House Sitting Highland Shore

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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: Taylor M.
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Taylor M.
from
$49
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
4 years of experience
Oshkosh, WI, 54904

If i could give more than 5 stars I would! Taylor was incredible with my dog and a great communicator throughout the entire stay. The house looked untouched from when we left and I loved pulling up my camera notification from outside of Taylor greeting Winnie with the sweetest welcome! Winnie also enjoyed all the walks! Taylor will be our #1 choice always!! Thank you!!

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Kristin D.
Sitter Profile Image: Sarah W.
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Sarah W.
from
$50
per night
5.0 out of 5 stars
55 reviews
14 repeat clients
30 years of experience
Oshkosh, WI, 54901

Sarah was simply fantastic. Our two dogs absolutely enjoyed their stay with her and we felt total peace of mind knowing that Sarah was taking such good care of them. We wouldn’t hesitate to book with Sarah again.

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Abe H.
Sitter Profile Image: Rowan L.
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Rowan L.
from
$45
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
11 years of experience
Oshkosh, WI, 54901

Rowan stayed with our blue heeler in our home for 6 days and was great with her. He was very patient and tolerant of her quirky habits. He took her for walks, car rides, played with her a lot and sent me many pictures. Rowan is very dependable and responds quickly to texts and asks questions if necessary. Thanks Rowan! Loved that you gave Terra your full attention while you were here.

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Lynn S.
Sitter Profile Image: Alexandria S.
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Alexandria S.
from
$45
per night
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Oshkosh, WI, 54901

Allie dog sat for us and we couldn’t have been happier. She stayed at our home and sent us pics throughout the visit. Although I want to keep her all to ourselves, we would highly recommend Allie. She was great and we will definitely reach out to her the next time we need an overnight. ?

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Tiffany N.
Sitter Profile Image: Emily H.
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Emily H.
from
$50
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: Christina S.
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Christina S.
from
$60
per night
5.0 out of 5 stars
2 reviews
4 years of experience
Oshkosh, WI, 54902

Christina is a person I can trust to think things through and solve a problem if necessary. I definitely would recommend!

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Sharon G.
Sitter Profile Image: Katie R.
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Katie R.
from
$45
per night
5.0 out of 5 stars
6 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: Briana & Ben B.
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Briana & Ben B.
Star Sitter
from
$150
per night
5.0 out of 5 stars
56 reviews
12 repeat clients
18 years of experience
Neenah, WI, 54956

About: Hey! We are Briana & Ben of Fetching Purrs Pet Care - a husband and wife duo who love all animals! We've had pets for 18+ years and have been professionally pet sitting for 4 years. We are fully insured & bonded. We are the favorite pet care provider of the Fox Cities because we care for your pets as our own! They are always our top priority. We are excited to partner with you to care for your pet family! About Briana: Co-owner and cat whisperer. Experience with kittens to senior cats, dogs, and a variety of animals! Briana is a retired Registered Nurse and currently cat mom to a 19 year old senior kitty who is the love of her life. About Ben: Co-owner and leader of the pack. Has been a dog dad to chihuahuas, staffies, and beagles. He is awesome with big breeds like great danes too! He has a lot of knowledge from helping at animal shelters, fostering dogs and puppies. Dogs: 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! Your pets are our top priority when they are in our care! We provide dog walking, drop-in visits and house sitting! We are a full-service pet care provider and are happy to help take care of your home while we are sitting for you. Let us know if you would like us to take the garbage/recycling out/in, bring mail/packages in, water plants, etc!

Sitter Profile Image: Jorden W.
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Jorden W.
from
$27
per night
10 years of experience
Oshkosh, WI, 54901

About: I’ve taken care of my family’s dogs growing up. I’ve just recently got my own puppy, so I know how to best care for dogs of all ages! I’m currently working part time and on winter break so I have plenty of time to hang out with your pets! I’m mostly available during the week or Saturday after 4. Please let me know at least a week ahead of time so I can check my schedule! I’ll make sure your dog feels safe, happy, and loved while you’re away. I provide regular walks, playtime, feeding, and lots of cuddles. I’ll also send many updates and photos so you know your pet is doing well!

Sitter Profile Image: Sasha P.
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Sasha P.
from
$50
per night
5.0 out of 5 stars
44 reviews
9 repeat clients
22 years of experience
Appleton, WI, 54911

Sasha is so great with our two dogs. They love her energy and have so much fun when she’s around. She takes them on walks, takes excellent care of them, and gives regular updates! She is our go-to dog sitter currently!

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Megan W.
Sitter Profile Image: Halley G.
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Halley G.
from
$27
per night
5.0 out of 5 stars
6 reviews
1 repeat client
20 years of experience
Fremont, WI, 54940

Halley and her husband took such good care of my boy! I’ve never left him with anyone else but my family before and Halley really put me at ease, sending pictures and updates. 🥰 My pup usually doesn’t eat if I’m not there, just after one day with her he was eating and felt comfortable. I will definitely be using her again!

