Dog Boarding in Maitland Park, Milwaukee

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Top rated Maitland Park dog boarders

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Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$45
per night
5 out of 5.0 stars
124 reviews
44 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

Rebecca is a great sitter! Our dogs always love going to her house. Communication is great, and our dogs come home happy and tired from running and playing in Rebecca’s huge yard.

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Julia G.
Sitter Profile Image: Amy K.
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Amy K.
Star Sitter
from
$35
per night
5 out of 5.0 stars
98 reviews
32 repeat clients
28 years of experience
Cudahy, WI, 53110

Amy and her family were absolutely amazing. My dog, who is normally very fearful of new people, warmed up to them so quickly and I could tell he had so much fun during boarding based on how well he slept when he got home! This was my first experience using Rover and I was nervous but Amy made mine and my dog’s experience a great one; I would 100% board with Amy again!!

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Amy C.
Sitter Profile Image: Kathy & Brad K.
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Kathy & Brad K.
Star Sitter
from
$40
per night
5 out of 5.0 stars
52 reviews
19 repeat clients
30 years of experience
Greendale, WI, 53129

Kathy was very nice, and easy to talk to. She provided care on pretty short notice to my baby Winifred, and treated her amazingly. She was very honest about care for Winifred, and let me know at the end of stay any troubles or accidents my demon caused her. My favorite thing was her sending me pictures every day! It made me feel very secure about the health and welfare of my pup!

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Blanca B.
Sitter Profile Image: Carly & Steven M.
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Carly & Steven M.
Star Sitter
from
$45
per night
5 out of 5.0 stars
28 reviews
5 repeat clients
29 years of experience
Franklin, WI, 53132

Carly and Steven were so great!! I had my pups daycare cancel last minuet and they were happy to accommodate. They were attentive and patient with my pup as he got adjusted and did a great job of making him feel comfortable while being away from home. Carly always kept me updated throughout his time there as well which was super important to me. I could tell Hank really enjoyed his time there and we would be very happy to use them again :)

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Haley R.
Sitter Profile Image: Debbie L.
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Debbie L.
Star Sitter
from
$50
per night
5 out of 5.0 stars
59 reviews
15 repeat clients
50 years of experience
Oak Creek, WI, 53154

Debbie took great care of our dog, she took her on so many adventures and checked in with pictures! She also handled our dog’s medications without issues. Definitely will book her next time we need a dog sitter!

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Rachel J.
Sitter Profile Image: Daniel & Holly L.
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Daniel & Holly L.
Star Sitter
from
$36
per night
5 out of 4.9 stars
459 reviews
188 repeat clients
45 years of experience
West Allis, WI, 53219

Buster was so happy at Daniels house. The second time that we brought buster to Daniels, he sprinted up to the front door and ran right inside to the stash of bones in the kitchen. Daniel and his wife provided amazing care for Buster and were very responsive and flexible to meet our needs. Buster can't wait to go back soon!

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Ry P.
Sitter Profile Image: Karla D.
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Karla D.
from
$45
per night
5 out of 5.0 stars
1 review
5 years of experience
Oakcreek, WI, 53154

Titus had a blast with Karla! She was great about communicating with us throughout his stay with her and understanding of his needs as a rescue dog.

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Nathan P.
Sitter Profile Image: Elba M.
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Elba M.
Star Sitter
from
$45
per night
5 out of 5.0 stars
159 reviews
60 repeat clients
6 years of experience
Cudahy, WI, 53110

Luna seemed to really enjoy her stay, which I learned from her lack of running to the front door to leave when I arrived. Elba is caring and provides excellent exercise with walks and a fenced in yard.

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Pamela S.
Sitter Profile Image: Sarah J.
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Sarah J.
Star Sitter
from
$40
per night
5 out of 5.0 stars
302 reviews
67 repeat clients
5 years of experience
West allis, WI, 53219

Sarah had great communication both before and throughout my dog’s stay with her. Really appreciated the pics she sent and it was great being able to relax and know my pup was in good hands. Thanks so much!

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Maureen D.
Sitter Profile Image: Ashlee K.
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Ashlee K.
from
$35
per night
5 out of 5.0 stars
69 reviews
27 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

I needed last minute boarding and Ashley was eager to help. She was a great communicator and took great care of Duncan. I definitely recommend boarding with Ashley.

