Dog Boarding Oakland

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

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Over 8
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.

1 / 1
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: Jessica S.
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Jessica S.
Star Sitter
from
$29
per night
5.0 out of 5 stars
111 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: 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 V.
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Chelsea V.
from
$55
per night
10 years of experience
Reedsville, WV, 26547

About: New to Rover, but not new to dog sitting :) I have several years of experience taking care of dogs, of all ages & breeds! I moved from Maine to WV and now have the time to be a dog sitter again! My overall love for animals and the ability to connect with them, makes me a safe and reliable sitter for your pup :) We have two open acres of grass for your dog to run around and play and a large tile floor sun room (with AC) for them to stay. My Great Dane stays in the sunroom in a playpen when she isn’t playing with chipmunks outside! If you prefer your dog to be on leash when outside-no problem! I can accommodate to your dogs’ needs! I have a 9 yr old female Great Dane who is real sweet & fully trained to my commands. She stays in a playpen in the AC, tiled sunroom with your pup. Your pup will have the one-on-one care that he/she needs while you are away. Fresh water will always be present :) My main goal is to keep every dog I care for safe & happy!

Sitter Profile Image: Stacey G.
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Stacey G.
from
$45
per night
15 years of experience
Addison, PA, 15411

About: I have spent my entire life around animals, caring for them and making their lives as meaningful as possible. It began on my families old dairy farm when I was a child, and carried into my 15 year involvement within the veterinary/pet care industry. My passion for creating a safe environment for all animals has guided me to Rover, so I can operate my own business to my own high expectations of love and care for your pets! I have a vast amount of knowledge across all facets of the animal world including medical, behavioral, and enrichment. Pairing my knowledge with my nurturing instinct, unwavering love for animals, and gentle patience; it provides me with the skills and approach to give your fur-baby the best experience aside from being with you! I am a full time pet caregiver! I have flexibility 7 days a week to accommodate any and all scenarios for you and your fur babies! I am available to watch your pet in my home as well as yours. I do have indoor dens for your pup to stay in when not outside with me. I have all types of toys available per your preference. I have water, food, and treats available! I am also experienced in topical, oral, and injectable administration. I will be able to walk your dog multiple times throughout the day. I also have a quiet area for your cat as well!

Sitter Profile Image: Jessica K.
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Jessica K.
from
$35
per night
5.0 out of 5 stars
67 reviews
15 repeat clients
10 years of experience
Grantsville, MD, 21536

My dogs were happy and content when we arrived to pick them up. Jessica sent us pictures and they seemed perfectly relaxed . She was able to fit us in for the last minute call and I was very grateful. We will definitely contact Jessica , the next time we head out of town .

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Lynda G.
Sitter Profile Image: Hailey K.
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Hailey K.
from
$40
per night
5.0 out of 5 stars
18 reviews
3 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: Kaity E.
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Kaity E.
from
$45
per night
4.8 out of 5 stars
34 reviews
12 repeat clients
20 years of experience
Morgantown, WV, 26508

Kaity was wonderful with my one year old golden retriever Monroe. Took her in last minute and had never sit her before. Would definitely recommend her. Very responsive and sent pics throughout the stay. I was beginning to wonder if my girl would even want to come back home 😆

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Amanda W.
Sitter Profile Image: Jessica H.
Verified Background Check
Jessica H.
from
$29
per night
5.0 out of 5 stars
1 review
10 years of experience
Morgantown, WV, 26508

About: I have always had a big heart for pets. This includes cats and dogs. I enjoy being around them, feeding them, and cleaning after them. I work full time for a nonprofit, but have flexibility. I’m mostly available on Fridays-Mondays. I currently care for doggies and cats in my own home. My doggy is on a feeding schedule and get regular walks. He enjoys playing tug-a-war with me and enjoys having me the one to fetch his toys. I easily get along with animals and enjoy playing and exercising them.

Sitter Profile Image: Kristina & Mark L.
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Kristina & Mark L.
from
$28
per night
5.0 out of 5 stars
38 reviews
10 repeat clients
20 years of experience
Salisbury, PA, 15558

Kristina and Mark were great. They were very accommodating with drop-off and pick-up schedules and always kept in touch with us, sending pictures. Our small mixed hound dog loves kids so she had a good time and enjoyed the extra attention from the girls. Next time we are in the area we'll definitely use them again.

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Diane T.
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The median cost per night for dog boarding in Oakland is $40

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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet & Greet

    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

Sitters in Oakland average 10
repeat dog boarding clients

FAQs for Dog Boarding - Oakland

Frequently asked questions about Rover

The average cost for Dog Boarding in Oakland on Rover is $33.77 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of July 2026, there are 26 sitters on Rover offering Dog Boarding across Oakland. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

Sitters may also include daily walks in the neighborhood during your dog's boarding stay. You can also request photo and message updates throughout so you can see which local landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

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.

Tip: 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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