Pet Sitting in Windsor

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 Windsor pet sitters

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

Jen was excellent! She was always on time and provided us detailed feedback. We enjoyed the numerous photos she took! Jen went the extra mile to get to get to know our dog:) She is kind, compassionate, and trustworthy! We would definitely book her again!

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Jody T.
Sitter Profile Image: Katelyn C.
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Katelyn C.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
14 reviews
4 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Katelyn was amazing! She was very responsive and made a great effort to bond with my cats even though they were being a little grouchy. She left good reports after every visit as well. My cats were definitely in great hands 😊

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

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

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

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

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Tony V.
Sitter Profile Image: Tiana B.
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Tiana B.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
11 reviews
5 repeat clients
5 years of experience
DeForest, WI, 53532

Tiana was great! She was timely, communicated well, and was great to work with. She came and let out my dog while I was working and took great care of him!

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

Megan dropped in twice to check on George while we were away. She provided thorough updates and we knew he was in good hands. We will definitely book Megan again!

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Ashley S.
Sitter Profile Image: Alanna S.
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Alanna S.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
37 reviews
12 repeat clients
25 years of experience
DeForest, WI, 53532

I booked with Alanna again for a last-minute holiday trip, and once again, she went above and beyond for my babies. Her extra care and love meant the world to me, especially since I couldn’t be with them for Christmas. I’m so grateful for the kindness and attention she showed to my crew—it truly gave me peace of mind!

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Jordan R.
Sitter Profile Image: Allison A.
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Allison A.
from
$10
per visit
5 out of 5.0 stars
128 reviews
31 repeat clients
25 years of experience
DeForest, WI, 53532

Allison was very professional at the meet and greet, and knew exactly how to deal with our big dog that can be fence aggressive or worried about meeting strangers. They became fast friends! She even took a package in from our porch so it wouldn’t be sitting out all night. We definitely want to use her again in the future, and will recommend our friends in the area. She seems great with dogs all around. Thanks again, Allison!

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Erin A.
Sitter Profile Image: Autumn H.
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Autumn H.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
8 reviews
4 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Autumn did a great job with our 2 cats and even got our shy tuxedo to play and ask for chin scratches.

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Tim C.
Sitter Profile Image: Michel P.
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Michel P.
Star Sitter
from
$23
per visit
5 out of 5.0 stars
79 reviews
30 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Michel is awesome! She takes great care of my kitties and they love her. I feel really comfortable going out of town knowing that she will be taking care of my pets. She sends me such great photos of them also. Would highly recommend Michel!

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Anna H.
Sitter Profile Image: Brandy P.
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Brandy P.
from
$18
per visit
5 out of 5.0 stars
24 reviews
8 repeat clients
10 years of experience
Deforest, WI, 53532

Brandy was amazing for my sweet, old cat, Emi! Emi can feel anxious in new situations, but anyone can tell that Brandy has such a warm, loving presence with animals so Emi warmed up to her immediately and got lots of love. Brandy was also super flexible and accommodating, which was so helpful around the holidays. Would absolutely recommend!!

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Jordan W.
Sitter Profile Image: Toni S.
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Toni S.
from
$12
per visit
5 out of 4.9 stars
51 reviews
18 repeat clients
30 years of experience
DeForest, WI, 53532

Toni went above and beyond! Not only did she take superior care of our little cavapoo, Bailey, she brought our garbage cans in from the curb and offered to check in on Bailey one more time if we were running late. Excellent care and service!!

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Amy K.
Sitter Profile Image: Susan & Molly S.
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Susan & Molly S.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
64 reviews
18 repeat clients
30 years of experience
DeForest, WI, 53532

We know our kitties are well taken care of when Molly and Susan come! We can travel and not worry because we know they are getting lots of attention and love.

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Kari E.
Sitter Profile Image: Eastyn L.
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Eastyn L.
from
$16
per visit
5 out of 5.0 stars
15 reviews
7 repeat clients
10 years of experience
DeForest, WI, 53532

Eastyn is amazing! This is the 2nd time I’ve booked her for Ellie, and she’s great. Documents everything she does with Ellie, and takes lots of pics!

