B.
Boarding
5.0 out of 5 stars

Amanda was so sweet and attentive with our (anxious) dog! We appreciated the pictures and could tell our dog was not only comfortable and well cared for, but having a wonderful time too. We had a glitch in our travels and Amanda was incredibly generous and accommodating, allowing us to have our dog stay with her an extra night on short notice. We feel so fortunate to have found Amanda!

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Ellen R.
Boarding
5.0 out of 5 stars

Charlie had a great first stay with Kristi. He warmed up to her very quickly. She is experienced in giving senior dogs their many medications. Kristi provided lots of updates with pictures.

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Lori H.
Boarding
5.0 out of 5 stars

Jaci was wonderful to my two pups! She sent updates daily, administered medicine no problem, and exercised them often. One of my dogs is high energy and she had no issue tiring him out, which was great! I recommend and would love to have Jaci sit again!

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Ashly K.
Boarding
5.0 out of 5 stars

Me and especially my dog Dilly had a great experience with Anya. Last minute plans changed for my out of town vacation and Anya was able to host Dilly for my trip. I got texts all the time about how he was adjusting (he's a bit anxious), picture and movies. She gave him his meds according to schedule with lots of treats. He got lots of loving and scratches for being a good boy, he went outside all the time, she provided him with a crate for bedtime and his safe space. I feel that Anya was exactly what Dilly needed. Dilly also got to spend time with another dog during his stay. Instead of doggy day care for the future, he'll be staying with Anya. I am beyond pleased with her love and cares for my dog.

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Andrea J.
Boarding
5.0 out of 5 stars

Kare took good care of our dog when we were out of town. She sent pictures and videos and provided updates during his stay with her. We would definitely use Karen again to care for our dog when we need. Thank you, Karen!

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Ana Charlene R.
Boarding
5.0 out of 5 stars

Absolutely amazing people! They took exceptional care of my dog, and it was obvious he was happy, comfortable, and loved while he was with them. It gave me such peace of mind knowing he was in such great hands. I highly recommend them to anyone looking for trustworthy, caring people to look after their pet. Thank you so much!

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Bo A.
Boarding
5.0 out of 5 stars

Cindi is such a god send! She’s incredibly flexible and was so sweet to our nervous pup! Would recommend 100x over!

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Sara R.
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

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

Alexis is great to work with & takes excellent care of my dog. I can tell he was well-loved when he returns home.

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Andrea R.
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
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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 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 - Greendale

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Greendale average 12
repeat dog boarding clients

FAQs for Dog Boarding - Greendale

Frequently asked questions about Rover

The average cost of Dog Boarding in Greendale is $41 per night as of November 2026. Most bookings cost between $28 and $56 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 858 sitters on Rover offering Dog Boarding across Greendale. 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 Greendale 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 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.

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

  • 89% of sitters can help with special care needs
  • 96% 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 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.

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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