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
• 13 reviews
2 repeat clients
25 years of experience
Hartford, WI, 53027

“I couldn’t be more pleased with the care Ann gave for our dog, Jeffrey. Leaving him in someone else’s charge is the hardest thing to do but Ann loved him as much as I do and it showed. She was also respectful of our home which means a lot. Thank you Ann!”

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Jackie P.
Sitter Profile Image: Lisa W.
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Lisa W.
from
$45
per night
5.0 out of 5 stars
• 86 reviews
43 repeat clients
30 years of experience
Hartland, WI, 53029

“My family was very pleased with the great level of care Lisa provided! Highly recommend!”

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Amanda E.
Sitter Profile Image: Christiana S.
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Christiana S.
from
$28
per night
5.0 out of 5 stars
• 46 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: Jade B.
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Jade B.
from
$60
per night
5.0 out of 5 stars
• 6 reviews
10 years of experience
Oconomowoc, WI, 53066

“Jade did a wonderful job sitting for Angel thru the 6 days when we were gone. I felt Angel was in good hands, she was very caring toward Angel. I could see Angel was very comfortable with Jade from the pictures Jade sent to me when I was traveling. Jade sent me daily pictures of Angel along with videos. That I really appreciated. I would recommend Jade to anyone who is looking for a good dog sitter. Kirsten M.”

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Kirsten M.
Sitter Profile Image: Emma B.
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Emma B.
from
$60
per night
5.0 out of 5 stars
• 29 reviews
9 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: Cindy S.
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Cindy S.
from
$55
per night
5.0 out of 5 stars
• 52 reviews
15 repeat clients
45 years of experience
Oconomowoc, WI, 53066

“Cindy Is the ideal cat sitter. I wanted to not have to worry about Baby Bear having a clean litter box and eating his wet and dry food. Cindy was there for him and he’s happy! That’s what a great pet sitter does.”

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Larry B.
Sitter Profile Image: Lisa F.
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Lisa F.
from
$70
per night
5.0 out of 5 stars
• 19 reviews
10 repeat clients
27 years of experience
West Bend, WI, 53095

“I don’t want to even leave a positive review because I want her to be always available for us 😭 lol! Lisa did a PHENOMENAL job with our kitties. We loved all the photos, videos and updates. Spunky and Joey are going to miss your daily visits. You’ll have to visit soon! Thank youuuuuuu Lisa!”

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Janice M.
Sitter Profile Image: Paxton D.
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Paxton D.
from
$28
per night
5.0 out of 5 stars
• 1 review
7 years of experience
Lannon, WI, 53046

About: I’m a caring, patient, and responsible pet lover who understands that pets are part of the family. I know how important it is to make sure your pet feels safe, comfortable, and loved while you’re away. I’m happy to follow your pet’s usual routine, provide plenty of attention and playtime, and keep you updated with photos and messages. I’ll treat your pet with the same care and respect I’d want someone to give my own. I maintain a consistent weekly routine and value being dependable and organized. I work full-time during the week, but I plan my time carefully to make sure I can give pets the attention, exercise, and care they need. I’m happy to accommodate morning and evening walks, feeding schedules, playtime, and weekend care based on my availability. I understand that pets thrive on consistency, so I do my best to stick to their normal routines and keep owners updated while they’re away. Your pet’s safety, comfort, and well-being are my top priorities. I take the time to understand each pet’s personality, routine, dietary needs, and any special instructions before providing care. I’m attentive, patient, and responsible, and I make sure pets are supervised appropriately and kept in a safe environment. In a client’s home, I respect their space and follow all care instructions carefully. I’m happy to provide regular updates and photos so you can feel confident that your pet is in good hands. I’ll treat your home with respect and care for your pet as if they were my own.

Sitter Profile Image: Samuel A.
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Samuel A.
from
$65
per night
5.0 out of 5 stars
• 24 reviews
2 repeat clients
25 years of experience
Waukesha, WI, 53188

“Sam took excellent care of my dogs and home. I was happy to get pics and updates, as well as to come home to a clean house. He even washed the bedsheets ? I recommend Sam for both house and pet sitting!”

