House Sitting in Wyndemere, 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: 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
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

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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
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
42 reviews
16 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.

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: Sierra M.
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Sitter Profile Image: Sierra M.
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4. Sierra M.

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

The boys loved Sierra and cannot was to have her back. I appreciated how sweet she was with them and it was nice just being able to relax on my trip and not have to worry!! Thank you Sierra!!

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Sitter Profile Image: Genevieve H.
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Sitter Profile Image: Genevieve H.
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5. Genevieve H.

Pet caretaker & force free trainer
Bay Creek, Madison, WI, 53715
5.2 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: Corinne B.
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Sitter Profile Image: Corinne B.
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6. Corinne B.

Animal Lover
Madison, WI, 53719
1.4 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: Andrew L.
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Sitter Profile Image: Andrew L.
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7. 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
117 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: Kaylee C.
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Sitter Profile Image: Kaylee C.
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8. Kaylee C.

Doggos&Cattos r better than people
University Apartments, Madison, WI, 53705
3.1 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
11 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!

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Sitter Profile Image: Kara B.
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Sitter Profile Image: Kara B.
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9. Kara B.

No pet too big or small!
Junction Ridge, Madison, WI, 53717
1.8 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.

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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10. Seán & Leticia W.

Rover 101
Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
40 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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11. Chun Hei C.

Sharing my love with your pet
Madison, WI, 53705
1.8 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: Elissa S.
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Sitter Profile Image: Elissa S.
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12. Elissa S.

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

Elissa did a great job taking care of our two dogs and kitty. She communicated well and gave great updates. We would definitely hire her again.

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Sitter Profile Image: Claire D.
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Sitter Profile Image: Claire D.
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13. Claire D.

Rover 101
Pet Care by Claire!
Blackhawk, Madison, WI, 53717
2.4 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: Briana L.
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Sitter Profile Image: Briana L.
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14. Briana L.

Love to cuddle and spoil your pets
Meadowood, Madison, WI, 53711
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
5 repeat clients
from
$30
per night

Thanks again! Briana stepped in at the last minute when we needed to leave town for a funeral. She took good care of Frankie. We’re grateful.

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Sitter Profile Image: Stephany D.
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Sitter Profile Image: Stephany D.
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15. Stephany D.

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

Steph did an amazing job taking care of our large dog and cat. She sent photos throughout the week, asked questions, and generally helped us feel confident she would do right by our pets! We also returned to a very clean home and just feel such relief that we had Steph stay with our pets the first time we left them!!

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Sitter Profile Image: Azaria O.
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Sitter Profile Image: Azaria O.
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16. Azaria O.

Pets don’t need us, we need them🙂
Verona, WI, 53593
2.8 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.

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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
2.1 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 did a great job watching our dog, Layla for the day. When it came time to leave, Layla wanted to go home with her. Taylor was prompt and made sure our dog was fed and walked. We'll definitely use her again.

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

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
1.6 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: Kally G.
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Sitter Profile Image: Kally G.
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19. Kally G.

Fun sitter with small service dog
Middleton, WI, 53562
1.2 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:)

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Sitter Profile Image: Stacy J.
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Sitter Profile Image: Stacy J.
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20. Stacy J.

Pawsitively Perfect Pet Sitting
Madison, WI, 53717
1.5 mi. away
House Sitting
5.0 out of 5 stars
2 reviews
from
$75
per night

Stacy was so great with our anxious dog and he warmed up to her very quickly. We received daily updates and pictures/videos. Couldn’t be more happy!

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Pet parents in Wyndemere, Madison, WI love dog sitters on Rover.com. 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Wyndemere 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 Wyndemere, 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 Wyndemere house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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