Dog Boarding Oostburg

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Oostburg, 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: Emily & Bryan U.
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Emily & Bryan U.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 83 reviews
41 repeat clients
15 years of experience
Sheboygan, WI, 53081

“Emily and Bryan truly love dogs and what they are doing. We can trust our dog, Scannon with this caring and compassionate couple. We really appreciated the fun pictures and videos that Emily sent. We will definitely book with them again and would highly recommend to anyone!”

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Linda F.
Sitter Profile Image: Rebecah & David C.
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Rebecah & David C.
from
$40
per night
5.0 out of 5 stars
• 33 reviews
18 repeat clients
10 years of experience
Sheboygan, WI, 53083

“The dogs had so much fun staying here! We were in town for the weekend and needed a place for them to stay. When we picked up our lab she probably would have stayed longer if she could have due to all of the fetch she got to play. If we are ever back in the Sheboygan area and need a dog sitter we will definitely ask again. Thank you guys for taking such good care of them!”

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Michele S.
Sitter Profile Image: Cathy N.
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Cathy N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 137 reviews
59 repeat clients
28 years of experience
Sheboygan, WI, 53083

“Amazing! Such a friendly and flexible host with nice dogs and a great yard! Our pup felt right at home. Would recommend to others and will definitely book again if in the area!”

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Randi L.
Sitter Profile Image: Amanda G.
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Amanda G.
from
$26
per night
5.0 out of 5 stars
• 3 reviews
12 years of experience
Sheboygan, WI, 53081

“She was available last minute for our kitty needs. She was wonderful to our 2 cats. She has a room dedicated to the cats that might not be ok with other animals which was really nice.”

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Danielle E.
Sitter Profile Image: Salena L.
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Salena L.
from
$35
per night
5.0 out of 5 stars
• 32 reviews
17 repeat clients
10 years of experience
Sheboygan Falls, WI, 53085

“This was my first time using Rover. I was pleased to find an experienced host close to my home. Salena was good about confirming our logistics and sent a couple of updates during the stay. My dog seemed to enjoy his time with her and her pets. I will look for her again, the next time I need to travel.”

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Nancy M.
Sitter Profile Image: Robin S.
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Robin S.
from
$45
per night
5.0 out of 5 stars
• 9 reviews
10 years of experience
Kiel, WI, 53042

“Happy to find Robin as we had a last minute need for overnight care for Biko and Bruno. She did an excellent job taking our dogs on walks and engaging them in play. Her knowledge and training skills were such a plus, quickly assuring us that our dogs were in good hands. Her photo and video reports were terrific! We picked up some happy pups and will definitely return. Thank you Robin!”

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Maria K.
Sitter Profile Image: Patricia D.
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Patricia D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 39 reviews
24 repeat clients
15 years of experience
Cedarburg, WI, 53012

“I think Max loved his stay with Patricia and her family. (Who really knows?) For us, the location and arrangements were very convenient. We will definitely use her services again.”

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Michael S.
Sitter Profile Image: Kerry S.
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Kerry S.
from
$42
per night
5.0 out of 5 stars
• 84 reviews
34 repeat clients
20 years of experience
Grafton, WI, 53024

“Kerry and Bruce were AMAZING with my dog, Scout! They were both so sweet and talked about how much they loved spending time with him! We did a quick meet and greet and I felt so secure leaving Scout with them. Will likely use them again! Such a sweet and a caring couple!”

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Sanna F.
Sitter Profile Image: Shay C.
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Shay C.
from
$50
per night
5.0 out of 5 stars
• 38 reviews
7 repeat clients
20 years of experience
Cedarburg, WI, 53012

“Our dog Nelly had a great stay with Shay! Nelly is often cautious in new situations but settled in really well. Shay’s dog Gatsby is super sweet and friendly too. We really appreciated Shay handling all of Nelly’s medications and sending lots of videos and pictures so we could see how happy and comfortable Nelly was while we were away. We will definitely book again the next time we need to go out of town!”

