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Add dates to see sitters who’ll be available for your need. These are sitters in your area, but might not be available.

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Sitter Profile Image: Madison T.
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Sitter Profile Image: Madison T.
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1. Madison T.

Love all animals!
Regent, Madison, WI, 53726
4.6 mi. away
from
$36
per day
5.0 out of 5 stars
52 reviews
20 repeat clients
Profile image

Madison was great for our pup! She provided frequent updates and was flexible with drop off and pickup times. The wiggle butts from my dog at morning drop off told me everything I needed to know!

Availability updated 3 days ago
Sitter Profile Image: Robert N.
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Sitter Profile Image: Robert N.
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2. Robert N.

Star Sitter
I'll do the walking!
Orchard Ridge Community, Madison, WI, 53711
2.8 mi. away
from
$34
per day
5.0 out of 5 stars
95 reviews
30 repeat clients
Profile image

My pup loves daycare with Bobby. He is typically anxious when I leave him, but not with Bobby! He gets so excited to jump out of the car and spend the day in Bobby’s beautiful yard & enjoy walks around the neighborhood. He is satisfied and tired when he gets home, and it relieves the pressure for me to fit in longer walks after the workday. Despite managing other day-to-day commitments through Rover, Bobby provides my dog the attention and care he needs to make him comfortable and happy. Bobby’s home has plenty of space to make any dog feel at home and fit various needs. I’m so grateful I found Bobby close by and I recommend his daycare service to anyone trying to find a flexible, communicative, and friendly daycare option for their doggo!

Availability updated 3 days ago
Sitter Profile Image: Cameron M.
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Sitter Profile Image: Cameron M.
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3. Cameron M.

Hakuna Matata (No Worries)
Madison, WI, 53719
4.5 mi. away
from
$25
per day
5.0 out of 5 stars
19 reviews
8 repeat clients
Profile image

Mika has stayed with Cameron many times now and always comes back tired and happy! Have never had an issue and Mika is always excited to run in the door for daycare. Only good things to say!

Availability updated 3 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Mary Z.
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Sitter Profile Image: Mary Z.
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4. Mary Z.

Star Sitter
Dog-loving home
Regent, Madison, WI, 53726
4.2 mi. away
from
$35
per day
5.0 out of 5 stars
15 reviews
7 repeat clients
Profile image

Wolfy had such a great day with Mary and her family. He can back very happy, and Mary sent several lovely photos of his time. Mary was also flexible with me when my plans changed after booking, which was so appreciated.

Availability updated 5 days ago
Sitter Profile Image: Dietrich G.
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Sitter Profile Image: Dietrich G.
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5. Dietrich G.

Dietrich is a dog's delight
Walnut Grove, MADISON, WI, 53717
0.4 mi. away
from
$32
per day
4.9 out of 5 stars
57 reviews
16 repeat clients
Profile image

Dietrich and his wife were great with our 4-leg baby! They are clearly very kind and compassionate and our dog warmed-up to their dogs pretty quickly.

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Elena A.
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Sitter Profile Image: Elena A.
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6. Elena A.

Loving Canine Care
Madison, WI, 53719
3.4 mi. away
from
$30
per day
5.0 out of 5 stars
81 reviews
30 repeat clients
Profile image

My 6 month old Lab had the best time with Elena. She is so caring and made sure we were kept updated throughout the day. Our puppy can’t wait to go back for another playdate!

Availability updated 13 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Kristin & Bruce M.
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Sitter Profile Image: Kristin & Bruce M.
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7. Kristin & Bruce M.

Star Sitter
100% Pawtastic dog sitting
Madison, WI, 53719
4.6 mi. away
from
$30
per day
5.0 out of 5 stars
65 reviews
18 repeat clients
Profile image

Kilo came back very happy and sleepy from the day with Kristin and family. I got updates without having to ask, which I really appreciated. I think she had a great time and I’d trust bringing my pup back. Thanks again!!

Availability updated today
Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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8. Andrew L.

Rover 101
Star Sitter
Looking for a fur baby to love! 💜
Greenbush, Madison, WI, 53715
5.4 mi. away
from
$42
per day
5.0 out of 5 stars
146 reviews
57 repeat clients
Profile image

Drew is incredible. Our 11 month old Bernese absolutely loves spending his days with Drew. We recently had a baby and need some extra hands/love/attention for puppy. He is patient (must be to put up with our Lenny some days) and super easy to work with. We are so grateful to have found Drew, and Lenny is too!

Availability updated today
Sitter Profile Image: Gen A.
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Sitter Profile Image: Gen A.
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9. Gen A.

Rover 101
Star Sitter
Not your average pet care service!
Middleton, WI, 53562
4.6 mi. away
from
$35
per day
5.0 out of 5 stars
318 reviews
189 repeat clients
Profile image

Gen was very responsive. She answered questions quickly and sent a lot of great pictures. My dog actually had a healthy amount of play and sleep instead of being overstimulated all day like she would at a traditional day care.

Availability updated 36 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Valarie H.
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Sitter Profile Image: Valarie H.
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10. Valarie H.

