House Sitting Milton

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

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Over 29
pet parents in Milton have booked house sitting

Milton, Find top rated house sitting

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Jadeth & Noah C.
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Jadeth & Noah C.
$68
total per night
5.0 out of 5 stars
21 reviews
5 repeat clients
10 years of experience
Milton, MA, 02186

Noah housesit for our young Australian Shepherd, Finn, and gave him great care and made us feel very comfortable while we left for our trip!

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Shannon M.
Sitter Profile Image: Leonardo V.
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Leonardo V.
$67
total per night
5.0 out of 5 stars
9 reviews
5 years of experience
Quincy, MA, 02170

Leonardo took wonderful care of our cat, Genie, while we were away on our five day honeymoon. He came by daily to feed her, clean her litter box, and spend time with her. We especially appreciated that he brushed her when he noticed her fur was getting a bit matted and made sure to give her plenty of pets and attention. He was very communicative throughout the entire stay, sending daily updates and pictures that really put us at ease and let us know Genie was in great hands. It made such a difference being able to relax on our trip knowing she was being so well cared for. We would absolutely recommend Leonardo to others and would happily book with him again in the future!

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Julia M.
Sitter Profile Image: Angie L.
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Angie L.
$67
total per night
5.0 out of 5 stars
19 reviews
4 repeat clients
10 years of experience
Boston, MA, 02125

Angie was amazing with Frankie!! He felt so comfortable with her and she send so many updates, which we love! We will definitely have her back :)

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Julia W.
Sitter Profile Image: Katie L.
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Katie L.
Star Sitter
$100
total per night
5.0 out of 5 stars
34 reviews
7 repeat clients
20 years of experience
Roslindale, Roslindale, MA, 02131

Katie was absolutely wonderful! She was very communicative and punctual, and we really appreciated the photo updates she sent of our dogs while we were away. It gave us such peace of mind knowing they were in great hands. She made the whole experience easy and stress-free, and we’ll definitely be using her again the next time we need someone to watch our dogs. Highly recommend!

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Joe O.
Sitter Profile Image: Catherine B.
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Catherine B.
Star Sitter
$72
total per night
5.0 out of 5 stars
10 reviews
6 repeat clients
15 years of experience
Quincy, MA, 02169

Catherine was an amazing cat sitter and I would absolutely rebook with her again. She followed all of my care instructions very carefully and was extremely attentive to my cats’ needs while I was away. One thing that really stood out to me was how quickly she noticed an issue with my cat Bruce, who has chronic constipation. I had explained the warning signs to look out for before I left, and the very first night I was gone she noticed he was trying to use the litter box but couldn’t. She contacted me immediately, made herself available for a phone call, and followed all of the care steps I walked her through. Thankfully, Bruce improved a lot after that, and I was so grateful she caught it so early. She also sent constant updates and photos throughout the trip, so I was never left wondering how my babies were doing. Catherine house sat for two nights as well, and when I came home my apartment was exactly as I left it. I felt like my cats and home were genuinely cared for while I was away. I would absolutely recommend her to anyone looking for a reliable, attentive, and compassionate pet sitter.

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Shanice S.
Sitter Profile Image: Stacy A.
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Stacy A.
Star Sitter
$90
total per night
5.0 out of 5 stars
12 reviews
5 repeat clients
3 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Stacy was superb! We had a last minute need due to our flight getting cancelled and Stacy was very communicative and flexible during a moment of a lot of stress. My pups were very well taken care of and I got lots of pictures. My house was well taken care of as well. Would definitely book her again in the future.

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Giulia L.
Sitter Profile Image: Amy A.
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Amy A.
$77
total per night
5.0 out of 5 stars
48 reviews
15 repeat clients
7 years of experience
Boston, MA, 02115

Amy is just a wonderful dog sitter, she was taking care of our dog, who can be quite demanding emotionally, for almost one week. When Amy came to meet us, our dog was staying next to her the whole time, very comfortable and happy to be petted by her. Amy was sending regular videos showing our dog obviously feeling relaxed and cheerful with her. She is very responsive, communication is very easy. I really cannot imagine a better person to take care of our dog. Thank you so much!

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Maria M.
Sitter Profile Image: Victoria B.
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Victoria B.
Star Sitter
$67
total per night
5.0 out of 5 stars
45 reviews
14 repeat clients
17 years of experience
Jamaica Plain, Boston, MA, 02130

Victoria stayed at my house for 5 days and cared for my elderly cat, who needs daily medication. She sent frequent updates and photos and took great care of my dear Nanette. She left the house clean and neat. I wouldn't hesitate to book her again and recommend her highly.

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Louise R.
Sitter Profile Image: Janiya B.
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Janiya B.
$45
total per night
3.8 out of 5 stars
4 reviews
1 repeat client
2 years of experience
Quincy, MA, 02169

Janiya watched our 2 dogs while we were away, completing feedings, walks, and overnight care. She reached out when she had questions and left a nice paper report card after finishing the stay.

