Dog Boarding Oak Grove

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Oak Grove, 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: Erin E.
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Erin E.
from
$40
per night
5.0 out of 5 stars
• 32 reviews
13 repeat clients
30 years of experience
Beaver Dam, WI, 53916

“I have never left my dogs with anyone and was a little nervous at how they may act being with total strangers. My dogs were so incredibly happy with Erin. I received photos throughout their stay and they did not want to leave when we picked them up . I would highly recommend her. You know she loves animals when yours don’t want to come home. I will be using her services again.”

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Annalisa C.
Sitter Profile Image: Ellen S.
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Ellen S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 65 reviews
18 repeat clients
10 years of experience
Marshall, WI, 53559

“Ellen is amazing!! When I was seeking someone to care for my Finnish Lapphound, I needed to find that special person who cared as much as I do, Ellen is that person. She provided us updates throughout his stay. Their fenced in backyard, is a doggie heaven! We will definitely use her services again!! Rest assured that your pet is in safe and loving hands under Ellen's care. Thank you Ellen!!”

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Rochelle D.
Sitter Profile Image: Amber H.
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Amber H.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
6 repeat clients
26 years of experience
Cambria, WI, 53923

“Amber was amazing! Her and her family helped take great care of my 3 month old pup for a few days while we were in the process of moving. She was super accommodating and helpful, taking him in just hours after us contacting her very last minute while stressed trying to figure out what to do with him. Taking in his “puppy shenanigans” and all like he was one of her own. Amber made sure to keep me updated about how his was doing helping to ease my mind of having him away from home for the first time. Sending me pictures/videos and messages about how his day was going. She also took the time to make sure that my pup was comfortable and entertained. Taking him on walks and being able to run around and play in the yard. Letting him go at his own pace and doing what made him feel safe when he didn’t like the rain or was was scared by her dog at first (he wasn’t the biggest one around anymore and couldn’t terrorize/annoy every living thing like he normally likes to do). She even went the extra mile to wash his bed after an accident over night and have him and all of his stuff packed up nicely and ready to go for me when I got there. My little boy loved playing with her and her family. And having the other dogs around for him to interact with was a bonus. When I tell you he was so excited when he first met them that I didn’t even get a second look over the shoulder or a goodbye before he took off to play with one of the kids ? (I’m still emotionally processing his betrayal ?). I could not recommend Amber enough! Your pet will be greatly taken care of (Not to mention worn out….he’s been napping since the moment we put him in the car) and all of your worries will fade the moment you get there.”

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Alexandria B.
Sitter Profile Image: Heather B.
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Heather B.
from
$45
per night
5.0 out of 5 stars
• 18 reviews
3 repeat clients
20 years of experience
Oconomowoc, WI, 53066

“Milo stayed with Heather for a weekend and she was fantastic! Sent updates and pictures throughout - my husband and I would gladly have Milo stay with her again :)”

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Claudia W.
Sitter Profile Image: Erika M.
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Erika M.
Star Sitter
from
$43
per night
4.9 out of 5 stars
• 147 reviews
80 repeat clients
13 years of experience
Sun Prairie, WI, 53590

“This was the first time we used Rover/had someone else watch our 1.5 year old Irish Doodle and it went great! Erika was incredibly responsive and so patient and kind with us since we had a lot of questions and back and forth with it being a new experience! She was flexible, a wonderful companion and gave us some great feedback regarding Evie! We would absolutely have Evie stay here again if we needed someone!”

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Brittany B.
Sitter Profile Image: Christiana S.
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Christiana S.
from
$35
per night
5.0 out of 5 stars
• 46 reviews
14 repeat clients
10 years of experience
Hartford, WI, 53027

“Christiana and her family took excellent care of Nola while we were away. She sent daily pics & updates which made us feel at ease that Nola was being well taken care of and enjoying her stay. We will definitely have Nola stay again! ❤️”

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Carrie P.
Sitter Profile Image: Yee Lam C.
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Yee Lam C.
from
$45
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
20 years of experience
Sun Prairie, WI, 53590

“I am extremely pleased with how well Riley's first time there went! I received prompt updates, photos, and feel she took great care of Riley during my absence. Will definitely book again!”

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Marcy L.
Sitter Profile Image: Brandi K.
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Brandi K.
from
$28
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
4 years of experience
Iron Ridge, WI, 53035

About: I have grown up around dogs my whole life and I've had my first (adult life) dog for three and a half year. Wila Rose is an Australian Cattle Dog mix. About a year and a half ago we added another rescue, Buckley Quinn. He is a smart but goofy boy. They both go backpacking with us and we do a lot of hiking on our local public land areas. We enjoy playing around in our yard with our limited dog agility set and learning new tricks. We occasionally go swimming but love jumping and exploring new water areas and hiking trails. Wila and Buckley are a huge part of my life. We enjoy hiking, being outdoor, and traveling as much as possible. We do quite a but of training included but not limited to: agility, scent training, shed training, and just some fun party tricks. I am new to Rover so please feel free to reach out with any questions. I have an acre of land (not fenced in). We love to go on walks and sniffaris at our local parks. Buckley loved to play with other dogs and Wila is more of a people dog. They even loves to go backpacking and hiking which often include 10+ miles a day.

Sitter Profile Image: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 43 reviews
22 repeat clients
20 years of experience
Hartland, WI, 53029

“They were great! Mikeale was very communicative & quick with responses, sent daily updates with pictures, and accommodated my short-notice stay. Ruby was very tired when she got home <3.”

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Shunnett M.
Sitter Profile Image: Kayla S.
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Kayla S.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Waupun, WI, 53963

“Kayla was responsive when communicating w/us including pictures of our pet throughout her stay to assure us our pup was in good hands. She accommodated our dogs separation anxiety needs and was able to make our pup feel comfortable during her short stay. Recommend.”

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Marie P.
Sitter Profile Image: Anne W.
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Anne W.
from
$55
per night
5.0 out of 5 stars
• 19 reviews
7 repeat clients
5 years of experience
Oconomowoc, WI, 53066

“Anne was a wonderful sitter for our Tilly. Tilly was taken on lots of walks, had time to soak up the sun, and was well cared for. We look forward to working with Anne again.”

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Jill G.
Sitter Profile Image: Jackie G.
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Jackie G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 71 reviews
18 repeat clients
20 years of experience
SUN PRAIRIE, WI, 53590

“Jackie was an awesome sitter for Scout for our long weekend vacation. Communication was great, drop off and pick up were easy and it was clear Scout was really well taken care of. He slept all day after getting home so we know he got plenty of play and exercise. Would definitely recommend Jackie if you're looking for someone to take great care of your pup!”

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Chris L.
Sitter Profile Image: Sommer M.
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Sommer M.
from
$45
per night
5.0 out of 5 stars
• 37 reviews
14 repeat clients
15 years of experience
Hartland, WI, 53029

“Sent pictures everyday and feedback of how the dogs were doing. Many walks were had, and even a quick bath before we picked them up. The dogs are exhausted today so I know they had a fabulous time! Very much recommend Sommer and her family for pet sitting.”

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Christina K.
Sitter Profile Image: Julia T.
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Julia T.
from
$60
per night
5.0 out of 5 stars
• 3 reviews
33 years of experience
Johnson Creek, WI, 53038

“Murry loved staying, thank you!”

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Teresa F.
Sitter Profile Image: Shelby G.
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Shelby G.
from
$52
per night
5.0 out of 5 stars
• 16 reviews
4 repeat clients
15 years of experience
Hartford, WI, 53027

“Shelby and her family was so generous to take our two pups for an extended period of time while we were out of town on vacation. We loved getting updates and photos while away and came back to two happy pups. Thank you!!”

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Shaylan S.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$60
per night
5.0 out of 5 stars
• 52 reviews
15 repeat clients
45 years of experience
Oconomowoc, WI, 53066

“Cindy was wonderful and loving to our senior dog, Grievous. You can tell that he was well-loved and taken care of while we were out of town. Very thankful for Cindy!”

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Sheila H.
Sitter Profile Image: Ellen M.
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Ellen M.
from
$54
per night
4.5 out of 5 stars
• 9 reviews
4 repeat clients
20 years of experience
Sussex, WI, 53089

“Ellen was amazing with my pup while I had to go out of town. Great about sending updates and pictures and was good about making sure he had his medicine. Would definitely recommend to anyone!”

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Casey W.
Sitter Profile Image: Sequoia M.
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Sequoia M.
from
$50
per night
8 years of experience
Sun prairie, WI, 53590

About: I have experience with some pups an lots of middle aged/older dogs ~walks ~meds(depending on condition) ~lots of lovings ~leash training ~baths ~fetch ~eye boogie cleanings Hello my name is sequoia an I love animals Iv had many pets over the years an also try an save animals when our paths connect if they are in need of help it’s always been a passion of mine to help animals but better yet be-able to take care of happy healthy ones an even ones that need extra care it makes my soul happy pets are so fun and a huge part of family’s including my own<3 I work each night M-F~5pm-7pm. I care for my pets as they are my own human children I greet them with pets an kisses before breakfast each morning I have a cat an a turtle my cat an I talk all the time an my turtle is an adventurous lil guy who loves to walk around he’s super tiny an he loves his greens. My home is a safe place where I love having the company of animals I try and make every animals feel welcomed by showing them around an also sometimes letting them lead me to where they are most curious an of course lots of pets an loving if they approve I live in a calm setting where I play lots of meditational music through out the day/night to keep all in our zen modes. Outdoors activities is a must (: I love hiking/walking I always keep the pets on a leash weather they are trained or not.

Sitter Profile Image: Lisa R.
Verified Enhanced Background Check
Lisa R.
from
$35
per night
16 years of experience
Slinger, WI, 53086

About: My pets are added family members in our household. I feel they deserve the all the love in the world. I will make sure your pets is safe, loved, and happy while they stay with us. I currently work part time so this will allow me to help out with families needing care for their pets. I’m lucky to have this flexibility. Depending on what is needed my goal is to provide a safe a loving space for your pet to be in while you are away. To enjoy your trip or vacation knowing your pet is being taken care of.

Sitter Profile Image: Laura N.
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Laura N.
from
$35
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
11 years of experience
Hubertus, WI, 53033

“Bauer just LOVES his time at Laura’s house. He practically jumps out of the car before I’m parked when we pull up. Lots of walks, fetch and love were given to Bauer. We loved the pictures and videos she sent too!”

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Beth C.
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The median cost per night for dog boarding in Oak Grove is $45

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 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 - Oak Grove

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Oak Grove average 13
repeat dog boarding clients

FAQs for Dog Boarding - Oak Grove

Frequently asked questions about Rover

As of November 2026, there are 188 sitters on Rover offering Dog Boarding across Oak Grove. 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 Oak Grove 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 Oak Grove 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 Oak Grove.

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 Oak Grove. On Rover:

  • 93% of sitters can help with special care needs
  • 96% 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 Oak Grove 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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