Pet Sitting & Drop Ins in Meadowood, 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 Meadowood pet sitters

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Sitter Profile Image: Julie A.
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Julie A.
Star Sitter
from
$13
per visit
5 out of 5.0 stars
31 reviews
9 repeat clients
16 years of experience
Madison, WI, 53719

Julie did a great job checking in on my dog , Fritz, and they seemed to get along really well. She really seems to be a dog lover and was good about communicating with me throughout the weekend.

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Asher M.
Sitter Profile Image: Ann V.
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Ann V.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
93 reviews
29 repeat clients
10 years of experience
Madison, WI, 53711

Ann did a wonderful job with my three shy kitties while I was on vacation. Ann followed all instructions and sent me detailed visits with the cutest pictures. My cats don’t open up very fast to new people but they opened up quite quickly after each visit. Ann is trustworthy, punctual, and quick to respond. My nerves were eased while I was away. I reccomend her to watch over your pets.

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Shannon J.
Sitter Profile Image: Krista C.
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Krista C.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
95 reviews
23 repeat clients
20 years of experience
Verona, WI, 53593

Krista was awesome and my pup enjoyed the day with her. Krista was punctual and followed my asks closely. I’d definitely recommend her to others.

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Chandra M.
Sitter Profile Image: kylie l.
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kylie l.
from
$18
per visit
5 out of 5.0 stars
79 reviews
21 repeat clients
1 year of experience
Madison, WI, 53719

Kylie did a great job of taking care of our kitty. Our kitty loved her and she kept us informed about how he was doing and sent lovely pictures of him!! Would definitely recommend!

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Amber O.
Sitter Profile Image: Anna O.
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Anna O.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
18 reviews
5 repeat clients
23 years of experience
Madison, WI, 53711

She was so sweet to us and our dog Oliver. I just loved her report cards and all of her pictures showing us how he was doing. Highly recommend!

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Niabi
Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$25
per visit
5 out of 4.9 stars
76 reviews
35 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!

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Francesca C.
Sitter Profile Image: Kira F.
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Kira F.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
47 reviews
16 repeat clients
25 years of experience
Verona, WI, 53593

Kira takes great care of our little fur babies. She is punctual, communicative, and friendly. We get detailed written updates with photos of happy dogs. Thank you Kira for all that you do!

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Mariah J.
Sitter Profile Image: Laura D.
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Laura D.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
15 reviews
5 repeat clients
15 years of experience
Madison, WI, 53719

Laura was such an amazing cat sitter for my two kitties! I reached out super last minute and Laura was so understanding and accommodating to our needs. Laura communicated beautifully and I felt super comfortable leaving my kitties in her care. I will definitely be booking with Laura again!! :)

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Janay B.
Sitter Profile Image: Ava H.
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Ava H.
from
$16
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
6 years of experience
Madison, WI, 53719

Ava has been so great! She is so kind and caring for my pup! She always makes sure to take lots of cute pictures and leave a nice message each day she comes by. I highly recommend her!!

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Kiara R.
Sitter Profile Image: Ashley K.
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Ashley K.
from
$20
per visit
5 out of 5.0 stars
8 reviews
1 repeat client
7 years of experience
Allied Community, Madison, WI, 53711

Ashley is amazing. We’ve been having her visit with our cat Todd for over a year. He is becoming more high maintenance as he ages and now she’s been on puke duty and hasn’t questioned things one bit. She is easy to talk to and always keeps us in the loop. I highly recommend booking with her for any of your pet sitting needs.

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Madeleine R.
Sitter Profile Image: Ann A.
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Ann A.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
60 reviews
24 repeat clients
10 years of experience
Madison, WI, 53719

This was my first time using Rover, and I was very happy with the care and attention that Ann provided to my fur babies! I also really appreciated her updates & photos. I’ll definitely contact her again.

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Cassie J.
Sitter Profile Image: Annie J.
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Annie J.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
62 reviews
21 repeat clients
6 years of experience
Midvale Heights Community, Madison, WI, 53711

Watching my old cat isn’t very glamorous and I always hire a little nervously. Annie was so responsive and clearly has a lot of experience with pets of all kinds. My kitty had an accident at home and Annie was kind enough to send pictures and update me right away. Best rover ever. Thank you!!!