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Marshall K.
Sitter Profile Image: Bridget P.
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Bridget P.
Star Sitter
$139
total per night
5.0 out of 5 stars
145 reviews
34 repeat clients
35 years of experience
Quincy, MA, 02171

We have an older dog with some mobility issues and high anxiety. We were nervous about leaving him with anyone but Bridget was wonderful. We got pictures every day and a summary of Willie’s day and we honestly never worried the whole time we were gone. Bridget is very caring and responsible and we recommend her highly. Willie loved her!!!

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Judi Q.
Sitter Profile Image: Casey C.
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Casey C.
Star Sitter
$115
total per night
5.0 out of 5 stars
42 reviews
11 repeat clients
14 years of experience
Hyde Park, Boston, MA, 02136

Casey took great care of our dog and home! Our dog seemed very happy and the house was spotless when we returned! We will definitely be asking Casey to take care of her in the future!

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Breanna D.
Sitter Profile Image: Cynthia C.
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Cynthia C.
Star Sitter
$75
total per night
4.9 out of 5 stars
207 reviews
82 repeat clients
15 years of experience
Boston, MA, 02119

Cynthia was very responsive and responsible right from the beginning. Given that we had had some past unpleasant experiences with house sitting, she was very receptive to our instructions and kept us informer. On the day of our return, as our flight was landing late, she offered to stay back late till we arrived! We would be definitely using her services quite often.

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Arijit D.
Sitter Profile Image: Michael L.
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Michael L.
$67
total per night
5.0 out of 5 stars
11 reviews
1 repeat client
20 years of experience
Hyde Park, Boston, MA, 02136

Fantastic sitter I always trust Michael to give my pet amazing care.

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Nicolas M.
Sitter Profile Image: Kristina M.
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Kristina M.
Star Sitter
$106
total per night
5.0 out of 5 stars
92 reviews
20 repeat clients
34 years of experience
South End, Boston, MA, 02116

Kristina was great!! We had a sitter cancel last minute and consider ourselves VERY lucky that Kristina was available. She did an excellent job dog & house sitting and sent us detailed updates. We will absolutely book with her again!!

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Jodi H.
Sitter Profile Image: Lyv N.
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Lyv N.
$89
total per night
5.0 out of 5 stars
43 reviews
11 repeat clients
10 years of experience
South Dorchester, Boston, MA, 02122

Lyv took wonderful care of our furry baby! She took excellent notes and was in regular communication while we were away, which we really appreciated. We won’t hesitate to book with her again.

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Rachael S.
Sitter Profile Image: Karissa P.
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Karissa P.
$89
total per night
5.0 out of 5 stars
54 reviews
17 repeat clients
20 years of experience
Quincy, MA, 02169

Karissa is an extremely reliable experienced and caring pet sitter, will definitely use her services again. She took care of my 2 chihuahuas took tons of cute pics updating me daily and my dogs were very relaxed when I came back home indicating they had a great time. Excellent sitter!

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Marsha S.
Sitter Profile Image: Claudia B.
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Claudia B.
$73
total per night
5.0 out of 5 stars
15 reviews
10 repeat clients
11 years of experience
Roslindale, Roslindale, MA, 02134

I couldn't have asked for a sweeter and more caring sitter than Claudia!! Our fur-baby is our angel and she absolutely ADORED Claudia the moment she met her - my heart overflowed with relief and happiness knowing Claudia would be caring for her. Thank you for everything, Claudia!!!!

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Mary D.
Sitter Profile Image: Ana Sofia P.
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Ana Sofia P.
Star Sitter
$73
total per night
5.0 out of 5 stars
10 reviews
2 repeat clients
6 years of experience
Roxbury, Boston, MA, 02121

An amazing sitter! Ana Sofia checked in regularly, and sent pictures along with a daily summary. I felt very sure all of our animals were in great hands. One of my cats was prescribed an oral medication and Ana Sofia was able to continue with the treatment plan while I was gone. I will be returning for future pet sitting needs!

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Ellen M.
Sitter Profile Image: Danielle K.
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Danielle K.
Star Sitter
$50
total per night
5.0 out of 5 stars
12 reviews
5 repeat clients
10 years of experience
Boston, MA, 02122

Danielle was great! She shared great updates and pics of kuzco while we were traveling and it was clear how much she cared about him being comfortable and having a good time with her!

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Bethany J.
Sitter Profile Image: Angie P.
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Angie P.
$56
total per night
5.0 out of 5 stars
3 reviews
19 years of experience
Boston, MA, 02124

She took excellent care of my dog!

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Megan H.
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The median cost per night for house sitting in Milton is $60

Pet parents share their Rover experiences - Milton

1 / 1
5.0 out of 5 stars

Isis took wonderful care of our large, energetic puppy despite super high temps! She was communicative and left the house looking better than we left it. Sammie appeared well-cared for and happy on our return. Will continue to use Isis!

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Emily D.
House Sitting
5.0 out of 5 stars

Andrea kindly watched our two cats on short notice. She was very communicative and sent us updates with pictures and videos which was so appreciated!! We would highly recommend her 😸

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Sabrina C.
House Sitting
5.0 out of 5 stars

Danielle is great. She was respectful of the space while staying with Benny and very considerate of Benny’s schedule and attentive to his needs. I would absolutely book with Danielle again to house sit for my dog.

