House Sitting Milton

Find a loving house sitter to watch over your pets and your home.

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Over 37
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: Evangelina S.
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Evangelina S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 37 reviews
13 repeat clients
5 years of experience
Milton, WI, 53563

About: I have always had dogs of my own and thoroughly enjoy pets. I have worked with several animal rescues to foster dogs of all ages and sizes until they get adopted. I have lots of experience with boarding and drop-in care. What makes our care different? We only accept dogs from one family at a time, your dog gets individual care always! I am currently at home full time and can provide around the clock care for your pet! Sometimes out of the house for a few hours at a time to run errands etc. Dogs are always supervised while outside for potty breaks in a fenced in yard. Dogs must be okay to be crated overnight when they cannot be supervised to ensure safety. My personal dogs are always keep separated from clients dogs to ensure an accident free stay.

Sitter Profile Image: Ian M.
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Ian M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 36 reviews
11 repeat clients
4 years of experience
Janesville, WI, 53546

“Ian was an absolute life saver! After another person backed out less than 48 hours before my husband and I were scheduled to leave town for several days, Ian answered my last minute request, and saved the day! He came to meet us and our dog the same evening as the request, and immediately established a rapport with our dog. While we were gone, he kept us updated on how things were going, and was very responsive to requests. I would love to have Ian stay with our dog again, and would highly recommend him to anyone!”

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Meredyth P.
Sitter Profile Image: Samantha A.
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Samantha A.
from
$100
per night
5.0 out of 5 stars
• 29 reviews
7 repeat clients
20 years of experience
Janesville, WI, 53546

“Samantha is a WONDERFUL sitter! It’s not easy for me to leave my pets overnight, but I will have a much easier time after our first overnight with Samantha. She gave very thorough updates with lots of pictures. It was obvious that all three pets warmed up to her quickly and felt very comfortable and safe. I am so thankful to have found her!”

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Jenny B.
Sitter Profile Image: Sandina P.
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Sandina P.
from
$40
per night
5.0 out of 5 stars
• 31 reviews
7 repeat clients
28 years of experience
Fort Atkinson, WI, 53538

“Sandina has sat my pups many times & each time has been a great experience. Very grateful to have someone to trust my furbabies with when I'm away!”

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Kim D.
Sitter Profile Image: Karissa B.
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Karissa B.
from
$120
per night
5.0 out of 5 stars
• 50 reviews
14 repeat clients
6 years of experience
Janesville, WI, 53545

About: Quality pet care is my top priority! While you're away I want you to feel secure and confident that your pet is in good hands. I am well versed in dog and cat behavior, as well as basic small animal care! My favorite thing about Rover is meeting fellow animal lovers and getting to know their pets. I especially love working with rescues and shyer dogs. Chihuhuas are my personal favorite, but I am comfortable handling most sizes and temperament! I am a full-time college student taking online courses. My schedule is open and available for pet sitting. I'm hoping to add a few more regular clients to my calendar while I finish school. For every booking, I like to meet with you and your pets ahead of time. I want to be sure everyone feels safe and comfortable with me entering the home while you're away. This also gives you an opportunity to show me around and tell me all about your pets and their quirks!

Sitter Profile Image: Phillip W.
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Phillip W.
from
$70
per night
5.0 out of 5 stars
• 24 reviews
9 repeat clients
23 years of experience
Stoughton, WI, 53589

“As always, another great sitting! Phillip has sat our old gal several times, she has a hard time with accidents when we are gone (and Phillip never makes us feel like she’s an inconvenience, even though it’s a lot of cleaning). This time, Wiggles was comfortable enough to eat solid food with him (has never happened before with a sitter!) and that’s a true sign of how safe she must feel! Great pics and a happy dog, thanks Phillip!”

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Alexandra G.
Sitter Profile Image: Kylie S.
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Kylie S.
from
$75
per night
20 years of experience
Milton, WI, 53563

About: I’ve had dogs all my life. I have a 7 year old golden named bode. I am familiar with medication distribution and other restrictions. Bode was diagnosed with lymphoma at 5 and has been in remission for 2 years. I grew up with labs as well as shitzus and my dad has a 9 year old golden. I would prefer to meet any candidate prior to boarding as they will be in the same space as my golden, he’s a gentle giant and gets along with all animals. He is a service animal so I have experience in training and younger dogs as well. I work from home full time and have a lot of free time to give during the week. Weekends are busy for me at the moment but will slow down come winter. I work from home so week days are great I have a lot of flexibility for walks and play time and potty breaks. Very attentive and will have my golden to play with. Big grass area to play at but no fence, live in a townhome with lots of toys. Since I work from home I’m very attentive and responsive.

