Pet Sitting & Drop Ins in Cherokee Garden, Madison, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Cherokee Garden pet sitters

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Sitter Profile Image: Jen D.
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Jen D.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
123 reviews
29 repeat clients
15 years of experience
Berkley Oaks, Madison, WI, 53704

Jen was very attentive with Iroh and made sure that he was well cared for in our absence. I would happily book her again and recommend her to any pet parent!

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Sonja L.
Sitter Profile Image: Jolie Zevallos
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Jolie Zevallos
Star Sitter
from
$16
per visit
5 out of 5.0 stars
12 reviews
6 repeat clients
8 years of experience
Madison, WI, 53715

Jolie has been super helpful. She loves animals and cares about them. She also respects and meets pet owners' needs. I couldn’t be happier with booking her. She is taking care of my babies, and I will definitely work with her again in the future.

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Haoning L.
Sitter Profile Image: Maggie P.
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Maggie P.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
49 reviews
13 repeat clients
10 years of experience
Tenney-Lapham, Madison, WI, 53703

Maggie went above and beyond - including braving a winter snowstorm - to make sure our cat was well cared for while we were out of town. Couldn’t recommend more highly!

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Alex A.
Sitter Profile Image: Steve J.
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Steve J.
Star Sitter
from
$15
per visit
5 out of 4.8 stars
15 reviews
3 repeat clients
4 years of experience
Monona, WI, 53714

Bro is efficient. Treats his clients like family bringing in mails and I really appreciate it. 4th week watching my meowies and I couldnt be anymore but greatful.

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Richard N.
Sitter Profile Image: Laura S.
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Laura S.
Star Sitter
from
$22
per visit
5 out of 5.0 stars
25 reviews
8 repeat clients
32 years of experience
Rolling Meadows, Madison, WI, 53714

Laura is great! She arrives on time and my dog seems to love going with her. She is very helpful and knowledgeable about dogs. I couldn't recommend her more!

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Samantha W.
Sitter Profile Image: TAYLOR P.
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TAYLOR P.
from
$16
per visit
5 out of 5.0 stars
7 reviews
1 repeat client
15 years of experience
Madison, WI, 53704

Taylor did a great job checking in on my kitty while we were away. She did exactly what I asked of her and felt my cat and home were in good hands.

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Megan W.
Sitter Profile Image: Grace N.
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Grace N.
Star Sitter
from
$14
per visit
5 out of 5.0 stars
11 reviews
3 repeat clients
15 years of experience
Madison, WI, 53703

It was wonderful to entrust Grace with our full house of animals! She went above and beyond in both prep for the visit and during - we are greatly appreciative and will book with her again! Thank you!

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Olga M.
Sitter Profile Image: Zachary N.
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Zachary N.
from
$15
per visit
5 out of 5.0 stars
7 reviews
2 repeat clients
10 years of experience
Madison, WI, 53704

Consistently great! Another few days of visits with Zachary in which I had 100% worries for my senior dog while I was out of town!

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Tony V.
Sitter Profile Image: Annmarie S.
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Annmarie S.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
19 reviews
6 repeat clients
15 years of experience
Emerson East, Madison, WI, 53704

Communication with Annmarie was easy and clear and her updates were very appreciated. My cat and dog clearly had a nice time with her. Would definitely book with her again.

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Heather E.
Sitter Profile Image: Megan B.
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Megan B.
Star Sitter
from
$22
per visit
5 out of 5.0 stars
37 reviews
10 repeat clients
15 years of experience
Sun Prairie, WI, 53590

Megan was wonderful with our senior cat and dog while we were away for several days! She was always on time for her scheduled visits, gave lots of detailed updates, and made us feel like our pets were truly taken care of. We would love to rebook with her in the future!

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Rachel T.
Sitter Profile Image: Anne S.
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Anne S.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
22 reviews
7 repeat clients
10 years of experience
Madison, WI, 53704

Anne did a fabulous job!! Her sweet, calm energy put my anxious cats at ease. She did wonderful with my finicky instructions, sent helpful updates with pictures, and took great care with my girls. I was able to relax and enjoy my vacation knowing they were in good hands.

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Jodi M.
Sitter Profile Image: Vanessa U.
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Vanessa U.
from
$15
per visit
5 out of 5.0 stars
5 reviews
4 years of experience
Sherman Terrace, Madison, WI, 53704

About: I have experience taking care of a high medical needs cat. I also have experience with deaf and blind cats. I understand each pet is an individual and will adjust my care as I get to know them. Some pets love human interaction and others need their space. I’m absolutely ready to kiss and hug them or give them the distance they need to feel safe. Nothing like the smell of fresh litter in the morning! I am a cat mom to 2 playful, cuddly adopted babies. I recently became a volunteer at a cat shelter, which gives me so much purpose. I have a full time job Monday-Friday. I am looking to occasionally pet sit on weekends and early mornings on weekdays. Home is a sacred place. I will treat your pets and your space respectfully. I can send you all the photos you need to feel comfortable, or video call you. I am comfortable cleaning up after your pet, and giving them all the cuddles and words of affirmation they need while you are away.

Sitter Profile Image: Jennifer J.
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Jennifer J.
from
$15
per visit
5 out of 5.0 stars
9 reviews
4 repeat clients
25 years of experience
Worthington Park, Madison, WI, 53714

Jennifer was great with both of my dogs. One is a bit fearful but she was able to win him over easily. They were so nice and relaxed when I got home, it was so nice to know they were so well cared for

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Darcy F.
Sitter Profile Image: Megan T.
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Megan T.
Star Sitter
from
$16
per visit
5 out of 5.0 stars
29 reviews
10 repeat clients
12 years of experience
Eken Park, Madison, WI, 53704

I could not recommend Megan more! She is lovely, sends great updates, wonderfully silly and also genuinely great pictures, and, best of all, my cat warmed up to her in a way that she has not warmed up to anyone else! Overall, I have absolutely nothing negative to say and I am so grateful that Megan was so great with my cat!

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Abigail H.
Sitter Profile Image: Samantha S.
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Samantha S.
from
$18
per visit
5 out of 5.0 stars
3 reviews
1 repeat client
31 years of experience
Mendota Hills, Madison, WI, 53704

Samantha was great with both of my dogs. She was reliable, communicative, and followed their routines exactly. I felt completely comfortable having her check-in on our pups. She sends me lots of pics.

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Shanna P.
Sitter Profile Image: Salem E.
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Salem E.
from
$30
per visit
5 out of 4.7 stars
31 reviews
9 repeat clients
10 years of experience
Sherman Village, Madison, WI, 53704

Salem is an excellent sitter and responded to our last minute request for an extra care of cat sitting. Highly recommend, very reliable and communicative sitter. Thanks again, Salem!

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Matthew B.
Sitter Profile Image: Anna N.
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Anna N.
from
$21
per visit
5 out of 5.0 stars
29 reviews
8 repeat clients
5 years of experience
Madison, WI, 53704

I have booked Anna three times and she has been wonderful every time. She sends me the cutest picture updates. I defiantly recommend her, we will be using her in the future again.

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Nichole T.
Sitter Profile Image: Brian & Jessie B.
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Brian & Jessie B.
from
$23
per visit
5 out of 5.0 stars
3 reviews
20 years of experience
Sherman Village, MADISON, WI, 53704

About: Happy, loving, patient and playful pupsitters who have experience working as kennel manager, dogsitter, and lifelong dog lovers. We love and care for all creatures big and small and happen to love dogs as though they were our own children (and they are.) My partner Jessie and I share all dog duties in our house. Someone is around the house every day of the week, as Jessie often works from home, and our two pups are always home. We strive to never leave our own pups alone for no more than 4 hours so there's always time and room for bathroom breaks. And if the weather is nice we leave the backyard door open for them to roam free (in a fenced area). It is the most ideal place for a dog to have room to move about, activities to entertain, and loving caretakers to help them live their best life. We have a fenced in yard and plenty of space to roam, along with healthy wildlife distractions, fun toys, plenty of snacks, and generous room inside the house for everyone to feel cozy, warm or cool, and always nurtured.

Sitter Profile Image: Sarah W.
Verified Enhanced Background Check
Sarah W.
Star Sitter
from
$30
per visit
5 out of 5.0 stars
40 reviews
14 repeat clients
26 years of experience
Madison, WI, 53704

Sarah took such great care of Pita! We appreciated the cute photos and pet POV updates that let us know how much Pita was loving Sarah’s visits. I would 100% recommend Sarah for any pet care needs!

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Rachel F.
Sitter Profile Image: Nick K.
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Nick K.
from
$30
per visit
5 out of 5.0 stars
93 reviews
29 repeat clients
20 years of experience
Madison, WI, 53704

About: My wife and I have extensive experience with animals, having run dog boarding services and worked at dog daycares. I grew up with various animals, including six dogs, and have always cared for them with love and respect. We’re confident in handling any situation that may arise while caring for pets and treat them like family. Our multi-level home near Dane County Airport offers plenty of space for pets to play and relax, including a large backyard with a 6-foot privacy fence. My wife and I both have flexible work schedules, so someone is almost always home with our pups! We will try our best to accommodate any special needs for scheduling. We have a fenced in large yard and two friendly dogs to play with yours! We also have secure gates to section off our home if needed and multiple sizes of dog beds for relaxing and crates if your pup is crate trained and/or sleeps in a crate.

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Sitter Profile Image: Jen D.
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Sitter Profile Image: Jen D.
Verified Enhanced Background Check

Jen D.
Star Sitter

Attentive and Fun Dog Mom
Berkley Oaks, Madison, WI, 53704
1.1 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
123 reviews
29 repeat clients
Profile image

Jen was very attentive with Iroh and made sure that he was well cared for in our absence. I would happily book her again and recommend her to any pet parent!

Availability updated yesterday
Sitter Profile Image: Jolie Zevallos
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Sitter Profile Image: Jolie Zevallos
Verified Enhanced Background Check

Jolie Zevallos
Star Sitter

I love the fur babies so much
Madison, WI, 53715
6.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
12 reviews
6 repeat clients
Profile image

Jolie has been super helpful. She loves animals and cares about them. She also respects and meets pet owners' needs. I couldn’t be happier with booking her. She is taking care of my babies, and I will definitely work with her again in the future.

Availability updated 4 days ago
Sitter Profile Image: Maggie P.
Verified Enhanced Background Check
Sitter Profile Image: Maggie P.
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Maggie P.
Star Sitter

Young professional who loves pets!
Tenney-Lapham, Madison, WI, 53703
4.6 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
49 reviews
13 repeat clients
Profile image

Maggie went above and beyond - including braving a winter snowstorm - to make sure our cat was well cared for while we were out of town. Couldn’t recommend more highly!

Availability updated 5 days ago
Sitter Profile Image: Steve J.
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Sitter Profile Image: Steve J.
Verified Enhanced Background Check

Steve J.
Star Sitter

Wholesome wags and pawsitive purrs
Monona, WI, 53714
4.9 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 4.8 stars
15 reviews
3 repeat clients
Profile image

Bro is efficient. Treats his clients like family bringing in mails and I really appreciate it. 4th week watching my meowies and I couldnt be anymore but greatful.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
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
4.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$22
per visit
5 out of 5.0 stars
25 reviews
8 repeat clients
Profile image

Laura is great! She arrives on time and my dog seems to love going with her. She is very helpful and knowledgeable about dogs. I couldn't recommend her more!

Availability updated 12 days ago
Sitter Profile Image: TAYLOR P.
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Sitter Profile Image: TAYLOR P.
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TAYLOR P.

Experienced Pet Owner to Help Out
Madison, WI, 53704
1.1 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
7 reviews
1 repeat client
Profile image

Taylor did a great job checking in on my kitty while we were away. She did exactly what I asked of her and felt my cat and home were in good hands.

