Dog Boarding Hollandale

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick-Up
Search

Hollandale, Find top rated dog boarding

1 / 1
Sitter Profile Image: Nicole E.
Verified Enhanced Background Check
Nicole E.
from
$40
per night
5.0 out of 5 stars
• 7 reviews
12 years of experience
Mount Horeb, WI, 53572

About: I have three decades of dog knowledge, appreciation and love. In addition to my four legged family of rescue dogs, I have fostered 170+ dogs of all sizes, ages and needs. I have a great deal of experience with dogs in transition, which allows me provide a compassionate, structured, enriching, understanding and safe environment. I have done many classes with my own dog family, so they are a well behaved and comforting presence to new visitors. I live in the beautiful driftless countryside with two acres of fenced yard and plenty of room to run and play. I have a flexible schedule so the dogs enjoy a lot of one on one time and frequent opportunities for potty breaks. The household is generally quiet and calm. Dogs who need extra exercise or activity are welcome to join on our walks and hikes, with your permission. There is usually someone in the pack who will want to either play or snuggle - depending on your dog's unique disposition and desires. I am able to take young to senior dogs and am open to all activity levels. I can manage some special needs, medical needs and behaviors if you reach out in advance to see if I can provide the fit your dog needs. (Because we are a multi-dog household I can only take dog-social dogs. Hope you can understand. :-) ) If your four legged family member would like some fresh country air and responsible care while you are away - please reach out! The household wakes up when the old beagle does and we all go to bed when the pack lies down for the night. Life here very much revolves around the dogs! I have a flexible schedule, so most days someone is home for frequent potty breaks. Dogs have their choice of spending time outside, when it is nice; or relaxing on a sofa, a dog bed - or our bed. In the warm months I put a doggie pool out for the water loving family. The house is surrounded by a two acre fenced yard with long grass, paths, trees and a garden which allows them plenty of space to roam, play, smell and explore. I always accompany small dogs or new dogs at all times when they go outside. Once middle to large sized dogs show that they are comfortable with the other dogs and the environment, I will let them in and out at their discretion. Small dogs always go outside with a person, for safety. Dogs who need slow introductions can have one of the spare bedrooms to themselves for as much time as they need. The household has a huge amount of experience with dog introductions and I never make assumptions about dogs getting along until I have observed and accompanied them in meeting the other dogs in the household. My personal dogs have been introduced to other dogs hundreds of times and are reliable and trained. I have had many dogs who arrive very fearful or anxioius and I have knowledge of how to use comforting body language and voice to lend them support as they adjust. I am aware of how to apply and appropriately use a double harness-leash system for flight risk dogs. And I am willing to sleep with an anxious dog in a separate bedroom, if that is what is what they need to be able to relax and feel safe and at home.

Sitter Profile Image: Kristin & Bruce M.
Verified Enhanced Background Check
Kristin & Bruce M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 114 reviews
32 repeat clients
2 years of experience
Madison, WI, 53719

“My pup Cricket loves Kristin, Bruce, Hartley, and Lauren SO MUCH. He has quite a lot of energy and every time he gets to stay with them, he comes home tired and content (and even pouted the whole way home in the car this time). In addition to being fantastic Rovers, they're just great human beings and we're so grateful to have found them and cannot recommend more. Thank you, as always, for everything!!”

Profile image
Ali Y.
Sitter Profile Image: Nicole P.
Verified Enhanced Background Check
Nicole P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 35 reviews
8 repeat clients
41 years of experience
Cross Plains, WI, 53528

“Nicole did a great job taking care of our dog, Kevin, and keeping us updated on his stay along with plenty of photos each day. Her and her family seemed to give Kevin lots of exercise and attention. Highly recommend!”

Profile image
Lesley S.
Sitter Profile Image: Michelle S.
Verified Enhanced Background Check
Michelle S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 52 reviews
11 repeat clients
30 years of experience
Orchard Ridge Community, Madison, WI, 53711

“Michelle was amazing! She was super responsive and the boys seemed like they had a great time. She kept us updated every day with messages and pictures. We would definitely go back :)”

Profile image
Annika S.
Sitter Profile Image: Doua Song 'Jenny' & Darin K.
Verified Enhanced Background Check
Doua Song 'Jenny' & Darin K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 37 reviews
10 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

“We left our dog Toffee with Jenny and her family for 5 days while we attended a work conference, and we could not have asked for a better experience! This was our first time using Rover and leaving Toffee with someone we didn’t know, so we were definitely nervous at first. Jenny immediately made us feel comfortable with constant updates, pictures, and videos throughout the entire stay. Toffee had the absolute best time running around in her huge backyard, playing with her kids and her two dogs, and getting so much love and attention. It truly felt like he was treated as part of their family. You can tell Jenny genuinely cares about the dogs she watches. We were able to fully enjoy our trip knowing Toffee was happy, safe, and so well cared for. We are beyond grateful and will absolutely be booking with Jenny and her lovely family again in the future. Highly recommend!”

