Doggy Day Care in Oakwood Village, Madison, WI

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Jeanette R.
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Sitter Profile Image: Jeanette R.
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1.

Jeanette R.

Dog loving stay at home dog mom
Madison, WI, 53719
Boarding, Doggy Day Care
5.0
9 reviews
8 repeat clients
from
$25
per day

Jeanette did a great job watching Sammi. She sent several pictures and told us how well Sammi behaved. We will definitely have Jeanette watch Sammi again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Cameron M.
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Sitter Profile Image: Cameron M.
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2.

Cameron M.

Hakuna Matata (No Worries)
Madison, WI, 53719
Boarding, Doggy Day Care
5.0
16 reviews
7 repeat clients
from
$25
per day

Mika has stayed with Cameron many times now and always comes back tired and happy! Have never had an issue and Mika is always excited to run in the door for daycare. Only good things to say!

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Sitter Profile Image: Kathryn & Joseph K.
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Sitter Profile Image: Kathryn & Joseph K.
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3.

Kathryn & Joseph K.

Full Time at Home with Fence + Love
Verona, WI, 53593
Boarding, Drop-In Visits, Doggy Day Care
5.0
130 reviews
63 repeat clients
from
$28
per day

Fitzgerald had a great day – lots of fun! He is laying down now happily panting away. I bet he’ll be asleep before we hit the highway! Thank you very much!

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Sitter Profile Image: Mary Z.
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Sitter Profile Image: Mary Z.
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4.

Mary Z.

Dog-loving home
Regent, Madison, WI, 53726
Boarding, Doggy Day Care
5.0
5 reviews
3 repeat clients
from
$35
per day

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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Sitter Profile Image: Lauren H.
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Sitter Profile Image: Lauren H.
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5.

Lauren H.

Your Pet's New Best Friend
Capitol, Madison, WI, 53703
Boarding, Drop-In Visits, Doggy Day Care
5.0
6 reviews
1 repeat client
from
$40
per day

Hammy had an amazing weekend with Lauren! Communication was amazing and she sent me great updates during the day. I was so reassured that Hammy was well taken care of and happy with Lauren.

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Sitter Profile Image: Jiayi H.
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Sitter Profile Image: Jiayi H.
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6.

Jiayi H.

Welcome to Pooch Paradise!
Verona, WI, 53593
Boarding, Doggy Day Care
5.0
29 reviews
10 repeat clients
from
$30
per day

Jiayi has been super helpful watching my 13 week old golden retriever puppy! I was nervous to leave him with anyone since he’s still so young, but Jiayi sent pictures, videos, and updates multiple times throughout the day. She has everything needed for a puppy and goes above and beyond. I never worry when I take him to her house as I know he’s in great friends and gets to play with her dog Luca. Would recommend her to anyone looking for a daycare:)

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Sitter Profile Image: Elena A.
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Sitter Profile Image: Elena A.
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7.

Elena A.

Loving Canine Care
Madison, WI, 53719
Boarding, Doggy Day Care
5.0
27 reviews
15 repeat clients
from
$30
per day

Elena and her husband were great pet sitters. Elena sent me pictures of my pup throughout the work day along with updates. She was also so flexible and accommodating when I got held up and work and could not pick my pup up until later than planned.

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Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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8.

Andrew L.

Rover 101
Looking for a fur baby to love! 💜
Greenbush, Madison, WI, 53715
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
103 reviews
46 repeat clients
from
$42
per day

Drew was AMAZING with my dog. He sent me the cutest pictures of her and made sure that she was totally comfortable at all times. I have an old dog that needs a peaceful place to nap during the day and Drew’s home was a perfect fit for that. If you have a little snuggle-bug dog, then I would very highly recommend this sitter!!

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Sitter Profile Image: Valarie B.
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Sitter Profile Image: Valarie B.
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9.

Valarie B.

Rover 101
Professional caregiver for your pet
Meadowood, Madison, WI, 53711
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
20 reviews
7 repeat clients
from
$35
per day

Flash had a great day with his new best friend. He was happy and worn out when I picked him up. Valarie is an excellent dog sitter and Flash is looking forward to his next visit!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Priyanka "Pri" T.
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Sitter Profile Image: Priyanka "Pri" T.
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10.

Priyanka "Pri" T.

Poodle Paws love and care for pups!
Madison, WI, 53719
Boarding, Doggy Day Care
5.0
124 reviews
52 repeat clients
from
$49
per day

So thankful for Pri! My dogs aren't the easiest and she did such a great job caring for them. Straightforward, professional, and low stress. Definitely recommend!

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Sitter Profile Image: Gary M.
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Sitter Profile Image: Gary M.
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11.

Gary M.

A very patient caretaker :)
Maple-Prairie, Madison, WI, 53719
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$30
per day

Gary is one of the most patient people i have ever met. His presence alone has a calming effect, not only on humans but on dogs as well. I foster dogs, and Gary has helped me care for them when needed. Foster dogs can sometimes have behavioral issues due to their unknown background, but Gary does a fantastic job at making dogs feel more calm and comfortable. He bonds really quickly with any dog he meets, and he’s even more patient than I am. He has even bonded with my very difficult Pomeranian/chihuahua mix, who used to nip at Jj him, but she now goes as far as to share the bed him :)

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Sitter Profile Image: Meghan D.
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Sitter Profile Image: Meghan D.
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12.