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Claire C.
Sitter Profile Image: Taylor B.
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Taylor B.
Star Sitter
from
$15
per visit
5 out of 4.9 stars
30 reviews
7 repeat clients
20 years of experience
Prairie Hills, Madison, WI, 53711

Thank you so much, Taylor, for the great and smooth check in for our guys. We’re excited to have connected & to use you in the future as well! 🤗

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Emily B.
Sitter Profile Image: Devon G.
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Devon G.
from
$17
per visit
5 out of 5.0 stars
35 reviews
10 repeat clients
1 year of experience
Madison, WI, 53711

Was very quick and easy set up, especially with the key swap and her flexibility with everything. Appreciated her reaching out about pets concerns to be on the safe side. She also was very good about pricing.

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Sophie S.
Sitter Profile Image: Aubrey T.
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Aubrey T.
from
$12
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
3 years of experience
Westmorland, Madison, WI, 53711

About: I have experience with all types of pets, from high-energy companions to more laid-back, relaxed ones. Growing up with dogs, working as a social worker at a veterinary clinic, and being a pet owner myself, I understand how important it is to provide your pet with the love and care they deserve. Every pet has its own unique personality, and I’m here to cater to their individual needs—whether your dog requires an extra-long walk or your cat needs brushing and nail trimming. I’ve got you covered! I work from 8:00-4:30 most days of the week. I’m available for walks and drop in visits at any point on the weekends. I can also make walks and drop in visits work anytime before and after my workday during the week. For all services, whether it's walking your dog or housesitting, I like to gather all the details. I understand that you’re trusting me to take care of your pet, and I want to make sure I meet your expectations. To do this, I'll learn about your pet’s routine, how they behave during walks, their personality, and any special care instructions that will help make the experience better for everyone involved.

Sitter Profile Image: Amaya B.
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Amaya B.
from
$13
per visit
3 years of experience
Madison, WI, 53719

About: I am a dog mom of two very anxious and reactive rescue pups (both under two year olds). I have experience administering oral medication and handling severe dog anxiety. I am patient and cautious, and overall want your pet to have the best experience. I am a real estate agent, so my schedule is extremely flexible and I happy to spend 15-30 mins checking in and walking your furry friend during the day or evenings. I just ask for a 48 hour heads up so that I can coordinate my schedule. If you live nearby, and would like your pet to have some off-leash enrichment time, I have a fenced in yard with plenty of sniff spots!

Sitter Profile Image: McKenna B.
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McKenna B.
from
$20
per visit
5 out of 5.0 stars
10 reviews
1 repeat client
20 years of experience
Madison, WI, 53711

About: I grew up on a farm here in Dane County and have experience looking after many species: large animal, small animal, fish, reptiles, birds, and of course cats and dogs! I have officially been petsitting since 2018 but have watched the pets of friends and family much longer than that. I received my degree in Animal and Veterinary Biosciences from UW Madison in 2023 with an emphasis in nutrition, and I worked at a pet food store for 6 years previous to that, so I am happy to accommodate any special feeding requests. I own two large protection breed dogs myself, but have also owned and petsat small breed dogs, so I have no size or breed exception. I am happy to work with reactive dogs as long as you help me to have a thorough understanding of what scares/upsets them. Please reach out to me if you have any questions! I am happy to do overnights, stay long term, or do just quick drop ins. I currently am working 8:30-5 M-F so I am typically unavailable during those hours. I am happy to do overnights, long term stays, drop in visits, or walks I make sure to go over all of the owners requests and requirements and to follow all rules. I am clean and tidy and will leave your house as I found it.

Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$24
per visit
5 out of 5.0 stars
124 reviews
42 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert was great with our German Shepherd. Our dog can be shy with new sitters, but Robert was patient with her and treated her well. I would recommend using him as your sitter.

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Zoe K.
Sitter Profile Image: Maryrose A.
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Maryrose A.
from
$25
per visit
5 out of 5.0 stars
16 reviews
6 repeat clients
13 years of experience
Meadowood, Madison, WI, 53711

Maryrose did a great job, communication was excellent, and our pets loved her!

