House Sitting in Glen Oak Hills, 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: Emma C.
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Sitter Profile Image: Emma C.
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1.

Emma C.

wet kisses cold noses wagging tails
Parkwood Village, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$35
per night

Emma did a wonderful job with our pups! She interacts with each of them amazingly. You can tell she has experience and she is super comfortable with different pups, sizes, breeds and personalities all at once which os a plus for our pack of 3. Thank you Emma!!!

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Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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2.

Louisa M.

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
27 reviews
11 repeat clients
from
$55
per night

Louis and her family took good care of my dog. He seemed very happy the entire time and enjoyed their company. She made sure to send lots of pictures and check in too.

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Sitter Profile Image: Kelsee C.
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Sitter Profile Image: Kelsee C.
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3.

Kelsee C.

No dog too big or small 🐶
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
2 repeat clients
from
$35
per night

Kelsee took amazing care of our two dogs. She spent plenty of time with them & took them for walks. On top of that she was very communicative, professional, and polite. I’d absolutely recommend her to others and will be using her services again.

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Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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4.

Andrew L.

Rover 101
Looking for a fur baby to love! 💜
Madison, WI, 53726
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
100 reviews
42 repeat clients
from
$89
per night

“Uncle” Drew loved our girl while we were away. She went on walks, car rides, puppy play dates, cuddled on couches and got treats. Drew sent us pictures every day of special outings, and cuddles. We missed her so much but we knew she was being cared for and loved while we were away. Through text exchange, drew told us things about our girl that only someone who was invested in her would pick up on. We feel so grateful to have found Drew and will definitely ask him to take care of her again!!

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Sitter Profile Image: Jenny P.
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Sitter Profile Image: Jenny P.
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5.

Jenny P.

Rover 101
Professional furbaby snuggler
Fitchburg, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
46 reviews
15 repeat clients
from
$120
per night

Jenny was wonderful! She took great care of our senior cat, was very communicative/flexible and sent lots of photos during her stay. She also left our house spotless!

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Sitter Profile Image: Jorden F.
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Sitter Profile Image: Jorden F.
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6.

Jorden F.

PetLovers4Life
Madison, WI, 53528
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
3 repeat clients
from
$50
per night

Jorden was excellent! They clearly communicated throughout our trip and took great care of our dog and house. Will definitely book them again. They also sent the cutest pictures. ☺️

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Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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7.

Sara J.

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking
5.0
12 reviews
3 repeat clients
from
$65
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: Azaria O.
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Sitter Profile Image: Azaria O.
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8.

Azaria O.

Pets don’t need us, we need them🙂
Verona, WI, 53593
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
18 reviews
5 repeat clients
from
$38
per night

Azaria was absolutely wonderful at taking care of my anxious pooch! She’s punctual and really personable. She even stayed longer than asked- which I really appreciate! Will definitely work with her again. Thank you Azaria

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Sitter Profile Image: Jen S.
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Sitter Profile Image: Jen S.
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9.

Jen S.

Owner away?? I walk, sit and stay.
Madison, WI, 53706
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
1 repeat client
from
$35
per night

Jen did a great job of caring for my cat, my house and my flowers. Jade Grace and Jen got along right away, and JG is kind of picky so that was great. When I got home, JG had obviously missed me, but otherwise was relaxed and her normal, energetic, self. Jen also sent some pix when I was gone, which are always appreciated. Jen knows cats, so I would feel confident using her again for a pet-sitting job.

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Sitter Profile Image: Teghan B.
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Sitter Profile Image: Teghan B.
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10.

Teghan B.

Treating your pet like my own!
Meadowood, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
3 repeat clients
from
$30
per night

Teghan was wonderful. She kept us up to date with daily pictures, was professional and followed our dog’s care instructions, including her medication schedule. We would definitely book with Teghan in the future.

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Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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11.

Jess B.

Your weekend/evening needs covered!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
24 reviews
8 repeat clients
from
$85
per night

I felt so comfortable leaving my dog with Jess! My dog is always on my mind when I’m away for her, and I knew she was in great hands and I didn’t have to worry! Jess sends pictures and great descriptions of activities and keeps you informed a few times a day. Incredibly professional, and will definitely be booking her in the future! Thanks so much, Jess!

Sitter Profile Image: Kevin C.
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Sitter Profile Image: Kevin C.
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12.

