Dog Boarding In Heritage Heights

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Top rated Heritage Heights dog boarders

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

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Sitter Profile Image: Amy R.
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Amy R.
from
$35
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
20 years of experience
Wauwatosa, WI, 53222

Riley had such a great experience, and I truly can’t say enough good things. Communication was amazing from start to finish, and she was so flexible when our flights changed, which took a huge weight off my shoulders. She even sent pictures without us asking which we absolutely loved and really appreciated. Her kids and mother were incredibly kind and Riley also got along so well with their dog, Annalise. Riley isn’t around other dogs very often, so I was a little nervous, but they did great together and it made me so happy to hear how well she adjusted. Honestly, the whole experience felt so comfortable… like I’ve known them for a long time. That says a lot when you’re trusting someone with your dog. I would absolutely use them again without hesitation. I think Riley may have even found herself a new best friend 🐾

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Renee B.
Sitter Profile Image: Angela K.
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Angela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
147 reviews
37 repeat clients
25 years of experience
Menomonee Falls, WI, 53051

Angela and her family watched our dog for a week while we were on vacation. Angela was very courteous and great to work with. She has a big fenced in yard and two friendly dogs. She sent lots of pictures with daily updates. Our dog seemed very happy with her family and we wouldn't hesitate to book with her again. Thanks Angela!

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

Sherry Z. Is fantastic! We left our pup, Juneau, with her for the weekend while we traveled out of town. She was warm and attentive to our pet, and sent updates and photos throughout the weekend. We will definitely book Sherry again the next time we travel.

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Sandy M.
Sitter Profile Image: Jes B.
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Jes B.
from
$38
per night
5.0 out of 5 stars
93 reviews
48 repeat clients
15 years of experience
Bradley Estates, Milwaukee, WI, 53223

We've been using DogVacay since our dog was a puppy. Almost 3 years later, we're beyond thrilled with the service, especially since it led us to Jes & Alex. I feel good knowing Jackson is in good, loving hands. With Jes' extensive experience with dogs, I know Jackson gets the care & attention he needs. He always comes home happy & tired! With their sprawling ranch property, our dog has plenty of room to run & enjoys being part of a pack for a few days. We get great feedback & regular texts/pics during his stay. We're so happy Jackson has a home away from home! Jes & Alex make this the easiest part of our travel!

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Rebecca G.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$40
per night
5.0 out of 5 stars
4 reviews
15 years of experience
Capitol Heights, Milwaukee, WI, 53218

Ashley and her family did an excellent job watching my two pups. Both seemed to be enjoying themselves while I was away. I got updates and pictures periodically so I was always in the know of what they were up to. Ashley was accommodating with time drop off and pick up. I appreciate the time and love you spent with my babies.

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Kyla T.
Sitter Profile Image: Amanda C.
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Amanda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
18 years of experience
Germantown, WI, 53022

Would definitely recommend Amanda as a sitter! Easy communication, easy to book, I appreciated the couple check ins during my dog’s stay! My dog came back looking well taken care of, happy, and tired from her exercise! Will definitely be using Amanda again!

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Morgan C.
Sitter Profile Image: Daniel R.
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Daniel R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
80 reviews
17 repeat clients
15 years of experience
Menomonee River Hills, Milwaukee, WI, 53223

Daniel was fantastic!!! He was quick to communicate, arranged a meet and greet with our three crazy pups, and was a hit with our pack! I was out of state for work when my husband dropped off pups to join me. Daniel sent photos of happy pack before my hubby even made it to the airport. He quickly learned the personalities of our fur babies and treated them as his own. They were all happy amd tired when they returned home at the end of the weekend. THANK YOU DANIEL!!!

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Mandi B.
Sitter Profile Image: Madison & Joseph S.
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Madison & Joseph S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
33 reviews
5 repeat clients
10 years of experience
Menomonee River Hills, Milwaukee, WI, 53225

Madison and Joseph were great! They were extremely communicative through the entire stay and sent pictures frequently. Piper loved playing with Knox. We will be back again!

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

Luna loves going to Ann and Arman’s. They and their kids are so good with her and I love getting updates and pictures from them. Wonderful dog sitters.

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Kathy P.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$45
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
16 years of experience
Borchert Field, milwaukee, WI, 53121

My dog seemed to love her stay with Jessica, and I was given frequent updates.

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Laura G.
Sitter Profile Image: Cindy T.
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Cindy T.
Star Sitter
from
$55
per night
4.9 out of 5 stars
603 reviews
360 repeat clients
30 years of experience
Wauwatosa, WI, 53222

This was my first time using a dog sitter (unbeknownst to Cindy) and the experience was amazing! Cindy was extremely accommodating, she sent pictures everyday and I'd recommend her to everyone!

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Nathan C.
Sitter Profile Image: Kris P.
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Kris P.
Star Sitter
from
$40
per night
4.7 out of 5 stars
15 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: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
178 reviews
74 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda and her family did a wonderful job with Gizmo. It was our first time leaving him for a week and with someone through Rover. Yolanda's patience, kindness, and experience brought me relief knowing that my dog was in great hands. She did everything possible to calm my anxiety-ridden fur baby and made him comfortable; kept me updated and was responsive; sent me photos; and was very easy/flexible to work with. By the end of the week, Gizmo was playing with other dogs and taking long walks twice a day, which he never does! He's been home for almost 24 hours and I can tell he misses Yolanda, but mostly, he's been sleeping like a baby. LOL. I couldn't thank Yolanda and her family enough. I finally found someone who was willing to take in my dog and refused to give up on him even when times were hard. I highly recommend her services! I've found my FOREVER dog sitter :) Thank you again Yolanda!!