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Maia B.
Sitter Profile Image: Grace R.
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Grace R.
from
$20
per visit
5 out of 5.0 stars
6 reviews
1 repeat client
11 years of experience
Madison, WI, 53711

Grace clearly loves animals and took great care of my cat! She went above and beyond in chronicling her time with him and sent great pictures and videos. Will be hiring again.

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Anthony W.
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Sitter Profile Image: Julie A.
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Sitter Profile Image: Julie A.
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Julie A.
Star Sitter

Mature, skilled and flexible
Madison, WI, 53719
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
5 out of 5.0 stars
31 reviews
9 repeat clients
Profile image

Julie did a great job checking in on my dog , Fritz, and they seemed to get along really well. She really seems to be a dog lover and was good about communicating with me throughout the weekend.

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ann V.
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Sitter Profile Image: Ann V.
Verified Enhanced Background Check

Ann V.
Star Sitter

Animal Lover & Recent Graduate
Madison, WI, 53711
3.2 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
93 reviews
29 repeat clients
Profile image

Ann did a wonderful job with my three shy kitties while I was on vacation. Ann followed all instructions and sent me detailed visits with the cutest pictures. My cats don’t open up very fast to new people but they opened up quite quickly after each visit. Ann is trustworthy, punctual, and quick to respond. My nerves were eased while I was away. I reccomend her to watch over your pets.

Availability updated 4 days ago
Sitter Profile Image: Krista C.
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Sitter Profile Image: Krista C.
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Krista C.
Star Sitter

I've never met a pet I didn't LOVE!
Verona, WI, 53593
3.6 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
95 reviews
23 repeat clients
Profile image

Krista was awesome and my pup enjoyed the day with her. Krista was punctual and followed my asks closely. I’d definitely recommend her to others.

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: kylie l.
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Sitter Profile Image: kylie l.
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kylie l.

can’t wait to meet your dogs!
Madison, WI, 53719
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
79 reviews
21 repeat clients
Profile image

Kylie did a great job of taking care of our kitty. Our kitty loved her and she kept us informed about how he was doing and sent lovely pictures of him!! Would definitely recommend!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Anna O.
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Sitter Profile Image: Anna O.
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Anna O.
Star Sitter

Will treat your sweet pet as my own
Madison, WI, 53711
0.7 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
18 reviews
5 repeat clients
Profile image

She was so sweet to us and our dog Oliver. I just loved her report cards and all of her pictures showing us how he was doing. Highly recommend!

Availability updated 2 days ago
Sitter Profile Image: Allegra R.
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Sitter Profile Image: Allegra R.
Verified Enhanced Background Check

Allegra R.
Rover 101
Star Sitter

Dog person for life.
Faircrest, Madison, WI, 53705
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 4.9 stars
76 reviews
35 repeat clients
Profile image

My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!

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

Kira F.
Star Sitter

UW Veterinary Technician Assistant!
Verona, WI, 53593
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
47 reviews
16 repeat clients
Profile image

Kira takes great care of our little fur babies. She is punctual, communicative, and friendly. We get detailed written updates with photos of happy dogs. Thank you Kira for all that you do!

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

Laura D.
Star Sitter

Pet lover of both dogs and cats
Madison, WI, 53719
1.0 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
15 reviews
5 repeat clients
Profile image

Laura was such an amazing cat sitter for my two kitties! I reached out super last minute and Laura was so understanding and accommodating to our needs. Laura communicated beautifully and I felt super comfortable leaving my kitties in her care. I will definitely be booking with Laura again!! :)

Availability updated today
Sitter Profile Image: Ava H.
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Sitter Profile Image: Ava H.
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Ava H.

Friendly & Flexible Dog Walker!
Madison, WI, 53719
2.6 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Ava has been so great! She is so kind and caring for my pup! She always makes sure to take lots of cute pictures and leave a nice message each day she comes by. I highly recommend her!!

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

Ashley K.

I ❤️ animals!
Allied Community, Madison, WI, 53711
1.8 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
8 reviews
1 repeat client
Profile image

Ashley is amazing. We’ve been having her visit with our cat Todd for over a year. He is becoming more high maintenance as he ages and now she’s been on puke duty and hasn’t questioned things one bit. She is easy to talk to and always keeps us in the loop. I highly recommend booking with her for any of your pet sitting needs.

