Pet Sitting & Drop Ins in Greystone, Madison, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

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Sitter Profile Image: Melinda N.
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Sitter Profile Image: Melinda N.
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1. Melinda N.

Sorry I was late. I saw a dog!
Maple-Prairie, Madison, WI, 53719
5.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
12 repeat clients
from
$18
per visit

Melinda was a great help and took great care of our pup during her check-ins. She was timely and is a great communicator. We’ll definitely ask her for help in the future!

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Sitter Profile Image: Seán & Leticia W.
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Sitter Profile Image: Seán & Leticia W.
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2. 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
41 reviews
10 repeat clients
from
$16
per visit

Seán & Leticia were great to work with for my first time using Rover. They were respectful of my very nervous cat and took great pictures of my friendlier cat! Seán helped adjust the dates of my booking and checked in with me often to make sure he had all the details right.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Maiya W.
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Sitter Profile Image: Maiya W.
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3. Maiya W.

I'll love them like you love them!
Middleton, WI, 53562
2.7 mi. away
Drop-In Visits
5.0 out of 5 stars
78 reviews
29 repeat clients
from
$15
per visit

Maiya was awesome with our needy cat! He wants all the attention all the time and she was sure to give him lots of love while we were out of town. She offered to bring in the mail too! Such a nice women and definitely a true animal lover!

Sitter Profile Image: Kim M.
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Sitter Profile Image: Kim M.
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4. Kim M.

Loving and experienced Dog Mom!
Middleton, WI, 53562
2.4 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
94 reviews
40 repeat clients
from
$17
per visit

I chose Kim for my first Rover experience to take care of my cat while I was away for a week. She showed genuine care and interest in my cat , provided daily pictures and updates while I was away , and was always quick to respond if and when needed. She is very trustworthy and she’ll be an obvious choice for the next time I need someone to watch my cat ! I have no hesitation and give my full enthusiasm to recommend her to anybody looking for the right caretaker for your pet.

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Sitter Profile Image: Whitney H.
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Sitter Profile Image: Whitney H.
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5. Whitney H.

Rover 101
Reliable & caring dog/cat sitter!
Madison, WI, 53719
2.1 mi. away
Drop-In Visits
5.0 out of 5 stars
30 reviews
16 repeat clients
from
$19
per visit

Whitney comes highly recommended. She took excellent care of my pet and even did a few "extra" requests while she performed the drop in visits. Really appreciated that.

Sitter Profile Image: Danielle M.
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Sitter Profile Image: Danielle M.
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6. Danielle M.

I am dog's best friend!
Verona, WI, 53593
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
56 reviews
37 repeat clients
from
$12
per visit

Danielle was available on super short notice (just a few hours) when our dog-walker fell through; our dogs love her and it was so great knowing we didn't have to worry about the dogs during our day away from home. She's great!!!

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Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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7. Jess B.

Your weekend/evening needs covered!
Madison, WI, 53719
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
9 repeat clients
from
$24
per visit

Jess and my cat get along so well! Jess is a wonderful pet sitter and always sent me great updates and pictures of my cat. Much appreciated!!! She rules.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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8. 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
24 reviews
4 repeat clients
from
$25
per visit

Sara has been timely with her drop in visits, flexible with the craziness of having to exchange keys, and communicative! We appreciate (including Maverick) her greatly with our long work hours.

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Sitter Profile Image: Azaria O.
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Sitter Profile Image: Azaria O.
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9. Azaria O.

Pets don’t need us, we need them🙂
Verona, WI, 53593
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
44 reviews
16 repeat clients
from
$20
per visit

Great job. My guy was super happy and seemed comfortable. He got to go out a lot too! She took tons of pictures and was easy to get ahold of.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jennifer L.
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Sitter Profile Image: Jennifer L.
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10. Jennifer L.

Rover 101
AVAILABLE THIS WEEKEND! TOP RATED!
Madison, WI, 53719
3.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
286 reviews
106 repeat clients
from
$22
per visit

Jennifer was very prompt on responses and great with our dog (who can be a handful). She kept him entertained and even worked on training with him. We knew he was well taken care of and definitely plan on booking visits with her in the future!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dietrich G.
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Sitter Profile Image: Dietrich G.
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11. Dietrich G.