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Bridget H.
Sitter Profile Image: Lexi F.
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Lexi F.
from
$15
per visit
5 out of 5.0 stars
4 reviews
5 repeat clients
17 years of experience
Windsor, WI, 53598

About: I am open for Dog walking and house sitting for all sizes of dogs and cats, as well as general care for small critters such as rabbits, hamsters, fish, birds and guinea pigs. I also have many years experience with horses, goats, sheep, and pigs. I have a very flexible schedule at this time. I've been an animal owner since I was a child. Always had a dog and cats growing up, also had fish, birds, hamsters and rabbits over the years. Despite being a part time student I have all online classes so fitting in your pets needs are very easily done at any hour. I live in an area of many bike trails and walking paths as well as a personal fenced in yard for any dogs who don't have access to dog parks or have socializing issues in large groups. I am currently unemployed and looking for a Part Time job. I will schedule animal care around that future schedule. I miss my rover days when I switched to full time work prior. I treat every clients pets and home with respect and care for it as my own. When I'm house sitting i often supply my own snacks and such and tell pet owners they don't need to supply me. I stay within the set boundaries of each home as well.

Sitter Profile Image: Taryn E.
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Taryn E.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
21 reviews
8 repeat clients
4 years of experience
Windsor, WI, 53598

Taryn was excellent. It was our first time using Rover for drop-in visits. Our cats loved Taryn and she took great care of them. She was a great communicator and went above and beyond. We will definitely use Rover again because of our wonderful experience with Taryn.

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Missy M.
Sitter Profile Image: Tammy T.
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Tammy T.
from
$25
per visit
5 out of 5.0 stars
10 reviews
5 repeat clients
13 years of experience
Deforest, WI, 53532

We've just hired Tammy for the first time to care for our dog while we were out of town for a day. She was friendly and professional every step of the way and clearly likes dogs! Our dog is pretty shy with strangers and he warmed up to her nicely. I would use her services again and recommend her to others.

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Beverly H.
Sitter Profile Image: Tina B.
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Tina B.
Star Sitter
from
$25
per visit
5 out of 4.9 stars
68 reviews
21 repeat clients
38 years of experience
Windsor, WI, 53598

I know I can always count on Tina to provide excellent care. We have three cats who are needy for attention and Tina always comes through with photos!

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Morgan B.
Sitter Profile Image: Halle B.
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Halle B.
from
$18
per visit
15 years of experience
Windsor, WI, 53598

About: I’ve grown up with pets since a young age. I’ve dog sat for multiple friends and family- from puppies to senior dogs, as well as disabled. I love to make sure dogs feel as special as they make us feel. ❤️ I am my own boss, therefor, I have a super flexible schedule and can make really any specific times work. Weekdays and weekends, mornings and evenings. Your dog’s safety and comfort will always be my top priority. I love to treat other’s pets as my own, and will always be aware of surroundings!

Sitter Profile Image: Heather S.
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Heather S.
from
$28
per visit
25 years of experience
Windsor, WI, 53598

About: I've been caring for animals for as long as I can remember. I connect with each animal and get to know what is normal behavior and what isn't so I can quickly identify if anything seems off. You can rest easy knowing you'll be immediately informed if anything seems concerning. And, I'll also provide updates with each visit, including pictures. I am an excellent communicator and very detail-oriented. I ask lots of questions during meet-and-greets to ensure there is no disruption in your pet's usual care and routine. I work from home and have a very flexible work schedule, so I can make frequent visits almost any day of the week. If your pet has health concerns (meds, needs to be fed at specific times, etc) or needs a specific schedule, I can accommodate for that the vast majority of the time. I will always communicate any schedule conflicts before finalizing a booking. Safety and trust are always my top priorities. I approach animals I'm just getting to know on their terms so they can feel safe and secure. I am always sure to leave things in your home exactly how you want them, including cleaning up after myself or any pet messes I find.

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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
5.9 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
122 reviews
29 repeat clients
Profile image

Jen was excellent! She was always on time and provided us detailed feedback. We enjoyed the numerous photos she took! Jen went the extra mile to get to get to know our dog:) She is kind, compassionate, and trustworthy! We would definitely book her again!

Availability updated today
Sitter Profile Image: Katelyn C.
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Sitter Profile Image: Katelyn C.
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Katelyn C.
Star Sitter

Your dog’s new best friend
Sun Prairie, WI, 53590
7.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
14 reviews
4 repeat clients
Profile image

Katelyn was amazing! She was very responsive and made a great effort to bond with my cats even though they were being a little grouchy. She left good reports after every visit as well. My cats were definitely in great hands 😊

Availability updated yesterday
Sitter Profile Image: TAYLOR P.
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Sitter Profile Image: TAYLOR P.
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TAYLOR P.

