Dog Boarding in Silver Spring, Milwaukee, WI
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Silver Spring 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!”
“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!”
“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!”
“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.”
“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!!”
“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!”
“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!”
“Monique was wonderful!! She kept up great communication and photos. My dog has separation anxiety and it’s clear he was comfortable in her home. Will definitely have him stay with Monique the next time we are in the area. Thanks, Monique!!!”
“Our situation was dire when we requested help and Ann and Arman responded immediately and with much warmth. I would recommend them wholeheartedly..I feel like they went above and beyond our expectations. Thank you for the great care you provided for our boy! Carol and Elaine”
“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!”
“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.”
“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”
“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.”
“Sherry was willing to work with my special needs puppers and do a trial overnight that worked out fantastically. Buddy settled in no issue and really enjoyed the fenced in yard. I got plenty of photo updates which was awesome to see.”
“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”
“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!”
“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!”
“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!”
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!”
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!”
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.”
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!!”
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!”
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!”
Monique B.
“Monique was wonderful!! She kept up great communication and photos. My dog has separation anxiety and it’s clear he was comfortable in her home. Will definitely have him stay with Monique the next time we are in the area. Thanks, Monique!!!”
Ann & Arman M.Star Sitter
“Our situation was dire when we requested help and Ann and Arman responded immediately and with much warmth. I would recommend them wholeheartedly..I feel like they went above and beyond our expectations. Thank you for the great care you provided for our boy! Carol and Elaine”
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!”
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.”
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”
Stephanie K.
“Thank you for your service and support. Will you keep her again if needed? Everything was fine!!”
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.”
Sherry Z.Star Sitter
“Sherry was willing to work with my special needs puppers and do a trial overnight that worked out fantastically. Buddy settled in no issue and really enjoyed the fenced in yard. I got plenty of photo updates which was awesome to see.”
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”
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!”
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!”
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!”
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 dogs
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. 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 Silver Spring.
Rover makes it easy to find Silver Spring 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.
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