Doggy Day Care in Lake Windsor

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Top rated Lake Windsor doggy day care sitters

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$25
per day
5.0 out of 5.0 stars
101 reviews
13 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: Erin E.
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Erin E.
from
$30
per day
5.0 out of 5.0 stars
30 reviews
13 repeat clients
30 years of experience
DeForest, WI, 53532

Another great visit for Wesley. He absolutely loves going to Erin’s house. Got there and he ran right up to the door. He gets tons of love and has a playmate whom he met through Rover named Willow. Can’t say enough about Erin and her family. They are beyond wonderful.

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Kevin M.
Sitter Profile Image: Maria & Bryan P.
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Maria & Bryan P.
from
$30
per day
5.0 out of 5.0 stars
3 reviews
30 years of experience
Waunakee, WI, 53597

About: We have been loving and caring for dogs for a long time. Big and small dogs; young and old. Our son and 7 year old dog are welcoming I am currently working from home and Bryan works part time. Our son is home schooled at this time, therefore, we have time and energy to help other dogs and other families We have a large yard in a quiet neighborhood; part of our yard is fenced and other part is open for additional exercise. We also walk our dog daily.

Sitter Profile Image: Susan & Molly S.
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Susan & Molly S.
Star Sitter
from
$38
per day
5.0 out of 5.0 stars
65 reviews
19 repeat clients
30 years of experience
DeForest, WI, 53532

Sue and Molly took wonderful care of my dog, Bentley. I could tell he loved them too! They sent lots of photos and were willing to share updates any time. He was exhausted by the end of each day. I appreciate their flexibility as well.

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Megan D.
Sitter Profile Image: Korie L.
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Korie L.
Star Sitter
from
$30
per day
5.0 out of 5.0 stars
12 reviews
2 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: Gilian S.
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Gilian S.
Star Sitter
from
$35
per day
5.0 out of 5.0 stars
208 reviews
55 repeat clients
8 years of experience
Sun prairie, WI, 53590

My dogs had a blast here. My husky usually cries when he is put in the kennel but once I got home and put him in there he fell right asleep. My golden also knocked out in the car and now in the living room. She updated me and was very kind overall. Would definitely book again! Thank you for taking care of my 2 crazy puppies.

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Kassandra M.
Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per day
5.0 out of 5.0 stars
55 reviews
21 repeat clients
20 years of experience
Waunakee, WI, 53597

About: I've been a dog lover all my life. Taking care of my own as well as friends, neighbors, and family. Walking, playing, feeding, and bathing them. I'm currently available most daytime hours and for some overnights, if needed. I will have plenty of time to give your dogs lots of TLC. I have a fenced in yard so that your dogs have a nice outdoor environment to play in. I also have crates within the house for relaxing down time. I am currently not working outside of a home so I have plenty of time for your pups- they will be out of a crate whole day playing inside and out in the fenced in yard. At my house your dog will be living in a family enviroment. The only time will spent in a crate would be sleeping at night.

Sitter Profile Image: Brittany H.
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Brittany H.
from
$24
per day
5.0 out of 5.0 stars
2 reviews
12 years of experience
Bluff Acres, Madison, WI, 53704

Brittany took wonderful care of Walter for the day. He came home happy and healthy. Brittany was super easy to communicate with.

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Allsun K.
Sitter Profile Image: Yee Lam C.
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Yee Lam C.
from
$38
per day
5.0 out of 5.0 stars
8 reviews
1 repeat client
20 years of experience
Sun Prairie, WI, 53590

About: Hi my name is Yee Lam but everyone calls me Suki. I grew up with dogs and am a dog lover. I had a beloved toy poodle named Seven for 15 years, who was truly the best dog and a cherished member of our family. I’m a full-time mom, and when my son (9) and daughter (7) are in school, I have plenty of free time to care for pets—playing with them, feeding them, and giving them all the attention they need. My kids love dogs too, and I think this is a wonderful way for them to learn the joys and responsibilities of having a puppy. I’m available for boarding on weekends and most weekdays after 9 a.m. We have a spacious yard for safe outdoor play, and our neighborhood is calm, family-friendly, and right next to a school, with no major roads nearby, so you can feel at ease knowing your dog will be safe on our walks.

Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$35
per day
5.0 out of 5.0 stars
18 reviews
6 repeat clients
6 years of experience
Madison, WI, 53704

About: Hi! My name is Rona. I grew up on a farm in the Philippines. As a child, my parents always had dogs and cats at home. I’ve experienced taking care of many different types of animals. It was quite challenging but it’s fun! When I came here, we adopted Maggie and Lyka when they were still puppies. Maggie is a 6 year old Pug and Lyka is a 2 year old Boston Terrier. I love them so much! They are both lovable and friendly. Our neighbors and friends have relied on me to groom, walk, feed and bathe their dogs while they were away. My house sits in a shady private area and is surrounded by parks and trails so there will be a lot of running around and play time when your dog is cared for by me. I can do oral medication administration, I have had a senior dog experience and can provide daily exercise for your pups. My schedule is flexible so I can usually take on new dogs at a moment’s notice. I will update you regularly with pictures and videos to give you peace of mind during your time apart. I am working from home so most of my time will be caring for your fur baby. Daycare drop-off no earlier than 6:00 am and pick-up hours anytime in the afternoon. We have a large fenced backyard and our two dogs, Maggie (Pug) and Lyka (Boston Terrier) are very good with all dogs. They love to play and will keep your fur baby company during their stay. The dogs are in and out all day using 9 steps. We have security cameras and limited access to our property.

Sitter Profile Image: Cynthia H.
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Cynthia H.
Star Sitter
from
$45
per day
5.0 out of 5.0 stars
115 reviews
35 repeat clients
25 years of experience
Schenk-Atwood, Madison, WI, 53704

Cynthia’s pupdates are THE BEST! I look forward to her primo photos & pupdates every time. My pup Popsicle gets so excited when she sees Cynthia. Hands-down the most thoughtful, caring pup-sitter that I have encountered. ✨

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Josephine D.
Sitter Profile Image: Autumn B.
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Autumn B.
from
$40
per day
5.0 out of 5.0 stars
6 reviews
10 years of experience
Sherman Village, Madison, WI, 53704

Autumn was wonderful with our active pup! She treated him like her own with lots of play and snuggles. We really appreciated the updates and photos throughout the day. We will definitely be booking again!

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Jill B.
Sitter Profile Image: Jenna H.
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Jenna H.
Star Sitter
from
$29
per day
5.0 out of 5.0 stars
11 reviews
3 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: Mariana P.
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Mariana P.
from
$40
per day
4.9 out of 5.0 stars
53 reviews
17 repeat clients
30 years of experience
sun prairie, WI, 53590

Our experience was full 5 stars all the way! Mariana provided updates and pics throughout Molly's stay. We know she had fun as she was exhausted and slept like a baby later than night. We would absolutely use Mariana in the future.

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Kim O.
Sitter Profile Image: Brian & Jessie B.
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Brian & Jessie B.
Star Sitter
from
$30
per day
5.0 out of 5.0 stars
4 reviews
2 repeat clients
20 years of experience
Sherman Village, MADISON, WI, 53704

About: Happy, loving, patient and playful pupsitters who have experience working as kennel manager, dogsitter, and lifelong dog lovers. We love and care for all creatures big and small and happen to love dogs as though they were our own children (and they are.) My partner Jessie and I share all dog duties in our house. Someone is around the house every day of the week, as Jessie often works from home, and our two pups are always home. We strive to never leave our own pups alone for no more than 4 hours so there's always time and room for bathroom breaks. And if the weather is nice we leave the backyard door open for them to roam free (in a fenced area). It is the most ideal place for a dog to have room to move about, activities to entertain, and loving caretakers to help them live their best life. We have a fenced in yard and plenty of space to roam, along with healthy wildlife distractions, fun toys, plenty of snacks, and generous room inside the house for everyone to feel cozy, warm or cool, and always nurtured.

Sitter Profile Image: Tracy S.
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Tracy S.
from
$40
per day
5.0 out of 5.0 stars
48 reviews
12 repeat clients
30 years of experience
Rolling Meadows, Madison, WI, 53714

Tracy was so patient with our elderly dog's needs and actions. Happy definitely had a good time and was exhausted each night! Great availability.

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Stacy R.
Sitter Profile Image: Mary Z.
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Mary Z.
Star Sitter
from
$35
per day
5.0 out of 5.0 stars
18 reviews
8 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 5.0 stars
47 reviews
10 repeat clients
25 years of experience
Sunset Village, Madison, WI, 53705

Julie did great job making me and my dog Stella Watson very comfortable from meet and greet thru 1st daycare visit. Stella had wonderful time playing with Zilla and zooming around the yard and house. Will be hoping to visit again soon!

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Shelby L.
Sitter Profile Image: Kris A.
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Kris A.
from
$25
per day
5.0 out of 5.0 stars
10 reviews
3 repeat clients
16 years of experience
DeForest, WI, 53532

About: I'm currently in a pet-free home with my kiddos and have lived with dogs for much of my adult life. I'm a massage therapist and love giving pups a little TLC with energy therapy and light massage. They love it! The dog you see in my thumbnail photo is KC. She was a rescue dog who was with us for six years and needed lots of training, support and care. Please note I take 3 walking clients per day but only 1 boarder at a time. I teach at a technical college and am a personal trainer, working part-time from home and part-time out of the home. I'm often home for long hours during the day. My three kids are in public school, so dogs may have 1 to 4 dog-lovers in the home after 4pm. I offer long walks on sidewalks or trails if preferred, treats, water, lots of play and unlimited petting! I offer care in my home and dog walking. Pets are allowed on my furniture if that's what they're used to. Looking forward to meeting your pup!

Sitter Profile Image: Megan T.
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Megan T.
Star Sitter
from
$30
per day
5.0 out of 5.0 stars
61 reviews
19 repeat clients
12 years of experience
Eken Park, Madison, WI, 53704

Megan was absolutely wonderful! Very friendly and I loved the updates. Lazlo was very Happy and had a Fun day 🐕‍🦺😃 Will Definitely be a repeat client!!

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

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Sitters in Lake Windsor average 4
repeat doggy day care clients

Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Lake Windsor on Rover as of Jan 2026 was about $35 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Lake Windsor doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jan 2026, 294 sitters provided doggy day care in Lake Windsor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 87% of Lake Windsor sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Lake Windsor have an average of 18 years of experience. Sitters offering doggy day care with repeat customers have an average of 4 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Lake Windsor.

Lake Windsor doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Lake Windsor sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

There are 294 sitters offering doggy day care in Lake Windsor on Rover, so you’re sure to find the perfect match for your dog! In Lake Windsor, 91% of sitters offer daily exercise, 95% offer medication administration, and 91% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.