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

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

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Zachary N.
Verified Enhanced Background Check
Sitter Profile Image: Zachary N.
Verified Enhanced Background Check

Zachary N.

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

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

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

Tiana B.
Star Sitter

Trustworthy & Reliable Dog Sitting
DeForest, WI, 53532
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
11 reviews
5 repeat clients
Profile image

Tiana was great! She was timely, communicated well, and was great to work with. She came and let out my dog while I was working and took great care of him!

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

Megan B.
Star Sitter

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

Megan dropped in twice to check on George while we were away. She provided thorough updates and we knew he was in good hands. We will definitely book Megan again!

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

Alanna S.
Star Sitter

YOUR pet is the highlight of MY day
DeForest, WI, 53532
1.1 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
37 reviews
12 repeat clients
Profile image

I booked with Alanna again for a last-minute holiday trip, and once again, she went above and beyond for my babies. Her extra care and love meant the world to me, especially since I couldn’t be with them for Christmas. I’m so grateful for the kindness and attention she showed to my crew—it truly gave me peace of mind!

Availability updated 19 days ago
Sitter Profile Image: Allison A.
Verified Background Check
Sitter Profile Image: Allison A.
Verified Background Check

Allison A.

Triple-threat petsitter
DeForest, WI, 53532
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$10
per visit
5 out of 5.0 stars
128 reviews
31 repeat clients
Profile image

Allison was very professional at the meet and greet, and knew exactly how to deal with our big dog that can be fence aggressive or worried about meeting strangers. They became fast friends! She even took a package in from our porch so it wouldn’t be sitting out all night. We definitely want to use her again in the future, and will recommend our friends in the area. She seems great with dogs all around. Thanks again, Allison!

Availability updated yesterday
Sitter Profile Image: Autumn H.
Verified Enhanced Background Check
Sitter Profile Image: Autumn H.
Verified Enhanced Background Check

Autumn H.
Star Sitter

Walking with dog is my exercise
Sun Prairie, WI, 53590
5.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
8 reviews
4 repeat clients
Profile image

Autumn did a great job with our 2 cats and even got our shy tuxedo to play and ask for chin scratches.

Availability updated 16 days ago
Sitter Profile Image: Michel P.
Verified Background Check
Sitter Profile Image: Michel P.
Verified Background Check

Michel P.
Rover 101
Star Sitter

Certified Vet Tech & Animal Lover!
Sun Prairie, WI, 53590
3.0 mi. away
Drop-In Visits, Dog Walking
from
$23
per visit
5 out of 5.0 stars
79 reviews
30 repeat clients
Profile image

Michel is awesome! She takes great care of my kitties and they love her. I feel really comfortable going out of town knowing that she will be taking care of my pets. She sends me such great photos of them also. Would highly recommend Michel!

Availability updated yesterday
Sitter Profile Image: Brandy P.
Verified Enhanced Background Check
Sitter Profile Image: Brandy P.
Verified Enhanced Background Check

Brandy P.

Flexible service!
Deforest, WI, 53532
1.6 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
24 reviews
8 repeat clients
Profile image

Brandy was amazing for my sweet, old cat, Emi! Emi can feel anxious in new situations, but anyone can tell that Brandy has such a warm, loving presence with animals so Emi warmed up to her immediately and got lots of love. Brandy was also super flexible and accommodating, which was so helpful around the holidays. Would absolutely recommend!!

Availability updated 4 months ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Toni S.
Verified Background Check
Sitter Profile Image: Toni S.
Verified Background Check

Toni S.

Love spending free time with pets
DeForest, WI, 53532
0.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$12
per visit
5 out of 4.9 stars
51 reviews
18 repeat clients
Profile image

Toni went above and beyond! Not only did she take superior care of our little cavapoo, Bailey, she brought our garbage cans in from the curb and offered to check in on Bailey one more time if we were running late. Excellent care and service!!

Availability updated 8 days ago
Sitter Profile Image: Susan & Molly S.
Verified Enhanced Background Check
Sitter Profile Image: Susan & Molly S.
Verified Enhanced Background Check

Susan & Molly S.
Star Sitter

Your dog's home away from home.
DeForest, WI, 53532
1.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$25
per visit
5 out of 5.0 stars
64 reviews
18 repeat clients
Profile image

We know our kitties are well taken care of when Molly and Susan come! We can travel and not worry because we know they are getting lots of attention and love.

