Dog Boarding in Heritage Heights, Milwaukee, WI

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Top rated Heritage Heights dog boarders

1 / 1
Sitter Profile Image: Angela K.
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Angela K.
from
$40
per night
5 out of 5.0 stars
123 reviews
34 repeat clients
25 years of experience
Menomonee Falls, WI, 53051

My first time using Rover and it was a great experience with Angela! After my picky/ missy pup got settled in she did great and nice and tired coming home too. Angela was would always respond and send me daily updates. I will definitely use her again.

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Brooke C.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5 out of 5.0 stars
150 reviews
60 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda was amazing, she took amazing care of my dog,. he was spoiled, walked, cuddled and she even got him to play nice with another older dog! I truly appreciate a sitter that i can trust! she was knowledgeable, her family was calm and welcomed Gaige. Book her you won't be disappointed we will be back hopefully next month!

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Ajala O.
Sitter Profile Image: Kris P.
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Kris P.
from
$45
per night
5 out of 4.8 stars
13 reviews
4 repeat clients
30 years of experience
Whispering Hills, Milwaukee, WI, 53223

Kris. Thank you for taking care of Lulo 🥇 , It makes it easier to be away during our vacations knowing someone is caring him the same way we would! Kris is a wonderful pet sitter who took excellent care of our dog , She is very warm and friendly, So very pleased with her service!

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Claudia A.
Sitter Profile Image: Michelle G.
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Michelle G.
Star Sitter
from
$48
per night
5 out of 5.0 stars
143 reviews
33 repeat clients
10 years of experience
Wauwatosa, WI, 53233

Michelle was absolutely wonderful! She sent me regular updates, was very attentive to my puppies needs and was overall very kind. I would definitely let her watch my pup again!

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Aaron R.
Sitter Profile Image: Daniel R.
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Daniel R.
Star Sitter
from
$40
per night
5 out of 5.0 stars
62 reviews
15 repeat clients
15 years of experience
Menomonee River Hills, Milwaukee, WI, 53223

Daniel was super communicative and tentative to my dog Link. Link has strong separation anxiety and Daniel gave him the attention and exercise he needed to be comfortable while I was away. This was my first time using Rover and leaving Link with a sitter, and Daniel made the process very easy and reassuring!

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Sean E.
Sitter Profile Image: Doreen C.
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Doreen C.
from
$37
per night
5 out of 5.0 stars
141 reviews
47 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

I feel like when Jazz is with Doreen she’s on her own vacation. I know she’s in good hands. I will continue to trust Doreen with our future needs.

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Lynnmarie T.
Sitter Profile Image: Monique B.
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Monique B.
from
$40
per night
5 out of 5.0 stars
118 reviews
34 repeat clients
20 years of experience
Mequon, WI, 53097

10/10 recommend! Incredible experience. My dog doesn’t like going to a kennel and has separation anxiety and Monique made my dog feel so safe and comforted. I could really tell how much Monique loves dogs with how happy my dog is when we pulled in her driveway the second time he came here.

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Mackenzie D.
Sitter Profile Image: Michelle Y.
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Michelle Y.
Star Sitter
from
$46
per night
5 out of 5.0 stars
72 reviews
21 repeat clients
15 years of experience
Cooper Park, Milwaukee, WI, 53222

My pup is always so happy and comfortable with Michelle. She sends lots of pictures and updates. Michelle is our first choice when looking for a sitter!

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Hannah L.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5 out of 5.0 stars
197 reviews
63 repeat clients
20 years of experience
Brookfield, WI, 53005

My boys had a wonderful stay with Maria and Nayibe! They are so caring and really loved our boys as if they were their own. Maria and Nayibe also kept me up to date about how the boys were doing as well as taking care of our senior dog with all his medications and specialized food. I cannot recommend Maria and Nayibe more, and, in fact, I have already booked another stay for the boys this summer!

