House Sitting Greystone

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

End
Search

Over 254
pet parents in Greystone have booked house sitting

Greystone, 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: Tucker S.
Verified Enhanced Background Check
Tucker S.
Star Sitter
from
$48
per night
4.8 out of 5 stars
• 17 reviews
4 repeat clients
10 years of experience
Orchard Ridge Community, Madison, WI, 53711

“Tucker did a great job watching Zoe & Mocha - regularly sent photos, provided updates from each visit, and was very communicative in providing care.”

Profile image
Eric L.
Sitter Profile Image: Hanna P.
Verified Enhanced Background Check
Hanna P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 14 reviews
5 repeat clients
6 years of experience
Madison, WI, 53719

“Hanna was awesome with all the doggies while we were away, she kept us updated every day with photos and comments. Thank you for taking care of them!”

Profile image
Mik R.
Sitter Profile Image: Jacki J.
Verified Enhanced Background Check
Jacki J.
from
$41
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
25 years of experience
Maple-Prairie, Madison, WI, 53719

“Jacki was polite, professional, and gave our pets all the love and attention they needed! She sent frequent pics and detailed messages. Highly recommend her services :)”

Profile image
Jennifer G.
Sitter Profile Image: Lisa T.
Verified Enhanced Background Check
Lisa T.
Star Sitter
from
$102
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
2 years of experience
Madison, WI, 53719

“Lisa was great! Our two dogs were very happy, and we would be glad to have Lisa help out again. She left our place better than it was before!”

Profile image
Stacy B.
Sitter Profile Image: Maureen H.
Verified Enhanced Background Check
Maureen H.
from
$65
per night
4.9 out of 5 stars
• 19 reviews
5 repeat clients
20 years of experience
Madison, WI, 53705

“Maureen did an amazing job house-sitting our dog and two bunnies. She asked great questions and was very detailed oriented when understanding the care guide. Highly recommend!!”

Profile image
Allyssa F.
Sitter Profile Image: Khushi R.
Verified Enhanced Background Check
Khushi R.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
4 years of experience
Middleton, WI, 53562

“Kyushu was very communicative with great photos! She also has great questions at our meet and greet! It put me at ease with a new sitter, and we came home to happy pups :)”

Profile image
Alex P.
Sitter Profile Image: Stephany D.
Verified Background Check
Stephany D.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 67 reviews
16 repeat clients
13 years of experience
Madison, WI, 53719

“Stephany was a great house sitter! She was super friendly and respectful, and our dog got along with her great! She took him on lots of walks and we came home from our weekend away to a very happy pup. Will book her again!”

Profile image
Katie H.
Sitter Profile Image: Michelle S.
Verified Background Check
Michelle S.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 139 reviews
56 repeat clients
4 years of experience
Madison, WI, 53719

“Michelle was fantastic. Kept us up to date with what was happening and sent lots of pics. We felt very comfortable with her in our home and with our pup. Would definitely use her again.”

Profile image
Katrina K.
Sitter Profile Image: Sierra M.
Verified Enhanced Background Check
Sierra M.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
26 years of experience
Madison, WI, 53703

“Sierra was fantastic! She saved us when our planned arrangement fell through and was very caring and responsible with our anxious poodle. When he got sick from worry she took him to the vet, gave him lots of extra care, and even organized a playdate with a new friend they met at the dog park. Definitely went above and beyond!”

Profile image
Ruth C.
Sitter Profile Image: Meta M.
Verified Enhanced Background Check
Meta M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 54 reviews
11 repeat clients
25 years of experience
Verona, WI, 53593

“Meta took great care of our 2 pugs. I felt totally comfortable leaving for 5 days and her caring for the dogs. We came home and the house was very clean. She even made us a delicious quiche. I am not saying everyone should expect a quiche, but that was very thoughtful! would deinately use Meta in the future. I highly recommend her.”

