Doggy Day Care in Middleton

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Top rated Middleton doggy day care sitters

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Sitter Profile Image: Natalie B.
Verified Background Check
Natalie B.
Star Sitter
from
$30
per day
5 out of 5.0 stars
140 reviews
43 repeat clients
15 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

Natalie took great care of Zara for us. We appreciated the added walks during her stay!

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Grace H.
Sitter Profile Image: Andrew L.
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Andrew L.
Star Sitter
from
$42
per day
5 out of 5.0 stars
165 reviews
61 repeat clients
25 years of experience
Greenbush, Madison, WI, 53715

We love Uncle Drew! He has become like family to us and our dog Lenny. We are so lucky to have found him! Cannot say enough positive things about him.

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Victoria R.
Sitter Profile Image: Elena A.
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Elena A.
from
$30
per day
5 out of 5.0 stars
111 reviews
35 repeat clients
10 years of experience
Madison, WI, 53719

Elena is kind and attentive, not to mention intuitive and smart with dogs! Millie (my pup) loves her and Zoe, and they all have so much fun that Millie homes home tired and happy every time. I feel so comfortable sending her there, and love seeing the pictures of millie enjoying herself! Three cheers for Elena!!

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Emily J.
Sitter Profile Image: Cameron M.
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Cameron M.
from
$25
per day
5 out of 5.0 stars
20 reviews
9 repeat clients
2 years of experience
Madison, WI, 53719

Mika has stayed with Cameron many times now and always comes back tired and happy! Have never had an issue and Mika is always excited to run in the door for daycare. Only good things to say!

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Zachary H.
Sitter Profile Image: Mary Z.
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Mary Z.
Star Sitter
from
$35
per day
5 out of 5.0 stars
18 reviews
8 repeat clients
10 years of experience
Regent, Madison, WI, 53726

Wolfy had such a great day with Mary and her family. He can back very happy, and Mary sent several lovely photos of his time. Mary was also flexible with me when my plans changed after booking, which was so appreciated.

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Jeff K.
Sitter Profile Image: Julie Z.
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Julie Z.
Star Sitter
from
$36
per day
5 out of 4.9 stars
20 reviews
8 repeat clients
25 years of experience
Sunset Village, Madison, WI, 53705

Julie did great job making me and my dog Stella Watson very comfortable from meet and greet thru 1st daycare visit. Stella had wonderful time playing with Zilla and zooming around the yard and house. Will be hoping to visit again soon!

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Shelby L.
Sitter Profile Image: Gen A.
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Gen A.
Star Sitter
from
$35
per day
5 out of 5.0 stars
318 reviews
191 repeat clients
7 years of experience
Middleton, WI, 53562

Amazing! Our three pups hung out for a day while we went to an event, and they had lots of fun playing together and with Gen’s dogs! Lots of pictures of their day too ☺️

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Rachel C.
Sitter Profile Image: Kristin & Bruce M.
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Kristin & Bruce M.
Star Sitter
from
$30
per day
5 out of 5.0 stars
77 reviews
21 repeat clients
2 years of experience
Madison, WI, 53719

Kristin and Bruce provided exceptional daycare services. My senior dog initially had anxiety being in a different home. Kristen and Bruce were very attentive and made her feel comfortable.

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Jennifer P.
Sitter Profile Image: Michelle F.
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Michelle F.
from
$25
per day
5 out of 4.9 stars
24 reviews
3 repeat clients
10 years of experience
Leopold, Fitchburg, WI, 53713

I needed to leave town for the day and left my dog with her. She sent photos videos of my dog through out the day .i would recommend her .She took very good care of my dog Max . I will be using her services all the time .

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Luis L.
Sitter Profile Image: Lidan Y.
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Lidan Y.
from
$25
per day
10 years of experience
Verona, WI, 53593

About: I’ve always loved dogs and have been best friends with many of my friends’ and family’s pups over the years. I haven’t been able to have one of my own because I already have four sweet, healthy cats at home, but my heart has plenty of room for dogs, too. I follow dog videos every day on Instagram and TikTok and “virtually” care for so many pups through Reels—it’s my favorite part of the day. I’m excited to use Rover to finally spend time with dogs in real life, give them love, care, and fun walks, and make them feel safe and happy. I truly treat every pet like family, and I’d be honored to be your dog’s sitter or walker! I’m currently home full-time, so I have a very flexible schedule for pet sitting and drop-in visits. I’m available for morning, afternoon, and evening care every day, including weekends and holidays. I’ll always make time to give your pet lots of love, attention, and play! I live in a calm, pet-friendly home with four sweet and well-behaved cats. I make sure every pet feels safe, relaxed, and loved. I follow your care instructions closely and always provide a clean, quiet space. I’m attentive, gentle, and treat every pet as if they were my own.

