House Sitting in Middleton

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: Devon G.
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Sitter Profile Image: Devon G.
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1. Devon G.

Keep pets safe and happy
Fitchburg, WI, 53711
7.2 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 took great care of our two pups! With me having s short notice request, I was so relieved Devon was able to schedule a meet and greet with us Sunday and dog sit in our home Monday - Tuesday. We’ll definitely book Devon for future dog sitting needs!

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Sitter Profile Image: Lydia S.
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Sitter Profile Image: Lydia S.
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2. Lydia S.

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

Lydia took great care of our pup Leo while we were out of town for the weekend. She kept him in his routines, and shared photos of him snuggly at home. Leo seemed like he had fun and was happy upon our return. We highly recommend Lydia to take care of your pets!

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

Louisa is amazing. So caring and thoughtful, and it’s clear she has worked with a lot of dogs. I felt very at ease with her staying at my house and watching Layla.

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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
5.9 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. All of my pets immediately warmed up to her, which was surprising for my elderly cat. I’ve got a large crew and everyone was well cared for.

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

Drew is terrific. Or flight home was delayed and caused us to miss our connection… would’ve been sick with worry but Drew cared for our pup and stayed an extra night. Returned to a happy dog and clean home. So happy!

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Sitter Profile Image: Sierra M.
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Sitter Profile Image: Sierra M.
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6. Sierra M.

Rover 101
Trust me, I'm an engineer
Madison, WI, 53593
7.2 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$54
per night

Sierra was awesome! She was prompt in responding to my request and her communication was great from the beginning. Although he was terrified when she first arrived to our home, Onyx easily warmed up to Sierra and enjoyed her company while we were away. Thank you Sierra!!

Sitter Profile Image: Allegra R.
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Sitter Profile Image: Allegra R.
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7. Allegra R.

Rover 101
Dog person for life.
Faircrest, Madison, WI, 53705
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
53 reviews
21 repeat clients
from
$65
per night

Allegra was absolutely wonderful when house sitting our dog franklin over a long weekend. She took on the additional challenge of caring for him when he was on heartworm treatment and did a great job attending to his special medication and low exercise needs. We came back to a happy dog and we know he was well cared for. She sent multiple picture updates each day. We will definitely contact her again in the future to watch franklin!

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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
6.8 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
5.8 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Marianne C.
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Sitter Profile Image: Marianne C.
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10. Marianne C.

go for runs and basic training
Madison, WI, 53703
6.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
from
$55
per night

Marianne is an absolutely wonderful sitter!! She is super knowledgeable about dogs and was great at accounting for my older dog’s special needs and my younger dog’s nervousness. She really paid attention to the little things like moving my dogs bed to be near her so he didn’t have to pick between being by someone and not laying on the floor, or opening the window for my other dog to people watch. My dogs absolutely loved her! I will 100% be using her in the future!!

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Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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11. Sara J.

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
2.7 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: 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: John H.
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Sitter Profile Image: John H.
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13. John H.

Genuine Care for Your Loved One!
Madison, WI, 53719
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$35
per night

John is a fantastic pet caregiver! He is very responsible and does a great job caring for his own dog. I know he will provide a safe and loving environment for anyone's pet!

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Sitter Profile Image: Kara B.
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Sitter Profile Image: Kara B.
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14. Kara B.

No pet too big or small!
Junction Ridge, Madison, WI, 53717
2.6 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: Kaylee C.
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Sitter Profile Image: Kaylee C.
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15. Kaylee C.

Doggos&Cattos r better than people
University Apartments, Madison, WI, 53705
3.3 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
12 reviews
5 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!

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Sitter Profile Image: Elissa S.
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Sitter Profile Image: Elissa S.
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16. Elissa S.

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

We came home to a clean house and happy dogs. Communication with Elissa was great throughout and she seemed very comfortable with the dogs when we met her which is a huge plus for us! We’ll definitely use her again!

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Sitter Profile Image: Taylor R.
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Sitter Profile Image: Taylor R.
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17. Taylor R.

Professional fury baby spoiler!
Madison, WI, 53719
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
5 repeat clients
from
$70
per night

Taylor watched our dogs over the weekend while we were away and did a fantastic job. We came home to some very happy pets! We would happily book with Taylor again the next time we need a pet sitter.

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Sitter Profile Image: Azaria O.
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Sitter Profile Image: Azaria O.
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18. Azaria O.

Pets don’t need us, we need them🙂
Verona, WI, 53593
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
44 reviews
16 repeat clients
from
$45
per night

Our puppy had so much fun with Azaria! She kept in contact the entire time. Sent lots of pictures and videos and even taught some new tricks. We would definitely use her again and would recommend her to friends and family.

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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19. Chun Hei C.

Sharing my love with your pet
Madison, WI, 53705
2.4 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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20. Kally G.

Fun sitter with small service dog
Middleton, WI, 53562
0.3 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 took wonderful care of our Ellie girl while we were away for the weekend. She and her service dog, Roxie, really made our pup feel cozy, comfortable and safe the whole time. Kally sent us many welcomed videos and pictures of their time together and was especially helpful throughout Ellie’s thunderstorm jitters! We definitely plan on rebooking with Kally and Roxie again in the future!

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Middleton House Sitting ratings

Overall Rating:
4.9 out of 5 stars

House sitters in Middleton are rated on average 4.9 out of 5 stars based on 210 reviews.

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Rover.com is the simple, savvy way to find and book house sitting. It's easy to find the perfect house sitter - many sitters on Rover have a long history of house and pet sitting, and 95% of reviewed stays have received a perfect five-star rating. 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 pet sitter on Rover has the option to complete a free background check, so look for their badge that says they've had the check done. Pet and house sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 40,000 sitters who've listed their services on Rover, so you're sure to find the perfect house sitter on Rover. When you book with one of our trusted house sitters on Rover you get peace of mind that your home and pets are in loving hands.

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