House Sitting in Greystone, Madison, WI

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Top rated Greystone house sitters

1 / 1
Sitter Profile Image: Julie A.
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Julie A.
Star Sitter
from
$55
per night
5 out of 5.0 stars
32 reviews
9 repeat clients
20 years of experience
Madison, WI, 53719

Julie took excellent care of our dogs and our home while we were gone for 5 days. She was very loving, caring and attentive to our dogs. She was excellent with communication and sending photos. She walked the dogs, gave them lots of love and attention and went above and beyond even supplying some more broth for our dog when the supply ran out! I highly recommend Julie!

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Jane W.
Sitter Profile Image: Jolie Zevallos
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Jolie Zevallos
Star Sitter
from
$31
per night
5 out of 5.0 stars
11 reviews
5 repeat clients
8 years of experience
Madison, WI, 53715

Jolie is great. Good communication and goes above and beyond to spend quality time with our two large dogs. Very happy, will book again if possible.

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Rachel H.
Sitter Profile Image: Louisa M.
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Louisa M.
Star Sitter
from
$60
per night
5 out of 5.0 stars
68 reviews
22 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Louisa was kind, responsive and took extra care to come to our hotel to watch our dog on our wedding day. We could not recommend her more highly 💜

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Angie A.
Sitter Profile Image: Marley M.
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Marley M.
from
$50
per night
5 out of 5.0 stars
9 reviews
10 years of experience
Madison, WI, 53726

Marley goes above and beyond and I’d highly recommend her to anyone looking for a sitter. Our cat has to take medication and she did great handling that. We were out of town and I trusted her completely. She offered updates and pictures and we knew our cat was in great hands. Her knowledge and professionalism sets her apart from the rest! :)

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Kristina S.
Sitter Profile Image: Kaitlyn B.
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Kaitlyn B.
Star Sitter
from
$40
per night
5 out of 5.0 stars
18 reviews
5 repeat clients
20 years of experience
Madison, WI, 53705

Kaitlyn was an absolute sweetheart and such a great communicator! Prior to our first booking, she asked thoughtful questions about what she could do to prepare and be well-informed, which I appreciated. She sent me photos and updates while caring for Princeton and also gave me a great recap after I got home. I highly recommend Kaitlyn and will definitely book her again!

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Aisha B.
Sitter Profile Image: Hannah I.
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Hannah I.
from
$50
per night
5 out of 5.0 stars
101 reviews
32 repeat clients
5 years of experience
Wexford, Madison, WI, 53717

Highly recommend Hannah! She took great care of our 120 lb dog! She provides updates and has great communication. Can’t wait to have her dog sit for us again!

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Amber R.
Sitter Profile Image: Ann A.
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Ann A.
Star Sitter
from
$78
per night
5 out of 5.0 stars
61 reviews
24 repeat clients
10 years of experience
Madison, WI, 53719

Ann was phenomenal! She was so patient and understanding of our dogs and kept us informed with constant updates. The pictures we received we very reassuring as well and we felt completely comfortable being away knowing they were very well taken care of. We would not hesitate to book with her again, as it was one of the best experiences we've had.

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Seán & Leticia W.
Sitter Profile Image: Brenda S.
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Brenda S.
from
$40
per night
5 out of 5.0 stars
5 reviews
9 years of experience
Waunakee, WI, 53597

Brenda was amazing!!! She took great care of our house and our cats. Sent pictures and updates, and left the house cleaner than she found it. 😁 We needed last minute help, and she was so flexible and accommodating! I would not hesitate to hire her again!

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Alicia S.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$65
per night
5 out of 5.0 stars
124 reviews
42 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert was friendly and very commutative. Robert took Clementine last minute and she seemed well cared for. I would have him watch her again.

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Shana H.
Sitter Profile Image: Terry K.
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Terry K.
from
$60
per night
5 out of 5.0 stars
39 reviews
12 repeat clients
30 years of experience
Middleton, WI, 53562

Terry took great care of our old man dog, including his medication needs. She was very responsive, and sent photo updates. Came home to a clean house (probably cleaner than we left it! :)

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Donna W.
Sitter Profile Image: Rose J.
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Rose J.
from
$34
per night
5 out of 5.0 stars
8 reviews
5 repeat clients
9 years of experience
verona, WI, 53593

Rose did a great job of taking care of our 4.5 month old labrador puppy and her nearly 11 year-old chocolate labrador big sister! We came home to happy pups who had a good walk and playtime! We also really appreciated the nice pictures that were sent during the visit! We will definitely rebook Rose!

