Pet Sitting & Drop Ins in Highlands Community, 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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What size are your dogs (lbs)?

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
4.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
13 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!

Confirmed availability: Memorial Day Weekend
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
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 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
1.9 mi. away
Drop-In Visits
5.0 out of 5 stars
75 reviews
29 repeat clients
from
$15
per visit

First time I’ve had Maiya or anyone from Rover care for out cat…she faithfully showed up each day and made friends with Beau. She did e aptly what we asked. She was perfect for our needs. So grateful!

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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
2.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
30 reviews
8 repeat clients
from
$20
per visit

Ann was a lifesaver for my cat and I! I had a sitter cancel last minute and was able to book with Ann the day before my trip within 15 minutes of my request. Everyday she sent a long update and lots of photos. Highly recommend!

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Sitter Profile Image: Keezieng V.
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Sitter Profile Image: Keezieng V.
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5. Keezieng V.

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

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!

Sitter Profile Image: Kim M.
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Sitter Profile Image: Kim M.
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6. Kim M.

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

Again and again, I am so very impressed with the care that Kim provides my cat. It is truly so comforting to know that, while I am gone, someone who adores my Maple is there to keep her company!

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Sitter Profile Image: Lydia S.
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Sitter Profile Image: Lydia S.
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7. Lydia S.

Here to help with your schedule
Middleton, WI, 53562
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
15 repeat clients
from
$19
per visit

Ivy and especially Bernard enjoyed having Lydia drop in on them while we were out of town for the holidays. Lydia gave them lots of care and affection. She even started teaching Bernard a new trick! We appreciate that she gave us updates with photos and brought in our mail for us. We would happily have Lydia sit for us again.

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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
1.2 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: 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
2.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
283 reviews
104 repeat clients
from
$22
per visit

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!

Sitter Profile Image: Danielle M.
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Sitter Profile Image: Danielle M.
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10. Danielle M.

I am dog's best friend!
Verona, WI, 53593
3.5 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 is awesome!! I am so lucky to have her as a sitter for Piper. Piper absolutely adores her and looks forward to every visit. Danielle is great with her and always keeps you updated on your dog. I honestly couldn't go to work without worries if it wouldn't be for her. Knowing that she is taking care of Piper gives me a piece of mind. A wonderful sitter and person!

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
1.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 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: Claire D.
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Sitter Profile Image: Claire D.
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12. Claire D.

Rover 101
Pet Care by Claire!
Blackhawk, Madison, WI, 53717
3.2 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: Cleda W.
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Sitter Profile Image: Cleda W.
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13. Cleda W.

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

Cleda took good care of Bailey while we were gone. I could tell from the pictures she sent that Bailey loved having her visit. I would definitely book again.

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
3.0 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
37 reviews
10 repeat clients
from
$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,?

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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15. Sara J.

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 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: Samantha K.
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Sitter Profile Image: Samantha K.
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16. Samantha K.

I’ll take good care of your buddies
Middleton, WI, 53562
1.6 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!

Sitter Profile Image: Whitney H.
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Sitter Profile Image: Whitney H.
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17. Whitney H.

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

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!

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Sitter Profile Image: Ashley E.
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Sitter Profile Image: Ashley E.
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18. Ashley E.

Treating Your Furbabies Like My Own
Madison, WI, 53705
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
376 reviews
113 repeat clients
from
$26
per visit

I highly recommend Ashley! I’m definitely a nervous pet owner when I leave my cat behind and so I really appreciated Ashley’s communication. She was so attentive to details when caring for my cat and went above and beyond when caring for him. I will definitely be booking her in the future.

Sitter Profile Image: Hannah S.
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Sitter Profile Image: Hannah S.
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19. Hannah S.

Love to check on your fur babies!
Madison, WI, 53711
2.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
63 reviews
33 repeat clients
from
$20
per visit

This was the second time Hannah watched our cat for us, this time for a whole week. Our cat was well taken care of and I appreciated getting updates every visit. Hannah even noticed all our cat’s little habits, making me feel confident that she was being well cared for!

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Sitter Profile Image: Anna N.
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Sitter Profile Image: Anna N.
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20. Anna N.

Professional student who loves dogs
Madison, WI, 53705
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$15
per visit

Anna is the best choice to care for your dog. She kept us updated on our puppy, did fun activities with our puppy, and even had little treats with him. You can tell that she is a huge dog-lover and will go above and beyond for your dog’s care!

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When it comes to pet sitting, dog owners in Highlands Community, 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 Highlands Community 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.

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 Highlands Community 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 Highlands Community, 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.

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