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: Michelle W.
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Michelle W.
from
$35
per night
5.0 out of 5 stars
• 2 reviews
20 years of experience
Beloit, WI, 53511

“We couldn’t have asked for a better dog sitter! We felt completely comfortable knowing they were in good hands while we were away. We loved getting updates and pictures, and it was clear our pups were happy, loved, and well cared for. We highly recommend Michelle and will definitely use her again!”

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Stara R.
Sitter Profile Image: Talia W.
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Talia W.
from
$28
per night
4.9 out of 5 stars
• 10 reviews
3 repeat clients
11 years of experience
McFarland, WI, 53558

“Talia was awesome with Maxy and the unexpected visit of MJ (the neighbor’s cat) She talked to them and took very good care of them. We already have another visit booked for this week.”

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Brenda P.
Sitter Profile Image: Dakota C.
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Dakota C.
from
$60
per night
10 years of experience
Clinton, WI, 53525

About: With 10 years of hands-on experience caring for my own pets and those of family and friends, I have developed a deep understanding of various animal needs, from playful puppies to gentle seniors. Additionally, my experience caring for dogs, cats and various small animals gives me a unique perspective on the different ways animals express their needs. With three cats and a rat at home, I know firsthand how to create a nurturing environment that meets each pet’s individual requirements. My goal is to provide peace of mind to pet owners, knowing their furry family members are in capable and caring hands. Currently, I work part-time from 1 PM to 6 PM, Monday through Friday, which gives me ample time in the mornings to tend to the needs of pets. Whether it’s taking them for a long walk, feeding, or simply spending quality time with them, I can dedicate my mornings to ensuring they are happy and well-cared for. On weekends, my availability is completely open. This means I can cater to a variety of pet care needs, from extended walks to overnight sitting, ensuring that your furry friends receive the attention and love they deserve. When caring for pets in my clients' homes, I maintain their established routines to minimize stress and ensure consistency. I adhere to their feeding and walking schedules, take time to play and bond, and keep an eye on their behavior and health. I also ensure the home environment remains clean and secure, with plenty of fresh water and safe access to outdoor areas for bathroom breaks. Communication is key, so I keep clients updated with photos and messages, providing them with peace of mind while they’re away. Whether at my home or theirs, my focus is always on creating a nurturing and loving atmosphere for every pet in my care.

Sitter Profile Image: Briana L.
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Briana L.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 29 reviews
8 repeat clients
10 years of experience
Madison, WI, 53711

“Thanks again! Briana stepped in at the last minute when we needed to leave town for a funeral. She took good care of Frankie. We’re grateful.”

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Zayna T.
Sitter Profile Image: Evan T.
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Evan T.
from
$38
per night
11 years of experience
Fort Atkinson, WI, 53538

About: I started taking care of animals, both cats and dogs, 11 years ago! I've provided animal care services for family members, friends, and for other families through referrals! It's extremely enjoyable to me when I get the privilege to take care of a new animal.! I never want a owner to worry their animal might be too much for me as I've dealt with a variety of dogs and cats in both size and temperament- I can handle practically anything! A majority of my animal care (if not all) has involved me staying the night for a week or two with the animal/s. I love to spend a lot of time and be active with the animals! Whatever was needed and instructed in care maintenance for a clients animal- I've happily handled with ease! As of right now I'm doing freelance work, so my availability is pretty open! If you select me for a specific pet care need, we can discuss it together and come up with a plan that best fits your needs! I care for my pets as if they were my own and through the clients instructions on how to care for their animal! Whatever the client is asking of me and for their animal needs, I will happily fulfill with ease and make sure their pet is taken care of!

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: Brooke M.
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Brooke M.
from
$50
per night
35 years of experience
East Troy, WI, 53120

About: I have over 35 years of caring for animal experience, very trustworthy, and very well-known in my community. I will care for your animals as my own. I do work a full-time job. My schedule is after 5 o’clock during the week and available most weekends. Able to adjust schedule when needed. I have a fenced in yard. I am able to crate your animal easily if needed. I am able to separate animals when it’s necessary.

