Dog Boarding Oakley

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Oakley, 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: Mary S.
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Mary S.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 95 reviews
39 repeat clients
20 years of experience
Lake Summerset, IL, 61019

“Mary and her husband are absolutely wonderful caregivers! I received daily updates about my Ivy and they were very sweet, loving and caring with her. I highly recommend Mary to anyone who needs to be able to trust 100% that their fur babies will be well cared for!”

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Angela F.
Sitter Profile Image: Marie B.
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Marie B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 23 reviews
7 repeat clients
15 years of experience
Verona, WI, 53593

“Marie communicated before and during our dog’s stay, she sent pics and updates, she was flexible and took great care of our pup. 10/10 would recommend Marie!”

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Emily H.
Sitter Profile Image: Sumer J.
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Sumer J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 34 reviews
12 repeat clients
9 years of experience
Roscoe, IL, 61073

“Sumer was perfect! This is my first time using Rover and I was very apprehensive leaving my baby with someone I did not know. From the very first message, I felt more and more comfortable. When the time came to drop Raven off, I saw how she reacted to Sumer and I was immediately at ease. I trust dogs’ reactions to people. Her spirit is so welcoming and I knew my baby was in good hands. I received multiple updates and pics throughout the stay. I love that she was allowed on furniture and able to be cuddles like she is at home. She looked happy in every pic and it made me feel so much better while I was away. 10/10! Raven will be back :-) Thank you!”

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Regina H.
Sitter Profile Image: Emily V.
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Emily V.
from
$50
per night
5.0 out of 5 stars
• 20 reviews
6 repeat clients
18 years of experience
Oregon, WI, 53575

“Emily was great with our big, young and very energetic dog! She has a great fenced in yard and our dog had a blast! He was very tired when he got home! We would definitely use her again!”

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Eric & Christine A.
Sitter Profile Image: Hailey V.
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Hailey V.
from
$30
per night
5 years of experience
Beloit, WI, 53511

About: I have an animal science degree and worked at a vet clinic. I’ve raised and trained my own dog and grew up with dogs my whole life. I watch my family members and friends dogs pretty regularly. I’m currently home during the day and have flexibility for home boarding or pop in visits to walk or let your dog out. I have one dog that gets along with other dogs as well as a cat that does well with dogs. I treat every pet like it’s my own. I have a lot more flexibility at my own home for dog watching but can accommodate house visits depending on what’s needed.

Sitter Profile Image: Jilly W.
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Jilly W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 31 reviews
15 repeat clients
43 years of experience
Freeport, IL, 61032

“Our dogs had a great time at Jilly's place. She gave us frequent updates and was a great communicator. I would definitely recommend and rebook in the future!”

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anne marie a.
Sitter Profile Image: Stacy L.
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Stacy L.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 88 reviews
6 repeat clients
30 years of experience
Janesville, WI, 53546

“Stacy welcomed my dog into her house and treated him as her own. Rudy loved playing and snuggling with her family! She communicated well and made sure she understood his needs. I will use Stacy again.”

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J D.
Sitter Profile Image: Wanqing Y.
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Wanqing Y.
Star Sitter
from
$63
per night
5.0 out of 5 stars
• 118 reviews
34 repeat clients
5 years of experience
Oregon, WI, 53575

“Wanqing has been our daycare sitter for a while now, this was our first boarding stay. We were scared at first due to a previous bad experience on Rover, but Wanqing was very responsive over text and made us feel very reassured. We would highly recommend Wanqing, she gives all the pets in her home so much love and attention. Our dog does not come home super tired, but he always looks so content and behaves so well after coming back from Wanqing's place.”

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Emaad M.
Sitter Profile Image: Natiia T.
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Natiia T.
from
$45
per night
4.8 out of 5 stars
• 25 reviews
3 repeat clients
8 years of experience
Rockford, IL, 61108

“Natiia was wonderful with my dog. He stayed for a week with no issues at all. Communication was good. Pictures were greatly appreciated while away. Would recommend and use again. 💕”

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Jennifer P.
Sitter Profile Image: Beth & Kirk K.
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Beth & Kirk K.
from
$40
per night
5.0 out of 5 stars
• 2 reviews
4 years of experience
Janesville, WI, 53548

“Beth ensured that my reactive dog had a safe and friendly introduction to her daughter's dog. It was such a great experience for him to feel safe around a new doggo. She was also extremely conscience of my dogs' dietary restrictions.”

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Catherine C.
Sitter Profile Image: Alyssa S.
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Alyssa S.
from
$30
per night
4.9 out of 5 stars
• 8 reviews
1 repeat client
20 years of experience
Janesville, WI, 53545

“Rosie was happy when I picked her up. The next morning she was back to her usual self. With some other sitters, it can take one to three days for her to be back to her usual self. So just from that I’d say Alyssa did a nice job.”

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Only B.
Sitter Profile Image: Jonna M.
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Jonna M.
from
$40
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Byron, IL, 61010

“Jonna took amazing care of our dog and treated him like family. She sent pictures and updates throughout his stay. We will definitely use her in the future, and we highly recommend her!”

