Pet Sitting & Drop Ins in Rolling Meadows, 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 Rolling Meadows pet sitters

1 / 1
Sitter Profile Image: Jen D.
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Jen D.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
117 reviews
27 repeat clients
15 years of experience
Berkley Oaks, Madison, WI, 53704

Another great visit from Jen. Love having her come over and take care of my dogs because I know they’re gonna be well careful while I’m gone.

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Julie M.
Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
160 reviews
54 repeat clients
20 years of experience
Cottage Grove, WI, 53527

Amanda is great with checking in on our cat while we're away! She goes above and beyond, and is someone I'd absolutely not hesitate to use in the future.

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Colin G.
Sitter Profile Image: Shannon H.
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Shannon H.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
49 reviews
16 repeat clients
20 years of experience
Monona, WI, 53716

We couldn't be more pleased with the exceptional care our dogs received from Shannon. She went above and beyond, providing detailed updates during her visits that put our minds at ease. It was evident that she genuinely cared for our dogs, treating them like her own. We highly recommend Shannon.

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Israel A.
Sitter Profile Image: Zachary N.
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Zachary N.
from
$17
per visit
5 out of 5.0 stars
6 reviews
1 repeat client
10 years of experience
Madison, WI, 53704

Easy last minute booking, I literally had to worry about nothing. Many thanks!!

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Tony V.
Sitter Profile Image: Tina K.
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Tina K.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
14 reviews
5 repeat clients
40 years of experience
Eastmorland, Madison, WI, 53714

Tina was very communicative and thorough with her questions ahead of the visit to ensure she had everything needed day of without any uncertainties. She also met our dogs twice ahead of the visit for everyone's mutual benefit and comfort. Tina provided detailed notes of our dogs outings, feeding, and activities, along with photos of their time. I know our animals had a great visit with Tina and would recommend her to any perspective sitting needs.

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Ethan K.
Sitter Profile Image: Heather K.
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Heather K.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
27 reviews
11 repeat clients
15 years of experience
East Buckeye, Madison, WI, 53716

Very appreciative of Heather and her willingness to check in on my cat while I was away for a few days during the Christmas holiday. She responded in a timely manner to my request and was very communicative during the entire process before and during pet sitting. Heather gave me updates and photos after each visit which I loved! She is experienced with cats and was very lovely as a pet sitter. My cat Myles enjoyed her visits. Highly recommend!

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Alexandra W.
Sitter Profile Image: Abigail & Ian R.
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Abigail & Ian R.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
35 reviews
8 repeat clients
15 years of experience
Monona, WI, 53713

We booked Abigail and Ian last minute to let Pancho out, and they were amazing! They responded quickly, were super friendly, and made us feel completely comfortable trusting them to come into our home. We will definitely be booking again!

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Patricia A.
Sitter Profile Image: Joan F.
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Joan F.
Star Sitter
from
$16
per visit
5 out of 5.0 stars
134 reviews
39 repeat clients
18 years of experience
Eastmorland, Madison, WI, 53714

Joan was a wonderful sitter for our two cats! She was super communicative, sent us lots of pictures, and was always timely. Would highly recommend!!

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Klara A.
Sitter Profile Image: Kathryn N.
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Kathryn N.
Star Sitter
from
$22
per visit
5 out of 5.0 stars
17 reviews
4 repeat clients
10 years of experience
McClellan Park, Madison, WI, 53718

Kathryn is amazing. Extremely attentive to my baby’s needs and super flexible with our schedule. Her communication goes beyond expectation and has made our experience of rover great!

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

About: I am a lifelong animal lover & care taker. I also own a small business making healthy pet treats, so your special fur face will be spoiled! I have experience with reactive dogs, behavioral problems, senior animals, medical issues, & a wide variety of species. I base my care around the animals needs, not my schedule. I am patient, steady, & calm. I have loads of engagement toys, puzzles & activities to keep your pet happy & stimulated. I have a very flexible schedule & work from home, so I can adjust around you & your pets' needs whether it's early morning, last minute, or before bed. I do not have a fenced yard, so I do not leave dogs outside at my home. I walk & take park trips multiple times a day. I have 3 dogs & a cat who are used to new friends visiting. I do not crate my dogs in my home, but am happy to in your home.

