House Sitting in Meadowood, Madison, WI

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Top rated Meadowood house sitters

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Sitter Profile Image: Julie A.
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Julie A.
Star Sitter
from
$45
per night
5 out of 5.0 stars
15 reviews
2 repeat clients
16 years of experience
Verona, WI, 53593

Julie was fantastic with our dog. She took him to dog parks, cleaned him when he found mud puddles and left our house in perfect condition. She is a very good communicator, and send multiple pictures and videos every day which was appreciated. Our dog was in good hands!

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Jeannette L.
Sitter Profile Image: Katie T.
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Katie T.
Star Sitter
from
$60
per night
5 out of 4.9 stars
25 reviews
3 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

We had last minute plans and Katie came to our rescue! One of our dogs just had a minor surgery and one was full of energy - and both were well taken care of during our day trip. Thank you!!

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Lisa K.
Sitter Profile Image: Annie J.
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Annie J.
Star Sitter
from
$55
per night
5 out of 5.0 stars
54 reviews
19 repeat clients
6 years of experience
Midvale Heights Community, Madison, WI, 53711

Annie took great care of our dog and guinea pig! She gave me frequent updates and was very attentive to our anxious dog’s needs. Thank you!!!

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Genevieve H.
Sitter Profile Image: Louisa M.
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Louisa M.
Star Sitter
from
$60
per night
5 out of 5.0 stars
62 reviews
20 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Louisa was kind, responsive and took extra care to come to our hotel to watch our dog on our wedding day. We could not recommend her more highly 💜

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Angie A.
Sitter Profile Image: Kaitlyn B.
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Kaitlyn B.
Star Sitter
from
$40
per night
5 out of 5.0 stars
17 reviews
5 repeat clients
20 years of experience
Madison, WI, 53719

Kaitlyn was an absolute sweetheart and such a great communicator! Prior to our first booking, she asked thoughtful questions about what she could do to prepare and be well-informed, which I appreciated. She sent me photos and updates while caring for Princeton and also gave me a great recap after I got home. I highly recommend Kaitlyn and will definitely book her again!

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Aisha B.
Sitter Profile Image: Ann A.
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Ann A.
Star Sitter
from
$75
per night
5 out of 5.0 stars
56 reviews
20 repeat clients
10 years of experience
Madison, WI, 53719

Ann was great. She watched our dog and our house for 11 nights, and took care of a couple other tasks for us. We will definitely try to book her again next time we leave town!

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Gregory B.
Sitter Profile Image: Erika K.
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Erika K.
from
$45
per night
5 out of 5.0 stars
10 reviews
12 years of experience
Middleton, WI, 53562

Erika was great! Curly, my dog, was well taken care of and so was my apartment! She did a great job following all my care instructions for my senior dog and she did a great job keeping everything very tidy. I would certainly recommend her to others and will use her again!

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Micha M.
Sitter Profile Image: Hannah I.
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Hannah I.
Star Sitter
from
$50
per night
5 out of 5.0 stars
98 reviews
32 repeat clients
5 years of experience
Wexford, Madison, WI, 53717

Hannah was an awesome sitter! She took great care of our pup while I was out of town for work. He got lots of exercise, and she sent me pictures of him throughout the week.

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Andrew C.
Sitter Profile Image: McKenna B.
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McKenna B.
from
$40
per night
5 out of 5.0 stars
5 reviews
20 years of experience
Madison, WI, 53711

McKenna was amazing with my dog and 2 cats! My dog has anxiety and a few health concerns to keep an eye on that always make me a bit worried to leave him. He warmed up to McKenna so quickly and she was very flexible and communicative to make sure Bean had everything he needed to be happy and comfortable. It put my mind at ease knowing my pets were in good hands while I was away. I cannot recommend her enough!

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Sarah S.
Sitter Profile Image: Jolie Zevallos
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Jolie Zevallos
Star Sitter
from
$23
per night
5 out of 5.0 stars
7 reviews
5 repeat clients
8 years of experience
Madison, WI, 53715

Appreciate Jolie taking care of my pups while I was out of town! She connects well with my anxious little friends and she makes sure everything goes smoothly.

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Erick S.
Sitter Profile Image: Sidney R.
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Sidney R.
Star Sitter
from
$50
per night
5 out of 4.9 stars
60 reviews
20 repeat clients
20 years of experience
Middleton, WI, 53562

Sidney took great care of my house and dogs while I was away for a few days. I will definitely work with Sidney again if I get the opportunity to!

