House Sitting Highland Shore

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

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Highland Shore, 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: Emalia R.
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Emalia R.
from
$50
per night
5.0 out of 5 stars
8 reviews
1 repeat client
7 years of experience
Oshkosh, WI, 54901

Emalia was so communicative the whole time. She consistently checked in and sent photos so I was never worried about him. She seems to care so much and I’m so grateful she was able to take such great care of my pup!

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Kayla O.
Sitter Profile Image: Sarah W.
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Sarah W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
43 reviews
12 repeat clients
30 years of experience
Oshkosh, WI, 54901

Sarah is the exact person you are looking for to care for your pet while you’re away. They are enthusiastic and ask important questions. They also send updates and photos while you’re away. We will use Sarah to watch our dog whenever we are away and they have availability.

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Adam H.
Sitter Profile Image: Cassie W.
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Cassie W.
Star Sitter
from
$50
per night
4.9 out of 5 stars
73 reviews
15 repeat clients
10 years of experience
Oshkosh, WI, 54901

Cassie watched our Eddie over the weekend and she was amazing! She immediately connected with Eddie and he had a great time. Cassie was excellent at communication and was always sending photos of them playing and having fun. We will definitely have Cassie back and we would highly recommend her to anyone.

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Steven V.
Sitter Profile Image: Cheri M.
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Cheri M.
from
$55
per night
5.0 out of 5 stars
2 reviews
73 years of experience
Omro, WI, 54963

Great experience! My very timid pup seemed very at ease and comfortable upon return. Will definitely hire Cheri again for pet sitting! Thanks Cheri!

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Lorraine J.
Sitter Profile Image: Rowan L.
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Rowan L.
from
$35
per night
5.0 out of 5 stars
8 reviews
1 repeat client
11 years of experience
Oshkosh, WI, 54901

Rowan was a fantastic dog sitter. He was very friendly and accommodating and kept up really great communication. Our dog was very well cared for and we will absolutely be looking to hire him again.

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Aubrey P.
Sitter Profile Image: Katie R.
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Katie R.
from
$45
per night
5.0 out of 5 stars
3 reviews
17 years of experience
Winneconne, WI, 54986

Katie took great care of both of my dogs! My elderly Akita is kind of on his last legs and is high maintenance and she got him all sorted out. They were very happy when we got home 😁

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Emma T.
Sitter Profile Image: Alexus A.
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Alexus A.
from
$54
per night
4.8 out of 5 stars
51 reviews
19 repeat clients
15 years of experience
Oshkosh, WI, 54902

Alexus was so wonderful!!! My baby dog adores her! She made leaving him so easy. She took excellent care of him. Gave me updates and sent pictures. I truly believe that he didn't miss me at all!!!

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Collern B.
Sitter Profile Image: Lauren C.
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Lauren C.
from
$65
per night
5 years of experience
Oshkosh, WI, 54901

About: Hi I’m Lauren! I am excited to help some families out and give them peace of mind with caring for their fur-babies!! I can’t wait! I am currently working as a nanny! This would be great for me as my schedule gives me free time in the mornings and evenings! I have plenty of time to play, feed, and spend some time with your fur-babies!! I am able to care for your pets as needed! If that’s walks, play time, or just a potty break during the day, I’m your girl!

Sitter Profile Image: Briana & Ben L.
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Briana & Ben L.
Star Sitter
from
$150
per night
5.0 out of 5 stars
49 reviews
10 repeat clients
18 years of experience
Neenah, WI, 54956

About: Hey! We’re Briana and Ben of Fetching Purrs Pet Care - a husband and wife pet sitting duo who’ve had pets our whole lives :) We love all animals and would be delighted to help take care of yours! Briana was introduced to Rover when she needed a pet sitter for her senior cat Nairobi :) She loved the peace of mind it gave her and wants to give that same reassurance to you! She has 18+ years of experience caring for a variety of animals including dogs, cats, hamsters, birds, hermit crabs, and fish :) Ben has had 4 dogs varying in size from Chihuahuas to Staffordshire Terriers and is awesome with the big breeds like Great Danes too! He has a lot of knowledge from helping at animal shelters, fostering dogs and puppies, and has experience administering meds. Every dog client gets a FREE trial drop-in visit to ensure a good fit before the stay. This is to give you peace of mind before getting on the plane or in the car for your trip! We are available weekdays, weekends, and holidays! Our jobs our flexible so we are able to provide care at a variety of times! When we are caring for your pets they are our top priority. We provide drop-in visits in your home or house sitting where we stay at your home for the duration of the booking! We also provide dog walking.