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Jessica Tanner M.
Sitter Profile Image: Sherry Z.
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Sherry Z.
Star Sitter
from
$40
per night
5 out of 5.0 stars
34 reviews
7 repeat clients
30 years of experience
Pheasant Run, Milwaukee, WI, 53224

Sherry was wonderful with Nukka! She provided updates regularly, gave Nukka lots of love and walks. When a slight health issue arose, Sherry immediately notified me so I was aware of what she was seeing. I was able to get Nukka into the vet the following day for treatment! Thanks for taking such good care of our girl!!

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Tori S.
Sitter Profile Image: Tegra R.
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Tegra R.
Star Sitter
from
$44
per night
5 out of 5.0 stars
44 reviews
15 repeat clients
30 years of experience
Silver Spring, Milwaukee, WI, 53218

Tegra went way beyond in flexibility for our drop off and pick up times. She is wonderful with animals. We'll definitly be using her again. Thank you Tegra for everything!!

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Cecille P.
Sitter Profile Image: Giovanna Z.
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Giovanna Z.
from
$40
per night
5 out of 5.0 stars
12 reviews
1 repeat client
7 years of experience
Menomonee Falls, WI, 53051

Giovanna is awesome! I was concerned about my pups because sometimes they can be a handful. Giovanna didn’t even bat an eye at my high energy herding dogs. She sent pics and kept them busy. Every pic had big happy smiles.

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Dona H.
Sitter Profile Image: Katharine & Michael S.
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Katharine & Michael S.
Star Sitter
from
$44
per night
5 out of 5.0 stars
18 reviews
5 repeat clients
35 years of experience
Wauwatosa, WI, 53213

Katharine and Michael were able to help me out in an emergencies situation and were so wonderful to work with. Gus was well cared for and came home happy and content. I will absolutely work with them again in the future.

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Lenore B.
Sitter Profile Image: Gwyn W.
Verified Enhanced Background Check
Gwyn W.
Star Sitter
from
$38
per night
5 out of 5.0 stars
18 reviews
4 repeat clients
30 years of experience
Germantown, WI, 53022

Gwyn was wonderful. Kubo had a great time with her pups and was taken care of like he was family. Thank you Gwyn for helping our vacation be stress free knowing our fur baby was in good hands.

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Nicole C.
Sitter Profile Image: Ann & Arman M.
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Ann & Arman M.
Star Sitter
from
$35
per night
5 out of 5.0 stars
17 reviews
8 repeat clients
26 years of experience
Fox Point, WI, 53217

Ann & Arman were incredible! Gracious, warm and welcoming are just a few adjectives to describe them. Darby was welcomed with open arms and treated like family from the moment she got there. They kept in touch throughout her stay, sending photos and notes which we appreciated. Almost afraid to give 5 stars so they'll available when we need them :)

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Carrie S.
Sitter Profile Image: Janice G.
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Janice G.
Star Sitter
from
$40
per night
5 out of 5.0 stars
15 reviews
5 repeat clients
30 years of experience
Wauwatosa, WI, 53226

Janice was great with our Frenchie Otis. He can be timid when staying at new locations and Janice made sure he was comfortable and provided us with plenty of videos, pictures, and updates. I would recommend Janice for your pup!

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Ben N.
Sitter Profile Image: Michael J K.
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Michael J K.
Star Sitter
from
$40
per night
5 out of 4.9 stars
176 reviews
96 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

MJ and his wife were so caring towards Stevie while we were away! They cared for him like he was their own, and sent so many thoughtful updates. Stevie was sad to leave at the end of his stay with them. Thank you!!

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Rachel W.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$30
per night
5 out of 5.0 stars
9 reviews
1 repeat client
20 years of experience
Wauwatosa, WI, 53213

We couldn't be happier with Sarah! Her and her family were incredibly reliable, warm & welcoming, and went above and beyond to ensure Moose was comfortable and well-cared for. When our flight was changed last minute, Sarah was understanding and flexible. We appreciated the daily updates and so many amazing photos. It was so reassuring to see how happy Moose was during his stay. We highly recommend Sarah to anyone looking for a trustworthy and caring dog sitter! We will absolutely be rebooking for our next vacation.

