Dog Boarding Lake Windsor

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Lake Windsor, 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: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 86 reviews
27 repeat clients
20 years of experience
Waunakee, WI, 53597

“Edith is the sweetest dog lover out there. My dog was so happy when I picked him up and could tell he was well loved and cared for. I will be booking with Edith anytime I need in the future!”

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Kelley S.
Sitter Profile Image: Paula R.
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Paula R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 94 reviews
29 repeat clients
5 years of experience
Southeast, DeForest, WI, 53532

“Paula is an amazing dog sitter! She is warm, kind, communicative and took very good care of my Ozzie. I could tell when I picked him up that he had a great vacation stay and was very content and comfortable with her. I would absolutely have Paula watch him again while I am away. : )”

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Emily S.
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
32 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

“My boy stayed with Duane and Lauren and had a great time. They are so kind and communicative with pupdates throughout their stay. I have already recommended them to friends and will definitely use them again!”

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Dory W.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 108 reviews
40 repeat clients
14 years of experience
Middleton, WI, 53562

“Excellent! I really appreciated all the updates and photos from Stefanie. Great communication and flexible with drop off and pick up times. Will definitely use again in future.”

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Sarah W.
Sitter Profile Image: Jennifer J.
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Jennifer J.
Star Sitter
from
$37
per night
5.0 out of 5 stars
• 8 reviews
5 repeat clients
6 years of experience
Lake Edge, Madison, WI, 53716

“Lucy had a great weekend with Jennifer! She got along great with Oscar. Tick season is pretty bad this year and Jennifer made sure to look over Lucy and keep her tick-free!”

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Chuck S.
Sitter Profile Image: Maria & Bryan P.
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Maria & Bryan P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
30 years of experience
Waunakee, WI, 53597

“Marysia and Bryan did a great job taking care of Lyla. Sent lots of updates and their dogs were super fun for her to play with!”

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Sara S.
Sitter Profile Image: Allison C.
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Allison C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
5 years of experience
Glen Oak Hills, Madison, WI, 53705

“Allison went above and beyond! She treated my dog like she was her own, and I felt completely at ease while I was away. I’m definitely pretty particular about who I trust with my dog, and I had absolutely no hesitations with Allison. She was so caring and loved sending all the pictures (which I obviously LOVED ). It was clear my pup was having the best time and was so well cared for. I would 100% have Allison watch her again and would highly recommend her to anyone looking for a sitter!”

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Magan E.
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: 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: Michelle S.
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Michelle S.
from
$50
per night
5.0 out of 5 stars
• 49 reviews
9 repeat clients
30 years of experience
Orchard Ridge Community, Madison, WI, 53711

“Michelle was wonderful. She is super kind and so is her husband, Kevin. They handled my dog and his anxiety perfectly, couldn’t have asked for a better spot to board my dog :) he will definitely be my new go to when I need to go out of town!”

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Mykenzie M.
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 was a wonderful Rover! We are so lucky to have found her- she sent regular updates about Ruby and brought her to a few different dog parks! We recommend her 100%”

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Anna P.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
Star Sitter
from
$41
per night
5.0 out of 5 stars
• 60 reviews
26 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

“Sure! Here's a thoughtful review you can leave for Ryan and Martha: --- Ryan and Martha were absolutely wonderful with Yogi! From the start, their communication was excellent — clear, prompt, and always thoughtful. They made dropoff and pickup incredibly easy and were very flexible with the timing, which we really appreciated. Throughout Yogi’s stay, they sent us regular updates and the sweetest photos that clearly showed how happy and comfortable he was. It gave us so much peace of mind knowing he was in such good hands. You can tell they genuinely care about animals and treat them like part of the family. We would absolutely trust them with Yogi again and highly recommend them to anyone looking for kind, responsible, and communicative pet sitters.”

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Nabeel Q.
Sitter Profile Image: Tanya & Hutch K.
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Tanya & Hutch K.
from
$45
per night
5.0 out of 5 stars
• 6 reviews
30 years of experience
Monona, WI, 53716

“My dog’s week with Tanya & her dog, Zuki, couldn’t have been better! Tanya was attentive to my dog’s needs, he enjoyed running around her fenced yard & played enthusiastically with the resident dog, Zuki. Tanya sent frequent photos & video updates. She went above & beyond with Miles, noticing his need for mental stimulation & giving him puzzles & time to practice new tricks. I wouldn’t hesitate to book a sit at Tanya & Hutch’s place again—their wonderful care made being away from my dog much easier!”

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Kristina N.
Sitter Profile Image: Manjusha & Midhun V.
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Manjusha & Midhun V.
Star Sitter
from
$23
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Verona, WI, 53593

“Elmer absolutely loved staying with Manjusha and Midhun. They sent so many wonderful updates and photos, and kept him well entertained. He was only slightly disappointed to be leaving them to come back home with us 😋. I'd definitely book with them again! Easy to communicate with and flexible with scheduling.”

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Cecylia D.
Sitter Profile Image: Renita L.
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Renita L.
from
$40
per night
5.0 out of 5 stars
• 6 reviews
15 years of experience
Waunona, Madison, WI, 53713

About: Animals have been an integral part of my life for as long as I can remember—from growing up around my family’s German Shepherd breeding and training work, to years of rescuing and fostering both dogs and cats. I can provide continuous supervision, regular potty and play breaks, and plenty of outdoor exercise tailored to each dog's energy level and temperament. My home currently includes one calm, dog-friendly resident cat, making for a peaceful, low-stress environment where guest dogs receive focused care and affection. I have worked with senior dogs and cats as well as puppies and kittens. I am experienced with administering medications and experienced with disabled dogs. I work remotely and am home full-time with a flexible work schedule. I can provide 24/7 care for your dog or cat. I am also available for walks throughout the day and week. While boarding in my home, I am able to be available for feeding or potty breaks as needed. I am able to watch the dog or cat to see what they need when. If I am providing drop in visits or walks, my schedule is flexible. I am available during the day and evenings.

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

“Yee Lam was great and Finn had a great time! She took him for multiple walks a day and would send photos. And would give me updates on how he did!”

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Mohini G.
Sitter Profile Image: Marie B.
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Marie B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 22 reviews
6 repeat clients
15 years of experience
Verona, WI, 53593

“Marie was so amazing with our sweet pup. We were sad to leave her on Christmas Eve, but could not have found a better sitter than Marie and her family. She was well loved and even got to have some new experiences! We will definitely use Marie again 🐾🥰”

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Katie B.
Sitter Profile Image: Ruth B.
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Ruth B.
from
$50
per night
30 years of experience
Madison, WI, 53704

About: I have owned 4 dogs in the past 30 years; a Chihuahua/Toy Terrier, a Chihuahua/Shitzu, a Dachshund/Corgi and I recently owned a Toy Poodle - who was elderly, anxious, blind and toothless. She recently crossed the rainbow bridge and I miss her so. She was my world! My past dog sitting experience includes overnight care for; a Keeshond, a Terrier, a medium sized mixed breed, a Japanese Chin/Poodle, a Standard Poodle, a Sheltie, and a Pomeranian. Dogs are my special interest and I enjoy loving and caring for them. My 30 years of experience with different dog breeds and temperaments has shaped my ability to have realistic expectations, intentional patience and flexibility with the individual dog personalities that I have encountered. They are all good dogs and I love them all! I am available most days and evenings. I can make home visits to let your dog/s out, walk your dog/s, and/or pet sit overnight as needed. I am flexible with how I can care for your pet. My intention is to keep your dog/s in the routine that they are familiar with so that they can be the calm, happy dog/s they are destined to be.

Sitter Profile Image: Tonisha A.
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Tonisha A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 57 reviews
16 repeat clients
30 years of experience
Sun Prairie, WI, 53590

“Tonisha was wonderful! Ollie was able to meet Tonisha and her dog before booking to determine compatibility. Tonisha sent frequent photos of Ollie to showcase that he was doing well in her care. Ollie and I would be fortunate to have Tonisha care for Ollie again.”

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Susan S.
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.
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Dog parents share their Rover experiences - Lake Windsor

1 / 1
5.0 out of 5 stars

Marysia and Bryan did a great job taking care of Lyla. Sent lots of updates and their dogs were super fun for her to play with!

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Sara S.
Boarding
5.0 out of 5 stars

I highly recommend Paula, especially for special needs dogs! I can tell my little guy was very loved and had a great time during his stay. Thank you!

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Elyse M.
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

Kris and her family took such amazing care of our pup! She was incredibly flexible with timing and even met up with us beforehand so she could get to know him. While we were away, she sent us tons of pictures, videos, and updates, which gave us so much peace of mind. We could tell he was happy and well cared for the whole time. We would 10000% recommend Kris and her family! ❤️

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Audrey D.
Boarding
5.0 out of 5 stars

Once again, Toni did a great job with Augie while we were on vacation. She took him to the dog park almost every day and sent us daily updates with photos. Augie came home happy and healthy.

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Philip B.
Boarding
5.0 out of 5 stars

Gwen was amazing with our puppy Otto. He is a higher needs puppy and we felt very safe leaving him in her care! Great communication! Lots of pictures! Would definitely bring him back for another stay in the future!

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Courtney N.
Boarding
5.0 out of 5 stars

This was our first boarding experience with Morgan and she was awesome. Our dog is a bit anxious and slow to warm up to people. It was clear from the start that Morgan understands dogs and can match their energy. She took great care of our Rosie and sent regular updates. It was great to enjoy our vacation without worrying about the dog. We also had some flight issues on the way home and Morgan was flexible and helpful.

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Cindy H.
Boarding
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How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

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FAQs for Dog Boarding - Lake Windsor

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 Lake Windsor 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 Lake Windsor.

<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 Lake Windsor 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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