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Grace N.
Verified Enhanced Background Check
Sitter Profile Image: Grace N.
Verified Enhanced Background Check

Grace N.
Star Sitter

Let me take care of your pet!
Madison, WI, 53703
4.5 mi. away
Drop-In Visits, Dog Walking
from
$14
per visit
5 out of 5.0 stars
11 reviews
3 repeat clients
Profile image

It was wonderful to entrust Grace with our full house of animals! She went above and beyond in both prep for the visit and during - we are greatly appreciative and will book with her again! Thank you!

Availability updated 2 days ago
Sitter Profile Image: Zachary N.
Verified Enhanced Background Check
Sitter Profile Image: Zachary N.
Verified Enhanced Background Check

Zachary N.

Pet care that you can count on!
Madison, WI, 53704
2.7 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

Consistently great! Another few days of visits with Zachary in which I had 100% worries for my senior dog while I was out of town!

Availability updated 6 days ago
Sitter Profile Image: Annmarie S.
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Sitter Profile Image: Annmarie S.
Verified Enhanced Background Check

Annmarie S.
Star Sitter

Gentle and Loving for All Animals
Emerson East, Madison, WI, 53704
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
19 reviews
6 repeat clients
Profile image

Communication with Annmarie was easy and clear and her updates were very appreciated. My cat and dog clearly had a nice time with her. Would definitely book with her again.

Availability updated 2 days ago
Sitter Profile Image: Megan B.
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Sitter Profile Image: Megan B.
Verified Background Check

Megan B.
Star Sitter

Owner Away? I’ll Sit, Stay and Walk
Sun Prairie, WI, 53590
4.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$22
per visit
5 out of 5.0 stars
37 reviews
10 repeat clients
Profile image

Megan was wonderful with our senior cat and dog while we were away for several days! She was always on time for her scheduled visits, gave lots of detailed updates, and made us feel like our pets were truly taken care of. We would love to rebook with her in the future!

Availability updated 8 days ago
Sitter Profile Image: Anne S.
Verified Enhanced Background Check
Sitter Profile Image: Anne S.
Verified Enhanced Background Check

Anne S.
Star Sitter

I will love your pet like my own!
Madison, WI, 53704
1.1 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
22 reviews
7 repeat clients
Profile image

Anne did a fabulous job!! Her sweet, calm energy put my anxious cats at ease. She did wonderful with my finicky instructions, sent helpful updates with pictures, and took great care with my girls. I was able to relax and enjoy my vacation knowing they were in good hands.

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Vanessa U.
Verified Enhanced Background Check
Sitter Profile Image: Vanessa U.
Verified Enhanced Background Check

Vanessa U.

Just call me Meowy Poppins! 🐾
Sherman Terrace, Madison, WI, 53704
3.7 mi. away
House Sitting, Drop-In Visits
from
$15
per visit
5 out of 5.0 stars
5 reviews

Vanessa is such a kind and empathetic soul! My two dogs adore her with all their beings and always want to go home with her haha. She's very detail-oriented and incredibly trustworthy. She has the sweetest touch with cats, and you can't help but feel the warmth and kindness radiating from her when in a room with your babies. As a fellow Rover sitter, I trust her wholeheartedly with my pets and know anyone would be lucky to have her as your sitter.

Availability updated today
Sitter Profile Image: Jennifer J.
Verified Background Check
Sitter Profile Image: Jennifer J.
Verified Background Check

Jennifer J.

Animal Lover From Birth
Worthington Park, Madison, WI, 53714
3.5 mi. away
Boarding, House Sitting, Drop-In Visits
from
$15
per visit
5 out of 5.0 stars
9 reviews
4 repeat clients
Profile image

Jennifer was great with both of my dogs. One is a bit fearful but she was able to win him over easily. They were so nice and relaxed when I got home, it was so nice to know they were so well cared for

Availability updated 6 days ago
Sitter Profile Image: Megan T.
Verified Enhanced Background Check
Sitter Profile Image: Megan T.
Verified Enhanced Background Check

Megan T.
Star Sitter

I can’t wait to meet your pets!
Eken Park, Madison, WI, 53704
3.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5 out of 5.0 stars
29 reviews
10 repeat clients
Profile image

I could not recommend Megan more! She is lovely, sends great updates, wonderfully silly and also genuinely great pictures, and, best of all, my cat warmed up to her in a way that she has not warmed up to anyone else! Overall, I have absolutely nothing negative to say and I am so grateful that Megan was so great with my cat!

