Dog Boarding in Oakland, KY

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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: Tavia N.
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Tavia N.
from
$35
per night
5.0 out of 5 stars
140 reviews
46 repeat clients
12 years of experience
Bowling Green, KY, 42101

Tavia was great with Daffodil! Daff had an awesome time playing with Tavia’s pup and we got photos throughout the weekend to calm our nerves. This was our first time using this service and we would recommend Tavia!

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Ali L.
Sitter Profile Image: William S.
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William S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
45 years of experience
Bowling Green, KY, 42103

We left our dog with William for five nights while we were out of town. We got updates with pictures each day and I feel that William took great care of her. I will definitely use William again.

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Debbie M.
Sitter Profile Image: Ashley & Michael M.
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Ashley & Michael M.
from
$44
per night
5.0 out of 5 stars
6 reviews
6 repeat clients
20 years of experience
Bowling Green, KY, 42104

Amazing. That’s the only word needed. They took our baby in as there’s for his stay and accommodated us in so many ways. They definitely set the bar high! 💛

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Endya R.
Sitter Profile Image: Linda G.
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Linda G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
38 reviews
8 repeat clients
30 years of experience
Bowling Green, KY, 42103

Your pet couldn't be in better hands!!! Will 100% book with Linda again. She treated our dog like her own. We had ZERO worries about Mollie during our trip. One million percent recommend!

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Lisa F.
Sitter Profile Image: Rebecca A.
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Rebecca A.
Star Sitter
from
$40
per night
5.0 out of 5 stars
73 reviews
19 repeat clients
30 years of experience
Glasgow, KY, 42141

I was traveling for a funeral and this was a last-minute booking. Upon meeting Rebecca I was instantly put at ease not only is she friendly my dog loved her and she just handles everything so professionally. My dog had an absolutely amazing time and when I go back to visit, I will make sure to book with her! Hands-down, an awesome dog sitting in experience.

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Martha N.
Sitter Profile Image: Olivia P.
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Olivia P.
from
$30
per night
5.0 out of 5 stars
6 reviews
30 years of experience
Bowling Green, KY, 42103

I’m so glad to have found Olivia to watch Luna for a week long combined fun & work trip. She communicated throughout and sent cute pics. I would definitely choose Olivia again in the future!

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Angel B.
Sitter Profile Image: Say P.
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Say P.
from
$38
per night
4.7 out of 5 stars
15 reviews
3 repeat clients
15 years of experience
Bowling green, KY, 42104

Say was amazing with my dog. She was very communicative. She sent me pictures and gave me updates. Very reassuring. She truly loved on my dog as if he was hers. I would 10/10 Recommend and look forward to booking with her again.

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Adria W.
Sitter Profile Image: Natalee L.
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Natalee L.
Star Sitter
from
$35
per night
5.0 out of 5 stars
15 reviews
2 repeat clients
15 years of experience
Brownsville, KY, 42210

What a blessing to find Natalee! I am an over protective mom and was nervous to leave Ellie with somone new, especiallyfor 10 days. Natalee when to great lengths to make me and Ellie feel comfortable. Natalee is very accommodating, sent lots of pictures, and she is a responsive communicator. She has a very calm and peaceful presence about her which allowed me to have a great vacation. Thank you for taking such good care of my Ellie!

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Stacey H.
Sitter Profile Image: Kaitlin S.
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Kaitlin S.
from
$35
per night
10 years of experience
Bowling Green, KY, 42101

About: Hi! My name is Kaitlin, and I’m a huge animal lover with years of hands-on experience caring for pets. I’ve had dogs since I was 10 years old, and I currently have both a dog and a cat of my own who are treated like family. Because I’m a pet owner myself, I understand how important it is to find someone trustworthy, attentive, and caring to look after your pets. I have experience with overnight pet sitting, dog walking, playtime, feeding routines, puppy training, and making sure pets feel comfortable and loved while their owners are away. I’m reliable, responsible, and detail-oriented, and I always make it a priority to follow each pet owner’s instructions carefully so both you and your pet feel at ease. I currently work part-time at a summer camp Monday through Friday from 9 AM–2 PM, which leaves me available for early morning, afternoon, evening, weekends, and overnight pet care. I care for every pet as if they were my own by making sure they feel safe, comfortable, loved, and well cared for while their owners are away. For dog walks and drop-in visits, I make sure pets get exercise, attention, fresh water, and plenty of playtime and affection. For overnight, I follow the pet’s normal routine as closely as possible, including feeding schedules, walks, playtime, bathroom breaks, and medications if needed.

Sitter Profile Image: Hope S.
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Hope S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
72 reviews
29 repeat clients
10 years of experience
Franklin, KY, 42134

She’s been great with our husky! Sasha feels right at home and she’s cared for and loved. Finding Hope as our dog sitter has been a God send.

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Michelle C.
Sitter Profile Image: Scott C.
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Scott C.
from
$32
per night
5.0 out of 5 stars
16 reviews
9 repeat clients
20 years of experience
Bowling Green, KY, 42101

Scott and Leslie were fantastic! They treated my dog just like she was their own. I will definitely be using them in the future and couldn't be more grateful for them!