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Rebecca Z.
Sitter Profile Image: Scott & Ashley S.
Verified Enhanced Background Check
Scott & Ashley S.
Star Sitter
from
$44
per night
5 out of 5.0 stars
32 reviews
8 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott was great at communicating with us about our Libby while she was staying with him and sent lots of pictures. Which was great! I wouldn’t hesitate to use Scott again should the need arise. Thank you Scott!

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Lynn S.
Sitter Profile Image: Perseus M.
Verified Enhanced Background Check
Perseus M.
Star Sitter
from
$55
per night
5 out of 5.0 stars
38 reviews
8 repeat clients
15 years of experience
Milwaukee, WI, 53223

Perseus and his partner were fantastic! Our pup can be really apprehensive around strangers, especially men. They both were so calm and patient with her, and really helped her settle in. By the second day, she was sitting on Perseus's lap and running up to him to give kisses! I appreciate their demeanor and professionalism so much; we will definitely board with them again.

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vandehyl
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Loving dog boarding sitters in your neighborhood

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Sitter Profile Image: Angela K.
Verified Background Check
Sitter Profile Image: Angela K.
Verified Background Check

Angela K.

We’ll Keep Their Tail Waggin
Menomonee Falls, WI, 53051
1.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
123 reviews
34 repeat clients
Profile image

My first time using Rover and it was a great experience with Angela! After my picky/ missy pup got settled in she did great and nice and tired coming home too. Angela was would always respond and send me daily updates. I will definitely use her again.

Availability updated yesterday
Sitter Profile Image: Yolanda W.
Verified Enhanced Background Check
Sitter Profile Image: Yolanda W.
Verified Enhanced Background Check

Yolanda W.
Star Sitter

I miss our pup & hope 2 spoil yours
Brown Deer, WI, 53223
4.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
150 reviews
60 repeat clients
Profile image

Yolanda was amazing, she took amazing care of my dog,. he was spoiled, walked, cuddled and she even got him to play nice with another older dog! I truly appreciate a sitter that i can trust! she was knowledgeable, her family was calm and welcomed Gaige. Book her you won't be disappointed we will be back hopefully next month!

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

Kris P.

Caring dog owner!
Whispering Hills, Milwaukee, WI, 53223
3.5 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 4.8 stars
13 reviews
4 repeat clients
Profile image

Kris. Thank you for taking care of Lulo 🥇 , It makes it easier to be away during our vacations knowing someone is caring him the same way we would! Kris is a wonderful pet sitter who took excellent care of our dog , She is very warm and friendly, So very pleased with her service!

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Michelle G.
Verified Enhanced Background Check
Sitter Profile Image: Michelle G.
Verified Enhanced Background Check

Michelle G.
Rover 101
Star Sitter

Welcome to my Home!
Wauwatosa, WI, 53233
5.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$48
per night
5 out of 5.0 stars
143 reviews
33 repeat clients
Profile image

Michelle was absolutely wonderful! She sent me regular updates, was very attentive to my puppies needs and was overall very kind. I would definitely let her watch my pup again!

Availability updated today
Sitter Profile Image: Daniel R.
Verified Enhanced Background Check
Sitter Profile Image: Daniel R.
Verified Enhanced Background Check

Daniel R.
Rover 101
Star Sitter

Newly Fenced in Yard!
Menomonee River Hills, Milwaukee, WI, 53223
1.7 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
62 reviews
15 repeat clients
Profile image

Daniel was super communicative and tentative to my dog Link. Link has strong separation anxiety and Daniel gave him the attention and exercise he needed to be comfortable while I was away. This was my first time using Rover and leaving Link with a sitter, and Daniel made the process very easy and reassuring!

Availability updated 2 days ago
Sitter Profile Image: Doreen C.
Verified Background Check
Sitter Profile Image: Doreen C.
Verified Background Check

Doreen C.
Rover 101

A Tail to Tell
Menomonee Falls, WI, 53051
4.5 mi. away
Boarding
from
$37
per night
5 out of 5.0 stars
141 reviews
47 repeat clients
Profile image

I feel like when Jazz is with Doreen she’s on her own vacation. I know she’s in good hands. I will continue to trust Doreen with our future needs.

