Dog Boarding in Oakland

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

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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: 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: Jessica S.
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Jessica S.
Star Sitter
from
$29
per night
5.0 out of 5 stars
109 reviews
20 repeat clients
13 years of experience
Morgantown, WV, 26508

Jessica is amazing! She has walked Luke many times in the past and we always had a great experience with her. This time we were going on vacation and took Lukie to her for boarding. She was really great! Kept me updated the entire time and sent me pictures and videos, Luke had an amazing time and even became friends with her kitten. I would definitely recommend her. I was at ease knowing Lukie was well taken care of. She treated him like if he was her own pup.

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Stephanie E.
Sitter Profile Image: Skyler H.
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Skyler H.
from
$40
per night
5.0 out of 5 stars
3 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
17 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: 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: Kaity E.
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Kaity E.
from
$30
per night
4.8 out of 5 stars
34 reviews
12 repeat clients
20 years of experience
Morgantown, WV, 26508

Kaity was a lifesaver after our usual Rover pet sitter was unable to keep Suey for us while we were away. She was kind and welcoming to Suey at drop off & sent me photos and updates during her stay. I’d definitely recommend Kaity & wouldn’t hesitate to book her again in the future. Thanks again, Kaity!

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Tiffany D.
Sitter Profile Image: Misty R.
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Misty R.
from
$30
per night
5.0 out of 5 stars
2 reviews
16 years of experience
Maysville, WV, 26833

About: My name is Misty and I would love to help you care for your pets. I live in Maysville and will travel to surrounding areas. I grew up in a family that bred and trained Golden Retrievers and Chocolate Labrador Retrievers to duck hunt. I have also leash-broken hounds, German Shepherds, and Siberian Huskies. The leashes I use are gentle-leaders. I do not use any other form of leashes as I use the pack leader training method. I reward pets with positive reinforcement and do not punish animals. I’m a disabled veteran so I have plenty of time to take care of your fur babies. I love spending time with dogs and cats. I do crate training at my home and I have a 1 acre yard with a creek. Your fur babies will be happy and protected with me.

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

I live in VA but was traveling to PA to go snowboarding on a last minute trip. None of my regular sitters were available so I decided to look in PA. Kristina and Mark were great! Thor had such a great time with their 3 German Shepherds. I was really impressed with how they handled the meet and greet. Kristina brought each dog out one at a time to meet Thor. Then they all came out together and made Thor feel right at home. Kristina sent pictures and videos, and Thor was always smiling! I snowboard a lot in PA, so I'll definitely be requesting them to watch Thor again.

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Therol S.
Sitter Profile Image: Destinee C.
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Destinee C.
from
$27
per night
15 years of experience
Keyser, WV, 26726

About: Hello, I enjoy animals of all kinds, I’m a country gal from West Virginia. Your pet will be safe with me if you need a sitter please don’t hesitate to text me. I work part time I have time to take care of your beloved pet friend. Occasionally I work on Tuesday, Thursday and Saturday. Sunday I go to church it’s only estimated 2 hours long they will be crated while I’m away. I own a Yorkie, and I have chickens in my backyard. I don’t have a fence so you will need a lease so I can walk them.

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.

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Over 13
pet parents in Oakland have booked dog boarding

How Rover works

  1. 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. 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. 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!

The median cost per night for dog boarding in Oakland is $38

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

As of Jun 2026, the median cost of dog boarding in Oakland is $38 per night, including service fees. Boarding your dog for one week typically costs $266. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Oakland dog boarding rates can be found as low as $28 to as high as $42 per night.

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, 8 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.

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 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 8 dog boarding sitters in Oakland on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific 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.