Dog Boarding Wynbrooke

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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
• 126 reviews
18 repeat clients
35 years of experience
Deforest, WI, 53532

“We just completed our dogs 3rd stay at Sarah and Zach's house and we already have stay #4 booked. Our always have so much fun and get lots of outdoor playtime. We love the photo and video updates and especially enjoy knowing they are being so well cared for while we are away.”

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Lisa W.
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
• 286 reviews
151 repeat clients
30 years of experience
Sun Prairie, WI, 53590

“Val was great! We were very comfortable with him watching our dog. Our pet was well taken care of. Thank you very much. We will definetly use Val again.”

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Samuel K.
Sitter Profile Image: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 95 reviews
31 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

“Pretzel has a great 2 week stay. Duane& Lauren took great care of him and he has lots of playtime and walks to keep him busy. Their place is warm and cozy even in the cold winter!”

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Brian P.
Sitter Profile Image: Chelssey H.
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Chelssey H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 28 reviews
14 repeat clients
16 years of experience
Madison, WI, 53711

“Chelssey was awesome! Great communication prior and during Sunny’s stay which I loved! She also sent pictures which was fun. We will book again with Chelssey.”

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Carol D.
Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 40 reviews
15 repeat clients
7 years of experience
Madison, WI, 53704

“Rona took excellent care of our high energy dog! He absolutely loved getting to explore and sniff around her spacious backyard, and he was very exhausted when we picked him up. We appreciated her daily updates and pics/videos. This was our first time having Rona take care of our dog, and we would happily book with her again.”

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Julie D.
Sitter Profile Image: Kaycee & Robert R.
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Kaycee & Robert R.
Star Sitter
from
$36
per night
5.0 out of 5 stars
• 40 reviews
6 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

“Kaycee was very helpful at our meet and greet, we hung out in their yard for a bit and she explained their setup and routine. She sent pictures while Ollie was boarded, which is much appreciated, and accommodated Ollie when he needed company overnight.”

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Elizabeth J.
Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 197 reviews
65 repeat clients
20 years of experience
Cottage Grove, WI, 53527

“It was our first time boarding our dog with Rover and we were so happy with Amanda! We got lots of pictures and he came home happy and worn out.”

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IndiAna G.
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 was absolutely fantastic. I felt very comfortable leaving Cokes with Kris and her household. Would not hesitate to use again. Thank you so much!”

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

“Amazing people who love and care for my pup while he is with them - they also send the cutest pictures and updates! They were also super understanding when I got stuck in traffic on the way to pick my dog up.”

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Alexandrea P.
Sitter Profile Image: Amy & Michael G.
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Amy & Michael G.
from
$40
per night
5.0 out of 5 stars
• 1 review
25 years of experience
Madison, WI, 53704

“Amy and Michael took great care of Trini! They provided daily updates and pictures. We will definitely be taking her again to stay with them. Thanks so much!”

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Cristina M.
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
• 53 reviews
13 repeat clients
5 years of experience
Capitol, Madison, WI, 53715

“Sofi was professional and prompt in responding to messages. She also sent updates/pictures of Ziva, who was quite comfy in Sofi's apartment. Drop-off and pick-up were simple given the loading zone right outside her apartment complex.”

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Tanya H.
Sitter Profile Image: Tessa S.
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Tessa S.
from
$35
per night
5.0 out of 5 stars
• 20 reviews
7 repeat clients
7 years of experience
Fitchburg, WI, 53711

“Tessa did an amazing job watching Rena. She gave the best pup-dates complete with pictures and videos so we had peace of mind knowing our gal was doing ok! Tessa took extra care understanding Rena had some anxiety and gave her love, attention, and - most importantly - lots of walks and outdoor time. We can’t thank Tessa enough!”

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Kayla L.
Sitter Profile Image: Ndaziona N.
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Ndaziona N.
from
$50
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
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: 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

“I needy a dog sitter short notice and Toni was able to watch my dog Winston. Toni took him on a couple walks and Winston seem very happy when I picked him up. Would use again.”

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Valerie M.
Sitter Profile Image: Beatrice L.
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Beatrice L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
2 years of experience
Bay Creek, Madison, WI, 53715

“Beatrice did a great job watching over Chopa :) She sent messages and pictures to provide updates during the boarding which was great! I would definitely reach out to her again when we need boarding service again”

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Tracy K.
Sitter Profile Image: Jesse L.
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Jesse L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 20 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: Tony D.
Verified Enhanced Background Check
Tony D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 200 reviews
69 repeat clients
25 years of experience
Madison, WI, 53718

“We have used Tony multiple times for our dog Mishu now. She absolutely loves coming over and playing with other dogs. Tony gives us great peace of mind while on vacation knowing how loved our dog is there! Thanks Tony! 😁”

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Valarie H.
Sitter Profile Image: Gina S.
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Gina S.
from
$36
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
15 years of experience
Middleton, WI, 53562

“Gina is great! We did a meet and greet first so her and my dogs could get acquainted, and to make sure it would be safe for all. She sent me pics of my boys while I was away and I really appreciated that! She treated my boys like her own fur babies! I highly recommend Gina! 5 stars for sure!”

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Samarashay S.
Sitter Profile Image: Sarah P.
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Sarah P.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
20 years of experience
Marshall, WI, 53559

“Sarah was wonderful with Jake and Meme while we were away for a couple of days! She had great communication, kept us updated, and did a fantastic job picking up on their individual cues and personalities. It gave us peace of mind knowing they were in good hands. Thanks so much for taking such great care of them, Sarah! We really appreciate everything!”

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Michele S.
Sitter Profile Image: Cleda W.
Verified Background Check
Cleda W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 226 reviews
88 repeat clients
11 years of experience
Spring Harbor, Madison, WI, 53705

“Cleda was so sweet with our pup,forest. He can be a little anxious at times and Cleda really made an extra effort and allowed him time to warm up to her home and the other dogs slowly and he had a great stay at her house. Cleda kept me in the loop with tons of pictures and videos. I would highly recommend Cleda and I’m sure we will be using her again soon!”

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Jenny J.
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Dog parents share their Rover experiences - Wynbrooke

1 / 1
5.0 out of 5 stars

Another great stay. Mattison and Eli are sweet to our pup and are easy to work with. Very flexible and accommodating. Thank you!!!

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A B.
Boarding
5.0 out of 5 stars

My small dog seemed to have a great time on a long weekend stay with Shawn. He got outdoor walks frequently and was happy to see me upon return. Shawn sent me pictures and an update during the stay.

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Ilene L.
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

Erik and family took great care of Copper. They sent pictures and updates and cared for him like he was a member of the family. I’ll definitely be rebooking with them the next time I need someone to watch Copper.

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Ian F.
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
5.0 out of 5 stars

Yee (Suki) took such good care of our little guy and sent us tons of adorable photos! He’s older and needs meds and special care and her family does a great job!

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Teresa Z.
Boarding
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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

    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

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FAQs for Dog Boarding - Wynbrooke

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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, 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.

<b>Tip:</b> 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 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 , 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 .

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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