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Cale H.
Sitter Profile Image: Ashley E.
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Ashley E.
Star Sitter
from
$80
per night
5 out of 5.0 stars
483 reviews
121 repeat clients
13 years of experience
Madison, WI, 53705

Ashley house-sat for our 2 dogs for a week. It was a great experience from initial meeting to end of sit. Our dogs liked her right away. Her communication was clear and included photos and quick responses to our questions. Highly recommended!

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Barbara C.
Sitter Profile Image: Autorriah T.
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Autorriah T.
from
$29
per night
5 out of 5.0 stars
3 reviews
1 repeat client
2 years of experience
Madison, WI, 53705

Was great with my boy Zeus. Would use her again!

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Marc M.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$60
per night
5 out of 5.0 stars
117 reviews
37 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert was friendly and very commutative. Robert took Clementine last minute and she seemed well cared for. I would have him watch her again.

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Shana H.
Sitter Profile Image: Kaelena K.
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Kaelena K.
from
$32
per night
5 out of 5.0 stars
4 reviews
15 years of experience
Fitchburg, WI, 53711

Kaelena came over every day to stay with Odara while we were away, she was very attentive and kind with our baby, who now loves her! She followed the instructions I left and I found a happy and calm dog when I got back 🥰

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Izabela S.
Sitter Profile Image: Hannah P.
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Hannah P.
from
$48
per night
5 out of 5.0 stars
1 review
1 repeat client
12 years of experience
Madison, WI, 53711

Hannah was wonderful to work with! I have a very anxious dog who doesn’t like new people, but Hannah knew how to handle her. She was very patient with her and they ended up getting along well. Hannah was also very responsive and communicative. I would definitely trust her to sit my dog in the future!

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Cassandra D.
Sitter Profile Image: Marri S.
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Marri S.
from
$50
per night
5 out of 5.0 stars
5 reviews
5 years of experience
Fitchburg, WI, 53711

Marri took such good care of my dogs. She sent lots of pictures and updates to let me know how they were doing.

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Clarisa C.
Sitter Profile Image: Kaitlyn K.
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Kaitlyn K.
from
$30
per night
14 years of experience
Madison, WI, 53719

About: I’ve grown up with pets and started taking on hands-on care when I was just 9 years old. Over the years, I’ve also spent a lot of time volunteering at my local animal shelter, so I’m comfortable with all kinds of pet personalities—from shy and gentle to playful and energetic! I work full-time with a flexible hybrid schedule, which allows me to integrate pet care into my routine with ease. My office is right on the Isthmus, so when I go in-person, I’m centrally located and just a short drive from most neighborhoods. Since I won’t be hosting pets in my home (I have two cats of my own!), I focus on creating a calm, consistent, and respectful environment in your home. I always follow your instructions carefully, whether it’s feeding routines, walk preferences, or medications. I make sure your pet feels safe and cared for by keeping their space clean, sticking to their normal schedule, and giving them the attention they need based on their personality—whether that’s playtime, cuddles, or just a reassuring presence.

Sitter Profile Image: Melissa H.
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Melissa H.
from
$65
per night
5 out of 5.0 stars
21 reviews
11 repeat clients
40 years of experience
Allied Community, Fitchburg, WI, 53711

Melissa took great care of Lacey, was very communicative and I cannot recommend her more! She's loving and attentive towards the pets and a lovely person to be around. Thanks again for hanging out with our girl!

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Lucia C.
Sitter Profile Image: Briana L.
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Briana L.
from
$30
per night
5 out of 4.8 stars
23 reviews
6 repeat clients
10 years of experience
Meadowood, Madison, WI, 53711

Excellent, kind, considerate dog sitter. Briana sent us pictures daily of our dog, she walked him extensively and also helped to work on some training with him. Briana knew how to handle our dog who has some reactivity and anxiety. She was respectful of our home, prompt and great with communication and care !

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Amy K.
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Loving house sitters in your neighborhood

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Sitter Profile Image: Julie A.
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Sitter Profile Image: Julie A.
Verified Enhanced Background Check

1. Julie A.

Star Sitter
Mature, skilled and flexible
Verona, WI, 53593
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
15 reviews
2 repeat clients
Profile image

Julie was fantastic with our dog. She took him to dog parks, cleaned him when he found mud puddles and left our house in perfect condition. She is a very good communicator, and send multiple pictures and videos every day which was appreciated. Our dog was in good hands!

