House Sitting Milton Village

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

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Over 319
pet parents in Milton Village have booked house sitting

Milton Village, 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.
$67
total per night
5.0 out of 5 stars
20 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: 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: Katie L.
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Katie L.
Star Sitter
$100
total per night
5.0 out of 5 stars
33 reviews
7 repeat clients
20 years of experience
Roslindale, Roslindale, MA, 02131

Katie was great! Super responsible and so good with Betty. Kept me updated with pics and Betty seemed comfortable with her right away. Will definitely request Katie again!

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Regina B.
Sitter Profile Image: Isis R.
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Isis R.
$73
total per night
5.0 out of 5 stars
41 reviews
12 repeat clients
9 years of experience
Quincy, MA, 02171

Isis was absolutely amazing, we couldn’t have asked for a better sitter! Very attentive and mindful of sensitive pets. Would highly recommend!!

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Kerriyon T.
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 did a great job with Freya (who can be very shy and anxious with new people). She kept me updated with pics and texts throughout the session. I would definitely trust her to watch Freya again!

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Freya K.
Sitter Profile Image: Leonardo V.
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Leonardo V.
$67
total per night
5.0 out of 5 stars
7 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: Catherine B.
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Catherine B.
Star Sitter
$72
total per night
5.0 out of 5 stars
9 reviews
6 repeat clients
15 years of experience
Quincy, MA, 02169

Catherine was awesome - we had 3 pups under her watch and all were looked after great (walked, fed, and played with) and had a fun. They were tired when we got back, so we know they enjoyed it!

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

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.
Sitter Profile Image: Amy A.
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Amy A.
$76
total per night
5.0 out of 5 stars
48 reviews
14 repeat clients
7 years of experience
Boston, MA, 02115

Amy was amazing! She house sat with my cat Louie for a week and was so good about sending updates, videos, pics. She gave Louie lots of love and attention, I’m so grateful to have found her

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Aasia Y.
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: Danielle K.
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Danielle K.
$50
total per night
5.0 out of 5 stars
7 reviews
4 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: 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: Michael L.
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Michael L.
$67
total per night
5.0 out of 5 stars
10 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: Cynthia C.
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Cynthia C.
Star Sitter
$75
total per night
4.9 out of 5 stars
202 reviews
82 repeat clients
15 years of experience
Boston, MA, 02119

Cynthia made this past week so easy on us! Our dog is in the late stages of cancer and Cynthia was so good about adjusting to our pup's interests and needs often spending awhile with her outside and adapting to her health needs on bathroom breaks. She even left us with a special jar of treats for our pup. We got many photos and videos throughout the day which always makes us feel better about leaving her at home. Communication was fantastic and will definitely be rebooking.

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Robin A.
Sitter Profile Image: Claudia B.
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Claudia B.
$73
total per night
5.0 out of 5 stars
13 reviews
9 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: Belen M.
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Belen M.
$78
total per night
5.0 out of 5 stars
15 reviews
7 repeat clients
5 years of experience
North Dorchester, Boston, MA, 02125

Belen is great! Very thoughtful and responsive. My pets immediately warmed up to her. I feel comfortable having her in my home and would book again.

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Holly A.
Sitter Profile Image: Ailise C.
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Ailise C.
Star Sitter
$84
total per night
5.0 out of 5 stars
16 reviews
5 repeat clients
20 years of experience
Jamaica Plain, Boston, MA, 02130

Ailise did a wonderful job housesitting with my cavapoo Freddie over the long weekend! She sent great updates, videos, and photos of my boy, and I felt confident that he was safe in her care. She left my apartment in great condition. I highly recommend Ailise and would definitely book with her again! Thank you :)

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Sara L.
Sitter Profile Image: Arshneel K.
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Arshneel K.
$89
total per night
5.0 out of 5 stars
55 reviews
18 repeat clients
8 years of experience
Boston, MA, 02110

Arshneel was outstanding! She took great care of Charlie and Yuba while keeping us informed the whole time. She was also super helpful and flexible when we had issues with our flights coming back home, could not be more grateful that she was able to help us, and will absolutely contact her again.

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Alejandra G.
Sitter Profile Image: Eleanor S.
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Eleanor S.
$78
total per night
4.9 out of 5 stars
20 reviews
5 repeat clients
15 years of experience
Roslindale, Boston, MA, 02130

Eleanor was great! Great communication, including cute pics of her playing with our cat. It gave us peace of mind while we were away. Would definitely book again!

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Sarah L.
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
10 repeat clients
14 years of experience
Hyde Park, Boston, MA, 02136

Casey was super communicative, thoughtful, and attentive to details throughout the entire process. She genuinely cares about the dogs and it showed. Any dog parent understands the anxiety over leaving their babies with someone new - but Casey really pulled through and was so reliable! The dogs LOVED her. Thank you Casey. You're a gift!

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

Pet parents share their Rover experiences - Milton Village

1 / 1
5.0 out of 5 stars

Lizzy was an amazing sitter for our older pittie mix, Kayla! She was highly communicative and we had such peace of mind knowing our girl was in great hands while we were out of town.

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Chloe S.
House Sitting
5.0 out of 5 stars

Eleanor has now watched my cats a few times and each time I am so appreciative of the excellent care she provides! I was gone for a longer trip and the cats were so comfortable and happy with Eleanor! I received cute updates and photos, the flat was well taken care of! Cannot give my thanks and praise enough!

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Lauren D.
House Sitting
5.0 out of 5 stars

Joseph took great care of my 11-week-old puppy over the weekend. She came home safe, healthy, and happy, and he was very kind and easy to work with. I really appreciated knowing she was in good hands.

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Mark W.
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

Stacy was wonderful with our giant pup for our wedding weekend! She’s very attentive to detail and makes sure your pup gets top tier care! Would highly recommend her for pup sitting 🤍

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Victoria 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

Katie was wonderful. She cared for our 2 small dogs who are high energy and sent photos of each of them throughout the day. They loved their walks and playtime And we enjoyed our weekend away. We certainly will use Katie again.

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Cheryl C.
House Sitting
5.0 out of 5 stars

Tommy’s been helping care for my high-maintenance and anxious dog Juju for a few months now and he’s taken amazing care of her and gone the extra mile to be responsive and flexible. He’s super responsible, experienced, and absolutely loves dog. Juju adores him. I’m grateful to have established this relationship and will be working with Tommy in the future!

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Megan C.
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

We love Casey! Casey house sit for my pup and he had an excellent staycation with her! Casey communicates quickly and shares great updates and took great care of my dog and the apt. Thank you, Casey!

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Maggie M.
House Sitting
5.0 out of 5 stars

Asia took wonderful care of my Yorkie over the course of two days this week. She is friendly, diligent, professional, communicative, and very kind. Your pet could not possibly be in a better hands. She has a great love for animals and it shows in her work.

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Brian J.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

I was scrambling last min and Irichiya really came through. Even with my less than ideal logistical options she was flexible and reliable. While the pup was very nervous, he was so well taken care of by her patience and attention to his needs. Would absolutely work with again!

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Julia C.
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

Andrea did a great job watching our dog and two cats for the second time. It was nice to receive a photo of the cats not hiding - that means they’re getting comfortable.

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Megan T.
House Sitting
5.0 out of 5 stars

Rev has truly been a blessing for us, we always trust them with watching our home and pets. They always leave the house in better shape than they found it.

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Nicholas M.
House Sitting
5.0 out of 5 stars

Great as always! Even with our last minute booking. So accommodating and willing to adjust within her schedule to help us out. Thanks, Azizah!

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Savannah L.
House Sitting
5.0 out of 5 stars

Ella was very professional and responsive to my check ins while house sitting our two pups for 1 week. She sent me daily pictures and updates and saw my two pups literally cuddling with her on the couch which reassured me the dogs were in good care. She was also extremely respectful of my home and left the house in the same shape (if not a little cleaner) than when we left. My dogs and I definitely look forward to working with Ella again in the future

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Victoria K.
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
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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

    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 Milton Village average 4
repeat house sitting clients

FAQs for House Sitting - Milton Village

Frequently asked questions about Rover

The average cost for House Sitting in Milton Village on Rover is $80.25 per night (as of June 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 June 2026, there are 6,641 sitters on Rover offering House Sitting across Milton Village. 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 Village 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 Village 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 Village 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 Village. On Rover:

  • 92% of sitters can help with special care needs
  • 96% 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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