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Lacie G.
Sitter Profile Image: Whitney M.
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Whitney M.
from
$30
per night
2 repeat clients
35 years of experience
Smiths Grove, KY, 42171

About: Loving and caring for pets has been a part of my entire life. At a young age I started caring for my neighbor's pets while they were gone, helping lost dogs find their way back home, and training my own dogs. I started volunteering at my local shelter with basic care and also taking dogs off site for some fun outside of the shelter setting- walking, rollerblading for more active dogs, or just hanging out in the yard and working on training commands. I do it all for the love of pets! I am currently a stay at home mom, so I have a pretty flexible schedule. School drop off and pick up times are all I work around. I'm also available weekends and evenings. I have a fenced yard that is cemented and turf. I do have my own pets so their safety and your pup's safety is of the most importance to me. My pups do not have free range of my home. With a spare room and tall gates I am able to keep separation if needed. I am also able to crate your pup if needed.

Sitter Profile Image: Oo M.
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Oo M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
4 years of experience
Bowling Green, KY, 42104

Oo Meh was the best sitter I have ever met. She was so kind to us and made sure that we were comfortable with her abilities. She took great care of our two cats during our anniversary vacation. Every day she sent updates as requested and made sure they were well taken care of. My cats were even upset leaving her presence, thats how I know she poured in great care and effort into our kids. If you book with Oo Meh, just know you will be in great hands!!! We Will definitely book with her for our future planned trips!

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Qaman B.
Sitter Profile Image: Ashley T.
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Ashley T.
from
$35
per night
4.9 out of 5 stars
31 reviews
12 repeat clients
14 years of experience
Alvaton, KY, 42122

Ashley is great. I’m a proudly overly-protective puppy-parent and hardly ever trust my dogs with anyone. My buddy is a large, in-tact, German Shepherd. Ashley took great care of him. I will definitely book her in the future. Highly recommend. - Retired Army

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David I.
Sitter Profile Image: Adria A.
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Adria A.
from
$30
per night
5.0 out of 5 stars
14 reviews
10 years of experience
Bowling Green, KY, 42101

Adria was a great sitter for my cranky old boy Beetle! She let us meet at her home before the booking so that Beetle could get comfortable and she could understand his needs. She communicated great, sent pictures, and was kind and helpful. I would feel comfortable booking again with her any time!

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Laura C.
Sitter Profile Image: Paula M.
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Paula M.
from
$45
per night
5.0 out of 5 stars
23 reviews
3 repeat clients
20 years of experience
Bowling Green, KY, 42104

Paula was an amazing caretaker while we were gone. Our sitter canceled last minute and Paula was right there to step in. Not only did she help us in a time of need but she took incredible care of our dogs. She sent pictures and updates daily to let is know how it was going. She even let us know when our dogs were extra itchy so we could get them into the vet. Paula was flexible, kind and very generous. I highly recommend Paula!

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Kelsey B.
Sitter Profile Image: Trevor N.
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Trevor N.
from
$50
per night
4.7 out of 5 stars
12 reviews
2 repeat clients
20 years of experience
Smiths Grove, KY, 42171

Absolutely wonderful experience. Good communication and many updates. Made our vacation so much better knowing Molly was having a great time as well. Thank you for taking such good care of her.

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Barbara B.
Sitter Profile Image: Mary D.
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Mary D.
from
$35
per night
10 years of experience
Bowling Green, KY, 42104

About: I’ve taken care of my dogs since I was 11. I was told I had to do all the puppy chores if I wanted a puppy so I’ve always walked, bathed, feed, and played with them as much as possible. I love all dogs no matter the shape or size. I also live on a big farm where they would be able to play and run all day long. I currently work a full-time job three days a week. It can depends on my schedule, but I get my schedule months in advance, so I’m available on the days that my calendar says I’m available and I’m normally available every other weekend. I do go to college but I’m online this semester so I’ll be home the days I don’t work. We have all kinds of toys and room for them to play. I live in a neighborhood. I don’t have a fenced in yard but they would be able to run all day as they pleased and run inside as they please and go on fun trips and do all that kind of stuff while they’re with me my parents also have a big farm so there might be days where I decide to go out there and I could take your pups with me and they can run and run and play all day long on the farm.I also never mind to bath them if they get dirty!

Sitter Profile Image: Kaitlyn S.
Verified Enhanced Background Check
Kaitlyn S.
from
$30
per night
10 years of experience
Bowling Green, KY, 42104

About: I have had animals ever since I can remember. I always loved getting exotic animals (especially lizards) and would love every one like my baby. I have experience with many types of animals and all ages as well. I have a senior cat that I have raised since she was a baby and she is just the most precious lil bean. I have experience with gerbils and hamster and all of those types. I am trained well witn lizards and ferrets too. I currently work part time in the evening but I work 4-5 hour shift. My shedule for work is 3:30 to 8-8:30 but I work only five minutes from my home as well I have a fenced in dog park at my complex. I have very open and clean home for the animals as well as a hug room that I’ll will care for them in

Sitter Profile Image: YVONNE L.
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YVONNE L.
from
$40
per night
1 repeat client
23 years of experience
Cave City, KY, 42127

About: I was born loving dogs and cats! I am extremely attentive to their needs and always try to make them happy. I can assure you I will treat your dogs like my own and my dog is very spoiled. My home is one story and I live very close to a park. I would be happy to help you take care of your fur babies. I work Monday thru Friday and would love watching you fur baby on the weekends. I can walk dogs or visit cats after 5 pm cdt. I have a fenced on yard so dogs are free to run and sniff. I can also take them to the park where I love to walk.

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

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Sitters in Oakland average 5
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, 64 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, 96% of Oakland dog boarding sitters respond in under an hour.

Dog boarding sitters with repeat customers have an average of 5 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 64 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.