Doggy Day Care Lake Windsor

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Lake Windsor, Find top rated doggy day care

Prices are estimates per day. 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
$25
per day
5.0 out of 5 stars
123 reviews
17 repeat clients
35 years of experience
Deforest, WI, 53532

We are so grateful we found a great fit for our social and active pup! He played outside with Sarah’s sweet dogs. Great communication and care.❤️

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Jessica C.
Sitter Profile Image: Elizabeth S.
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Elizabeth S.
from
$30
per day
5.0 out of 5 stars
19 reviews
2 repeat clients
9 years of experience
Madison, WI, 53718

Hi Elizabeth, I just wanted to say thank you for taking such great care of Fox! I really appreciated the updates while I was away. It’s clear you gave her lots of attention and care, and I could tell she was happy and comfortable with you. I’d absolutely trust you again and would happily recommend you to others. Thanks again!

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Raymond X.
Sitter Profile Image: Rachael D.
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Rachael D.
Star Sitter
from
$38
per day
5.0 out of 5 stars
39 reviews
12 repeat clients
10 years of experience
Sun Prairie, WI, 53590

About: I genuine care and give attention to every dog as if they were my own. I’m patient, reliable, and attentive to each dog’s individual needs. I’m comfortable working with puppies who are still learning routines, including basic training and potty schedules, and I’m also gentle and mindful with senior dogs who may need slower walks, medication reminders, or extra comfort. My goal is to make sure every dog feels safe, happy, and loved while their owner is away. I currently work only 2 days out of the week, but my schedule is very flexible, and can switch days if need be! Will accommodate I care for pets by making sure they stay comfortable and follow the routine they’re used to. In a client’s home, I provide feeding, fresh water, walks, playtime, and plenty of attention so pets feel safe while their owner is away. I also keep the home tidy and make sure pets stay on their normal schedule. If caring for pets in my home, I provide a safe, clean environment with supervised play, regular potty breaks, exercise, and lots of affection. I always pay close attention to each pet’s needs, personality, and any special instructions from the owner to make sure they feel happy and cared for.

Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per day
5.0 out of 5 stars
77 reviews
26 repeat clients
20 years of experience
Waunakee, WI, 53597

Edith took great care of our pup. She responded promptly and sent pictures and up dates during the stay. She has a fenced yard which was quite a treat.

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Janice F.
Sitter Profile Image: Emma R.
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Emma R.
Star Sitter
from
$40
per day
4.9 out of 5 stars
90 reviews
29 repeat clients
35 years of experience
Bram's Addition, Madison, WI, 53713

Emma was super sweet and I could immediately see that she was a dog person. She took great care of our dog and we felt assured that he would be safe and well taken care of. Highly recommend for the Madison area!

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Natasha B.
Sitter Profile Image: Mary Z.
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Mary Z.
Star Sitter
from
$35
per day
5.0 out of 5 stars
18 reviews
9 repeat clients
10 years of experience
Regent, Madison, WI, 53726

Wolfy had such a great day with Mary and her family. He can back very happy, and Mary sent several lovely photos of his time. Mary was also flexible with me when my plans changed after booking, which was so appreciated.

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Jeff K.
Sitter Profile Image: Julie Z.
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Julie Z.
Star Sitter
from
$36
per day
5.0 out of 5 stars
64 reviews
13 repeat clients
25 years of experience
Sunset Village, Madison, WI, 53705

We are looking to find someone to board Ollie with for weekends. To start him out slow (he has separation anxiety), we had a Meet and Greet, a short (3hr) stay and later, a full day stay. Julie was clear that her dog Zilla's comfort with Ollie was a priority, which I fully support. I won't want to trust my dog to someone who isn't looking out for ALL the dogs involved. Julie was very responsive with messages, showed us around her home and yard and was generally very calm and patient. While the dogs didn't end up getting along well enough for this to work out long term, Ollie warmed up to Julie and was definitely as calm as I've seen him after being left.

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Elizabeth J.
Sitter Profile Image: Kristina D.
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Kristina D.
from
$30
per day
5.0 out of 5 stars
5 reviews
20 years of experience
Waunakee, WI, 53597

We met both Kristina and her husband and their dog Delphie. All were warm and friendly, and we were reassured that Lady had an excellent and caring afternoon stay. I would recommend Kristina for future stays.

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Sherrill W.
Sitter Profile Image: Manu J.
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Manu J.
Star Sitter
from
$55
per day
5.0 out of 5 stars
59 reviews
10 repeat clients
30 years of experience
Madison, WI, 53715

Manu is great with our dog, she takes her on walks by the water and plays with her. My dog gets SO excited when we pull up to Manu’s house because she knows she’s about to have a fun day!

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Aliya M.
Sitter Profile Image: Tessa S.
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Tessa S.
from
$26
per day
5.0 out of 5 stars
17 reviews
5 repeat clients
7 years of experience
Fitchburg, WI, 53711

About: Former full-time human medical provider of 18 years; now available for pup sitting. Takes frequent walks with the neighborhood dog pack. Owner of one special dog named Tennessee. I’m free to organize my schedule between pet sitting and working on my business. Currently available most days until July 20th! Will update calendar when I know more. I like routine. I think pets appreciate kibble and potty breaks on a familiar schedule. I will honor your wishes for care, play, walks, and socializing.

