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: Isabella R.
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Isabella R.
from
$37
per night
5.0 out of 5 stars
5 reviews
15 years of experience
Neosho, WI, 53059

Izzy was great! She stayed in touch and made sure my puppy was well taken care of.

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Austin S.
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
34 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: Katelyn W.
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Katelyn W.
Star Sitter
from
$60
per night
4.8 out of 5 stars
34 reviews
16 repeat clients
8 years of experience
Oconomowoc, WI, 53066

Have used Kate multiple times to stay with our pets and our house. She does a great job and is super respectful of the space. Will continue to use her in the future.

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James F.
Sitter Profile Image: Alex M.
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Alex M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
48 reviews
16 repeat clients
10 years of experience
Oconomowoc, WI, 53066

Loved Alex so much! I have an anxious little lady and the minute Alex walked in Soph laid on the floor and wanted tummy rubs. She had a very calming presence which was so comforting knowing she would be in good hands. She was so easy to communicate with and kept us updated while we were gone. Would love to use her again ❤️

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Maria B.
Sitter Profile Image: Jade B.
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Jade B.
from
$60
per night
10 years of experience
Oconomowoc, WI, 53066

About: I’m a disabled veteran & dogs have always been my peace so i decided to start incorporating more of them into my daily life & call it “work” 🥰 pet-loving is part of my every day life! i take my own pups for walks in the morning before the heat, and during the warmest days of winter. i love being outside, playing with animals & taking care of them! i will use the app, frequent communications in texting, etc. along with pictures and videos to send to all my pet parents! walking the pups at least a mile, if they can, or more if requested! i also walk all my clients separately from others, so no need to worry about differing personalities.

Sitter Profile Image: Courtney Z.
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Courtney Z.
from
$60
per night
4.9 out of 5 stars
11 reviews
1 repeat client
8 years of experience
Hartford, WI, 53027

Courtney iwas absolutely fantastic with not just one dog, but THREE. She was available last minute, and was able to accommodate two extra dogs. She was invested in their safety, followed all instructions to a t, took the dogs on walks, and sent videos and photos to keep me updated. I will definitely be using Courtney again!

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Sydney S.
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

And all I can say is outstanding! Cindy went above and beyond to make sure my pets for well taken care of! She sent pictures and was very responsive to my questions plus when I got home my house was cleaner then when I left!- I really could not have asked for more and would definitely have her back again!!!

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Nancy S.
Sitter Profile Image: Christiana S.
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Christiana S.
from
$28
per night
5.0 out of 5 stars
43 reviews
14 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: Ellen M.
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Ellen M.
from
$65
per night
4.5 out of 5 stars
9 reviews
4 repeat clients
20 years of experience
Sussex, WI, 53089

Ellen did a great job watching our dogs for 5 nights, one of which has sever separation anxiety. She sent daily updates and pictures, which really helped us enjoy our vacation knowing the dogs were happy. She also took great care of the house. She went above and beyond keeping the house picked up and sheets washed. Would highly recommend Ellen to anyone looking for a pet sitter.

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Kelsey M.
Sitter Profile Image: Amy H.
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Amy H.
from
$75
per night
5.0 out of 5 stars
11 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: Olivia T.
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Olivia T.
from
$150
per night
5.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
Slinger, WI, 53086

About: I’ve owned cats my whole life, I currently own two of my own. I have dog sat since I was in middle school, so over 10 years. I adore all animals, and look forward to being able to meet yours ! I work full time but am flexible throughout the day, I am completely free after 430 for walking or checking in or staying at your place to make sure your animals are safe and cared for I will follow instructions always to a tee, I make sure your dog or cat is safe and feed and cared for, and loved !

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

Allison did a superb job with our multiple dogs and cats! We got daily pics and updates from her which helped ease our worries about the care of our pets. I highly recommend her for any pet sitting needs. We will definitely be using her again and already reserved her for our next trip. Thank you Allison!!

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Lisa M.
Sitter Profile Image: Emma B.
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Emma B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
25 reviews
7 repeat clients
20 years of experience
Cedarburg, WI, 53012

Emma is amazing! I loved that she wanted to meet me and Lacey before she accepted a job. It was important to her that we were all on the same page. I was able to talk about Laceys needs and routine in person, which really made me feel at ease. When the weekend came for her to stay at our house I was completely comfortable leaving Lacey in her care. She gave me updates and pictures which was great. Thank you Emma!!!!

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Paula R.
Sitter Profile Image: Megan B.
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Megan B.
from
$60
per night
5.0 out of 5 stars
19 reviews
1 repeat client
20 years of experience
Watertown, WI, 53094

We had Megan house sit for us for about 5 days. Our dog loved her and she took really good care of him and his puppy energy. She also watered the garden, fed our guinea pig, and left our house spotless. Communication with her wasn't an issue. For our In person meet and greet she used an app with a translator (went real smoothly) and while we were away she was great about texting us updates. Next time we need a house sitter she'll be the first person I reach out to!

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Tiegan P.
Sitter Profile Image: Chantelle T.
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Chantelle T.
from
$25
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
23 years of experience
Horicon, WI, 53032

Chantelle did a fantastic job and is extremely nice! Dogs were very happy when we saw them and she ensure the doors were locked and the key was where we agreed. I would definitely recommend her!

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Daniel T.
Sitter Profile Image: Kali W.
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Kali W.
from
$65
per night
5.0 out of 5 stars
6 reviews
1 repeat client
28 years of experience
Richfield, WI, 53017

About: Animals are truly my passion. I hope to have a lot of them someday when I have the money, time and land. In the meantime I’m on rover to spend time with dogs, help people out, and be productive during my free time. I love an excuse to get up early during the week and go for a walk or just hang out with the fuzzy babies. I work part time as a hairstylist and I want to fill the rest of my time doing something that makes me happy! I love physical exercise, I love animals, so I know that I can help pet owners! (I also love animals snuggles) When I stay at your house with your dogs/cats I will be there when agreed upon and overnight if agreed upon. I need to be able to leave for at leave a couple of hours each day I am staying. I’m there for feeding, playing, potties, snuggles, treats, sleeping, and whatever else the furry ones need!

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: 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: Lisa F.
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Lisa F.
from
$60
per night
5.0 out of 5 stars
19 reviews
10 repeat clients
27 years of experience
West Bend, WI, 53095

Lisa was amazing. She provided in-house care and took great care of my pup and was proactively sending me updates and pictures multiple times a day. Made it so easy to relax on my vacation knowing how great of care my pup was in! Would recommend to anyone and will for sure be booking again next time.

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Shawn M.
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The median cost per night for house sitting in Saylesville 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
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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 September 2026, there are 655 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:

  • 93% 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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