Pet Sitting & Drop Ins in Leopold, 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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Seán & Leticia W.
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Sitter Profile Image: Seán & Leticia W.
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1.

Seán & Leticia W.

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

Sean and Leticia were by far the best sitters I’ve had for my kitty! Loved that we did a meet n greet before. They also gave great updates whenever they checked in. I 100% recommend them! Felt like my kitty was in safe hands.

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Sitter Profile Image: Ann V.
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Sitter Profile Image: Ann V.
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2.

Ann V.

Animal Lover and Law Student
Marquette, Madison, WI, 53703
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
3 repeat clients
from
$20
per visit

Ann was amazing! For the first time leaving my pet, it was great to have someone so consistent and helpful. Scheduling and communication was a breeze! Highly recommend

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Sitter Profile Image: Rhiannon E.
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Sitter Profile Image: Rhiannon E.
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3.

Rhiannon E.

Dog lover, flexible schedule!
Fitchburg, WI, 53711
2.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$15
per visit

I have known Rhiannon for over 7 years and she is one of the most compassionate, hardworking and organized people I know. She is always on time and manages her schedule well. Rhiannon is also a lover of all things nature and animals. She has lots of experience with cats and dogs, including time spent volunteering at an animal shelter! Overall, Rhiannon is always someone I can count on to watch my home and pets if I’m away.

Sitter Profile Image: Keezieng V.
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Sitter Profile Image: Keezieng V.
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4.

Keezieng V.

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

Amazing communication! Keezieng was available on short notice and was super responsive and trustworthy. We will definitely use him in the future!

Sitter Profile Image: Ashley E.
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Sitter Profile Image: Ashley E.
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5.

Ashley E.

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

We have a new pup and Ashley did a great job of keeping us informed about how he was doing and sending us updates. I feel our pup was in very safe hands with Ashley.

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Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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6.

Louisa M.

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
33 reviews
12 repeat clients
from
$25
per visit

Louisa was exceptional. We reached out at the last minute over a holiday weekend and she was very accommodating and helpful. She was conscientious, punctual and loved our large dog lots. She sent Rober and text updates, pictures and was easily reachable whenever we needed. We won’t hesitate to have her dog sit when needed again!

Sitter Profile Image: Genevieve H.
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Sitter Profile Image: Genevieve H.
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7.

Genevieve H.

Pet caretaker & force free trainer
Bay Creek, Madison, WI, 53715
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
6 repeat clients
from
$30
per visit

About: Hi, my name is Genevieve! I am a positive reinforcement horse and dog trainer, and have my own sweet pup Rupert, two guinea pigs, and a horse named Wren. I am very knowledgable on animal care and prioritize the wellbeing of our pet at all times! I am currently in graduate school for mental health counseling, and do several part time gig jobs include petsitting. Taking care of animals and humans is my passion! Your pet's wellbeing is my first priority at all times. I have experience with dogs, cats, small animals (guinea pigs, rabbits, hamsters, etc.), fish, horses, goats, cows, reptiles, and more!

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Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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8.

Andrew L.

Rover 101
Looking for a fur baby to love! 💜
Madison, WI, 53726
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
108 reviews
46 repeat clients
from
$35
per visit

Would highly recommend Andrew to anyone who is looking for a pet sitter. He took care of our cat over the weekend. He is reliable, sent pictures, and kept us updated.

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Sitter Profile Image: Jordan F.
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Sitter Profile Image: Jordan F.
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9.

Jordan F.

A dietitian who also loves dogs!
Fitchburg, WI, 53711
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$18
per visit

Jordan is amazing. Her gentle nature and love she has for animals really shows in how they react with her. My lab has tendencies to get anxious when he’s left alone for periods of time and Jordan has a way of completely healing that anxiety. Her calmness and affection she has for animals really shows in how relaxed my pup became with her when he was getting anxious. She’s amazing and considerate at making sure he had plenty of walks and playtime to be burnt out and sleep solid. I’d recommend Jordan to anyone. She’s like an animal whisperer.

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Sitter Profile Image: Alex S.
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Sitter Profile Image: Alex S.
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10.

Alex S.

Caring and reliable animal lover
Fitchburg, WI, 53711
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$20
per visit

Alex has taken care of my fur baby for years! She is a caring and thoughtful caretaker and truly treats my dog like her own. Alex is a trustworthy person and can create loving bonds with pets. She can excellently read body language and the needs of my dog. I would highly recommend her!

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Sitter Profile Image: Devon G.
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Sitter Profile Image: Devon G.
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11.

Devon G.

Keep pets safe and happy
Madison, WI, 53711
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$15
per visit

Devon has watched my dogs on several occasions. She is very responsible, always timely and gives extra snuggles and love to our fur babies when we are unable to.

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Sitter Profile Image: Jenny P.
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Sitter Profile Image: Jenny P.
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12.

Jenny P.

Rover 101
Professional furbaby snuggler
Fitchburg, WI, 53711
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
54 reviews
17 repeat clients
from
$32
per visit

Jenny is the best! We never worry at all when she is with our dogs. She is reliable, sends lots of great photos and videos, and the pups always have so much fun with her. So glad to have had her watch our dogs many times!

Sitter Profile Image: Tessa D.
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Sitter Profile Image: Tessa D.
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13.

Tessa D.

Dog mom and Lover of All Dogs!
Madison, WI, 53713
0.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$20
per visit

Very good. Thank you so much for your help, we really appreciate it. Tammy

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Sitter Profile Image: Claudia B.
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Sitter Profile Image: Claudia B.
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14.

Claudia B.

Your pups new bff
Fitchburg, WI, 53711
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$20
per visit

Claudia did a great job. She is very reliable and my animals seemed very happy when I returned. She sent photos every time she visited, too, which was really nice. I have a little bit more complicated animals due to prescription diet needs, and she followed all my instructions perfectly.

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Sitter Profile Image: Matthew N.
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Sitter Profile Image: Matthew N.
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15.

Matthew N.

Active and patient dog lover.
Fitchburg, WI, 53711
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$22
per visit

About: I have had dogs my entire life, and have always been very good with my own dogs, along with other people's dogs (friends, family, neighbors.) I am currently in-between jobs after being laid off from a COVID testing facility and im looking for a way to get some supplemental income, and work with animals at the same time. I can accommodate essentially any pet needs, and am willing to work with the owners to best care for their dogs. I have two very friendly dogs.

Sitter Profile Image: Annaliese W.
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Sitter Profile Image: Annaliese W.
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16.

Annaliese W.

Purrfect Pet Care
Fitchburg, WI, 53713
0.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$25
per visit

We could not have asked for a better pet sitter for our two dogs. We have a Springer and a Teddy bear (both spoiled). Annaliese gave them both the attention and affection they need. She also stayed at our house with the dogs up to one week. She is sweet, reliable, caring and kind. You will agree after the first time meeting her.

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Sitter Profile Image: Alba R.
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Sitter Profile Image: Alba R.
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17.

Alba R.

Pet Whisperer For Hire!
Fitchburg, WI, 53713
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
49 reviews
26 repeat clients
from
$21
per visit

Alba was great with my very high energy husky! Quick to respond and flexible. She took the time to meet him before her visit to really get to know more about him. He loved hanging out with her. Would definitely book again. Thank you!

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Sitter Profile Image: Mattie S.
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Sitter Profile Image: Mattie S.
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18.

Mattie S.

Quality, loving, adaptable care
Madison, WI, 53713
1.8 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
8 reviews
from
$18
per visit

Mattie was such an amazing sitter! Mattie looked in on my 2 cats over the course of 3 weeks while I was gone for the holidays and was great about sending me thorough updates. I would 100% recommend Mattie as your next sitter!

Sitter Profile Image: Kyra T.
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Sitter Profile Image: Kyra T.
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19.

Kyra T.

Experienced pet sitter & pet lover!
Fitchburg, WI, 53713
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
58 reviews
8 repeat clients
from
$18
per visit

Kyra is the best! My dog loves him, and he has taken the time to learn all of her favorite toys and activities. He is trustworthy and reliable. Highly recommend!

Sitter Profile Image: Chalee T.
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Sitter Profile Image: Chalee T.
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20.

Chalee T.

Happy and tuckered out dogs
Leopold, Fitchburg, WI, 53713
0.1 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
116 reviews
66 repeat clients
from
$30
per visit

Chalee was able to help me out on short notice when I had a family crisis. This is my second time booking with her and will again in the future! She is amazing with my cat Squeaks, showing lots of care and love towards him. He enjoyed her check-ins and I feel super comfortable leaving him in her care.

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Leopold:

Dog owners in Leopold, 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 Leopold.

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 Leopold 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 Leopold, 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.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Leopold, Madison donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Madison.

We're proud to support over 200 organizations across the nation, including:

Drop-In Visits