House Sitting in Wyndemere, Madison, WI

Find a loving dog sitter to watch your dog overnight in your home.

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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
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
44 reviews
16 repeat clients
from
$38
per night
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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: 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
35 reviews
12 repeat clients
from
$60
per night
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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: Aurora R.
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Sitter Profile Image: Aurora R.
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3. Aurora R.

Your Dog's Best Friend
Madison, WI, 53705
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$45
per night

I wanted to give a shoutout to my friend, Aurora (previously Scott). If you're looking for someone awesome to take care of your pets, they are a great fit! From dogs to cats to rabbits, you name it, Aurora can handle it all with professionalism and quality care. They currently have two cats and a dog of their own, all of which are happy, healthy, and well taken care of. They'll bring that same level of care to your own beloved furry family members. Another thing you'll love about Aurora is how easy it is to communicate with them. You'll always be in the loop about how your furry (or scaly) friends are doing. They've watched my sphynx cat in the past, and provided well written accounts of their visits and how my naked feline was coping without me around. If you need someone to look after your pets like family, definitely consider reaching out to Aurora. You won't regret it!

Sitter Profile Image: Corinne B.
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Sitter Profile Image: Corinne B.
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4. 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
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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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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
125 reviews
50 repeat clients
from
$89
per night
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“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: Emily B.
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Sitter Profile Image: Emily B.
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6. Emily B.

Fun, energetic dog sitter
Blackhawk, Madison, WI, 53717
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
8 repeat clients
from
$50
per night
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Emily took excellent care of our two dogs while we were away and we are looking forward to having her and her sweet dog Belle come house sit for us again!

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Sitter Profile Image: Maryrose A.
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Sitter Profile Image: Maryrose A.
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7. Maryrose A.

I'll walk any dog in any weather.
Meadowood, Madison, WI, 53711
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$40
per night
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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!

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Sitter Profile Image: Claire D.
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Sitter Profile Image: Claire D.
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8. 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
5 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.

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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9. 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
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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: Taryn J.
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Sitter Profile Image: Taryn J.
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10. Taryn J.

Looking for walking buddies!
Madison, WI, 53719
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
1 repeat client
from
$28
per night

Taryn was great! She looked after our cats while we were gone on vacation for 5 days. We asked her to just come over and make sure they were fed, but she went above and beyond by staying and hanging out with them. I'm sure they very much appreciated the attention, though the orange one wouldn't admit it. Would definitely recommend!

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Sitter Profile Image: April M.
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Sitter Profile Image: April M.
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11. April M.

Paw-fect pet care
Regent, Madison, WI, 53726
4.0 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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April was fabulous with the boys and kept us in the loop when we were away.

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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12. 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
43 reviews
10 repeat clients
from
$40
per night

Sean is an exceptional caregiver for any four-legged friend. I've known Sean for more than 10 years and in that time I've known him he's shown every dog and cat he's met the same amount of warmth and care that you would expect meeting another human. Sean has owned both big and small dogs, as well as a cat, and has a lot of knowledge on how to properly take care of each. Your furry friends will be in great care with Sean!

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Sitter Profile Image: Maureen H.
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Sitter Profile Image: Maureen H.
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13. Maureen H.

When Pets are Happy, We're Happy!
Madison, WI, 53705
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$55
per night
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Maureen took great care of our dog Andy, taking him on multiple walks and being super proactive about sending updates. Thanks Maureen!

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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
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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: Sara J.
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Sitter Profile Image: Sara J.
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15. 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
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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: kylie l.
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Sitter Profile Image: kylie l.
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16. kylie l.

Can’t wait to meet your dogs!
Madison, WI, 53705
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$28
per night

Kylie is a very responsible person. She is very caring when she is watching my kids and my dogs, I have no worries when she is watching them.

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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
6 repeat clients
from
$70
per night
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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.

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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
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
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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: Lindsey C.
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Sitter Profile Image: Lindsey C.
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19. Lindsey C.

I used to call myself the Dog Queen
Madison, WI, 53705
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$30
per night

Lindsey is amazing!! She has watched our two cats, fish, and plants for two weeks straight on three separate occasions. Our cats can be standoffish but they have become incredibly fond of her and routinely come to her for pets when she is taking care of them. She always sends pictures and videos, which I love! And she is truly fantastic at managing multiple pets. I also know that she is incredible with dogs, happy to go on long walks and play with them for a while. She’s a very precise and thorough person, so following directions for a complicated medication schedule or something similar would be easy for her. Lindsey has a natural gift for caring for animals and such a big heart. I would recommend her to anyone.

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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
3 reviews
from
$75
per night
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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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