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Julie T.
Sitter Profile Image: Kelly K.
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Kelly K.
from
$40
per night
5.0 out of 5 stars
• 1 review
10 years of experience
Oregon, WI, 53575

“Toby had a great time staying at Kelly’s house overnight. He came home tired after plenty of playtime with her dog. She was very responsive and sent pictures and videos. Thanks Kelly!”

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Elise O.
Sitter Profile Image: Paige T.
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Paige T.
from
$28
per night
5.0 out of 5 stars
• 1 review
30 years of experience
Evansville, WI, 53536

“Very attentive to our puppies needs. She enjoyed playing with her dogs.Paige sent lots of photos and text throughout the day to let us know what our dog was doing.”

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Steve E.
Sitter Profile Image: Chanse T.
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Chanse T.
from
$65
per night
5.0 out of 5 stars
• 25 reviews
4 repeat clients
8 years of experience
Janesville, WI, 53545

“Chanse was fantastic. She took good care of our recently adopted dog. Our dog is very timid, but became comfortable there very quickly and seemed to be really happy. I highly recommend Chanse and her family to watch your loved pets.”

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Brant H.
Sitter Profile Image: Angelina T.
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Angelina T.
from
$88
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
11 years of experience
Rockford, IL, 61114

“We were nervous about leaving Winston with a sitter as he generally has only been left with family in his own home previously. We need not have worried. Angelina was just the best. From a pre-board meet and greet at her home to meeting her other dogs we were at ease before he went there and when we dropped him off he was so happy and content. She introduced him slowly to her other dogs so he wasn't overwhelmed and he had the time of his life. Her house is beautifully set up to look after pets. The regular photos and videos not only put our mind at rest but showed him socializing and playing with others and just generally having a good time. I have no hesitation in recommending Angelina in looking after any of your precious pets.”

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John B.
Sitter Profile Image: Chantal T.
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Chantal T.
from
$39
per night
4.5 out of 5 stars
• 2 reviews
6 years of experience
Janesville, WI, 53546

About: I had a golden-lab for 6 years until we lost him to cancer earlier this year. My kiddos and I miss him a ton and would love the opportunity to care for your fur baby until we are ready to get another dog of our own. I work fully from home so I have a lot of flexibility all week and any weekends we are home/available as well. I am confident your pet would have LOTS of love and attention! I have a nice fenced in yard and great neighborhood available for daily walks. We have a great safe space to care for your pet!

Sitter Profile Image: Cass F.
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Cass F.
from
$25
per night
12 years of experience
Rockford, IL, 61103

About: Hey my name is Cass. My parents loved animals! When I was younger, I grew up with several pets. Dogs, cats, fish, rabbits, guinea pigs, etc. you name it. I really enjoy being outside and being active. I love to walk to parks, bike, workout, and draw in my free time. I also like to explore different forest preserves in the area. I would love to play and care for your pet! If you have any questions or interests just shoot me a message, I would be more than happy to answer them. I hope to hear from you! Thank you so much and have a great day! :) I’m currently working part time so I have plenty of time to play with your pups! ! ! ! ! ! ! ! ! ! I don’t have a fenced in yard but I love to be outside and would keep on a leash when going out. If your dog is more energetic and needs to run around, I have no issue blowing off some energy too and going to a fenced in dog park.

Sitter Profile Image: Kim D.
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Kim D.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Janesville, WI, 53545

About: I have always loved animals and being around them as much as possible! I have a pittie, Nugget, & a chug, Pumpkin. They LOVE to play with other dogs, which is why I wanted to pet sit! I have a few years experience of fostering rescue dogs, so me & my pups are used to working with all different types of pups & we love them all 🥰 My calendar is set for days I'm off work, so I'll be home with your dog for most of the day. If I need to run any errands, I can certainly take your pup on a car ride with me if they enjoy those! If there are certain routines your pet needs to stick to, I can certainly stick to that schedule. I have a secure, fenced in yard that they can be out in for as long and as often as your pup would like. I have extra crates if your pup is comfortable with those. They are welcome on my furniture or in any of my extra dog beds. Let me know of anything that will help make them feel most at home!

Sitter Profile Image: Larissa H.
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Larissa H.
from
$125
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
25 years of experience
Milton, WI, 53563

“Larissa and her husband were wonderful with our two dogs. They provided lots of snuggles, pictures and they treated our dogs like they were their own. I would highly recommend them. She did everything to calm our babies when the thunderstorms rolled in. Thank you!”

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Jim G.
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The median cost per night for dog boarding in Oakley is $45

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  • 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

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  • 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 to book dog boarding

  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 - Oakley

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Oakley average 9
repeat dog boarding clients

FAQs for Dog Boarding - Oakley

Frequently asked questions about Rover

As of November 2026, there are 317 sitters on Rover offering Dog Boarding across Oakley. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

95% of sitters in Oakley can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this 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 Oakley 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 Oakley.

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.

Yes, you can find sitters who have experience with handling special pet needs in Oakley. On Rover:

  • 88% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

You and your Oakley 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 WI 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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