Dietrich is a dog's delight
Walnut Grove, MADISON, WI, 53717
2.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
4 repeat clients
from
$12
per visit

Dietrich has been a wonderful dogsitter for my dog! He is a great communicator thru the Rover App and I appreciate is daily comments and photo. I know that Coco is in great care!

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Sitter Profile Image: Allegra R.
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Sitter Profile Image: Allegra R.
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12. Allegra R.

Rover 101
Dog person for life.
Faircrest, Madison, WI, 53705
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
53 reviews
21 repeat clients
from
$25
per visit

My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Krista C.
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Sitter Profile Image: Krista C.
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13. Krista C.

I've never met a pet I didn't LOVE!
Verona, WI, 53593
2.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$15
per visit

Krista was awesome! One of my cats can be a little anxious and unwelcoming to new people, and Krista did a perfect job of following my instructions to accommodate him. By the end, I could see in the daily pictures that my cat really warmed up to her. I'll definitely be requesting cat care from Krista again!

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Sitter Profile Image: Hannah I.
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Sitter Profile Image: Hannah I.
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14. Hannah I.

Rover 101
Dogs love to run and play with me!
Madison, WI, 53719
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
80 reviews
27 repeat clients
from
$20
per visit

Hannah was awesome with our 11 yo rescue dog, very caring and spent quality time with her. Hannah is very responsible, showed up promptly, and Luna was very happy with her visit (we were too)!

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Sitter Profile Image: Claire D.
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Sitter Profile Image: Claire D.
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15. 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
$20
per visit

Claire was wonderful taking care of my cats. She provided timely, thorough and thoughtful updates and made me feel reassured that my babies were well. I could tell she was paying attention to the details I had provided on likes and was incorporating them into visits and trying to make them happy. I would definitely recommend Claire and will ask her for help again when needed!

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Sitter Profile Image: John H.
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Sitter Profile Image: John H.
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16. John H.

Genuine Care for Your Loved One!
Madison, WI, 53719
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$13
per visit

John is a fantastic pet caregiver! He is very responsible and does a great job caring for his own dog. I know he will provide a safe and loving environment for anyone's pet!

Sitter Profile Image: Samantha K.
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Sitter Profile Image: Samantha K.
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17. Samantha K.

I’ll take good care of your buddies
Middleton, WI, 53562
3.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
9 repeat clients
from
$20
per visit

We love booking Samantha when she is available. She is always friendly, kind, and does a fantastic job taking care of our cat when we are away. Thanks Samantha for being such a gem!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Adi Z.
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Sitter Profile Image: Adi Z.
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18. Adi Z.

Lover of dogs, cats, and walks
Verona, WI, 53593
1.2 mi. away
Drop-In Visits, Dog Walking
1 review
from
$15
per visit

Adi is very responsible and takes good care of the dogs she walks as well as her own pets. While on a long vacation abroad, Adi took care of my puppy, kept me updated daily and shared pictures. I would highly recommend hiring Adi as your dog-sitter! You won't regret it, and hire her again and again!

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Sitter Profile Image: Cindy D.
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Sitter Profile Image: Cindy D.
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19. Cindy D.

Happy to Love your Small Dog!
Madison, WI, 53717
2.2 mi. away
House Sitting, Drop-In Visits
4.5 out of 5 stars
4 reviews
1 repeat client
from
$15
per visit

Cindy has been dog-sitting my chihuahua for almost 12 years; I would never take my dog to another dog-sitter! Daisy is usually timid with new people, but she loves Cindy! Cindy is responsible, reliable, and provides a calm atmosphere for shy dogs to thrive in. She is also flexible and willing to follow any specific instructions you might have related to dog care. Highly recommended!

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Sitter Profile Image: MP B.
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Sitter Profile Image: MP B.
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20. MP B.

Your pet(s) will be in good hands!
Verona, WI, 53593
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
12 repeat clients
from
$25
per visit

MP is gentle, kind, professional, and overall a fantastic sitter! I was so comfortable leaving my little guy in their care, and I would so highly recommend them to anyone who needs their pet loved while they’re away

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When it comes to pet sitting, dog owners in Greystone, Madison, WI love Rover.com. Over 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. The cost of pet sitting in Greystone may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Greystone, Madison pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Greystone, Madison who can provide the care your pet needs, when they need it.

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