House Sitting in Woodlands, 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
39 reviews
15 repeat clients
from
$38
per night

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.

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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
Fitchburg, WI, 53711
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
5 repeat clients
from
$28
per night

Devon was really great with our girl Sugar. It is very clear that is an animal lover and she's a natural! We appreciated her communication, willingness to accommodate our girl and her passion for pets. We will 100 percent have Devon help us out in the future

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
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
12 repeat clients
from
$60
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: Genevieve H.
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Sitter Profile Image: Genevieve H.
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4. Genevieve H.

Pet caretaker & force free trainer
Bay Creek, Madison, WI, 53715
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
9 repeat clients
from
$70
per night

Genevieve was great! She came over before our trip to meet our pup and learn about his quirks and things to know about our house. She left our house in great condition and our dog was well taken care of. Our dog is reactive so we are always a bit nervous leaving him with new people but Genevieve seemed to do a great job with him and checked in with us daily to give an update. Already have her booked for our next trip!

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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, 53715
5.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
116 reviews
50 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: Corinne B.
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Sitter Profile Image: Corinne B.
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6. Corinne B.

Animal Lover
Madison, WI, 53719
1.7 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 is amazing!! She watched over our two "boys" (greyhounds) and took such thoughtful care of them! We got lots of pictures and updates while we were away and the peace of mind that offers to know that your loved ones are cared for while you are away is truly priceless! Not to mention that she is very respectful of our home and had everything cleaned and tidied as if we were never gone! Gosh, thanks so much!!!

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Sitter Profile Image: Stephany D.
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Sitter Profile Image: Stephany D.
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7. Stephany D.

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

Stephany was awesome with Gus and Goldie. She communicated often, sent pics and left the house just as she found it. Would definitely use her again.

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Sitter Profile Image: Erma D.
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Sitter Profile Image: Erma D.
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8. Erma D.

Gentle care for your furry friend!
Fitchburg, WI, 53711
5.6 mi. away
House Sitting
5.0 out of 5 stars
3 reviews
1 repeat client
from
$25
per night

Erma was amazing with our dog Millie on a recent week long vacation. Millie can sometimes be a challenge during rainy weather, which of course we had in Madison while away. Erma handled this without a problem. She also checked in with us numerous times throughout our trip to set my anxiety at ease. Millie can't wait to hang out with her new friend again!

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Sitter Profile Image: Dorian M.
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Sitter Profile Image: Dorian M.
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9. Dorian M.

let me play with your pets
Madison, WI
5.0 mi. away
House Sitting
5.0 out of 5 stars
1 review
1 repeat client
from
$63
per night

Dorian was terrific. From the moment we met him we felt confident that our kitty and our home would be well taken care of. He did not disappoint. We would gladly have him stay anytime we are away.

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Sitter Profile Image: Kaylee C.
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Sitter Profile Image: Kaylee C.
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10. Kaylee C.

Doggos&Cattos r better than people
University Apartments, Madison, WI, 53705
2.9 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$50
per night

Kaylee housesat for our dog Lacey while we were away, and did a phenomenal job. She was quick to respond to messages, sent regular updates on how our fur baby was doing, and left our house just as clean as when we left. Will 100% rebook next time we need a sitter if she’s available!

Sitter Profile Image: Cory D.
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Sitter Profile Image: Cory D.
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11. Cory D.

Unleash the Ultimate Peace of Mind
Madison, WI, 53711
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
2 repeat clients
from
$60
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: Claire D.
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Sitter Profile Image: Claire D.
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12. Claire D.

Rover 101
Pet Care by Claire!
Blackhawk, Madison, WI, 53717
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 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.

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Sitter Profile Image: Devyn M.
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Sitter Profile Image: Devyn M.
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13. Devyn M.

Fun and enthusiastic pet lover!
Middleton, WI, 53562
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
8 repeat clients
from
$50
per night

Devyn was great, no complaints. She clearly loves dogs! I know my dogs felt comfortable and had a great time with her. My house was in the same condition I left it and I got home. I would definitely recommend her and would be happy to hire her to house and dog sit again. Thanks Devyn!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Seán & Leticia W.
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Sitter Profile Image: Seán & Leticia W.
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14. Seán & Leticia W.

Rover 101
Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
10 repeat clients
from
$40
per night

I’ve know Seán for a few years now, and ever since I’ve know him he always talks about his dog Penny. He is an awesome dog dad. He is excellent with dogs, I’ve seen him interact with dogs and he absolutely great with dogs. I would %100 trust Seán with my dogs Bean & Dotty. You have my word that your dogs will be in good hands with Seán.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Chun Hei C.
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Sitter Profile Image: Chun Hei C.
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15. Chun Hei C.

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

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!

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Sitter Profile Image: Kally G.
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Sitter Profile Image: Kally G.
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16. Kally G.

Fun sitter with small service dog
Middleton, WI, 53562
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
59 reviews
16 repeat clients
from
$25
per night

Kally was gracious enough to help this first time booker snag an extra boarding night last minute with her. She was a very flexible and accommodating sitter for our pup:)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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17. Sara J.

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 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: Kara B.
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Sitter Profile Image: Kara B.
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18. Kara B.

No pet too big or small!
Junction Ridge, Madison, WI, 53717
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$40
per night

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.

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Sitter Profile Image: Shaina N.
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Sitter Profile Image: Shaina N.
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19. Shaina N.

Animal-loving Madisonian
Midvale Heights Community, Madison, WI, 53711
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$75
per night

My dog is very wary of strangers and it takes some serious prodding to get him out for a walk. Shaina was AMAZING! 10/10 would hire again.

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
0.9 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.

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Dog owners in Woodlands, Madison, WI love booking house sitting with sitters on Rover.com. Over 423 pet owners have reviewed house sitters in Madison, giving them an average rating of 4.9/5 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in Woodlands.

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 Woodlands, Madison house sitting needs. On Rover, it's easy to find a loving dog sitter in Woodlands, 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 Woodlands 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 Woodlands, Madison, WI for your dog: people who'll treat him like family.

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