House Sitting Milton

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Over 34
pet parents in Milton have booked house sitting

Milton, 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: Allison B.
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Allison B.
Star Sitter
from
$60
per night
4.9 out of 5 stars
• 70 reviews
14 repeat clients
10 years of experience
Janesville, WI, 53546

“Allison was amazing!! She provided daily updates and photos of my pets and took great care of my house while I was away! I would recommend her to anyone and trust her to watch my pets again!”

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Hannah R.
Sitter Profile Image: Stacy L.
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Stacy L.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 88 reviews
6 repeat clients
30 years of experience
Janesville, WI, 53546

About: There’s something pretty special about having a dog come into your home and quickly act like they’ve always belonged there. That’s what I love most about caring for dogs. I’ve had more than one pup get so excited to arrive that they can’t wait to get inside! I’ve been an animal lover my entire life and have cared for friends’, family members’, and neighbors’ pets for years. I’m proud to be a Rover Star Sitter ⭐️, recognized for providing great care and positive experiences for my clients. Being self-employed gives me a flexible schedule, and having dogs around fits naturally into our everyday life. My 10-year-old daughter is with me more than 70% of the time, and we both love having four-legged company around. Our home is relaxed, comfortable, and very dog-friendly. I am selective about the dogs I welcome into our home. I have a small senior Yorkshire Terrier, and my daughter is part of the equation too, so making sure everyone is comfortable and the personalities are a good match is important to me. My goal is for your dog to feel safe, happy, and genuinely at home while they’re here. I strongly prefer a meet-and-greet before booking so we can meet, talk about your dog’s routine and needs, and make sure it’s a good fit for everyone. I understand that isn’t always possible, especially if you’re traveling through the area or coming from out of town, so just reach out. I can be flexible when circumstances require it. I’m located on the north side of Janesville. Boarding isn’t always the best fit, and that’s okay! I also offer drop-in visits at your home for dogs who are happier in their own space. I can stop by to let them out, give them some love and attention, and make sure they have everything they need while you’re away. If you’re looking for someone who will treat your dog like a member of the family, not just another booking, I’d love to hear from you. Tell me a little about your dog, and we’ll see if we’re a good fit! 🐶 I have based my career around being a single mother and having my little girl a large portion of the time. Caring for your pet works nicely around my work and my daughter. This is something she and I really enjoy doing together. It is very important that I'm aware of whether your pet is good with children, since at some point in our visit there is a good chance she will be with me. She loves animals and they typically adore her as well. Each pet has different needs and each pet owner has different expectations, so we can discuss this further once we have a chance to talk in person.

Sitter Profile Image: Madison R.
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Madison R.
from
$27
per night
8 years of experience
Milton, WI, 53563

About: I’ve been caring for dogs of all ages and sizes since I was 10, and my love for animals has only grown over the years! I believe every dog deserves patience, attention, and love, and I go above and beyond to make sure every pup feels safe, happy, and cared for. I won’t just watch your dog—I’ll treat them like family! I currently work part-time only two days a week, so I have plenty of flexibility to fit pet care into my schedule! I can plan my time around your pet’s needs and make sure they receive plenty of attention, love, and reliable care while you’re away. I’ll make sure your dog feels safe, comfortable, and loved by following their normal routine, keeping a close eye on them, and respecting your home and rules. I’ll follow all feeding and care instructions, keep them out of unsafe situations, and provide regular updates so you can have peace of mind while you’re away!

Sitter Profile Image: JESSICA P.
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JESSICA P.
from
$42
per night
5.0 out of 5 stars
• 17 reviews
4 repeat clients
20 years of experience
Edgerton, WI, 53534

“Jessica has stayed with our 2 girls Nala and Frida twice now . They warmed up to her quickly . Jessica sends photos and updates a couple times a day. She even brought them little gifts the 2nd time coming . Jessica is very kind and has been”

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Marcie R.
Sitter Profile Image: Kylie E.
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Kylie E.
from
$65
per night
5.0 out of 5 stars
• 12 reviews
6 repeat clients
20 years of experience
Stoughton, WI, 53589

“Kylie was great with Deuce! She sent several pics while I was away, which was great. She even stayed later, after I had delayed service at dinner. Great service.”

