Dog Boarding Highwood Estates

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Over 62
pet parents in Highwood Estates have booked dog boarding

Highwood Estates, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Stacey M.
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Stacey M.
Star Sitter
from
$32
per night
5.0 out of 5 stars
62 reviews
24 repeat clients
3 years of experience
Fairview, Milwaukee, WI, 53219

Stacey and family took great care of my Ollie dog. Sent photos and updates daily and were very accommodating on drop off and pickup times. Will definitely book again.

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Brent S.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
23 reviews
7 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

I highly recommend Laura! Her easy-going & friendly demeanor was evident from our first meeting, making my decision to leave Rupert with her for a long weekend a no brainer. I really appreciated the updates & photos she shared throughout Rupert's stay with her. It was apparent when I picked him up, that he had enjoyed his time with Laura & her pup, Diesel. I will absolutely book with Laura again!

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Mary Beth L.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
113 reviews
41 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee was great with my dog, Sariah! She sent updates with pictures throughout the weekend, which was much appreciated. We will definitely book her again when we need a sitter.

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

Mary and her husband are wonderful! Our dog had a great time at their home. Mary sent updates and pictures. Will definitely be using Mary again! Thank you!!

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Jackie F.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott and his dog Lucy were a great match for Roo! I received multiple picture updates and he was great at communicating. We met up beforehand to ensure a good match, and it was clear Scott has a natural way with dogs. Would gladly rebook!

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Jack P.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
399 reviews
127 repeat clients
20 years of experience
Brookfield, WI, 53005

Maria and Nayibe were amazing with Copper. They send photos regularly and updated us on how he’s doing and were very flexible. Copper enjoyed his stay with them!

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Anu M.
Sitter Profile Image: Tracy S.
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Tracy S.
Star Sitter
from
$25
per night
5.0 out of 5 stars
25 reviews
5 repeat clients
15 years of experience
West Allis, WI, 53214

Tracy was great with Hana and gave frequent updates and pictures. Tracy clearly has great experience taking care of dogs with all types of temperaments and I felt Hana was in great hands!

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Karli S.
Sitter Profile Image: Kathy & Brad K.
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Kathy & Brad K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
61 reviews
23 repeat clients
30 years of experience
Greendale, WI, 53129

Words cannot express how wonderful Kathy and Brad are as dog sitters! We left our pup with them for the first time and got wonderful picture updates and knew she was in great hands and we didn’t worry about her one bit. Thank you again!!!!

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Sarah V.
Sitter Profile Image: Daniel & Holly L.
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Daniel & Holly L.
from
$38
per night
4.9 out of 5 stars
487 reviews
197 repeat clients
45 years of experience
West Allis, WI, 53219

My dog enjoyed his stay with Dan and Holly. They asked a lot of questions before the stay and made sure the dog (and I) were comfortable. No complaints! Would recommend.

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Lauren B.
Sitter Profile Image: Zachary S.
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Zachary S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
23 reviews
3 repeat clients
15 years of experience
Fairview, Milwaukee, WI, 53219

Our dog loved her stay with Zach. He was very professional and flexible with our unique drop off/pick up needs. Would recommend him to anyone looking for a dog sitter.

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Robert P.
Sitter Profile Image: Brooke K.
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Brooke K.
from
$55
per night
5.0 out of 5 stars
106 reviews
36 repeat clients
20 years of experience
West Allis, WI, 53227

We couldn’t have asked for a better pet sitter than Brooke for our sweet boy, West! From the very beginning, she went above and beyond to ensure West felt loved and cared for in our absence. Brooke is incredibly attentive, reliable, and clearly passionate about pets. She kept us updated with pictures and messages, which reassured us that he was happy, safe, and having a great time. It’s clear she treats pets like family, and we continue to book her again and again. If you’re looking for a trustworthy, kind, and loving pet sitter, Brooke is the one! Thank you, Brooke, for taking such wonderful care of West.

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

Becky was amazing with my dog, I left him for around 5 days and she updated me everyday regarding his stay. Her backyard was so amazing, my dog was out having fun with the other dogs under her care. This was my first time dog boarding and she made this process so smooth and stress free. Would definitely recommend her!

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Nidhi N.
Sitter Profile Image: Sarah J.
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Sarah J.
from
$40
per night
5.0 out of 5 stars
518 reviews
94 repeat clients
5 years of experience
West allis, WI, 53219

Our dog Carter stayed with Sarah for 2 weeks, she was great about sending us updates and pictures. Before that, he did some daycares at her place and walks around our neighborhood. She truly loves animals and have experience dealing with energetic dogs. Carter is always happy to see her and was a happy boy when we went to pick him up. Thank you, Sarah! Carter will definetely be coming back when we need boarding or daycare.

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Beatriz A.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$47
per night
5.0 out of 5 stars
98 reviews
24 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott and Ashley were fantastic. Their back yard was perfect for Piper to run around in and they took fantastic care of her. They were extremely communicative as well. I look forward to Piper staying at their house again!

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Lucas M.
Sitter Profile Image: Maxwell E.
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Maxwell E.
from
$30
per night
1 repeat client
20 years of experience
West Allis, WI, 53227

About: I have had a deep compassion for all animals my whole life, wanting nothing more but for them to be happy. When your furry family members are with me, safety and entertainment will be of top priority. Giving love is second nature to me and I will be at full attention with your dog. Fun and exercise with plenty of fresh air guaranteed! I have specific walking routes to know where your pet will always be at all times , and communication will be as frequently as desired. Pictures will be posted regularly. Part of how I reach maximum comfortability for your dog is by using famiar language (commands) and learning it's habits and rituals. Everything has a personality and I try hard to learn what your dogs is like. Last but not least, I am all breed friendly!

Sitter Profile Image: dawn s.
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dawn s.
Star Sitter
from
$45
per night
4.9 out of 5 stars
57 reviews
29 repeat clients
20 years of experience
West Allis, WI, 53214

Dawn and her family provided a comforting setting for our dog Astro. He was the only client they had for the stay which to us is just what he likes. He’s not much a social one, but tolerates well with other dogs if he has to! They paid Astro lots of attention when he needed it. Kept us up to date on anything that was important to tell us and sent pictures to show us he’s doing well! He’s pretty easy to take care of and not a trouble maker for anybody and he knew he was in good hands! Also, we liked that Dawn has a fenced in backyard! Big plus! Thanks again! Mike and Liz

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Mike C.
Sitter Profile Image: Olivia T.
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Olivia T.
from
$45
per night
5.0 out of 5 stars
21 reviews
8 repeat clients
10 years of experience
Muskego, WI, 53150

Olivia is great with dogs and is my favorite person to have watch my old dog. Fantastic care as usual. She is comfortable administering medications too!

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Dawn M.
Sitter Profile Image: Nikki G.
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Nikki G.
from
$50
per night
5.0 out of 5 stars
56 reviews
12 repeat clients
25 years of experience
Brookfield, WI, 53005

We recently left our 5-year-old Golden with Nikki for a week, and she did an absolutely incredible job! From the moment I dropped him off, I knew he was in great hands. This was our first time leaving him with someone outside of close family friends, and he had a wonderful experience. I would 100% trust Nikki with him again in the future! Throughout his stay, Nikki sent multiple updates and photos each day, which was so thoughtful and very much appreciated. Basil loved spending time outside in the fenced-in backyard and had a blast snuggling and playing with Nikki’s kids. Thank you so much, Nikki, for taking such amazing care of our boy!

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Natalie C.
Sitter Profile Image: Alexis S.
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Alexis S.
from
$60
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
12 years of experience
Highwood Estates, Milwaukee, WI, 53219

Alexis is absolutely amazing! I highly recommend her! She sent us daily updates and I know that our dog absolutely adores her. We will be using her in the future.

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Sarah V.
Sitter Profile Image: Debbie L.
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Debbie L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
73 reviews
18 repeat clients
50 years of experience
Oak Creek, WI, 53154

Debbie was great! She was very on top of things with my pup Reggie. She set up a meet and greet ahead of time to ensure we were both comfortable with Reggie spending the night and it put my mind at ease. I completely trust her to take great care of my pup. Highly recommend!

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Allie D.
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The median cost per night for dog boarding in Highwood Estates is $45

Dog parents share their Rover experiences - Highwood Estates

1 / 1
5.0 out of 5 stars

Tyler was very responsive and provided updates throughout stay. We also appreciate his flexibility and willingness to care for dog on short notice. Dogs happy. We’re happy. Thanks Tyler!

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Nick M.
Boarding
5.0 out of 5 stars

Excellent dog-sitter. I have 2 retired racing greyhounds, and the girls seemed love it- Especially the noce, gated backyard and lounging all over the place. Definitely a 5.5 star sitter that went above and beyond.

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Dave B.
Boarding
5.0 out of 5 stars

Anne has been a dream to work with as we slowly get our very anxious girl ready foe her first week away from us. We all feel much better about traveling knowing that Louise ia in such caring hands!

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Heather K.
Boarding
5.0 out of 5 stars

Marilynn was perfect for my buddy to hang out with while I was out of town. She kept me up to date with messages & pictures throughout the whole time & was patient with him during all the fireworks on the 4th of July

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Jason D.
Boarding
5.0 out of 5 stars

Tracy and her son Spencer did a nice job keeping the pups entertained on a long hot weekend. Their communication, pictures throughout the day and knowing they were able to play with other pups made for a full day of sleeping after bringing them home.

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Wendy P.
Boarding
5.0 out of 5 stars

Scott makes everything easy for dropping off and picking up our dog; and Lucy is the sweet, playful buddy for any dig.

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maria o.
Boarding
5.0 out of 5 stars

As always, Stajia was absolutely incredible with my sweet Buckman! She was very informative of what his days were like while I was out of town. It’s very clear just how much she loves my little guy when I’m not seoind

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Melissa L.
Boarding
5.0 out of 5 stars

Brooke is absolutely amazing!! She takes care of my dog as if it were her own. I am so grateful knowing she is in great care with Brooke.

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Leslie A.
Boarding
5.0 out of 5 stars

Jessica and her family were awesome! They took care of Felix like he is one of their own. I loved getting the picture and message updates. His vacation was just as great as ours, and now he has a new pal with Chippy. 😁

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Carrie Y.
Boarding
5.0 out of 5 stars

Jill was excellent in keeping our two dogs on the 4th of July. Everything was perfect including a quiet and cool house for our dogs, to a perfect backyard they could sniff around in. Thank you again Jill and if we are back in Milwaukee we will be sure to book with you again.

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Josh R.
Boarding
5.0 out of 5 stars

Kim is so amazing with Qwerty! He stayed with her twice, and each time she was kind and patient. He is always happy and well cared for with her. It gives us so much peace of mind knowing our baby is in such good hands. Highly recommend Kim!

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Esha J.
Boarding
5.0 out of 5 stars

Brianna took great care of Link while I was away! He settled in quickly and came back happy. Responsive and communicative as well!

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Sean E.
Boarding
5.0 out of 5 stars

Mary took such good care of my Arty. She sent daily pictures and videos to keep us updated. Arty looked so happy and my daughter arrived to drop him off he ran into the yard like he has known them all his life. I now have a loving home Arty can come to when I am traveling and know that he is taken care of and gets lots of exercise and affection.

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Zuwena C.
Boarding
5.0 out of 5 stars

Alyssa did a great job taking care of our dog, Oliver! He seemed to have a great time and we appreciated them making sure he was having fun and was happy. Thank you so much!

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Cori K.
Boarding
5.0 out of 5 stars

Sarah was great with Simba! He did one overnight & l she communicated with me very well (sent over pictures & responded fast as well). This was the first time Simba came back home relaxed & happy (not stressed or relieved to be home). Which made us feel very pleased & comfortable that Sarah had taken great care of Simba. We already have upcoming bookings with her !

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Keylinne C.
Boarding
5.0 out of 5 stars

Teresa did a great job with Jake. He came home well rested and calm. We will use Teresa again, in the future.

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Martha H.
Boarding
5.0 out of 5 stars

Kelle did a great job watching my 2 dogs! She provided daily updates and walked them during her lunch break on days she was in the office. Thank you, Kelle!!

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Julie W.
Boarding
5.0 out of 5 stars

Rebecca, Ryan, and their kids were. Great fit for our semi-active dogs. They came home worn out from a weekend playing outdoors and getting a lot of love!

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Jennifer R.
Boarding
5.0 out of 5 stars

Dan and Holly are so sweet and they really care about your dogs well being. You can really tell they consider all their guest dogs part of the family. They take safety and intake seriously, they have a form with all questions about behaviors they might run into. I felt so safe leaving Nala with them, they really know what they’re doing! I will be booking with them again.

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Teresa S.
Boarding
5.0 out of 5 stars

There’s no-one more reliable and sweet with pups than Stacey. She texts pictures and narrative updates; very friendly and accommodating too. I highly recommend Stacey and her husband.

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Jennifer S.
Boarding
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Sitters in Highwood Estates average 11
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