Sitter Profile Image: Alexandra A.
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Alexandra A.
from
$85
per night
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Neenah, WI, 54956

About: I have a lifetime of experience in loving animals, I’ve had dogs my entire life. I am loving, gentle and kind and will care for your family members as you would! I have had some medical issues so am currently not working and am available whenever your pets need a sitter! I have open an availability currently. I have a big back yard, no fence but enough of an area to safely play outside on long leash if that’s an option for your animals.

Sitter Profile Image: Jessica H.
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Jessica H.
from
$60
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
6 years of experience
Neenah, WI, 54956

Jessica is wonderful. A week before she sat for our senior dog, our other senior dog passed so she was.amazingly understandung and kind to our boy, Louie who was lost without his lifelong pal. Jessica will be our.go to from this point on. Thanks soooo much, Jessica!!!

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Sandra M.
Sitter Profile Image: Rebecca D.
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Rebecca D.
from
$50
per night
1.0 out of 5 stars
1 review
6 years of experience
Oshkosh, WI, 54904

About: I have taken care of many of my friends pets since I was 12 which includes staying overnight at their homes when they are gone for weeks. I do long and short care sitting for pets. I love to spend time with pets and making sure they get the care they deserve. I am currently not working right now but will have a part time job soon. I will talk with the owners and work out a good schedule that will work best for all. Growing up we have used an invisible fence and radio collars to keep our dogs in our yard. We made sure to check in on them periodically while they were outside. While I'm taking care of my friends pets, I would play inside and outside with them, go on walks with them, and make sure they get the best care.

Sitter Profile Image: Emily H.
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Emily H.
from
$75
per night
4.5 out of 5 stars
10 reviews
4 repeat clients
36 years of experience
Oshkosh, WI, 54904

Emily did a fantastic job of caring for all 3 of my animals, watering the indoor and outdoor plants as well as leaving my home just as clean as she found it. I will definitely use her again in the future!

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Courtnee B.
Sitter Profile Image: Maggie B.
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Maggie B.
from
$65
per night
1 repeat client
10 years of experience
Pickett, WI, 54964

About: I’ve been caring for dogs for over 15 years and truly enjoy building trust with each animal I work with. I have experience with in-home dog sitting for families while they are on vacation, as well as daytime dog walking and regular drop-in visits. I’ve even cared for and traveled with pets of A-list celebrities! Over the years, I’ve primarily cared for medium and large dogs of all personalities, and energy levels, and I’m comfortable adapting to each pet’s unique needs and routine. I take pride in being reliable, attentive, and calm in every situation, making sure each dog feels safe, comfortable, and well cared for while their owner is away. My goal is always to provide consistent care, plenty of attention, and peace of mind for pet parents. I’m currently working part-time, so will have plenty of time to care for your pet. Pet care fits easily into my daily and weekly routine because I intentionally build my schedule around the time and attention pets need. I prioritize consistent visits, walks, and check-ins so each pet gets reliable care and lots of attention. At home I have a black lab! I care for pets as if they were my own, with a focus on safety, consistency, and lots of attention. I follow their usual routines as closely as possible with feeding schedules, walks, and playtime so they experience minimal disruption.

Sitter Profile Image: Richard D.
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Richard D.
from
$18
per night
8 years of experience
Oshkosh, WI, 54901

About: I've taken care of a wide variety of dogs, as well as have been involved in dog shows, AKC pedigree events, canine good citizen training, and am patient with dogs while being tolerant to their antics. I am pretty flexible as I can wake up early, take care over my lunch, and late at night as well as I stay up late. I am careful but easy going with pets. I follow details for feeding, hygiene, and medication if needed. I require a meet and greet before providing services, to ensure I can properly handle the needs of your pet, as well as your pet getting along with me -- as you never know who they may like or dislike -- and want to ensure safety and proper care is given. I will record details of feeding, hygiene and medication to ensure I am consistent on their needs.

Sitter Profile Image: Fox H.
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Fox H.
from
$80
per night
5.0 out of 5 stars
3 reviews
6 years of experience
Menasha, WI, 54952

5 stars, Fox was great with Ronin. Followed all guidelines, and Ronin was happy and tired when I got home! Thanks again!

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Brandon K.
Sitter Profile Image: Autumn P.
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Autumn P.
from
$70
per night
5 years of experience
Winneconne, WI, 54986

About: I am an experienced and reliable pet and house sitter with a deep love and respect for all animals. I understand that leaving your pets and home in the care of someone else can be stressful, which is why I strive to provide the highest level of care and attention to ensure your peace of mind while you are away. I have over 4 years of professional pet sitting experience. In addition, I have had dogs my entire life. I have experience with some dog training, medication administration, puppy care, etc... I am a college student. I have a flexible schedule and I am able to accommodate last minute bookings as needed. I am available on weekends and weekdays. I am happy to follow any specific routines or instructions you have in place for your pets to ensure their comfort and well-being. In addition to caring for your pets, I also offer house sitting services such as bringing in mail, watering plants, and taking care of any other tasks that may need to be done while you are away. I understand that each and every pet is unique, with their own personality, needs, and preferences. From high energy dogs (and puppies), who love endless playtime to low energy dogs (and senior dogs), I've got you covered! Whether its daily walks, feeding routines, administering medications, or providing companionship, I'm committed to tailoring my services to suit your pets individual requirements. I approach each pet sitting opportunity with genuine love and affection for animals.

Sitter Profile Image: Bryanna M.
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Bryanna M.
from
$40
per night
4.7 out of 5 stars
19 reviews
5 repeat clients
15 years of experience
Rosendale, WI, 54974

We had Bryanna stay at our house to watch our puppy for a few days. She did come by to meet us and Luna ahead of time to get to know Luna and her schedule. Bryanna did a great job with our puppy Luna. She communicated back and forth as well so we were able to know how things were going while we were away.

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Theresa B.
Sitter Profile Image: Samantha K.
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Samantha K.
from
$29
per night
10 years of experience
Hilbert, WI, 54129

About: I grew up with cats, dogs, cows, goats etc. so I have always been around and taking care of animals. I regularly take care of friends and families dogs/cats and am very patient. I used to work in nursing and most recently as a chemist, but am looking for supplemental animal love and interactions! I have availability and flexibility as needed Sunday through the week. I can do mornings, evenings or afternoons. I can accommodate most changes as this is my primary work. I have a closed in backyard and basement. I have two cats that can be separated or blocked off to separate areas of the house.

Sitter Profile Image: Jordyn M.
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Jordyn M.
from
$40
per night
8 years of experience
Neenah, WI, 54956

About: Greetings! I'm Jordyn, a 24-year-old with substantial experience in animal care, including veterinary medicine and shelter/rescue work. My expertise extends to handling various medical needs and ensuring the well-being of many pets. I currently work 3 days during the week so I have plenty of time for your pets! Will be available on weekends during the summer! I love all animals like they are my own! Will ensure a comfortable and safe experience for your pets. Willing to accommodate any specific needs.

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

Pet parents share their Rover experiences - Highland Shore

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5.0 out of 5 stars

Brianna was amazing with our pups while we were away. She’s trust worthy and that’s important! She has great communication and sent plenty of pics with cute updates. She spent quality time keeping our pups engaged and took care of them as if they were her own! Would definitely recommend and have Brianna watch our pups again in the future.

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Monica F.
House Sitting
5.0 out of 5 stars

Brianna stayed at our house for three nights with our dog while we were out of town. She kept us updated and I appreciated that she stayed a little longer when our flight got delayed.

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Liz M.
House Sitting
5.0 out of 5 stars

Always great to have Kyndall stay and watch our dog while out of town. Sends frequent updates and photos.

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Jess M.
House Sitting
5.0 out of 5 stars

Such a great experience with Kyndall! She helpfully offered to take out a garbage bag I accidentally left out. Our girl Loves her and I know she’s in great hands with Kyndall! Thank you Kyndall for making our time away worry free.

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Amy P.
House Sitting
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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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    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

Sitters in Highland Shore average 4
repeat house sitting clients

FAQs for House Sitting - Highland Shore

Frequently asked questions about Rover

As of June 2026, there are 239 sitters on Rover offering House Sitting across Highland Shore. 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 Highland Shore 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 Highland Shore 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 Highland Shore 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 Highland Shore. On Rover:

  • 89% of sitters can help with special care needs
  • 89% can help with giving oral medications or injections
  • 100% 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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