Doggy Day Care in Westchester Gardens, 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

Sitter Profile Image: Carmen T.
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Sitter Profile Image: Carmen T.
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1.

Carmen T.

Just like home with us!
Madison, WI, 53718
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
63 reviews
29 repeat clients
from
$30
per day

Great folks to leave the dogs with. Very kind and welcoming. I felt very comfortable leaving my dogs. And, I know my dogs enjoyed their time here. Will definitely use again when I'm back in the area.

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Sitter Profile Image: Robert L.
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Sitter Profile Image: Robert L.
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2.

Robert L.

Rover 101
Madison's "Dog Whisperer"
Capitol, Madison, WI, 53703
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
198 reviews
38 repeat clients
from
$40
per day

Our dog always enjoys his time with Robert, and we enjoy knowing that he is getting lots of attention during day care. We highly recommend Robert.

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Sitter Profile Image: Lauren H.
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Sitter Profile Image: Lauren H.
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3.

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.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Cynthia & Mark H.
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Sitter Profile Image: Cynthia & Mark H.
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4.

Cynthia & Mark H.

Dogs Are a Woman's Best Friend!
Schenk-Atwood, Madison, WI, 53704
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
41 reviews
13 repeat clients
from
$45
per day

Cynthia was amazing with Popsicle. She really looooves dogs, and she treated Popsicle like family. Popsicle gets so excited when she sees Cynthia! Cynthia sends beautiful photos and the cutest ‘pupdates’ I’ve ever read. Can’t recommend Cynthia enough and have booked her on a recurring basis!

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Sitter Profile Image: Tracy S.
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Sitter Profile Image: Tracy S.
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5.

Tracy S.

Care that Makes a Best Friend
Rolling Meadows, Madison, WI, 53714
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
1 repeat client
from
$27
per day

We have had Tracy watch our boys both for vacations, and weekend trips. She is absolutely amazing with our 2 energetic puppies, and we are so thankful we found her. We don’t have to worry when we are gone because we know she is giving Murphy and Jack extra special loving! The boys get so excited to see her. She truly has a special heart for animals.

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Sitter Profile Image: Mia J.
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Sitter Profile Image: Mia J.
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6.

Mia J.

I'll love your pets like family
Ridgewood, Madison, WI, 53704
Boarding, Doggy Day Care
5.0
105 reviews
43 repeat clients
from
$38
per day

Pico had so much fun at Mia’s playing with her pups! I enjoyed all the picture updates throughout the day showing how he was doing. Will definitely be bringing him back!

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Sitter Profile Image: Suellen A.
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Sitter Profile Image: Suellen A.
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7.

Suellen A.

Loving care for your friends
Schenk-Atwood, Madison, WI, 53704
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
3 reviews
from
$30
per day

Suellen's love for dogs is truly heartwarming, and it reflects in the exceptional care she provides. I have witnessed firsthand how she goes above and beyond to ensure the safety and happiness of the dogs under her care. Suellen's genuine affection for animals creates a nurturing and loving environment for furry companions. She not only prioritizes their physical well-being but also takes the time to understand their individual personalities, ensuring they feel cherished and secure. It's evident that Suellen's passion for pets drives her dedication to their happiness. I wholeheartedly recommend Suellen for Rover Pet Sitting services. Her compassion, attention to detail, and unwavering commitment to the well-being of dogs make her the ideal choice for any pet parent seeking a trustworthy and loving caregiver. With Suellen, you can rest assured that your beloved pets will receive the love and care they deserve.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Sara P.
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Sitter Profile Image: Sara P.
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8.

Sara P.

Active Veterinary Student! 🐶🐱
Madison, WI, 53590
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
1 repeat client
from
$24
per day

Sara was a fantastic dog sitter for the day. She was incredibly kind and timely in her responses and gave us photo updates of our dog all day. She made sure he had attention, treats, and time to rest. We will definitely be booking Sara again in the future.

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Sitter Profile Image: Allie T.
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Sitter Profile Image: Allie T.
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9.

Allie T.