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

Monique B.

A Safe, Spacious Retreat for Dogs!
Mequon, WI, 53097
9.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
118 reviews
34 repeat clients
Profile image

10/10 recommend! Incredible experience. My dog doesn’t like going to a kennel and has separation anxiety and Monique made my dog feel so safe and comforted. I could really tell how much Monique loves dogs with how happy my dog is when we pulled in her driveway the second time he came here.

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

Michelle Y.
Star Sitter

Trusted & Insured Dog Mom 🐾❤
Cooper Park, Milwaukee, WI, 53222
5.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$46
per night
5 out of 5.0 stars
72 reviews
21 repeat clients
Profile image

My pup is always so happy and comfortable with Michelle. She sends lots of pictures and updates. Michelle is our first choice when looking for a sitter!

Availability updated today
Sitter Profile Image: Maria & Nayibe B.
Verified Enhanced Background Check
Sitter Profile Image: Maria & Nayibe B.
Verified Enhanced Background Check

Maria & Nayibe B.
Star Sitter

The Best Vacation for your Dogs!
Brookfield, WI, 53005
7.8 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
197 reviews
63 repeat clients
Profile image

My boys had a wonderful stay with Maria and Nayibe! They are so caring and really loved our boys as if they were their own. Maria and Nayibe also kept me up to date about how the boys were doing as well as taking care of our senior dog with all his medications and specialized food. I cannot recommend Maria and Nayibe more, and, in fact, I have already booked another stay for the boys this summer!

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

Sherry Z.
Rover 101
Star Sitter

25+ years vet clinic experience!
Pheasant Run, Milwaukee, WI, 53224
1.6 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
34 reviews
7 repeat clients
Profile image

Sherry was wonderful with Nukka! She provided updates regularly, gave Nukka lots of love and walks. When a slight health issue arose, Sherry immediately notified me so I was aware of what she was seeing. I was able to get Nukka into the vet the following day for treatment! Thanks for taking such good care of our girl!!

Availability updated yesterday
Sitter Profile Image: Tegra R.
Verified Enhanced Background Check
Sitter Profile Image: Tegra R.
Verified Enhanced Background Check

Tegra R.
Star Sitter

The right Mama to care 4 your baby
Silver Spring, Milwaukee, WI, 53218
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$44
per night
5 out of 5.0 stars
44 reviews
15 repeat clients
Profile image

Tegra went way beyond in flexibility for our drop off and pick up times. She is wonderful with animals. We'll definitly be using her again. Thank you Tegra for everything!!

Availability updated 5 months ago
Sitter Profile Image: Giovanna Z.
Verified Enhanced Background Check
Sitter Profile Image: Giovanna Z.
Verified Enhanced Background Check

Giovanna Z.

Pawsome Dog Sitter: Trusted Care!
Menomonee Falls, WI, 53051
3.4 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
12 reviews
1 repeat client
Profile image

Giovanna is awesome! I was concerned about my pups because sometimes they can be a handful. Giovanna didn’t even bat an eye at my high energy herding dogs. She sent pics and kept them busy. Every pic had big happy smiles.

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
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
7.4 mi. away
Boarding, Doggy Day Care
from
$44
per night
5 out of 5.0 stars
18 reviews
5 repeat clients
Profile image

Katharine and Michael were able to help me out in an emergencies situation and were so wonderful to work with. Gus was well cared for and came home happy and content. I will absolutely work with them again in the future.

Availability updated 10 days ago
Sitter Profile Image: Gwyn W.
Verified Enhanced Background Check
Sitter Profile Image: Gwyn W.
Verified Enhanced Background Check

Gwyn W.
Star Sitter

Furbaby playground!
Germantown, WI, 53022
5.7 mi. away
Boarding, Doggy Day Care
from
$38
per night
5 out of 5.0 stars
18 reviews
4 repeat clients
Profile image

Gwyn was wonderful. Kubo had a great time with her pups and was taken care of like he was family. Thank you Gwyn for helping our vacation be stress free knowing our fur baby was in good hands.

Availability updated 7 days ago
Sitter Profile Image: Ann & Arman M.
Verified Enhanced Background Check
Sitter Profile Image: Ann & Arman M.
Verified Enhanced Background Check

Ann & Arman M.
Star Sitter

Active, loving family
Fox Point, WI, 53217
7.6 mi. away
Boarding
from
$35
per night
5 out of 5.0 stars
17 reviews
8 repeat clients
Profile image

Ann & Arman were incredible! Gracious, warm and welcoming are just a few adjectives to describe them. Darby was welcomed with open arms and treated like family from the moment she got there. They kept in touch throughout her stay, sending photos and notes which we appreciated. Almost afraid to give 5 stars so they'll available when we need them :)

Availability updated today
Sitter Profile Image: Janice G.
Verified Enhanced Background Check
Sitter Profile Image: Janice G.
Verified Enhanced Background Check

Janice G.
Star Sitter

Loving care for your dog
Wauwatosa, WI, 53226
6.0 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
15 reviews
5 repeat clients
Profile image

Janice was great with our Frenchie Otis. He can be timid when staying at new locations and Janice made sure he was comfortable and provided us with plenty of videos, pictures, and updates. I would recommend Janice for your pup!

Availability updated 14 days ago
Sitter Profile Image: Michael J K.
Verified Background Check
Sitter Profile Image: Michael J K.
Verified Background Check

Michael J K.
Star Sitter

They'll be loved while you're gone!
Grasslyn Manor, Milwaukee, WI, 53216
5.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 4.9 stars
176 reviews
96 repeat clients
Profile image

MJ and his wife were so caring towards Stevie while we were away! They cared for him like he was their own, and sent so many thoughtful updates. Stevie was sad to leave at the end of his stay with them. Thank you!!

Availability updated 8 days ago
Sitter Profile Image: Sarah K.
Verified Enhanced Background Check
Sitter Profile Image: Sarah K.
Verified Enhanced Background Check

Sarah K.

Dog lover with lots of experience!
Wauwatosa, WI, 53213
6.0 mi. away
Boarding
from
$30
per night
5 out of 5.0 stars
9 reviews
1 repeat client
Profile image

We couldn't be happier with Sarah! Her and her family were incredibly reliable, warm & welcoming, and went above and beyond to ensure Moose was comfortable and well-cared for. When our flight was changed last minute, Sarah was understanding and flexible. We appreciated the daily updates and so many amazing photos. It was so reassuring to see how happy Moose was during his stay. We highly recommend Sarah to anyone looking for a trustworthy and caring dog sitter! We will absolutely be rebooking for our next vacation.

Availability updated 21 days ago
Sitter Profile Image: Scott & Ashley S.
Verified Enhanced Background Check
Sitter Profile Image: Scott & Ashley S.
Verified Enhanced Background Check

Scott & Ashley S.
Star Sitter

Away? We allow your dogs to play!
Waukesha, WI, 53186
11.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$44
per night
5 out of 5.0 stars
32 reviews
8 repeat clients
Profile image

Scott was great at communicating with us about our Libby while she was staying with him and sent lots of pictures. Which was great! I wouldn’t hesitate to use Scott again should the need arise. Thank you Scott!

Availability updated today
Sitter Profile Image: Perseus M.
Verified Enhanced Background Check
Sitter Profile Image: Perseus M.
Verified Enhanced Background Check

Perseus M.
Rover 101
Star Sitter

Caring & Respectful Animal Lover
Milwaukee, WI, 53223
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5 out of 5.0 stars
38 reviews
8 repeat clients
Profile image

Perseus and his partner were fantastic! Our pup can be really apprehensive around strangers, especially men. They both were so calm and patient with her, and really helped her settle in. By the second day, she was sitting on Perseus's lap and running up to him to give kisses! I appreciate their demeanor and professionalism so much; we will definitely board with them again.

Availability updated yesterday
Confirmed availability for Labor Day Weekend

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