House Sitting Greenfield

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

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Over 161
pet parents in Greenfield have booked house sitting

Greenfield, 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.

1 / 1
Sitter Profile Image: Adrianne R.
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Adrianne R.
from
$50
per night
5.0 out of 5 stars
19 reviews
1 repeat client
20 years of experience
Franklin, WI, 53132

Adrianne is amazing! She was communicative, asked thoughtful questions during the meet and greet, and ensured meds were delivered to a picky eater. We hope to have her back for future vacations!

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Beth K.
Sitter Profile Image: Emily M.
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Emily M.
Star Sitter
from
$59
per night
5.0 out of 5 stars
34 reviews
9 repeat clients
30 years of experience
Milwaukee, WI, 53213

Emily did a great job watching my pups, and chickens. Easy and quick communication, she took the pups on some adventures as well. Highly recommend her and would use her again.

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Lauren S.
Sitter Profile Image: Jenn S.
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Jenn S.
Star Sitter
from
$70
per night
5.0 out of 5 stars
121 reviews
34 repeat clients
40 years of experience
West Allis, WI, 53227

Another great experience with Jenn!! Came home to a happy pup and tiddy home. In addition, I was out of town and a snow storm hit! My flight was cancelled. Jen was a saint for being able to take care of my dog with my extended leave.

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Jenna Z.
Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$45
per night
4.9 out of 5 stars
46 reviews
20 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

Keisha was amazing with our 10 year old dog! This was our first time using a sitter and it went so smoothly. We got tons of pictures updates and Keisha left the house in tip top shape. I highly recommend working with her! Best of the best!

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Riely J.
Sitter Profile Image: Patricia N.
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Patricia N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
102 reviews
30 repeat clients
30 years of experience
Franklin, WI, 53132

Patricia was very attentive and detail oriented, and she made sure to cover all of her bases when preparing to care for our pup. She is experienced and professional. I would absolutely hire her again and recommend her to others!

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Lauren P.
Sitter Profile Image: Audrey N.
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Audrey N.
from
$28
per night
1 year of experience
Greenfield, WI, 53228

About: I’ve been the go-to pet sitter for my family and friends for years because I actually enjoy the 'tricky' stuff. From helping my own senior dog with bladder issues to winning over an abused, reactive Rottweiler, I have a lot of heart for pets that need a little extra patience. I’m also totally comfortable with bearded dragons and cats! I’m used to walking dogs in areas without fences, so I’m very careful on the leash and always keep safety first. I’ve had to clean up after bad sitters so I'll make sure your house stays spotless and your pets stay happy while you’re gone! Animals are a huge part of my daily life, so I build my schedule around making sure they feel safe and cared for. I’m currently available Monday-Sunday with Flexible Hours and am always happy to help with last-minute requests or holiday bookings when you're in a pinch. Which is perfect for seniors needing extra potty breaks or reactive pups who need a calm, un-rushed walks. I make your pet's routine my top priority every single day! Safety is Always my top priority, but keeping your pets happy is a close second! Whether I’m hanging out with your cat, dog, or bearded dragon (exc. I stick strictly to the routine you’ve set so they feel totally secure while you're gone. Since I’m used to walking pups in areas without fences, I’m always extra careful to double-check leashes and harnesses before we head out the door. I’m also a bit of a neat freak so I’ll make sure your home is pet-proofed and leave it even cleaner than I found it. I’m a big believer in open communication, so expect plenty of photo updates of your best friends (scales or fur!) so you can relax knowing they’re in great hands!

Sitter Profile Image: Sarah J.
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Sarah J.
from
$50
per night
5.0 out of 5 stars
514 reviews
92 repeat clients
5 years of experience
West allis, WI, 53219

Sarah is amazing. Happy and safe pups, and she was flexible and worked with us gracefully through some scheduling changes. There was also a bad storm during her stay and she sent pictures and cleaned up some water, which is above and beyond. She sent great pictures and updates of our dogs, made us laugh, and was professional. Highly recommend Sarah.