Sitter Profile Image: David R.
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David R.
Star Sitter
from
$30
per day
5.0 out of 5 stars
16 reviews
9 repeat clients
15 years of experience
Madison, WI, 53705

Roz had so much fun at David’s!

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Jaclyn B.
Sitter Profile Image: Gen A.
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Gen A.
from
$40
per day
5.0 out of 5 stars
333 reviews
201 repeat clients
7 years of experience
Middleton, WI, 53562

Gen has helped us out on several occasions with doggie daycare. Our one year old lab Boomer has had a great time, playing in her backyard with handful other dogs. The dogs always have access to water. When we pick him up he is tired, but not exhausted or overwhelmed from the day. Boomer doesn't want to leave when we pick him up.

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Julie A.
Sitter Profile Image: Korie L.
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Korie L.
Star Sitter
from
$40
per day
5.0 out of 5 stars
24 reviews
9 repeat clients
20 years of experience
Madison, WI, 53718

Korie takes amazing care of my pup! She is attentive and responsive. She was able to work with my schedule and make sure my pup had a wonderful time. Thank you so much!

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Jamie U.
Sitter Profile Image: Tony D.
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Tony D.
Star Sitter
from
$25
per day
5.0 out of 5 stars
184 reviews
63 repeat clients
25 years of experience
Madison, WI, 53718

Wow! Our Bernese Mountain dog, Rosie, had a wonderful day with Tony! He has a beautiful clean home and a fenced backyard that is perfect for dogs. A five star day! We will be using Tony again.

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claire m.
Sitter Profile Image: Jenna H.
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Jenna H.
from
$31
per day
5.0 out of 5 stars
27 reviews
8 repeat clients
30 years of experience
Waunakee, WI, 53597

Jenna and her girls took such great care of Merlin! Jenna always responds in a timely manner and has a flexible schedule. I got daily picture updates on how he was doing which was much appreciated. Merlin will definitely be visiting them again! Thank you so much 😊

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Stephanie D.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$35
per day
5.0 out of 5 stars
76 reviews
23 repeat clients
14 years of experience
Middleton, WI, 53562

Stefanie was fantastic! Quick communication and ability to support a booking request on short notice, I would highly recommend and book again!

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Kasey M.
Sitter Profile Image: Jeanette R.
Verified Enhanced Background Check
Jeanette R.
Star Sitter
from
$30
per day
5.0 out of 5 stars
44 reviews
11 repeat clients
20 years of experience
Madison, WI, 53719

Just needed a few hours of coverage and Jeanette’s place was perfect. Zyra ran and played and was tired when I got her in the car! Would recommend!

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Peter S.
Sitter Profile Image: Paula R.
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Paula R.
Star Sitter
from
$36
per day
5.0 out of 5 stars
88 reviews
27 repeat clients
5 years of experience
Southeast, DeForest, WI, 53532

Jenny felt right at home and couldn't wait to go back the second day! I'll definitely return to Paula the next time we need daycare! Communication and updates were great and very much appreciated!

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Shannon N.
Sitter Profile Image: Kyle & Alaina M.
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Kyle & Alaina M.
from
$25
per day
5.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
Sun Prairie, WI, 53590

Kirby’s visit went well. Kyle and Alaina met with us twice before taking care of her. This showed they understood Kirby’s anxiety and were very patient!

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Carla P.
Sitter Profile Image: Tonisha A.
Verified Background Check
Tonisha A.
Star Sitter
from
$25
per day
5.0 out of 5 stars
53 reviews
13 repeat clients
30 years of experience
Sun Prairie, WI, 53590

About: I have grown up with dogs and have always had one. I know the dedication and time it takes to give dogs the care and attention they need. Friends and family have trusted me with their pets’ care while they were on trips and I have always found it enjoyable and rewarding. I am currently in grad school and so have flexibility for walks and drop ins! If your pup is comfortable with other dogs, I am happy to welcome them here. We have an extra bed and plenty of toys to share! I have evenings and weekends free, so I am available to play and walk after 4:30pm and on weekends! I have the availability to stop home during my day to let pups out for potty and a play break! I have a pup of my own so your dog will always have company. If necessary, I have a crate that your dog can use to keep them safe. I also have plenty of toys to share :)

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The median cost per day for doggy day care in Lake Windsor is $35

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Meet local sitters who will treat your dogs like family

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Popular requests for doggy day care - Lake Windsor

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Sitters in Lake Windsor average 4
repeat doggy day care clients

FAQs for Doggy Day Care - Lake Windsor

Frequently asked questions about Rover

The average cost for Doggy Day Care in Lake Windsor on Rover is $33.3 per day (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Doggy Day Care easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Doggy Day Care. For more information on service fees, click here .

As of August 2026, there are 316 sitters on Rover offering Doggy Day Care across Lake Windsor. Enter your ZIP code to see which available sitters are closest to your home.

Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Lake Windsor commute.

If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.

Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.

A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.

Here are tips for finding the ideal day care fit for your dog:

  • For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
  • For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
  • For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.

Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!

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.

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 .

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.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 316 sitters in Lake Windsor, 84% respond to messages in under an hour.

You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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