House Sitting in Woodland Hills, Madison, WI

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

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Ruthanne F.
I pawsitively love dogs and cats!Old Middleton Greenway, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

Ruthanne was very conscientious and kept in touch. My chihuahua is not very friendly to anyone except me, but she managed to make friends with him and slept wit… (more)

from
$45
per night
Camille M.
Outgoing, student, dog loverMiddleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking

Camille was awesome. She took care of our two dogs and cat for our week of vacation and did a wonderful job. She also house sat for us and left the place cleane… (more)

from
$35
per night
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Cheyenne K.
Expert and Loving Animal CaretakerBurr Oaks, Madison, WI, 53713
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Cheyenne stayed with our little female maltipoo, Buddy, over a weekend. We could not have had a more responsive, conscientious communicator, from the first time… (more)

from
$80
per night
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Andrew L.
4.
COVID SAFE 24/7 online Vet accessGreenbush, Madison, WI, 53715
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Andrew watched our dogs at our house for a week, and our babies LOVED the time with him. Lots of snuggles and attention, and Andrew kept us updated with lots o… (more)

from
$80
per night
Kate K.
5.
Cared for as if you were homeMiddleton, WI, 53562
House Sitting, Drop-In Visits

This was our first time having Kate - she did a great job with our dog who is quite shy with new people! She got her to take her meds and made sure she was fed … (more)

from
$45
per night
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6.
Home is where the bark isFitchburg, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

Robert was so respectful and thoughtful. He really put me at ease leaving our dog who has separation anxiety for a few days. We will 100% be using his services … (more)

from
$28
per night
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7.
Energetic lover 🥰 of Fur-babies!Middleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking

Donna was wonderful with our pets - a dog and a cat. She was also great with our home and really put us at ease, as this was the first time we brought someone i… (more)

from
$45
per night
8.
Experienced and Trustwothy SitterGreenbush, Madison, WI, 53715
House Sitting, Drop-In Visits, Dog Walking

Audrey was absolutely fantastic! So many photo updates throughout the week made it easier to be away. We will definitely be having her back. You should have no … (more)

from
$50
per night
9.
Always up for a game of fetch!Greenbush, Madison, WI, 53715
House Sitting, Drop-In Visits, Dog Walking

I had a family emergency and needed a petsitter on very short notice. Sarah came through for me and took great care of my elderly dog and cat. (more)

from
$36
per night
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10.
Animal loverRegent, Madison, WI, 53726
House Sitting, Drop-In Visits, Dog Walking

Cybill has been amazing with my puppy Oakley! She sent updates and photos every day and is very responsible, flexible and reliable individual. You can really te… (more)

from
$45
per night
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11.
Trained 12+ dogs. Enjoy walksWesthaven Trails, Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

I was originally terrified to leave my dogs with a stranger as well as in my house without someone there but Lucas completely put me at ease. I do have cameras … (more)

from
$35
per night
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12.
Liz 
Verified Enhanced Background Check
Current UW Veterinarian StudentMiddleton, WI, 53562
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Liz did a wonderful job taking care of my cats! She was an excellent communicator while I was gone, sending texts and photos daily. She handled the meds and sub… (more)

from
$50
per night
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13.
Your dog's new bestie!Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking

Sara was fantastic with our last minute request. We felt not only comfortable, but that the dogs would be having a fun time with Sara there! Great pictures an… (more)

from
$50
per night
14.
Easygoing pet lover in grad schoolMadison, WI, 53711
House Sitting, Drop-In Visits

Bree went above and beyond to make sure our cats were as comfortable as possible during a very stressful time for them. She was communicative and responsive the… (more)

from
$70
per night
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15.
Dog owner & med student!Spring Harbor, Madison, WI, 53705
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sophie is a wonderful sitter who cares so much about animals. She has a lot of experience with caring for dogs and just genuinely loves them. She also did a gre… (more)

from
$30
per night
16.
Fun sitter with small service dogMiddleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking

We're very happy with the job Kally did for us. She took great care of our dog, our cat, and our home. Will definitely call her next time! (more)

from
$25
per night
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17.
Daily visits to the dog park!Marbella, Madison wi, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

Clara loves dogs and has been around them her entire life! She is a responsible pet owner herself to an adorable German Shepard. She enjoys walking, playing a… (more)

from
$75
per night
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18.
Exercised pets are happy petsMadison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Kaitlyn was absolutely amazing! She was very communicative and went out of her way to make sure both our pups had plenty of play time! I would absolutely recomm… (more)

from
$90
per night
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19.
Incoming college freshman dog loverHigh Point Estates, Madison, WI, 53719
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Bella did a great job house sitting my dog! She kept him safe and happy the whole week were out of town. Thanks Bella! (more)

from
$45
per night
20.
Love walks and love dogs!Spring Harbor, Madison, WI, 53705
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I appreciate that Lauren was very attentive asked questions and texted me pictures I came home to find the dogs calm and tired so they obviously had a good walk… (more)

from
$50
per night

Dog lovers in Woodland Hills, Madison, WI love house sitters on Rover.com. Over 423 pet owners have reviewed house sitters on Rover in Madison, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable house sitting in Madison can be when you book with Rover. Wondering how much it might cost to book house sitting? Check out our average house sitting rates to get an idea before contacting a house sitter near you.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Woodland Hills, Madison house sitting needs. On Rover, it's easy to find a loving dog sitter in Woodland Hills, Madison, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Woodland Hills house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Woodland Hills, Madison, WI for your dog: people who'll treat him like family.

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 Woodland Hills, 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: