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

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Top rated Sunset Heights dog boarders

“From our first encounter at the Meet and Greet we felt completely comfortable with Yolanda. She took our dog in her arms and walked her through her house to make sure our dog felt comfortable. A week later we felt completely at ease with leaving our fur baby with Yolanda and her family. We received pictures and updates about our fur baby all day which we appreciated very much. We already booked Yolanda for the near future. We thank you again!”


“Michelle was a fantastic sitter!! Pickles had so much fun with her dog playing and snuggling. We got multiple picture updates throughout the day so we knew he was having fun and being well taken care of!”


“Katharine and Michael and their boys watched Hazel for a week. It was very clear that they took great care of her and that she had a wonderful stay. Will definitely use them again!”


“They took great care of our dog and were very communicative. Love that they only watch little dogs, so we didn't have to worry about a larger dog being too rough. They're super sweet people”


“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.”


“Angela and her family were fantastic! Our dog had a great stay and Angela kept us updated with photos throughout the stay. She really cares about her pets and clients and we will definitely be booking again!”


“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!”


“Lillian was so great with my Gus. I got lots of videos & photos during his stay to reassure me that my pup was doing well. She took him to dog parks & on a hike & I could tell he was having a blast! Lillian was a great communicator with me and I would definitely book again!”


“Michelle was wonderful with Harry. She kept me updated on how he was doing with texts and photos. Harry had a great time and made a new friend, Reggie. I will definitely have Michelle watch Harry again.”


“Sunny and Arya had a great time at Daniel's house, he was great with them! Arya is a tripod and he took very considerate care of her, and sent me plenty of photos. I would definitely board with him again!”



“Wow!! Where to start?! Excellent stay, 100% satisfied! Dan and Holly are so genuine, kind, and welcoming. He first conducts a meet and greet to make sure your dogs will be a good fit for his home along with a questionnaire. If the meet and greet goes well, you are on your way to booking at appointment! I haven’t been able to stop telling everyone how happy I am to have found Rover and in turn found Dan and Holly. Now we know that any “no pups” trips we take, our boys will be well cared for! They sent us lots of pictures as I was anxious due to it being their first stay ever away from us. I really can not ask for anything more! We will continue to use them in the future for anything we need. Thank you Dan and Holly!!”


“Rhonda was great! We booked her to watch our recently adopted dog during a family vacation. We loved getting day updates on our dog and pictures/videos. We knew Ellie was getting lots of love and never worried about her care. Very knowledgeable about dogs and you could really tell she just loves being around them.”


“Jaq and I absolutely loved having Janice take care of him overnight while I was on vacation for a week! She was attentive to all his needs (he is reactive to other dogs) and provided regular updates and photos. He loved spending time with her - I think it was a vacation for Jaq, as well!”


“Kim is absolutely the best, super reliable, very communicative, and takes great care of our dog. We don't have to worry about her when she is with Kim and her husband, which makes our trips away more fun!”


“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!!”



“Charlie had a very fun time at MJ's place! There were a few other dogs for Charlie to play with during her little vacation and MJ kept me updated on how she was doing and sent me several pictures as well! I'm very glad I found MJ and would recommend him if you're looking for a loving home for your pup to stay at!”

“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.”


“We have boarded with Lizzy twice now and both times we have had a great experience. Not only was she super understanding and flexible when we had to change our dropoff time, she also communicated regularly throughout the stay and kept us informed. We loved receiving the pictures and videos each evening. We plan to continue requesting Lizzy whenever we need a sitter for our pup!”
Loving dog boarding sitters in your neighborhood
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Yolanda W.Star Sitter

“From our first encounter at the Meet and Greet we felt completely comfortable with Yolanda. She took our dog in her arms and walked her through her house to make sure our dog felt comfortable. A week later we felt completely at ease with leaving our fur baby with Yolanda and her family. We received pictures and updates about our fur baby all day which we appreciated very much. We already booked Yolanda for the near future. We thank you again!”


Michelle G.
Star Sitter


“Michelle was a fantastic sitter!! Pickles had so much fun with her dog playing and snuggling. We got multiple picture updates throughout the day so we knew he was having fun and being well taken care of!”


Katharine & Michael S.Star Sitter

“Katharine and Michael and their boys watched Hazel for a week. It was very clear that they took great care of her and that she had a wonderful stay. Will definitely use them again!”


Maria & Nayibe B.Star Sitter

“They took great care of our dog and were very communicative. Love that they only watch little dogs, so we didn't have to worry about a larger dog being too rough. They're super sweet people”


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.”


Angela K.

“Angela and her family were fantastic! Our dog had a great stay and Angela kept us updated with photos throughout the stay. She really cares about her pets and clients and we will definitely be booking again!”


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!”


