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
10 reviews
3 repeat clients
16 years of experience
Onalaska, WI, 54650

Eliza was absolutely terrific. She was so patient with our senior dog (15 yrs old) Also, our new rescue (9 yrs old) we have been workibg on house training her. Eliza spent the nights here as well (which not all dog sitters will do). I would highly recommend Eliza. She was here for 7 nights 8 days. Great personality and easy to communicate with. Bonnie

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

Bella did an amazing job caring for our two dogs! Both are seniors with health issues, and she did great with communication and asking questions, ultimately making us feel more at ease leaving for a few days. We will definitely book with her again, and recommend her to anyone looking for dog sitting services!

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Heather S.
Sitter Profile Image: Dacia O.
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Dacia O.
from
$50
per night
5.0 out of 5 stars
16 reviews
1 repeat client
17 years of experience
La Crosse, WI, 54601

Dacia was amazing with our two girls. She gave us daily updates and photos. Our home was also well taken care of. We will definitely book her in the future!

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Jeni P.
Sitter Profile Image: Emily H.
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Emily H.
Star Sitter
from
$75
per night
5.0 out of 5 stars
72 reviews
21 repeat clients
6 years of experience
Sparta, WI, 54656

About: Hello! With over four years of experience in in-home pet care, I’ve had the pleasure of working with a wide range of animals—from dogs and cats to chickens and ducks—each with their own unique personality and needs. What sets me apart is my commitment to providing personalized care. I carefully follow each pet’s specific instructions to ensure their routine, comfort, and safety are always prioritized. Your pets are not just animals to me—they're family, and I treat them as such. Willing to negotiate pricing for multi-pet homes (4+ pets). Thank you!!! I currently work part-time, which gives me the flexibility to offer reliable availability throughout the week. Whether you need a regularly scheduled visit or last-minute care, I’m often able to accommodate your needs with short notice. Safety is always my top priority. No matter the location or type of service, your pet’s well-being comes first. I take every precaution to ensure they are never put in unsafe situations and always cared for with caution, attention, and responsibility.

Sitter Profile Image: Randy C.
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Randy C.
from
$27
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: 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

Kayla was awesome. Highly recommended

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Bud J.
Sitter Profile Image: Alyssa L.
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Alyssa L.
from
$35
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
18 years of experience
La Crosse, WI, 54601

Alyssa was wonderful and took very good care of my anxious girl while I was away for a couple days. She was communicative, professional, and kind and it was such a comfort knowing my pup and home were in good hands!

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Jennifer K.
Sitter Profile Image: Karlie G.
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Karlie G.
Star Sitter
from
$100
per night
5.0 out of 5 stars
30 reviews
10 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: Angela A.
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Angela A.
from
$25
per night
5.0 out of 5 stars
4 reviews
1 year of experience
La Crosse, WI, 54601

Angi was above and beyond with our dog in our home. So many photos, check-ins, accident clean ups and she even cooked some additional dog food for us so when we got back he was all set for the week. Truly thought of everything. Such a fantastic experience!

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

Skyla was responsive and incredibly attentive to our dogs. She was very communicative and anticipated the needs of our pets. Would definitely have her watch after our dogs again!!

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Elle N.
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: 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: 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: Monica T.
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Monica T.
from
$65
per night
5.0 out of 5 stars
14 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: 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: Latyrin B.
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Latyrin B.
from
$60
per night
5 years of experience
Sparta, WI, 54656

About: I love dogs! I enjoy being with them, as much as they enjoy being with their hooman counterparts. I do not have a pet for myself, yet. Meantime I want to give others a chance to travel without worrying about trying to find where there dog will go. I've dealt with pet care since a kid, we've always had a pet in our home. Any time I make a friend who has a dog or two, I'm always up for doggy sitting, since I know it can be hard to find someone reliable to watch after your pet or home. Last minute notices, if I'm around, I'd be more than welcome to watch your best bud for you. The military isn't a set in stone type of gig, but when you need someone just give me a ring.

Sitter Profile Image: Abigail S.
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Abigail S.
from
$35
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Onalaska, WI, 54650

Great communication and the boys seemed very happy when we got home. Great care and would highly recommend to anyone!

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Luke S.
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: Justice M.
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Justice M.
from
$30
per night
9 years of experience
La Crosse, WI, 54601

About: I have had my own dogs for about 9 years now! They are a golden doodle, a poodle, and a bernedoole! I have experience watching all kinds of dogs and would love to take care of yours! I work as a Nurse in the area so I work 2-3 times a week 12 hour shifts. Those days I wouldn’t be able to help, but am looking to help anyone on my days off! I currently have two dogs at home that I watch in a fenced yard! I have experience working with all kinds of dogs and am able to accommodate according to how you like raising your dogs!

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

About: I have a background in both education and dog training, so I focus heavily on structure, communication, and understanding each dog’s individual needs. I have experience working with dogs of all ages, energy levels, and personalities, including puppies, high-energy breeds, and dogs that benefit from extra patience or routine. I’m CPR certified, experienced with enrichment-based care, and comfortable reinforcing basic training skills such as leash manners, recall, sit/down, place, and calm behavior during visits and walks. I also have experience with hunting and working breeds, so I understand the importance of both physical exercise and mental stimulation. What sets me apart most is that I genuinely enjoy building trust and relationships with the dogs I care for. I prioritize safety, consistency, and making sure each dog feels comfortable, engaged, and well cared for while you’re away. I also provide reliable communication and updates so owners can feel confident their pets are in good hands. I intentionally keep openings in my schedule for walks, drop-in visits, boarding, and individualized care. I currently have availability most mornings, a few evenings, and select weekends which allows me to provide consistent attention and flexible scheduling for clients. Because I prioritize quality care and reliability, I carefully manage my schedule to make sure each pet receives plenty of time, attention, exercise, and communication while in my care. believe every dog is different, so I focus heavily on each pet’s individual needs, personality, comfort level, and routine. Some dogs need lots of exercise and enrichment, while others need a calmer environment, patience, or extra reassurance while their owners are away. When caring for pets in a client’s home or my own, I take time to learn their feeding schedule, potty routine, energy level, favorite activities, training expectations, and anything that helps them feel comfortable and secure. I adjust my care style based on the individual dog rather than taking a “one size fits all” approach. My goal is always to make pets feel safe, understood, and cared for while maintaining as much consistency and routine as possible.

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The median cost per night for house sitting in Rockland is $40

Book with peace of mind

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

Why Choose Rover?

  • Cashless payments

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

  • Reservation protection

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

  • World-class support

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

Meet local sitters who will treat your pets like family

  1. 1. Search

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

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

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Popular requests for 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 August 2026, there are 127 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.

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 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 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 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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