House Sitting Hollandale

Find a loving house sitter to watch over your pets and your home.

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Over 16
pet parents in Hollandale have booked house sitting

Hollandale, Find top rated house sitting

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: Marjorie R.
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Marjorie R.
from
$40
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
40 years of experience
Ridgeway, WI, 53582

Marjorie was an excellent dog sitter. Very friendly and great with our dogs. She made it easy for us. We highly recommend.

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Annette K.
Sitter Profile Image: Jorden & Savannah F.
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Jorden & Savannah F.
from
$60
per night
5.0 out of 5 stars
96 reviews
38 repeat clients
20 years of experience
Barneveld, WI, 53507

Jorden and Savannah were great? Came home to kids that were happy and taken care of, house was respected and taken care of as well. Would have loved more pictures, but we did get a few during the week 😊

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Jessica L.
Sitter Profile Image: Emma K.
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Emma K.
from
$50
per night
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Mineral Point, WI, 53565

About: Hi there! I’m a dedicated pet lover with years of hands-on experience caring for dogs of all ages and needs. At home, I share my life with two wonderful dogs and a cat, who keep me on my toes and remind me every day why I love animals so much. I have extensive experience with puppies, adult dogs, and seniors, including dogs with mild special needs. I’m very comfortable administering medications (oral, topical—whatever your pup requires) and have done so many times with calm confidence. One of my own dogs struggles with reactivity, so I’ve developed strong skills in managing reactive dogs safely. I know how to read body language, stay calm under pressure, maintain control during walks or encounters, and use positive techniques to keep everyone safe and stress-free. If your dog needs a patient, understanding sitter who won’t get flustered, I’m your person! Beyond dogs, I also have experience caring for cats, rabbits, and even chickens, so I’m happy to look after multi-pet households or other small animals. I work a full-time job Tuesday through Thursday, but I’m mostly available Mondays, Fridays, and full available most weekends for house sitting, drop-ins, or walks. Your pets will get plenty of walks, playtime, cuddles, and personalized attention during those times—I treat every pet like family. I can’t wait to meet your furry (or feathered!) friends and give you peace of mind while you’re away! I work full time, but am able to work from home Mondays and Fridays and am usually home for weekends. During my work from home days I can occasionally slip away from my work to check in on your pet. It doesn’t matter to me if you have a fenced yard, I will gladly take your dog for a long walk to get all of their energy out. I have never believed letter a dog out in a fenced yard is enough exercise. Dogs need physical and mental stimulation.

Sitter Profile Image: Melissa B.
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Melissa B.
from
$40
per night
10 years of experience
Monticello, WI, 53570

About: I have several years of experience caring for many different types of animals. I have been a cat owner my whole life, so am very comfortable caring for cats (indoor or outdoor) in any capacity. I have previous experience dog-sitting for both small and large dogs, as well as senior dogs. I have experience providing drop-in visits for potty breaks, walks, feedings, cleaning litter boxes, administering medications, playtime, extra cuddles, as well as staying overnight to provide daily care for pets whose owners are out of town for multiple days. I also have some experience checking in and feeding farm animals such as chickens, guineas, farm cats, and cows. I am a big animal lover that has been around animals my whole life. I would love to give you peace of mind when you are away from home to know your pets are being looked after and well cared for! Currently a full-time college student and working part time in the Madison area. I have a flexible schedule so can do drop-in visits or stay overnight with pets if you live within a decent commuting distance to Madison. Comfortable caring for many different types of animals. I can provide most anything from a quick check-in, to an overnight stay if feasible. I am able to provide walks or outdoor time for dogs, comfortable cleaning litter boxes or other pet cages, and can even administer medications if needed too.

Sitter Profile Image: Cali G.
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Cali G.
from
$100
per night
5.0 out of 5 stars
6 reviews
10 years of experience
Mount Horeb, WI, 53572

