Dog Boarding in Fairfield, Milwaukee, WI
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Top rated Fairfield dog boarders

“Yolanda was amazing, she took amazing care of my dog,. he was spoiled, walked, cuddled and she even got him to play nice with another older dog! I truly appreciate a sitter that i can trust! she was knowledgeable, her family was calm and welcomed Gaige. Book her you won't be disappointed we will be back hopefully next month!”


“Michelle was absolutely wonderful! She sent me regular updates, was very attentive to my puppies needs and was overall very kind. I would definitely let her watch my pup 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!”


“10/10 recommend! Incredible experience. My dog doesn’t like going to a kennel and has separation anxiety and Monique made my dog feel so safe and comforted. I could really tell how much Monique loves dogs with how happy my dog is when we pulled in her driveway the second time he came here.”


“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 :)”


“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!”


“My pup is always so happy and comfortable with Michelle. She sends lots of pictures and updates. Michelle is our first choice when looking for a sitter!”


“Kim (and her husband Tom) are the best sitters. Kim is very responsive, communicative, and truly seems to enjoy all of her dog visitors. She has a fenced-in yard, and pets of her own that just go with the flow. Don't like her too much though because I want her to be available for ME! Ha!”


“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.”


“Rhonda is Awesome and we totally recommend her!!! We are very picky as to who watches Raja and we couldn’t have found a better person. Rhonda responds in a quick and fast to any texts we had regarding Raja and boarding. After we did our first meet and greet, we knew Rhonda would be a reliable person. Due to some eating restrictions for our dog Raja, Rhonda went above and beyond to accommodate, even taking him food shopping lol. It’s hard to leave your fur babies with a stranger, but Rhonda made us feel at ease. She sent many updates and pictures for the duration of Raja’s stay with her. We 1000% recommend Rhonda to anyone looking for a reliable dog 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!!”



“Auria was amazing. Just like everyone has said, she is very responsive and took great care of our dog Georgia. She even sent pics and a note before I asked how it was going. I think she knows that leaving our pets is not easy so she made it as comfortable as possible so we could go away and enjoy our weekend. I definitely recommend her!”



“MJ and his wife were so caring towards Stevie while we were away! They cared for him like he was their own, and sent so many thoughtful updates. Stevie was sad to leave at the end of his stay with them. Thank you!!”


“My first time using Rover and it was a great experience with Angela! After my picky/ missy pup got settled in she did great and nice and tired coming home too. Angela was would always respond and send me daily updates. I will definitely use her again.”

“Maria so helpful when I needed a last minute dogsitter. Her house is so clean and looks like a dog palace with a big yard and heated dog pad. Great communication as well. Highly recommend”


“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.”


“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.”


“Perseus and his partner were fantastic! Our pup can be really apprehensive around strangers, especially men. They both were so calm and patient with her, and really helped her settle in. By the second day, she was sitting on Perseus's lap and running up to him to give kisses! I appreciate their demeanor and professionalism so much; we will definitely board with them again.”


“Karen welcomed our little Betty with open arms. Betty loves to meet new people and she got to meet quite a few new folks thanks to Karen’s friendly condo building. Karen sent pictures throughout Betty’s stay, which we always appreciate. We are so glad to have found Karen and know that Betty is looking forward to her next visit.”


“Sherry was wonderful with Nukka! She provided updates regularly, gave Nukka lots of love and walks. When a slight health issue arose, Sherry immediately notified me so I was aware of what she was seeing. I was able to get Nukka into the vet the following day for treatment! Thanks for taking such good care of our girl!!”

Loving dog boarding sitters in your neighborhood
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Yolanda W.Star Sitter

“Yolanda was amazing, she took amazing care of my dog,. he was spoiled, walked, cuddled and she even got him to play nice with another older dog! I truly appreciate a sitter that i can trust! she was knowledgeable, her family was calm and welcomed Gaige. Book her you won't be disappointed we will be back hopefully next month!”


Michelle G.
Star Sitter


“Michelle was absolutely wonderful! She sent me regular updates, was very attentive to my puppies needs and was overall very kind. I would definitely let her watch my pup 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!”


Monique B.

“10/10 recommend! Incredible experience. My dog doesn’t like going to a kennel and has separation anxiety and Monique made my dog feel so safe and comforted. I could really tell how much Monique loves dogs with how happy my dog is when we pulled in her driveway the second time he came here.”


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 :)”


Daniel R.
Star Sitter


“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!”


Michelle Y.Star Sitter

“My pup is always so happy and comfortable with Michelle. She sends lots of pictures and updates. Michelle is our first choice when looking for a sitter!”


Kim S.Star Sitter

“Kim (and her husband Tom) are the best sitters. Kim is very responsive, communicative, and truly seems to enjoy all of her dog visitors. She has a fenced-in yard, and pets of her own that just go with the flow. Don't like her too much though because I want her to be available for ME! Ha!”


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.”


Rhonda G.Star Sitter

“Rhonda is Awesome and we totally recommend her!!! We are very picky as to who watches Raja and we couldn’t have found a better person. Rhonda responds in a quick and fast to any texts we had regarding Raja and boarding. After we did our first meet and greet, we knew Rhonda would be a reliable person. Due to some eating restrictions for our dog Raja, Rhonda went above and beyond to accommodate, even taking him food shopping lol. It’s hard to leave your fur babies with a stranger, but Rhonda made us feel at ease. She sent many updates and pictures for the duration of Raja’s stay with her. We 1000% recommend Rhonda to anyone looking for a reliable dog sitter.”


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!!”




Auria R.Star Sitter

“Auria was amazing. Just like everyone has said, she is very responsive and took great care of our dog Georgia. She even sent pics and a note before I asked how it was going. I think she knows that leaving our pets is not easy so she made it as comfortable as possible so we could go away and enjoy our weekend. I definitely recommend her!”




Michael J K.Star Sitter

“MJ and his wife were so caring towards Stevie while we were away! They cared for him like he was their own, and sent so many thoughtful updates. Stevie was sad to leave at the end of his stay with them. Thank you!!”


Angela K.
“My first time using Rover and it was a great experience with Angela! After my picky/ missy pup got settled in she did great and nice and tired coming home too. Angela was would always respond and send me daily updates. I will definitely use her again.”


Maria & Nayibe B.Star Sitter

“Maria so helpful when I needed a last minute dogsitter. Her house is so clean and looks like a dog palace with a big yard and heated dog pad. Great communication as well. Highly recommend”


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.”


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.”


Perseus M.
Star Sitter


“Perseus and his partner were fantastic! Our pup can be really apprehensive around strangers, especially men. They both were so calm and patient with her, and really helped her settle in. By the second day, she was sitting on Perseus's lap and running up to him to give kisses! I appreciate their demeanor and professionalism so much; we will definitely board with them again.”


Karen D.

“Karen welcomed our little Betty with open arms. Betty loves to meet new people and she got to meet quite a few new folks thanks to Karen’s friendly condo building. Karen sent pictures throughout Betty’s stay, which we always appreciate. We are so glad to have found Karen and know that Betty is looking forward to her next visit.”


Sherry Z.
Star Sitter


“Sherry was wonderful with Nukka! She provided updates regularly, gave Nukka lots of love and walks. When a slight health issue arose, Sherry immediately notified me so I was aware of what she was seeing. I was able to get Nukka into the vet the following day for treatment! Thanks for taking such good care of our girl!!”
Fairfield dog parents share their Rover experiences
Kris was great. This was my first time having anyone watch my puppy, so I was rather anxious before. I felt great about it after dropping him off and meeting her. He got lots of play time with her dogs and came home happy, healthy, and tired. She was great at communicating and responded to all my messages right away.

Popular requests near you
Select a filter and find qualifying Fairfield 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 Fairfield.
Rover makes it easy to find Fairfield 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.