Lillian T.Star Sitter

“Lillian was so great with my Gus. I got lots of videos & photos during his stay to reassure me that my pup was doing well. She took him to dog parks & on a hike & I could tell he was having a blast! Lillian was a great communicator with me and I would definitely book again!”


Michelle Y.Star Sitter

“Michelle was wonderful with Harry. She kept me updated on how he was doing with texts and photos. Harry had a great time and made a new friend, Reggie. I will definitely have Michelle watch Harry again.”


Daniel R.
Star Sitter


“Sunny and Arya had a great time at Daniel's house, he was great with them! Arya is a tripod and he took very considerate care of her, and sent me plenty of photos. I would definitely board with him again!”


dawn s.
Star Sitter


“Thank you so much Dawn for watching Olive. This is the first time I’ve left her and it sounds like she was a bit difficult so I really appreciate it!”




Daniel & Holly L.
Star Sitter


“Wow!! Where to start?! Excellent stay, 100% satisfied! Dan and Holly are so genuine, kind, and welcoming. He first conducts a meet and greet to make sure your dogs will be a good fit for his home along with a questionnaire. If the meet and greet goes well, you are on your way to booking at appointment! I haven’t been able to stop telling everyone how happy I am to have found Rover and in turn found Dan and Holly. Now we know that any “no pups” trips we take, our boys will be well cared for! They sent us lots of pictures as I was anxious due to it being their first stay ever away from us. I really can not ask for anything more! We will continue to use them in the future for anything we need. Thank you Dan and Holly!!”


Rhonda G.Star Sitter

“Rhonda was great! We booked her to watch our recently adopted dog during a family vacation. We loved getting day updates on our dog and pictures/videos. We knew Ellie was getting lots of love and never worried about her care. Very knowledgeable about dogs and you could really tell she just loves being around them.”


Janice G.Star Sitter

“Jaq and I absolutely loved having Janice take care of him overnight while I was on vacation for a week! She was attentive to all his needs (he is reactive to other dogs) and provided regular updates and photos. He loved spending time with her - I think it was a vacation for Jaq, as well!”


Karen D.

“Our dog has stayed with Karen multiple times and it always goes well. He loves seeing her and we love having a great person to watch him. Thanks Karen!”


Kim S.Star Sitter

“Kim is absolutely the best, super reliable, very communicative, and takes great care of our dog. We don't have to worry about her when she is with Kim and her husband, which makes our trips away more fun!”


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!!”




Michael J K.Star Sitter
“Charlie had a very fun time at MJ's place! There were a few other dogs for Charlie to play with during her little vacation and MJ kept me updated on how she was doing and sent me several pictures as well! I'm very glad I found MJ and would recommend him if you're looking for a loving home for your pup to stay at!”


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.”


Lizzy B.
Star Sitter

“We have boarded with Lizzy twice now and both times we have had a great experience. Not only was she super understanding and flexible when we had to change our dropoff time, she also communicated regularly throughout the stay and kept us informed. We loved receiving the pictures and videos each evening. We plan to continue requesting Lizzy whenever we need a sitter for our pup!”
Sunset Heights dog parents share their Rover experiences
I couldn’t imagine a better pet sitter! We had such a great experience with Bridget. Our puppy is high energy and untrained. Bridget was understanding and patient. She went above and beyond to make sure he’d be comfortable at her house. And I got lots of updates throughout the week. 100% would request Bridget again! Thank you so much!

Cassie was really kind and took great care of our pup! She gave us daily updates and a photo of how he was doing, and it was clear that he had been well tended to when we came home. Definitely reassuring to us knowing he was in good hands, especially while out of town. Only hiccup we encountered were some communication issues at the beginning. One reason we booked Cassie was based on her listed location being so close to our home, which was perfect for the travel plans we were making and coordinating with other travelers. But when she sent us her address a few days ahead of dropoff, she was actually located 45 minutes away from our home and not at the location she had listed on her profile, and it caused some stress, because when we found out her address it was too late to find another sitter and we simply had to rearrange our whole itinerary for the day of travel and dog drop-off. On my way to drop our pup off she sent a message saying she thought drop off was in the evening, not morning, and she said she was at work, which caused further stress. Fortunately her boyfriend was home and able to take our dog at the planned time (which we had indeed booked for the morning—she probably mixed up a.m. versus p.m.—those details matter!) Overall we would recommend Cassie for the good care our dog received, her updates provided throughout his stay, her reasonable prices, and generally a really positive experience. He clearly had a good time with her care and it was reassuring knowing he was well tended to while we were gone. We would just recommend double checking details on dropoff times and locations well in advance in order to avoid last minute stress and logistical frustrations!

Popular requests near you
Select a filter and find qualifying Sunset Heights sitters!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 Sunset Heights.
Rover makes it easy to find Sunset 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.