Sitter Profile Image: Jiayi H.
Verified Enhanced Background Check
Jiayi H.
from
$30
per day
5 out of 5.0 stars
47 reviews
14 repeat clients
2 years of experience
Verona, WI, 53593

Benny seems to really enjoy his time with Jiayi, he always perks up with excitement when he realizes where he’s going. Jiayi is very responsive and sends lots of pictures and videos throughout the day.

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Angel C.
Sitter Profile Image: Robert N.
Verified Enhanced Background Check
Robert N.
Star Sitter
from
$36
per day
5 out of 5.0 stars
124 reviews
42 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert is great! Our dogs had a wonderful few days of doggy daycare at Robert's home. He was very responsive and accommodating on drop-offs and pick-ups. He sent plenty of pictures and the dogs came home happy every day.

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Bryan W.
Sitter Profile Image: Carli D.
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Carli D.
from
$30
per day
5 out of 5.0 stars
99 reviews
41 repeat clients
10 years of experience
Westmorland, Madison, WI, 53711

Carli was a great sitter! Benny had so much fun and was super tired when he came home. Would definitely recommend Carli to take care of your pets!

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Wes H.
Sitter Profile Image: Bevin R.
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Bevin R.
from
$25
per day
8 years of experience
Madison, WI, Madison, WI, 53717

About: I've had dogs all my life, of all shapes and sizes. Happy to work with you to meet all the needs of your little critter. I work from home so I am quite flexible and can come visit most times of the day. I also stay up late so late night visits are fine. Honestly, I am happy to work with you. Each pet is different, so if your pet has specific needs, I'm happy to do what will make them comfortable and happy.

Sitter Profile Image: Gina S.
Verified Background Check
Gina S.
from
$30
per day
5 out of 5.0 stars
8 reviews
2 repeat clients
15 years of experience
Middleton, WI, 53562

My little pup Macy had a wonderful, exciting day with Gina and her kiddos! She was given lots of love and attention - wore her out in the best way possible! Thank you so much Gina for taking good care of her!

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Jody R.
Sitter Profile Image: Polyanna N.
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Polyanna N.
Star Sitter
from
$45
per day
5 out of 5.0 stars
35 reviews
9 repeat clients
10 years of experience
Midvale Heights Community, Madison, WI, 53711

Polyanna was good with communicating throughout the day with text, pictures, and videos. She also was able to watch our dog with a 3 days notice.

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Emalie S.
Sitter Profile Image: Ava H.
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Ava H.
from
$20
per day
5 out of 5.0 stars
4 reviews
2 repeat clients
6 years of experience
Madison, WI, 53719

About: Hi, my name is Ava! I am looking to provide dog walking & check in services in the West Madison area. I am committed to providing individualized care, strong attention to detail, and genuine interest and compassion for animals. I grew up in a family that took in a variety of pets to provide a safe home. I am a strong believer in your fuzzy friends being your best friends! They deserve to be treated with care and love while you're away, just as I would want for my dog. I rescued my miniature pinscher 6 years ago and she is now 15 years old! She is both an old lady and still my little baby. I love all animals and I'm so excited to meet yours! I have experience working with children and youth with diverse needs, and that level of care and patience extends naturally to animals with anxiety, behavioral challenges, or special routines. My background in caregiving and support work has taught me to be highly responsible, communicative, and reliable. I’m organized, dependable, and quick to respond — qualities that give pet owners peace of mind. I also go the extra mile with photo updates, customized activities, and keeping pets happy and stress-free while their humans are away. I’m active and love outdoor time — whether it’s long walks, playing fetch, or trail adventures, I’m happy to match your dog’s energy level. I work from home so I have a flexible schedule from 7am-5pm, but it is not consistent every day. I am able to work my schedule around visits and walks if I have enough time to plan. Just message me with details! I could board pets during the day if it's a small dog with no aggression. I have a 15 year old miniature pinscher that gets anxious around medium-large dogs that have anxiety as well and/or some aggression. I am happy to do drop ins and walks throughout the day!