Rover 101
Star Sitter
Professional caregiver for your pet
Meadowood, Madison, WI, 53711
3.1 mi. away
from
$35
per day
5.0 out of 5 stars
49 reviews
18 repeat clients
Profile image

Valarie was super responsive and flexible when I booked her last minute for my pups. She was so easy to work with and my dogs loved spending the day with her! I would definitely recommend Valarie to anyone!

Availability updated 46 days ago
Sitter Profile Image: Maegan L.
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Sitter Profile Image: Maegan L.
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11. Maegan L.

Star Sitter
Doodle Day Care & Playtime
Midvale Heights Community, Madison, WI, 53711
2.8 mi. away
from
$35
per day
5.0 out of 5 stars
97 reviews
35 repeat clients
Profile image

Sadie was comfortable with Maegan and Poppy. That made leaving her easy. Maegan was very kind and has a great setup for dogs, wonderful back yard. I highly recommend her.

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Carli D.
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Sitter Profile Image: Carli D.
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12. Carli D.

Home full time pet lover
Westmorland, Madison, WI, 53711
3.1 mi. away
from
$32
per day
5.0 out of 5 stars
97 reviews
41 repeat clients
Profile image

Carli was a great sitter! Benny had so much fun and was super tired when he came home. Would definitely recommend Carli to take care of your pets!

Availability updated 22 days ago
Sitter Profile Image: Scott H.
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Sitter Profile Image: Scott H.
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13. Scott H.

Star Sitter
Dog lover and frequent sitter
Madison, WI, 53719
2.5 mi. away
from
$65
per day
5.0 out of 5 stars
62 reviews
13 repeat clients
Profile image

My pup came home from Scott’s house tired and happy after a daycare day. He sent multiple photos and took Charlie on multiple walks throughout the day.

Availability updated today
Sitter Profile Image: Sara & Jonathan J.
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Sitter Profile Image: Sara & Jonathan J.
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14. Sara & Jonathan J.

Come stay and play with us!
Prairie Hills, Madison, WI, 53711
2.5 mi. away
from
$25
per day
5.0 out of 5 stars
28 reviews
11 repeat clients
Profile image

Sara and family have taken care of our puppy on three different occassions for doggy daycare. Sara is so kind, patient, and ready to accomodate all dogs and their needs. We are so thankful for their wonderful care!

Availability updated 25 days ago
Sitter Profile Image: Priyanka "Pri" T.
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Sitter Profile Image: Priyanka "Pri" T.
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15. Priyanka "Pri" T.

Poodle Paws love and care for pups!
Madison, WI, 53719
3.1 mi. away
from
$49
per day
4.8 out of 5 stars
170 reviews
70 repeat clients
Profile image

Thank you for your patience with our pup! It was his first time spending a day with someone new, and we appreciated your updates and patience with him. Thank you for taking care of him all day!

Availability updated 3 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Laura W.
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Sitter Profile Image: Laura W.
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16. Laura W.

Dogs are my favorite!
Meadowood, Madison, WI, 53711
3.1 mi. away
from
$55
per day
4.6 out of 5 stars
20 reviews
9 repeat clients
Profile image

All day booking with great care! The pups and I are happy and thankful to have had Laura caring for them! Will book again and would recommend to others! 🫶 🐶 🐕

Availability updated 6 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Amy L.
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Sitter Profile Image: Amy L.
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17. Amy L.

We just love dogs!!
Middleton, WI, 53562
2.1 mi. away
from
$30
per day
5.0 out of 5 stars
4 reviews

Amy is fantastic! She takes amazing care of dogs, ensuring they are happy, well-fed, and loved while away. Her communication is great, with regular updates and photos that gives peace of mind. I highly recommend Amy for anyone looking for a reliable and caring pet sitter!

Availability updated 3 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Lexi C.
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Sitter Profile Image: Lexi C.
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18. Lexi C.

Puppiesss!!
Middleton, WI, 53562
2.0 mi. away
from
$35
per day
5.0 out of 5 stars
4 reviews
1 repeat client
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Thank you! Luna had great day!!

Availability updated 8 months ago
Sitter Profile Image: Helen S.
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Sitter Profile Image: Helen S.
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19. Helen S.

Flexible Madison sitter😸❤️
Hill Farms-University Neighborh, Madison, WI, 53705
2.0 mi. away
from
$28
per day
5.0 out of 5 stars
11 reviews
2 repeat clients
Profile image

Helen and her mom were so great to my pup Rooster. They took him on two walks and sent several pictures, which put my mind at ease. Definitely recommend!

Availability updated 3 days ago
Sitter Profile Image: skylar b.
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Sitter Profile Image: skylar b.
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20. skylar b.

Dedicated to loving furry friends
Madison, WI, 53705
2.2 mi. away
from
$30
per day
2 reviews

Sky is the best dog sitter I’ve ever had! She loves dogs and goes above and beyond, taking her on walks and playing with her. She also sends pictures, which I love. When I go out of town, I trust that my pup is loved and cared for.

Availability updated 7 days ago
Confirmed availability for Presidents' Day Weekend

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