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Marit S.
Sitter Profile Image: Inga G.
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Inga G.
from
$28
per night
10 years of experience
Cedarburg, WI, 53012

About: I’ve been surrounded by animals my entire life and currently care for four dogs and one cat of my own. Caring for multiple pets has taught me patience, responsibility, and how to recognize each animal’s unique personality and needs. From energetic playtime and long walks to quiet cuddles and sticking to feeding routines, I’m comfortable providing attentive, loving care. Also, I am comfortable and experienced in handling medication for dogs as one of my dogs at home has diabetes. I understand that every pet is part of the family, and I’ll treat yours with the same kindness, respect, and affection that I give my own. I’m currently working part-time, which gives me a flexible schedule to care for your pet. I’ll do my best to accommodate your preferred days and times, and I’m happy to work with you to find a schedule that fits both you and your furry friend. Your pet’s safety and comfort are my top priorities. I have experience caring for my own four dogs and one cat, so I’m familiar with different personalities, energy levels, and routines. Whether I’m caring for your pet in your home or taking them for a walk, I’ll make sure they receive plenty of attention, exercise, fresh water, and lots of love. I’ll also respect your pet’s routine, follow any feeding or medication instructions carefully, and provide regular updates so you can have peace of mind while you’re away.

Sitter Profile Image: Kyra S.
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Kyra S.
from
$30
per night
1 repeat client
2 years of experience
Brown Deer, WI, 53223

About: I pet it all of my phones and families dogs whether it’s from short visits to letting the dogs outside to go potty or overnight stays. I have been doing this for over two years now, but it’s been a lot more frequent over the past two years. I have always loved dogs. In fact I have two big dogs one purebred German Shepherd and the other dog is a great Pyrenees mix. I am working with Rover now because I’m trying to be able to afford an apartment for myself and just take care of my basic necessities. I know how well I will want my dogs taken care of if I needed a sitter so I try to provide that same care to my clients! I can usually make any time work as best for you. I don’t have a full-time job. It should be my primary job right now. I can do anything you need me to do. Feeding the dogs, letting them out to go potty, taking them to play, taking them on a walk, etc.

Sitter Profile Image: Hannah S.
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Hannah S.
from
$55
per night
5.0 out of 5 stars
• 44 reviews
16 repeat clients
20 years of experience
Hartford, WI, 53027

“Hannah took excellent care of our dog. She came over multiple times each day for walks, feedings and play time. I loved the daily updates and pictures”

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Colleen J.
Sitter Profile Image: Taryn P.
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Taryn P.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
3 years of experience
Sussex, WI, 53089

About: I’ve grown up with dogs of many temperaments, so caring for them has come naturally since I was young. I’ve helped friends and neighbors with their dogs, from playful puppies to the most anxious worriers and senior companions, prioritizing the mental and physical well-being of each one. I’m comfortable giving oral medications and happy to learn injections with guidance. I also work at a doggie daycare and love the work. I’m available most Fridays to Sundays, with flexible mornings, afternoons, and evenings. I enjoy keeping pets on regular routines and caring for them helps me stay active, spend time outdoors, and maintain a consistent daily schedule. I make sure every pet feels safe and comfortable by closely supervising them, keeping their environment clean and secure, and paying attention to their individual needs and routines. I handle all pets with patience and care, whether in my home or yours, and prioritize trust, consistency, and a calm, pet-friendly environment.

Sitter Profile Image: Jamila M.
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Jamila M.
from
$65
per night
4.9 out of 5 stars
• 99 reviews
29 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

“Awesome job! Would highly recommend. Expert care of our needy, elderly Great Pyrenees, and pure wizardry with our little shepherd who can be tricky unless you’re in her pack.”

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Jon G.
Sitter Profile Image: Nevaeh Z.
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Nevaeh Z.
from
$55
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Menomonee Falls, WI, 53051

About: I’ve had dogs and cats my whole life and love them so much that I decided to work at a Dog and Cat daycare and boarding facility. I’ve been working there for 3 years and have worked with all breeds and ages varying from puppies to seniors and love comforting them and making them happy while also making sure their parents know they are in good hands! I’m currently working part-time and my availability is flexible. I’m willing to make adjustments as long as I am notified at least 2-3 weeks in advance. Depending on the typical routine of the pet, I will follow it as close as possible to make them feel as comfortable as I can. I will keep them busy by going on walks or by playing with them, or if they have lower energy I’ll just make sure to give them extra attention.

Sitter Profile Image: Savannah B.
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Savannah B.
from
$75
per night
10 years of experience
Jackson, WI, 53037

About: As far as experience goes there isn’t a time in my life I remember that I wasn’t caring for an animal. From reptiles, to rodents, to cats and dogs, I’ve had them all. From a young age I was taught responsibility and discipline when it came to caring for tiny creatures. Additionally for over two years I volunteered weekly at a local animal shelter. During this time I gained knowledge as to how animals interacted with one another, how to properly administer medication, warning signs to look out for, what to do in emergencies, and deeply studied animal behavior. To add on to that I am currently employed at a doggie daycare. During my time here not only have I gotten to widen my horizons when it came to taking care of animals but I have learned hands on how to bandage a wound, what to do in animal confrontations as well as how to handle the unexpected such as sickness or seizures. Additionally over the last 3 years I have volunteered at different animal welfare programs across the globe. These include Portugal, Puerto Rico, Tanzania and soon Hawaii. During this time I have not only seen hands on other cultures way of taking care of animals but also gained knowledge as to how to better the animal care I provide to clients. As I previously stated I currently am employed at a doggie daycare. Additionally I work at a bakery as well. My schedule changes weekly so it can be hard to give an exact time frame when booking. Typically I work up to 8 hour shifts. I typically prefer to stay in clients homes to keep their pets safe and happy in their own environment. I will be there in the morning before work, and will immediately come back when I get off as well as being there at night. I try to spend as much time as possible with the pets while you are away I typically only offer staying in the clients home and I am comfortable crating animals while gone. I always keep things like medications safely out of reach and secured. Additionally upon booking I typically ask about any health notes, allergies, or special needs as well as a good contact number for your vet in case of emergency.

Sitter Profile Image: Hayden L.
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Hayden L.
from
$35
per night
10 years of experience
Cedarburg, WI, 53012

About: I've grown up surrounded by animals, including cats and dogs, and at one point, our household included five dogs simultaneously. Since the age of ten, I've been responsible for feeding my dogs and taking them outside. When I turned fourteen, I began walking my own dogs and even walked dogs for friends, ranging from 15 to 130 pounds. I am proficient in administering dog medications and knowledgeable about dog behaviors. I'm passionate about understanding each pet's preferences and personality, and I treat every pet as if they were my own, providing them with a fun and safe environment. I’m currently working a part-time job, while a full-time college student. I am free currently Saturday-Tuesday. Saturday and Sundays I will be available from 8am till 3 o’clock in the afternoon. Monday I will be available all day starting from 10am and Tuesdays all day after 3pm. I always prioritize your pets well-being and follow your specific instructions for their care. If needed, I can crate your dog and i’ll offer a safe and comfortable environment.

Sitter Profile Image: Lineishka P.
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Lineishka P.
from
$28
per night
10 years of experience
Clarke Square, Milwaukee, WI, 53204

About: I’ve had/cared for so many pets growing up. Anything from horses to sheep’s to chickens, dogs anything. I love animals and have a golden retriever of my own. I am currently working but get off around 1pm so my availability is pretty open anytime after that and free on Sundays and Mondays , I would love to help in any way I can with your fur babies. Every fur baby is different and unique in its own way. I would love to meet them and care for them based on the parents commands.

Sitter Profile Image: Miranda M.
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Miranda M.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
20 years of experience
Whitewater, WI, 53190

About: I am a loving, compassionate, and reliable person that has a love for animals. I am also athletic and can take your puppy companion for a jog! I have unlimited availability for pet care. The only time I am not available is at 3pm, when I pick up my two pet loving children from school. I have a fenced in yard in a nice neighborhood, and a lake across the street if your pet likes to swim. I am also available to come to your home as well. I am available in Rock County and Dane County.

Sitter Profile Image: Edgar J.
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Edgar J.
from
$60
per night
7 years of experience
Merrill Park, Milwaukee, WI, 53208

About: I have been taking care of dogs for 7 years with backgrounds in daycare, training, and grooming. I can provide some or all of these components to my sessions with your pet. Pet care is a full time routine for me. I’m available and ready to put your fur baby in my schedule! I can be as active as your pet needs or the perfect couch potato partner. I care for the animals and the home based on client needs. I also am K9 & Feline CPR certified. It’s fun to me to try and find the activities and enrichment that best suit the pet and try to give them the best day possible with me.

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

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  • 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.

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book house sitting

  1. 1. Search

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  2. 2. Meet In Person

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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 October 2026, there are 664 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Saylesville. On Rover:

  • 88% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 97% 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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