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Heather R.
Sitter Profile Image: Mary H.
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Mary H.
Star Sitter
from
$50
per night
5 out of 5.0 stars
18 reviews
3 repeat clients
25 years of experience
Fernwood, Milwaukee, WI, 53207

Flex was happy to have stayed with Mary. We received multiple pictures of their activities. Mary's very communicative. Would use her again and recommend to others.

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Jason W.
Sitter Profile Image: Hannah H.
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Hannah H.
from
$35
per night
5 out of 4.9 stars
8 reviews
2 repeat clients
10 years of experience
Greenfield, WI, 53220

Hannah is great about quick responses and communication when watching my dog! She is sure to get her out for daily exercise and my dog is always happy and calm when I pick her up!

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Makayla I.
Sitter Profile Image: Lillian T.
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Lillian T.
from
$35
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
5 years of experience
Polonia, Milwaukee, WI, 53215

Lillian was so great with my Gus. I got lots of videos & photos during his stay to reassure me that my pup was doing well. She took him to dog parks & on a hike & I could tell he was having a blast! Lillian was a great communicator with me and I would definitely book again!

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Taylor S.
Sitter Profile Image: Kristi B.
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Kristi B.
from
$40
per night
5 out of 5.0 stars
33 reviews
17 repeat clients
19 years of experience
Franklin, WI, 53221

Miko loved staying with kristi! She sent me the cutest videos and pictures of my little guy. And was so friendly and accommodating for my last minute booking! I would definitely have him stay again if needed!

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Emily M.
Sitter Profile Image: Katharine & Michael S.
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Katharine & Michael S.
Star Sitter
from
$39
per night
5 out of 5.0 stars
16 reviews
2 repeat clients
35 years of experience
Wauwatosa, WI, 53213

Katharine and Michael and their boys watched Hazel for a week. It was very clear that they took great care of her and that she had a wonderful stay. Will definitely use them again!

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Brian H.
Sitter Profile Image: Hannah K.
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Hannah K.
from
$60
per night
5 out of 5.0 stars
499 reviews
214 repeat clients
13 years of experience
Cudahy, WI, 53110

Hannah is oir trusted sitter and we know we don't have to worry about our dogs when they are with her. She is able to care for our diabetic dog which is not easy to find!

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Kailie H.
Sitter Profile Image: Christina F.
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Christina F.
Star Sitter
from
$40
per night
5 out of 5.0 stars
11 reviews
3 repeat clients
20 years of experience
Franklin, WI, 53132

I would highly recommend Christina if you are looking for someone to care for your pup while you’re away! She’s a great communicator and sent pics often! I could relax knowing he was in good hands. Thank you!

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Amanda G.
Sitter Profile Image: Mary G.
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Mary G.
Star Sitter
from
$45
per night
5 out of 5.0 stars
83 reviews
24 repeat clients
25 years of experience
Greenfield, WI, 53228

Mary took great care of Luna, and sent lots of photos and videos which we really appreciated. So comforting to have a reliable person when we go out of town again. Will be calling on Mary again for any dogsitting needs!

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Daisy C.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$35
per night
5 out of 4.9 stars
174 reviews
54 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa took great care of my dog while I was away for about a week! She sent lots of cute and cozy pictures of him hanging out with her animals and was always easy to get in touch with. She also did a good job handling his food aggression and making adjustments to make things work for everyone. I’d definitely recommend her!

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Sylvia B.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$55
per night
5 out of 5.0 stars
179 reviews
66 repeat clients
7 years of experience
Bay View, Milwaukee, WI, 53207

Next time we need a sitter I would love it to be Blythe - she took amazing care of my dog Lily and sent me pictures :) Felt so good seeing Lily so comfortable and happy while we were apart. I think Lily misses her!!

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Kat E.
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Sitter Profile Image: Rebecca S.
Verified Enhanced Background Check
Sitter Profile Image: Rebecca S.
Verified Enhanced Background Check

Rebecca S.
Star Sitter

Trainer w/ lrg fenced in yard
Town Of Lake, Milwaukee, WI, 53207
2.6 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
124 reviews
44 repeat clients
Profile image

Rebecca is a great sitter! Our dogs always love going to her house. Communication is great, and our dogs come home happy and tired from running and playing in Rebecca’s huge yard.

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

Amy K.
Star Sitter

Honored w/the Opportunity to Help
Cudahy, WI, 53110
3.8 mi. away
Boarding, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
98 reviews
32 repeat clients
Profile image

Amy and her family were absolutely amazing. My dog, who is normally very fearful of new people, warmed up to them so quickly and I could tell he had so much fun during boarding based on how well he slept when he got home! This was my first experience using Rover and I was nervous but Amy made mine and my dog’s experience a great one; I would 100% board with Amy again!!