Availability updated 13 days ago
Sitter Profile Image: Ann A.
Verified Enhanced Background Check
Sitter Profile Image: Ann A.
Verified Enhanced Background Check

Ann A.
Star Sitter

Attentive and reliable pet sitter
Madison, WI, 53719
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
60 reviews
24 repeat clients
Profile image

This was my first time using Rover, and I was very happy with the care and attention that Ann provided to my fur babies! I also really appreciated her updates & photos. I’ll definitely contact her again.

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

Annie J.
Rover 101
Star Sitter

Active & communicative pet lover!
Midvale Heights Community, Madison, WI, 53711
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
62 reviews
21 repeat clients
Profile image

Watching my old cat isn’t very glamorous and I always hire a little nervously. Annie was so responsive and clearly has a lot of experience with pets of all kinds. My kitty had an accident at home and Annie was kind enough to send pictures and update me right away. Best rover ever. Thank you!!!

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

Taylor B.
Star Sitter

Affectionate & Energetic Caretaker
Prairie Hills, Madison, WI, 53711
0.5 mi. away
Drop-In Visits
from
$15
per visit
5 out of 4.9 stars
30 reviews
7 repeat clients
Profile image

Thank you so much, Taylor, for the great and smooth check in for our guys. We’re excited to have connected & to use you in the future as well! 🤗

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

Devon G.

Keep pets safe and happy
Madison, WI, 53711
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
35 reviews
10 repeat clients
Profile image

Was very quick and easy set up, especially with the key swap and her flexibility with everything. Appreciated her reaching out about pets concerns to be on the safe side. She also was very good about pricing.

Availability updated yesterday
Sitter Profile Image: Aubrey T.
Verified Enhanced Background Check
Sitter Profile Image: Aubrey T.
Verified Enhanced Background Check

Aubrey T.

Your Pets Next Best Friend!
Westmorland, Madison, WI, 53711
2.3 mi. away
Drop-In Visits, Dog Walking
from
$12
per visit
5 out of 5.0 stars
4 reviews
1 repeat client

Aubrey is great with animals! She even deals with them on the daily as her profession. She’s had dogs since she was 3 and is great with my dog. He loves when she takes him on walks and gives him treats!

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

Amaya B.

Helping you and your furry friend!
Madison, WI, 53719
1.2 mi. away
Drop-In Visits, Dog Walking
from
$13
per visit
1 review

Amaya is extremely caring and kind towards everyone, pets and humans all around. She is always eager to support your pets the best she can, through walking, enrichment, playing, or whatever else may be needed. I always appreciate her transparency and reliability, always using such clear communication. I’ve had the pleasure of seeing Amaya not only with her own cats and dogs, but with my deaf dog and other animals as well. She is a wonderful person and a great companion to help out when needed.

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

McKenna B.

Reliable, Responsible, and Fun!
Madison, WI, 53711
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
10 reviews
1 repeat client

McKenna has been the best sitter I could ask for and I couldn’t recommend her enough! I have 2 cats, a dog and fish tanks. She always follows my instructions exactly and sends plenty of pictures and updates. My pets love her and we are so grateful for her!

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

Robert N.
Star Sitter

I'll do the walking!
Orchard Ridge Community, Madison, WI, 53711
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$24
per visit
5 out of 5.0 stars
124 reviews
42 repeat clients
Profile image

Robert was great with our German Shepherd. Our dog can be shy with new sitters, but Robert was patient with her and treated her well. I would recommend using him as your sitter.

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Maryrose A.
Verified Background Check
Sitter Profile Image: Maryrose A.
Verified Background Check

Maryrose A.

I'll give your pet love and care
Meadowood, Madison, WI, 53711
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
16 reviews
6 repeat clients
Profile image

Maryrose did a great job, communication was excellent, and our pets loved her!

Availability updated 9 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Grace R.
Verified Enhanced Background Check
Sitter Profile Image: Grace R.
Verified Enhanced Background Check

Grace R.

Safe, reliable, and loving sitter!
Madison, WI, 53711
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

Grace clearly loves animals and took great care of my cat! She went above and beyond in chronicling her time with him and sent great pictures and videos. Will be hiring again.

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend

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