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Alicia C.
Sitter Profile Image: Anna T.
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Anna T.
from
$28
per night
5.0 out of 5 stars
• 50 reviews
13 repeat clients
10 years of experience
Whitewater, WI, 53190

“Anna is very reliable and it seems that my somewhat, not so sociable kitty, does at times warm up to her. I love getting pictures while I am away. Thanks Anna”

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Tami B.
Sitter Profile Image: Kendra B.
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Kendra B.
from
$45
per night
5.0 out of 5 stars
• 2 reviews
30 years of experience
Glendale, Madison, WI, 53716

“Kendra was fantastic! She is a great communicator with lots of updates and pictures. ♥️ She walked the dogs often and knew how to handle our dog that barks at others on a leash! Thank you for taking great care of the crew!”

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Heidi R.
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: Hannah B.
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Hannah B.
from
$35
per night
5.0 out of 5 stars
• 15 reviews
3 repeat clients
15 years of experience
Delavan, WI, 53115

“Hannah went above and beyond expectations. Our pups were very well cared for/loved. Our home was clean and well cared for as well. She’s a joy and is extremely responsible and relates well with our fur babies. Will be asking her back ☺️”

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Robin W.
Sitter Profile Image: Monica M.
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Monica M.
from
$72
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
15 years of experience
Fitchburg, WI, 53711

“Monica went above and beyond! Our dog really had a great time with her and Bella, and the kitties also loved her. She sent lots of photos every day, and our dog also took me to her house once we got home because she missed her! I highly recommend Monica for all of your pet care needs.”

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Brooke D.
Sitter Profile Image: Karina M.
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Karina M.
from
$45
per night
5.0 out of 5 stars
• 26 reviews
6 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

“Karina was amazing with our pup! She sent frequent updates and pics and even bought her little treats. She was incredibly flexible with our dates and times, and went above and beyond any sitter we’ve ever had- both for our dog and kids. And super affordable. Highly recommended!!!”

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Tony P.
Sitter Profile Image: Beth K.
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Beth K.
from
$75
per night
5.0 out of 5 stars
• 10 reviews
4 years of experience
Elkhorn, WI, 53121

About: My lifelong love of dogs has turned into an opportunity to help others by caring for your furry friends in my home. I ❤️ dogs! With my part-time schedule I have am able to spend plenty of time at home with furry friends of all sizes. I am flexible to care for dogs during the week and on weekends. I have a fenced in back yard and 2 friendly dogs to keep your fur baby company. I have extra crates if that would be more convenient for you.

Sitter Profile Image: Bella B.
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Bella B.
from
$70
per night
5.0 out of 5 stars
• 41 reviews
19 repeat clients
15 years of experience
Watertown, WI, 53094

“My dogs love Bella! She gave them lots and lots of attention while she pet sit in our home. Bella took great care of my special needs gent, and gave my large, super active dog lots of extra exercise. I never had to worry about my dogs while I was away.”

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Noella O.
Sitter Profile Image: Julia T.
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Julia T.
from
$75
per night
5.0 out of 5 stars
• 3 reviews
33 years of experience
Johnson Creek, WI, 53038

About: Agnes Mable, my dachshund of 12 years taught me patience better than anyone. I love spending time cuddling, giving belly rubs, sniffling frito feet, & running around the yard chasing them like a screaming banshee. I stay at friends & neighbors houses frequently when they're away to watch their dogs, cats, & fish. I also have friends & neighbors dogs over for weeks at a time. I've been doing this the since moving back to Wisconsin in April 2024. I love taking care of pets like their my own. Once I have a fenced in yard, I will welcome another dachshund into my life, but until then I fill my cup with caring for other's doggos & kitty cats. I'm excited to meet you! Extra treats for pugs & extra belly rubs for the heavy weights that can fetch & return! I work from home & the days I'm traveling for work will be unavailable to book. We'll spend all day together! I've got a spacious yard, large back deck that gets direct sun light for the one's that like to bake, & if they get along with other dogs, sometimes I walk over to my sisters with them to meet my favorite pug, Potato! I live in a duplex on the bottom floor so it's easy in & out, no stairs. My yard is massive with lots of plants & trees to sniff around. I'll always take my fur friends outside on a leash. I do have a small crate available for dogs under 15 pounds, toys, treats, & extra leashes just in case you forget something. Most importantly, I have a big lamby & a small lamby.