Profile image
Denise R.
Sitter Profile Image: Travis M.
Verified Enhanced Background Check
Travis M.
from
$70
per night
5.0 out of 5 stars
• 24 reviews
5 repeat clients
15 years of experience
MONONA, WI, 53713

“We have never left our boy, Griffin for more than a couple of days before. We went on a two week trip and hired Travis to watch our big sheepadoodle. He was incredible! He sent us pictures and videos of Griffin at the dog park and around the third day, Griffin was giving him his paw and Travis was loving on him. We then received a picture of Griffin on the bed Travis used…. That sealed it…. Griffin loves him! We do too! We couldn’t have asked for a better sitter for our boy❤️”

Profile image
Elaine W.
Sitter Profile Image: Austin M.
Verified Enhanced Background Check
Austin M.
Star Sitter
from
$65
per night
4.6 out of 5 stars
• 13 reviews
2 repeat clients
29 years of experience
Park Ridge, Madison, WI, 53719

About: Caring for dogs isn't just something I do. It's something I'm genuinely passionate about. I have experience caring for dogs of all ages, personalities, and energy levels, from young puppies learning routines to senior dogs who need a little extra patience and attention. I understand that every dog is different, and I take the time to get to know each pet's unique needs. I'm comfortable with feeding schedules, administering oral medications, crate training, basic puppy training, leash walking, playtime, and providing plenty of love and attention. I'm also attentive to changes in behavior or health and believe it's important to catch anything unusual early and communicate it with owners right away. I know how stressful it can be to leave your pet with someone else, so I make it my priority to provide a safe, clean, and calm environment where they feel comfortable. Whether your dog loves long walks, playing fetch, or simply relaxing with company, I'll make sure they receive the care and attention they deserve. Communication is very important to me. I'll provide regular updates, photos, and messages so you can enjoy your time away knowing your pet is in good hands. My goal is to care for every pet as if they were my own and give owners complete peace of mind. Pet care is already a major part of my daily routine. My day is structured around caring for dogs, so adding walks, drop-in visits, daycare, or boarding fits naturally into my schedule. Because I'm already following consistent routines for feeding, exercise, potty breaks, playtime, and cleaning, I'm able to provide dependable, attentive care throughout the day. I have a flexible schedule that allows me to give pets the time and attention they deserve rather than leaving them alone for long periods. Whether your pet needs a consistent routine, extra exercise, medication, or simply companionship, I'm committed to making sure they feel safe, comfortable, and well cared for while you're away. Safety and comfort are my top priorities when caring for pets, whether in my home or a client’s home. I make sure every pet is in a clean, secure, and calm environment where they can feel relaxed and stress-free. I follow each pet’s routine closely, including feeding schedules, potty breaks, exercise, and any special instructions provided by the owner. I pay close attention to behavior and overall well-being so I can quickly notice if something seems off and communicate right away. In my care, pets are never left unattended for long periods. I supervise interactions, provide structured playtime, and ensure a safe environment at all times—especially when introducing pets to new surroundings or other animals. I also respect the client’s home fully when providing in-home care, keeping everything clean, secure, and exactly as I found it. I understand how important trust is when someone allows you to care for their pet or enter their home, and I take that responsibility seriously. My goal is to make sure pets feel safe, loved, and comfortable, while giving owners complete peace of mind through clear communication and reliable care.

Sitter Profile Image: Sam B.
Verified Enhanced Background Check
Sam B.
from
$30
per night
19 years of experience
Capitol, Madison, WI, 53703

About: I’ve been caring for animals since I was old enough to know what a pet was, whether it’s my own, a neighbor’s, or a friend/family member’s. I love animals, and am considering going into vet work! I have experience with both puppies/kittens and seniors as well :). I can walk, feed, give meds, and do anything you need! I’m a full-time student during the week, but I will always have time to drop-in, or stay overnight. I’m very flexible with my scheduling, so I will happily do whatever you and your pet need! While I can’t offer boarding at my home because I have four roommates, I will care for pets in every way possible no matter what! I know some nice parks for walks, and I’m also happy to chill if they’re a homebody! Again, entirely up to you and your pets needs :)

Sitter Profile Image: Luke C.
Verified Enhanced Background Check
Luke C.
from
$75
per night
5.0 out of 5 stars
• 3 reviews
2 years of experience
University Apartments, Madison, WI, 53705

About: I have a very high level of knowledge and skills of how to take care of cats of any age and ability and enjoy spending time with all kinds of cats. I have much less experience with and knowledge of dogs but I'm very familiar with the basics of feeding and walking. Friends have described me as a cat whisperer and I like to think of myself as such. Not that I might not have challenges, but I know how to meet and vibe and care for them. I have completely open availability for the next month or so as I am unemployed living with friends and trying to establish myself here. I typically like doing care between the late morning and early evening, but anything can be talked about and arranged. I enjoy spending the day alongside animals, being attentive to their needs by taking them out for long walks, providing healthy snacks and cuddles through the day, and offering a calm energy to relax energetic or otherwise anxious pets. I am confident in caring for pets across a range of personalities, and am happy both giving pets lots of attention and energy and coexisting with more introverted pets.