Availability updated 5 days ago
Sitter Profile Image: Samantha S.
Verified Enhanced Background Check
Sitter Profile Image: Samantha S.
Verified Enhanced Background Check

Samantha S.

Easy, consistent pet care!
Mendota Hills, Madison, WI, 53704
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
3 reviews
1 repeat client
Profile image

Samantha was great with both of my dogs. She was reliable, communicative, and followed their routines exactly. I felt completely comfortable having her check-in on our pups. She sends me lots of pics.

Availability updated 4 days ago
Sitter Profile Image: Salem E.
Verified Enhanced Background Check
Sitter Profile Image: Salem E.
Verified Enhanced Background Check

Salem E.

I'm Salem, the gecko dad!
Sherman Village, Madison, WI, 53704
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 4.7 stars
31 reviews
9 repeat clients
Profile image

Salem is an excellent sitter and responded to our last minute request for an extra care of cat sitting. Highly recommend, very reliable and communicative sitter. Thanks again, Salem!

Availability updated 3 days ago
Sitter Profile Image: Anna N.
Verified Enhanced Background Check
Sitter Profile Image: Anna N.
Verified Enhanced Background Check

Anna N.

I will love your pets like my own!
Madison, WI, 53704
0.7 mi. away
Drop-In Visits, Dog Walking
from
$21
per visit
5 out of 5.0 stars
29 reviews
8 repeat clients
Profile image

I have booked Anna three times and she has been wonderful every time. She sends me the cutest picture updates. I defiantly recommend her, we will be using her in the future again.

Availability updated 6 days ago
Sitter Profile Image: Brian & Jessie B.
Verified Enhanced Background Check
Sitter Profile Image: Brian & Jessie B.
Verified Enhanced Background Check

Brian & Jessie B.

Pup-loving Homesteaders
Sherman Village, MADISON, WI, 53704
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$23
per visit
5 out of 5.0 stars
3 reviews

About: Happy, loving, patient and playful pupsitters who have experience working as kennel manager, dogsitter, and lifelong dog lovers. We love and care for all creatures big and small and happen to love dogs as though they were our own children (and they are.) My partner Jessie and I share all dog duties in our house. Someone is around the house every day of the week, as Jessie often works from home, and our two pups are always home. We strive to never leave our own pups alone for no more than 4 hours so there's always time and room for bathroom breaks. And if the weather is nice we leave the backyard door open for them to roam free (in a fenced area). It is the most ideal place for a dog to have room to move about, activities to entertain, and loving caretakers to help them live their best life. We have a fenced in yard and plenty of space to roam, along with healthy wildlife distractions, fun toys, plenty of snacks, and generous room inside the house for everyone to feel cozy, warm or cool, and always nurtured.

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

Sarah W.
Star Sitter

Pet lover with vet assistant exp.
Madison, WI, 53704
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
40 reviews
14 repeat clients
Profile image

Sarah took such great care of Pita! We appreciated the cute photos and pet POV updates that let us know how much Pita was loving Sarah’s visits. I would 100% recommend Sarah for any pet care needs!

Availability updated 8 days ago
Sitter Profile Image: Nick K.
Verified Background Check
Sitter Profile Image: Nick K.
Verified Background Check

Nick K.
Rover 101

Big Fenced yard, Dog Vacation spot!
Madison, WI, 53704
1.0 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
93 reviews
29 repeat clients

Nick has a special connection with animals! All of my cats and dogs love him!! He has the energy and consistent positive control to run with my 115 lb GSD and the playful, sit on the floor , unintimidating, gentle handling of my 5 little dogs, 3 to 15 lbs. He has been an excellent, responsible, caring petsitter and dog walker. I highly recommend him for ANY pet!

Availability updated 6 days ago

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