Doggy Day Care in Hillside

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Top rated Hillside doggy day care sitters

1 / 1
Sitter Profile Image: Maura P.
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Maura P.
Star Sitter
from
$40
per day
5 out of 5.0 stars
66 reviews
13 repeat clients
50 years of experience
Fort Atkinson, WI, 53538

Maura and Lauro took wonderful care of our dog ZuZu. It was apparent that they have much experience with dogs. ZuZu enjoyed her time and we will definitely use them again.

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Megan O.
Sitter Profile Image: Andrew L.
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Andrew L.
Star Sitter
from
$42
per day
5 out of 5.0 stars
166 reviews
61 repeat clients
25 years of experience
Greenbush, Madison, WI, 53715

Drew is the best!!! Wilson loves him! We have been over several times he literally drags me to the door with excitement when we arrive:) I always have peace of mind leaving Wilson with Uncle Drew, anytime we go to Madison we will definitely re book.

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Sara G.
Sitter Profile Image: Ruby A.
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Ruby A.
Star Sitter
from
$25
per day
5 out of 5.0 stars
464 reviews
225 repeat clients
10 years of experience
Waterloo, WI, 53594

Ruby was great! Very easy to work with, was constantly sending pictures and videos! Made leaving my babies much easier. She also asked what I was comfortable with them doing on the farm. They got lots of exposure to things that they never would at other facilities. Extremely clean building and lots of room for them to run and play. Very thankful for finding her. Would definitely recommend to anyone looking for daycare or boarding.

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Lindsay B.
Sitter Profile Image: Emily K.
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Emily K.
Star Sitter
from
$29
per day
5 out of 5.0 stars
6 reviews
2 repeat clients
34 years of experience
Lake Edge, Madison, WI, 53716

Emily took great care of our pup, Toby! He is 10 weeks old and she was capable of managing the extra needs of a young puppy. Emily was very communicative and responsive to messages. We would send our pup to be cared for by her again!

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Tori B.
Sitter Profile Image: Cynthia H.
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Cynthia H.
Star Sitter
from
$45
per day
5 out of 5.0 stars
105 reviews
29 repeat clients
25 years of experience
Schenk-Atwood, Madison, WI, 53704

My pup Popsicle loves Cynthia and gets so excited to see her! Cynthia gives excellent ‘pupdates’ and is super-communicative, so when you’re away from your pup (and missing them), you’ll get beautiful pics and updates. She treats my pup like family, and I’ve hired her again and again!

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Josephine D.
Sitter Profile Image: Laura S.
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Laura S.
Star Sitter
from
$40
per day
5 out of 5.0 stars
21 reviews
7 repeat clients
32 years of experience
Rolling Meadows, Madison, WI, 53714

Penny had a wonderful stay at Laura's. She played with the big dogs running around, tug of war, and general romping. Laura was attentive to 3.5-month old puppy needs and took her out for regular potty breaks. Penny continued learning social skills with Laura and her pets!

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Sharon M.
Sitter Profile Image: Lorelei & Kayla E.
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Lorelei & Kayla E.
Star Sitter
from
$37
per day
5 out of 5.0 stars
234 reviews
105 repeat clients
35 years of experience
Madison, WI, 53713

Oliver had three days of doggie daycare with Lorelei & Kayla. He looked happy in his pictures and came home tuckered out each day. I'll be back! Or Oliver will, that is. :-)

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Holly H.
Sitter Profile Image: Gilian S.
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Gilian S.
Star Sitter
from
$35
per day
5 out of 5.0 stars
142 reviews
37 repeat clients
7 years of experience
Sun prairie, WI, 53590

Gilian is amazing! Great communication and flexibility. This was our first time sending our dog to daycare and we couldn't have asked for a better person to watch him! Thank you!