About: Hi! I’ve always had a huge love for animals and honestly can’t imagine life without them. I worked at PetSmart for 3 years as a Pet Care Associate, where I cared for all kinds of animals — from dogs and bunnies to lizards and other small pets. That experience taught me so much about animal behavior, patience, and making pets feel comfortable and cared for. I also know the doggy Heimlich maneuver, so your pet’s safety is always something I take seriously. I grew up surrounded by pets and now have two of my own as an adult, so I completely understand how important it is to find someone you can truly trust with your furry family members. Whether your pet loves playtime, cuddles, walks, or just a calm comforting presence, I’ll always treat them like one of my own ❤️ Pet care fits naturally into my lifestyle because animals are truly what I love spending my time around 🐾 I work 8–4 in Wisconsin Dells, and outside of work, caring for animals is honestly my favorite way to spend my free time. Whether it’s walks, playtime, cuddles, or simply keeping pets company, it never feels like a chore to me — it’s something I genuinely enjoy ❤️ I’ve always grown up with pets and currently have two of my own, so caring for animals has always been part of my daily life. I love creating a calm, loving environment where pets feel safe, comfortable, and cared for while their owners are away 🐶🐱 When caring for pets—whether in my home or a client’s home—I focus on keeping them comfortable, safe, and sticking closely to their normal routine 🐾 In my own home, I care for my two pets daily by making sure they’re fed on schedule, have fresh water, get plenty of attention, playtime, walks when needed, and a calm, clean environment. I really treat them like part of my family, and their well-being is a big part of my everyday life. When caring for a client’s pets, I bring that same level of care and consistency. I follow instructions closely, maintain feeding and potty routines, give lots of love and attention based on each pet’s personality, and always prioritize safety. I also pay attention to behavior and comfort so pets feel as relaxed as possible while their owners are away. With my experience working at PetSmart and years of caring for animals in both personal and professional settings, I’m comfortable with pets of all kinds and always aim to make them feel secure, loved, and at home!

Sitter Profile Image: Hanna P.
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Hanna P.
from
$40
per night
5.0 out of 5 stars
1 review
6 years of experience
Madison, WI, 53719

About: I grew up with two dogs and have owned guinea pigs for the last 6 years. I volunteer with a shelter where I walk and play with dogs. I also foster dogs with my rescue but do not currently have a foster. I currently work a full time job. I am available for lunchtime walks or enrichment. I am available during the evenings and weekends to care for your dog whether that’s walks, enrichment, or overnight sitting. I’m currently living in an apartment so any sitting would need to occur at your home! I can easily follow any directions you have to ensure your furry friend is well cared for. I’m looking forward to help with your needs. Please reach out with any questions!

Sitter Profile Image: Lauren D.
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Lauren D.
from
$60
per night
5.0 out of 5 stars
8 reviews
10 years of experience
Spring Green, WI, 53588

About: I’ve had animals in every corner of my life, throughout my whole life! I’ve taken care of many dogs and cats all with various needs such as medications, appointments, and mobile assistance. I have also volunteered with Wisconsin WildCare and local humane societies. I am a passionate & fearless animal advocate with speed dial access to a large animal vet and a retired DNR officer. I will treat your pet as my own whether it’s in my home or your home. I work a full time job only seven minutes from my home. My job is incredibly flexible and understanding of my need to let animals out or even leave work early for pet care! I have a balcony that animals can hang out on and a large grassy field that I take animals for walks on. I always keep them leashed. If I want them to be unleashed, I can take them to the local dog park five minutes from my house! I am comfortable with animals on furniture and sleeping in bed with me. I have access to my own crate if the animal is crate trained.

Sitter Profile Image: Burgail M.
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Burgail M.
from
$45
per night
5.0 out of 5 stars
1 review
8 years of experience
Arbor Hills, Madison, WI, 53593

About: I lived on a farm when I was a little one. Later, I was a trusted house sitter for relatives when they traveled (watching the home and taking care of 2 dogs and 2 cats). I owned my own cat for 15 years. I've taken care of farm animals but not on a regular basis. I'm competant with delivering meds and being really careful with senior pets and those needing special care. I'm one of those people who talk to pets like they are people. I can be there for the extra play and snuggles puppies need, but I think the initial potty training should be by their owner. I carefully listen to the owners and what their schedule is like. Then I morph my schedule to be very close to that so the routine is similar with me and their pet. I adhere to the pet owners instructions. I make myself available for the pet so we learn to trust each other. I show lots of affection, if the pet wants to receive it. If not, I can give them space.

Sitter Profile Image: May N.
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May N.
from
$30
per night
2 years of experience
Middleton, WI, 53562

About: My pet-sitting experiences include looking after both cats and dogs day to day and for extended periods of time. When taking care of cats, I make sure they have clean water and food at all times; keep their environment clean; watch over them and see if they are healthy; and interact with them by playing with them on a daily basis. I also have experience caring for dogs of various sizes and energy levels. Making sure their fed, walked, groomed, and cleaning up any messes/ their environment. In addition always making sure they have access to clean drinking water and providing plenty of playtime and attention. I occasionally take care of a family friend’s dog who has arthritis. I help keep her comfortable through gentle massages, giving her medication as directed, and hand-feeding her when necessary. In doing so, I learned to be patient and attentive in caring for an animal's individual needs. What sets me apart is my genuine love for animals. I always go the extra mile into taking good care of animals, ensuring their safety, and comfort in the absence of their owners. I treat every pet as if they were my own and doing everything I can to ensure their happiness. I am extremely flexible with regards to my schedule, and can be available for the most part of the day. I wake up early, so feeding and taking the animals for walk won't be a problem at all. When caring for pets in a client’s home, I value their safety, trust, and maintaining a calm and familiar environment for their pet. It is important for me to carefully follow all the instructions concerning their feeding schedule, treatment, taking medication, and other specific care. It goes without saying that I make sure that the pets receive proper meals and have clean water to drink. I also try to keep the house as clean as possible, including litter boxes for cats and any messes that may occur. I also observe the pets to ensure everything seems normal and they’re healthy. I believe that building trust with both pets and owners is essential, I’ll always provide them with updates and photographs about the current condition of the pets. My goal is to make sure their pet is cared for and mostly importantly happy.