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Claire L.
Sitter Profile Image: Justine R.
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Justine R.
from
$70
per night
5.0 out of 5 stars
6 reviews
20 years of experience
Euclid Park, Milwaukee, WI, 53227

We feel so incredibly lucky to have found Justine! She watched our 10 month old puppy, Rumi, for the weekend and truly went above and beyond. Leaving your pup and your home in someone else's hands can be stressful, but Justine gave us total peace of mind - we knew right away he was in the best hands! She kept us connected the entire time with constant updates and photos. Rumi even got to meet her family briefly, and I can tell he absolutely loved it, especially hanging out with her son! To top it off, when Rumi had a minor issue with an itchy ear, Justine stepped right in with excellent preventative care, keeping him comfortable until we could get him to the vet on Monday. Rumi clearly had a fantastic weekend. We couldn't ask for a more trustworthy, communicative, and caring sitter - highly recommended!

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Sofia K.
Sitter Profile Image: Melissa F.
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Melissa F.
from
$68
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
25 years of experience
WEST ALLIS, WI, 53227

Melissa was a HUGE help, stepping in over the holidays for a long house-sitting service when a previous sitter had to cancel last-minute. She is personable and communicative, shared lots updates during the stay, and took good care of our house. Our dog and cat were in great hands, and it felt wonderful to come home to relaxed happy pets. Happy to recommend!

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Marcella M.
Sitter Profile Image: Maya M.
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Maya M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Greenfield, WI, 53228

Maya was AWESOME! We needed a last minute Rover to stay at our house and watch our 2 pups for a night and she was such a good fit for the job. Super communicative & sweet — we always received the cutest pupdates. Our dogs were 100% in great hands & we’ll definitely be booking with Maya in the future! 😊

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Jenna H.
Sitter Profile Image: Vesna B.
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Vesna B.
from
$100
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
10 years of experience
Greenfield, WI, 53220

Vesna was great with my guy Coach! Kept him super active and got him all tired out for me for when I got home from my trip. She kept me updated on how things were going and sent pics of my guy who I of course was missing. Definitely will be booking with her again!

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Lauren P.
Sitter Profile Image: Brianna B.
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Brianna B.
from
$50
per night
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Wilson Park, Milwaukee, WI, 53221

Brianna was a very attentive dog sitter to our high energy pup! She was also very good about letting us know when Sloane acted up so that we could help her handle the situation! Such a great house guest! She even stripped the bed!

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Georgia H.
Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter
from
$100
per night
5.0 out of 5 stars
91 reviews
27 repeat clients
16 years of experience
West Allis, WI, 53214

Maiah did a terrific job taking care of my dog. She gave us daily updates and photos, left the house clean and even stayed with my dog so she didn’t get lonely! Amazing!

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Will S.
Sitter Profile Image: Amanda S.
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Amanda S.
from
$55
per night
5.0 out of 5 stars
41 reviews
9 repeat clients
10 years of experience
West Allis, WI, 53219

Amanda is wonderful! Great communicator and is so thoughtful with each of our individual pups. We have a senior dog and Amanda is very patient and caring with her. We would absolutely hire again.

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Katie W.
Sitter Profile Image: Elizabeth H.
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Elizabeth H.
Star Sitter
from
$75
per night
5.0 out of 5 stars
217 reviews
40 repeat clients
9 years of experience
Muskego, WI, 53150

Elizabeth was absolutely phenomenal. Leaving my dog for the first time with someone I didn’t know was nerve wrecking however Elizabeth put all my nerves at ease. Our 9 month old rambunctious golden adored her. She sent pictures, updates, and did everything possible to make it the best weekend for our girl. I could not recommend someone better to watch your best friend! We are having her back in a few weeks and I feel so great knowing Elizabeth will be at our house. If she’s available, book her!!! You won’t regret it!

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Lauren M.
Sitter Profile Image: Scott S.
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Scott S.
from
$40
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott was our first introduction to Rover. We really appreciated that he could come on short notice to sit with our 22-week old puppy. We loved Scott's relaxed and gentle way with our dog who is so excited to meet someone new, but is still in manners training in how to greet people. Scott quickly picked up on what we were trying to teach and went along with that routine. Scott arrived on the dot of our agreed time and we plan to ask him to come again!