Availability updated today
Sitter Profile Image: Kathy & Brad K.
Verified Enhanced Background Check
Sitter Profile Image: Kathy & Brad K.
Verified Enhanced Background Check

Kathy & Brad K.
Star Sitter

Your Dog's Home Away from Home
Greendale, WI, 53129
4.7 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
52 reviews
19 repeat clients
Profile image

Kathy was very nice, and easy to talk to. She provided care on pretty short notice to my baby Winifred, and treated her amazingly. She was very honest about care for Winifred, and let me know at the end of stay any troubles or accidents my demon caused her. My favorite thing was her sending me pictures every day! It made me feel very secure about the health and welfare of my pup!

Availability updated today
Sitter Profile Image: Carly & Steven M.
Verified Enhanced Background Check
Sitter Profile Image: Carly & Steven M.
Verified Enhanced Background Check

Carly & Steven M.
Star Sitter

SAHM eager to help with your pets!
Franklin, WI, 53132
4.7 mi. away
Boarding, Drop-In Visits
from
$45
per night
5 out of 5.0 stars
28 reviews
5 repeat clients
Profile image

Carly and Steven were so great!! I had my pups daycare cancel last minuet and they were happy to accommodate. They were attentive and patient with my pup as he got adjusted and did a great job of making him feel comfortable while being away from home. Carly always kept me updated throughout his time there as well which was super important to me. I could tell Hank really enjoyed his time there and we would be very happy to use them again :)

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

Debbie L.
Star Sitter

Pampered pooch
Oak Creek, WI, 53154
1.7 mi. away
Boarding
from
$50
per night
5 out of 5.0 stars
59 reviews
15 repeat clients
Profile image

Debbie took great care of our dog, she took her on so many adventures and checked in with pictures! She also handled our dog’s medications without issues. Definitely will book her next time we need a dog sitter!

Availability updated 18 days ago
Sitter Profile Image: Daniel & Holly L.
Verified Background Check
Sitter Profile Image: Daniel & Holly L.
Verified Background Check

Daniel & Holly L.
Rover 101
Star Sitter

Warm, loving, home like suroundings
West Allis, WI, 53219
5.3 mi. away
Boarding, Doggy Day Care
from
$36
per night
5 out of 4.9 stars
459 reviews
188 repeat clients
Profile image

Buster was so happy at Daniels house. The second time that we brought buster to Daniels, he sprinted up to the front door and ran right inside to the stash of bones in the kitchen. Daniel and his wife provided amazing care for Buster and were very responsive and flexible to meet our needs. Buster can't wait to go back soon!

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

Karla D.

I'm a early morning person!
Oakcreek, WI, 53154
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
1 review
Profile image

Titus had a blast with Karla! She was great about communicating with us throughout his stay with her and understanding of his needs as a rescue dog.

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

Elba M.
Rover 101
Star Sitter

Wiggle waggle and roll!
Cudahy, WI, 53110
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
159 reviews
60 repeat clients
Profile image

Luna seemed to really enjoy her stay, which I learned from her lack of running to the front door to leave when I arrived. Elba is caring and provides excellent exercise with walks and a fenced in yard.

Availability updated 6 days ago
Sitter Profile Image: Sarah J.
Verified Enhanced Background Check
Sitter Profile Image: Sarah J.
Verified Enhanced Background Check

Sarah J.
Star Sitter

I’m awkward with humans.
West allis, WI, 53219
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
302 reviews
67 repeat clients
Profile image

Sarah had great communication both before and throughout my dog’s stay with her. Really appreciated the pics she sent and it was great being able to relax and know my pup was in good hands. Thanks so much!

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

Ashlee K.

Pets are family 💕
Silver City, Milwaukee, WI, 53215
5.8 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
69 reviews
27 repeat clients
Profile image

I needed last minute boarding and Ashley was eager to help. She was a great communicator and took great care of Duncan. I definitely recommend boarding with Ashley.

Availability updated 6 days ago
Sitter Profile Image: Mary H.
Verified Enhanced Background Check
Sitter Profile Image: Mary H.
Verified Enhanced Background Check

Mary H.
Star Sitter

Your pets home away from home ❤️
Fernwood, Milwaukee, WI, 53207
4.1 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
18 reviews
3 repeat clients
Profile image

Flex was happy to have stayed with Mary. We received multiple pictures of their activities. Mary's very communicative. Would use her again and recommend to others.