Profile image
Manisha C.
Sitter Profile Image: Ryan & Martha M.
Verified Enhanced Background Check
Ryan & Martha M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 64 reviews
29 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

“Ryan and Martha took wonderful care of my dog. They treated her as a member of their family. They took her for walks and sent daily pictures. I will certainly ask them to care for Ella again when needed.”

Profile image
Jane B.
Sitter Profile Image: Manjusha & Midhun V.
Verified Enhanced Background Check
Manjusha & Midhun V.
Star Sitter
from
$23
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Verona, WI, 53593

“My boy had the BEST time with Manjusha & Midhun! They went above and beyond caring for him - several photo/video updates, walks, treats, and cuddles. They made sure he was comfortable, loved, and spoiled as much as possible during his stay and I truly couldn’t have asked for better care. Zero complaints and highly, highly recommend! ❤️🥰”

Profile image
Kamryn B.
Sitter Profile Image: Christina & Jeremy C.
Verified Enhanced Background Check
Christina & Jeremy C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 82 reviews
45 repeat clients
15 years of experience
Verona, WI, 53593

“Christina & Jeremy did a great job with my dog! He was dealing with a rash, so he had just been prescribed medication. It is hard to trust sitters to keep up with your dog’s medication regimen, but when my dog came back, his rash was looking much better. Christina and Jeremy are a trustworthy couple for you to leave your pets with!”

Profile image
Soumil N.
Sitter Profile Image: Tessa S.
Verified Enhanced Background Check
Tessa S.
from
$35
per night
5.0 out of 5 stars
• 20 reviews
7 repeat clients
7 years of experience
Fitchburg, WI, 53711

“Tessa is always just the best! She cares and loves Rena like her own - taking her in the best walks and adventures with her dog Tennessee. We can’t thank Tessa enough!”

Profile image
Kayla L.
Sitter Profile Image: Cleda W.
Verified Background Check
Cleda W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 230 reviews
88 repeat clients
11 years of experience
Spring Harbor, Madison, WI, 53705

“Benito loved his stay with Cleda! We were worried cause he usually has separation anxiety, but with Cleda he was instantly happy, he had the best time, and Cleda is great at giving updates and lots of pictures of how Benito was doing! We are definitely becoming regulars ?”

Profile image
Pamela D.
Sitter Profile Image: Sydney K.
Verified Enhanced Background Check
Sydney K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
5 years of experience
Maple-Prairie, Madison, WI, 53719

“Sydney was a fantastic sitter for Mack. She took great care of him and sent updates every day. I could not recommend Sydney enough.”

Profile image
Yuanzhi L.
Sitter Profile Image: Priyanka "Pri" T.
Verified Background Check
Priyanka "Pri" T.
from
$59
per night
4.8 out of 5 stars
• 190 reviews
75 repeat clients
20 years of experience
Madison, WI, 53719

“Pri was awesome! She was very responsive and flexible. We asked Pri super last minute but she was still willing to take Archie. She responded back to my request in less than 5 minutes and everything was arranged in less than 30 minutes. Archie seemed to have loved the time at Pri's and I would definitely be getting in touch with Pri in the future and also recommend her to anyone else!”

Profile image
Calvin Y.
Sitter Profile Image: Emily V.
Verified Enhanced Background Check
Emily V.
from
$50
per night
5.0 out of 5 stars
• 20 reviews
6 repeat clients
18 years of experience
Oregon, WI, 53575

“Emily was great with our big, young and very energetic dog! She has a great fenced in yard and our dog had a blast! He was very tired when he got home! We would definitely use her again!”

Profile image
Eric & Christine A.
Sitter Profile Image: Gen A.
Verified Background Check
Gen A.
from
$75
per night
5.0 out of 5 stars
• 338 reviews
204 repeat clients
7 years of experience
Middleton, WI, 53562

“Gen was the best pet sitter. Gen took awesome pictures and gave daily updates which kept me from worrying about my dogs. I think the dogs had as much fun as I did. Gen went above and beyond when I messed up my schedule for the return day. Gen is an experienced dog owner and a kind person. I wouldn’t hesitate to rebook her for dog sitting!”

Profile image
Kandi B.
Sitter Profile Image: Brad N.
Verified Enhanced Background Check
Brad N.
Star Sitter
from
$42
per night
4.9 out of 5 stars
• 108 reviews
22 repeat clients
35 years of experience
Fitchburg, WI, 53711

“Delta had no hesitation to go to Brad’s house, and seemed happy and at ease when we picked her up. Brad had great communication and sent many photos! It made us feel comfortable using Rover for the first time”

Profile image
Amanda G.
Sitter Profile Image: Ann A.
Verified Enhanced Background Check
Ann A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 161 reviews
59 repeat clients
10 years of experience
Madison, WI, 53719

“Ann was amazing with my anxious pup! She was very patient and provided plenty of updates :)”

Profile image
Evelyn K.
Sitter Profile Image: Shayanne T.
Verified Enhanced Background Check
Shayanne T.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
25 years of experience
Bay Creek, Madison, WI, 53715

About: Animals have always been an important part of my life. Growing up, I cared for rabbits, hamsters, mice, and a pet rat. Today I share my home with my 13 year old cat, Meeko, and my housemate’s friendly 12 year old dog. I recently said goodbye to my senior cat after 16 wonderful years together. During the last few years of his life, I administered medication multiple times a day and became experienced in caring for an aging pet with extra medical needs. That experience strengthened my patience, attention to detail, and understanding that every pet deserves individualized, compassionate care. Whether your pet loves long walks, playtime, or simply relaxing with company, I’ll treat them with the same love and respect I give my own pets. I work full-time during the week 8:30-4:30, so I’m available for drop-in visits and dog walks before and after work (6-7:30 AM, and after 4:30 pm M-F), as well as most weekends and holidays. I also offer limited weekend boarding for one dog at a time so I can provide each guest with plenty of individual attention and care. My goal is to be flexible while making sure every pet receives the time and attention they deserve. Whether I’m caring for your pet in my home or yours, my priority is making them feel safe, comfortable, and loved. I know pets thrive on routine, so I’ll follow your instructions closely—from feeding schedules and walks to medications, favorite toys, and bedtime routines. During drop-in visits, I’ll make sure your pet gets plenty of attention, playtime, potty breaks, fresh water, and lots of affection. I understand that having a stranger in the house can be stressful for both pets and owners, so I’ll always treat your home with the same care and respect I would my own. For boarding, I have a securely fenced backyard for supervised outdoor play. I only accept one boarding dog at a time so I can provide a calm, personalized experience and ensure every pet receives plenty of attention. My home also includes my cat and my housemate’s dog, so I only accept dogs that are comfortable around cats and other dogs. This helps create a calm, safe environment for everyone.

Sitter Profile Image: Taylor B.
Verified Enhanced Background Check
Taylor B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 117 reviews
34 repeat clients
20 years of experience
Prairie Hills, Madison, WI, 53711

“Taylor is a fantastic sitter!! Super friendly, she sent daily pictures and updates of our sweet Maggie. It was truly a home away from home from her. Next time we're out of town, Taylor will be the first to come to mind!”

Profile image
Tom S.
Sitter Profile Image: Brandon T.
Verified Enhanced Background Check
Brandon T.
from
$30
per night
15 years of experience
Middleton, WI, 53562

About: With over 15 years of dog experience and a genuine love for animals, I provide compassionate and reliable care for your furry friends. As a proud owner of a adorable 5-year-old Goldendoodle, I understand the importance of trust and dedication when it comes to caring for your pet. Let's give your dog the loving attention they deserve! My work schedule is from 2 PM to 11 PM, but I have a two-hour dinner break in the evening, giving me plenty of time to take your dog out, play, and ensure they get the care and attention they need. Your pet's happiness and well-being are my priority! I care for pets in the comfort of your home, ensuring they feel safe and loved while you're away. I'll give your pet personalized attention, follow their routine, and care for their needs as if they were my own, so you can relax knowing your furry friend is in good hands.

Sitter Profile Image: Meta M.
Verified Enhanced Background Check
Meta M.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 54 reviews
11 repeat clients
25 years of experience
Verona, WI, 53593

“Meta was awesome! She gave daily updates with photos and tailored perfectly to my dog's needs. Her being able to work from home and spend more time with your pet is what separates her from most sitters. 10/10 would recommend Meta”

Profile image
Robert R.
1 / 1
View more

The median cost per night for dog boarding in Hollandale is €45

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.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

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

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Hollandale

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Hollandale average 10
repeat dog boarding clients

FAQs for Dog Boarding - Hollandale

Frequently asked questions about Rover

As of November 2026, there are 246 sitters on Rover offering Dog Boarding across Hollandale. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

91% of sitters in Hollandale can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Hollandale home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Hollandale.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

Yes, you can find sitters who have experience with handling special pet needs in Hollandale. On Rover:

  • 87% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 91% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

You and your Hollandale sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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.

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.

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.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge