Pet Sitting & Drop Ins in Parkwood Village, 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
3.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
12 repeat clients
from
US$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
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
41 reviews
10 repeat clients
from
US$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
2.6 mi. away
Drop-In Visits
5.0 out of 5 stars
78 reviews
29 repeat clients
from
US$15
per visit

Maiya is the best - thoughtful, experienced, kind, and caring. The pictures she sends after each visit are so sweet and show our pups are comfortable and enjoying her visit. She’s flexible and responsive. I can’t imagine a better pup sitter!

Sitter Profile Image: Ann V.
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Sitter Profile Image: Ann V.
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4. Ann V.

Animal Lover and Law Student
Madison, WI, 53711
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
8 repeat clients
from
US$20
per visit

Ann was great with my shy cat and let him warm up to her at his own pace. Ann was responsive to messages and I was comfortable knowing she was taking care of my loved one.

Sitter Profile Image: Kim M.
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Sitter Profile Image: Kim M.
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5. Kim M.

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

The pets are always excited to have Kim come over and we feel confident they are in good hands. She always goes above and beyond and is willing to work with us for last minute requests:)

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
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
56 reviews
37 repeat clients
from
US$12
per visit

She is very nice, and takes great care of my puppy. She seems to have affection for him, which makes me feel great. She always sends a text explaining what he did as far as going to the bathroom, as well as what they did to play, and she always sends pics of my puppy. He is only about 10 weeks old but she does a great job. I can tell she truly loves dogs. Also she is very honest. Ive had no fear of her in my house and taking care of my new puppy. So far i couldnt be happier, sh is very helpful!!!

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

I've never met a pet I didn't LOVE!
Verona, WI, 53593
3.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat clients
from
US$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!

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

Dietrich is a dog's delight
Walnut Grove, MADISON, WI, 53717
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
4 repeat clients
from
US$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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9. Allegra R.

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

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Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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10. Jess B.

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

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: Claire D.
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Sitter Profile Image: Claire D.
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11. Claire D.

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

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

Rover 101
AVAILABLE THIS WEEKEND! TOP RATED!
Madison, WI, 53719
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
287 reviews
105 repeat clients
from
US$22
per visit

Jennifer did an excellent job with our cat Lunar while we were on vacation for a week. Hour long visits every day with picture updates. Would recommend to any cat owner.

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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
1.5 mi. away
Drop-In Visits
5.0 out of 5 stars
30 reviews
16 repeat clients
from
US$19
per visit

Whitney has visited my 4 year old cat Clark on multiple occasions. On the most recent, I had to go away for the weekend, and Clark had gotten sick a few times earlier in the week. Needless to say, I was nervous to leave him. But Whitney was so responsive to all of my concerns and requests, and took really good care of him. Luckily there were no issues, but Whitney’s notes and care really helped put all my concerns at ease. Will definitely be requesting her services again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ilise M.
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Sitter Profile Image: Ilise M.
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14. Ilise M.

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

ILISE was absolutely EXCELLENT ?. FANTASTIC ⭐⭐⭐⭐⭐. She was responsive, professional, friendly, knowledgeable, and knows how to earn the trust of a Dog. This was my first time using Rover.com, and I wasn't sure what to expect in terms of the care that I would receive. I was thrilled by the Love, Care and Attention that ILISE gave to our 10 year old White Shepherd, THUNDER DOG. She always wrote a short summary of each In Home Visit that she made with Thunder Dog at my Condo on the west side of Madison. Because of ILISE, my daughter and I were able to enjoy our 6 day vacation in Mexico, knowing that ILISE would take exceptional care of Thunder Dog. 100 ⭐s for Rover.com and ILISE,?

Sitter Profile Image: Taylor R.
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Sitter Profile Image: Taylor R.
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15. Taylor R.

Professional fury baby spoiler!
Madison, WI, 53719
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
6 repeat clients
from
US$22
per visit

Taylor took great care of my pup! She is super sweet and dependable!! My pup was super happy and loved Taylor

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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16. 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
US$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: Corinne B.
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Sitter Profile Image: Corinne B.
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17. Corinne B.

Animal Lover
Madison, WI, 53719
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
US$20
per visit

Corinne is quick to respond to messages and very personable. She did a great job with our almost 12 yo rescue dog!

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Sitter Profile Image: Cleda W.
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Sitter Profile Image: Cleda W.
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18. Cleda W.

Rover 101
Dogs & Cats LOVE me!
Madison, WI, 53705
1.5 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
164 reviews
75 repeat clients
from
US$20
per visit

Cleta did an amazing job taking care of our 3 cats while we were gone. She left thorough updates after each visit and took lots of pictures. It made me appreciate our vacation even more knowing our pets were in excellent care!

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Sitter Profile Image: Bailee B.
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Sitter Profile Image: Bailee B.
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19. Bailee B.

Time with pets is time well spent.
Sauk Creek, Madison, WI, 53717
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
US$20
per visit

We are so grateful for Bailee who took good care of our dog, Layla, on Easter Sunday. We have used Bailee before and will definitely use her again.

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Sitter Profile Image: Cindy D.
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Sitter Profile Image: Cindy D.
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20. Cindy D.

Happy to Love your Small Dog!
Madison, WI, 53717
0.9 mi. away
House Sitting, Drop-In Visits
4.5 out of 5 stars
4 reviews
1 repeat clients
from
US$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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Pet parents in Parkwood Village, 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 pet sitting rates to get an idea before you start a conversation with a sitter.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Parkwood Village pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Parkwood Village, Madison who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

Drop-In Visits