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Maree E.
Sitter Profile Image: Lexi K.
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Lexi K.
Star Sitter
from
$75
per night
5.0 out of 5 stars
141 reviews
46 repeat clients
10 years of experience
Cannon Park, Milwaukee, WI, 53214

Lexi was great with my particular and somewhat shy senior dog. We planned drop-ins prior to the full weekend, which worked great for Lexi and my Coco to get to know each other a little. Lexi is very responsive and gave updates. I will feel more comfortable taking trips and time away with Lexi caring for my girl!

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Mary M.
Sitter Profile Image: Marilia D.
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Marilia D.
from
$75
per night
5.0 out of 5 stars
83 reviews
26 repeat clients
15 years of experience
Wilson Park, Milwaukee, WI, 53221

My kitties had a great time with their new friend Marilia. When Marilia came back to the house, even my shy Chico cat came to see her. So I guess the cats say it all. When they come to the door to greet the pet sitter, that is all I need to say. They love her.

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DK
Sitter Profile Image: Fatima B.
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Fatima B.
from
$35
per night
2 years of experience
West Allis, WI, 53214

About: I am a dedicated pet caregiver committed to keeping your furry friend happy, healthy, and safe. I will strictly follow your pet's specific daily feeding and medication schedules to maintain their comforting routine. As an experienced and enthusiastic walker, I ensure they get plenty of exercise, fresh air, and fun outdoor adventures. Your pet will receive attentive, loving care and the absolute highest quality companionship every single day. In July I will have open availability. Please refer to my calendar or feel welcome to send me a message. I am also very accommodating. I will always follow the instructions that the pet owner gives me. Hiring me your pet will always be fed on schedule, enjoy play time, and treats. Every home I visit will be respected and well taken care of.

Sitter Profile Image: Jordanne H.
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Jordanne H.
from
$75
per night
4.9 out of 5 stars
19 reviews
6 repeat clients
5 years of experience
West Allis, WI, 53214

We were happy to re-connect with Jordanne for dog sitting this summer. She is prompt, attentive and responsible, and so we are very comfortable with her caring for our senior dog Connor. We have already booked her for another visit!

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Curtis G.
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The median cost per night for house sitting in Greenfield is $50

Pet parents share their Rover experiences - Greenfield

1 / 1
5.0 out of 5 stars

Stephany was great! She updated us when she arrived and kept us updated with pictures throughout. The dogs were happy when we got home and the house was clean. Highly recommend.

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Lyndsay Z.
House Sitting
5.0 out of 5 stars

We feel so incredibly lucky to have found Justine! She watched our 10 month old puppy, Rumi, for the weekend and truly went above and beyond. Leaving your pup and your home in someone else's hands can be stressful, but Justine gave us total peace of mind - we knew right away he was in the best hands! She kept us connected the entire time with constant updates and photos. Rumi even got to meet her family briefly, and I can tell he absolutely loved it, especially hanging out with her son! To top it off, when Rumi had a minor issue with an itchy ear, Justine stepped right in with excellent preventative care, keeping him comfortable until we could get him to the vet on Monday. Rumi clearly had a fantastic weekend. We couldn't ask for a more trustworthy, communicative, and caring sitter - highly recommended!

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Sofia K.
House Sitting
5.0 out of 5 stars

I can't speak highly enough about Melissa and the care she gave my pets (2 dogs, 2 cats, and a 🐸). She asked thoughtful questions about their care and spent so much time loving on them during her stay! 12/10 recommend! I can't wait to invite her back for our next trip out of town! It will give me peace of mind knowing she is watching over my fur kids ❤️

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Kathleen K.
House Sitting
5.0 out of 5 stars

Jenn stayed with our two Aussies for several hours while we were away. Jenn is terrific to work with in every way, from the meet-and-greet to the departure, and we'll definitely work with her again. It's nice to know that our doggos were in great hands!

