House Sitting Ashippun
Find a loving house sitter to watch over your pets and your home.
Ashippun, 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.
“Kendra was awesome to have watch our dog and 2 cats for the week! She stayed overnight with our boys and updated us with pictures throughout the week. She was a very respectful and courteous house guest and cleaned up after herself. The boys had a great time with her and we look forward to using her the next time we go on vacation!”
“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 ❤️”
“We left our sweet dog, Marvin, with Ramsey for a week while she stayed at our home. Very happy with the experience. She was flexible with our requests and was professional. She sent photos of their time together and Marv seemed to be happy and content. I appreciated her prompt responses during the booking process and while we were away. She even taught him a few tricks. We will defintely request to use her again!”
“Bella was a great communicator, did a wonderful job watching our two dogs. She left the house in perfect condition after house sitting for 4 nights. She even did the laundry and cleaned up when one of our dogs had an accident on the couch. She was wonderful!”
About: We recently moved back to our roots to a spot right off South St. In Oconomowoc. We had our dog sitting business in San Diego, CA and will miss our furry friends so much! My husband and I both love animals very much and have the perfect set-up to host. We enjoy morning and evening cuddles and allow dogs on the couch and bed :) We will take care of your pup just the same as we care for our own. We have a 4 year old mutt that we adopted 3 years ago who has brought so much joy to our life! She loves to play and enjoys the dog park/hanging around other dogs as much as she can. She loves walks around the lake as I am sure your pup will too! We both have experience taking care of other dogs and have dog sit for many of our friends and family members for extended periods of time when they are out of town. We can provide pictures as little or as often as you would like. Excited to meet your furry friend soon! I currently work 4 days of the week and have every Thursday off. My husband works remotely from home so he is able to tend to your pups needs all day. This schedule works great for our pups that need frequent potty breaks and attention. We have long leashes attached to our back deck so the dogs can enjoy the sun and being outdoors as much or as little as they would like without having to worry about them wandering off! Moxie loves basking in the sun and shade out there as I am sure yours would too! Water bowls always provided and refreshed as needed.
“Mardi did a great job with our yellow lab Cooper. She stayed at our house and everything was neat and tidy when we returned from our 10 day trip. She and Cooper were like peas and carrots. We will definitely use her again, thanks Mardi!”
“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.”
“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!”
“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!”
About: I am an animal lover and will take great care of your pet. I have experience owning dogs and currently own a 5 year old Doberman Pinscher named Moon. I am extremely active and love to take dogs on walks, to the park to play and outside to get fresh air. Having experience volunteering at the humane society, I am aware of different pet personalities and cautious of their well-being and comfort. I will honor the owner's rules and routines in order to make the experience positive for all parties involved. I live in an area great for walking dogs and running them with toys. If the pet needs extra attention or additional exercise, I will be able to accommodate with my flexible work schedule. Thanks!
“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!”
“Kirstin watched our dog on short notice after another sitter had to cancel. She was so great! Our dog was recovering from being sick and Kirstin kept us updated and our dog taken care of. Piper enjoyed herself all weekend and Kirstin took great care of the house as well. We won’t hesitate to have Kirstin sit for us again in the future!”
About: I am a life long animal lover with a rabbit of my own. I grew up with multiple dogs my entire life as well as taking care of pets of friends and family since i was in high school. I am a true animal lover and would give my upmost care to any animal under my care. If you want someone that will love your pets as if they are their own, I am the person for you! Currently I work full time but I am very flexible with scheduling care times within my morning, lunch, or afternoon. Fridays I work from home so my schedule is much more flexible end of week and on the weekends! I am comfortable with pets of all sizes including small animals such as rabbits, hamsters, guinea pigs, if you have some extra friends :) working in a corporate setting I love to use my time with furry friends to be active, play, and help burn off energy for myself and your babies! That being said ill never say no to cuddles and just being a comforting presence.
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.
“Dominique did an exceptional job house sitting my two large dogs for 3 nights. His communication was consistent and reliable. I appreciated his attention to detail for each dog and their unique quirks. My home was just how I left it upon my return. Water bowl was full and my pups were happy! I fully recommend Dominique and have already booked another sitting with him.”
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.
“Amanda was wonderful with our JoJo and Lexi. Amanda is kind and very good with animals. We felt confident that we could go away and not give another thought to how our girls were in her hands and could just enjoy being away. We knew everything would be just great and we were right. I'm very happy to have had Amanda at our home and will definitely use her services again.”
“Courtney was amazing! Absolutely wonderful with all of our fluffies and you can tell they Super care about them. Many sitters just do the bare minimum but Courtney spent time with them, took care of medicine, played with them, etc… and did not just watch TV all day sitting like we have had others do. If you want someone who takes care to help your fluffies feel comfortable while you are away, we recommend Courtney.”
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.
The median cost per night for house sitting in Ashippun 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.
How to book house sitting
1. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for house sitting - Ashippun
Select a filter and find qualifying sitters offering house sitting.Sitters in Ashippun average 4 repeat house sitting clients
FAQs for House Sitting - Ashippun
Frequently asked questions about Rover
As of October 2026, there are 983 sitters on Rover offering House Sitting across Ashippun. 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 Ashippun 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 Ashippun 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 Ashippun 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 , 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 .
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 .
sitters on Rover set their own , 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 Ashippun. On Rover:
- 87% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 96% 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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