Sitter Profile Image: Holly T.
Verified Background Check
Holly T.
from
$40
per day
5 out of 4.5 stars
12 reviews
3 repeat clients
20 years of experience
Middleton, WI, 53562

Holly was very receptive to caring for our dog on short notice when we had to be in Madison for a family member’s hospitalization. The home, fenced in yard, companionship of their dog Mocha was wonderful for our little guy. I could tell he was exercised and loved while in her care.

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Denise F.
Sitter Profile Image: Naomi M.
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Naomi M.
from
$25
per day
5 out of 5.0 stars
4 reviews
1 repeat client
2 years of experience
Middleton, WI, 53562

About: I regularly walk and check in on a dog four times a week and have pet sat for several families. I’ve also helped care for my grandma’s dog over the years. I’m reliable, patient, and always make sure pets feel safe and cared for. I am currently on summer break, so I have a pretty high availability to care for pets — through boarding, quick walks, drop in visits, etc! I provide a calm, safe environment and always follow care instructions closely. Though I don’t have a fenced yard, I’m comfortable caring for dogs and cats — supervising pets carefully to ensure their safety and comfort at all times.

Sitter Profile Image: Jenna R.
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Jenna R.
from
$35
per day
10 years of experience
Middleton, WI, 53562

About: I’ve taken care of dogs since I was 10 or 11. I have had a dog growing up and am very responsible for caring for them and giving them what they need. I love all dogs and would love to give your dog the exercise it needs! I’m currently home from college and would love to work with pups over the summer! I’m pretty flexible on when and where I’m able to work! I have a dog at my home and I live right next to a park that I bring my dog to a bunch over the summer. My dog plays well with other dogs and would love some more company this summer!

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Sitter Profile Image: Natalie B.
Verified Background Check
Sitter Profile Image: Natalie B.
Verified Background Check

Natalie B.
Star Sitter

Stress-Free Trips Start with Me!
Hill Farms-University Neighborh, Madison, WI, 53705
2.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$30
per day
5 out of 5.0 stars
140 reviews
43 repeat clients
Profile image

Natalie took great care of Zara for us. We appreciated the added walks during her stay!

Availability updated yesterday
Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
Verified Background Check

Andrew L.
Rover 101
Star Sitter

Looking for a fur baby to love! 💜
Greenbush, Madison, WI, 53715
5.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$42
per day
5 out of 5.0 stars
165 reviews
61 repeat clients
Profile image

We love Uncle Drew! He has become like family to us and our dog Lenny. We are so lucky to have found him! Cannot say enough positive things about him.

Availability updated today
Sitter Profile Image: Elena A.
Verified Enhanced Background Check
Sitter Profile Image: Elena A.
Verified Enhanced Background Check

Elena A.

Loving Canine Care
Madison, WI, 53719
5.3 mi. away
Boarding, Doggy Day Care
from
$30
per day
5 out of 5.0 stars
111 reviews
35 repeat clients
Profile image

Elena is kind and attentive, not to mention intuitive and smart with dogs! Millie (my pup) loves her and Zoe, and they all have so much fun that Millie homes home tired and happy every time. I feel so comfortable sending her there, and love seeing the pictures of millie enjoying herself! Three cheers for Elena!!

Availability updated yesterday
Sitter Profile Image: Cameron M.
Verified Enhanced Background Check
Sitter Profile Image: Cameron M.
Verified Enhanced Background Check

Cameron M.

Hakuna Matata (No Worries)
Madison, WI, 53719
6.5 mi. away
Boarding, Doggy Day Care
from
$25
per day
5 out of 5.0 stars
20 reviews
9 repeat clients
Profile image

Mika has stayed with Cameron many times now and always comes back tired and happy! Have never had an issue and Mika is always excited to run in the door for daycare. Only good things to say!