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Ashley F.
Sitter Profile Image: Brad N.
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Brad N.
Star Sitter
from
$29
per day
5 out of 4.9 stars
82 reviews
14 repeat clients
35 years of experience
Fitchburg, WI, 53711

Kind and professional, very easy to work with and quick to respond. I needed somewhere for my girl to go where she could be around other dogs while I was swamped for the day, within 1 hour I had a daycare appointment set up with Brad. He sent me pictures of her smiling and cuddling while she was there. Will definitely be going back.

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Hilary H.
Sitter Profile Image: Wanqing Y.
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Wanqing Y.
Star Sitter
from
$50
per day
5 out of 5.0 stars
93 reviews
33 repeat clients
4 years of experience
Oregon, WI, 53575

Thank you for being available to watch Georgia! I You were amazing with communication on how she was doing and also so kind in getting to know and love our dog. Looking forward to rebooking with you soon!

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Angie R.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$30
per day
5 out of 5.0 stars
17 reviews
3 repeat clients
25 years of experience
Edgerton, WI, 53534

Sarah and her pack did awesome!!! Can't thank her enough for taking in Winnie on such short notice. When I picked up Winnie I was taken back at how much Winnie had bonded with Sarah in such a short period of time. Sarah was aware of Winnie's IBD issues and updated me on how she did. I really appreciated her for that!!!! This family definitely loves dogs!!!

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Marshall H.
Sitter Profile Image: Stacy L.
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Stacy L.
from
$40
per day
5 out of 5.0 stars
79 reviews
3 repeat clients
27 years of experience
Janesville, WI, 53546

Stacy was wonderful! We would definitely love for her to watch our dog again.

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Jeff M.
Sitter Profile Image: Tina & Cameron D.
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Tina & Cameron D.
from
$25
per day
5 out of 5.0 stars
48 reviews
12 repeat clients
19 years of experience
Fort Atkinson, WI, 53538

My dog had a great time staying at Tina and Cameron's for a fun-filled day of daycare. She enjoyed two walks, got to run around in their large fenced in backyard, and was able to socialize with their two dogs! Tina was so sweet and I felt really comfortable leaving my fur baby in her care. You can tell right away that her and Cameron are extremely knowledgeable and have a lot of experience in caring for dogs. My dog came home very happy and ready for a nap - perfect! :) Definitely will be a repeating customer!

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Molly H.
Sitter Profile Image: Perrin S.
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Perrin S.
from
$40
per day
5 out of 5.0 stars
5 reviews
30 years of experience
Stoughton, WI, 53589

About: I am a retired dog dad who is in need of more happy dog activity on our ranch! I love all dogs and look forward to welcoming your fur baby into our home and care. I have a 3yr old German Short Haired Pointer (Ava) that has yet to meet a dog she doesn't get along with or that can keep up with her:) Your dog will be well cared for and will definitely get their workout, if that's what their up for. I understand all dogs have their own special needs and I am more than willing to try to accommodate! I am retired and spend 99% of my time at home on the ranch. When I am caring for dogs, my time away from home, if absolutely necessary would be limited to less than an hour. My homestead is a private wildlife sanctuary in Stoughton that has trails throughout the property for daily hikes on or off leash depending on your dogs trustworthiness:)

Sitter Profile Image: Meghan & Jacob D.
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Meghan & Jacob D.
Star Sitter
from
$32
per day
5 out of 5.0 stars
65 reviews
24 repeat clients
30 years of experience
McClellan Park, Madison, WI, 53718

About: We have a combined 30+ years of caring for all types of animals, including cats, dogs, reptiles, & fish (and rabbits and chickens!). We’ve worked with pets of many different breeds and ages, including puppy/kitten and senior care. Medication needs or specific care requests? We're here for you! When we care for your pet, we'll work as a team to ensure your pet is comfortable, loved, and stimulated while you're away. Drop ins - Food, water, litter, walks, cuddles, medications, enrichment, or whatever your pet needs - we are happy to accommodate. Boarding - We live in the Grandview Commons neighborhood on the East side of Madison. We are WFH DINKS, single-family home with a fenced yard and are happy owners of fish, 1 dog, and 2 cats (and too many plants!). Book today for all your pet care needs! We have flexible schedules that allow us to care for pets during the week and on weekends - whether that includes boarding or drop-in visits. We will respect your pet care plan as outlined in any instruction or communication prior to our time with your pet/s. We are an easy going pair of sitters that enjoy giving your animals the attention they deserve.

Sitter Profile Image: Sarah B.
Verified Background Check
Sarah B.
from
$52
per day
5 out of 5.0 stars
94 reviews
28 repeat clients
20 years of experience
Reston Heights, Madison, WI, 53718

Sarah was amazing with Lulu! I felt very comforted knowing she was in such good and caring hands. Sarah was very communicative, sent lots of photos, and was flexible with timing. I look forward to Lulu staying with her in the future. :)

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Kelsey U.
Sitter Profile Image: Kara S.
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Kara S.
from
$35
per day
5 out of 4.7 stars
91 reviews
29 repeat clients
10 years of experience
Reston Heights, Madison, WI, 53718

Our 3 dogs love going to Kara’s. They run in the door and barely look back at us. We know they’re having a great time by the photos Kara sends us during their stay. She takes wonderful care of them.

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Sharon S.
Sitter Profile Image: Shelly T.
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Shelly T.
Star Sitter
from
$38
per day
5 out of 5.0 stars
99 reviews
41 repeat clients
20 years of experience
Cottage Grove, WI, 53527

About: I love dogs big and small. I have a lot of experience with larger breeds. I have 3 of my own, a yellow lab, German Shepherd, and a boxer mix. I wish I could have 20! I have a lot of availability, as I only work one and a half days per week. I teach fitness classes and I love being active, so lots of doggy walks are right up my alley! I'm happy to play with your pup, frisbee, ball, or any other favorite toy of theirs. Or maybe a good snuggle or belly rub is what they love, then that is what they will get! Your furbaby will have my full attention. I will make sure they are well taken care of and their needs are met!

Sitter Profile Image: Julie G.
Verified Enhanced Background Check
Julie G.
from
$40
per day
5 out of 5.0 stars
5 reviews
2 repeat clients
20 years of experience
Fort Atkinson, WI, 53538

About: My family and I truly enjoy watching other family’s animals. It allows us to help families not worry about their pets when they are not able to take care of them. I’m a full time teacher, so I have quite a bit of flexibilities during the summer time. I am available to board during the school year as well. I am available after 3:30 to tend to animals during the school year. I have a fenced in back yard and take our own dog for a walk daily. We have one dog, 2 cats, and one hamster. They are all very friendly.

Sitter Profile Image: Shannon Z.
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Shannon Z.
from
$40
per day
5 out of 5.0 stars
7 reviews
1 repeat client
2 years of experience
Fort Atkinson, WI, 53538

My pup had a great time!

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Kathryn B.
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Loving doggy day care in your neighborhood

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Sitter Profile Image: Maura P.
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Sitter Profile Image: Maura P.
Verified Background Check

Maura P.
Star Sitter

Dogs are my life’s dedication
Fort Atkinson, WI, 53538
10.3 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$40
per day
5 out of 5.0 stars
66 reviews
13 repeat clients
Profile image

Maura and Lauro took wonderful care of our dog ZuZu. It was apparent that they have much experience with dogs. ZuZu enjoyed her time and we will definitely use them again.

Availability updated 25 days ago
Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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Andrew L.
Rover 101
Star Sitter

Looking for a fur baby to love! 💜
Greenbush, Madison, WI, 53715
20.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$42
per day
5 out of 5.0 stars
166 reviews
61 repeat clients
Profile image

Drew is the best!!! Wilson loves him! We have been over several times he literally drags me to the door with excitement when we arrive:) I always have peace of mind leaving Wilson with Uncle Drew, anytime we go to Madison we will definitely re book.