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Ben D.
Sitter Profile Image: Erika K.
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Erika K.
from
$45
per night
5 out of 5.0 stars
11 reviews
1 repeat client
12 years of experience
Middleton, WI, 53562

Erika was great. She is a delightful person who gleefully mixed with my two furry sweet beasts. When I returned home, everything was in fine shape and the dogs were very happy. I will surely contact her in the future when I travel.

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Timothy H.
Sitter Profile Image: Anna H.
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Anna H.
from
$65
per night
5 out of 5.0 stars
30 reviews
7 repeat clients
7 years of experience
Middleton, WI, 53562

Smooth meet-up & sitting experience, and great level of communication! She was reliable and trustworthy in taking care of our pups and the house. Would definitely work with you again and looking forward to it!

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Hanna E.
Sitter Profile Image: Sidney R.
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Sidney R.
Star Sitter
from
$50
per night
5 out of 4.9 stars
60 reviews
20 repeat clients
20 years of experience
Middleton, WI, 53562

Sidney was a great sitter! She took such good care of my cat and provided the best updates! She also took such good care of my home while I was gone! I really like the report cards she provided for Mae, it was super cute! Would definitely recommend!

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Alysia (Cici) G.
Sitter Profile Image: James S.
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James S.
from
$45
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
30 years of experience
Middleton, WI, 53562

James was very dependable and conscientious in taking care of our dogs, cats, and home. He sent pet pictures, texted us if he had any questions, and left our home clean. We were very pleased.

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Scott B.
Sitter Profile Image: Alexandra D.
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Alexandra D.
from
$79
per night
5 out of 5.0 stars
8 reviews
1 repeat client
4 years of experience
Madison, WI, 53719

About: I’ve consistently taken care of dogs for the past four years. I have two pups of my own, both male pugs, that I love very much and will take care of your pups with the same amount of love and care. My goal is to communicate with you so that your dog, no matter the age or energy level, has the best time while their owner is away! I am a student and in the summer work part-time, so any Rover job can be tailored to my schedule as needed! I work for small chunks at a time in the afternoons, so I can see your pup before and after (if needed). Let’s work something out together! I love my own little pugs very much and understand the love that dog parents have for their pups. Communication is extremely important to me so I can prepare for your dog before hand and can communicate back to you how they are doing!

Sitter Profile Image: Megan B.
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Megan B.
from
$50
per night
5 out of 5.0 stars
3 reviews
8 years of experience
Madison, WI, 53719

About: I’ve been caring for my own cats since I was in 3rd grade, learning the importance of caring for them in many aspects through feeding them, cleaning their litter boxes, and respecting their needs of play time vs needing space. I started caring for my friends animals in college and that’s when I learned more about dogs and how to tell what dogs are friendly, when they need space, etc. Respecting animals and giving them the love and care they deserve is of utmost importance to me. I have a fairly flexible job, so I’m able to fit in visits almost any time of day. The only day I’m not flexible is Sunday, I work a mandatory 12 hour, so could stop in after my shift but not before or during. Respecting people’s space and privacy is important to me, if I’m walking your dog and caring for your cats, you can trust me to do the job at hand and leave your space in one piece. Keeping a clean home is important to me, so you can rest assured that if your pet makes a little mess, it will be cleaned up for you and you’ll never know it happened.

Sitter Profile Image: Emerson S.
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Emerson S.
from
$25
per night
5 out of 5.0 stars
3 reviews
12 years of experience
Middleton, WI, 53562

Emma was great!! Definitely would recommend her!! She was able to watch my puppy last minute while I went to a concert! I was able to enjoy myself knowing she was there with him! She walked him, fed him, played with him, and cuddled him ❤️ I will be booking with Emma if I need anything in the future!!!

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Erin C.
Sitter Profile Image: Sara H.
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Sara H.
from
$55
per night
5 out of 5.0 stars
2 reviews
2 repeat clients
24 years of experience
Sauk Creek, Madison, WI, 53717

Sara was great with a last minute booking when my regular sitter had an emergency. I appreciated her willingness to look after Ollie on short notice. She was great with him and I wouldn't hesitate to recommend her to anyone!

