House Sitting Greendale

Find a loving house sitter to watch over your pets and your home.

End
Search

Over 79
pet parents in Greendale have booked house sitting

Greendale, Find top rated house sitting

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: Alexis G.
Verified Enhanced Background Check
Alexis G.
from
$47
per night
5.0 out of 5 stars
• 13 reviews
9 repeat clients
6 years of experience
Greenfield, WI, 53221

“Alexis was super communicative and took great care of our dog while we were away!”

Profile image
K M.
Sitter Profile Image: Adrianne R.
Verified Enhanced Background Check
Adrianne R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 20 reviews
2 repeat clients
20 years of experience
Franklin, WI, 53132

“This was my first time leaving our puppy Fritz and first time using Rover. I couldn’t be happier with our experience with Adrienne! I appreciated the daily check ins and pics/videos and I could tell that Fritz was happy and content and well cared for. I would recommend Adrienne and will use her again the next time we go out of town without the pup.”

Profile image
Holly Y.
Sitter Profile Image: Keisha P.
Verified Enhanced Background Check
Keisha P.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 56 reviews
25 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

“We were very happy with the communication and attention to detail while watching bella. Not only did she take great care of our dog but also our house 🧡 we would definitely recommend her and use her in the future”

Profile image
Amy G.
Sitter Profile Image: Patricia N.
Verified Enhanced Background Check
Patricia N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 110 reviews
32 repeat clients
30 years of experience
Franklin, WI, 53132

“Patricia was great with Jeter! He was very well taken care of and she shared pictures with us while we were away. We will definitely rebook with her in the future!”

Profile image
Julie Q.
Sitter Profile Image: Quazaye K.
Verified Enhanced Background Check
Quazaye K.
from
$55
per night
4.8 out of 5 stars
• 37 reviews
17 repeat clients
10 years of experience
Franklin, WI, 53132

“Quazaye, filled in for one night when my other sitter couldn’t be there. She kept me informed and sent pictures. I will definitely ask her to pet sit again.”

Profile image
Mary M.
Sitter Profile Image: Alissa A.
Verified Background Check
Alissa A.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
20 years of experience
Greenfield, WI, 53221

“Alissa was great! She really came through for us at the last minute so we were able to enjoy our concert stress free! She kept us updated, and was prompt with her communication! The boys loved her!”

Profile image
Cue T.
Sitter Profile Image: Emily M.
Verified Enhanced Background Check
Emily M.
from
$59
per night
5.0 out of 5 stars
• 45 reviews
12 repeat clients
30 years of experience
Milwaukee, WI, 53213

“Emily was exceptional through and through. Great communication and even better care of our home & pups. We will most certainly ask her to care for our boys again!”

Profile image
Caryn L.
Sitter Profile Image: Cindi W.
Verified Enhanced Background Check
Cindi W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Franklin, WI, 53132

About: I love animals and have always had them. My friends reach out to me for pet sitting because they know I will take the best care of their fur babies! I have a teacup Yorkie and a cat so if you have a friendly pet, they are welcome to stay by me, but I am also retired so can stay by you if that's more convenient. I am very flexible! I am retired so have all day & evening to spend with your fur babies. I love to walk so would be sure to take your fur babies outside for fresh air any time of the year. I live in a safe area and have beautiful paths for dog walking any time of day. If your pet likes car rides, I love the beach & the water so could have lots of fun taking them wherever they like to go!

Sitter Profile Image: Christa K.
Verified Enhanced Background Check
Christa K.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
20 years of experience
Oak Creek, WI, 53154

About: I've loved caring for pets my entire life! My mother was a vet tech who taught me everything I needed to know about caring for animals. I have two senior dachshunds adopted from rescues and have rehabilitated them to be sweet socialized canine citizens. I love dogs and cats of all shapes and sizes. I work a hybrid office job which gives me some flexibility for assisting with your pets! I can walk or visit with your pets in the evenings on weekdays, or anytime on weekends. Your pet will receive care according to their unique needs while I'm visiting with them. Play, feeding, affection, or exercise defined by what you would want to be doing for them yourself.

Sitter Profile Image: Jenn S.
Verified Enhanced Background Check
Jenn S.
Star Sitter
from
$68
per night
5.0 out of 5 stars
• 132 reviews
35 repeat clients
40 years of experience
West Allis, WI, 53227

“Jenn was wonderful! She was dependable and super responsive. She sent us frequent photo updates as well which made us feel comfortable knowing our dog was in great hands while we were away”

Profile image
Kristen A.
Sitter Profile Image: Carolina G.
Verified Enhanced Background Check
Carolina G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 41 reviews
9 repeat clients
9 years of experience
Cudahy, WI, 53110

“I have a couple challenging pets, including an anxious, blind senior dog but Carolina moved at their pace and took great care of them. She was communicative and I got pictures every day. We came home to the house exactly as we left it. She’s kind and respectful.”

Profile image
Megan S.
Sitter Profile Image: Fatima B.
Verified Enhanced Background Check
Fatima B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
2 years of experience
West Allis, WI, 53214

“Fatima was amazing to work with. I booked her on short notice before the holiday when my original plans fell through. She offered and made it a priority to come do a meet & greet on days notice. I’m always a little nervous when using a new sitter especially when they stay at mine, but my mind was at ease immediately when I met her. I could tell she has a big heart and really cares for animals. She followed all instructions and she went above and beyond spending time with Diesel doing his favorite activities (walks, playing fetch, swimming, etc.). She was incredibly communicative and sent a lot of pictures and videos which was much appreciated. As a former Rover sitter and a frequent user of Rover’s services, I can confidently say that Fatima is one of the best sitters I’ve come across. I will definitely be using her in the future and have already recommended her to others looking for sitters. Thank you Fatima!!!”

Profile image
Alex S.
Sitter Profile Image: Stephen & Wipawee D.
Verified Enhanced Background Check
Stephen & Wipawee D.
from
$100
per night
5.0 out of 5 stars
• 51 reviews
19 repeat clients
6 years of experience
West Allis, WI, 53227

“Amelie and Stephen sat for our dog, Dexter, and our cat, Lucy, while we were out of town for a weekend. We felt incredibly assured during our time away that our pets were being well cared for and provided with lots of love. We were given consistent updates on how the stay was going and what our animals were up to. They graciously provided many pictures during the stay that continued to provide us with a sense of calm knowing our fur babies were in very good hands. We have already rebooked with them for a future trip, and will continue to do so! We cannot recommend them enough!”

Profile image
Kaitlyn F.
Sitter Profile Image: Blythe R.
Verified Background Check
Blythe R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 212 reviews
72 repeat clients
7 years of experience
South Milwaukee, WI, 53172

“Blythe was amazing! I booked with her based on her endless positive reviews and was not disappointed. I have a blind senior dog who needs medication and Blythe went above and beyond to make me feel less anxious about leaving her for the first time for a long weekend. She was communicative, patient and kind—I will definitely be booking with her for my next trip.”

Profile image
Megan S.
Sitter Profile Image: Evita E.
Verified Enhanced Background Check
Evita E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 22 reviews
4 repeat clients
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

“While Evita watched our pup Molly overnight at our house, she was punctual and communicated well. She also took Molly on a nice long walk each day that pleasantly tuckered her out. Molly seemed calm and happy when we returned home.”

Profile image
Alia E.
Sitter Profile Image: Amanda P.
Verified Enhanced Background Check
Amanda P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 36 reviews
13 repeat clients
20 years of experience
Franklin, WI, 53132

About: As a little kid, I grew up with a dog and then got two dogs of my own as an adult. I raised all my dogs from puppies all the way through to end of life. I have dog sat for family and friends as well so I have experience with many breeds and conditions of care. I am currently available most weekends for whatever your fur babies need and I have some flexibility with my schedule during the week so I may be able to help out! I have a large (unfenced) yard for dogs to play in. I have a crate if needed. I have a walking path nearby to take long walks.

Sitter Profile Image: Marilia D.
Verified Enhanced Background Check
Marilia D.
from
$75
per night
5.0 out of 5 stars
• 84 reviews
28 repeat clients
15 years of experience
Wilson Park, Milwaukee, WI, 53221

“Marilia communicated often sending updates and pictures, and was very open to our instructions and the pets’ daily routines. We felt good that Marilia would care for them well while we were able to focus on our flight process without having to worry if the pets were eating and going potty when they needed to. Thank you so much for looking after them!”

Profile image
Stefanie V.
Sitter Profile Image: Rebecca M.
Verified Enhanced Background Check
Rebecca M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 16 reviews
8 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

“Rebecca was great with Charlie she played with her and took her on lots of walks! Also kept me updated daily and sent pictures she was great!”

Profile image
Hailey C.
Sitter Profile Image: Maya M.
Verified Enhanced Background Check
Maya M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
10 years of experience
Greenfield, WI, 53228

“Maya was so great with our two dogs! She’s incredibly trustworthy, kind, helpful, and communicative. Her dog, Mello, is also such a gem. We really appreciated all her help over the long weekend, and would rebook in a heartbeat!”

Profile image
Audrey J.
Sitter Profile Image: Elba M.
Verified Enhanced Background Check
Elba M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 194 reviews
69 repeat clients
6 years of experience
Cudahy, WI, 53110

“This was not only my first time using a pet sitter, but a sitter that doesn’t know my two boys. We have always been spoiled having family watch my two, but not so much anymore. My two boys are a pain in many ways and Elba was absolutely wonderful with them! She stayed an evening with them and gave them all the attention in the world and took them on a car ride! Elba is such a lovely person who has great advice on pets too! I am definitely sticking with Elba as my primary sitter!”

Profile image
Kim T.
1 / 1
View more

The median cost per night for house sitting in Greendale is $50

Pet parents share their Rover experiences - Greendale

1 / 1
5.0 out of 5 stars

Alexis took great care of Zuzu. I was amazed at how quickly Zuzu warmed up to her at the initial meat and greet. I will absolutely book Alexis again.

Profile image
Douglas D.
House Sitting
5.0 out of 5 stars

Fantastic as always. In addition to the usual care, she went above and beyond caring for my pups broken nail on his foot while we were away.

Profile image
David B.
House Sitting
5.0 out of 5 stars

Alissa was awesome with Walter! She definitely was able to meet his high energy breed’s needs and sent us great updates throughout her stay. Our home was left very clean, which we hugely appreciate. Thank you!

Profile image
Livia A.
House Sitting
5.0 out of 5 stars

Katlynn followed my detailed instructions and I felt very comfortable with her caring for Mink. She watched him carefully to make sure he did not have a recurrence of his medical condition.

Profile image
Catherine K.
House Sitting
5.0 out of 5 stars

Stephanie was a great sitter. She helped me out when I was in a pinch due to last minute cancellation. She was able to get a meet and greet in timely and sit for me that weekend. She was prompt, professional, all around great! Will forsure use her services again!

Profile image
Jenna Z.
House Sitting
5.0 out of 5 stars

Aubrey was amazing. My doggies were comfortable with her right away. She treated my home with respect and it was even cleaner when I got back. Will be hiring her again!

Profile image
Antonia R.
House Sitting
5.0 out of 5 stars

We feel so incredibly lucky to have found Justine! She watched our 10 month old puppy, Rumi, for the weekend and truly went above and beyond. Leaving your pup and your home in someone else's hands can be stressful, but Justine gave us total peace of mind - we knew right away he was in the best hands! She kept us connected the entire time with constant updates and photos. Rumi even got to meet her family briefly, and I can tell he absolutely loved it, especially hanging out with her son! To top it off, when Rumi had a minor issue with an itchy ear, Justine stepped right in with excellent preventative care, keeping him comfortable until we could get him to the vet on Monday. Rumi clearly had a fantastic weekend. We couldn't ask for a more trustworthy, communicative, and caring sitter - highly recommended!

Profile image
Sofia K.
House Sitting
5.0 out of 5 stars

Maya was AWESOME! We needed a last minute Rover to stay at our house and watch our 2 pups for a night and she was such a good fit for the job. Super communicative & sweet — we always received the cutest pupdates. Our dogs were 100% in great hands & we’ll definitely be booking with Maya in the future! 😊

Profile image
Jenna H.
House Sitting
5.0 out of 5 stars

Hannah always goes above and beyond, and knowing that she is taking care of Kai gives me such peace of mind! She is truly great with animals, and treats them like one of her own. I cannot recommend her enough!

Profile image
abigail b.
House Sitting
5.0 out of 5 stars

Sonia and Alex did an absolutely excellent job caring for my dog. He is developmentally delayed, requires daily medication, and is incontinent, so his care takes extra attention and patience. Throughout the 6 days he was with them, they communicated promptly and openly about any challenges that came up, and together we were able to make simple adjustments to ensure his stay was comfortable and successful. They sent pictures frequently, which gave me great peace of mind while I was away. From every photo, it was clear that my dog was happy, well cared for, and comfortable in their care. I am incredibly grateful for the compassion, flexibility, and attentiveness Sonia and Alex showed, and I would wholeheartedly recommend them to anyone—especially those with pets who have special needs.

Profile image
Gwen P.
House Sitting
5.0 out of 5 stars

We use Amanda multiple times a year and she is great! I love the daily photos of our pup, and I know she with take great care of our big guy. Thanks, Amanda!

Profile image
Erin F.
House Sitting
5.0 out of 5 stars

Adrianne is amazing! She was communicative, asked thoughtful questions during the meet and greet, and ensured meds were delivered to a picky eater. We hope to have her back for future vacations!

Profile image
Beth K.
House Sitting
5.0 out of 5 stars

Anya did a great job with our dog! Even when the power went out due to a wind storm she helped make sure the house was good/safe while taking care of the dog. 10 out of 10, would recommend.

Profile image
Kyle S.
House Sitting
5.0 out of 5 stars

Alexis saved the day when we had a last-minute cancellation for a long trip. She was wonderful and spent lots of time with our pets, sending updates and giving them lots of love!

Profile image
Cassandra D.
House Sitting
5.0 out of 5 stars

Emma did an amazing job watching my animals and housesitting!! I think my dog and cats probably love her more than me🤣

Profile image
Donna L.
House Sitting
5.0 out of 5 stars

Alex did an awesome job caring for our cats and our home while we were away for almost 2 weeks. Sometimes our cats get anxiety when we go out of town but I could tell our cats were comfortable with her when she came for the initial visit before we left and all 3 cats seemed to be happy and content when we arrived back home which was pleasant to come home to. We highly recommend Alex for overnight visits!

Profile image
Chelsea H.
House Sitting
1 / 1
Find pet 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  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 house sitting - Greendale

Select a filter and find qualifying sitters offering house sitting.

Sitters in Greendale average 4
repeat house sitting clients

FAQs for House Sitting - Greendale

Frequently asked questions about Rover

The average cost of House Sitting in Greendale on Rover is $39 per night as of October 2026. Most bookings cost between $30 and $78 per night. 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 October 2026, there are 1,330 sitters on Rover offering House Sitting across Greendale. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Greendale walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Greendale maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Greendale choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 .

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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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

  • 90% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge