Doggy Day Care Rutland

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

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Rutland, 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: Wanqing Y.
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Wanqing Y.
Star Sitter
from
$50
per day
5.0 out of 5 stars
109 reviews
34 repeat clients
4 years of experience
Oregon, WI, 53575

Thank you for being available to watch Georgia! I You were amazing with communication on how she was doing and also so kind in getting to know and love our dog. Looking forward to rebooking with you soon!

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Angie R.
Sitter Profile Image: Heather W.
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Heather W.
Star Sitter
from
$36
per day
5.0 out of 5 stars
35 reviews
9 repeat clients
20 years of experience
Brooklyn, WI, 53521

Whiskey had a great time with Heather and her daughter! I loved that she kept me updated with pictures of how he was doing. Will definitely be bringing him back to have more fun!!:)

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Sam S.
Sitter Profile Image: Tessa S.
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Tessa S.
from
$26
per day
5.0 out of 5 stars
17 reviews
6 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: Nicole H.
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Nicole H.
from
$35
per day
5.0 out of 5 stars
44 reviews
14 repeat clients
28 years of experience
Stoughton, WI, 53589

Nicole is absolutely wonderful. I came to her with a dog who was super anxious at his last sitter (to no fault of the sitter), stubborn, and a senior, and she is so understanding and kind. Ollie is vocal and set in his ways, and she was able to make his experience super positive and he really seemed to like her. I will absolutely be booking her anytime she is available, and as long as she wants Ollie back.

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Erin C.
Sitter Profile Image: Doua Song 'Jenny' & Darin K.
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Doua Song 'Jenny' & Darin K.
Star Sitter
from
$52
per day
5.0 out of 5 stars
26 reviews
6 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

Jenny and Darin were great! They provided updates throughout the day and took great care of our slightly anxious puppy :) Will definitely book with them again!

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Autumn P.
Sitter Profile Image: Emily V.
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Emily V.
from
$30
per day
5.0 out of 5 stars
19 reviews
6 repeat clients
18 years of experience
Oregon, WI, 53575

Emily responded quickly to my request for daycare and we did a meet & greet the day before to make sure my dog Wolfie and her two dogs Gus & Bailey got along. It was perfect, all was good. The actual day of daycare Wolfie couldn’t wait to get inside Emily’s house! Wolfie played a lot and was very chill/tired for the evening. Emily is very nice and took great care of my pup! Highly recommend. Thanks Emily!!

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Andrea S.
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: Ryan & Martha M.
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Ryan & Martha M.
from
$33
per day
5.0 out of 5 stars
52 reviews
22 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

Bean loves going to Ryan & Martha’s and always comes home tired which means she had fun :) they are super quick to respond and always send pictures

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Erin B.
Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$30
per day
5.0 out of 5 stars
27 reviews
10 repeat clients
1 year of experience
Madison, WI, 53719

Jesse is an animal liver and it shows in her sweet disposition. Our dog enjoyed himself with her and we feel very confident in Jesse’s care.

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Edie & Bob P.
Sitter Profile Image: Emma R.
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Emma R.
Star Sitter
from
$40
per day
4.9 out of 5 stars
93 reviews
30 repeat clients
35 years of experience
Marquette, Madison, WI, 53703

5+ stars. Such a great sitter. Our dog Holly had a wonderful time there. Holly did a ton of running and playing with the other dogs. Originally we had Holly to just be watched during the day. I had something come up that night and Emma agreed to keep Holly overnight and I picked Holly up afternoon next day. Emma is an awesome dog watcher and I highly recommend!! Will be back again!! A+ work

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Eric P.
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: Gail & Joe K.
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Gail & Joe K.
from
$25
per day
5.0 out of 5 stars
5 reviews
2 repeat clients
13 years of experience
Stoughton, WI, 53589

Absolutely amazing experience with our dog sitters! 🐾 They took such incredible care of my mini dachshunds, Nugget and Muffin, and treated them like their own. I got updates, photos, and total peace of mind while I was away. It’s obvious how much they truly love animals, and my pups came home happy, relaxed, and so well cared for. Nugget and Muffin can be a little spoiled and needy at times, but they were so patient, attentive, and loving with them. I honestly couldn’t ask for better people to trust with my dogs. Highly recommend to anyone looking for reliable, caring, and trustworthy pet sitters! 💕

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Somer S.
Sitter Profile Image: Jennifer O.
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Jennifer O.
from
$25
per day
5.0 out of 5 stars
27 reviews
14 repeat clients
20 years of experience
Oregon, WI, 53575

About: I've cared for cats and dogs my own as well as other owners, for the last 20-plus years I also have experience with other kinds of animals. I protect animals fiercely and I am extremely receptive of detail and specifics that any pet owner may have for me. I have varied availability throughout the week and weekend. Although I have another job, and have a family, I still have flexibility to do pet care. :-) I care for my own animals deeply in one of my top priorities is meeting their needs. I probably even go above and beyond for someone else's pet as I understand that someone else is putting their fur babies in my care. I appreciate good communication and I pay attention to details that a pet owner may have for me.

Sitter Profile Image: Manu J.
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Manu J.
Star Sitter
from
$55
per day
5.0 out of 5 stars
60 reviews
11 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: Alicia D.
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Alicia D.
Star Sitter
from
$30
per day
5.0 out of 5 stars
97 reviews
25 repeat clients
10 years of experience
Worthington Park, Madison, WI, 53714

About: I work remotely and have a fenced in yard so I’m able to look after and hang out with your dog throughout the day. My dog, Milo, is a pup who is the chillest pup I’ve ever met but also loves to play with other dogs and say hi to strangers. I make an effort to make sure owners pets stick to their schedules and I enjoy the active time with them too. I work from home allowing me to watch over pets throughout the day and ensure they have enough outside time and whatever else they may need. I try to stick to owners house rules and routines. I’m an early bird allowing for morning time to get energy out and for pets to start their day with me.

Sitter Profile Image: Sarah S.
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Sarah S.
Star Sitter
from
$35
per day
5.0 out of 5 stars
58 reviews
12 repeat clients
25 years of experience
Edgerton, WI, 53534

Sarah and her pack did awesome!!! Can't thank her enough for taking in Winnie on such short notice. When I picked up Winnie I was taken back at how much Winnie had bonded with Sarah in such a short period of time. Sarah was aware of Winnie's IBD issues and updated me on how she did. I really appreciated her for that!!!! This family definitely loves dogs!!!

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Marshall H.
Sitter Profile Image: Taylor B.
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Taylor B.
Star Sitter
from
$30
per day
5.0 out of 5 stars
103 reviews
31 repeat clients
20 years of experience
Prairie Hills, Madison, WI, 53711

Last minute, but with wonderful communication and top care. I got lots of photos and updates on my old girl. She has separation anxiety so probably not the easiest. But Taylor and her husband are lovely people and took good care of her for the evening! Many thanks❤️

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Susan H.
Sitter Profile Image: Grace H.
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Grace H.
from
$45
per day
5.0 out of 5 stars
42 reviews
5 repeat clients
6 years of experience
Capitol, Madison, WI, 53703

Grace was great to work with! She was very quick to respond and provided me with the peace of mind that my dog was well taken care of. Highly recommend Grace to anyone in the Madison area!

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Austin C.
Sitter Profile Image: Kristin & Bruce M.
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Kristin & Bruce M.
Star Sitter
from
$30
per day
5.0 out of 5 stars
102 reviews
30 repeat clients
2 years of experience
Madison, WI, 53719

Kristin and Bruce provided exceptional daycare services. My senior dog initially had anxiety being in a different home. Kristen and Bruce were very attentive and made her feel comfortable.

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Jennifer P.
Sitter Profile Image: Eric &  Rachel D.
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Eric & Rachel D.
Star Sitter
from
$38
per day
4.9 out of 5 stars
23 reviews
6 repeat clients
9 years of experience
Capitol, Madison, WI, 53703

Eric and Rachel took such good care of my little girl! They helped her feel comfortable and provided great pictures and updates throughout the day. So grateful for their compassion and caring personalities!

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Laurie S.
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The median cost per day for doggy day care in Rutland is $35

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer doggy day care
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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Popular requests for doggy day care - Rutland

Select a filter and find qualifying sitters offering doggy day care.

Sitters in Rutland average 3
repeat doggy day care clients

FAQs for Doggy Day Care - Rutland

Frequently asked questions about Rover

As of August 2026, there are 339 sitters on Rover offering Doggy Day Care across Rutland. 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 Rutland 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 339 sitters in Rutland, 82% 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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