House Sitting in Greystone, Madison, WI

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Devon G.
Verified Enhanced Background Check
Sitter Profile Image: Devon G.
Verified Enhanced Background Check

1. Devon G.

Keep pets safe and happy
Fitchburg, WI, 53711
7.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
5 repeat clients
from
$28
per night

Devon was really great with our girl Sugar. It is very clear that is an animal lover and she's a natural! We appreciated her communication, willingness to accommodate our girl and her passion for pets. We will 100 percent have Devon help us out in the future

Sitter Profile Image: Louisa M.
Verified Enhanced Background Check
Sitter Profile Image: Louisa M.
Verified Enhanced Background Check

2. Louisa M.

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
12 repeat clients
from
$60
per night

Louis and her family took good care of my dog. He seemed very happy the entire time and enjoyed their company. She made sure to send lots of pictures and check in too.

Calendar Recently Updated
Sitter Profile Image: Genevieve H.
Verified Enhanced Background Check
Sitter Profile Image: Genevieve H.
Verified Enhanced Background Check

3. Genevieve H.

Pet caretaker & force free trainer
Bay Creek, Madison, WI, 53715
7.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
9 repeat clients
from
$70
per night

Genevieve was great! She came over before our trip to meet our pup and learn about his quirks and things to know about our house. She left our house in great condition and our dog was well taken care of. Our dog is reactive so we are always a bit nervous leaving him with new people but Genevieve seemed to do a great job with him and checked in with us daily to give an update. Already have her booked for our next trip!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Peyton D.
Verified Enhanced Background Check
Sitter Profile Image: Peyton D.
Verified Enhanced Background Check

4. Peyton D.

Eat. Play. Love.
Cross Plains, WI, 53528
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
40 reviews
19 repeat clients
from
$50
per night

Peyton did an awesome job taking care of our crew, which consists of our senior dog, cat and gecko. They all were very happy while we where away 😊

Calendar Recently Updated
Sitter Profile Image: Stephany D.
Verified Background Check
Sitter Profile Image: Stephany D.
Verified Background Check

5. Stephany D.

I'll be your dog's other bestie!
madison, WI, 53705
4.6 mi. away
Boarding, House Sitting, Dog Walking
5.0 out of 5 stars
34 reviews
12 repeat clients
from
$38
per night

Stephany was awesome with Gus and Goldie. She communicated often, sent pics and left the house just as she found it. Would definitely use her again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sierra M.
Verified Background Check
Sitter Profile Image: Sierra M.
Verified Background Check

6. Sierra M.

Rover 101
Trust me, I'm an engineer
Madison, WI, 53593
6.5 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$54
per night

The boys loved Sierra and cannot was to have her back. I appreciated how sweet she was with them and it was nice just being able to relax on my trip and not have to worry!! Thank you Sierra!!

Calendar Recently Updated
Sitter Profile Image: Kaylee C.
Verified Enhanced Background Check
Sitter Profile Image: Kaylee C.
Verified Enhanced Background Check

7. Kaylee C.

Doggos&Cattos r better than people
University Apartments, Madison, WI, 53705
5.8 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$50
per night

Kaylee housesat for our dog Lacey while we were away, and did a phenomenal job. She was quick to respond to messages, sent regular updates on how our fur baby was doing, and left our house just as clean as when we left. Will 100% rebook next time we need a sitter if she’s available!

Sitter Profile Image: Cory D.
Verified Enhanced Background Check
Sitter Profile Image: Cory D.
Verified Enhanced Background Check

8. Cory D.

Unleash the Ultimate Peace of Mind
Madison, WI, 53711
5.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
2 repeat clients
from
$60
per night

Corey was the best dog sitter by far! He sent updates so I knew he was there with them. He even deep cleaned our kitchen! He was so good to the dogs as well! We will definately hire him again!

Calendar Recently Updated
Sitter Profile Image: Claire D.
Verified Enhanced Background Check
Sitter Profile Image: Claire D.
Verified Enhanced Background Check

9. Claire D.

Rover 101
Pet Care by Claire!
Blackhawk, Madison, WI, 53717
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$55
per night

Claire is an avid animal lover and cares deeply about the wellbeing of those she meets. She has demonstrated responsibility, affection, and patience with various animals like kittens and rabbits. I'm confident that with her experience and love for animals Claire would make an exceptional pet caregiver.

Calendar Recently Updated
Sitter Profile Image: Devyn M.
Verified Background Check
Sitter Profile Image: Devyn M.
Verified Background Check

10. Devyn M.

Fun and enthusiastic pet lover!
Middleton, WI, 53562
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
8 repeat clients
from
$50
per night

Devyn was great, no complaints. She clearly loves dogs! I know my dogs felt comfortable and had a great time with her. My house was in the same condition I left it and I got home. I would definitely recommend her and would be happy to hire her to house and dog sit again. Thanks Devyn!

Calendar Recently Updated
Sitter Profile Image: Ali W.
Verified Enhanced Background Check
Sitter Profile Image: Ali W.
Verified Enhanced Background Check

11. Ali W.

A corgi lover & dog enthusiast
Madison, WI, 53719
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$25
per night

Ali was amazing - I had a last minute family emergency and she was able to accommodate staying with my dog, keeping me updated with details and photos. It looked like my dog had the best time with her! She’ll be my go-to moving forward!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Seán & Leticia W.
Verified Enhanced Background Check
Sitter Profile Image: Seán & Leticia W.
Verified Enhanced Background Check

12. Seán & Leticia W.

Rover 101
Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
10 repeat clients
from
$40
per night

I’ve know Seán for a few years now, and ever since I’ve know him he always talks about his dog Penny. He is an awesome dog dad. He is excellent with dogs, I’ve seen him interact with dogs and he absolutely great with dogs. I would %100 trust Seán with my dogs Bean & Dotty. You have my word that your dogs will be in good hands with Seán.

Calendar Recently Updated
Sitter Profile Image: Kally G.
Verified Enhanced Background Check
Sitter Profile Image: Kally G.
Verified Enhanced Background Check

13. Kally G.

Fun sitter with small service dog
Middleton, WI, 53562
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
59 reviews
16 repeat clients
from
$25
per night

Kally was gracious enough to help this first time booker snag an extra boarding night last minute with her. She was a very flexible and accommodating sitter for our pup:)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sara J.
Verified Enhanced Background Check
Sitter Profile Image: Sara J.
Verified Enhanced Background Check

14. Sara J.

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
4 repeat clients
from
$70
per night

This was the first time I've used Rover and found Sara. Communication was great from the get-go. As this was the first time I let someone else watch Iris (8 months old), rightfully so to be nervous and hesitant. Sara was very understanding and attentive as I went through what Iris needed, how her demeanor is, and all of the in-between. You could tell that Sara genuinely cares and enjoys caring for pets as a side gig. Sara was fantastic and we'll definitely book again.

Calendar Recently Updated
Sitter Profile Image: Kara B.
Verified Enhanced Background Check
Sitter Profile Image: Kara B.
Verified Enhanced Background Check

15. Kara B.

No pet too big or small!
Junction Ridge, Madison, WI, 53717
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$40
per night

Kara housesat and took care of my bulldog and kitten for two weeks. My pets took to her right away. She sent updates every day and provided excellent care, even helping with an injured paw. I cannot recommend Kara enough and would book with her again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Meta M.
Verified Enhanced Background Check
Sitter Profile Image: Meta M.
Verified Enhanced Background Check

16. Meta M.

Responsible Experienced Pet Sitter
Verona, WI, 53593
2.3 mi. away
Boarding, House Sitting
5.0 out of 5 stars
19 reviews
4 repeat clients
from
$80
per night

Meta did a fantastic job dog sitting our large dog for over a week while we were away. She handled all of our dog’s medication, feeding, and walking, and took her into daycare on the days where she needed a little more exercise. She shared daily updates, was super responsive, and when we needed to make a last-minute change during our trip, she was supportive, and did what she could to make things as easy as possible when we returned. She took excellent care of our dog and our house and we’d love to work with her in the future!

Sitter Profile Image: Elissa S.
Verified Enhanced Background Check
Sitter Profile Image: Elissa S.
Verified Enhanced Background Check

17. Elissa S.

Lover of all animals!
Madison, WI, 53719
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
7 repeat clients
from
$60
per night

Elissa took great care of our kitty when we were out of town for a long weekend. She was communicative throughout and we were glad she was able to house sit our cat!

Calendar Recently Updated
Sitter Profile Image: Azaria O.
Verified Enhanced Background Check
Sitter Profile Image: Azaria O.
Verified Enhanced Background Check

18. Azaria O.

Pets don’t need us, we need them🙂
Verona, WI, 53593
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
43 reviews
15 repeat clients
from
$45
per night

Our puppy had so much fun with Azaria! She kept in contact the entire time. Sent lots of pictures and videos and even taught some new tricks. We would definitely use her again and would recommend her to friends and family.

Calendar Recently Updated
Sitter Profile Image: Madison K.
Verified Enhanced Background Check
Sitter Profile Image: Madison K.
Verified Enhanced Background Check

19. Madison K.

Loving animals since day one!
verona, WI, 53593
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$45
per night

Madison did a great job taking care of our dogs while we were on vacation. Was quick to respond when reaching out and sending pictures to us while she was watching the dogs. Will definitely have Madison watch our dogs again, in the future!

Sitter Profile Image: Destiny P.
Verified Enhanced Background Check
Sitter Profile Image: Destiny P.
Verified Enhanced Background Check

20. Destiny P.

Pawsitively Passionate Dog Walker
Blackhawk, madison, WI, 53717
0.3 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$28
per night

Destiny has provided such love for our Yorkie Poo Ranger. She is extremely respectful and responsible and shows exceptional care. Destiny takes the time to show such compassion for your pet, either through walks or fun puppy snacks. She really goes above and beyond our expectations. I highly recommend her for any pet, she’s fun and any pet would absolutely love her.

Search Map

Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Greystone:

Pet parents in Greystone, Madison, WI love dog sitters on Rover.com. 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Greystone house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Greystone, Madison who can provide the care your dog needs, when they need it.

House Sitting