Availability updated yesterday
Sitter Profile Image: Ruby A.
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Sitter Profile Image: Ruby A.
Verified Background Check

Ruby A.
Rover 101
Star Sitter

Ruby's Petscape
Waterloo, WI, 53594
20.3 mi. away
Boarding, Doggy Day Care
from
$25
per day
5 out of 5.0 stars
464 reviews
225 repeat clients
Profile image

Ruby was great! Very easy to work with, was constantly sending pictures and videos! Made leaving my babies much easier. She also asked what I was comfortable with them doing on the farm. They got lots of exposure to things that they never would at other facilities. Extremely clean building and lots of room for them to run and play. Very thankful for finding her. Would definitely recommend to anyone looking for daycare or boarding.

Availability updated today
Sitter Profile Image: Emily K.
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Sitter Profile Image: Emily K.
Verified Enhanced Background Check

Emily K.
Star Sitter

Animal lover, caregiver & volunteer
Lake Edge, Madison, WI, 53716
16.8 mi. away
Doggy Day Care, Dog Walking
from
$29
per day
5 out of 5.0 stars
6 reviews
2 repeat clients
Profile image

Emily took great care of our pup, Toby! He is 10 weeks old and she was capable of managing the extra needs of a young puppy. Emily was very communicative and responsive to messages. We would send our pup to be cared for by her again!

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Cynthia H.
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Sitter Profile Image: Cynthia H.
Verified Enhanced Background Check

Cynthia H.
Star Sitter

Dogs Are a Woman's Best Friend!
Schenk-Atwood, Madison, WI, 53704
18.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per day
5 out of 5.0 stars
105 reviews
29 repeat clients
Profile image

My pup Popsicle loves Cynthia and gets so excited to see her! Cynthia gives excellent ‘pupdates’ and is super-communicative, so when you’re away from your pup (and missing them), you’ll get beautiful pics and updates. She treats my pup like family, and I’ve hired her again and again!

Availability updated today
Sitter Profile Image: Laura S.
Verified Enhanced Background Check
Sitter Profile Image: Laura S.
Verified Enhanced Background Check

Laura S.
Star Sitter

My care is built around your pet.
Rolling Meadows, Madison, WI, 53714
17.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day
5 out of 5.0 stars
21 reviews
7 repeat clients
Profile image

Penny had a wonderful stay at Laura's. She played with the big dogs running around, tug of war, and general romping. Laura was attentive to 3.5-month old puppy needs and took her out for regular potty breaks. Penny continued learning social skills with Laura and her pets!

Availability updated 12 days ago
Sitter Profile Image: Lorelei & Kayla E.
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Sitter Profile Image: Lorelei & Kayla E.
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Lorelei & Kayla E.
Rover 101
Star Sitter

Safe home & large fenced yard
Madison, WI, 53713
17.7 mi. away
Boarding, Doggy Day Care
from
$37
per day
5 out of 5.0 stars
234 reviews
105 repeat clients
Profile image

Oliver had three days of doggie daycare with Lorelei & Kayla. He looked happy in his pictures and came home tuckered out each day. I'll be back! Or Oliver will, that is. :-)

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Gilian S.
Verified Background Check
Sitter Profile Image: Gilian S.
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Gilian S.
Star Sitter

Dependable Dog trainer and lover 🤎
Sun prairie, WI, 53590
17.7 mi. away
Boarding, House Sitting, Doggy Day Care
from
$35
per day
5 out of 5.0 stars
142 reviews
37 repeat clients
Profile image

Gilian is amazing! Great communication and flexibility. This was our first time sending our dog to daycare and we couldn't have asked for a better person to watch him! Thank you!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Brad N.
Verified Enhanced Background Check
Sitter Profile Image: Brad N.
Verified Enhanced Background Check

