Pet Sitting & Drop Ins in Heritage Heights, 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 Heritage Heights 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

Jen was amazing with her communication and keeping me informed about her visits. I also enjoyed the photos of my cat that she provided. She took excellent care of my cat and my home. I would definitely book her again. Thank you Jen!

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Bretagne B.
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 K. Is beyond great! She is prompt, she exercises the pups, and most importantly she creates two very happy Goldens. Thank you Amanda!

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Mark And Becky S.
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

Shannon came through on short notice over a holiday and gave great care to my two kitties! She did just what we asked and more! I am very grateful.

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Heidi R.
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: Heather K.
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Heather K.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
27 reviews
10 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: 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 does an amazing job with our girl, Stevie. She’s thorough, fun, and so knowledgeable with dog care. We always know Stevie is taken care of and happy when she is with Tina. And Tina does a little training when she checks in on Stevie which is so great!

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Jessyca A.
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: 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: Joan F.
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Joan F.
Star Sitter
from
$16
per visit
5 out of 5.0 stars
133 reviews
38 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: Steve J.
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Steve J.
Star Sitter
from
$15
per visit
5 out of 4.8 stars
11 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 is a fantastic sitter. I work on call and need last minute care for my pup sometime and Mark was happy to help! I came home to a very happy dog! Thanks, Mark! Will book this sitter again.

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Patrick A.
Sitter Profile Image: Darby P.
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Darby P.
from
$14
per visit
5 out of 5.0 stars
6 reviews
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: 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

I can always trust Megan and Jacob to watch my kitties. They send lots of pictures and a recap message daily, and are even gracious enough to take care of my houseplants. I have been using them for the last year and a half and will continue to in the future!

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Sophia K.
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: 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 was wonderful, we would highly recommend her services! Our dog is reactive to other dogs, so we've been nervous to have someone else walk her while we're out of town. Kate is highly experienced and did a great job. We loved receiving the detailed updates and many happy photos of our pup after each check-in!

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Claire V.
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: Logan M.
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Logan M.
from
$30
per visit
5 out of 5.0 stars
74 reviews
1 repeat client
25 years of experience
McClellan Park, Madison, WI, 53718

Logan, I could never thank you enough for the love and care you give to my pups! I know I can count on you 100% each and every time! Clearly, they love being with you (and Brittney:) Wishing you and your family a Merry Christmas! 🎄

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Patricia W.
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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
4.5 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
117 reviews
27 repeat clients
Profile image

Jen was amazing with her communication and keeping me informed about her visits. I also enjoyed the photos of my cat that she provided. She took excellent care of my cat and my home. I would definitely book her again. Thank you Jen!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Amanda K.
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Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter

Responsible, active, pet owner
Cottage Grove, WI, 53527
3.3 mi. away
Boarding, Drop-In Visits
from
$15
per visit
5 out of 5.0 stars
160 reviews
54 repeat clients
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Amanda K. Is beyond great! She is prompt, she exercises the pups, and most importantly she creates two very happy Goldens. Thank you Amanda!

Availability updated 3 days ago
Sitter Profile Image: Shannon H.
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Sitter Profile Image: Shannon H.
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Shannon H.
Star Sitter

Pet sitter ready for anything.
Monona, WI, 53716
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
49 reviews
16 repeat clients
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Shannon came through on short notice over a holiday and gave great care to my two kitties! She did just what we asked and more! I am very grateful.

Availability updated 17 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
2.9 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 today
Sitter Profile Image: Heather K.
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Sitter Profile Image: Heather K.
Verified Enhanced Background Check

Heather K.
Star Sitter

Cat lover with years of experience!
East Buckeye, Madison, WI, 53716
1.6 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
27 reviews
10 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 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tina K.
Verified Enhanced Background Check
Sitter Profile Image: Tina K.
Verified Enhanced Background Check

Tina K.
Rover 101
Star Sitter

Positive reinforcement is my fave!
Eastmorland, Madison, WI, 53714
1.5 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 does an amazing job with our girl, Stevie. She’s thorough, fun, and so knowledgeable with dog care. We always know Stevie is taken care of and happy when she is with Tina. And Tina does a little training when she checks in on Stevie which is so great!

Availability updated 3 days ago
Sitter Profile Image: Abigail & Ian R.
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Sitter Profile Image: Abigail & Ian R.
Verified Enhanced Background Check

Abigail & Ian R.
Star Sitter

Happy paws & happy days!
Monona, WI, 53713
3.7 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 today
Sitter Profile Image: Kathryn N.
Verified Enhanced Background Check
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
0.4 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 today
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
0.6 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 4 days ago
Sitter Profile Image: Joan F.
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Sitter Profile Image: Joan F.
Verified Background Check

Joan F.
Star Sitter

Your four-leggers home on the park
Eastmorland, Madison, WI, 53714
2.0 mi. away
Boarding, Drop-In Visits
from
$16
per visit
5 out of 5.0 stars
133 reviews
38 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 14 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
2.2 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 4.8 stars
11 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 today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Mark L.
Verified Enhanced Background Check
Sitter Profile Image: Mark L.
Verified Enhanced Background Check

Mark L.
Star Sitter

Animal lover, biology author
McClellan Park, Madison, WI, 53718
0.6 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 is a fantastic sitter. I work on call and need last minute care for my pup sometime and Mark was happy to help! I came home to a very happy dog! Thanks, Mark! Will book this sitter again.

Availability updated 5 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
0.7 mi. away
Drop-In Visits, Dog Walking
from
$14
per visit
5 out of 5.0 stars
6 reviews
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 6 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
2.4 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 5 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
1.3 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 2 days ago
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
0.6 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

I can always trust Megan and Jacob to watch my kitties. They send lots of pictures and a recap message daily, and are even gracious enough to take care of my houseplants. I have been using them for the last year and a half and will continue to in the future!

Availability updated 6 days ago
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
1.6 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 today
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
0.3 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 was wonderful, we would highly recommend her services! Our dog is reactive to other dogs, so we've been nervous to have someone else walk her while we're out of town. Kate is highly experienced and did a great job. We loved receiving the detailed updates and many happy photos of our pup after each check-in!

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
1.0 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 yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Logan M.
Verified Enhanced Background Check
Sitter Profile Image: Logan M.
Verified Enhanced Background Check

Logan M.

🐩 Dog Walker Extraordinaire 🐕
McClellan Park, Madison, WI, 53718
0.8 mi. away
Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
74 reviews
1 repeat client
Profile image

Logan, I could never thank you enough for the love and care you give to my pups! I know I can count on you 100% each and every time! Clearly, they love being with you (and Brittney:) Wishing you and your family a Merry Christmas! 🎄

Availability updated 6 days ago

Heritage Heights pet parents share their Rover experiences

1 / 1
5 out of 5.0 stars

Grace sent lovely photos of my cat and I could tell she kept her very happy. She went above and beyond with her care! :)

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Ann Z.
Drop-In Visits
5 out of 5.0 stars

Thank you for all the attention to detail, great communication and excellent care you provided for our cat when we had to leave town unexpectedly.

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Emilee G.
Drop-In Visits
5 out of 5.0 stars

Claire is awesome! She sends very detailed reports and great pics. Claire made extra visits during our recent vacation when our senior kitty wasn't eating or drinking well. She picked up extra food for our kitty when he wasn't eating his regular food and gave him special treats. You can tell she really cares for our kitty!

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Jenny K.
Drop-In Visits
5 out of 5.0 stars

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!

Profile image
Gabi G.
Drop-In Visits
5 out of 5.0 stars

Kathryn did an amazing job caring for my grumpy old cat, Rumor. He doesn't usually like strangers, but she got him to play with toys and always spent time with him. I felt better knowing that she was checking in on him everyday!

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Katie A.
Drop-In Visits
5 out of 5.0 stars

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.
Drop-In Visits
5 out of 5.0 stars

If ever someone would go over and above with a drop in CAT visit, it's Jessica. She did what was required and followed our instructions to the letter, but also provided extra lovin' and treats to our cat, which was greatly appreciated. She also provided lots of pictures and text updates. A+ sitter!

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Heidi H.
Drop-In Visits
5 out of 5.0 stars

Laura is the best as always!!! She shows up on time, sends pictures and takes great care of our kitty!

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Holly L.
Drop-In Visits
5 out of 5.0 stars

Brittany has been fantastic! She's communicative, reliable, and truly cares about the dogs. She took the time to meet with us beforehand, which gave us great peace of mind. We felt totally comfortable knowing our pups were in good hands. Highly recommend!

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Shanna P.
Drop-In Visits
5 out of 5.0 stars

Morgan did a wonderful job with our cats and provided quick updates and feedback. She was also very responsive and flexible with arranging the schedule and both kitties were very relaxed when we returned

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Danielle D.
Drop-In Visits
5 out of 5.0 stars

Thank you, Meghan & Jacob for taking such good care of Pete!! She was in such good hands and loved all the attention and time with you. We really appreciated the check in notes and pictures. My son (4 yr old) was especially happy to see Pete was doing so well while we were gone. We know who to call to watch her for our next trip!

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Sarah E.
Drop-In Visits
5 out of 5.0 stars

Julie was great. We could tell in the pictures she sent us that our cats were getting attention and doing well. Our cats don't always do well with strangers, but they loved Julie. Highly recommended for cat sitting.

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Jack M.
Drop-In Visits
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