Dog Boarding in Oakland, MI

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Top rated Oakland dog boarders

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Roman S.
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Roman S.
Star Sitter
from
$30
per night
5.0 out of 5 stars
27 reviews
9 repeat clients
20 years of experience
Wyoming, MI, 49418

Amazing job with my Leo and very flexible with my scheduling conflicts. Super appreciative of the care provided as well as the updates! Thank you so much

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Alyssa J.
Sitter Profile Image: Beth D.
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Beth D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
46 reviews
17 repeat clients
40 years of experience
Holland, MI, 49423

Beth was super loving and caring for my kittycat 😺 This was her first time with a cat, and she did great! Communication was ever present with pics to help me feel at ease😊

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sandi k.
Sitter Profile Image: Pamela Y.
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Pamela Y.
Star Sitter
from
$45
per night
5.0 out of 5 stars
57 reviews
18 repeat clients
25 years of experience
holland, MI, 49423

Pamela was flexible with the drop off and pick up times. She sent multiple updates to reassure us that it was going well, and mentioned how our dog was doing with the other dogs and people in the house. She was also diligent in asking about whether our dog had his vaccines in order to keep any dogs she had at the time safe and healthy, which goes both ways. We would have Pamela watch our dog again if needed!

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Bob S.
Sitter Profile Image: Terry S.
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Terry S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
119 reviews
43 repeat clients
25 years of experience
Jenison, MI, 49428

Terry and his wife were excellent, they have the cutest house and a very big backyard for dogs to play or walk around. Tita (my dog) enjoyed her time with them, she seem so happy to be there when I picked her up. Thank you so much for giving her so much love. I will definitely rebook with them again.

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Milagros R.
Sitter Profile Image: Katherine V.
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Katherine V.
from
$40
per night
5.0 out of 5 stars
19 reviews
2 repeat clients
2 years of experience
Holland, MI, 49423

Katherine and her family were AMAZING! They kept us posted and the communication was excellent. Our dog Nala had a really good time and definitely will bring her back to Katherine next time!!

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Marlon F.
Sitter Profile Image: Samuel O.
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Samuel O.
Star Sitter
from
$40
per night
5.0 out of 5 stars
47 reviews
8 repeat clients
10 years of experience
Holland, MI, 49424

Daina and Samuel took wonderful care of our dog Denali for our two week vacation. We received a lot of pictures and could tell she was well taken care of and having a good time. I will definitely use them again.

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Gina D.
Sitter Profile Image: Frances H.
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Frances H.
Star Sitter
from
$30
per night
5.0 out of 5 stars
384 reviews
128 repeat clients
20 years of experience
Holland, MI, 49423

Frances and family were just awesome! We have a 4 month old puppy that stayed with them for 5 days while we traveled and he had a great time. She texted me updates daily, with pictures as requested; but most importantly loved our pup like her own. It made our trip even more relaxing knowing Charlie was taken care of so well!!! He will be back to visit her whenever we travel. Thank you Frances!!!! (And fam!)

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Alex E.
Sitter Profile Image: Anne V.
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Anne V.
Star Sitter
from
$30
per night
5.0 out of 5 stars
66 reviews
10 repeat clients
10 years of experience
Dorr, MI, 49323

Anne and her family were terrific with Tucker. They took wonderful care of him and sent feedback with pictures often. Highly recommend her for your family pets.

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Diane M.
Sitter Profile Image: Christina & Michael O.
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Christina & Michael O.
Star Sitter
from
$50
per night
5.0 out of 5 stars
29 reviews
11 repeat clients
41 years of experience
Grandville, MI, 49418

Breslin had a wonderful time with Christina and Micheal! They provided consistent updates throughout the stay with pictures and videos of our little guy having fun. They treated Breslin like one of their own and we truly appreciate that. Would highly recommend to anyone looking for a sitter! Thanks again!

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Jeff S.
Sitter Profile Image: kaylee g.
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kaylee g.
Star Sitter
from
$38
per night
5.0 out of 5 stars
93 reviews
15 repeat clients
12 years of experience
Allegan, MI, 49010

When we found ourselves in a pickle, we turned to Rover to find a trustworthy, dog educated person to watch our female GSD Stiorra. Not only were we searching last minute but we needed someone who was comfortable and had experience with females in heat. Ofcourse our girl would go into heat when we have nonrefundable tickets. Haha! I put our situation out to a couple different sitters on Rover. Kaylee was the first to respond and had such enthusiasm that I knew she was our person! She assured me that she had experience with females in heat and with doggy diapers. We did a meet and greet and the rest is history! Stiorra had a blast. Kaylee treated her as if she was her own. And Stiorra found a new friend in Oliver the great dane. I can't express how thankful I am to have found Kaylee. We look forward to having her watch Stiorra again!

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Madison W.
Sitter Profile Image: Deborah & Dick W.
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Deborah & Dick W.
Star Sitter
from
$27
per night
5.0 out of 5 stars
167 reviews
49 repeat clients
20 years of experience
Wayland, MI, 49348

Deborah and family took fantastic care of our dogs! They followed my guidelines perfectly and both pups were happy and healthy when we returned.

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Diana M.
Sitter Profile Image: Christopher M.
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Christopher M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
20 years of experience
West Olive, MI, 49460

Christopher did an incredible job caring for Hachi. He kept me updated with messages and photos, and it was so reassuring to see Hachi happy, bonding with Jasi and the rest of his family. I would absolutely book with him again and highly recommend him to others looking for a reliable sitter!

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Anita V.
Sitter Profile Image: Jenn V.
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Jenn V.
Star Sitter
from
$35
per night
5.0 out of 5 stars
172 reviews
37 repeat clients
6 years of experience
Wyoming, MI, 49509

Jenn and her son took amazing care of my doggo! She really loves animals and was very easy to communicate with. My dog got lots and lots of play time and I got some very nice photos while I was away. Would highly reccomend Jenn. ???

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Zada H.
Sitter Profile Image: Kristin & Dan S.
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Kristin & Dan S.
from
$45
per night
5.0 out of 5 stars
7 reviews
1 repeat client
30 years of experience
Zeeland, MI, 49464

Finley had a great time with Kristin and Dan and their daughter! He got lots of love and snuggles and seemed very comfortable in their home. We appreciated the pictures and the great communication, and we will definitely have Finley stay with them again in the future!

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Kimberly S.
Sitter Profile Image: derek o.
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derek o.
Star Sitter
from
$35
per night
5.0 out of 5 stars
174 reviews
77 repeat clients
20 years of experience
Grand Haven, MI, 49417

Thanks for watching and caring for Harley! I would definitely book again with Derek, because I know that my dog is in good hands. Thanks Derek!

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Brian J.
Sitter Profile Image: Sylvia M.
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Sylvia M.
Star Sitter
from
$50
per night
4.9 out of 5 stars
16 reviews
4 repeat clients
10 years of experience
Holland, MI, 49423

Sylvia is such a blessing. She was extremely communicative and caring for our dog! She took him on last minute over the holiday and we couldn’t be happier with finding her! Thank you so much Sylvia, we appreciate you so much and look forward to booking with you again next time.

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Jessica W.
Sitter Profile Image: Nicole M.
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Nicole M.
from
$40
per night
15 years of experience
Holland, MI, 49423

About: I have pet sit, walked, ran, leash trained, and mentally stimulated dogs of all breeds since a kid. Each dog needs all of these things in different ways and I am here to figure that out to insure your pup and you get the best from me. I used to be under the LLC Dogs On the Run Grand Rapids, but life (two children, moving to Holland etc) put that on hold. I am now so excited to start giving Hollands furry family members what they need! I would love to meet you and work with you and your dog to give them the energy and visit or stay that they need! I have ran and walked dogs no matter the weather. Visits and Stays will come with pictures, arrival and departure time, a map of where we walked/ran, and any notes of our adventure! Send me a message and lets talk about your furry friend today! I am currently working, but that can be worked around your schedule and your pets needs. I am always willing to find the best scenario and schedule! For those going on walks and runs, we will work with what you use and what works best for your dog. All dogs are different. Also, what you want from your dog is different as well. If they need some leash training we can do that as well. My car is dog friendly, so if ball at the park is what they need, or a swim, I am down for that as well! Variety is the spice of life! For stays, I do have a dog of my own who is completely pet friendly, so of course our home is too! Any questions, Ask away :)

Sitter Profile Image: OHARA B.
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OHARA B.
from
$30
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
20 years of experience
Wyoming, MI, 49519

Bear always loves going over there. They are so flexible and keep me updated with pictures. They always do such a great job taking care of my pup!

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Morgan T.
Sitter Profile Image: Jayme S.
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Jayme S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
58 reviews
14 repeat clients
10 years of experience
Wyoming, MI, 49418

Jayme's family takes such good care of Sven and he loves spending time with them - always comes back himself, like he's been home the whole time. I know they also take care of other dogs in between Sven's visits - I imagine Jayme's family blesses a lot of other families and their dogs too. :)

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Dan C.
Sitter Profile Image: Kailee W.
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Kailee W.
Star Sitter
from
$44
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
10 years of experience
Dorr, MI, 49323

Franny had the BEST time. Kailee and her kids were so incredibly sweet with our puppy, and they were so welcoming and accommodating to her young puppy needs. 10/10 recommend! Franny absolutely loved their huge backyard too.

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Tessa H.
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The median cost per night for dog boarding in Oakland is $44

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Sitters in Oakland average 11
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Oakland dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 493 sitters provided dog boarding in Oakland. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 90% of Oakland dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Oakland have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 11 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Oakland.

Rover makes it easy to find Oakland 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

There are 493 dog boarding sitters in Oakland on Rover, so you’re sure to find the perfect match for your dog! In Oakland, 92% of sitters offer daily exercise, 100% offer medication administration, and 95% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

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.