Dog Boarding in Havenwoods, Milwaukee

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Yolanda W.
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Sitter Profile Image: Yolanda W.
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1. Yolanda W.

Star Sitter
I miss our pup & hope 2 spoil yours
Brown Deer, WI, 53223
2.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
30 reviews
11 repeat clients
from
$40
per night

Yolanda was amazing to work with! She is a consummate professional and did everything she could to make sure my wife and I felt comfortable with our pup being in her care. We know our pup is in great hands with Yolanda!

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Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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2. Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
3.7 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
559 reviews
340 repeat clients
from
$45
per night

Cindy was a fantastic sitter and my dog Winnie was so much less stressed compared upon coming home compared to staying at a kennel/boarding place. Cindy sent frequent updates and photos as to how our dog was doing. I was injured on this snowboarding trip and needed to modify our reservation for an extra day and Cindy was truly understanding and helped accommodate for us. We will definitely use her in the future!

Sitter Profile Image: kiki A.
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Sitter Profile Image: kiki A.
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3. kiki A.

Star Sitter
Animal lover & nurturer
Silver Spring, Milwaukee, WI, 53218
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
6 repeat clients
from
$30
per night

We had the pleasure of having Kiki watch over our beloved Kody during Thanksgiving break, and we couldn’t be more impressed and her for the exceptional care she provided. Kiki’s genuine love for animals shines through in every interaction with Kody. Her attention to detail, reliability, and warmth created an environment where Kody not only felt comfortable and safe but genuinely happy. Kiki went above and beyond ensuring we had photos his ever loving personality during his time with her.🐾 We are incredibly thankful for Kiki’s outstanding service and wholeheartedly recommend her to anyone seeking a reliable and caring pet sitter.

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Sitter Profile Image: Daniel R.
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Sitter Profile Image: Daniel R.
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4. Daniel R.

Rover 101
Star Sitter
I treat all pets like my own
Menomonee River Hills, Milwaukee, WI, 53223
2.2 mi. away
Boarding
5.0 out of 5 stars
25 reviews
7 repeat clients
from
$35
per night

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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Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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5. Kim S.

Star Sitter
Never lived a day without a pet
Glendale, WI, 53217
3.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
62 reviews
20 repeat clients
from
$48
per night

Kim did such a wonderful job caring for my pup, even when he was a bit hard to handle right away. She was communicative and transparent and worked hard to make sure that he was active, comfortable, and well-loved. I wouldn’t hesitate to recommend her services.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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6. Rhonda G.

Star Sitter
Love to walk and cuddle.
Whitefish Bay, WI, 53217
4.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
87 reviews
41 repeat clients
from
$30
per night

Rhonda did a great job watching Lucy over night. When I came to pick Lucy up, she was very happy and contented. I would definitely have Lucy stay with Rhonda in the future.

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Sitter Profile Image: Douglas & Lindsay S.
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Sitter Profile Image: Douglas & Lindsay S.
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7. Douglas & Lindsay S.

Lots of space & love for your dog!
Glendale, WI, 53217
3.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$40
per night

Luna had THE BEST TIME with Douglas and Lindsay. They were overly attentive and treated her like their own. They sent daily updates and photos and kept Luna busy with lots of walks and entertainment. Highly recommend these two!!!

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Sitter Profile Image: Auria R.
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Sitter Profile Image: Auria R.
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8. Auria R.

Star Sitter
Home full time, LOVE dogs!!!
Glendale, WI, 53209
2.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
100 reviews
50 repeat clients
from
$50
per night

Auria was great! Louie immediately fell in love with her and was glued to her ankles. He was well cared for, following his typical (and somewhat unique) routines. He also enjoyed having Dallas (Auria’s dog) to play with. We will definitely use Auria’s services again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ryan T.
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Sitter Profile Image: Ryan T.
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9. Ryan T.

Work from home Dog Father
Milwaukee, WI, 53217
3.6 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
14 reviews
2 repeat clients
from
$28
per night

Rosie was so relaxed and happy when I picked her up. I know she was in very good hands. Communication with Ryan was fantastic. I was very grateful for the pictures and up dates on my pup.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hannah R.
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Sitter Profile Image: Hannah R.
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10. Hannah R.

Star Sitter
Lover of furry friends!
Riverwest, Milwaukee, WI, 53212
4.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
82 reviews
19 repeat clients
from
$35
per night

Hannah was great very flexible with drop off and pick up times, gave updates on how Nala was doing while I was out of town and Nala seemed very happy and content when I picked her up.

