House Sitting Milford

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

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Milford, 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: Ning W.
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Ning W.
from
$55
per night
5.0 out of 5 stars
• 14 reviews
9 repeat clients
5 years of experience
Waterloo, WI, 53594

“Stellar pet sitting. Ning went above and beyond to make sure I knew my cat was take such good care of. She was attentive to details and followed all care instructions. My cat loved her and behaved just like I was home. So reassuring. I will be booking with her again! Such peace of mind.”

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Cassandra Q.
Sitter Profile Image: Sandina P.
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Sandina P.
from
$40
per night
5.0 out of 5 stars
• 32 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: Megan B.
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Megan B.
from
$60
per night
5.0 out of 5 stars
• 19 reviews
1 repeat client
20 years of experience
Watertown, WI, 53094

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

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Tiegan P.
Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$60
per night
4.9 out of 5 stars
• 68 reviews
12 repeat clients
10 years of experience
Milton, WI, 53563

“Allison was great with our timid cats while we were gone on a long vacation. She sent updates/photos to ease our minds that they were doing well and comfortable while we were gone. I would highly recommend her to others that need a pet sitter.”

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Heather B.
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: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 55 reviews
24 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

“Elizabeth was wonderful with Ollie! He took to her right away. She sent lots of pics which I appreciated! She also took great care of my home. Would highly recommend!!”

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Angi K.
Sitter Profile Image: Brianna G.
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Brianna G.
from
$27
per night
8 years of experience
Edgerton, WI, 53534

About: I’ve always loved being around dogs/cats and enjoy making sure they feel safe, comfortable, and cared for. I’m dependable, patient, and understand how important it is to treat every pet like family. Whether it’s walks, playtime, feeding, or just keeping them company, I’ll make sure they’re well taken care of while you’re away. I’m also happy to send updates and photos so you can have peace of mind knowing your dog is in good hands. I’m available all day and have a flexible schedule, making it easy to accommodate your pet’s needs. Whether it’s a walk, drop-in visit, or some extra attention, I’m happy to help and will keep you updated along the way. Your pet’s safety and comfort are my top priorities. I’ll carefully follow your instructions and routine, treat your home with respect, and make sure your dog gets the attention, exercise, and care they deserve while you’re away.

Sitter Profile Image: Hailey R.
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Hailey R.
from
$28
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
9 years of experience
Sun Prairie, WI, 53590

“Hailey was great with our dog who can be pretty particular!”

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Amber F.
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: Lensy A.
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Lensy A.
from
$90
per night
5.0 out of 5 stars
• 18 reviews
7 repeat clients
15 years of experience
DeForest, WI, 53532

“Lensy was amazing with my two pups, including meds, walks, and lots of love and attention, which is what they need. She’s great with communication and updates, and took excellent care of my two doggos!”

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Gwen K.
Sitter Profile Image: Jaden H.
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Jaden H.
from
$32
per night
5.0 out of 5 stars
• 25 reviews
6 repeat clients
5 years of experience
Whitewater, WI, 53190

“Jaden did a phenomenal job making sure my cat was cared for and my home watched over. Amazing professionalism, I got to see many photos of my cat when I was away, and I couldn't ask for a better caretaker.”

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Elijah H.
Sitter Profile Image: Pam W.
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Pam W.
from
$75
per night
5.0 out of 5 stars
• 31 reviews
8 repeat clients
30 years of experience
Sun Prairie, WI, 53590

“Pam was, as always, absolutely perfect with our pup. She is so patient with his quirks, takes him on frequent, long walks, and is super communicative. She even left the TV on to soothe him after heading out 🥹 Pam went above and beyond and went back to let Ted out hours after the original booking ended because our flight was delayed. She is the reason we are able to travel with peace of mind!”

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Emily G.
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

“Excellent, kind, considerate dog sitter. Briana sent us pictures daily of our dog, she walked him extensively and also helped to work on some training with him. Briana knew how to handle our dog who has some reactivity and anxiety. She was respectful of our home, prompt and great with communication and care !”

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Amy K.
Sitter Profile Image: Monica M.
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Monica M.
from
$70
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
15 years of experience
Fitchburg, WI, 53711

“Monica stayed with our dog overnight in our home and did a fantastic job caring for our pup. She was very communicative and followed all of our precise care instructions. She showed genuine interest in our dog and we felt completely comfortable leaving our dog in her care. We would be absolutely delighted to have Monica in our home again to play and care for our dog. She is reliable, responsible and kind.”

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Jen L.
Sitter Profile Image: Quinn M.
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Quinn M.
from
$28
per night
4.8 out of 5 stars
• 5 reviews
2 repeat clients
15 years of experience
Mazomanie, WI, 53560

“Quinn was kind and loving to our puppy. We had confidence that our dog was well cared for while Quinn was with him, while we were out of town.”

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Audrey Q.
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: Rachel P.
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Rachel P.
from
$50
per night
25 years of experience
Sussex, WI, 53089

About: I am going through a divorce and want to stay busy and find joy. I love dogs and have had them my whole life. I recently lost my dogs to old age and need a good dog fix in my life. I dog sit/walk for friends and family all the time. I do work full time, so please contact for additional days/times needed. I work full time and going through a divorce. I am looking to stay busy with activities that I enjoy, and dogs make me extra happy! I can easily assist with any doggy needs. I am a capable dog sitter, and any special requests from the owners are fine for me.

Sitter Profile Image: Dominique H.
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Dominique H.
from
$60
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
20 years of experience
New Berlin, WI, 53151

“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.”

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Natalie C.
Sitter Profile Image: Kylie S.
Verified Enhanced Background Check
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: Kayla B.
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Kayla B.
from
$70
per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
Mukwonago, WI, 53149

“Kayla did a great job watching my Bella and staying at my place. Returned this evening and everything was tidy and clean. Bella was very happy! I highly recommend her for any pet sitting needs! Thanks again Kayla!!!!!”

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Peg H.
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The median cost per night for house sitting in Milford 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. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for house sitting - Milford

Select a filter and find qualifying sitters offering house sitting.

Sitters in Milford average 4
repeat house sitting clients

FAQs for House Sitting - Milford

Frequently asked questions about Rover

As of October 2026, there are 1,034 sitters on Rover offering House Sitting across Milford. 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 Milford 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 Milford 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 Milford 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 Milford. On Rover:

  • 90% of sitters can help with special care needs
  • 94% 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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