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Angi K.
Sitter Profile Image: Kally G.
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Kally G.
from
$35
per night
5 out of 4.9 stars
84 reviews
26 repeat clients
15 years of experience
Middleton, WI, 53562

Kally was amazing at taking care of our pets! She sent updates regularly and even administered asthma medication to our cat. Would definitely use Kally again to care for our pets!

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McKenna S.
1 / 1
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Loving house sitters in your neighborhood

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Sitter Profile Image: Julie A.
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Sitter Profile Image: Julie A.
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Julie A.
Star Sitter

Mature, skilled and flexible
Madison, WI, 53719
3.5 mi. away
House Sitting, Drop-In Visits
from
$55
per night
5 out of 5.0 stars
32 reviews
9 repeat clients
Profile image

Julie took excellent care of our dogs and our home while we were gone for 5 days. She was very loving, caring and attentive to our dogs. She was excellent with communication and sending photos. She walked the dogs, gave them lots of love and attention and went above and beyond even supplying some more broth for our dog when the supply ran out! I highly recommend Julie!

Availability updated today
Sitter Profile Image: Jolie Zevallos
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Sitter Profile Image: Jolie Zevallos
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Jolie Zevallos
Star Sitter

I love the fur babies so much
Madison, WI, 53715
7.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$31
per night
5 out of 5.0 stars
11 reviews
5 repeat clients
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Jolie is great. Good communication and goes above and beyond to spend quality time with our two large dogs. Very happy, will book again if possible.

Availability updated today
Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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Louisa M.
Star Sitter

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
68 reviews
22 repeat clients
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Louisa was kind, responsive and took extra care to come to our hotel to watch our dog on our wedding day. We could not recommend her more highly 💜

Availability updated 23 days ago
Sitter Profile Image: Marley M.
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Sitter Profile Image: Marley M.
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Marley M.

Veterinary Student animal lover
Madison, WI, 53726
6.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
9 reviews
Profile image

Marley goes above and beyond and I’d highly recommend her to anyone looking for a sitter. Our cat has to take medication and she did great handling that. We were out of town and I trusted her completely. She offered updates and pictures and we knew our cat was in great hands. Her knowledge and professionalism sets her apart from the rest! :)

Availability updated 3 days ago
Sitter Profile Image: Kaitlyn B.
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Sitter Profile Image: Kaitlyn B.
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Kaitlyn B.
Star Sitter

Your Go-To Sitter
Madison, WI, 53705
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
18 reviews
5 repeat clients
Profile image

Kaitlyn was an absolute sweetheart and such a great communicator! Prior to our first booking, she asked thoughtful questions about what she could do to prepare and be well-informed, which I appreciated. She sent me photos and updates while caring for Princeton and also gave me a great recap after I got home. I highly recommend Kaitlyn and will definitely book her again!

Availability updated yesterday
Sitter Profile Image: Hannah I.
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Sitter Profile Image: Hannah I.
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Hannah I.
Rover 101

Dogs love to run and play with me!
Wexford, Madison, WI, 53717
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
101 reviews
32 repeat clients
Profile image

Highly recommend Hannah! She took great care of our 120 lb dog! She provides updates and has great communication. Can’t wait to have her dog sit for us again!

Availability updated 13 days ago
Sitter Profile Image: Ann A.
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Sitter Profile Image: Ann A.
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Ann A.
Star Sitter

Attentive and reliable pet sitter
Madison, WI, 53719
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$78
per night
5 out of 5.0 stars
61 reviews
24 repeat clients
Profile image

Ann was phenomenal! She was so patient and understanding of our dogs and kept us informed with constant updates. The pictures we received we very reassuring as well and we felt completely comfortable being away knowing they were very well taken care of. We would not hesitate to book with her again, as it was one of the best experiences we've had.

Availability updated yesterday
Sitter Profile Image: Brenda S.
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Sitter Profile Image: Brenda S.
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Brenda S.

Longtime pet sitter, new to Rover
Waunakee, WI, 53597
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
5 reviews
Profile image

Brenda was amazing!!! She took great care of our house and our cats. Sent pictures and updates, and left the house cleaner than she found it. 😁 We needed last minute help, and she was so flexible and accommodating! I would not hesitate to hire her again!

Availability updated today
Sitter Profile Image: Robert N.
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Sitter Profile Image: Robert N.
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Robert N.
Star Sitter

I'll do the walking!
Orchard Ridge Community, Madison, WI, 53711
5.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 5.0 stars
124 reviews
42 repeat clients
Profile image

Robert was friendly and very commutative. Robert took Clementine last minute and she seemed well cared for. I would have him watch her again.

Availability updated 6 days ago
Sitter Profile Image: Terry K.
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Sitter Profile Image: Terry K.
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Terry K.
Rover 101

Grandma love is on the way !!
Middleton, WI, 53562
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
39 reviews
12 repeat clients
Profile image

Terry took great care of our old man dog, including his medication needs. She was very responsive, and sent photo updates. Came home to a clean house (probably cleaner than we left it! :)

Availability updated today
Sitter Profile Image: Rose J.
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Sitter Profile Image: Rose J.
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Rose J.

College student who loves pets!
verona, WI, 53593
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$34
per night
5 out of 5.0 stars
8 reviews
5 repeat clients
Profile image

Rose did a great job of taking care of our 4.5 month old labrador puppy and her nearly 11 year-old chocolate labrador big sister! We came home to happy pups who had a good walk and playtime! We also really appreciated the nice pictures that were sent during the visit! We will definitely rebook Rose!

Availability updated yesterday
Sitter Profile Image: Erika K.
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Sitter Profile Image: Erika K.
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Erika K.

Loving care for your furry family
Middleton, WI, 53562
1.2 mi. away
House Sitting
from
$45
per night
5 out of 5.0 stars
11 reviews
1 repeat client
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Erika was great. She is a delightful person who gleefully mixed with my two furry sweet beasts. When I returned home, everything was in fine shape and the dogs were very happy. I will surely contact her in the future when I travel.

Availability updated today
Sitter Profile Image: Anna H.
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Sitter Profile Image: Anna H.
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Anna H.

The best care for your best friend!
Middleton, WI, 53562
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
30 reviews
7 repeat clients
Profile image

Smooth meet-up & sitting experience, and great level of communication! She was reliable and trustworthy in taking care of our pups and the house. Would definitely work with you again and looking forward to it!

Availability updated today
Sitter Profile Image: Sidney R.
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Sitter Profile Image: Sidney R.
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Sidney R.
Star Sitter

They call me “The Pal Gal”!
Middleton, WI, 53562
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 4.9 stars
60 reviews
20 repeat clients
Profile image

Sidney was a great sitter! She took such good care of my cat and provided the best updates! She also took such good care of my home while I was gone! I really like the report cards she provided for Mae, it was super cute! Would definitely recommend!

Availability updated 10 days ago
Sitter Profile Image: James S.
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Sitter Profile Image: James S.
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James S.

Dependable, Experienced and Loving!
Middleton, WI, 53562
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

James was very dependable and conscientious in taking care of our dogs, cats, and home. He sent pet pictures, texted us if he had any questions, and left our home clean. We were very pleased.

Availability updated 58 days ago
Sitter Profile Image: Alexandra D.
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Sitter Profile Image: Alexandra D.
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Alexandra D.

Can’t wait to meet your pup!
Madison, WI, 53719
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$79
per night
5 out of 5.0 stars
8 reviews
1 repeat client

Alex was absolutely wonderful with my dog Tuna! Throughout the time Alex was dog-sitting, we received regular updates and photos, which gave total peace of mind. Tuna was well cared for, walked, fed, and given plenty of attention and affection. We came home to a very content pup! We’d trust Alex with Tuna anytime and highly recommend her to anyone in need of a caring and responsible pet sitter.

Availability updated today
Sitter Profile Image: Megan B.
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Sitter Profile Image: Megan B.
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Megan B.

Friendly, Dependable, Caring
Madison, WI, 53719
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
3 reviews

Megan is fantastic with our pets! She has watched them over weekends when we’re gone, and checked in while we’re at work during the day. She always makes sure they are comfortable and safe when she leaves which is huge because we have a little escape artist! I would hire Megan to watch our babies again and again!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Emerson S.
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Sitter Profile Image: Emerson S.
Verified Enhanced Background Check

Emerson S.

Your pets new best friend!!
Middleton, WI, 53562
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per night
5 out of 5.0 stars
3 reviews
Profile image

Emma was great!! Definitely would recommend her!! She was able to watch my puppy last minute while I went to a concert! I was able to enjoy myself knowing she was there with him! She walked him, fed him, played with him, and cuddled him ❤️ I will be booking with Emma if I need anything in the future!!!

Availability updated yesterday
Sitter Profile Image: Sara H.
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Sitter Profile Image: Sara H.
Verified Enhanced Background Check

Sara H.

Huge animal lover, huge heart
Sauk Creek, Madison, WI, 53717
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
2 reviews
2 repeat clients
Profile image

Sara was great with a last minute booking when my regular sitter had an emergency. I appreciated her willingness to look after Ollie on short notice. She was great with him and I wouldn't hesitate to recommend her to anyone!

Availability updated 12 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kally G.
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Sitter Profile Image: Kally G.
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Kally G.

Fun sitter with small service dog
Middleton, WI, 53562
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 4.9 stars
84 reviews
26 repeat clients
Profile image

Kally was amazing at taking care of our pets! She sent updates regularly and even administered asthma medication to our cat. Would definitely use Kally again to care for our pets!

Availability updated 16 days ago

Greystone pet parents share their Rover experiences

1 / 1
5 out of 5.0 stars

Julie went above and beyond for Cosmo. She is a great communicator and really seemed to enjoy taking care of my pup. She left our house in great condition and we would have her back in the future!

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Jeannette L.
House Sitting
5 out of 5.0 stars

Mandi was amazing with Otis. Very communicative and caring. Otis loved spending time with Mandi as well.

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Austin P.
House Sitting
5 out of 5.0 stars

Emma was great!! Definitely would recommend her!! She was able to watch my puppy last minute while I went to a concert! I was able to enjoy myself knowing she was there with him! She walked him, fed him, played with him, and cuddled him ❤️ I will be booking with Emma if I need anything in the future!!!

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Erin C.
House Sitting
5 out of 5.0 stars

Terry is awesome! She took such good care of our dog Mingo and our home. I would highly recommend her and will be asking her to come back again in the future.

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Sarah Joan R.
House Sitting
5 out of 5.0 stars

Meta took such great care of our older cat and energetic young dog! She instantly instilled confidence with her thoughtful questions and attention to detail. Our house was in great shape when we got home too! You won’t find a kinder or more responsible sitter.

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Stephanie C.
House Sitting
5 out of 5.0 stars

Hannah is incredibly responsive, trustworthy, and caring. My pup got stung by something and had a pretty bad reaction during our vacation. Hannah went above and beyond to make sure he had the proper care, medication, and corresponded with my vet. It was such a great feeling to know that he was being well watched over. There is no one else I would trust more with my dog. So thankful for her!

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Janette B.
House Sitting
5 out of 5.0 stars

Katie was so wonderful and took care of our pups (and house) so well. I would 100% rebook with her. She is also very responsive and loves dogs ❤️

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Pamela T.
House Sitting
5 out of 5.0 stars

Remi and I love Emma! She's easy to work with, responsive and sends lots of photos. Already excited to book with her again in the future!

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Halle W.
House Sitting
5 out of 5.0 stars

Koda told us that James took very good care of him. Al and I appreciated the photos of their walks as well as other updates. We would definitely hire James again and left him a tip to show our appreciation.

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Allan G.
House Sitting
5 out of 5.0 stars

Jazmine is excellent. Kept to the times discussed and did all the duties as discussed. I was very happy with her and my dog seemed to be too.

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Aruni W.
House Sitting
5 out of 5.0 stars

Tasha was wonderful staying with my dog at my house! I was completely relaxed with her there. She kept me updated daily with pictures too. I definitely recommend her and will use her again!

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Scott F.
House Sitting
5 out of 5.0 stars

Meghan was excellent with Ollie! She was timely and sent pictures throughout the stay. Ollie had a great time with her! Highly recommend!

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Angi K.
House Sitting
5 out of 5.0 stars

Linnea was very attentive to our dog and cat. She arrived on time and followed our care instructions. She stayed at our house and left it in pristine condition!

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Jan V.
House Sitting
5 out of 5.0 stars

Diana was great I went out of the country for a week and she communicated well and sent frequent updates. I would definitely book again.

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Keno L.
House Sitting
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