Availability updated 3 days ago
Sitter Profile Image: Katie T.
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Sitter Profile Image: Katie T.
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2. Katie T.

Star Sitter
ACTIVE, FLEXABLE, DOG LOVER
Marquette, Madison, WI, 53703
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 4.9 stars
25 reviews
3 repeat clients
Profile image

We had last minute plans and Katie came to our rescue! One of our dogs just had a minor surgery and one was full of energy - and both were well taken care of during our day trip. Thank you!!

Availability updated yesterday
Sitter Profile Image: Annie J.
Verified Enhanced Background Check
Sitter Profile Image: Annie J.
Verified Enhanced Background Check

3. 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
$55
per night
5 out of 5.0 stars
54 reviews
19 repeat clients
Profile image

Annie took great care of our dog and guinea pig! She gave me frequent updates and was very attentive to our anxious dog’s needs. Thank you!!!

Availability updated today
Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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4. Louisa M.

Star Sitter
Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
62 reviews
20 repeat clients
Profile image

Louisa was kind, responsive and took extra care to come to our hotel to watch our dog on our wedding day. We could not recommend her more highly 💜

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

Star Sitter
Your Go-To Sitter
Madison, WI, 53719
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
17 reviews
5 repeat clients
Profile image

Kaitlyn was an absolute sweetheart and such a great communicator! Prior to our first booking, she asked thoughtful questions about what she could do to prepare and be well-informed, which I appreciated. She sent me photos and updates while caring for Princeton and also gave me a great recap after I got home. I highly recommend Kaitlyn and will definitely book her again!

Availability updated today
Sitter Profile Image: Ann A.
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Sitter Profile Image: Ann A.
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6. Ann A.

Star Sitter
Attentive and reliable pet sitter
Madison, WI, 53719
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
56 reviews
20 repeat clients
Profile image

Ann was great. She watched our dog and our house for 11 nights, and took care of a couple other tasks for us. We will definitely try to book her again next time we leave town!

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

Loving care for your furry family
Middleton, WI, 53562
4.0 mi. away
House Sitting
from
$45
per night
5 out of 5.0 stars
10 reviews
Profile image

Erika was great! Curly, my dog, was well taken care of and so was my apartment! She did a great job following all my care instructions for my senior dog and she did a great job keeping everything very tidy. I would certainly recommend her to others and will use her again!

Availability updated 8 days ago
Sitter Profile Image: Hannah I.
Verified Background Check
Sitter Profile Image: Hannah I.
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8. Hannah I.

Rover 101
Star Sitter
Dogs love to run and play with me!
Wexford, Madison, WI, 53717
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
98 reviews
32 repeat clients
Profile image

Hannah was an awesome sitter! She took great care of our pup while I was out of town for work. He got lots of exercise, and she sent me pictures of him throughout the week.

Availability updated today
Sitter Profile Image: McKenna B.
Verified Enhanced Background Check
Sitter Profile Image: McKenna B.
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9. McKenna B.

Reliable, Responsible, and Fun!
Madison, WI, 53711
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
5 reviews
Profile image

McKenna was amazing with my dog and 2 cats! My dog has anxiety and a few health concerns to keep an eye on that always make me a bit worried to leave him. He warmed up to McKenna so quickly and she was very flexible and communicative to make sure Bean had everything he needed to be happy and comfortable. It put my mind at ease knowing my pets were in good hands while I was away. I cannot recommend her enough!

Availability updated yesterday
Sitter Profile Image: Jolie Zevallos
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Sitter Profile Image: Jolie Zevallos
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10. Jolie Zevallos

Star Sitter
I love the fur babies so much
Madison, WI, 53715
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$23
per night
5 out of 5.0 stars
7 reviews
5 repeat clients
Profile image

Appreciate Jolie taking care of my pups while I was out of town! She connects well with my anxious little friends and she makes sure everything goes smoothly.

Availability updated 3 days ago
Sitter Profile Image: Sidney R.
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Sitter Profile Image: Sidney R.
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11. Sidney R.

Star Sitter
They call me “The Pal Gal”!
Middleton, WI, 53562
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 4.9 stars
60 reviews
20 repeat clients
Profile image

Sidney took great care of my house and dogs while I was away for a few days. I will definitely work with Sidney again if I get the opportunity to!

Availability updated 2 days ago
Sitter Profile Image: Ashley E.
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Sitter Profile Image: Ashley E.
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12. Ashley E.

Star Sitter
Treating Your Furbabies Like My Own
Madison, WI, 53705
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
483 reviews
121 repeat clients
Profile image

Ashley house-sat for our 2 dogs for a week. It was a great experience from initial meeting to end of sit. Our dogs liked her right away. Her communication was clear and included photos and quick responses to our questions. Highly recommended!

Availability updated today
Sitter Profile Image: Autorriah T.
Verified Enhanced Background Check
Sitter Profile Image: Autorriah T.
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13. Autorriah T.

Not experienced but I LOVEEEE DOGS
Madison, WI, 53705
3.7 mi. away
House Sitting, Dog Walking
from
$29
per night
5 out of 5.0 stars
3 reviews
1 repeat client
Profile image

Was great with my boy Zeus. Would use her again!

Availability updated 4 days ago
Sitter Profile Image: Robert N.
Verified Enhanced Background Check
Sitter Profile Image: Robert N.
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14. 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
$60
per night
5 out of 5.0 stars
117 reviews
37 repeat clients
Profile image

Robert was friendly and very commutative. Robert took Clementine last minute and she seemed well cared for. I would have him watch her again.

Availability updated 9 days ago
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Kaelena K.
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Sitter Profile Image: Kaelena K.
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15. Kaelena K.

Doggies are my besties! (:
Fitchburg, WI, 53711
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
5 out of 5.0 stars
4 reviews
Profile image

Kaelena came over every day to stay with Odara while we were away, she was very attentive and kind with our baby, who now loves her! She followed the instructions I left and I found a happy and calm dog when I got back 🥰

Availability updated 9 days ago
Sitter Profile Image: Hannah P.
Verified Enhanced Background Check
Sitter Profile Image: Hannah P.
Verified Enhanced Background Check

16. Hannah P.

Dogtor by day ⚕, dogmom always 🐾
Madison, WI, 53711
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$48
per night
5 out of 5.0 stars
1 review
1 repeat client
Profile image

Hannah was wonderful to work with! I have a very anxious dog who doesn’t like new people, but Hannah knew how to handle her. She was very patient with her and they ended up getting along well. Hannah was also very responsive and communicative. I would definitely trust her to sit my dog in the future!

Availability updated 17 days ago
Sitter Profile Image: Marri S.
Verified Enhanced Background Check
Sitter Profile Image: Marri S.
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17. Marri S.

Flexible and Responsive Pet Lover
Fitchburg, WI, 53711
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
5 reviews
Profile image

Marri took such good care of my dogs. She sent lots of pictures and updates to let me know how they were doing.

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

18. Kaitlyn K.

Your Pet's Biggest Fan!!
Madison, WI, 53719
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
2 reviews

Katie has watched my cats numerous times while I was out of town and is a very trustworthy individual. She always sends check in videos and pictures, and she genuinely treats my pets as her own. Her love of animals is obvious through her dedication and care with each of my pets. She snuggles with my girl cat who is a relaxed, very calm calico, and she plays with my boy cat who is an extremely rambunctious orange tabby. She knows what they both need and caters to them. I couldn’t recommend a better person to watch your pets.

Availability updated 3 days ago
Sitter Profile Image: Melissa H.
Verified Enhanced Background Check
Sitter Profile Image: Melissa H.
Verified Enhanced Background Check

19. Melissa H.

Your Fur-Baby's Best Auntie!
Allied Community, Fitchburg, WI, 53711
1.3 mi. away
House Sitting
from
$65
per night
5 out of 5.0 stars
21 reviews
11 repeat clients
Profile image

Melissa took great care of Lacey, was very communicative and I cannot recommend her more! She's loving and attentive towards the pets and a lovely person to be around. Thanks again for hanging out with our girl!

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

Love to cuddle and spoil your pets
Meadowood, Madison, WI, 53711
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 4.8 stars
23 reviews
6 repeat clients
Profile image

Excellent, kind, considerate dog sitter. Briana sent us pictures daily of our dog, she walked him extensively and also helped to work on some training with him. Briana knew how to handle our dog who has some reactivity and anxiety. She was respectful of our home, prompt and great with communication and care !

Availability updated yesterday
Confirmed availability for 4th of July Weekend

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