Dog Boarding in Havenwoods, Milwaukee, WI
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Havenwoods dog boarders

“Yolanda is GREAT! She is very accommodating as my flight was delayed and I was two hours late picking my gremlins up. Her home is very clean and organized, and best of all my boys has bonded with her. I would definitely recommend to new and current clients. There is no doubt of future bookings with Yolanda, as she is now the boys home away from home.”


“Michelle was a great dog sitter for my two dogs. Quick and frequent communication, pickup and drop off went well and could tell she had the interest of all dogs in mind. Lots of walks and pictures too!”


“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!”


“First time using Daniel and longest vacation away from my dog (19 days). He gave excellent daily communication and updates as needed. When there was an issue or concern. He was very transparent and honest. Which made me feel more trusting of his care for my dog. Plenty of attention and exercise for my dog. It was a great dog vacation for him. Daniel is another great Rover app sitter. Highly trusted and recommend.”


“Michelle was so awesome! Communicative, kind, and so sweet to my little guy! Stuart definitely enjoyed his stay and I felt great knowing he was in good hands :)”


“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.”


“Our boarding experience with Monique was FANTASTIC! This was the first time we boarded our pup Oliver with an individual in their home. Monique is super experienced and professional. She KNOWS dogs!! Her clean, spacious, and beautiful home is expertly appointed for optimal dog comfort and safety, with specific configurations to ensure separation from other dogs (when necessary, if there are other dogs boarding concurrently). The expansive backyard and fenced in area are perfect for outdoor time. At our meet & greet appointment, Monique walked us through her entire process, and provided a brochure with very helpful details about her policies and procedures. Closer to our trip, she sent us a clear and helpful checklist/tip list to prepare for Oliver's stay. While we were gone, Monique shared really fun updates and photos. After our trip, when we picked Oliver up Monique gave us a "doggy report card" with a detailed summary of Oliver's stats each day (eating, sleeping, moods, potty times, interactions with other dogs, etc.), as well as a parting treat for Oliver. We are SO pleased with our experience and will definitely go back to Monique the next time we need boarding!! Would give more than 5 stars if I could! 😊🐶”


“Angela was amazing! She was flexible with drop off/pick up, sent us pictures/videos of our Olive. I felt very comfortable having our dog stay with her and her family. Will definitely use again in the future when we go out of town. Thank you!!!”


“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 :)”


“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!!”


“Felt very comfortable leaving my doggy with Rhonda! She really takes good care of your dog and gives them plenty of exercise. She’s great at sending pictures and making you feel at ease knowing your doggy is in good hands!!”


“Really enjoyed working with MJ. He's flexible, accommodating and responds promptly via Rover. My dog has had limited exposure to cats, so really appreciated the time MJ took to introduce Brooklyn to his cats and ensure they were ok. Brooklyn came back tired (tired = lots of fun = happy) and seemed to have had an awesome time.”


“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.”



“Auria was excellent. Her communication skills were great (very important). She easily accommodated special requests - such as taking a birthday photo of my dog for my daughter’s birthday while we are away.”


“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.”



“Our puppy had a great first time with Doreen. She sent daily updates and photos to keep us up to date with how he was doing. We felt very comfortable leaving our puppy with Doreen for the weekend”


“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.”

Loving dog boarding sitters in your neighborhood
Search Results


Yolanda W.Star Sitter

“Yolanda is GREAT! She is very accommodating as my flight was delayed and I was two hours late picking my gremlins up. Her home is very clean and organized, and best of all my boys has bonded with her. I would definitely recommend to new and current clients. There is no doubt of future bookings with Yolanda, as she is now the boys home away from home.”


Michelle G.
Star Sitter


“Michelle was a great dog sitter for my two dogs. Quick and frequent communication, pickup and drop off went well and could tell she had the interest of all dogs in mind. Lots of walks and pictures too!”


Kris P.

“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!”


Daniel R.
Star Sitter


“First time using Daniel and longest vacation away from my dog (19 days). He gave excellent daily communication and updates as needed. When there was an issue or concern. He was very transparent and honest. Which made me feel more trusting of his care for my dog. Plenty of attention and exercise for my dog. It was a great dog vacation for him. Daniel is another great Rover app sitter. Highly trusted and recommend.”


Michelle Y.Star Sitter

“Michelle was so awesome! Communicative, kind, and so sweet to my little guy! Stuart definitely enjoyed his stay and I felt great knowing he was in good hands :)”


Katharine & Michael S.Star Sitter

“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.”


Monique B.

“Our boarding experience with Monique was FANTASTIC! This was the first time we boarded our pup Oliver with an individual in their home. Monique is super experienced and professional. She KNOWS dogs!! Her clean, spacious, and beautiful home is expertly appointed for optimal dog comfort and safety, with specific configurations to ensure separation from other dogs (when necessary, if there are other dogs boarding concurrently). The expansive backyard and fenced in area are perfect for outdoor time. At our meet & greet appointment, Monique walked us through her entire process, and provided a brochure with very helpful details about her policies and procedures. Closer to our trip, she sent us a clear and helpful checklist/tip list to prepare for Oliver's stay. While we were gone, Monique shared really fun updates and photos. After our trip, when we picked Oliver up Monique gave us a "doggy report card" with a detailed summary of Oliver's stats each day (eating, sleeping, moods, potty times, interactions with other dogs, etc.), as well as a parting treat for Oliver. We are SO pleased with our experience and will definitely go back to Monique the next time we need boarding!! Would give more than 5 stars if I could! 😊🐶”


Angela K.

“Angela was amazing! She was flexible with drop off/pick up, sent us pictures/videos of our Olive. I felt very comfortable having our dog stay with her and her family. Will definitely use again in the future when we go out of town. Thank you!!!”


Ann & Arman M.Star Sitter

“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 :)”


Tegra R.Star Sitter

“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!!”


Rhonda G.Star Sitter
“Felt very comfortable leaving my doggy with Rhonda! She really takes good care of your dog and gives them plenty of exercise. She’s great at sending pictures and making you feel at ease knowing your doggy is in good hands!!”




Michael J K.Star Sitter

“Really enjoyed working with MJ. He's flexible, accommodating and responds promptly via Rover. My dog has had limited exposure to cats, so really appreciated the time MJ took to introduce Brooklyn to his cats and ensure they were ok. Brooklyn came back tired (tired = lots of fun = happy) and seemed to have had an awesome time.”


Kim S.Star Sitter

“Kim was a most excellent caretaker for my little chihuahua. Communications were excellent. We will definitely take CoCoChica back to Kim again.”


Ashlee K.

“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.”




Auria R.Star Sitter

“Auria was excellent. Her communication skills were great (very important). She easily accommodated special requests - such as taking a birthday photo of my dog for my daughter’s birthday while we are away.”


Maria & Nayibe B.Star Sitter

“Maria took excellent care of my little guy. He must have played a lot as he slept the entire next day. Pictures and video were greatly appreciated, too.”


Stephanie K.

“Stephanie took great care of Kola and kept us up to date on how she was doing.”


Sarah K.

“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.”




Doreen C.


“Our puppy had a great first time with Doreen. She sent daily updates and photos to keep us up to date with how he was doing. We felt very comfortable leaving our puppy with Doreen for the weekend”


Sherry Z.
Star Sitter


“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.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. 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
Book and pay through Rover’s secured platform—no cash or checks required.
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
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 Havenwoods.
Rover makes it easy to find Havenwoods 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.
