House Sitting in Highland Beach

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

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Top rated Highland Beach house sitters

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: Travis B.
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Travis B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
49 reviews
27 repeat clients
15 years of experience
Kaukauna, WI, 54130

Travis is amazing! He cared for Riley this weekend and did a great job! Came home to a happy dog. He is dependable, on time and truly has a special connection to dogs. Highly recommend!

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Sharon Z.
Sitter Profile Image: Olivia S.
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Olivia S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
39 reviews
11 repeat clients
15 years of experience
Menasha, WI, 54952

This was the first time that Olivia stayed with my 2 dogs. I can tell that they were very well cared for and that she was patient with them. I loved the pictures and frequent updates. I will definitely have Olivia care for my dogs again.

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Jennifer S.
Sitter Profile Image: Olivia M.
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Olivia M.
from
$45
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Sherwood, WI, 54169

Absolutely amazing communication. Great check-ins and photos sent while away. Took extra time to get to know my dogs needs and likes before our trip. Will book again!

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Lauren F.
Sitter Profile Image: Madeline O.
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Madeline O.
from
$50
per night
7 years of experience
Appleton, WI, 54915

About: I’ve been volunteering and caring for cats and dogs since I was eleven years old. I am knowledgable in pet CPR and first aid. I’ve had pets of my own my entire life, including 3 dogs, 4 cats, as well as chickens. I’ve cared for large and small dogs as well as cats. I am experienced in administering medicine to both cats and dogs. I’ve cared for everything from young kittens to elderly dogs. I have multiple long-time returning clients currently. I’m currently a student and have a part time job, so I have mostly evening and weekend availability during the school year. In the summer I usually work in the afternoon into the evenings, so I’m available mornings, after 7-8 in the evening, and most afternoons. I am available to stay over if desired most weekends and weekdays in the summer. My mother also works as my backup when my schedule gets hairy or in emergencies so your pets will always have someone to ensure their wellbeing! I am comfortable letting dogs out in the yard or walking them on a leash depending on the pet and personal situation. I am not currently offering services in my own home.

Sitter Profile Image: Stacy Z.
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Stacy Z.
Star Sitter
from
$75
per night
5.0 out of 5 stars
116 reviews
52 repeat clients
13 years of experience
Menasha, WI, 54952

Stacy was great! She was on time for everything and met all their needs! My dogs loved her. Stacy is very pleasant and easy to talk to. I would recommend Stacy any time!

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Chris M.
Sitter Profile Image: Rebecca C.
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Rebecca C.
Star Sitter
from
$30
per night
5.0 out of 5 stars
18 reviews
3 repeat clients
10 years of experience
Appleton, WI, 54915

LOVE HER!!!! She did an amazing job! The house was in perfect shape when we got home and all pets were happy and wonderful. She sent photos of the dogs every day and clearly cuddles were no issues. We met before I booked and Becca is just a genuinely sweet and amazing soul. I was nervous to use the app for the first time but she put all concerns to rest. I will request Becca every time we need a house and dog sitter. She is extremely trustworthy and wonderful. THANK YOU BECCA!

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Kate C.
Sitter Profile Image: Jenna A.
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Jenna A.
Star Sitter
from
$60
per night
5.0 out of 5 stars
33 reviews
11 repeat clients
13 years of experience
Hilbert, WI, 54129

We really appreciated Jenna accepting our short notice request for her to “house sit” our dog Simon for 3 days and nights. She reported no particular problems nor concerns. Jenna related that Simon did fine and she sent us a couple of photos and stated in communication when we checked in. It was nice to see the house just like we left it too ! We were happy with Jenna and would use her again !

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Tom C.
Sitter Profile Image: Teresa & Michael G.
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Teresa & Michael G.
from
$100
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
35 years of experience
KIMBERLY, WI, 54136

Teresa and Michael were outstanding. They helped out in a jam when our regular "sitter" became sick last minute. They took great care of the pup and communicated very well with us throughout the two days. Highly recommend and will definitely use again.

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Jeremy B.
Sitter Profile Image: Maria V.
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Maria V.
Star Sitter
from
$100
per night
5.0 out of 5 stars
24 reviews
8 repeat clients
40 years of experience
Menasha, WI, 54952

About: If your smaller non-shedding dog (up to 40 lbs) does not care for other pets, I'm your sitter! There are no other pets in my house, and I specialize in dogs who do not like other animals. I have owned and loved dogs my entire adult life. In retirement I've chosen not to own one, but I miss those little guys so much and would love to love on your precious pet. I am retired and can fully care for your smaller (up to 40#), potty-trained, non-shedding dog. On weekends in the summer I may talk to you about your friend joining me at my camper. I will provide care for your smaller non-shedding dog without other animals in my home. Perfect for those cuddlers who would rather not have competition for my attention!

Sitter Profile Image: Ashley Y.
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Ashley Y.
from
$25
per night
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
menasha, WI, 54952

About: Over the years, I've had the pleasure of taking care of many pets. It's been a lot of fun playing with them, feeding them, and making sure they're happy while their owners are away. Each pet has its own personality, and I've enjoyed getting to know them all. i’ve also had experience working with animals at the pet clinic currently i work part time, but with my days off and before work i make sure to take my 3 dogs on walks, and play outside, and provide company for them make sure pets have food, water, exercise, and playtime. I keep their living area clean and comfortable, and I give them love and attention to make them feel happy and safe.

Sitter Profile Image: Isabel S.
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Isabel S.
from
$70
per night
10 years of experience
Appleton, WI, 54915

About: I’ve been taking on pet care since I was 10. I’ve watched from all ages of dogs from puppies to the senior dogs. No dog too big and definitely never too small. I work a full time internship during the week. Finish on Fridays around 1:30, weekends are free for pet care that I can work around my own schedule. I usually care for pets in the owners home rather than my own just because I have a dog of my own so clients home would be preferred.

Sitter Profile Image: Lauren S.
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Lauren S.
from
$50
per night
30 years of experience
Sherwood, WI, 54169

About: I've had dogs my whole life. Currently, we have two cats, which is easier with our sports schedule, but I miss having a dog to walk. So, I thought I'd see if you needed help with yours. I'm working part-time and own a business. Both provide me flexibility to be there when your dog needs me. My kids are old enough for me to be gone for short stints. Prefer walking schedules during, morning, afternoon, or late evening as those provide me the best opportunity to give your pets the attention they deserve. Experience walking dogs with leash aggression. Can typically recognize it in your dog or the dogs we are approaching. Will always keep animals leashed in public.

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: Dennis C.
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Dennis C.
from
$60
per night
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Appleton, WI, 54915

Dennis was great! Agreed to a last-minute overnight stay at our house. He kept us updated with texts and photos. I would highly recommend Dennis!

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JC P.
Sitter Profile Image: Emily M.
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Emily M.
from
$40
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Appleton, WI, 54913

Such a caring and excellent job with my dogs and perfect communication

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Andrew S.
Sitter Profile Image: Emma S.
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Emma S.
from
$75
per night
5.0 out of 5 stars
27 reviews
12 repeat clients
20 years of experience
Appleton, WI, 54915

Emma was great with our dog and cat! She's a great communicator and sent us lots of photos. Our dog, who can be very picky, immediately felt comfortable with her. Would definitely recommend Emma for your house sitting needs!

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Britt T.
Sitter Profile Image: Stephanie W.
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Stephanie W.
from
$75
per night
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Menasha, WI, 54952

Stephanie did a wonderful job taking care of our Lily during our 10-day vacation. Stephanie fed Lily, played with her in the yard, and helped comfort her during a storm. She sent regular updates and pictures, and also helped us out by providing an extra day of care after our return flight was cancelled at the last minute. It was comforting to know that Lily was in such good hands. We would definitely use Stephanie again if the opportunity arises, and we highly recommend her!

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Andrew S.
Sitter Profile Image: Addisyn F.
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Addisyn F.
from
$27
per night
10 years of experience
Kaukauna, WI, 54130

About: I have grown up with all sorts of dogs of all sizes. I have taken part in both training and caring for our family dogs, and there has not been a dog that I do not immediately love. Being with dogs is always entertaining and extremely rewarding. I am not currently working, and I have a lot of free time during my summer before my junior year of college. I am available at any time of day, and my schedule is very flexible until I start working in June. I am responsible for walking, feeding, and caring for our three dogs when my parents are working. It’s very common for me to spend time with my dogs in my down time such as playing with and accompanying them.

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: Amanda H.
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Amanda H.
from
$50
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
15 years of experience
Menasha, WI, 54952

Amanda stayed with our dog at our house for 10 days! We got pictures of Raven several times a day and updates that made me very happy while we were on vacation visiting family. Because Amanda stayed at our house, this created incredible peace of mind. She left the house spotless with the trash taken out and beds were made. We would absolutely rebook!

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Morgan E.
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 house 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.

Sitters in Highland Beach average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Highland Beach on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Highland Beach house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 288 house sitters in Highland Beach. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 89% of Highland Beach house sitters respond in under an hour.

House sitters in Highland Beach have an average of 14 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Highland Beach.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Highland Beach house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.