Kevin C.

Medical student w/ Aussie of my own
Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$60
per night

Kevin took great care of our dog! He sent lots of updates and was easy to reach.

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Sitter Profile Image: Shaina N.
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Sitter Profile Image: Shaina N.
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13.

Shaina N.

Animal-loving Madisonian
Midvale Heights Community, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
1 repeat client
from
$75
per night

Hello it is with great pleasure that I provide this reference for Shaina. It is rare that you will find someone who is so dedicated to the health and safety of all animals. She is that person who stops on the road to pick up an abandoned bird and locate help She has a vast amount of experience taking care of all types of animals with dogs and cats being the most common. She has many times given our pets medication‘s and special food with no problem at all. She is very responsible and punctual. I think she would be a great asset to anybody’s furry family. I highly recommend her as an animal caretaker.

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Sitter Profile Image: Taylor R.
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Sitter Profile Image: Taylor R.
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14.

Taylor R.

Professional fury baby spoiler!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
17 reviews
4 repeat clients
from
$55
per night

Taylor was absolutely FANTASTIC with our pup, Mosley. She was easy to communicate with and has a genuine LOVE for animals! She provided updates and was so kind and sweet to him while we were away, even leaving him with a few parting gifts on their last day together. Thank you so much, we will definitely be using you again soon!

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Sitter Profile Image: Taylor J.
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Sitter Profile Image: Taylor J.
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15.

Taylor J.

Sharing the love with your pets
Orchard Ridge Community, Madison, WI, 53711
Boarding, House Sitting
5.0
25 reviews
6 repeat clients
from
$28
per night

Taylor did a great job watching our pets(dog and 2 cats)! She was responsive and let us know how the pets were doing. I’d definitely recommend her for pet sitting.

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Sitter Profile Image: Alisyn L.
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Sitter Profile Image: Alisyn L.
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16.

Alisyn L.

Veterinary Technician & Adventurer
Walnut Grove, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
11 repeat clients
from
$60
per night

Alisyn once again took excellent care of Myla (my dog), my fish, and my plants for an entire week while I relaxed on vacation. I am so happy to have found a trustworthy and kind person to watch over Myla and my home. I don’t worry about a thing and she sends me updates daily. I highly recommend Alisyn!

Sitter Profile Image: Kaylee C.
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Sitter Profile Image: Kaylee C.
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17.

Kaylee C.

Doggos&Cattos r better than people
University Apartments, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
3 repeat clients
from
$50
per night

Kaylee was great with my grumpy senior dog. Her patience and flexibility is outstanding! She gave him his medication and walked him on his schedule.

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Sitter Profile Image: Corey P.
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Sitter Profile Image: Corey P.
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18.

Corey P.

Fantastic care
Middleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking
1 years of experience
from
$35
per night

About: I have taken care of multiple dogs since the age of 14 in my own home so I know how to take care of canines and what they need in terms of care I am a current student at UW-Madison and have free time to care for your pet when my classes are over at the end of the day I respect other people’s ways of caring for their pets and will follow every instruction I am given to the tee while supervising your puppy.

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Sitter Profile Image: Kristalyn B.
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Sitter Profile Image: Kristalyn B.
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19.

Kristalyn B.

Veterinary Student
Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$60
per night

Great person to entrust with your pet. I have a senior dog with some quirks & special needs- so it’s wonderful to have a punctual, capable person to help when needed.

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Sitter Profile Image: Rebecca & Clara A.
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Sitter Profile Image: Rebecca & Clara A.
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20.

Rebecca & Clara A.

Dogs deserve great vacations
Madison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
16 reviews
4 repeat clients
from
$55
per night

Rebecca and Clara are great! Now, they’re be told we’re friends. But this is now I know they take excellent care of their (and your!) dogs. They’re very careful yet make sure to have fun. So your pup will be safe, have fun, and probably come home exhausted!!

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Dog owners in Glen Oak Hills, Madison, WI turn to house sitters on Rover.com for their house sitting needs. Over 423 pet owners have reviewed house sitters in Madison, giving them an average rating of 4.9/5. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Madison with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover.com is the simple, savvy way to find and book Glen Oak Hills house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Glen Oak Hills, Madison, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Glen Oak Hills house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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 Glen Oak 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:

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