House Sitting Wayside

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Wayside, 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: Nicole Z.
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Nicole Z.
from
$40
per night
5.0 out of 5 stars
32 reviews
12 repeat clients
20 years of experience
Greenleaf, WI, 54126

First time using Rover and got extremely lucky having found Nicole! She was professional and thorough, meeting up for introductions prior to her stay. She communicated well during her stay and shared pics and videos. I will definitely reach out to her for any future pet-sitting needs!

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Annette D.
Sitter Profile Image: Travis B.
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Travis B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
52 reviews
28 repeat clients
15 years of experience
Kaukauna, WI, 54130

We have used Travis a few times now. Both times he has been such a great, informative dog sitter. Both of my dogs adore him:). This most recent visit, Travis shoveled our walkways and our driveway, just wow. This was totally above and beyond what was expected. Travis also left us a yummy treat he had made while staying at our home. If there were more than 5 stars, Travis would get them. We look forward to seeing him again in Feb while we take off for a cruise. It’s a great feeling to be able to leave home, leave to another state, and feeling confident our fur loves are in great hands. Thank you so much Travis. :)

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

Jenna did great with all 7 of my animals- including a medically needy dog that needed monitor with food/water intake/and medications. Jenna kept the house clean, helped with extra stuff, as well as dealt with house malfunctions. Will definitely use and recommend Jenna to care for your animal needs.

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Shaina R.
Sitter Profile Image: Bridget K.
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Bridget K.
from
$60
per night
5.0 out of 5 stars
7 reviews
1 repeat client
50 years of experience
De Pere, WI, 54115

Bridget was great and Vanessa loved her. I appreciated the daily updates with videos & photos. It was our first time trying in home care while we were away and we are very pleased with Bridget as our choice. We will definitely rebook when we go away in the future.

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Marsha H.
Sitter Profile Image: Dana M.
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Dana M.
from
$60
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
20 years of experience
Wrightstown, WI, 54180

Dana was so great with our fur babies! She was very communicative prior to her stay and while we were gone, updated us with lots of pics. Would recommend her and will re-book her in the future!

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Amber D.
Sitter Profile Image: Melissa A.
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Melissa A.
from
$45
per night
5.0 out of 5 stars
6 reviews
14 years of experience
De Pere, WI, 54115

We give Melissa our HIGHEST RECOMMENDATION! She was a pet sitter for us for 6 days/5 nights! We just moved to the area and needed to find a responsible person to take care of our dog while we were out of town. Melissa was super responsive, highly professional and extremely trustworthy. Our pet has a significant medical condition and Melissa kept us updated and was extremely comfortable handling any special needs. She left our home in better condition that we left it. She went above and beyond to take care of our dog and we so appreciated it! We have used many pet sitters in the past, but Melissa was a step above all others!

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Shane F.
Sitter Profile Image: Joseph U.
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Joseph U.
Star Sitter
from
$50
per night
5.0 out of 5 stars
9 reviews
5 repeat clients
15 years of experience
Green Bay, WI, 54311

About: Dogs have been a part of my world ever since I was 4 years old. I had three dogs growing up, Buddy, Archie, and Walker. They were the absolute BEST! My uncle used to be a private breeder (mostly just because he loved having a lot of dogs around) and I would go over weekly to help care for them. I've worked with all kinds of dog, big and small, from puppies to the oldest little guys you've ever seen and I love it! I am currently extremely available as my few jobs are also scheduled sporadically and with different lengths of notice so finding time within my weekly schedule is quite easy. I can accomplish just about anything to meet the needs of your beautiful dog/cat. Feeding, brushing, crating, walking, playing, administering medication, you name it! If you tell me, I can do it :)

Sitter Profile Image: Christina S.
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Christina S.
from
$60
per night
5.0 out of 5 stars
34 reviews
8 repeat clients
25 years of experience
Oneida, WI, 54303

Tina did an amazing job! Our dogs loved hanging out with her! It was the first time we had anyone stay overnight with them and she completely put our minds at ease . She’s reliable, trustworthy, very knowledgeable, and loves your animals like her own. She’s prompt (even started early), sent lots of photos, great communication, and she did excellent with our anxious gal. We’ll definitely be in touch, for future visits!

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Leandra S.
Sitter Profile Image: Jadira C.
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Jadira C.
from
$62
per night
5.0 out of 5 stars
1 review
7 years of experience
Little Chute, WI, 54140

I had a great experience with this sitter. 🙂 She stopped over to meet my senior dog who can be timid around strangers before I left town and my dog took to her right away. She is reliable and communicates often with updates, photos, and videos. 🙂

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

Emily was wonderful with our dog Lottie! Excellent communication & updates! While she stayed at our home. We wouldn’t hesitate to have her again!!

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Lynn M.
Sitter Profile Image: Shayna L.
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Shayna L.
from
$30
per night
5.0 out of 5 stars
1 review
10 years of experience
Wrightstown, WI, 54180

About: I have dog/cat sat in the past for neighbors when I was young. I have a high attention to detail and tend to your babies with whatever they need, medications, special routines, etc. I work full time as a 3rd shifter. I typically can take care of things in the mornings or in the afternoons/evenings before work. I work 11pm-7am Sundays through Thursday. I have two cats at home. I have a senior 10 year old and a young and energetic 3 year old. To keep is easy on them, I can do any animal care for you at your home.

Sitter Profile Image: William A.
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William A.
from
$27
per night
22 years of experience
De Pere, WI, 54304

About: I’ve been around dogs for most of my life family and friends pets and enjoy playing and taking care of them when needed love dogs of all sizes I’m currently working full time but love animals and helping with them where I can. Going on walks or just throwing a ball around I can do it all. Whether your fur baby likes to lounge around or be active I enjoy both and with 3 children at home keeping track and cleaning up after them is a regular past time of mine.

Sitter Profile Image: Emma Z.
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Emma Z.
from
$65
per night
5.0 out of 5 stars
1 review
1 repeat client
6 years of experience
De Pere, WI, 54115

About: I’ve helped taken care of several families dogs including my families dogs whether it’s just stopping by for a couple of hours or staying several days taking care of them. I am currently in college and I have flexible availability, I have two dogs at home that I take for walks and play with everyday! I follow each pet’s routine closely, including feeding, walks, playtime, and medication if needed. I keep homes clean, respect house rules, and provide updates along the way.

Sitter Profile Image: Alex D.
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Alex D.
from
$55
per night
5.0 out of 5 stars
29 reviews
10 repeat clients
20 years of experience
Green Bay, WI, 54304

We had Alex watch our pups during our wedding weekend, and they loved her. Each picture she sent of them they were clearly having a great time, doggy smiles all around. 10/10 would book again.

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Kay Ann K.
Sitter Profile Image: Samantha K.
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Samantha K.
from
$80
per night
5.0 out of 5 stars
1 review
10 years of experience
Hilbert, WI, 54129

Samantha did a great job with Piper! She communicated well which was especially important when Piper wasn't feeling well. We would not hestiate to book her again - thank you!

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Robby S.
Sitter Profile Image: Arianna G.
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Arianna G.
from
$35
per night
15 years of experience
Green Bay, WI, 54302

About: I have 2 dogs and love talking them on walks during the week. I’ve also volunteered at the humane society helping to care for the animals. I work part time at Kwik Trip during the week from 9 am until 12 pm so I’m available to walk dogs anytime after 12 pm during the week. I don’t work on the weekend but anytime after 12 pm works best for me to walk dogs on the weekend. I have 2 dogs and they love other dogs. There’s a dog park in Green Bay that I visit and a trail in Green Bay that I love walking my dogs on.

Sitter Profile Image: Kristy W.
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Kristy W.
from
$45
per night
5.0 out of 5 stars
2 reviews
6 years of experience
Appleton, WI, 54911

Kristy was absolutely wonderful! From the moment I first contacted her, she was incredibly responsive and communicative. Before my trip, she came to my home to meet my dogs, and I immediately knew she was the perfect fit. My dogs are truly family to me, so finding someone I trust is extremely important. Throughout my time away, Kristy sent daily updates and photos, which gave me so much peace of mind knowing my fur babies were happy and well cared for. It was clear that she genuinely cared about them and treated them as if they were her own. When I returned home, my house was clean and my dogs were relaxed, happy, and obviously very well taken care of. I couldn't have asked for a better experience. I highly recommend Kristy to anyone looking for a reliable, caring, and trustworthy pet sitter! 🐾💕

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Sara K.
Sitter Profile Image: Elizabeth B.
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Elizabeth B.
from
$29
per night
14 years of experience
De Pere, WI, 54115

About: I’ve grown up with dogs, I know nothing other than dogs. Raised both boys and girls. Currently, raising a 105 lb., 3 year old red gold retriever Mowgli and loving it. He plays well with others! Until further notice, I’m open at all hours of the day. I usually start my day around 5 am to about 9 pm per my puppy’s routine. However, open to any at the time being. I am taking a short leave from my full time position. My home is a family home we’ve grown up in the last seven years or so- plush grass, friendly dog neighbors, friendly neighbors, a lot of exercise in walking (I’ve gone as far as a half marathon once, not saying that’s the plan though unless you’re looking to train for a half marathon of course… lol)

Sitter Profile Image: Hailey M.
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Hailey M.
from
$40
per night
4 years of experience
Appleton, WI, 54911

About: I’ve spent several years providing reliable, compassionate care for pets of all ages, sizes, and personalities. From energetic puppies to senior pets who need a gentler touch, I tailor my approach to each animal’s unique needs. My experience includes daily walks, feeding routines, medication administration, enrichment activities, and plenty of affection to keep pets happy and relaxed while their families are away. I focus on creating a safe, calm environment so every pet feels comfortable, understood, and genuinely cared for. Pet care is a natural part of my weekly rhythm, especially since I work from home three days a week. On those WFH days, I’m able to offer flexible, consistent attention—perfect for pets who enjoy companionship, regular check‑ins, or a steady routine. I build feeding times, walks or play sessions, potty breaks, and general wellness checks around my work blocks, making sure pets get the care and interaction they need throughout the day. On the days I’m in the office, I plan visits intentionally to keep each pet’s routine stable. Whether it’s morning care, midday enrichment, or evening check‑ins, I make sure every pet gets predictable, comforting attention. Because I’m used to balancing a hybrid schedule with pet responsibilities, I’m very organized and reliable about maintaining consistent care all week long. When caring for pets in their home, I focus on keeping their routine, environment, and comfort exactly the way they’re used to. I follow the owner’s instructions closely—feeding schedules, walk times, play preferences, medication needs, and any household rules—so pets feel secure and stress‑free. I take time to learn each pet’s personality, whether they need extra play, quiet companionship, or a slow, gentle approach. I keep the home tidy and respectful, making sure food and water areas stay clean, litter boxes or potty routines are maintained, and any messes are handled right away. I also pay attention to small details like closing gates, locking doors, turning lights on or off as requested, and keeping the home feeling lived‑in and safe. Throughout the stay, I send updates and photos so owners always know how their pets are doing.

Sitter Profile Image: Anne or (Annie) S.
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Anne or (Annie) S.
Star Sitter
from
$135
per night
5.0 out of 5 stars
76 reviews
31 repeat clients
25 years of experience
Manitowoc Wi, WI, 54220

Annie stayed with our recently adopted dog at our home over a long weekend. She was very communicative throughout the stay and she did a great job with both our dog and home.

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William H.
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The median cost per night for house sitting in Wayside is $50

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

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Wayside average 4
repeat house sitting clients

FAQs for House Sitting - Wayside

Frequently asked questions about Rover

As of July 2026, there are 355 sitters on Rover offering House Sitting across Wayside. 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 Wayside 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 Wayside 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 Wayside 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 Wayside. On Rover:

  • 93% of sitters can help with special care needs
  • 93% 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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