Sitter Profile Image: Steve J.
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Steve J.
Star Sitter
from
$15
per visit
5 out of 4.8 stars
12 reviews
3 repeat clients
1 year 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: Mark L.
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Mark L.
Star Sitter
from
$15
per visit
5 out of 4.9 stars
37 reviews
8 repeat clients
5 years of experience
McClellan Park, Madison, WI, 53718

Mark has come to let out dog out twice and has been great both times!! He communicates, sent photos and our doodle always have a great time with him!

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Kylee S.
Sitter Profile Image: Darby P.
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Darby P.
from
$14
per visit
5 out of 5.0 stars
6 reviews
1 repeat client
15 years of experience
Rolling Meadows, Madison, WI, 53714

Darby was so great! She let our three dogs out for a potty break after my dog just had surgery and took great care of him. She did a lot for my dog with him needing help using the bathroom and wearing post surgery clothes/cone. She was super loving and friendly with the dogs. Highly recommend!

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Gabi G.
Sitter Profile Image: Stacy S.
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Stacy S.
from
$20
per visit
5 out of 5.0 stars
12 reviews
3 repeat clients
45 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

Stacy was so helpful and responded quickly with our last minute request. She did a fantastic job taking care of our flock of backyard chickens and our blind cat, catering to special instructions and sending the best photos. We really appreciate her help!

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Cameron M.
Sitter Profile Image: Anna S.
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Anna S.
from
$15
per visit
5 out of 5.0 stars
5 reviews
3 years of experience
Madison, WI, 53714

I’m really happy I picked Anna to look after my cats! She gave me peace of mind about leaving them while I was on vacation, knowing they’d be well cared for. I’d definitely ask her to watch them again in the future!

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Megan S.
Sitter Profile Image: Annmarie S.
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Annmarie S.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
17 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: Stephanie H.
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Stephanie H.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
13 reviews
2 repeat clients
23 years of experience
Eastmorland, Madison, WI, 53714

Stephanie checked on our dogs while we were away for a long day. She left a great recap of their time together and shared a few pics. Communicative and exactly what we needed when we were away the whole day!

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Lindsay & Nick P.
Sitter Profile Image: Meghan & Jacob D.
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Meghan & Jacob D.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
65 reviews
24 repeat clients
30 years of experience
McClellan Park, Madison, WI, 53718

Meghan was a wonderful pet sitter for our cat, Zipper. She followed every instruction perfectly, gave detailed updates, and always responded to messages very quickly. I would absolutely recommend her!

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Stephen H.
Sitter Profile Image: Lindsay B.
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Lindsay B.
from
$13
per visit
20 years of experience
McClellan Park, Madison, WI, 53718

About: I’ve dog-sat for aunts and uncles since I was 16! I love dogs of all sizes and breeds :) big dogs have a special place in my heart because I used to show bullmastiffs when I was a kid! I work 3-4 days a week depending on my schedule. And I’m going back to school this fall. I am trying to save some money for a very expensive treatment that I’ve been trying to avoid so I’m doing what I can to make a little extra! I love our neighborhood and love being outside so I figured this is the perfect way to do that! My husband and I bought our house last November. We have a fenced in yard and an 8 month old chocolate lab puppy who LOVES other dogs and any opportunity to play with them! She will bark on occasion and when that happens, we just bring her inside because we don’t like to disturb our neighbors. She is allowed on the furniture when we invite her up so we don’t mind if you dog likes the couch! I would have the same respect for your house as I do my own!

Sitter Profile Image: Kate C.
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Kate C.
from
$17
per visit
5 out of 5.0 stars
20 reviews
10 repeat clients
10 years of experience
Madison, WI, 53714

Kate has been wonderful. She comes in and takes care of my dog when I’m in a pinch. Every time she comes, I have no complaints from Crane, I don’t have a light in my living room and she still takes care of my dog. She is wonderful.

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Espn M.
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Sitter Profile Image: Jen D.
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Sitter Profile Image: Jen D.
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Jen D.
Star Sitter

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

Another great visit from Jen. Love having her come over and take care of my dogs because I know they’re gonna be well careful while I’m gone.

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

Amanda K.
Star Sitter

Responsible, active, pet owner
Cottage Grove, WI, 53527
3.8 mi. away
Boarding, Drop-In Visits
from
$15
per visit
5 out of 5.0 stars
160 reviews
54 repeat clients
Profile image

Amanda is great with checking in on our cat while we're away! She goes above and beyond, and is someone I'd absolutely not hesitate to use in the future.

Availability updated 4 days ago
Sitter Profile Image: Shannon H.
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Sitter Profile Image: Shannon H.
Verified Enhanced Background Check

Shannon H.
Star Sitter

Pet sitter ready for anything.
Monona, WI, 53716
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
49 reviews
16 repeat clients
Profile image

We couldn't be more pleased with the exceptional care our dogs received from Shannon. She went above and beyond, providing detailed updates during her visits that put our minds at ease. It was evident that she genuinely cared for our dogs, treating them like her own. We highly recommend Shannon.

Availability updated 18 days ago
Sitter Profile Image: Zachary N.
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Sitter Profile Image: Zachary N.
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Zachary N.

Pet care that you can count on!
Madison, WI, 53704
2.4 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
6 reviews
1 repeat client
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Easy last minute booking, I literally had to worry about nothing. Many thanks!!

Availability updated yesterday
Sitter Profile Image: Tina K.
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Sitter Profile Image: Tina K.
Verified Enhanced Background Check

Tina K.
Rover 101
Star Sitter

Positive reinforcement is my fave!
Eastmorland, Madison, WI, 53714
0.9 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
14 reviews
5 repeat clients
Profile image

Tina was very communicative and thorough with her questions ahead of the visit to ensure she had everything needed day of without any uncertainties. She also met our dogs twice ahead of the visit for everyone's mutual benefit and comfort. Tina provided detailed notes of our dogs outings, feeding, and activities, along with photos of their time. I know our animals had a great visit with Tina and would recommend her to any perspective sitting needs.

Availability updated 4 days ago
Sitter Profile Image: Heather K.
Verified Enhanced Background Check
Sitter Profile Image: Heather K.
Verified Enhanced Background Check

Heather K.
Star Sitter

Cat lover with years of experience!
East Buckeye, Madison, WI, 53716
2.0 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
27 reviews
11 repeat clients
Profile image

Very appreciative of Heather and her willingness to check in on my cat while I was away for a few days during the Christmas holiday. She responded in a timely manner to my request and was very communicative during the entire process before and during pet sitting. Heather gave me updates and photos after each visit which I loved! She is experienced with cats and was very lovely as a pet sitter. My cat Myles enjoyed her visits. Highly recommend!

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Abigail & Ian R.
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Sitter Profile Image: Abigail & Ian R.
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Abigail & Ian R.
Star Sitter

Happy paws & happy days!
Monona, WI, 53713
3.5 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
35 reviews
8 repeat clients
Profile image

We booked Abigail and Ian last minute to let Pancho out, and they were amazing! They responded quickly, were super friendly, and made us feel completely comfortable trusting them to come into our home. We will definitely be booking again!

Availability updated yesterday
Sitter Profile Image: Joan F.
Verified Background Check
Sitter Profile Image: Joan F.
Verified Background Check

Joan F.
Star Sitter

Your four-leggers home on the park
Eastmorland, Madison, WI, 53714
1.3 mi. away
Boarding, Drop-In Visits
from
$16
per visit
5 out of 5.0 stars
134 reviews
39 repeat clients
Profile image

Joan was a wonderful sitter for our two cats! She was super communicative, sent us lots of pictures, and was always timely. Would highly recommend!!

Availability updated 15 days ago
Sitter Profile Image: Kathryn N.
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Sitter Profile Image: Kathryn N.
Verified Enhanced Background Check

Kathryn N.
Star Sitter

Reliable Care When You're Not There
McClellan Park, Madison, WI, 53718
1.0 mi. away
Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
17 reviews
4 repeat clients
Profile image

Kathryn is amazing. Extremely attentive to my baby’s needs and super flexible with our schedule. Her communication goes beyond expectation and has made our experience of rover great!