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Sitter Profile Image: Elizabeth K.
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Sitter Profile Image: Elizabeth K.
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11. Elizabeth K.

Star Sitter
We’ll meet your dogs’ needs!
Grasslyn Manor, Milwaukee, WI, 53216
3.3 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
7 repeat clients
from
$32
per night

Elizabeth and her family took great care of my dog, Reba. She was communicative and flexible with me and provided sweet picture updates for me. I have already re-booked with Elizabeth to watch Reba, again!

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Sitter Profile Image: Sherry Z.
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Sitter Profile Image: Sherry Z.
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12. Sherry Z.

Rover 101
Star Sitter
25+ years vet clinic experience!
Pheasant Run, Milwaukee, WI, 53224
4.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
19 reviews
3 repeat clients
from
$40
per night

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.

Sitter Profile Image: Michael J K.
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Sitter Profile Image: Michael J K.
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13. Michael J K.

They'll be loved while you're gone!
Grasslyn Manor, Milwaukee, WI, 53216
2.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
138 reviews
87 repeat clients
from
$35
per night

MJ was great, my usually shy skittish dog immediately felt comfortable and started playing with the other dogs staying there. MJ clearly understands animals

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Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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14. Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
4.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$35
per night

Jenn was an amazing sitter with great communication and attentiveness to our pups! One of our dogs had hurt his leg the day before his stay and she made sure to keep an eye on it and made sure he rested. Our anxious pup felt right at home and got lots of walks and cuddles. Thank you Jenn, we will be sure to think of you for future bookings!

Sitter Profile Image: Cassandra D.
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Sitter Profile Image: Cassandra D.
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15. Cassandra D.

Star Sitter
Dog lover :)
Menomonee Falls, WI, 53051
5.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
9 repeat clients
from
$40
per night

Cassandra was awesome taking care of Millie, quick to respond to any questions and made her feel at home and part of her family. She sent me daily updates and pics which made me feel much better leaving our puppy for her first stay other than at home with us.

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Sitter Profile Image: Lizzy B.
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Sitter Profile Image: Lizzy B.
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16. Lizzy B.

Rover 101
Work from Home Dog Mom
Kops Park, Milwaukee, WI, 53222
4.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
from
$35
per night

Pickles had a great time at Lizzy’s!!! He played with Clover, had a great time at the dog park, and got all the love! He would love to go back!

Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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17. Tegra R.

Star Sitter
The right Mama to care 4 your baby
Silver Spring, Milwaukee, WI, 53218
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
9 repeat clients
from
$35
per night

Tegra was quick to reapond to any communication. We had many concerns because our dog was recently adopted, not fully trained, and a tripod! She was very helpful and flexible. Our dog was happy and secure when we picked him up! So grateful for Tegra!

Sitter Profile Image: KC M.
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Sitter Profile Image: KC M.
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18. KC M.

Star Sitter
Home full time w/large fenced yard!
Wauwatosa, WI, 53225
3.9 mi. away
Boarding
5.0 out of 5 stars
56 reviews
42 repeat clients
from
$55
per night

Good communication and very friendly. Sent picture updates and was very flexible with pick up and drop off times. My husky was exhausted, I can tell she enjoyed her stay there. Will be a repeat customer.

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Sitter Profile Image: Ryan & Zari B.
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Sitter Profile Image: Ryan & Zari B.
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19. Ryan & Zari B.

Star Sitter
Big time snuggle/play buddy 🥰🐾
Milwaukee, WI, 53213
4.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
5 reviews
4 repeat clients
from
$40
per night

Ryan & Zari took amazing care of Edison on such short notice. Sent daily updates with pictures & videos and made sure he got plenty of play time with their dog Jax who is such a sweetheart. We will happy to have them watch Edison again

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Leah C.
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Sitter Profile Image: Leah C.
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20. Leah C.

Animal Loving Teacher
Kops Park, Milwaukee, WI, 53222
3.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
3 reviews
3 repeat clients
from
$30
per night

We recently moved to the area and this was our first time leaving our dog for a weekend away. Leah was so sweet and very responsive. She sent pictures and updates daily which allowed us to enjoy our time away knowing that our pooch was in good hands. I highly recommend Leah and would use her again!!!

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When it comes to dog boarding, dog owners in Havenwoods, Milwaukee, WI love Rover.com. Over 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of dog boarding in Havenwoods may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Havenwoods dog boarding. It's easy to find the perfect dog sitter. Many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Havenwoods, Milwaukee, WI has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 75,000 sitters who've listed their services on Rover. When you book Havenwoods dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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