Brad N.
Star Sitter

Let me pamper your dogs!
Fitchburg, WI, 53711
17.6 mi. away
Boarding, Doggy Day Care
from
$29
per day
5 out of 4.9 stars
82 reviews
14 repeat clients
Profile image

Kind and professional, very easy to work with and quick to respond. I needed somewhere for my girl to go where she could be around other dogs while I was swamped for the day, within 1 hour I had a daycare appointment set up with Brad. He sent me pictures of her smiling and cuddling while she was there. Will definitely be going back.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Wanqing Y.
Verified Background Check
Sitter Profile Image: Wanqing Y.
Verified Background Check

Wanqing Y.
Rover 101
Star Sitter

Treating your dog like Mine!
Oregon, WI, 53575
18.4 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$50
per day
5 out of 5.0 stars
93 reviews
33 repeat clients
Profile image

Thank you for being available to watch Georgia! I You were amazing with communication on how she was doing and also so kind in getting to know and love our dog. Looking forward to rebooking with you soon!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sarah S.
Verified Enhanced Background Check
Sitter Profile Image: Sarah S.
Verified Enhanced Background Check

Sarah S.

Work From Home Momma
Edgerton, WI, 53534
6.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5 out of 5.0 stars
17 reviews
3 repeat clients
Profile image

Sarah and her pack did awesome!!! Can't thank her enough for taking in Winnie on such short notice. When I picked up Winnie I was taken back at how much Winnie had bonded with Sarah in such a short period of time. Sarah was aware of Winnie's IBD issues and updated me on how she did. I really appreciated her for that!!!! This family definitely loves dogs!!!

Availability updated 2 days ago
Sitter Profile Image: Stacy L.
Verified Enhanced Background Check
Sitter Profile Image: Stacy L.
Verified Enhanced Background Check

Stacy L.

Trusted and reliable dog lover ❤️
Janesville, WI, 53546
14.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$40
per day
5 out of 5.0 stars
79 reviews
3 repeat clients
Profile image

Stacy was wonderful! We would definitely love for her to watch our dog again.

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tina & Cameron D.
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Sitter Profile Image: Tina & Cameron D.
Verified Background Check

Tina & Cameron D.
Rover 101

Home full-time & fenced yard!
Fort Atkinson, WI, 53538
10.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
5 out of 5.0 stars
48 reviews
12 repeat clients
Profile image

My dog had a great time staying at Tina and Cameron's for a fun-filled day of daycare. She enjoyed two walks, got to run around in their large fenced in backyard, and was able to socialize with their two dogs! Tina was so sweet and I felt really comfortable leaving my fur baby in her care. You can tell right away that her and Cameron are extremely knowledgeable and have a lot of experience in caring for dogs. My dog came home very happy and ready for a nap - perfect! :) Definitely will be a repeating customer!

Availability updated 3 days ago
Sitter Profile Image: Perrin S.
Verified Enhanced Background Check
Sitter Profile Image: Perrin S.
Verified Enhanced Background Check

Perrin S.

23 Acre Dog Haven in Stoughton
Stoughton, WI, 53589
5.0 mi. away
Boarding, Doggy Day Care
from
$40
per day
5 out of 5.0 stars
5 reviews

I use Perrin to care for my puppy on several occasions. It’s nice to pick up my puppy and know that she is cared for and is excited to go back. You can tell quickly if your loved one enjoys where you take them.

