House Sitting in Woodland 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: Lydia S.
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Sitter Profile Image: Lydia S.
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1. Lydia S.

Here to help with your schedule
Middleton, WI, 53562
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
50 reviews
19 repeat clients
from
$38
per night
Profile image

Lydia was willing to stay for 2 nights with our rescue dog Benji, even though he does not like strangers. I was happy to see the photo of her rubbing his belly. Our house looked great when we got back @nd Benji was a happy dog. I highly recommend Lydia as a dogsitter. We left Lydia a tip at our house so I am not including one here.

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
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
13 repeat clients
from
$60
per night
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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.

Sitter Profile Image: Maryrose A.
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Sitter Profile Image: Maryrose A.
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3. Maryrose A.

I'll walk any dog in any weather.
Meadowood, Madison, WI, 53711
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$40
per night
Profile image

Maryrose is fantastic! She was reliable, conscientious, communicative, and very sweet to all of our animals. I will be sure to ask for her first next time we leave town and highly recommend her to other Rover clients. Thank you Maryrose! You put us at ease and we were able to have a wonderful vacation with little worries about the homefront!

Sitter Profile Image: Claire D.
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Sitter Profile Image: Claire D.
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4. Claire D.

Rover 101
Pet Care by Claire!
Blackhawk, Madison, WI, 53717
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$55
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.

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, 53715
5.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
126 reviews
50 repeat clients
from
$89
per night
Profile image

“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!!

Sitter Profile Image: Christina H.
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Sitter Profile Image: Christina H.
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6. Christina H.

I'm a experienced animal lover
Madison, WI, 53719
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$40
per night

Christina undoubtfully cares about dogs, and her position in working with them. She possesses the patience, and attention to detain in order to determine each individual dogs needs, likes and dislikes. Her heart allows for her to easily form connections with each dog, when some may be more difficult than others.

Sitter Profile Image: Ella C.
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Sitter Profile Image: Ella C.
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7. Ella C.

Very experienced and I love animals
Hawk's Landing, Madison, WI, 53593
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
3 repeat clients
from
$38
per night
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Ella was fantastic! This was our first time leaving our chocolate labs with anyone but family, so finding Ella was such a wonderful comfort! Thank you Ella, so so much!!

Sitter Profile Image: Taryn J.
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Sitter Profile Image: Taryn J.
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8. Taryn J.

Looking for walking buddies!
Madison, WI, 53719
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$50
per night
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Taryn stayed overnight with our 12 yo rescue dog and did an amazing job! She kept us up to date on the visit and took our old girl on several walks. When we returned the house was very clean and I really appreciated her outstanding care!

Sitter Profile Image: Sidney R.
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Sitter Profile Image: Sidney R.
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9. Sidney R.

They call me “The Pal Gal”!
Middleton, WI, 53562
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$25
per night
Profile image

Sidney was great! Very attentive, patient and kept us updated the whole time! We have a very energetic pup who is still learning manners and she was patient with him. We also have an old girl who can be a little unsure of new people and she gave her the time and space to warm up to her. The dogs were in great hands! We will be using Sidney again!

Sitter Profile Image: Aurora R.
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Sitter Profile Image: Aurora R.
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10. Aurora R.

Your Dog's Best Friend
Madison, WI, 53705
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$45
per night
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Aurora was amazing! Aurora updated us with photos of Huncho and treated him very well! Thank you again!

Sitter Profile Image: Stephany D.
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Sitter Profile Image: Stephany D.
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11. Stephany D.

I'll be your dog's other bestie!
madison, WI, 53705
1.9 mi. away
Boarding, House Sitting, Dog Walking
5.0 out of 5 stars
35 reviews
12 repeat clients
from
$38
per night
Profile image

Stefany took great care of our dogs and house while we were away. The pups were happy and healthy when we got back and it was great not having to wash sheets or dishes after a long trip. We will definitely use her again!

Sitter Profile Image: kylie l.
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Sitter Profile Image: kylie l.
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12. kylie l.

Can’t wait to meet your dogs!
Madison, WI, 53705
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$55
per night
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Wyatt loved her. She handle him like a champ.

Sitter Profile Image: Teghan B.
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Sitter Profile Image: Teghan B.
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13. Teghan B.

Treating your pet like my own!
Meadowood, Madison, WI, 53711
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
5 repeat clients
from
$50
per night
Profile image

We have three Siberian Huskies including one new 15 week old puppy husky. We had a great experience with Teaghan house sitting our dogs. She came and met our dogs ahead of the stay, went thru instructions, had great communication and everything went as planned. Great experience, would recommend and we hope to book her again next time we take a trip.

Sitter Profile Image: Isabella C.
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Sitter Profile Image: Isabella C.
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14. Isabella C.

your pet's future bestie
Madison, WI, 53705
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
1 repeat client
from
$28
per night

Isabella is absolutely fantastic! She watched my 3 year old Boston Terrier (Jarvis) while I was away, and I couldn't be happier with her service. Not only did she provide excellent care and attention to my dog, but she also went above and beyond to ensure he felt loved and comfortable in her care. Isabella is incredibly responsible, trustworthy, and clearly has a genuine passion for animals. I felt completely at ease knowing my dog was in her capable hands. I highly recommend Isabella to anyone in need of a caring and reliable pet sitter!

Sitter Profile Image: Lindsey C.
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Sitter Profile Image: Lindsey C.
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15. Lindsey C.

I used to call myself the Dog Queen
Madison, WI, 53705
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$40
per night

Lindsey is an incredible pet sitter!! She is attentive, compassionate, and goes above and beyond every time. It can be anxiety-inducing to leave your pet behind on a vacation, but whenever Lindsey has watched my cat, I know he is safe, healthy, happy, and very well loved. On top of that, Lindsey is an excellent communicator, is highly organized, and overall, is an absolute joy to work with. I truly cannot recommend her enough!!

Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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16. Sara J.

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
4 repeat clients
from
$70
per night
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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: Kara B.
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Sitter Profile Image: Kara B.
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17. Kara B.

No pet too big or small!
Junction Ridge, Madison, WI, 53717
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$50
per night
Profile image

Kara housesat and took care of my bulldog and kitten for two weeks. My pets took to her right away. She sent updates every day and provided excellent care, even helping with an injured paw. I cannot recommend Kara enough and would book with her again.

Sitter Profile Image: Chun Hei C.
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Sitter Profile Image: Chun Hei C.
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18. Chun Hei C.

Sharing my love with your pet
Madison, WI, 53705
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$50
per night
Profile image

Billy did an AMAZING job watching our Frenchies! He was very communicative throughout the stay and sent many photos and videos. He asked thoughtful questions about our pups and their behaviors and spent lots of quality time with them! We came home to a spotless house and happy pups - we look forward to having him stay with our dogs again! Thank you so much!

Sitter Profile Image: Sophia A.
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Sitter Profile Image: Sophia A.
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19. Sophia A.

Dog lover with lots of experience
Madison, WI, 53717
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
12 years of experience
from
$40
per night

About: I’ve had dogs all my life and have lots of experience caring for them. I love to take my dog on walks and to the dog park in the summer. I am also my neighbors number one go to for pet sitting when they are out of town or their dogs need some extra attention. I’m home for summer break and have a lot of free time. I work part time during the week, usually around 5 hour shifts, but it is a very flexible schedule so I am able to accommodate to anyone’s schedules. I understand and appreciate that each household has different rules and processes. My current yard is fenced allowing for my dog to run around and use the bathroom however I usually take him on walks. I will 100% do the same for you and follow whatever process works best in your home!

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
1.0 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
Profile image

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.

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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.

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