House Sitting Rockland

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Rockland, 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: Eliza C.
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Eliza C.
from
$26
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
16 years of experience
Onalaska, WI, 54650

“We were so happy with the care Eliza gave to our 3 spoiled dogs. She took excellent care of our dogs. We would definitely recommend her. We will be rebooking Eliza on our next trip.”

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Bonnie C.
Sitter Profile Image: Bella H.
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Bella H.
from
$40
per night
5.0 out of 5 stars
• 24 reviews
7 repeat clients
13 years of experience
La Crosse, WI, 54601

“Bella is fantastic! Not only is she responsive, she is kind, professional and so amazing with my fur babies! My one pup is disabled as well so he can be a lot of extra work, and she never makes us feel like it is a bother or anything but a joy for her to get to see the boys again. I can’t say enough great things about Bella. :)”

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Morgan W.
Sitter Profile Image: Ella M.
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Ella M.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
3 years of experience
Capitol, West Salem, WI, 54669

“Ella was great!! She made sure my pup was well cared for and went above and beyond to send me picture and updates while I was gone. I couldn’t recommend Ella more, she gave me so much peace of mind knowing that my dog was in great hands while I was out of town!”

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Hannah M.
Sitter Profile Image: Karlie G.
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Karlie G.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 31 reviews
11 repeat clients
8 years of experience
West Salem, WI, 54669

About: I’ve been around animals my whole life and truly love caring for them. I grew up with a variety of pets including cats, dogs, chickens, ducks, and bunnies, which gave me a deep appreciation for animals of all kinds. Over the years, I’ve gained hands-on experience providing pet care, including overnight stays, administering medications, and keeping pets comfortable and happy in their home environment. I always focus on maintaining each pet’s normal routine—whether that’s mealtime schedules, daily walks, playtime, or a bit of training and structure. I’m also experienced in caring for senior pets and can support their specific needs with patience and care. My goal is to treat every pet like family and give you peace of mind while you're away. I’m happy to send daily updates and photos so you can stay connected and see all the love your pets are getting. Send me a message any time for a quick meet & greet or a free short walk—no commitment, just pets and peace of mind! I have both a dog and cat that I take care of every day. My dog is a four year old energetic lab/springer mix and I have a two year old orange kitty. I love getting outside and having playtime or going on walks with my dog and playing with my cat. Whether I’m caring for pets in my home or visiting yours, their safety and comfort are always my top priorities. I create a calm, clean, and pet-friendly environment, following any specific instructions you provide—like feeding schedules, medications, or routines. When pets stay with me, my home is set up to be a safe and welcoming space where they can relax and feel at ease. During drop-in visits, I’m respectful of your home and make sure to keep everything just as I found it. In all cases, I take the time to build trust and move at each pet’s pace to ensure they feel secure and loved. My goal is to make your time away as stress-free as possible—for both you and your pets.

Sitter Profile Image: Skyla S.
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Skyla S.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
10 years of experience
La Crosse, WI, 54601

“Was absolutely amazing. Took great care of both our dogs while we were gone. Kept us updated as needed. Wonderful experience! Will definitely use again!”

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Gretchen K.
Sitter Profile Image: Cameryn H.
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Cameryn H.
from
$30
per night
18 years of experience
La Crosse, WI, 54601

About: I grew up with shelter dogs my whole life, and we always had three dogs at a time, so I’m very used to different personalities, energy levels, and behaviors. Having rescue dogs taught me a lot of patience and helped me learn how every dog has their own needs and routine. Something that sets me apart is my hands-on experience with training my German Shepherd Husky mix at home, so I’m comfortable working with high-energy dogs and helping reinforce good habits. I also have experience with dogs of all ages, including seniors, so I understand the extra gentleness and patience they sometimes need. Honestly, I just really love being around dogs and miss mine at home, so I’d love the chance to spend time with some furry friends and make sure they feel safe, happy, and cared for. I am in school full time and I work at Chick Fil A part time, but I am done with classes most days by 3pm so I am willing to walk dogs on those days! I also do not go home hardly ever, except holidays so I can do weekend care as well! When caring for pets in a client’s home, I make it a priority to stick closely to their normal routine because I know how important consistency is for dogs. One of my dogs at home, Maui, will even get sick if breakfast is more than about 30 minutes late, so I truly understand how much pets rely on their schedules for comfort and health. I’m also very comfortable cleaning up after pets and handling any accidents quickly and responsibly. Being an only child, I’ve always been the one to step in and take care of messes at home, so it comes naturally to me to keep both the pet and the home clean and comfortable. I also know how reassuring updates can be for pet parents. Whenever my family goes on trips, my mom loves receiving photos of our dogs, so I always plan to send picture updates and little check-ins so owners know their pets are happy, safe, and well cared for.

Sitter Profile Image: Malia M.
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Malia M.
from
$45
per night
4.7 out of 5 stars
• 5 reviews
1 repeat client
23 years of experience
Sparta, WI, 54656

“Malia was responsive to messages and sent updates on the dogs. The dogs really liked her.”

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Heidi W.
Sitter Profile Image: Christina J.
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Christina J.
from
$27
per night
10 years of experience
Holmen, WI, 54636

About: I have worked with animals off and on my whole life. I’ve had four dogs growing up including my current dog. I do have experience with epilepsy since my current dog does have it. I can also help with basic training such as walking nicely on a leash. I am currently trying to find a new career so working with doggos in the meantime will help me in that journey. I am open for walks or checks in during the week, but can only do stayovers on the weekends. I unfortunately can not have pets at my current residence as it is my parents, but I am more than willing to multiple stops or even overnights for your pets. I will love and care for them as if they’re my own.

Sitter Profile Image: Chilynn B.
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Chilynn B.
from
$50
per night
4.8 out of 5 stars
• 16 reviews
3 repeat clients
10 years of experience
Onalaska, WI, 54650

“Chilynn is the best! Very knowledgeable and experienced with pets, and just a very kind and warm person. She was very reliable, and great with communicating and updates. She took good care of our buddies. ?highly recommend!!!”

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Michelle L.
Sitter Profile Image: Monica T.
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Monica T.
from
$65
per night
5.0 out of 5 stars
• 15 reviews
4 repeat clients
7 years of experience
Lacrosse, WI, 54601

About: I grew up on a farm and I have experience with multiple different breeds of animals. I take the time to listen to animals and their body language. I work part time. So i have plenty of extra time to spend and care for your fur baby. Im available Monday to Friday after 2pm and weekends! I have plent of yard space and easy access to walking tails and parks. I do have a dog friendly cat who can keep ur fur baby company

Sitter Profile Image: Amanda J.
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Amanda J.
from
$85
per night
5.0 out of 5 stars
• 5 reviews
6 years of experience
La Farge, WI, 54639

“I was able to relax on vacation knowing that lucky was safe!”

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Amy W.
Sitter Profile Image: Grace B.
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Grace B.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
4 years of experience
La Crosse, WI, 54601

“Grace did an awesome job taking care of Derps and our house. Derpie was limping when I left and I was worried about him, but Grace took good care of him and kept me updated as he got better throughout the week.”

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Bill C.
Sitter Profile Image: Kayla C.
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Kayla C.
from
$55
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
16 years of experience
Onalaska, WI, 54650

“Good communication and caregiver! We definitely will be hiring again.”

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Kelly A.
Sitter Profile Image: Faith G.
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Faith G.
from
$200
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
8 years of experience
Onalaska, WI, 54650

About: I am a Registered Nurse with a deep love for animals and extensive experience in specialized pet care. I currently volunteer at my local animal shelter, where I walk dogs, assist with basic training, and support rescue animals in need. Caring for these shelter animals, and working with pets on Rover, has become a meaningful way for me to channel my grief after my beloved 15-year-old rescue dog, Winnie, recently crossed the rainbow bridge. At home, I also share my life with a sweet, 4-year-old rescue cat named Chip. My background in nursing makes me highly comfortable administering medications and injections. Additionally, thanks to my many years of loving Winnie, I am no stranger to senior care, complex medical needs, or the gentle patience required for elderly pets. I have great flexibility throughout the week! I'm available most weekdays and weekends to help take your dog out or drop in to check on your kitty. Last-minute bookings are welcome, provided I have at least 24 hours' notice. While I don't offer boarding in my own home, I specialize in keeping your animals safe, happy, and comfortable in theirs. Whether it's a drop-in visit, a walk, or overnight house sitting, my priority is maintaining your pet's familiar environment to keep stress low. I am committed to building trust through reliable care and clear communication. For your peace of mind, I am fully trained to administer specialized care, including CPR, standard medications, and medical injections, ensuring your furry family members are always in safe hands.

Sitter Profile Image: Abrianna F.
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Abrianna F.
from
$40
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
8 years of experience
Westby, WI, 54667

“Abrianna is truly exceptional! She cared for our two dogs with such love and attentiveness—it was like leaving them with family. Over the two days we were gone, she kept in regular contact, sending updates and photos that gave us total peace of mind. She walked them, played with them, and gave them all the attention they needed. We came home to happy pups and a spotless home. Highly, highly recommend!”

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Heather T.
Sitter Profile Image: Randy C.
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Randy C.
from
$37
per night
5.0 out of 5 stars
• 1 review
1 repeat client
25 years of experience
La Crosse, WI, 54601

About: I’ve taken care of many animals. Owner of Saint Bernard’s and had horse’s. Assisted with nail trimming and light grooming. Our family has rescued many pets. I do work a FT job. But with the love of having pet myself it sometimes it can be hard to get home after a long day or running late I am here to help as much as possible I will perfect your pets as if they would be my own fur babies. I will keep them safe and secure at all times. I will only use leashes and or a fenced in yard

Sitter Profile Image: Crystal X.
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Crystal X.
from
$35
per night
4 years of experience
La Crosse, WI, 54603

About: I have taken care of my two pit bulls since the start of high school. I love giving affection to them, including others I have met in person. I used to have a senior dog who had joint problems and needed help on the stairs, bed, and sofa. I also love meeting my friends’ pets and giving them the same affection as I do with my own pets. I do drop in visits, house sitting, and dog walking. I would love to give your fur babies a bunch of affection and care. I’ll make sure to update you regularly with pictures so you know that your pets are in safe hands. Your pets safety is my top priority. For dog walking, I’ll make sure they stay off the road when the pavement is too hot and/or a car is coming. I will also stay alert to my surroundings. I am unemployed, so I have plenty of time to take care of your dogs and/or cats! I will be available Sunday through Thursday. I'll do my best in following your schedule so your pets won't get stressed by any sudden changes. I'll make sure to ask any questions on how to take care of your dogs and cats so I won't make any needless mistakes. I will also send you updates of your pets by sending you photos and texts.

Sitter Profile Image: Paige N.
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Paige N.
from
$65
per night
5.0 out of 5 stars
• 3 reviews
23 years of experience
La Crosse, WI, 54603

“Paige was amazing from start to finish. She was quick to respond to our request and open to come for a meet and greet so our pets would know her prior to her staying with them. She sent pictures daily with updates and even celebrated our dog's birthday with him while we were gone by getting him a birthday hat. We came home to happy pets and an incredibly clean home. We will definitely be reaching out to Paige with any pet sitting needs in the future.”

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Rachel H.
Sitter Profile Image: Anna H.
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Anna H.
from
$60
per night
1 year of experience
La Crosse, WI, 54601

About: While I’m new to professional dog sitting, I’ve grown up with dogs and have helped friends and family care for their pets. My background as a caregiver for individuals with special needs, along with experience as a CNA and lifeguard, has taught me patience, responsibility, and how to manage complex care routines. I’m confident these skills will help me provide loving, attentive care to your furry family members! 🐾💕 I’m currently 18 and just moved to Lacrosse for college. I have class about 4 hours a day and can be with your dog for the rest of the day if needed! I prioritize both comfort and safety with my dog sitting. Please let me know how I can best accommodate your dog to keep them happy!

Sitter Profile Image: Rachel B.
Verified Enhanced Background Check
Rachel B.
from
$50
per night
10 years of experience
La Crosse, WI, 54601

About: I have taken care of my own dog as well as taken family friends dogs on walks and runs. I am currently training for a half marathon, so if your dogs loves long runs or long walks I would love to help them get outside and exercise. I currently am working part time on top of school. Most days I can take dogs on a walk or run in the morning to later afternoon! I currently live in an apartment where pets are not allowed, so for now I will stick to taking dogs on walks and runs whether that’s around a safe neighborhood or at a park.

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The median cost per night for house sitting in Rockland is $45

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  • 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

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  • 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 pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

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Popular requests for house sitting - Rockland

Select a filter and find qualifying sitters offering house sitting.

Sitters in Rockland average 3
repeat house sitting clients

FAQs for House Sitting - Rockland

Frequently asked questions about Rover

As of September 2026, there are 125 sitters on Rover offering House Sitting across Rockland. 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 Rockland 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 Rockland 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.

<b>Tip:</b> 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 Rockland 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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