House Sitting in Oakbridge, 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
Madison, WI, 53711
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
6 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: Andrew L.
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Sitter Profile Image: Andrew L.
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2. Andrew L.

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

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 of pictures. We have an older dog who needed some extra TLC, and Andrew was fantastic with his medical needs. House was in great shape when we got back, and we couldn't have asked for a better experience. Highly recommend this pet sitter.

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Sitter Profile Image: Devon G.
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Sitter Profile Image: Devon G.
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3. Devon G.

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

Devon was great with my dog! This was my first time leaving Hank and he has bad separation anxiety but she able to make him comfortable while I was gone. Will definitely be booking with Devon again!

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

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
3.5 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 did an amazing job with our very energetic dog. She was extra communicative, and she was able to accommodate a last-minute change to our travel plans.

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Sitter Profile Image: Bailee B.
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Sitter Profile Image: Bailee B.
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5. Bailee B.

Time with pets is time well spent.
Sauk Creek, Madison, WI, 53717
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 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!

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Sitter Profile Image: Ann A.
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Sitter Profile Image: Ann A.
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6. Ann A.

Attentive and reliable pet sitter
Madison, WI, 53719
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
10 years of experience
from
$55
per night

About: I have been a pet owner for over 10 years and friends and neighbors have trusted me to take care of their pets while they were away. I understand that every pet is different and am vigilant about their needs and boundaries. I have a flexible schedule and work from home, so I can tend to the needs of your pets on their schedule. I will be sure to communicate if any scheduling conflicts arise. I will treat both your pets and your home as I would my own. I have experience with both dogs and cats (and plants), and I can be flexible with whatever your pet may need.

Confirmed availability: Easter Weekend
Sitter Profile Image: Shaina N.
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Sitter Profile Image: Shaina N.
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7. Shaina N.

Animal-loving Madisonian
Midvale Heights Community, Madison, WI, 53711
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
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: Stacy J.
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Sitter Profile Image: Stacy J.
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8. Stacy J.

Pawsitively Perfect Pet Sitting
Madison, WI, 53717
0.4 mi. away
House Sitting
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.

Sitter Profile Image: Ben P.
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Sitter Profile Image: Ben P.
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9. Ben P.

Where Pets are Treated like Family
Madison, WI, 53719
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
72 reviews
20 repeat clients
from
$36
per night

We have so much appreciation for Ben for letting us feel at ease while we were away for 5 days! He had excellent communication and our dog Rosie seemed to love him! We’ll be using him again our next trip!

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Sitter Profile Image: Cory D.
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Sitter Profile Image: Cory D.
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10. Cory D.

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

Cory is a great sitter! He stayed at our home for a 10-day stretch and left the house cleaner than when we left. I would highly recommend him!

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

Dogs deserve great vacations
Madison, WI, 53705
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
5 repeat clients
from
$55
per night

Clara was amazing with our dog Luna! He asked great questions during our meet and greet, was responsive the entire weekend and took such great care of our dog. Really put our mind at ease knowing an experienced, caring dog owner was with our fur baby while we were away.

Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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12. Sara J.

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
0.5 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.

Sitter Profile Image: Emma W.
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Sitter Profile Image: Emma W.
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13. Emma W.

Love animals of all kinds!
Madison, WI, 53719
2.1 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$85
per night

Emma did an amazing job sitting for our dogs! She was communicative, detail-oriented, and left the house looking great. We will definitely book with her again!

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Sitter Profile Image: Elissa S.
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Sitter Profile Image: Elissa S.
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14. Elissa S.

Lover of all animals!
Madison, WI, 53719
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
4 repeat clients
from
$60
per night

Elissa was an incredible pet sitter for my dog Gouda while I was out of town. Gouda is shy around new people but she warmed up to Elissa right away! Elissa followed all of my directions and gave me regular updates on how Gouda was doing. Gouda and I highly recommend her! 😊

Confirmed availability: Easter Weekend
Sitter Profile Image: Destiny P.
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Sitter Profile Image: Destiny P.
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15. Destiny P.

Pawsitively Passionate Dog Walker
Blackhawk, madison, WI, 53717
1.7 mi. away
House Sitting, Dog Walking
1 repeat client
from
$28
per night

Destiny has provided such love for our Yorkie Poo Ranger. She is extremely respectful and responsible and shows exceptional care. Destiny takes the time to show such compassion for your pet, either through walks or fun puppy snacks. She really goes above and beyond our expectations. I highly recommend her for any pet, she’s fun and any pet would absolutely love her.

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Sitter Profile Image: Taylor R.
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Sitter Profile Image: Taylor R.
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16. Taylor R.

Professional fury baby spoiler!
Madison, WI, 53719
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
4 repeat clients
from
$65
per night

Taylor made us feel more comfortable than any previous pet sitter we have used. She was great at communicating. She took the time to make our very anxious dog feel comfortable. We would be happy to hire her again.

Confirmed availability: Easter Weekend
Sitter Profile Image: Corinne B.
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Sitter Profile Image: Corinne B.
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17. Corinne B.

Animal Lover
Madison, WI, 53719
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$60
per night

Corinne was wonderful with Leo. It is clear she is an animal lover and provides the best care. She was always on time and very professional. I will definitely be calling on Corinne again.

Confirmed availability: Easter Weekend
Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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18. Jess B.

Your weekend/evening needs covered!
Madison, WI, 53719
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
9 repeat clients
from
$85
per night

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!

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Sitter Profile Image: Raven P.
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Sitter Profile Image: Raven P.
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19. Raven P.

Lover of all dogs
Junction Ridge, Middleton, WI, 53562
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$85
per night

Raven took great care of my boys. Send lots of pics and communicated well.

Sitter Profile Image: Alisyn L.
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Sitter Profile Image: Alisyn L.
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20. Alisyn L.

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

Alysin is an amazing pet sitter, and I don’t say that lightly! We understand that we have quite the needy/special bunch, and she took care of them and our home as if they were her own. She’s an awesome communicator about what’s going on while we’re away, and pays great attention to every detail. We commented to each other how it was so nice that we didn’t feel any worry while on vacation with her taking care of our pack. Our animals love her, and we will definitely book with her again in the future! Thank you, Alysin!

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In Oakbridge, Madison, WI, dog lovers trust 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 stars. Booking house sitting in Oakbridge can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book house sitting in Madison on Rover? Check out our average house sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Oakbridge house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Oakbridge, Madison who can provide the care your dog needs, when they need it.

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