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Kathy Mn' L.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$39
per night
4.9 out of 5 stars
18 reviews
3 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

This was our first time using Rover. We had last minute work done in our house where the cats had to be gone. Aidan and Dani were amazingly patient with our four cats who have quite unique personalities.

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Amy B.
Sitter Profile Image: Gwyn W.
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Gwyn W.
Star Sitter
from
$42
per night
5.0 out of 5 stars
29 reviews
5 repeat clients
30 years of experience
Germantown, WI, 53022

Gwyn treats my dog like I treat him, and he responds in kind to her. My dog Teddy is actually excited to stay with her, and I can leave him with her with confidence, knowing that he will be happy and well cared for. This is especially important for me, because Teddy is a cavalier (a companion breed), and separation from me is normally very difficult for him. Gwyn has also always been flexible, which is also important, given my travel schedule. I am thankful to Gwyn for her good care of Teddy.

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Kurt H.
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
339 reviews
107 repeat clients
20 years of experience
Brookfield, WI, 53005

It’s been tough finding an overnight sitter for our senior dog and Maria and Nayibe were a perfect fit! Our dog loved their fenced in backyard and enjoyed socializing with other small dogs as well. They sent daily updates along with photos and videos to ensure our dog was enjoying his stay. We’re happy we found someone we can rely on for our future trips! Highly recommend!

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Carol K.
Sitter Profile Image: Jessica s.
Verified Enhanced Background Check
Jessica s.
Star Sitter
from
$35
per night
5.0 out of 5 stars
53 reviews
15 repeat clients
10 years of experience
Whispering Hills, Milwaukee, WI, 53223

Jessica was wonderful! Very communicative regarding my dog and he came back in such good spirits! It was hard leaving my senior dog for almost a week, but she was very kind and sent lots of pictures and videos. Would definitely work with her again.

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Amanda S.
Sitter Profile Image: Giovanna Z.
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Giovanna Z.
from
$45
per night
5.0 out of 5 stars
24 reviews
4 repeat clients
7 years of experience
Menomonee Falls, WI, 53051

She did a great job watching Petey and every day she sent me pictures and a text how his day was and what they did.. I will decently have her watch Petey again..

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Ann Marie J.
Sitter Profile Image: Scott & Ashley S.
Verified Enhanced Background Check
Scott & Ashley S.
Star Sitter
from
$44
per night
5.0 out of 5 stars
73 reviews
18 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott and Ashley took great care of our dog! They communicated well and made sure he was well taken care of with walks and play time. They clearly genuinely cared about him. We would definitely book with them again in the future.

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Aaron G.
Sitter Profile Image: Monique B.
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Monique B.
from
$40
per night
5.0 out of 5 stars
222 reviews
59 repeat clients
20 years of experience
Mequon, WI, 53097

Monique was great! Communicated everyday to let me know how Roscoe was doing and sent him home with a great report card that let me know overall how things went. Roscoe had a great time there!!

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Ashley S.
1 / 1
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Heritage Heights dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

I loved that Madison and Joseph sent updates throughout the whole stay. Auggie has been so tired after playing with Knox all week! I would definitely recommend them!

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Megan G.
Boarding
5.0 out of 5 stars

Samantha was great! We booked a last minute trip and she was incredibly accommodating, letting us drop him off really early in the morning. She is very laid back and calm with the dogs. She sent daily updates and Barkley loved playing with her dogs! We would love to use her again to watch Barkley.

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Lisa T.
Boarding
5.0 out of 5 stars

Sherry was very accommodating and attentive to our girl as she wasn’t feeling her best. She communicated with us throughout her stay. She played with and walked our girl. I would definitely recommend Sherry.

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Lynn S.
Boarding
5.0 out of 5 stars

Couldn’t be happier with Angela as our pug sitter. It’s like leaving our kids with family. Simply the best!

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Gary And Mary S.
Boarding
5.0 out of 5 stars

Angela provided great care for my dogs. She was flexible, communicative, and patient, as the dogs settled into a new space and place.

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Molly R.
Boarding
5.0 out of 5 stars

Daniel is so good with our incredibly strong, high energy dog. He takes such tender care of her, and gives her tons of exercise. We will always go with him as long as he is free!

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Kelsey E.
Boarding
5.0 out of 5 stars

I never had to leave my dog with someone overnight b4. I didnt want to Kennel for a few days. I was happy to find someone so close to me and Grover seemed to have a good time. And Dani sent me pictures when Grover would cooperate enough for a picture to be snapped so I had the peace of mind that my dog was safe and happy.

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Daniel M.
Boarding
5.0 out of 5 stars

Xao was very communicative while our dog stayed with her! Our little guy is pretty low maintenance so it was a pretty uneventful stay but it was nice to know he was in good and caring hands. Xao is very responsive and easy to work with. I would definitely recommend!

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Anne D.
Boarding
5.0 out of 5 stars

Michelle was awesome! Sent pics and videos everyday! Kourage loves them and we will definitely use her again!!!

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Krystynn T.
Boarding
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  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Heritage Heights dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Heritage Heights.

Rover makes it easy to find Heritage Heights dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.