Dog Boarding Hollandale

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Hollandale, Find top rated dog boarding

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

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Sitter Profile Image: Nicole E.
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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.
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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!!”

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Ali Y.
Sitter Profile Image: Nicole P.
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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

“I would highly recommend Nicole. Her and her family where so great with Lacy. She keep me updated and had Lacy outside every day wish Lacy loves. I would definitely use Nicole in the future.”

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Mary P.
Sitter Profile Image: Marie B.
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Marie B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 23 reviews
7 repeat clients
15 years of experience
Verona, WI, 53593

“Marie was fabulous with my dog. She is kind, gave her lots of attention, and took her for a long walk in the country. She is easy to communicate with.”

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Anne E.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 122 reviews
44 repeat clients
14 years of experience
Middleton, WI, 53562

“We had a great experience with Stefanie! Ella seemed very happy and content with her stay. We received lovely photos and I felt like our pup was in very good hands:)”

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Danielle K.
Sitter Profile Image: Amanda S.
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Amanda S.
from
$28
per night
10 years of experience
Mount horeb, WI, 53572

About: I've cared for dogs for over 10 years and cats for 19. I grew up with dogs, and in spring 2026 I adopted a 105 lb Great Dane/Boxer mix who's now a senior, so I'm comfortable with large and giant breeds, and with older dogs who need a gentler pace, joint-friendly walks, and close attention to changes in health. I also have a mischievous cat, Monkey, who’s become a senior himself. I have cared for rabbits, gerbils, quail, and mice, so I'm used to adjusting routines, diets, and handling to each animal's needs. I’m currently working from home part time and have two school age children, so I’m most available in the mornings and early afternoon during the week, with more availability during weekends and some ability to drop in during evenings and nights. Fully fenced back yard. Resident dog (large, senior, male) and cat. Children in the home. I love taking dogs for walks, playing with your pet, and giving them snuggles.

Sitter Profile Image: Manjusha & Midhun V.
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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! ❤️🥰”

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Kamryn B.
Sitter Profile Image: Sarah H.
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Sarah H.
from
$45
per night
5.0 out of 5 stars
• 43 reviews
17 repeat clients
10 years of experience
Verona, WI, 53593

“Thank you so much for having Remy! Although I experience a lot of anxiety about having to leave him, I am always so grateful to know he will be taken care of in my absence. I sincerely appreciate it!”

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Vianna A.
Sitter Profile Image: Tessa S.
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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!”

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Kayla L.
Sitter Profile Image: Hannah P.
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Hannah P.
from
$60
per night
5.0 out of 5 stars
• 16 reviews
9 repeat clients
18 years of experience
Vilas, Madison, WI, 53711

“Our first message is always to Hannah if we cannot take our dog with us. She and her family take such good care our pup. He is always so excited when I pull up for dropoff”

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Emma B.
Sitter Profile Image: Sydney K.
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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.”

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Yuanzhi L.
Sitter Profile Image: Ryan & Krista K.
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Ryan & Krista K.
Star Sitter
from
$59
per night
5.0 out of 5 stars
• 92 reviews
27 repeat clients
15 years of experience
Oregon, WI, 53575

“We had a wonderful experience leaving our dog Starla with Ryan and his family. Great communication and always friendly, they truly love dogs and took amazing care of ours over our 12 day vacation. We got frequent picture and video updates and it put our minds at great ease to know she was in such good hands. We can back home to a very happy pupper! Highly recommend and will definitely be boarding her here again when we need to go out of town.”

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Katie M.
Sitter Profile Image: Emily V.
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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!”

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Eric & Christine A.
Sitter Profile Image: Gen A.
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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!”

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Kandi B.
Sitter Profile Image: Brad N.
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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

“Brad was communicative and provided photo updates right away when requested. He seems to be very knowledgable of dogs and I felt Teddy was well-cared for while our family was away for a weekend. Booking and pricing was also very reasonable!”

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Maggie Y.
Sitter Profile Image: Ann A.
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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 :)”

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Evelyn K.
Sitter Profile Image: Wanqing Y.
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Wanqing Y.
Star Sitter
from
$63
per night
5.0 out of 5 stars
• 118 reviews
34 repeat clients
5 years of experience
Oregon, WI, 53575

“Evelyn is such a sweet lady and took wonderful care of my dog. My dog had a wonderful time at her house and became good friends with her dog, Tucker. She sent me picture updates daily which I very much appreciated! Will definitely request her to be sitter next time we go out of town.”

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Mariam G.
Sitter Profile Image: Taylor B.
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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!”

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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”

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Robert R.
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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.

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