House Sitting in Glen Oak Hills, 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
2.7 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: 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
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$28
per night

I appreciated Devon letting me know how everything was going a couple of times throughout her time with my pups. She played with them everyday and kindly helped them through a thunderstorm.

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

Our pups had a great experience with Louisa over the two days we were out of town. We came back to two happy and well cared for little guys. I loved the daily pictures, nice personal touch. Louisa checked in with us making sure we’re made it back. Very grateful!

Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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4. Andrew L.

Rover 101
Looking for a fur baby to love! 💜
Madison, WI, 53715
3.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
121 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!!

Sitter Profile Image: Kaylee C.
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Sitter Profile Image: Kaylee C.
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5. Kaylee C.

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

Kaylee was fantastic! She was communicative, punctual, and went above and beyond expectations. I felt very comfortable leave my anxious dog in her care. I got many updates from her, with pictures! She was respectful and left the house in great shape. I highly recommend her.

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
5.5 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: Heidi K.
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Sitter Profile Image: Heidi K.
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7. Heidi K.

Four legs are better than two!!
Fitchburg, WI, 53711
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$42
per night

Heidi did a great job with my Great Dane & fish tanks. Everything seemed well taken care off and I came back to my home being exactly as I left it.

Sitter Profile Image: Alba R.
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Sitter Profile Image: Alba R.
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8. Alba R.

Pet Whisperer For Hire!
Fitchburg, WI, 53713
5.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
49 reviews
25 repeat clients
from
$40
per night

Alba is the best! Great communication and super accommodating. My cat is a lot to handle sometimes with his kitten like energy, she did great! :)

Sitter Profile Image: Genevieve H.
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Sitter Profile Image: Genevieve H.
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9. Genevieve H.

Pet caretaker & force free trainer
Bay Creek, Madison, WI, 53715
3.8 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 so sweet and patient with my very nervous rescue dog. She was communicative and left my house in great shape. I would absolutely rebook with her

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
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
41 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.

Sitter Profile Image: Erma D.
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Sitter Profile Image: Erma D.
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11. Erma D.

Gentle care for your furry friend!
Fitchburg, WI, 53711
4.5 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!

Sitter Profile Image: Maureen H.
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Sitter Profile Image: Maureen H.
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12. Maureen H.

When Pets are Happy, We're Happy!
Madison, WI, 53705
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$60
per night

Maureen is a wonderful dog sitter. She has watched our previous and current dog multiple times at our home. She is incredibly caring, trustworthy and kind. Our dogs have loved her and get all kinds of special attention, exercise and lots of cuddles. I highly recommend her.

Sitter Profile Image: Chris S.
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Sitter Profile Image: Chris S.
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13. Chris S.

Experienced dog and cat caregiver.
Regent, Madison, WI, 53705
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$50
per night

Chris was incredibly professional, attentive and caring. From our first communication via text, to updates while he cared for our two Great Danes—I always felt comfortable that he knew what he was doing and genuinely cared for our dogs. I would highly recommend him to care for anyone’s pets in the future!

Sitter Profile Image: Claire D.
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Sitter Profile Image: Claire D.
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14. Claire D.

Rover 101
Pet Care by Claire!
Blackhawk, Madison, WI, 53717
3.9 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.

Sitter Profile Image: Taryn J.
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Sitter Profile Image: Taryn J.
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15. Taryn J.

Looking for walking buddies!
Madison, WI, 53719
3.3 mi. away
House Sitting, Dog Walking
2 reviews
from
$28
per night

Taryn took care of my cat (10 years old tabby) for me while I was out of town for a few days. She spent a good amount of time here visiting my kitty trying to get her to play and give her company so she wouldn't feel so lonely, which was much more than I expected of her to do! She even sent me a couple photos and updates while she was here, knowing I probably would be missing my fur baby. Gold stars, thank you Taryn!

Sitter Profile Image: Kevin C.
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Sitter Profile Image: Kevin C.
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16. Kevin C.

Medical student & Aussie owner
Summit Woods, Madison, WI, 53711
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
1 repeat client
from
$65
per night

Kevin was great with our dogs. Our dogs are young, excitable at the door, and very active 100+ lb. pups and they were handled with grace and care. Whenever we had a question, Kevin was fast to respond and also sent awesome pics, videos, and updates of how the dogs were doing. Strongly recommend Kevin as a care companion for your dog(s).

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
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
4 repeat clients
from
$70
per night

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: Stacy J.
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Sitter Profile Image: Stacy J.
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18. Stacy J.

Pawsitively Perfect Pet Sitting
Madison, WI, 53717
2.8 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!

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
0.5 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!

Sitter Profile Image: Stephany D.
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Sitter Profile Image: Stephany D.
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20. Stephany D.

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

Stephany is fantastic! She did amazing staying with our senior kitty and sent plenty of pics. It didn’t even look like he missed us! She also took great care of our home. Highly recommend!

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Dog owners in Glen Oak Hills, Madison, WI turn to house sitters on Rover.com for their house sitting needs. Over 423 pet owners have reviewed house sitters in Madison, giving them an average rating of 4.9/5. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Madison with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

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

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