Availability updated 8 days ago
Sitter Profile Image: Mary Z.
Verified Enhanced Background Check
Sitter Profile Image: Mary Z.
Verified Enhanced Background Check

Mary Z.
Star Sitter

Dog-loving home
Regent, Madison, WI, 53726
4.6 mi. away
Boarding, Doggy Day Care
from
$35
per day
5 out of 5.0 stars
18 reviews
8 repeat clients
Profile image

Wolfy had such a great day with Mary and her family. He can back very happy, and Mary sent several lovely photos of his time. Mary was also flexible with me when my plans changed after booking, which was so appreciated.

Availability updated 3 days ago
Sitter Profile Image: Julie Z.
Verified Enhanced Background Check
Sitter Profile Image: Julie Z.
Verified Enhanced Background Check

Julie Z.
Star Sitter

I let dogs be dogs!
Sunset Village, Madison, WI, 53705
3.5 mi. away
Boarding, Doggy Day Care
from
$36
per day
5 out of 4.9 stars
20 reviews
8 repeat clients
Profile image

Julie did great job making me and my dog Stella Watson very comfortable from meet and greet thru 1st daycare visit. Stella had wonderful time playing with Zilla and zooming around the yard and house. Will be hoping to visit again soon!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Gen A.
Verified Background Check
Sitter Profile Image: Gen A.
Verified Background Check

Gen A.
Rover 101
Star Sitter

Not your average pet care service!
Middleton, WI, 53562
3.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5 out of 5.0 stars
318 reviews
191 repeat clients
Profile image

Amazing! Our three pups hung out for a day while we went to an event, and they had lots of fun playing together and with Gen’s dogs! Lots of pictures of their day too ☺️

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kristin & Bruce M.
Verified Enhanced Background Check
Sitter Profile Image: Kristin & Bruce M.
Verified Enhanced Background Check

Kristin & Bruce M.
Star Sitter

100% Pawtastic dog sitting
Madison, WI, 53719
6.6 mi. away
Boarding, Doggy Day Care
from
$30
per day
5 out of 5.0 stars
77 reviews
21 repeat clients
Profile image

Kristin and Bruce provided exceptional daycare services. My senior dog initially had anxiety being in a different home. Kristen and Bruce were very attentive and made her feel comfortable.

Availability updated 2 days ago
Sitter Profile Image: Michelle F.
Verified Enhanced Background Check
Sitter Profile Image: Michelle F.
Verified Enhanced Background Check

Michelle F.

Simple & Loving Dog Care at Home
Leopold, Fitchburg, WI, 53713
6.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
5 out of 4.9 stars
24 reviews
3 repeat clients
Profile image

I needed to leave town for the day and left my dog with her. She sent photos videos of my dog through out the day .i would recommend her .She took very good care of my dog Max . I will be using her services all the time .

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

Lidan Y.

Your Dog’s New Best Friend
Verona, WI, 53593
4.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
10 years of experience

About: I’ve always loved dogs and have been best friends with many of my friends’ and family’s pups over the years. I haven’t been able to have one of my own because I already have four sweet, healthy cats at home, but my heart has plenty of room for dogs, too. I follow dog videos every day on Instagram and TikTok and “virtually” care for so many pups through Reels—it’s my favorite part of the day. I’m excited to use Rover to finally spend time with dogs in real life, give them love, care, and fun walks, and make them feel safe and happy. I truly treat every pet like family, and I’d be honored to be your dog’s sitter or walker! I’m currently home full-time, so I have a very flexible schedule for pet sitting and drop-in visits. I’m available for morning, afternoon, and evening care every day, including weekends and holidays. I’ll always make time to give your pet lots of love, attention, and play! I live in a calm, pet-friendly home with four sweet and well-behaved cats. I make sure every pet feels safe, relaxed, and loved. I follow your care instructions closely and always provide a clean, quiet space. I’m attentive, gentle, and treat every pet as if they were my own.

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

Jiayi H.

Welcome to Pooch Paradise!
Verona, WI, 53593
3.6 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5 out of 5.0 stars
47 reviews
14 repeat clients
Profile image

Benny seems to really enjoy his time with Jiayi, he always perks up with excitement when he realizes where he’s going. Jiayi is very responsive and sends lots of pictures and videos throughout the day.

Availability updated yesterday
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
4.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$36
per day
5 out of 5.0 stars
124 reviews
42 repeat clients
Profile image

Robert is great! Our dogs had a wonderful few days of doggy daycare at Robert's home. He was very responsive and accommodating on drop-offs and pick-ups. He sent plenty of pictures and the dogs came home happy every day.

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Carli D.
Verified Background Check
Sitter Profile Image: Carli D.
Verified Background Check

Carli D.

Home full time pet lover
Westmorland, Madison, WI, 53711
4.0 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5 out of 5.0 stars
99 reviews
41 repeat clients
Profile image

Carli was a great sitter! Benny had so much fun and was super tired when he came home. Would definitely recommend Carli to take care of your pets!

Availability updated 8 days ago
Sitter Profile Image: Bevin R.
Verified Enhanced Background Check
Sitter Profile Image: Bevin R.
Verified Enhanced Background Check

Bevin R.

Any pet is ok.
Madison, WI, Madison, WI, 53717
1.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$25
per day
8 years of experience

About: I've had dogs all my life, of all shapes and sizes. Happy to work with you to meet all the needs of your little critter. I work from home so I am quite flexible and can come visit most times of the day. I also stay up late so late night visits are fine. Honestly, I am happy to work with you. Each pet is different, so if your pet has specific needs, I'm happy to do what will make them comfortable and happy.

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

Gina S.

Welcome to the pack
Middleton, WI, 53562
3.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5 out of 5.0 stars
8 reviews
2 repeat clients
Profile image

My little pup Macy had a wonderful, exciting day with Gina and her kiddos! She was given lots of love and attention - wore her out in the best way possible! Thank you so much Gina for taking good care of her!

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

Polyanna N.
Star Sitter

Giant fun!
Midvale Heights Community, Madison, WI, 53711
3.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per day
5 out of 5.0 stars
35 reviews
9 repeat clients
Profile image

Polyanna was good with communicating throughout the day with text, pictures, and videos. She also was able to watch our dog with a 3 days notice.

Availability updated today
Sitter Profile Image: Ava H.
Verified Enhanced Background Check
Sitter Profile Image: Ava H.
Verified Enhanced Background Check

Ava H.

Friendly & Flexible Dog Walker!
Madison, WI, 53719
2.7 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per day
5 out of 5.0 stars
4 reviews
2 repeat clients

Ava is a compassionate, loving, caring, and responsible pet sitter and I would hire her in a heartbeat to care for my babies! She always gives endless love and affection to every animal she encounters. 10/10 recommend her for any pet sitting endeavor!

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

Holly T.

Dog lover my whole life!
Middleton, WI, 53562
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$40
per day
5 out of 4.5 stars
12 reviews
3 repeat clients
Profile image

Holly was very receptive to caring for our dog on short notice when we had to be in Madison for a family member’s hospitalization. The home, fenced in yard, companionship of their dog Mocha was wonderful for our little guy. I could tell he was exercised and loved while in her care.

Availability updated 14 days ago
Sitter Profile Image: Naomi M.
Verified Enhanced Background Check
Sitter Profile Image: Naomi M.
Verified Enhanced Background Check

Naomi M.

Reliable Dog Walker & Boarder!
Middleton, WI, 53562
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
5 out of 5.0 stars
4 reviews
1 repeat client

About: I regularly walk and check in on a dog four times a week and have pet sat for several families. I’ve also helped care for my grandma’s dog over the years. I’m reliable, patient, and always make sure pets feel safe and cared for. I am currently on summer break, so I have a pretty high availability to care for pets — through boarding, quick walks, drop in visits, etc! I provide a calm, safe environment and always follow care instructions closely. Though I don’t have a fenced yard, I’m comfortable caring for dogs and cats — supervising pets carefully to ensure their safety and comfort at all times.

Availability updated 3 days ago
Sitter Profile Image: Jenna R.
Verified Enhanced Background Check
Sitter Profile Image: Jenna R.
Verified Enhanced Background Check

Jenna R.

I’ll love your dog like it’s my own
Middleton, WI, 53562
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
10 years of experience

About: I’ve taken care of dogs since I was 10 or 11. I have had a dog growing up and am very responsible for caring for them and giving them what they need. I love all dogs and would love to give your dog the exercise it needs! I’m currently home from college and would love to work with pups over the summer! I’m pretty flexible on when and where I’m able to work! I have a dog at my home and I live right next to a park that I bring my dog to a bunch over the summer. My dog plays well with other dogs and would love some more company this summer!

Availability updated 4 days ago

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