Sitter Profile Image: Cara H.
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Cara H.
from
$24
per night
5.0 out of 5 stars
• 2 reviews
2 repeat clients
1 year of experience
Jefferson, WI, 53549

About: I have a rescue dog so I have a lot of patients! I’ve always loved animals and I’m working towards volunteering for a foster company! I am working part time so I have a lot of time on my hands to help take care of others pets! I will be able to spend a lot of quality time with your pup! I have a crate if needed for your dog. I do have a fenced in backyard that has multiple toys for dogs. If I come to your house I will follow any rule you have for animals and people in your home.

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: Milanne D.
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Milanne D.
from
$60
per night
19 years of experience
Blackhawk, Middleton, WI, 53562

About: I’ve been around and taken care of dogs of every kind my entire life basically. Neighbors, friends and family have relied on me since I was a little girl to walk, feed and bathe their pets. I currently dog sit full time, so I’ll have plenty of time to play with your pups! I’m available for boarding all seven days of the week at anytime of need! I have a spacious yard and two friendly female dogs(both spayed) to keep your fur baby company. I can easily crate your dog if needed.

Sitter Profile Image: Noah B.
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Noah B.
from
$28
per night
15 years of experience
Ixonia, WI, 53036

About: I've cared for puppies and senior dogs alike. I've been taking care of dogs my entire life and I am familiar with all breeds. From Daschund to German Shepherd I have been with them all. I currently even own a very well trained Dachshund and shes almost 2 I'm available most everyday rain or shine. I am very attentive and capable of taking care of most any dog. I always take the necessary time to care for a dog as they need it and when they need it I don't offer this service, but I am willing to take care of your pets in your home at any time that you may need it.

Sitter Profile Image: Estefanny O.
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Estefanny O.
from
$55
per night
4.9 out of 5 stars
• 39 reviews
12 repeat clients
9 years of experience
Rockford, IL, 61104

“Estefanny took care of our two dogs (one a senior requiring medications, the other a 10 month old puppy) and our bearded dragon this past weekend. She was able to stay at our place and be with them the for the period of time we needed. This was our first time using Rover so we were a bit nervous about it all. But Estefanny alleviated all those nerves! We are so thankful for her! Estefanny took care of our babies with thorough love and attention. She snuggled them, engaged with them, everything you’d want for your animal babies and more! We also received continuous updates via messages, pictures, and videos. This being our first time with a Rover sitter, those updates meant the world to us! We strongly recommend Estefanny as your potential pet sitter! She went above and beyond. She was a true professional and we were so lucky to have the chance to work with her. We already have her scheduled for an upcoming trip. If you need a pet sitter, Estefanny is your person!”

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Greta M.
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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

Allison was great! Great communication and she kept us updated with pictures on how Max was doing! Will definitely keep her in mind to help us with Max again!

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Brenda P.
House Sitting
5.0 out of 5 stars

⭐⭐⭐⭐⭐ GRACE IS ACTUALLY BUILT DIFFERENT 😭🐶✨ If you’re looking for someone to trust with your pets, STOP THE SCROLL 🛑💀. Grace has watched our absolute angel pibble Winnie 🦛💕 (the sweetest, most aggressively friendly pit bull you’ll ever meet) and Beef, our tiny gray tabby chaos goblin 🐈🩶, multiple times now, and every visit has been an absolute W. The updates? Elite. 📸✨ The care? S-Tier. 🏆 The peace of mind? MAXXED OUT. 🧠☁️ Grace somehow matches Winnie’s “please pet every human on Earth” energy while also keeping up with Beef’s NPC-breaking, loot-goblin, zoomie-fueled menace behavior. 😭💀⚡ It’s giving pet whisperer. It’s giving main character. It’s giving “locked in” fr fr. We always come home to happy, relaxed pets, and it’s obvious they’re treated like family instead of just another booking. That’s honestly priceless. No cap, Grace is GOATED with the leash. 🐐🦴 Infinity aura. Certified W. If you’re even thinking about booking them… just do it. Your pets will be living their best arc while you’re away. 💯🐶🐈🩶✨

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Jacob W.
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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  • 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

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  • Reservation protection

    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

    Browse profiles of sitters near you who offer house sitting.
  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 on Rover is $40 per night as of October 2026. Most bookings cost between $28 and $65 per night. 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 October 2026, there are 464 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.

<b>Tip:</b> 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 , 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 Milton. On Rover:

  • 90% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% 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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