Availability updated today
Sitter Profile Image: Meghan & Jacob D.
Verified Enhanced Background Check
Sitter Profile Image: Meghan & Jacob D.
Verified Enhanced Background Check

Meghan & Jacob D.
Star Sitter

We’ll treat your pet like our own!
McClellan Park, Madison, WI, 53718
16.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$32
per day
5 out of 5.0 stars
65 reviews
24 repeat clients

About: We have a combined 30+ years of caring for all types of animals, including cats, dogs, reptiles, & fish (and rabbits and chickens!). We’ve worked with pets of many different breeds and ages, including puppy/kitten and senior care. Medication needs or specific care requests? We're here for you! When we care for your pet, we'll work as a team to ensure your pet is comfortable, loved, and stimulated while you're away. Drop ins - Food, water, litter, walks, cuddles, medications, enrichment, or whatever your pet needs - we are happy to accommodate. Boarding - We live in the Grandview Commons neighborhood on the East side of Madison. We are WFH DINKS, single-family home with a fenced yard and are happy owners of fish, 1 dog, and 2 cats (and too many plants!). Book today for all your pet care needs! We have flexible schedules that allow us to care for pets during the week and on weekends - whether that includes boarding or drop-in visits. We will respect your pet care plan as outlined in any instruction or communication prior to our time with your pet/s. We are an easy going pair of sitters that enjoy giving your animals the attention they deserve.

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sarah B.
Verified Background Check
Sitter Profile Image: Sarah B.
Verified Background Check

Sarah B.
Rover 101

Good home, playtime, walks/dog run
Reston Heights, Madison, WI, 53718
15.3 mi. away
Boarding, Doggy Day Care
from
$52
per day
5 out of 5.0 stars
94 reviews
28 repeat clients
Profile image

Sarah was amazing with Lulu! I felt very comforted knowing she was in such good and caring hands. Sarah was very communicative, sent lots of photos, and was flexible with timing. I look forward to Lulu staying with her in the future. :)

Availability updated 15 days ago
Sitter Profile Image: Kara S.
Verified Background Check
Sitter Profile Image: Kara S.
Verified Background Check

Kara S.

Love your pets like my own
Reston Heights, Madison, WI, 53718
15.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$35
per day
5 out of 4.7 stars
91 reviews
29 repeat clients
Profile image

Our 3 dogs love going to Kara’s. They run in the door and barely look back at us. We know they’re having a great time by the photos Kara sends us during their stay. She takes wonderful care of them.

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Shelly T.
Verified Background Check
Sitter Profile Image: Shelly T.
Verified Background Check

Shelly T.
Star Sitter

I LOVE dogs! I work very part-time.
Cottage Grove, WI, 53527
13.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$38
per day
5 out of 5.0 stars
99 reviews
41 repeat clients

About: I love dogs big and small. I have a lot of experience with larger breeds. I have 3 of my own, a yellow lab, German Shepherd, and a boxer mix. I wish I could have 20! I have a lot of availability, as I only work one and a half days per week. I teach fitness classes and I love being active, so lots of doggy walks are right up my alley! I'm happy to play with your pup, frisbee, ball, or any other favorite toy of theirs. Or maybe a good snuggle or belly rub is what they love, then that is what they will get! Your furbaby will have my full attention. I will make sure they are well taken care of and their needs are met!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Julie G.
Verified Enhanced Background Check
Sitter Profile Image: Julie G.
Verified Enhanced Background Check

Julie G.

Pet lover :)
Fort Atkinson, WI, 53538
9.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day
5 out of 5.0 stars
5 reviews
2 repeat clients

Julie is a very kindhearted, animal loving, active person who would take wonderful care of your fur baby. I have known Julie for many years and she volunteers to help people in need whenever she can. I trust her wholeheartedly with my three kitties. Her only reason for becoming a pet caregiver is to help people in need, who find it difficult to travel or be away due to worry for their pets. Your pet would be in good hands with Julie.

Availability updated 11 months ago
Sitter Profile Image: Shannon Z.
Verified Enhanced Background Check
Sitter Profile Image: Shannon Z.
Verified Enhanced Background Check

Shannon Z.

Flexible, work from home
Fort Atkinson, WI, 53538
10.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day
5 out of 5.0 stars
7 reviews
1 repeat client
Profile image

My pup had a great time!

Availability updated over 1 year ago

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