House Sitting Medway

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

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Over 92
pet parents in Medway have booked house sitting

Medway, 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: Erin H.
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Erin H.
Star Sitter
$89
total per night
5.0 out of 5 stars
• 91 reviews
31 repeat clients
20 years of experience
Franklin, MA, 02038

“Erin is amazing. Our pup was the most happy fella. She is thorough and provides frequent updates with videos and pictures and is an overall awesome person. We were beginning to worry that our pup loved her more than us. :)”

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Candice C.
Sitter Profile Image: Jeffrey M.
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Jeffrey M.
$66
total per night
5.0 out of 5 stars
• 21 reviews
4 repeat clients
50 years of experience
Walpole, MA, 02081

“Jeff did a great job with our cat Gretzky. Gretzky is a 20 year old who has some special care needs and Jeff was able to give the cat medicine, feed him his special diet etc. We will definitely hire Jeff again as he is reliable and a good communicator who really likes cats. Highly recommended.”

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Dan P.
Sitter Profile Image: Becki C.
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Becki C.
Star Sitter
$119
total per night
5.0 out of 5 stars
• 44 reviews
19 repeat clients
20 years of experience
Holliston, MA, 01746

“Becki went and above and beyond while house sitting and taking care of our beloved tripod. She took such good care of our pup. She followed all instructions and requests and even took her out on additional walks. Becki is the best!”

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Tricia S.
Sitter Profile Image: Haylie V.
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Haylie V.
$76
total per night
5.0 out of 5 stars
• 21 reviews
6 repeat clients
10 years of experience
Medway, MA, 02053

“Haylie was great. We contacted her for house sitting over a long weekend. Her communication was fast and effective. We set up 2 meet and greets ahead of the weekend as one of our dogs can be selective. Our dogs loved Haylie. She was flexible with scheduling which we truly appreciated. She sent us text messages and videos during her stay. When we got home our dogs were happy and clearly well taken care of. We will use Haylie again and have no reservations about recommending her to others.”

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Greg D.
Sitter Profile Image: Madonna M.
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Madonna M.
$84
total per night
5.0 out of 5 stars
• 11 reviews
1 repeat client
15 years of experience
Plainville, MA, 02762

“Absolutely wonderful! Made treats for my pup and she loved them!”

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Lorenzo R.
Sitter Profile Image: Isabell M.
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Isabell M.
$89
total per night
5.0 out of 5 stars
• 59 reviews
27 repeat clients
10 years of experience
Norfolk, MA, 02056

“Isabell was great with Athena and kept in touch throughout the sitting. I definitely recommend her and will book with her again in the future.”

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Michelle F.
Sitter Profile Image: Halle C.
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Halle C.
$111
total per night
5.0 out of 5 stars
• 11 reviews
4 repeat clients
7 years of experience
Bellingham, MA, 02019

“Halle took excellent care of our dogs while staying in our home. She sent lots of pictures and updates throughout the stay, which gave us so much peace of mind while we were away. She followed all of our instructions, kept our house neat and tidy, and it was clear our dogs were well cared for and happy. We came home to a clean house and two happy pups!”

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Lindsey L.
Sitter Profile Image: Joseph & Alexandra C.
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Joseph & Alexandra C.
Star Sitter
$165
total per night
5.0 out of 5 stars
• 219 reviews
114 repeat clients
15 years of experience
Medfield, MA, 02052

“Easton had fun playing and having a buddy for the night. He was well taken care of”

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Meg P.
Sitter Profile Image: Carolyn F.
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Carolyn F.
$250
total per night
4.9 out of 5 stars
• 90 reviews
32 repeat clients
40 years of experience
Sherborn, MA, 01770

“Carolyn was an amazing sitter for Missy. We received lots of updates and it was clear Missy really appreciated Carolyn, when we got home she went back to snuggle with Carolyn! Thank you so much for taking care of our sweet girl!”

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Kerry W.
Sitter Profile Image: Brooke T.
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Brooke T.
$39
total per night
4 years of experience
Cumberland, RI, 02864

About: Volunteer at the Hotel for Homeless dogs for 4 years now. Lifetime pet owner with much experience. No age, size, or breed I would not care for. Currently Radiology student at CCRI. Set to graduate in May 2027. Take my responsibilities and duties very seriously. I would treat your animals like they were my own. I have my own vehicle and means of transportation. Whether it’s a drop in visit, walking or sitting I will make sure to tend to their needs.

Sitter Profile Image: Emma N.
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Emma N.
$39
total per night
4.0 out of 5 stars
• 3 reviews
18 years of experience
Needham, MA, 02492

“I really appreciated Emma coming to stay with my puppy for the weekend! She even took her to her play group which was amazing. One thing that I think could be improved is sending more daily updates or doing the rover report cards daily. Thank you!”