Availability updated 54 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Eastyn L.
Verified Enhanced Background Check
Sitter Profile Image: Eastyn L.
Verified Enhanced Background Check

Eastyn L.

no pet to big or small!
DeForest, WI, 53532
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
15 reviews
7 repeat clients
Profile image

Eastyn is amazing! This is the 2nd time I’ve booked her for Ellie, and she’s great. Documents everything she does with Ellie, and takes lots of pics!

Availability updated 45 days ago
Sitter Profile Image: Lexi F.
Verified Background Check
Sitter Profile Image: Lexi F.
Verified Background Check

Lexi F.

Fenced in yard, flexible schedule
Windsor, WI, 53598
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
4 reviews
5 repeat clients

About: I am open for Dog walking and house sitting for all sizes of dogs and cats, as well as general care for small critters such as rabbits, hamsters, fish, birds and guinea pigs. I also have many years experience with horses, goats, sheep, and pigs. I have a very flexible schedule at this time. I've been an animal owner since I was a child. Always had a dog and cats growing up, also had fish, birds, hamsters and rabbits over the years. Despite being a part time student I have all online classes so fitting in your pets needs are very easily done at any hour. I live in an area of many bike trails and walking paths as well as a personal fenced in yard for any dogs who don't have access to dog parks or have socializing issues in large groups. I am currently unemployed and looking for a Part Time job. I will schedule animal care around that future schedule. I miss my rover days when I switched to full time work prior. I treat every clients pets and home with respect and care for it as my own. When I'm house sitting i often supply my own snacks and such and tell pet owners they don't need to supply me. I stay within the set boundaries of each home as well.

Availability updated 64 days ago
Sitter Profile Image: Taryn E.
Verified Enhanced Background Check
Sitter Profile Image: Taryn E.
Verified Enhanced Background Check

Taryn E.
Rover 101
Star Sitter

Fun animal lover!
Windsor, WI, 53598
0.2 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
21 reviews
8 repeat clients
Profile image

Taryn was excellent. It was our first time using Rover for drop-in visits. Our cats loved Taryn and she took great care of them. She was a great communicator and went above and beyond. We will definitely use Rover again because of our wonderful experience with Taryn.

Availability updated 45 days ago
Sitter Profile Image: Tammy T.
Verified Enhanced Background Check
Sitter Profile Image: Tammy T.
Verified Enhanced Background Check

Tammy T.

Your DFF (Dog's Furever Friend)
Deforest, WI, 53532
0.4 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
10 reviews
5 repeat clients
Profile image

We've just hired Tammy for the first time to care for our dog while we were out of town for a day. She was friendly and professional every step of the way and clearly likes dogs! Our dog is pretty shy with strangers and he warmed up to her nicely. I would use her services again and recommend her to others.

Availability updated 79 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tina B.
Verified Background Check
Sitter Profile Image: Tina B.
Verified Background Check

Tina B.
Star Sitter

Animal lover doing what I enjoy
Windsor, WI, 53598
0.1 mi. away
House Sitting, Drop-In Visits
from
$25
per visit
5 out of 4.9 stars
68 reviews
21 repeat clients
Profile image

I know I can always count on Tina to provide excellent care. We have three cats who are needy for attention and Tina always comes through with photos!

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

Halle B.

Your dogs new best friend 🥰
Windsor, WI, 53598
0.1 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
1 review

Halle has taken care of my dog since he was born. He is now 4 years old. She has taken him overnight and he loves to be with her. Halle loves talking care of dogs

Availability updated 62 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Heather S.
Verified Enhanced Background Check
Sitter Profile Image: Heather S.
Verified Enhanced Background Check

Heather S.

Happy Pets make Happy Owners!
Windsor, WI, 53598
0.1 mi. away
Drop-In Visits, Dog Walking
from
$28
per visit
1 review

Heather has cared for several of my dogs over the years. She’s kind, caring, and loves animals. She takes care of them like they are her own and is willing to give medications (which can be a trick sometimes!), make sure they get plenty of snuggles, play time, and exercise. She is very honest and trustworthy and always follows up if something seems off or out of the ordinary. I highly recommend her caring for your furry friends!

Availability updated today

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