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Christopher M.
House Sitting
5.0 out of 5 stars

Angela is fantastic!! She is my go-to sitter when traveling. She provides the best care and excellent updates! We all miss our fuzzy buddies when travelling, but I know my Binx has the best care with Angela checking in on him.

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William C.
House Sitting
5.0 out of 5 stars

Caitlin did a phenomenal job taking care of our girl! She provided consistent updates about how she was doing throughout her stay, made sure to take her out for walks, and followed her food schedule closely. I could tell that Chi Chi was very comfortable and happy with Caitlin here, and it's clear that Caitlin really loves dogs and enjoys taking care of them. She also kept the house nice and clean and was very responsible in maintaining both the house and Chi Chi. We would 110% recommend her to anyone and will absolutely use her again if she's available!

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Audry
House Sitting
5.0 out of 5 stars

Our dog, Toby, LOVES when Bridget comes over to stay with him. They had a great long weekend and she made sure we had updates and pics along the way. She gave him watermelon snacks, walks around the neighborhood, and hung out with him in his favorite sun spot on our deck. We always trust her to care for our Toby. :)

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Kelsey A.
House Sitting
5.0 out of 5 stars

Bella was awesome! She sent lots of photos during her stay with Karma. Would absolutely use her again.

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Sandra L.
House Sitting
5.0 out of 5 stars

Janiya made our girls feel super comfortable during her time house sitting. She communicated often and well, and was a great cat sitter!

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Arielle R.
House Sitting
5.0 out of 5 stars

Tori was such a wonderful sitter for our dogs. She provided consistent pictures and updates and our dogs loved her. Would happily book her again.

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Ross M.
House Sitting
5.0 out of 5 stars

Liz is the absolute best!! I know Greg is in great hands while we are away and never worry about him - I know he is being well taken care of. Liz is very communicative and sends beautiful pictures, videos and updates each day. Greg has so much fun with her!! We love Liz!!!

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Liz A.
House Sitting
5.0 out of 5 stars

Leander was great! Our little pups can be a handful. Lots of barking and very needy. He did a great job updating us and was very responsive. We will keep him in mind the next time we need someone to watch our babies.

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Adam M.
House Sitting
5.0 out of 5 stars

Julia is a phenomenal dog sitter! She watched both our puppy and senior dog while we were out of town and was so good with them. Julia is very communicative and considerate. Anyone would be lucky to work with her

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Elyssa B.
House Sitting
5.0 out of 5 stars

Mokeisha was an excellent sitter. She was incredibly responsive, and I felt completely confident that my dogs were in great hands while I was away. She checked in throughout the day with messages and photos, which I really appreciated. With freezing temperatures outside, she was especially attentive to making sure the dogs were safe and comfortable during outdoor time. They were clearly spoiled with attention, cuddles, and treats while in her care. I wouldn’t hesitate to hire Mokeisha again and absolutely plan to do so.

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Jenny P.
House Sitting
5.0 out of 5 stars

Brittany was so great with both of our dogs! She was communicative and so attentive. We look forward to working with her again!

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Elyssa B.
House Sitting
5.0 out of 5 stars

We just moved to the state and were leaving a well-trusted dog sitter of several years and were worried about finding someone new for our older, anxious husky. We found Lauren and she was excellent! She communicated and sent pictures and videos regularly, which was great as we were worried about our dogs first time being dogsat in our new apartment with a new person. Our husky really seemed to love spending time with her. I highly recommend Lauren!

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Erin & Kristopher G.
House Sitting
5.0 out of 5 stars

Bonnie is wonderful! She house sat for Nora and sent regular updates and photos. 5 stars for Bonnie!

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Angela R.
House Sitting
5.0 out of 5 stars

Weixiu provided drop in service for our 2 pups while we were away on a short vacation. One of our dogs is shy and she quickly warmed up to Weixiu's kind, caring energy. Our dogs were walked, fed and cared for with lots of pictures and video updates via the app. When we returned home, our dogs were in a great mood (as opposed to shell shocked like when returning from a kennel). Our dogs look forward to seeing Weixiu again sometime in the future.

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Dan G.
House Sitting
5.0 out of 5 stars

Casey was absolutely fantastic. She cared for my large older dog for over a week during the holidays. She sent me regular updates along with pictures. I came home to happy pup and a clean house. I would hire Casey again without hesitation. Highly recommend Casey - she is a true animal lover!!

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Elizabeth C.
House Sitting
5.0 out of 5 stars

Jordan was a great sitter while we were gone. He kept me updated with photos and notes and took great care of our kitties. He was very kind to our pets and respectful of our home, I would absolutely book with him again. Thank you Jordan!

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Pia G.
House Sitting
5.0 out of 5 stars

Jane was absolutely incredible with my anxious rescue. So responsive whenever I reached out, sent photo and video updates, and took the best care of my puppy son.

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Megan D.
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.

Meet local sitters who will treat your pets like family

  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

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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 for House Sitting in Milton on Rover is $61.05 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 6,649 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 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 Milton. On Rover:

  • 93% of sitters can help with special care needs
  • 97% 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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