Sitter Profile Image: Merit L.
Verified Enhanced Background Check
Merit L.
from
$80
per night
6 years of experience
Madison, WI, 53717

About: A Vet tech providing calm, loving, reliable, attentive pet care. Comfortable with medications, special needs, and nervous pets. I treat every animal like my own. I am currently working at a veterinary clinic, which gives me experience and flexibility. I am available on weekends and some weekdays to help out! I have two cats. I care for them by providing regular meals, fresh water, playtime, and lots of attention. I make sure they feel loved.

Sitter Profile Image: Jessica B.
Verified Enhanced Background Check
Jessica B.
from
$35
per night
5.0 out of 5 stars
• 17 reviews
1 repeat client
10 years of experience
Madison, WI, 53719

“Jessica did an amazing job with our dogs in our home. We will definitely have her back. Pictures everyday. Updates on their eating - they are picky eaters when we are away. She knew exactly what to do and try. Lisa”

Profile image
Lisa S.
Sitter Profile Image: Celeste T.
Verified Enhanced Background Check
Celeste T.
from
$75
per night
4.8 out of 5 stars
• 5 reviews
2 repeat clients
17 years of experience
Summit Woods, Madison, WI, 53711

“Everything went smooth! Sent photos and was communicative! Would recommend”

Profile image
Olivia W.
Sitter Profile Image: Manu J.
Verified Enhanced Background Check
Manu J.
from
$79
per night
5.0 out of 5 stars
• 67 reviews
11 repeat clients
30 years of experience
Madison, WI, 53715

“What a great experience!! Manu is great, Paco was so well cared for in his own home. Manu took the time to meet him and then to tend to his needs while caring for him. She always kept in touch and took beautiful pictures. I am happy I found Manu. Will certainly go back to her. I highly recommend her. Thanks Manu!!!!”

Profile image
Lourdes S.
Sitter Profile Image: Karina M.
Verified Background Check
Karina M.
from
$45
per night
5.0 out of 5 stars
• 26 reviews
6 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

“Karina always shows such care for my pets. My dog and cat both have health issues that require multiple medicines and supplements. She always follows their routine closely, asks questions to make sure she’s providing good care, takes my dog on daily walks, and sends daily pictures. I also come home to a clean house. I will not hesitate to request pet/house sitting from Karina again and I highly recommend her!”

Profile image
Hailey L.
Sitter Profile Image: Jacob S.
Verified Enhanced Background Check
Jacob S.
from
$30
per night
5.0 out of 5 stars
• 10 reviews
5 repeat clients
11 years of experience
Madison, WI, 53703

“Jacob is exactly who you want watching your animals. I have four dogs and two cats, which is a lot to hand off to anyone, and he handled the whole crew like a pro. Communication was on point the entire time, he sent pictures without me having to ask, and he was flexible when things shifted on my end. Every single one of my fur babies was happy and settled when I got home, which is honestly the best review I can give. I’d book him again in a heartbeat.”

Profile image
Amanda K.
1 / 1
View more

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

Pet parents share their Rover experiences - Greystone

1 / 1
5.0 out of 5 stars

We've been having Annalesse watch our 15 yr old beagle for the last two major trips we've taken, and we've never been more at ease. It's been a journey to find a reliable, caring, and clean, communicative sitter and she's been an absolute blessing to work with. The house is always spotless and doesn't even look like anything has been touched when we return. We get updates and pictures without having to ask and she willingly cleans up any mess our pup makes which unfortunately happens more often with her old age. On our last trip we weren't returning until late and we were so impressed that made efforts to adjust her schedule just so that our girl wouldn't have to be alone longer than she needed to be. Consider yourself lucky if you have Annalesse watching your furry loved ones❤️

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

Other than just being a wonderful person, Stephany took incredible care of my pup and home. She was super responsive, always sent me pictures, and my house was in better condition than how I left it. So thankful to have found her!

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

Quinn is great. Our girl Freddie has the best time and we are so thankful she gets to stay comfy in her own home with Quinn taking care of her!

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

Zach took excellent care of Tofu, was very responsive, and sent helpful updates (with great pictures and videos). Highly recommend!!

Profile image
Junko T.
House Sitting
5.0 out of 5 stars

Mandi was great with our dog. She was punctual and friendly. Our pup loved her (loves everyone though haha). She kept us updated throughout the evening while we were gone with pictures and messages. She comforted our pup when people were letting off fireworks unexpectedly. Would hire again!

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

Grace did a great job with the dogs! She sent periodic pictures and let me know of any issues. The dogs seemed really happy when we got home!

Profile image
Lisa N.
House Sitting
5.0 out of 5 stars

Nowell was able to help on short notice! It was our first time being away from our puppy and she was very helpful. She was able to take our puppy to the dog park which was great! Would recommend!

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

Kyushu was very communicative with great photos! She also has great questions at our meet and greet! It put me at ease with a new sitter, and we came home to happy pups :)

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

Jesse sat for our 2 kitties for 3 weeks! She was absolutely fabulous! Regular check-ins, going the extra mile in every way to make the cats happy and making us feel comforted that she was taking tender loving care of them. She sent pics frequently and was conscientious about their meds and habits. Don’t hesitate to Grab Jesse she is a gem!!!

Profile image
Terri & Jeffrey H.
House Sitting
5.0 out of 5 stars

Jenna was an amazing sitter for Muller! He was a happy guy who got to play a ton of fetch. We received lots of updates and picture. We will definitely use Jenna again!

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

Jennifer was a fantastic sitter for our older dog! Communication was great, she updated us with lots of pictures, and she left the house perfectly clean. We hope we can have her stay with our dog in the future!

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

Poorna did an incredible job overnight sitting for our two dogs, Chopper and Ophelia, while we were away on vacation. She provided lots of updates and many great pics of them while we were away unprompted, and was an amazing guest in our house as well. We would recommend her to anyone and will be booking with her in the future.

Profile image
Jace M.
House Sitting
5.0 out of 5 stars

We felt very comfortable leaving our 2 puppies in the care of Mara and Dirk. They communicated with us daily and handled them like pros. Would highly recommend - they quickly created a bond with our pups and were very caring and responsible.

Profile image
Broni W.
House Sitting
5.0 out of 5 stars

Melvin stepped in on very short notice and took great care of my two big dogs. He stayed at the house and left it in great shape when he left. The dogs liked him and were in great shape when I got home. Thanks to Mel for saving the weekend for us.

Profile image
ann s.
House Sitting
5.0 out of 5 stars

Azaria did a great job house sitting with Ollie. This was my first experience with Rover, and it was nice to meet Azaria before we left on our trip. She sent daily pictures and updates. The house was very tidy when we returned. Will definitely choose her again.

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

I'd give Emma 10 stars if that was an option. Emma stayed at my home for 6 nights, to care for my 6.5 year Frenchie who required special attention and Tess, the newest member of my pack weighing in at 11lbs at only 3 months. Emma clearly understood my concerns with leaving a new pup and resident pooch who were still getting acquainted, and gave both pups the love they were accustomed to, collectively and on a solo basis. Emma vacuumed and made sure my home was clean and in the same condition I left it for her, my plants were watered and the garbage was taken out. Yay! Both pups seem very happy and stress free when I got home, for which I couldn't be more happy. Side note: I'm sure there's a bit of sticker shock with Emma's fee, but her premium is well deserved and earned and I have no hesitation to contact Emma for future house and puppy/dog sitting needs.

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

It is safe to say that our kitties gave Jennifer a run for her money- one who hates strangers, the other who makes a break for the door when sitters try to leave! She handled all of it with grace and kindness. We were sent daily pictures and always felt our pets were in great hands.

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

Anne continues to be an amazing pet sitter. We had a very last minute need and she was willing to work with us. Keira loves when she comes over and has gotten very comfortable with her.

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

Andrea did a wonderful job taking care of Toby and was communicative with clear updates throughout the weekend!

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

Evelin was an absolute rockstar. She sat for our two older dogs and a rambunctious young one. We joked that the dogs are going to have unrealistic expectations of us now because Evelin was SO attentive with them. She sent constant pictures, and they were clearly loving the attention and love. She clarified any questions she had, and we felt totally confident that the dogs were in great hands—she followed up that she was following our instructions for feeding and meds. We would hire Evelin again immediately, and I’d recommend her to any pet parents, even if your dogs have some extra needs. If we go on a trip again, she’s our first call!

Profile image
Lauren G.
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.

How to book house sitting

  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 - Greystone

Select a filter and find qualifying sitters offering house sitting.

Sitters in Greystone average 4
repeat house sitting clients

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge