House Sitting in Highlands Community, Madison, WI

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Ann V.
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Sitter Profile Image: Ann V.
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1.

Ann V.

Animal Lover and Law Student
Marquette, Madison, WI, 53703
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
3 repeat clients
from
$50
per night

Ann was absolutely fantastic! She gave us thorough updates and went above and beyond in her care for our two dogs and cat. We truly felt like we could enjoy our trip knowing they were in such good hands.

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Sitter Profile Image: Devon G.
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Sitter Profile Image: Devon G.
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2.

Devon G.

Keep pets safe and happy
Madison, WI, 53711
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$28
per night

I appreciated Devon letting me know how everything was going a couple of times throughout her time with my pups. She played with them everyday and kindly helped them through a thunderstorm.

Confirmed availability: Easter Weekend
Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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3.

Louisa M.

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
2.8 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
$60
per night

Louisa is amazing. So caring and thoughtful, and it’s clear she has worked with a lot of dogs. I felt very at ease with her staying at my house and watching Layla.

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Sitter Profile Image: Avery C.
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Sitter Profile Image: Avery C.
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4.

Avery C.

Rover 101
Animal Whisperer Filling The Void
Madison, WI, 53703
5.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
44 reviews
12 repeat clients
from
$100
per night

Avery watched our recently adopted senior dog over the holidays and was outstanding. Our dog was clearly loved on and cared for, and our house was just as we left it. We especially liked that Avery communicated about any questions she had and she took better pictures of our dog in 7 days than we have in 4 months of owning her! We’re already looking forward to booking Avery again.

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Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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5.

Andrew L.

Rover 101
Looking for a fur baby to love! 💜
Madison, WI, 53726
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
110 reviews
47 repeat clients
from
$89
per night

Drew is terrific. Or flight home was delayed and caused us to miss our connection… would’ve been sick with worry but Drew cared for our pup and stayed an extra night. Returned to a happy dog and clean home. So happy!

Sitter Profile Image: Lydia S.
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Sitter Profile Image: Lydia S.
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6.

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
32 reviews
12 repeat clients
from
$35
per night

Lydia really stepped in when I needed her. She was not only flexible when I had a sitter that didn’t work out last minute, but she was very quick and clear with communication. She sent lots of pictures and my dog was very happy with her.

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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
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
7 repeat clients
from
$70
per night

Genevieve was so sweet and patient with my very nervous rescue dog. She was communicative and left my house in great shape. I would absolutely rebook with her

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Sitter Profile Image: Kallie N.
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Sitter Profile Image: Kallie N.
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8.

Kallie N.

Paws-itively friendly pet lover!
Greenbush, Madison, WI, 53715
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$50
per night

Kallie is a very attentive and caring pet lover. I have trusted her to watch my cats quite a few times now and she has always given them the same love and care that I would give them. 10/10 would recommend her to any pet owner!

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Sitter Profile Image: Alisyn L.
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Sitter Profile Image: Alisyn L.
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9.

Alisyn L.

Veterinary Technician & Adventurer
Walnut Grove, Madison, WI, 53717
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
13 repeat clients
from
$60
per night

Alisyn is such a wonderful person and an exceptionally responsible dog/house sitter. The personal attention she pays towards Miles, especially when he was sick is so appreciated. We love her!

Confirmed availability: Easter Weekend
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
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
9 repeat clients
from
$85
per night

Jess was very friendly and willing to work with our difficult dog (and show equal love to our not-as-difficult dog!) She was also great communicating with us before and during the stay, and took good care of our pup and house.

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Sitter Profile Image: Stacy J.
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Sitter Profile Image: Stacy J.
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11.

Stacy J.

Pawsitively Perfect Pet Sitting
Madison, WI, 53717
2.3 mi. away
House Sitting
1 review
from
$75
per night

Stacy is amazing with our dog, Charlie. He is very sensitive and hates to be away from us, but since having Stacy stay with him he is no longer stressed when he sees us packing our bags. I know that she loves him like we do and they have a great time together. He even fell ill at one point during one of her stays and she took him to the vet for us and reported back. She really loves dogs (and our cat Millet) and we LOVE having her.

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Sitter Profile Image: Elizabeth G.
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Sitter Profile Image: Elizabeth G.
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12.

Elizabeth G.

Pet Care for Any Animal
Madison, WI, 53705
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$30
per night

Did a good job. Cats were happy when I returned home. Plan to ask Elizabeth to sit again.

Sitter Profile Image: Cory D.
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Sitter Profile Image: Cory D.
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13.

Cory D.

Unleash the Ultimate Peace of Mind
Madison, WI, 53711
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
2 repeat clients
from
$50
per night

Corey was the best dog sitter by far! He sent updates so I knew he was there with them. He even deep cleaned our kitchen! He was so good to the dogs as well! We will definately hire him again!

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Sitter Profile Image: Kendra M.
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Sitter Profile Image: Kendra M.
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14.

Kendra M.

Easy going person many animals love
Madison, WI, 53706
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 years of experience
from
$28
per night

About: I have had pets since I was young and was able to learn what it takes to take care of animals so that they are healthy and happy. I am a college student who has most weekends free and mornings on Monday-Wednesday and all day Friday available. I am extremely flexible on hours and can match needs Make sure the pet is cared for is the first priority of taking care of an animal. Also making sure that the pet is happy and able to socialize and feel safe with someone other than their parents.

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Sitter Profile Image: Erin N.
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Sitter Profile Image: Erin N.
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15.

Erin N.

Lifelong Pet Owner & Biologist
Madison, WI, 53705
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
from
$45
per night

Erin was great with our sweet girl, Poppy. Poppy has some separation anxiety and Erin did a great job making her feel comfortable and getting her out for walks. She even, smartly, moved her food and water dishes to a spot where she would eat and drink while still keeping vigil near the front window of the house for us. Thanks, Erin!

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Sitter Profile Image: Bailee B.
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Sitter Profile Image: Bailee B.
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16.

Bailee B.

Time with pets is time well spent.
Sauk Creek, Madison, WI, 53717
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$80
per night

Bailee was fantastic! She made sure to learn about our dog Vito's needs and took great care of him and our home while we were away! Vito took to Bailee as if they had known each other for years ♥️ she sent us many sweet photos during their time and kept us updated. Would definitely recommend and will surely book again!

Confirmed availability: Easter Weekend
Sitter Profile Image: Nicholas N.
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Sitter Profile Image: Nicholas N.
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17.

Nicholas N.

broke college student; love animals
Middleton, WI, 53562
2.2 mi. away
House Sitting, Drop-In Visits
1 review
from
$27
per night

Nick is a true animal lover. He always goes out of his way to talk to, pet and play with any type of pet. We trust him with our 3 cats, dog, bird AND fish everybtime we need to go out of town. We know our loved ones are in the best hands and will be cared for even better than we sometimes do!

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Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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18.

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
19 reviews
4 repeat clients
from
$70
per night

This was the first time I've used Rover and found Sara. Communication was great from the get-go. As this was the first time I let someone else watch Iris (8 months old), rightfully so to be nervous and hesitant. Sara was very understanding and attentive as I went through what Iris needed, how her demeanor is, and all of the in-between. You could tell that Sara genuinely cares and enjoys caring for pets as a side gig. Sara was fantastic and we'll definitely book again.

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Sitter Profile Image: Claire D.
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Sitter Profile Image: Claire D.
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19.

Claire D.

Creature and Critter Carer
Middleton, WI, 53562
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$35
per night

Claire is an avid animal lover and cares deeply about the wellbeing of those she meets. She has demonstrated responsibility, affection, and patience with various animals like kittens and rabbits. I'm confident that with her experience and love for animals Claire would make an exceptional pet caregiver.

Confirmed availability: Easter Weekend
Sitter Profile Image: Dietrich G.
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Sitter Profile Image: Dietrich G.
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20.

Dietrich G.

Dietrich is a dog's delight
Walnut Grove, MADISON, WI, 53717
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$33
per night

Dietrich and I began our dog care years by volunteering to help train guide dogs for the blind. We enjoyed that so much, that we adopted two standard poodles for ourselves and have since adopted a standard schnoodle. Dietrich loves dogs, loves to walk them and take them to play in the dog park and is very affectionate with pets.

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Pet parents in Highlands Community, 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 house sitting rates to get an idea before you start a conversation with a sitter.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Highlands Community house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Highlands Community, Madison, WI who meets your and your dog'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 dog, 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 dog lovers 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 Highlands Community, 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:

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