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Dave P.
House Sitting
5.0 out of 5 stars

Amazing sitter for Bear and Oakley she gave lots of updates and cleaned up after Bear when he had an accident! Loads of pictures both dogs were happy to see her as always! I definitely recommend

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Megan G.
House Sitting
5.0 out of 5 stars

Maya was AWESOME! We needed a last minute Rover to stay at our house and watch our 2 pups for a night and she was such a good fit for the job. Super communicative & sweet — we always received the cutest pupdates. Our dogs were 100% in great hands & we’ll definitely be booking with Maya in the future! 😊

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Jenna H.
House Sitting
5.0 out of 5 stars

Nicole is awesome. She sent us pictures and kept us posted on how our pups were doing. She is definitely getting a call back from us for future pup services. Highly recommended sitter 🤩

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Elba M.
House Sitting
5.0 out of 5 stars

Amanda was wonderful. This was the first time we traveled without our puppy and we were a bit apprehensive. However, Amanda eased our concerns. She arrived a few minutes early which signaled a level of reliability that was very welcome. While we were away, Amanda provided regular updates and pictures. As a result, we were able to enjoy our vacation. And our puppy seemed to genuinely enjoy Amanda. We will definitely use Amanda again. We would feel very comfortable leaving our puppy with her.

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Kerry H.
House Sitting
5.0 out of 5 stars

Patricia did a great job. She took good care of my Mitze. We can’t wait to call her again and use her expertise in sitting.

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Lori D.
House Sitting
5.0 out of 5 stars

Kim did a great job boarding my two frenchies! She sent updates/photos, asked questions if she had any and really learned my pups through and through! Would definitely book again and recommend 💗🐶

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Liz F.
House Sitting
5.0 out of 5 stars

Hannah always goes above and beyond, and knowing that she is taking care of Kai gives me such peace of mind! She is truly great with animals, and treats them like one of her own. I cannot recommend her enough!

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abigail b.
House Sitting
5.0 out of 5 stars

She did an amazing job with our boy, Koda! We were nervous being away from him for a whole week, but she did such a good job of being with him, communicating with us of updates as well! We will definitely be using her again in the future!

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Brittney R.
House Sitting
5.0 out of 5 stars

We use Amanda multiple times a year and she is great! I love the daily photos of our pup, and I know she with take great care of our big guy. Thanks, Amanda!

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Erin F.
House Sitting
5.0 out of 5 stars

Adrianne is amazing! She was communicative, asked thoughtful questions during the meet and greet, and ensured meds were delivered to a picky eater. We hope to have her back for future vacations!

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Beth K.
House Sitting
5.0 out of 5 stars

Caitlyn was once again outstanding. She provided excellent care for our five dogs and accommodated our newest addition on short notice. She handled Mayhem’s medications perfectly (which is an absolute necessity as she has Addison’s Disease) and shared lots of regular photo updates, which we greatly appreciated during our 10-day absence. Our dogs clearly adore her and are always excited to see her. This is our fourth time using Caitlyn, and we hope she’ll continue to sit for us! I really can’t say enough good things!

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Cam H.
House Sitting
5.0 out of 5 stars

Stephanie was amazing with our dogs! She was on time, communicative, helpful, and easy to get along/work with. We would absolutely have her over to hang with the dogs again. Thank you Stephanie!

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Kaye R.
House Sitting
5.0 out of 5 stars

Alexis saved the day when we had a last-minute cancellation for a long trip. She was wonderful and spent lots of time with our pets, sending updates and giving them lots of love!

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Cassandra D.
House Sitting
5.0 out of 5 stars

Ashley took absolutely excellent care of our cat while we were out of the country for a week! I knew from the moment she met our cat during our meet and greet that our little girl was going to be in great hands. Throughout the trip, Ashley reached out with check-ins and photos reflecting how well she was being taken care of. She also responded quickly to any messages and went above and beyond watching our place. We (and our cat) look forward to seeing her again in the future!

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Jeremiah W.
House Sitting
5.0 out of 5 stars

Samantha was great. The dogs loved her from the meet and greet and she was in constant communication sending lots of pictures. Had complete piece of mind with her watching them.

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Scott B.
House Sitting
5.0 out of 5 stars

I always feel so comfortable leaving my dog and my home in Holly's care. Communication is excellent, as is reliability and a willingness to go the extra mile.

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Anne T.
House Sitting
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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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    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

Sitters in Greenfield average 4
repeat house sitting clients

FAQs for House Sitting - Greenfield

Frequently asked questions about Rover

The average cost for House Sitting in Greenfield on Rover is $31.08 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of July 2026, there are 1,392 sitters on Rover offering House Sitting across Greenfield. 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 Greenfield 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 Greenfield 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 Greenfield 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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

  • 91% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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