Sitter Profile Image: Amanda R.
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Amanda R.
from
$45
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
30 years of experience
Oregon, WI, 53575

Amanda was a godsend when our house sitter cancelled last minute. We met her first then her with her dog, Sedona, and I knew right away this would work out really well. You see my dog, Millie, doesn’t warm up to people easily and doesn’t always play nice with other dogs but Millie instantly liked both of them. Amanda stayed at our house along with Sedona, so Millie was spoiled having her two new friends stay with her. They went on many walks and Amanda sent me lots of pictures while we were gone. I will definitely use Amanda again!

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Debi P.
Sitter Profile Image: Karina M.
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Karina M.
from
$45
per night
5.0 out of 5 stars
26 reviews
6 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

We were very pleased with Karina house sitting for us! She asks about specific commands, dietary needs, and preferences of our dog, which was incredibly sweet and thoughtful. She also provides detailed updates and appears to really adore and read pup personalities well. We would highly recommend Karina and will definitely reach out to her again!

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Na L.
Sitter Profile Image: Brooke B.
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Brooke B.
from
$55
per night
30 years of experience
Evansville, WI, 53536

About: Growing up, my family always had dogs and cats. Today animals continue to be an important part of my life. I'm a board member of a local humane society and volunteer weekly at the shelter. I also help with low-cost spay/neuter clinics, where I've worked with cats and dogs of many ages, sizes, personalities, and comfort levels. I know every dog is different. Some want long walks and lots of playtime. Others prefer a slower pace and plenty of affection. I take the time to learn your dog's routine, personality, and needs so they can feel comfortable and secure while you're away. Friends and colleagues describe me as dependable and patient. I pay close attention to details, communicate clearly, and genuinely enjoy spending time with animals. Whether your dog needs exercise, companionship or simply a familiar routine, I'll care for them as if they were my own. My goal is simple: for your dog to feel safe, happy, and loved, and for you to have complete peace of mind while you're away. Pet care fits naturally into my weekly routine. I work as an entrepreneur and consultant, which gives me flexibility to schedule visits, walks, feedings, and check-ins throughout the day. Because I manage my own schedule, I'm often able to accommodate pets who need consistent care, medication reminders, multiple daily visits, or extra attention while their families are away. I intentionally limit my commitments so I can provide dependable, personalized care rather than rushing between appointments. When I accept a booking, I make your pet's wellbeing a priority. I'm happy to provide overnight house sitting in your home. Many pets are most comfortable staying in their familiar surroundings, keeping their normal routines, and receiving one-on-one attention in a place they know and trust. When caring for your pets, I'll follow your instructions closely, including feeding schedules, walks, medications, litter box cleaning, playtime, and any other routines that are important to your household. I'll also send regular updates and photos so you can stay connected and know how your pets are doing while you're away. I understand that hiring a house sitter means trusting someone with both your pets and your home. I take that responsibility seriously. I'll treat your home with care and respect, keep things tidy, and leave everything as I found it so you can return home to happy pets and peace of mind.

Sitter Profile Image: Ella K.
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Ella K.
from
$28
per night
6 years of experience
Belleville, WI, 53508

About: I have always had a dog my whole life and they always bring me joy to my life knowing they are there own being with their own personality I am currently working around 30-40 hours a week but all my shifts are different which makes pet sitting perfect for the different timing needs I always make sure I know what the pet is doing so they are staying safe and not hurting themselves or anything else within the house, I also make sure they are having fun and getting there energy out!

Sitter Profile Image: Matthew E.
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Matthew E.
from
$75
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
10 years of experience
Cross Plains, WI, 53528

Matt is excellent! He's very communicative, sends the cutest photos each day, and is very professional. He goes out of his way to be accommodating and my dogs love him!

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Joanna H.
Sitter Profile Image: Dawn L.
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Dawn L.
from
$62
per night
15 years of experience
Mount Horeb, WI, 53571

About: Responsible professional. Pet owner for over 15 years. Loves to be active outdoors & active with your pet or cuddle up and love on them, whichever is most appropriate. Work part time by computer only. Available to walk, brush, provide meds if needed to your pets. Will provide socializing as appropriate for your pet. In your home or trips to your home if I am already staying in the immediate area for other pet services. Not currently doing care in my home.

Sitter Profile Image: Quinn M.
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Quinn M.
from
$28
per night
15 years of experience
Mazomanie, WI, 53560

About: I have been taking care of animals ever since I was little, between dogs, cats, reptiles, and even farm animals such as dairy cows, pigs, goats, chickens, rabbits, and guinea pigs. I can take care of pets at any time of day or night, and I can walk dogs after 4 pm. Tuesday & Thursday, I do have class from 7-10 am. I have a fence for my pets, we play with toys, and we go on walks (depending on the weather). My dog will sleep where she is most comfortable and she always goes to the bathroom on time.

Sitter Profile Image: Kimberly G.
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Kimberly G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
212 reviews
41 repeat clients
32 years of experience
Baraboo, WI, 53913

Kimberly always does a fabulous job with our dogs and is a great communicator. It gives us peace of mind to know that they and our home are being well taken care of while we are away!

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Karla & Mike P.
Sitter Profile Image: Samuel A.
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Samuel A.
from
$65
per night
5.0 out of 5 stars
22 reviews
2 repeat clients
25 years of experience
Marquette, Madison, WI, 53703

Samuel was fantastic! Our two dogs and cat were well cared for, and the house was spotless — he even washed the sheets and towels. Highly recommend and will book again.

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Lindsay D.
Sitter Profile Image: Leanne P.
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Leanne P.
from
$55
per night
5.0 out of 5 stars
87 reviews
35 repeat clients
30 years of experience
Mount Horeb, WI, 53572

Leanne took great care of my dog and cat! They each have health issues and/or quirks that require some special directions. When I came back, both were healthy and happy! Leanne also left my house very clean and took good care of it as well. I hope to have Leanne care for my fur babies again!

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Hailey L.
Sitter Profile Image: Stella J.
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Stella J.
from
$28
per night
12 years of experience
Tenney-Lapham, Madison, WI, 53703

About: I think something, I can proudly say is that I have people meet me once and trust me to watch their pets. I’ve had pets and I have taken care of friends and families pets since I was 12. Truly bonding with my pets was the highlight of my childhood, an experience that I know not every child is fortunate to have. I’ve seen my dog from puppyhood to his frosty senior days. The care is different of course, diets and lifestyle routine slow down and more careful attention is needed. Love is another key, all animals are deserving of being treated with respect and kindness. That includes the animals in the forest, since I work outdoors I see a lot of birds and critters and each one’s life is valued and admired. Like my job, the environment of the pet is important. Keeping the food and water bowl clean, is something I find some families neglect but I find that to be a little disheartening as you would not like to drink out a dirty water glass Services offered * 30 Minute Dog Walks include a fun stroll around your neighborhood or a nearby trail to give your pup the exercise fresh air, and mental stimulation they need during the day * 30 Minute Drop-Ins include potty breaks, feeding, playtime, and of course plenty of snuggles to keep your pet happy and comfortable while you're away * Basic House-Siting include staying overnight with your pup so they have company and comfort in their own home, along with daytime care every 4-6 hours for potty breaks, meals, playtime, and cuddles I currently work outdoors for Ice Age Trail Alliance, and unable to commit to the time for a long term companion, however I have just enough time to spoil and love on other people’s adorable pets :) Truly, the most important aspect of pet care is the establishing the safety and security of your pet. The initial meeting with your pet, getting familiar and making sure the pet feels like they can trust their caretaker is crucial. That establish trust between caretaker and pet, allows me to ensure the best case scenario for your pet. Whether it be, trusting you on a walk or worse case scenario luring your pet from under the bed or loosing the lead for a second. I offer comfort of house sitting or walking your pet to ensure their routine is uninterrupted. :)

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The median cost per night for house sitting in Hollandale is $50

Pet parents share their Rover experiences - Hollandale

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5.0 out of 5 stars

Molly is great with our pets and our home. She’s on top of things and sends updates daily. Love her!

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Shannon K.
House Sitting
5.0 out of 5 stars

Another wonderful experience with Molly, and this time she brought our sweet girl Abbey to our wedding for pictures!! We are so thankful to have her as a reliable, consistent, and incredible sitter that our fur babies love!

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Anna B.
House Sitting
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Meet local sitters who will treat your pets like family

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Sitters in Hollandale average 4
repeat house sitting clients

FAQs for House Sitting - Hollandale

Frequently asked questions about Rover

The average cost for House Sitting in Hollandale on Rover is $49.95 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of July 2026, there are 563 sitters on Rover offering House Sitting across Hollandale. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Hollandale walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Hollandale maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Hollandale choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 .

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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.

A Meet & Greet is a short introductory meeting between you, your pet, 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.

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.

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

  • 96% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 96% 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.

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