Here When Your Pups Need Me :)
Glendale, Madison, WI, 53716
Boarding, Doggy Day Care
5.0
21 reviews
7 repeat clients
from
$28
per day

This was my first time leaving Boomer with Allie and I knew before I even brought him that he'd be well cared for and loved. And I was right. Allie welcomed him with open arms and sent me several pictures of Boomer playing, lounging, and looking out the window. When I picked him up I could see how comfortable he was with her. I appreciated Allie's flexibility, responsiveness, and warmth throughout our interactions and have no hesitation highly recommeding her for your doggie day care needs.

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Sitter Profile Image: Elizabeth F.
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Sitter Profile Image: Elizabeth F.
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10.

Elizabeth F.

Experienced & Nurturing Pet Sitter
Emerson East, Madison, WI, 53704
Boarding, Drop-In Visits, Doggy Day Care
5.0
12 reviews
from
$45
per day

Elizabeth provided exellent care for franky during his stay. She responded to messages very quickly and send us photo updates. I was happy with the service. I definitely recommend Elizabeth. Thank you!

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Sitter Profile Image: Emma H.
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Sitter Profile Image: Emma H.
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11.

Emma H.

Live life like a pup: HAPPY & FREE!
Tenney-Lapham, Madison, WI, 53703
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
11 reviews
2 repeat clients
from
$25
per day

Emma has always taken amazing care of my Louis boy while I'm away! He is a high energy, smarty pants who requires a lot of attention and she has always been marvelous at keeping him entertained and feeling loved! She is great with animals and I highly recommend her for your dogs next vacation!

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Sitter Profile Image: Dean & Amanda W.
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Sitter Profile Image: Dean & Amanda W.
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12.

Dean & Amanda W.

Young couple with friendly doodle
Elvehjem, Madison, WI, 53716
Boarding, Doggy Day Care
5.0
10 reviews
5 repeat clients
from
$35
per day

What a wonderful setting and dog daycare providers! Dean and Amanda provided a wonderful day for our one year old dog. Our dog seemed to immediately feel at home with their welcoming and loving presence Their dog and another visiting dog made great playmates for ours. In addition to their home's warm and safe ambience, their huge fenced in yard provided a great play zone, as well. Thanks a million!

Sitter Profile Image: Heidi O.
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Sitter Profile Image: Heidi O.
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13.

Heidi O.

I am the dog park!
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704
Boarding, Drop-In Visits, Doggy Day Care
5.0
3 reviews
2 repeat clients
from
$35
per day

ABSOLUTELY WONDERFUL!!!!!!! Do not hesitate too book Heidi. She loves animals and it shows 🩷🩷🩷🩷🩷🩷🩷

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Sitter Profile Image: Travis M.
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Sitter Profile Image: Travis M.
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14.

Travis M.

Reliable, caring dog-lover
Madison, WI, 53718
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
6 reviews
1 repeat client
from
$25
per day

Travis is an amazing dog sitter. He truly loves dogs and takes excellent care of our pup. He is reliable and trustworthy and goes beyond just taking care of what the dog needs and focuses on what makes the dog happy -Walks, car rides, and trips to the dog park etc. it is so nice to know when we leave town that our pup is so well cared for.

Sitter Profile Image: Jared K.
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Sitter Profile Image: Jared K.
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15.

Jared K.

I love animals!
Madison, WI, 53545
Boarding, House Sitting, Doggy Day Care, Dog Walking
1 review
from
$25
per day

Jared grew up with dogs and helped raise our 3 Akitas. He adopted a mixed breed dog named Ghost from a shelter a few years ago. He’s assertive, kind, caring, reliable and responsive.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Germaine & Anthony M.
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Sitter Profile Image: Germaine & Anthony M.
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16.

Germaine & Anthony M.

Parents of two boys & a golden!
McClellan Park, Madison, WI, 53718
Boarding, Doggy Day Care
11 years of experience
from
$25
per day

About: Anthony has had dogs since he was a child and Germaine has had dogs since 2012. We had a Yorkshire terrier and we currently have a 3-year-old female golden retriever, Lilo. She is very friendly and loves to play with other dogs! We would love to take care of your pup in our home! Germaine currently is a stay-at-home mom of an infant and a two-year-old. We stay home most of the day and only leave to run errands. If we do leave the house, your dog will be in a kennel for a few hours. Your dog must be house trained. We have an unfenced front and backyard. We can take your dog out on a leash. We have a dog park in our neighborhood so we can take your pup out for walks and play at the park in the evenings. We will feed them on their usual schedule. Please bring a leash and toys if they have. A leash and kennel are required and toys if needed. We will send you pictures throughout the day to update you on how your dog is doing!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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17.

Sara J.

We ❤️ dogs 🙋‍♀️👧👧👦👦🐶🐶
Elvehjem, Madison, WI, 53716
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
26 reviews
10 repeat clients
from
$54
per day

Sara was awesome with Beau and he came home happy & exhausted - exactly what I'm looking for when he goes to daycare. I'll definitely be using her again, hopefully not on such short notice!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Rebekah & Alex N.
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Sitter Profile Image: Rebekah & Alex N.
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18.

Rebekah & Alex N.

Large fenced in yard!
High Crossing, Madison, WI, 53718
Boarding, Drop-In Visits, Doggy Day Care
5.0
8 reviews
3 repeat clients
from
$42
per day

I'm thrilled I found this family to take care of my chocolate lab. Came to Madison for a wedding looking to find someone to wear out my dog. I sure did find great family. They have nice size property for her to run around, toys , and a bonus kiddie water pool. I picked her up and she fell asleep right away before we made it too the hotel. Thank you. I will use them again whenever I'm back in Madison.

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Sitter Profile Image: Alicia D.
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Sitter Profile Image: Alicia D.
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19.

Alicia D.

Dog lover happy to care for pups!
Worthington Park, Madison, WI, 53714
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
7 reviews
4 repeat clients
from
$25
per day

About: I grew up with family dogs and took responsibility for training them. I'm good with all of my friends dogs, even the ones that are on the shy side. I take care to ensure they get what the need for day - walks, food, naptime - and make sure they stick to their schedules. I work from home on a flexible schedule (though, regular business hours) so I have plenty of time to watch over pets to lessen separation anxiety and ensure they have enough outside-time and whatever else they may need. I like to go for walks in the afternoon to clear my head and I welcome any furball to join me! I am also a runner so if you're doggo has extra energy and is used to going on runs, I'm happy to accommodate that as well. I have a fenced in yard and no pets living with me. I can accommodate crates and if your pup is a free-roamer, that is fine with me too.

Sitter Profile Image: Sara & Chris J.
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Sitter Profile Image: Sara & Chris J.
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20.

Sara & Chris J.

Rover 101
Work-from-home animal lover
Sherman Village, Madison, WI, 53704
Boarding, Doggy Day Care
5.0
29 reviews
10 repeat clients
from
$35
per day

AMAZING! What more can I say! Being a single dog owner is sometimes hard, given I also like to travel. But knowing my little Sasha has a safe place to stay with caring owners makes it so much easier. Sara has years of knowledge fostering dogs and really knows how to make your dog feel safe!

Search Map

When it comes to pet care and doggy day care, pet owners in Westchester Gardens, Madison, WI trust their pets with sitters on Rover.com. Over 423 pet owners have reviewed day care sitters in Madison, giving them an average rating of 4.9/5. Doggy day care doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a day care sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a day care sitter and pet care on Rover? Check out our average doggy day care rates to get an idea before you begin a conversation with a sitter who seems like a great match.

No more begging your friends to take care of your dog when you have a day full of meetings. With Rover, you can book dog day care as often as you need it. Drop off your dog on your way to the office, then pick them up 8 hours later when you're heading home. It's that easy. You can book dog day care (or puppy day care) any day of the week, whether it's a one-time thing, all week, or an every-Tuesday arrangement. And just like overnight pet sitting booked through Rover, you get free premium insurance, a team of safety experts available 24/7, and cute photo updates sometime during the day. It's the easiest way to find a trustworthy sitter for your dog, someone who'll treat them like family while you're at work. Find your dog's perfect sitter, book, and relax. Your dog is in good hands.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Westchester Gardens, 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