House Sitting Saylesville

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Saylesville, 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: Ann M.
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Ann M.
from
$63
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
25 years of experience
Hartford, WI, 53027

Our pup seemed very happy after spending a couple days with Ann. Her communication was great, and she left the house in terrific order. Would recommend Ann as a caregiver.

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Jackie B.
Sitter Profile Image: Meghan A.
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Meghan A.
from
$60
per night
5.0 out of 5 stars
33 reviews
9 repeat clients
20 years of experience
Rubicon, WI, 53078

Meghan was AWESOME! I hadn't left my pets alone in many years. I was anxiety ridden. She stayed at my home for 5 days when I had to attend my daughter's wedding. Along with giving my dogs and kitty excellent care and attention, she constantly reassured me every day with pictures of them and how well they were doing. She absolutely exceeded my expectations. Thanks to Meghan, I really had a worry free trip!

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Annie S.
Sitter Profile Image: Paul S.
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Paul S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
96 reviews
32 repeat clients
20 years of experience
Germantown, WI, 53022

Paul took great care of our two puppies while we were on vacation! He sent multiple updates daily with pictures, and they were extremely well cared for. We never had to worry about them, and we were able to enjoy our vacation! I would leave my pets with Paul anytime!!

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Brian or Sarah L.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$60
per night
5.0 out of 5 stars
29 reviews
13 repeat clients
8 years of experience
Oconomowoc, WI, 53066

Katelyn watched my English Bulldog and Chocolate Lab while I was on vacation for several days. She took great care of my fur babies. She fed them, walked them, let them out several times, and gave them loves and pets. She sent good notes and several pictures and videos throughout the stay.

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Danielle R.
Sitter Profile Image: Courtney Z.
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Courtney Z.
from
$50
per night
4.9 out of 5 stars
10 reviews
1 repeat client
8 years of experience
Hartford, WI, 53027

Courtney was very sweet and responded quickly to messages. There was a misunderstanding with her work schedule that she would not be in the home for 11 hours. I assumed she would come at lunch to let them out. Never assume - had to call neighbor to let dogs out 2 days as I did not want my dogs left that long without a potty break. Otherwise, all was good.

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Cindy L.
Sitter Profile Image: Krystle A.
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Krystle A.
from
$71
per night
35 years of experience
Slinger, WI, 53086

About: I’ve been surrounded by animals my entire life and caring for them has always been a huge part of who I am. Over the years, I’ve had the joy of sharing my home with dogs, cats, guinea pigs, a rabbit, birds, and even reptiles—so I’m comfortable with a wide variety of pet personalities and needs. My fiancé and I currently have five cats, and they keep life fun, active, and full of love. I have a deep compassion for animals of all kinds and all ages, from energetic puppies to senior pets who need a little extra patience and care. I’ve also taken in several strays over the years, helping reunite them with their owners or finding them safe, loving homes. That experience has made me especially attentive, responsible, and intuitive when it comes to animal care. I truly value time outdoors and believe regular walks and activity are key to a happy, healthy pet. Whether it’s playtime, exercise, or just keeping your pet company, I’ll treat them like one of my own—with love, attention, and respect. I work part time as a massage therapist this leaves lots of times available for in home pet care. My schedule can be open more then what days/times I have on my profile. Currently I'd be coming to your home to care for or walk your pet. If needed I could possibly board. I do have 5 cats, they sleep most of the day.

Sitter Profile Image: Christiana S.
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Christiana S.
from
$28
per night
5.0 out of 5 stars
41 reviews
13 repeat clients
10 years of experience
Hartford, WI, 53027

About: Love to walk, run or go on hikes often depending on your request! Happy to assist your pet while you are away and send lots of updates! If visits are needed during the weekend and/or when school is off my three children will likely be joining me to help. I’m available full time, typically start dog runs at 9:00am and love to go on hikes (weather permitting) I am open to any additional pet requests. We have a large grassed yard with access to the lake for swimming and dock jumping. Additionally, daily walks and runs on leash. Lots of extra pet supplies if needed.

Sitter Profile Image: Stephanie B.
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Stephanie B.
from
$36
per night
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
West Bend, WI, 53095

Steph was communicative and reliable. She clearly loves cats and understands their behavior and needs. We felt relaxed while away knowing she was watching over things!

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Catherine K.
Sitter Profile Image: Kristin C.
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Kristin C.
from
$50
per night
5.0 out of 5 stars
38 reviews
10 repeat clients
10 years of experience
Watertown, WI, 53094

It was comforting to have Kristin in our home pet sitting while we were away. Very professional and caring with our pup. It was a relief to know that if there was an emergency she could take care of it. Coco loves Kristin! Thank you for taking such good care of her!

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Kevin & Melissa O.
Sitter Profile Image: Selena M.
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Selena M.
from
$28
per night
4.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Hartland, WI, 53029

About: I often take care of my mom’s senior dog. He requires a lot of attention due to his health and getting around. I love to be an assistant to him. I work from home on Mondays and Fridays and I am often free during the weekends. I can make sure I have enough time available for any of your needs. I live in a pet friendly apartment. I don’t live near any busy streets and can take a dog on a nice stroll around my neighborhood. I can keep animals in crates, if requested.

Sitter Profile Image: Amy H.
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Amy H.
from
$70
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
40 years of experience
Hubertus, WI, 53095

Gave updates and gave Libby her meds as scheduled :)

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Tracy C.
Sitter Profile Image: Destiny L.
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Destiny L.
from
$23
per night
5.0 out of 5 stars
1 review
5 years of experience
Mayville, WI, 53050

About: I’ve had dogs and cats since I was young. I’ve walked, fed, bathed, helped train, and overall cared for animals. I have had experience with kittens/puppies and senior animals! I have watched family and friends dogs! I work part-time and my schedule is often different, but I am always free after 7 pm weekdays and 6 pm weekends. I am open to other times as well as long as I don’t work! I do not offer animals in my home due to having my own cats. Only dog and cat sitting at the clients house! Thank you

Sitter Profile Image: Allison S.
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Allison S.
Star Sitter
from
$88
per night
5.0 out of 5 stars
55 reviews
20 repeat clients
3 years of experience
Sussex, WI, 53089

Allison took wonderful care of our fur babies (and our home). We appreciated the frequent pictures/videos, since we missed our boys something terribly. Our cats are usually scaredy cats, and hide from strangers. Allison bonded with them quickly and they were comfortable with her around. One of our cats require daily medication, and Allison was such a pro, making sure he was well cared for. We truly appreciate her care and support of our family and home. Would highly recommend.

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Thomas D.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$55
per night
5.0 out of 5 stars
51 reviews
15 repeat clients
45 years of experience
Oconomowoc, WI, 53066

Cindy was great! Great communications and took excellent care and attention to my dog while I was away. Valentine got daily walks and play time; the pictures sent to me was very reassuring.

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Merry C.
Sitter Profile Image: Emma B.
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Emma B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
20 years of experience
Cedarburg, WI, 53012

Emma was AMAZING! 3 Great Danes and she handled their clumsy-ness and lap dog tenancies without a hitch. My stupid dogs ran off to the neighbors house and had an incident with the neighbor dog. She handled the situation perfectly and kept my dogs, the neighbor and their dog, and myself feeling safe about the incident the rest of booking. When I got home and apologized again to my neighbor, they said that Emma did great the whole time and were impressed with the way she handled things. 10/10 would recommend Emma!!

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Kaitlyn A.
Sitter Profile Image: Ella W.
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Ella W.
from
$60
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Oconomowoc, WI, 53066

About: Hi, I’m Ella, and pet care isn’t something I just do, it’s a huge part of my identity and something I continue to explore as I pursue veterinary school! From the outgoing border collie to the chillest basset hound, I’m ready to take on whatever your fur-baby needs! 🎓 Schooling: Currently in undergrad pursuing a pre-veterinary degree—specializing in horses 🌻 Experience: Ran a pet care business since I was in middle school in my neighborhood. Currently training and studying horsemanship! 🐴 Critters: Horses, dogs, and cats I currently work as a horse trail guide and vet assistant. When I’m available, I can take requests both in the early morning, afternoon, and nighttime. 🏥 I treat every pet in my care with the same attention, compassion, and dedication that would give to my own pets. My goal is to make sure they feel safe, comfortable, and cared for while you’re away. Building trust with both pets and their owners is extremely important to me, and I strive to create a positive, stress-free environment where your pets can feel at safe.

Sitter Profile Image: Deann S.
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Deann S.
from
$40
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
27 years of experience
Watertown, WI, 53094

Deann was so easy to book with and did a great job. I could tell from her meeting my pups that I had nothing to worry about. She sent us picture updates and the house looked like no one had even stayed there. We would defintiely ask Deann to come back again.

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Megan M.
Sitter Profile Image: Raegan S.
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Raegan S.
from
$28
per night
5.0 out of 5 stars
2 reviews
9 years of experience
Oconomowoc, WI, 53066

Reagan was awesome with my animals. She sent pictures and communicated with me throughout the stay and before. My animals were happy and wonderfully cared for. She is kind and gentle and patient with my youngest pup who is still very puppy and hyper.

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Taylor M.
Sitter Profile Image: Reese R.
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Reese R.
from
$50
per night
5 years of experience
Sussex, WI, 53089

About: I have taken care of my neighbors dogs when they were away for years now and I am very trustworthy and responsible with every thing I do. I am working part time during the week and I have weekends mostly free so I’ll have plenty of time to care for your dogs! I have a giant yard and a little puppy that your dogs can play and run around with! I live on a quiet street with an electric fence to insure safety.

Sitter Profile Image: Victoria K.
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Victoria K.
from
$30
per night
5.0 out of 5 stars
4 reviews
10 years of experience
Oconomowoc, WI, 53066

Victoria did a great job taking care of our dogs. Was also very good at sending photos and communicating. Would definitely recommend!

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Analisia W.
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The median cost per night for house sitting in Saylesville is $50

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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

    Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for house sitting - Saylesville

Select a filter and find qualifying sitters offering house sitting.

Sitters in Saylesville average 4
repeat house sitting clients

FAQs for House Sitting - Saylesville

Frequently asked questions about Rover

As of August 2026, there are 696 sitters on Rover offering House Sitting across Saylesville. 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 Saylesville 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 Saylesville 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 Saylesville 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 Saylesville. On Rover:

  • 94% of sitters can help with special care needs
  • 96% 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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