Sitter Profile Image: Cassie K.
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Cassie K.
from
$25
per night
10 years of experience
Dousman, WI, 53118

About: I have 10 years of experience house/pet-sitting. I do the best I can to continue your pet's routine while you're away including watering/feeding, walking, playing, taking your pet on outings like the dog-park for example, admistering medications, cleaning up pet waste, or anything else you'd like me to do! I have experience taking care of all different kinds of pets such as chickens, ducks, fish, cats, dogs, hamster, hermit crab, turtle, and hedgehog. I also can provide overnight care for your pets including housesitting if needed. Housesitting responsibilites include watering plants, getting your mail, mowing the grass, putting out your garbage, or any other household tasks you'd like done while you're away including taking care of your pet and/or pets. I'm also available this summer Monday through Friday to drop-in to take care of pets from 1:30pm-6:00pm. This could include watering/feeding, walking, or anything your pet may need. I'd be happy to give referneces if needed. Thank you for considering me! I'm available all week to provide pet care in your home-drop in, overnight care, and house-sitting.Thank you for your time and considering me for your pet and home care needs! I do not offer pet care in my home, but can provide pet care in your home including drop-in/overnight pet-care in your home/house-sitting and I'd be happy to provide references if you'd like.

Sitter Profile Image: Kate S.
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Kate S.
from
$120
per night
5.0 out of 5 stars
• 27 reviews
10 repeat clients
32 years of experience
Fitchburg, WI, 53575

“I can't recommend Kate enough! My doggo (Kooper) has some separation anxiety. When I reached out to Kate we discussed what her home would be like for a dog. I was a little nervous, because typically we ask sitters to come and stay at our house but decided that we would do a meet a greet to see how that went. Kate, Cody, Gus (dog), and Poe (cat) made our dog and us so comfortable. Gus and Kooper got along great and even though Koop has never been around cats, him and Poe were fast friends! Kate has a great yard for playing and her schedules allows for lots of 1:1 time with the pets. Kate was flexible, provided consistent updates, and was extremely responsive with her communications. Everything went wonderfully! Kooper was sent home happy, safe, and with a positive report card and goodies. I will definitely be connecting with Kate again about future visits!”

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Michele C.
Sitter Profile Image: Joseph M.
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Joseph M.
from
$80
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
5 years of experience
Waukesha, WI, 53188

“Joseph was great! Our dog Rudy has many health issues and a lot of attention with his medications. He did a great job giving him his meds. He was also great with texting us and sending us pictures.”

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Dennis D.
Sitter Profile Image: Kirstin B.
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Kirstin B.
from
$75
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
20 years of experience
Hartland, WI, 53029

“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!”

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Shelby S.
Sitter Profile Image: Diana K.
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Diana K.
from
$125
per night
5.0 out of 5 stars
• 2 reviews
15 years of experience
Machesney park, IL, 61115

“Highly recommend Diana. Our Daisy loved her immediately at our initial meet and greet. She kept us informed of how Daisy was doing while we were away. Very in tune with the needs of our girl.”

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Karla & Rick V.
Sitter Profile Image: Colleen R.
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Colleen R.
from
$100
per night
5.0 out of 5 stars
• 2 reviews
30 years of experience
Woodstock, IL, 60098

“Great sitter! Very attentive to my senior dog with medical issues. Loves to play with my other pup! Will call her again!”

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Maryann J.
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The median cost per night for house sitting in Milton is $50

Pet parents share their Rover experiences - Milton

1 / 1
5.0 out of 5 stars

Grace is always great with my kitty and pitty pairing! Great communication and happy animals-always a pleasure!

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Jacob W.
House Sitting
5.0 out of 5 stars

My dogs do great under Allison's care! Allison is very communicative and my dogs are always happy when I return. I have a dog with very particular health and behavioral needs who has not done well with other sitters. It is such a relief to be able to leave town and know Allison can handle his particular needs.

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Tanis K.
House Sitting
5.0 out of 5 stars

Allison catered to all of our furry friends needs. She definitely knows how to read each animals personality! Kept my worries away with her updates and photos! Will definitely book with her again!

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Sophia M.
House Sitting
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Why Choose Rover?

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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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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 - Milton

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Sitters in Milton average 4
repeat house sitting clients

FAQs for House Sitting - Milton

Frequently asked questions about Rover

The average cost of House Sitting in Milton is $47 per night as of November 2026. Most bookings cost between $28 and $67 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 455 sitters on Rover offering House Sitting across Milton. 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 Milton 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 Milton 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 Milton 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 Milton. On Rover:

  • 90% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 94% 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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