Pet Sitting & Drop Ins in Greentree, 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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Confirmed availability: Juneteenth
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
1.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
43 reviews
14 repeat clients
from
$18
per visit
Profile image

This was my first time using a paid service to take care of my cats, and I am so happy with Melinda. She spent time with them and took great pictures of my boys, which I looked forward to every day I was gone. She was wonderfully respectful of my home. I would gladly book her services again.

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Sitter Profile Image: Kyle S.
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Sitter Profile Image: Kyle S.
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2. Kyle S.

Long walks and tummy rubs.
Madison, WI, 53719
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
10 repeat clients
from
$20
per visit
Profile image

Kyle checked in on my cat Orion for a couple days while I was away and he was absolutely wonderful. He was very thoughtful of how Orion felt with a new person around and gave him time to warm up to him, which he did. Along with pictures, he gave me detailed notes every visit letting me know how much he was eating which helped me feel less anxious about leaving my furr baby. I’ll definitely use him to watch Orion in the future. Thank you so much for watching him while I was away!

Confirmed availability: Juneteenth
Sitter Profile Image: Seán & Leticia W.
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Sitter Profile Image: Seán & Leticia W.
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3. Seán & Leticia W.

Rover 101
Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
50 reviews
10 repeat clients
from
$16
per visit
Profile image

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: Juneteenth
Sitter Profile Image: Azaria O.
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Sitter Profile Image: Azaria O.
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4. Azaria O.

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

Azaria was very flexible and understanding of our last minute schedule changes. She updated us with pictures and took great care of our cats. Highly recommended!

Confirmed availability: Juneteenth
Sitter Profile Image: Krista C.
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Sitter Profile Image: Krista C.
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5. Krista C.

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

Krista - my cats are obsessed with you. They don’t just show their bellies to anyone. You are so responsive and I truly trust in your care and feel so relieved when I have to leave. Many thanks!

Confirmed availability: Juneteenth
Sitter Profile Image: Dietrich G.
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Sitter Profile Image: Dietrich G.
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6. 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
28 reviews
8 repeat clients
from
$12
per visit
Profile image

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: Keezieng V.
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Sitter Profile Image: Keezieng V.
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7. Keezieng V.

A dog person through & through
Arbor Hills, Madison, WI, 53713
2.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
21 repeat clients
from
$19
per visit
Profile image

Keezieng's assistance was a lifesaver this holiday season. His politeness and kindness when meeting us and our cat Olivia was reassuring and he did a great job of updating us during his visits while we were away. We’re so grateful for the excellent care provided!

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Sitter Profile Image: Allegra R.
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Sitter Profile Image: Allegra R.
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8. Allegra R.

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

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: Juneteenth
Sitter Profile Image: Jennifer L.
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Sitter Profile Image: Jennifer L.
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9. Jennifer L.

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

Jennifer was a fantastic sitter! One of our kitties got sick right before our trip and Jennifer not only administered the medications while we were gone, but she also showed us an effective way to do so on our own. She was prompt, communicative, and professional. The kitties also appreciated the toy!

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Sitter Profile Image: Ben P.
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Sitter Profile Image: Ben P.
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10. Ben P.

Where Pets are Treated like Family
Madison, WI, 53719
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
82 reviews
21 repeat clients
from
$16
per visit
Profile image

Ben was a wonderful cat watcher! He was very responsive and took great care of our kitties. He sent updates, including photos, after each visit which were comforting while we were so far away. He even did some tasks around the house for us. We will definitely use Ben again as a cat sitter!

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Sitter Profile Image: Maria A.
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Sitter Profile Image: Maria A.
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11. Maria A.

Paws-itively a good match!
Fitchburg, WI, 53719
1.3 mi. away
Drop-In Visits
5.0 out of 5 stars
4 reviews
1 repeat client
from
$18
per visit

María is a wonderful person and a great dogsitter, she has take care of our pups many times when we left for vacations or to visits friends out of state, we we always trust our pets to her, she's take care of our cat as well, very reliable and trustworthy.

Confirmed availability: Juneteenth
Sitter Profile Image: Maryrose A.
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Sitter Profile Image: Maryrose A.
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12. Maryrose A.

I'll walk any dog in any weather.
Meadowood, Madison, WI, 53711
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$15
per visit
Profile image

Maryrose did a great job, communication was excellent, and our pets loved her!