Availability updated 14 days ago
Sitter Profile Image: Hannah H.
Verified Enhanced Background Check
Sitter Profile Image: Hannah H.
Verified Enhanced Background Check

Hannah H.

Longtime dog lover!
Greenfield, WI, 53220
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 4.9 stars
8 reviews
2 repeat clients
Profile image

Hannah is great about quick responses and communication when watching my dog! She is sure to get her out for daily exercise and my dog is always happy and calm when I pick her up!

Availability updated 14 days ago
Sitter Profile Image: Lillian T.
Verified Background Check
Sitter Profile Image: Lillian T.
Verified Background Check

Lillian T.

Experienced and playful dog lover!
Polonia, Milwaukee, WI, 53215
3.6 mi. away
Boarding, House Sitting, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

Lillian was so great with my Gus. I got lots of videos & photos during his stay to reassure me that my pup was doing well. She took him to dog parks & on a hike & I could tell he was having a blast! Lillian was a great communicator with me and I would definitely book again!

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

Kristi B.

Seniors welcome!
Franklin, WI, 53221
2.0 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
33 reviews
17 repeat clients
Profile image

Miko loved staying with kristi! She sent me the cutest videos and pictures of my little guy. And was so friendly and accommodating for my last minute booking! I would definitely have him stay again if needed!

Availability updated 82 days ago
Sitter Profile Image: Katharine & Michael S.
Verified Enhanced Background Check
Sitter Profile Image: Katharine & Michael S.
Verified Enhanced Background Check

Katharine & Michael S.
Star Sitter

We ❤️ Dogs! Both WFH, Walk Tons
Wauwatosa, WI, 53213
7.8 mi. away
Boarding, Doggy Day Care
from
$39
per night
5 out of 5.0 stars
16 reviews
2 repeat clients
Profile image

Katharine and Michael and their boys watched Hazel for a week. It was very clear that they took great care of her and that she had a wonderful stay. Will definitely use them again!

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

Hannah K.
Rover 101

I will treat your dogs like my own!
Cudahy, WI, 53110
3.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
499 reviews
214 repeat clients
Profile image

Hannah is oir trusted sitter and we know we don't have to worry about our dogs when they are with her. She is able to care for our diabetic dog which is not easy to find!

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

Christina F.
Star Sitter

Animal Lover Foster Volunteer💜🐾
Franklin, WI, 53132
5.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
11 reviews
3 repeat clients
Profile image

I would highly recommend Christina if you are looking for someone to care for your pup while you’re away! She’s a great communicator and sent pics often! I could relax knowing he was in good hands. Thank you!

Availability updated 2 days ago
Sitter Profile Image: Mary G.
Verified Enhanced Background Check
Sitter Profile Image: Mary G.
Verified Enhanced Background Check

Mary G.
Star Sitter

I have a big fenced in yard and luv
Greenfield, WI, 53228
4.8 mi. away
Boarding
from
$45
per night
5 out of 5.0 stars
83 reviews
24 repeat clients
Profile image

Mary took great care of Luna, and sent lots of photos and videos which we really appreciated. So comforting to have a reliable person when we go out of town again. Will be calling on Mary again for any dogsitting needs!

Availability updated 6 days ago
Sitter Profile Image: Lisa W.
Verified Enhanced Background Check
Sitter Profile Image: Lisa W.
Verified Enhanced Background Check

Lisa W.
Star Sitter

Here to be kind to your pets!
Bay View, MILWAUKEE, WI, 53207
4.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 4.9 stars
174 reviews
54 repeat clients
Profile image

Lisa took great care of my dog while I was away for about a week! She sent lots of cute and cozy pictures of him hanging out with her animals and was always easy to get in touch with. She also did a good job handling his food aggression and making adjustments to make things work for everyone. I’d definitely recommend her!

Availability updated 7 days ago
Sitter Profile Image: Blythe R.
Verified Background Check
Sitter Profile Image: Blythe R.
Verified Background Check

Blythe R.
Star Sitter

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
3.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
179 reviews
66 repeat clients
Profile image

Next time we need a sitter I would love it to be Blythe - she took amazing care of my dog Lily and sent me pictures :) Felt so good seeing Lily so comfortable and happy while we were apart. I think Lily misses her!!

Availability updated 3 days ago

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