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Louise S.
Sitter Profile Image: Christine M.
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Christine M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 216 reviews
68 repeat clients
25 years of experience
Cedarburg, WI, 53012

“Christine and her husband were great. Our dog had a good time and was so tired out when we picked her up. They sent pictures each day and kept us up to date. Thank you again!”

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Anne S.
Sitter Profile Image: Julie H.
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Julie H.
from
$40
per night
5.0 out of 5 stars
• 16 reviews
6 repeat clients
32 years of experience
Elkhart lake, WI, 53020

“Sparky had a great time at his overnight at Julie’s! He enjoyed playing with her other dogs and their toys. He loved all the attention and snuggles he got from Julie. I appreciated Julie’s proactive communication and all the pictures while he was there.”

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Kim A.
Sitter Profile Image: Cindy B.
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Cindy B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 72 reviews
23 repeat clients
20 years of experience
Mequon, WI, 53092

“Cindy and her family were fabulous with our two Golden Retrievers! We hate having to leave our dogs behind when heading out of town, and Cindy and her family went above and beyond to treat them as their own. We received many updates and had no worries while traveling as we knew the dogs were having a great time. We and the dogs look forward to staying with them again!”

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Bridget S.
Sitter Profile Image: Meagan H.
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Meagan H.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
12 years of experience
Fredonia, WI, 53021

About: With over 12 years of experience raising dogs—from seniors to my current high-energy puppy—I offer a true 'home away from home' on 5.5 acres of private land. Your pup will have endless room to roam and a built-in playmate for socializing. I guarantee your dog will head home tired and happy after a day of country adventures!" I'm currently at home 7 days a week and have time to take care of your dog day and night! Your dog will have a built in playmate with my Whoodle puppy and two kids! I have a large yard with acres to roam and play. My 10 month old puppy is full of energy and ready to play! Inside the home, I have a welcoming space where your dog will be treated as part of the family. If you prefer crating, we have plenty of space to accommodate!

Sitter Profile Image: Laura W.
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Laura W.
from
$65
per night
5.0 out of 5 stars
• 7 reviews
20 years of experience
Grafton, WI, 53024

“Laura and her family are wonderful and took such good care of our pup! We know she was well cared for and very happy. Will be using them everytime we go out of town. thank you!!”

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Katie W.
Sitter Profile Image: Julie A.
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Julie A.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
20 years of experience
Port Washington, WI, 53074

“Julie was fantastic! She kept us very up to date on how our dog was doing, and we rested very easy on our vacation knowing she was in good hands.”

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Steve H.
Sitter Profile Image: Jeanee S.
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Jeanee S.
from
$75
per night
5.0 out of 5 stars
• 20 reviews
9 repeat clients
25 years of experience
Cedarburg, WI, 53012

About: I have loved on dogs of all breed, size and age. I have worked extensively with rescue dogs and have been caring for four legged friends for over the last 20+ years. My special bond with my current senior pup who motivates me to want to share the love and care for other pups alike. I bond with all dogs. From the pups who are okay with just being chill and loved on, as well as any dogs that may need an extra bit of love and care. I enjoy going on walks and allowing your pet to remain with the best consistent care and environment that they need. When booking house-sitting overnight stays may be subject to a price increase. I do work full time, but am able to enjoy the benefits of being remote and have the flexibility to your pets care into my daily routine! I am a very reliable person that cares and respects everyone home by following the instructions and exact guidelines of the pup and clients needs.

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The median cost per night for dog boarding in Oostburg 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 - Oostburg

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Oostburg average 16
repeat dog boarding clients

FAQs for Dog Boarding - Oostburg

Frequently asked questions about Rover

As of November 2026, there are 151 sitters on Rover offering Dog Boarding across Oostburg. Enter your ZIP code to see which available sitters are closest to your home.

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.

93% of sitters in Oostburg 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 Oostburg 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 Oostburg.

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 Oostburg 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.

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