Meghan D.

Rover 101
Experienced & Caring Dog Foster Mom
Regent, Madison, WI, 53726
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
20 reviews
8 repeat clients
from
$44
per day

We brought Penny here for another day and Meghan was fantastic as usual. Could not recommend her more. Penny loves her visits here now and we cannot wait to bring her back again

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Sitter Profile Image: Oswaldo O.
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Sitter Profile Image: Oswaldo O.
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13.

Oswaldo O.

Responsible, active sitter!
Madison, WI, 53711
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
2 reviews
from
$25
per day

He was very quick to reply to any of my questions and took great care of Monroe. Thanks!

Sitter Profile Image: Sara & Jonathan J.
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Sitter Profile Image: Sara & Jonathan J.
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14.

Sara & Jonathan J.

Come stay and play with us!
Prairie Hills, Madison, WI, 53711
Boarding, Doggy Day Care
5.0
25 reviews
11 repeat clients
from
$25
per day

Sara and family have taken care of our puppy on three different occassions for doggy daycare. Sara is so kind, patient, and ready to accomodate all dogs and their needs. We are so thankful for their wonderful care!

Sitter Profile Image: Holly T.
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Sitter Profile Image: Holly T.
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15.

Holly T.

Dog lover my whole life!
Middleton, WI, 53562
Boarding, House Sitting, Doggy Day Care
5.0
7 reviews
1 repeat client
from
$40
per day

Holly was very receptive to caring for our dog on short notice when we had to be in Madison for a family member’s hospitalization. The home, fenced in yard, companionship of their dog Mocha was wonderful for our little guy. I could tell he was exercised and loved while in her care.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Shuting Z.
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Sitter Profile Image: Shuting Z.
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16.

Shuting Z.

Shuting, Madison Animal Lover
Sunset Village, MADISON, WI, 53705
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
23 reviews
9 repeat clients
from
$60
per day

Shuting was a-mazing with my pup Olive! She not only took her in last minute, but she was so kind and easy to talk to. She was like talking to a good friend. I think my pup had a better day than I had! Next time I’m in the area I will definitely reach out to her again.

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Sitter Profile Image: Chelsea O.
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Sitter Profile Image: Chelsea O.
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17.

Chelsea O.

Canine caregiver & fun loving pup
Spring Harbor, Madison, WI, 53705
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
22 reviews
4 repeat clients
from
$50
per day

Chelsea is amazing and I knew right away that Archie was in great hands. He came home happy and relaxed. Ava and Leo were fantastic playmates! Thank you!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Ilise M.
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Sitter Profile Image: Ilise M.
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18.

Ilise M.

Company for Your Furbaby!
Orchard Ridge Community, Madison, WI, 53711
Drop-In Visits, Doggy Day Care, Dog Walking
5.0
31 reviews
9 repeat clients
from
$25
per day

Ilise is an exceptional dog caretaker. She goes out of her way to accommodate and communicate to make everything easier for both me and my pet. Her puppy also is a great walking buddy! Would recommend her over anyone else in the Madison area.

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Sitter Profile Image: Abby N.
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Sitter Profile Image: Abby N.
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19.

Abby N.

Active dog lover w puppy experience
Madison, WI, 53719
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
16 reviews
6 repeat clients
from
$25
per day

Abby was excellent with Kala! She gave us regular updates with videos and pictures. She took her on multiple walks and gave her play time in the yard. I would definitely book with her again!

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Sitter Profile Image: Rebecca & Clara A.
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Sitter Profile Image: Rebecca & Clara A.
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20.

Rebecca & Clara A.

Dogs deserve great vacations
Madison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
19 reviews
5 repeat clients
from
$50
per day

Rebecca and Clara could not have been nicer or more conscientious. They sent updates, photos and videos throughout the night. They seemed to really bond with my dog, and I am sure my dog had a great time playing with their dogs both in and outside, as well as snuggling with caregivers. Highly recommend and will be using often!

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In Oakwood Village, Madison, WI, dog lovers trust Rover.com for their doggy day care needs. Over 423 pet owners have reviewed day care sitters in Madison, giving them an average rating of 4.9/5 stars. Booking doggy day care in Oakwood Village can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book doggy day care in Madison on Rover? Check out our average doggy day care rates to get an idea before reaching out and beginning a conversation with a sitter.

With Rover, you can find a trustworthy, loving pet sitter to take care of your dog while you're at work or have a day full or errands. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 60,000 sitters who've listed their services on Rover. That way, you're sure to find a doggy day care who's right for your needs. We're proud that 95% of our sitters have 100% 5-star reviews, and we think your dog will love them too. Search for a sitter who offers doggy day care, schedule a Meet & Greet, and book the stay if it seems like a good fit. No matter how often you need day care, you're sure to find a sitter who will treat your dog like family. And just like with overnight services booked on Rover, doggy day care is covered by premium insurance, at no extra charge to you.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Oakwood Village, Madison donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Madison.

We're proud to support over 200 organizations across the nation, including:

Doggy Day Care