Sitter Profile Image: Whitney H.
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Sitter Profile Image: Whitney H.
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13. 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
Profile image

I messaged Whitney at the absolute last minute because I realized I forgot to get someone to check in on my kitty while we were out of town for Thanksgiving. Whitney replied quickly and said she’d be happy to help while we were away— what a relief! She was great and my skittish cat was happy to come out and get some pets from her. Will definitely book Whitney again!

Confirmed availability: Juneteenth
Sitter Profile Image: Michelle P.
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Sitter Profile Image: Michelle P.
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14. Michelle P.

Experienced, Trustworthy, Caring
Madison, WI, 53711
1.0 mi. away
Drop-In Visits
5.0 out of 5 stars
13 reviews
2 repeat clients
from
$17
per visit
Profile image

Michelle took excellent care of our cat, Olivia, during the holidays. Her dedication and thoughtful approach went beyond our expectations. We wouldn't hesitate to contact her again. The photos she shared and the detailed visit summaries reflected a happy and confident cat who clearly adored her.

Sitter Profile Image: Valarie H.
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Sitter Profile Image: Valarie H.
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15. Valarie H.

Rover 101
Professional caregiver for your pet
Madison, WI, 53711
1.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
36 reviews
16 repeat clients
from
$20
per visit
Profile image

Valarie was fantastic! She kept my kitties happy and healthy while I was away, and was so great about communicating with me. I look forward to her watching them again for my next trip!

Confirmed availability: Juneteenth
Sitter Profile Image: Christina H.
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Sitter Profile Image: Christina H.
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16. Christina H.

I'm a experienced animal lover
Madison, WI, 53719
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$12
per visit

I have worked with Christina and have seen her in action. She has an amazing repoir with dogs . She is extremely knowledgeable and such a loving and caring person. She would be an amazing asset for anyone needing pet care. Especially Dogs!!

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Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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17. Jess B.

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

Jess gives the absolute best updates during drop-in visits. The level of care and detail she puts into her write-ups and pictures is unmatched, and my dog just loves her.

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Sitter Profile Image: Nichole F.
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Sitter Profile Image: Nichole F.
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18. Nichole F.

Big heart for old dogs
Midvale Heights Community, Madison, WI, 53711
0.9 mi. away
Drop-In Visits, Dog Walking
15 years of experience
from
$12
per visit

About: I’m on hand to make your best friend’s day a happy one while you’re busy. Especially if your senior dog needs a calm, gentle friend for slow walks, potty breaks, and visits, I’m a great choice. I’m a stay at home parent with the luxury of some free time thanks to school schedules, which I’m thrilled to spend with your pet. I pay great attention to the detail of your instructions and to your dog’s needs in the moment. My conscientiousness and care is top notch.

Sitter Profile Image: Teghan B.
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Sitter Profile Image: Teghan B.
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19. Teghan B.

Treating your pet like my own!
Meadowood, Madison, WI, 53711
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
5 repeat clients
from
$20
per visit

Teghan has loved all animals since a very young child. She asked for a dog at the age of 6 and took complete care of it daily. In middle school, she began talking about being a Veterinarian. She currently has 2 dogs and multiple cats and cared for them as well, but the rescue dog is hers. Leaving that part of her family (the pets and the people) to attend college was difficult, and she misses them all. In addition, she is an excellent student, reliable and dependable in all past employments, and honest. Most of all she wears her love of animals and it shows! She would make an excellent, responsible, and loving caregiver more than anyone I know.

Confirmed availability: Juneteenth
Sitter Profile Image: Ilise M.
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Sitter Profile Image: Ilise M.
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20. Ilise M.

Company for Your Furbaby!
Orchard Ridge Community, Madison, WI, 53711
0.7 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
40 reviews
10 repeat clients
from
$15
per visit
Profile image

Ilise did great with our energetic lab mix! Our dog can be slow to warm up to new people sometimes but she comfortable with Ilise right away. Ilise was very easy to communicate with. Would definitely book with her again in the future!

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Dog owners in Greentree, Madison, WI love booking pet sitting with sitters on Rover.com. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Greentree.

Rover.com is the simple, savvy way to find and book Greentree, Madison drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Greentree, Madison . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

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