Dog Boarding Wynbrooke

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Over 130
pet parents in Wynbrooke have booked dog boarding

Wynbrooke, 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: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 129 reviews
18 repeat clients
35 years of experience
Deforest, WI, 53532

“Lunar was so very well taken care of while we were on a trip. Sarah sent updates and helped us figure out care when our flight was delayed. It gives us such peace of mind every time Sarah cares for our active dog!”

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Jessica C.
Sitter Profile Image: LAVAL [VAL] S.
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LAVAL [VAL] S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 289 reviews
151 repeat clients
30 years of experience
Sun Prairie, WI, 53590

“Val and his wife took wonderful care of our dog, Pepper. We were out of town for almost a week and Pepper was in very good hands. Val sends updates and photos, and accommodates the needs of each individual dog he cares for. He made sure Pepper was comfortable, safe, and got the food and exercise she needed. We will definitely have our dog stay with Val again next time we are on a trip.”

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Benjamin R.
Sitter Profile Image: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 32 reviews
11 repeat clients
18 years of experience
Madison, WI, 53704

“Stephanie was great! She was easy to work with, took fantastic care of our pup. Our girl wasn't sure she wanted to leave. She sent lots of pictures and provided a fun and active environment. Would highly recommend!”

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Holli H.
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 Baylee's first boarding experience since I adopted her and she seems very happy and healthy. She loves walks and Erika provided multiple daily walks. Baylee's medication and feed requirements were met. I couldn't expect more than a happy dog!”

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Patti P.
Sitter Profile Image: Emily L.
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Emily L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 133 reviews
39 repeat clients
20 years of experience
Mc Farland, WI, 53558

“Emily was the perfect sitter for Marley!! For a pup that tends to get a little anxious at first around other dogs, Emily immediately invited me to be there with her when she first met all the other dogs and got settled. It truly meant the world!! She also sent so many pictures and Marley was the happiest girl in all of them! Thank you Emily!!!”

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Audrey M.
Sitter Profile Image: Shawn S.
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Shawn S.
from
$45
per night
5.0 out of 5 stars
• 16 reviews
2 repeat clients
32 years of experience
McClellan Park, Madison, WI, 53718

“Shawn did a great job. He checked in ant reasonable times and provided updates while we were away. It’s comforting to see photos of your pet smiling and having a good time while they are at their home away from home. Thanks Shawn!”

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Rochelle D.
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: Michelle S.
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Michelle S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 52 reviews
11 repeat clients
30 years of experience
Orchard Ridge Community, Madison, WI, 53711

“Our boys had a great time with Michelle and her family! She kept us updated and sent pictures during there stay. Would highly recommend her for your petsitting needs.”

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Andrew P.
Sitter Profile Image: Ndaziona N.
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Ndaziona N.
from
$50
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
7 years of experience
Sun Prairie, WI, 53590

“I would recommend Ndaziona to anyone who wants a great dog setter. Nikita was given best care anyone could ask for. During the time that she was with this family we continually got updates and pictures setting our mind at ease, knowing she was getting the best care we could have asked for. Again I would highly recommend this setter.”

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John A.
Sitter Profile Image: Hannah P.
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Hannah P.
from
$60
per night
5.0 out of 5 stars
• 16 reviews
8 repeat clients
18 years of experience
Vilas, Madison, WI, 53711

“Our first message is always to Hannah if we cannot take our dog with us. She and her family take such good care our pup. He is always so excited when I pull up for dropoff”

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Emma B.
Sitter Profile Image: Andrea P.
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Andrea P.
Star Sitter
from
$47
per night
5.0 out of 5 stars
• 22 reviews
7 repeat clients
1 year of experience
Sauk Creek, Madison, WI, 53717

“We had a wonderful experience! This family took excellent care of our mini goldendoodle while we were on vacation—so kind, attentive, and thoughtful. They sent plenty of pictures and updates, which gave us total peace of mind and showed he was happy and having fun. Highly recommend!”

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Nabeel Q.
Sitter Profile Image: Toni S.
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Toni S.
Star Sitter
from
$25
per night
4.9 out of 5 stars
• 56 reviews
24 repeat clients
30 years of experience
DeForest, WI, 53532

“Toni is so good with our kids. We got daily photo updates of them at the park or relaxing in bed. She’s quick to respond to booking requests. Has become a trusted friend to us and our doggos. Thank you Toni! ❤️🙌”

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Pariss D.
Sitter Profile Image: Kris A.
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Kris A.
from
$40
per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
16 years of experience
DeForest, WI, 53532

“Kris accommodated a fairly last minute request to watch our dog. We’re very pleased with the communication and care she provided. Will definitely book again!”

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Alisha C.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 63 reviews
29 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

“They did a great job providing updates and showing that our dog was having a great time. They were responsive and easy to work with, and could tell that they really cared for our dog.”

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Kalli V.
Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 229 reviews
88 repeat clients
11 years of experience
Spring Harbor, Madison, WI, 53705

“As always, Cleda does an excellent job with our dog Georgie. We get cute updates with photos every day or two, and she is always super responsive if we have questions. Will continue to board with her as long as she is taking customers!”

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Meagan A.
Sitter Profile Image: Jesse L.
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Jesse L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 21 reviews
8 repeat clients
12 years of experience
Emerson East, Madison, WI, 53704

“Jesse was awesome with Ollie! He gave him lots of snuggles and walks which Ollie loved. Jesse also sent pictures and updates throughout the stay which I appreciated. Highly recommend!”

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Angi K.
Sitter Profile Image: Ruth B.
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Ruth B.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
30 years of experience
Madison, WI, 53704

“⭐⭐⭐⭐⭐ Wonderful, trustworthy, and genuinely caring dog sitter! I cannot recommend Ruth highly enough! She took wonderful care of my dog, Titou, and I couldn’t have asked for a better experience. Ruth was responsible, attentive, trustworthy, and genuinely committed to making sure Titou felt comfortable, happy, and safe. I particularly appreciated her excellent communication and regular updates, which gave me tremendous peace of mind while we were apart. Ruth clearly understands that every dog has their own personality, needs, and routines. She approaches pet care with patience, kindness, and genuine affection. She provided a welcoming, secure environment where Titou felt completely at home. Finding someone you can truly trust with your beloved companion is invaluable. Titou was happy, relaxed, and clearly well cared for. I would absolutely trust Ruth with him again and wholeheartedly recommend her to anyone looking for a reliable, compassionate, and conscientious dog sitter!”

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Britt Marie Z.
Sitter Profile Image: Elena "Sofi" R.
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Elena "Sofi" R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 54 reviews
13 repeat clients
6 years of experience
Capitol, Madison, WI, 53715

“Sofi took incredible care of our girl! She was always responsive and sent us frequent updates where I could see how happy Kiwi was. She is very knowledgeable about pet care and I would trust her with Kiwi anytime! Thank you again for giving so much love to Kiwi!!”

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Gigi F.
Sitter Profile Image: Evelyn R.
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Evelyn R.
from
$28
per night
1 repeat client
12 years of experience
De Forest, WI, 53532

About: I am a proud dog owner/parent who loves spending time with my two Frenchies. I love to have doggy friends come over and spend quality time playing, snuggling, and relaxing. I am currently doing consulting work from home in a part time basis and have a very flexible schedule. I can do doggy daycare during the week as well as some weekends. The house have a fenced backyard that is very safe for our dogs and our house is doggy proof. I have crates too if that is your preference, otherwise your pup will be inside the house with us.

Sitter Profile Image: Katie & Samuel W.
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Katie & Samuel W.
from
$45
per night
5.0 out of 5 stars
• 33 reviews
13 repeat clients
20 years of experience
MIDDLETON, WI, 53562

“Katie, Samuel, and their family always take such good care of our Jarvis! They send frequent updates and always make sure that he has everything he needs to be comfortable while there. We know we can always trust them. We look forward to our next booking with them :)”

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Justin L.
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The median cost per night for dog boarding in Wynbrooke is $45

Dog parents share their Rover experiences - Wynbrooke

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5.0 out of 5 stars

Suki was amazing! She took great care of my pup and sent me daily updates of him. She was so kind and I would 100% recommend her to anyone looking for a sitter!

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Hannah M.
Boarding
5.0 out of 5 stars

Bowser loved his stay and I’m so grateful for the daily updates while I was gone, if I ever need a sitter again they’re going to be my 1st pick!

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Emily J.
Boarding
5.0 out of 5 stars

My 2 dogs were really well taken care of in Erik's household. I appreciated that no other pets were at the residence while my dogs were there (one of my dogs are older and frail and easily get overwhelmed). The host was very gracious taking care of all the issues that came up. They were communicative and flexible with the pick up time, which was helpful as I was traveling and had some unexpected changes in schedule. Would love to continue working with Erik and his lovely family in the future.

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Floreta S.
Boarding
5.0 out of 5 stars

Shawn helped me out of a really tough spot when my trip was unexpectedly extended and my other sitters were already committed. He stepped in to care for Macaroni and Cheese for two extra nights, and I’m so grateful he was able to help on such short notice. I came home to happy, healthy babies, and it was such a relief knowing they were in good hands while I was stuck away. I really appreciate Shawn coming through when I needed him, and I would absolutely recommend him!

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Shannon T.
Boarding
5.0 out of 5 stars

Nico came home happy and bringing toys to me as soon as we got home after a 12 day stay. I will definitely try to book with Korie again.

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David E.
Boarding
5.0 out of 5 stars

Rebecca was great! She was very responsive and sent several pictures throughout Kylo's stay. I felt confident that Kylo was in good hands while we were away. I would definitely book with Rebecca again!

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Natalie N.
Boarding
5.0 out of 5 stars

Tonisha took great care of River at her home while we were away! We got a photo every morning and evening.

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Laura B.
Boarding
5.0 out of 5 stars

Elizabeth and her family were wonderful with my dog! She sent great updates and he seemed a total part of the family while he was there. She had excellent communication and I’d be more than happy for her to have my dog anytime!

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Abbey K.
Boarding
5.0 out of 5 stars

Erika took great care of my dog ben. He was a bit anxious to be in a new space for a few days but Erika did an amazing job making sure he was comfortable. Even though I was without service she continued to keep me updated on how he was settling in.

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Becca R.
Boarding
5.0 out of 5 stars

Jessica was wonderful with my dog and sent so many pictures and videos which made me miss my girl just a little less while I was out!

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Deepti N.
Boarding
5.0 out of 5 stars

Repeat client here! Sarah and her husband have been wonderful. Very friendly, super timely with responses, and communicative throughout the extent of our pups’ stay, including pictures! Our pups feel safe and jump out of the car with excitement and come home tired from the activity and playing in their fenced in yard. We feel very confident and comfortable leaving our pups in their hands!

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Jay A.
Boarding
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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 - Wynbrooke

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Wynbrooke average 11
repeat dog boarding clients

FAQs for Dog Boarding - Wynbrooke

Frequently asked questions about Rover

The average cost of Dog Boarding in Wynbrooke is $44 per night as of November 2026. Most bookings cost between $32 and $67 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 451 sitters on Rover offering Dog Boarding across Wynbrooke. 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.

93% of sitters in Wynbrooke 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 Wynbrooke 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 Wynbrooke.

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 Wynbrooke. On Rover:

  • 89% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 93% 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 Wynbrooke 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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