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Lindsay L.
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: Layla S.
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Layla S.
from
$27
per night
8 years of experience
Greenville, WI, 54942

About: Backed by an extensive educational background in animal care, I provide specialized, age-appropriate attention for dogs at every stage of life. As a practitioner of canine massage, I offer gentle, therapeutic support tailored to the comfort and mobility needs of senior dogs. Equally skilled in managing high-energy dynamics, I understand the developmental and behavioral requirements of active puppies, ensuring your pet receives expert care customized to their life stage. I currently work full time but would love to help out after 4pm I am open on the weekends anytime to be able to take care of your furry friends I recognize that every dog is unique, which is why I customize my approach to align precisely with your pet's specific routine, personality, and medical needs. I am fully committed to following your detailed instructions to ensure seamless, high-quality care and complete peace of mind.

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

Bryanna took extra care with Jackson. We had lost his buddy on June 1 and this was the first time I had left him for more than a few hours. Jackson was happy and well cared for. I’m so happy with the care Bryanna provides.

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Joyce K.
Sitter Profile Image: Suzi B.
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Suzi B.
from
$60
per night
20 years of experience
Appleton, WI, 54911

About: I’m a former pet parent with over 20 years of experience raising rescues. I am missing the energy of dogs and cats and am here to give back to the community as an experienced caregiver. Experience with dogs of all ages and breeds and also cats. I currently work a part time schedule that allows for a lot of time for your pet. Also available for overnights in your home depending on the distance and availability. I keep a very clean home and a tidy yard for your pet. Crates are always welcome. I do not have a fenced in yard, but it sits up against a nice ravine. Happy to let roam in the yard on a rooted line or walk on the path to Peabody park.

Sitter Profile Image: Ryaan W.
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Ryaan W.
from
$40
per night
5.0 out of 5 stars
1 review
8 years of experience
Fond du Lac, WI, 54935

About: Hi! My name is Ryaan, and I’ve grown up with dogs and cats my entire life. Animals have always been a huge part of my family, so caring for them comes naturally to me. I also worked for several years at a doggy daycare and boarding facility, where I gained hands-on experience with dogs of all breeds, sizes, and temperaments. I’m comfortable with feeding routines, administering basic care, supervising playtime, and making sure pets feel safe, happy, and loved while their owners are away. Your pet will be treated like family in my care! 🐾 I currently have just a few 1 hour classes a week on just Mondays and Wednesdays and am home for the most part otherwise making me available for your pets. -fenced in yard -home frequently -able to provide long walks and lots of playtime -safe home (mostly pet proofed) -stairs are needed to be taken to get up to the house and down to the backyard

Sitter Profile Image: Cherie S.
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Cherie S.
from
$75
per night
5.0 out of 5 stars
1 review
1 repeat client
25 years of experience
Appleton, WI, 54913

Cherie was wonderful! She sent us daily photos of our pup. Even though she wasn’t asked, she left the house clean, dare I say cleaner than when we left. Highly recommend!

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Kris Z.
Sitter Profile Image: Hannah J.
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Hannah J.
from
$20
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
6 years of experience
Menasha, WI, 54851

Hannah was fantastic! She helped us out very last minute, punctual and reliable. She took excellent care of our Louie and Lily and gave us frequent updates. We can’t wait to have her come back!

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Kristen M.
Sitter Profile Image: Emily R.
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Emily R.
from
$55
per night
25 years of experience
Appleton, WI, 54914

About: My pet experience includes a lifetime with both cats and dogs. I have over 25 years experience with pets of all ages and capabilities. I’ve had medically complex and fragile animals for years as well, and am honored to help with yours. Hi I’m Emmie and I currently run my own vintage business with my wife. We are completely flexible with our time and look forward to being a part of yours! I have dealt with medically complex animals as well as aggressive animals. I’m confident in my experience and abilities that your pets safety is the utmost priority with me!

Sitter Profile Image: Lauren W.
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Lauren W.
from
$29
per night
6 years of experience
Appleton, WI, 54911

About: I’ve grown up around animals and love being outdoors! I have most recently worked as a horse wrangler and have had lots of experience with being around dogs and animals. I will treat your pet as my own and have full availability right now! Would love the chance to give some pups some exercise I have a flexible schedule and spend a lot of time being active outdoors. I’m always going for walks and often take hikes in the foothills, so your dog will get plenty of exercise and attention. I’m available most weekdays 1pm and have open availability on weekends for boarding, walks, or drop-ins. I prioritize keeping pets on a consistent routine and making sure they feel comfortable and cared for while you’re away. I provide a safe, calm, and clean environment for pets. I live in a basement-level home with a yard and all wood floors, which makes for easy cleanup and a pet-friendly space. There are no other pets in my home, so your dog will have a low-stress environment with lots of one-on-one attention. I’m attentive, responsible, and happy to follow any specific care instructions, including feeding schedules, crate training, or medication 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

1 / 1
5.0 out of 5 stars

If i could give more than 5 stars I would! Taylor was incredible with my dog and a great communicator throughout the entire stay. The house looked untouched from when we left and I loved pulling up my camera notification from outside of Taylor greeting Winnie with the sweetest welcome! Winnie also enjoyed all the walks! Taylor will be our #1 choice always!! Thank you!!

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Kristin D.
House Sitting
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
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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

    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

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Popular requests for house sitting - Highland Shore

Select a filter and find qualifying sitters offering house sitting.

Sitters in Highland Shore average 4
repeat house sitting clients

FAQs for House Sitting - Highland Shore

Frequently asked questions about Rover

As of September 2026, there are 231 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:

  • 82% of sitters can help with special care needs
  • 94% 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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