Dog Boarding Oakland

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Over 7
pet parents in Oakland have booked dog boarding

Oakland, Find top rated dog boarding

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: Jessica S.
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Jessica S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 116 reviews
20 repeat clients
13 years of experience
Morgantown, WV, 26508

“Jessica was so great with my dog! She kept me updated with pictures and little messages about the day. I would definitely recommend her and hopefully get to use her services again!”

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Karisha S.
Sitter Profile Image: Skyler H.
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Skyler H.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Oakland, MD, 21550

“Skyler and family were simply awesome. Very accommodating and we felt Milo was in good hands.”

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John D.
Sitter Profile Image: Hailey K.
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Hailey K.
from
$40
per night
5.0 out of 5 stars
• 20 reviews
4 repeat clients
5 years of experience
Petersburg, WV, 26847

“We are extremely pleased with the care Hailey provided for my dog, Milo. She was attentive, and you could tell she genuinely cared about his well-being. Milo seemed happy and well-looked after when I picked him up. Hailey kept us updated throughout with messages and photos, which gave us peace of mind. The place was clean, and Milo had plenty of space to play. I would highly recommend Hailey for anyone looking for a trustworthy and caring dog sitter!”

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Srini A.
Sitter Profile Image: Stacey G.
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Stacey G.
from
$60
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
15 years of experience
Addison, PA, 15411

“Stacey sent lots of pics and Wiggles had a great time hanging out w her pups!”

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Leanza T.
Sitter Profile Image: April H.
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April H.
from
$40
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
40 years of experience
Oakland, MD, 21550

“April and her family took great care of our dog Tulip while we were at a family reunion at Deep Creek Lake. They sent pictures and communicated quickly when we needed to. We felt confident that Tulip was well cared for and we will try to have Tulip stay with them again if we are up this way. They are just a really nice family.”

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Deborah W.
Sitter Profile Image: Chelsea K.
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Chelsea K.
from
$60
per night
5.0 out of 5 stars
• 1 review
10 years of experience
Reedsville, WV, 26547

“Highly recommend!! Chelsea did a fantastic job caring for my dog over a holiday weekend and I couldn’t be more grateful. A+++!”

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Jared B.
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The median cost per night for dog boarding in Oakland is $35

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog boarding - Oakland

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Sitters in Oakland average 8
repeat dog boarding clients

FAQs for Dog Boarding - Oakland

Frequently asked questions about Rover

The average cost of Dog Boarding in Oakland on Rover is $34 per night as of October 2026. Most bookings cost between $28 and $46 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 25 sitters on Rover offering Dog Boarding across Oakland. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Oakland home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Oakland.

<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Oakland sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in MD ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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