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
0.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$22
per visit
5 out of 5.0 stars
21 reviews
6 repeat clients

Laura truly cared for my two dogs like they were her own. She was very attentive to their individual needs and quirks and went out of her way to make them feel comfortable with her. My one dog, Freddie, is fearful of new people and was initially skeptical of Laura. By the end of the week, she was easily his favorite human! It is a huge relief knowing your critters are well taken care of and well loved when you're away. She sent us regular photos and updates and was wonderful all around. Highly recommend!

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
1.6 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 4.8 stars
12 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: Mark L.
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Sitter Profile Image: Mark L.
Verified Enhanced Background Check

Mark L.
Star Sitter

Animal lover, biology author
McClellan Park, Madison, WI, 53718
1.2 mi. away
House Sitting, Drop-In Visits
from
$15
per visit
5 out of 4.9 stars
37 reviews
8 repeat clients
Profile image

Mark has come to let out dog out twice and has been great both times!! He communicates, sent photos and our doodle always have a great time with him!

Availability updated 6 days ago
Sitter Profile Image: Darby P.
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Sitter Profile Image: Darby P.
Verified Enhanced Background Check

Darby P.

Lifelong animal lover here to help!
Rolling Meadows, Madison, WI, 53714
0.1 mi. away
Drop-In Visits, Dog Walking
from
$14
per visit
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

Darby was so great! She let our three dogs out for a potty break after my dog just had surgery and took great care of him. She did a lot for my dog with him needing help using the bathroom and wearing post surgery clothes/cone. She was super loving and friendly with the dogs. Highly recommend!

Availability updated 7 days ago
Sitter Profile Image: Stacy S.
Verified Enhanced Background Check
Sitter Profile Image: Stacy S.
Verified Enhanced Background Check

Stacy S.

Lifelong animal lover and pet owner
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704
1.8 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
12 reviews
3 repeat clients
Profile image

Stacy was so helpful and responded quickly with our last minute request. She did a fantastic job taking care of our flock of backyard chickens and our blind cat, catering to special instructions and sending the best photos. We really appreciate her help!

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Anna S.
Verified Enhanced Background Check
Sitter Profile Image: Anna S.
Verified Enhanced Background Check

Anna S.

I would love to care for your pet!
Madison, WI, 53714
0.8 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
5 reviews
Profile image

I’m really happy I picked Anna to look after my cats! She gave me peace of mind about leaving them while I was on vacation, knowing they’d be well cared for. I’d definitely ask her to watch them again in the future!

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

Annmarie S.
Star Sitter

Gentle and Loving for All Animals
Emerson East, Madison, WI, 53704
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
17 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 yesterday
Sitter Profile Image: Stephanie H.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie H.
Verified Enhanced Background Check

Stephanie H.
Star Sitter

Dog lover pet spoiler
Eastmorland, Madison, WI, 53714
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
13 reviews
2 repeat clients
Profile image

Stephanie checked on our dogs while we were away for a long day. She left a great recap of their time together and shared a few pics. Communicative and exactly what we needed when we were away the whole day!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
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
1.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$15
per visit
5 out of 5.0 stars
65 reviews
24 repeat clients
Profile image

Meghan was a wonderful pet sitter for our cat, Zipper. She followed every instruction perfectly, gave detailed updates, and always responded to messages very quickly. I would absolutely recommend her!

Availability updated 7 days ago
Sitter Profile Image: Lindsay B.
Verified Enhanced Background Check
Sitter Profile Image: Lindsay B.
Verified Enhanced Background Check

Lindsay B.

lab lover Lindsay :)
McClellan Park, Madison, WI, 53718
1.5 mi. away
Drop-In Visits, Dog Walking
from
$13
per visit
1 review

Lindsay kept our 7 month old golden retriever for a week. We loved that she had a fenced in back yard. She took our dog on a walk every day. Gave him all the attention and love he needed! Highly recommend!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kate C.
Verified Background Check
Sitter Profile Image: Kate C.
Verified Background Check

Kate C.
Rover 101

Educator & Animal Enthusiast!
Madison, WI, 53714
0.4 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
20 reviews
10 repeat clients
Profile image

Kate has been wonderful. She comes in and takes care of my dog when I’m in a pinch. Every time she comes, I have no complaints from Crane, I don’t have a light in my living room and she still takes care of my dog. She is wonderful.

Availability updated 8 days ago

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