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Victoria S.
Sitter Profile Image: Fatima E.
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Fatima E.
$70
total per night
5.0 out of 5 stars
• 1 review
13 years of experience
Norfolk, MA, 02056

About: Hello! Welcome to my profile, my name is Fatima. My family and I are huge pet lovers. We currently don’t have any of our own so taking care of yours will make our hearts full! I was personally a fur mom for 13 years, & when my pups went to doggie heaven I have loved helping family members and friends care for their fur babies. I’d be so grateful to care for yours. I’m currently a stay at home mom and we would enjoy the wagging tails throughout our days! Our days consist of indoor and plenty of outdoor time. I have two littles that nap mid day so that’ll definitely be time for one on one cuddles indoor with your fur baby. We live on private property and have a big yard. I am flexible with whatever your needs are for your fur baby, just let me know :)

Sitter Profile Image: Elsa S.
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Elsa S.
$36
total per night
30 years of experience
Milford, MA, 01757

About: Lifelong animal lover and wildlife rescuer, here for you and your pets About: I've cared for animals my whole life: dogs, cats, birds, lizards, and fish. I'm the person friends, family, and neighbors call when they need someone they trust with their pets, for walks, feeding, playtime, or just good company. I'm also the one who stops for hurt wildlife and brings them to the Tufts wildlife rehab clinic, so I stay calm in unexpected situations and I'm comfortable with animals of every temperament. I have a flexible daytime schedule, which means I'm available for weekday walks, drop-in visits, and day care. Your pet gets real attention plus plenty of updates and photos while you're away. I treat every animal like my own. I have a large yard where dogs get plenty of supervised outdoor time, plus a dog park just a 3-minute walk away for extra play and socializing. Dogs are never left unattended outside, and I keep a close eye on every pup in my care.

Sitter Profile Image: Rachel G.
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Rachel G.
Star Sitter
$73
total per night
4.9 out of 5 stars
• 11 reviews
3 repeat clients
4 years of experience
North Attleborough, MA, 02760

“Rachel was a wonderful sitter for our dog Moose. She took the time to do a meet and greet prior to watching him, was great at communicating during the visit, and sent lots of sweet pictures.”

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Jaclyn F.
Sitter Profile Image: Casey B.
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Casey B.
$111
total per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Medway, MA, 02053

“Casey has watched Darcy three times now and has been perfect each time. She is a great sitter!”

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Beth F.
Sitter Profile Image: Caitlin L.
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Caitlin L.
$89
total per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
6 years of experience
Walpole, MA, 02081

“I really felt comfortable having Caitlin care for my sweet pup today. She was punctual, attentive and bonded quickly with Oliver. They spent time outdoors, and he got lots of his favorite belly rubs.☺️ I will definitely contact Caitlin again when the need arises.”

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Lisa G.
Sitter Profile Image: Tina A.
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Tina A.
$95
total per night
4.8 out of 5 stars
• 20 reviews
8 repeat clients
20 years of experience
Canton, MA, 02021

“Tina was great! My dog was a bit sick and she took good care of her. Tina is an upbeat person which I think was fun for Ruby! Tina communicates well. I have already booked her again. Highly recommended!”

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Christie M.
Sitter Profile Image: Nicole A.
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Nicole A.
Star Sitter
$89
total per night
5.0 out of 5 stars
• 24 reviews
12 repeat clients
9 years of experience
Upton, MA, 01568

“Nicole did an excellent job watching our dog, Hazel, overnight. We were very pleased with her care and professionalism. She arrived on time, communicated with us throughout her stay with Hazel and sent pictures that gave us peace of mind while we were away. It was clear that Hazel was well cared for and comfortable, and we truly appreciated Nicole's reliability and attention to detail. We are so happy to have found Nicole and will definitely have her watch Hazel again in the future. Highly recommended!”

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Christine H.
Sitter Profile Image: Sarah A.
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Sarah A.
$111
total per night
12 years of experience
Norfolk, MA, 02056

About: I've had pets my entire life and feel very comfortable with them! I grew up cat sitting for my neighbors, family and friends. Any cat or dog I've met I love like my own! I would love to take care of your pet- young, old, big and small! I currently work a full-time job but work from home three days a week. I am available for an hour between 8-5 and am free any time after 5pm! I am in office on Tuesdays and Wednesdays, so I am free after 5pm on those days. Weekends are pretty flexible! I will provide your pet with cuddles, pets, feedings and groom them regularly! I will take your pup for walks and have play time to get their energy out so they can take a solid nap while you're out of the house! I will spoil your cat or dog with lots of attention so they don't miss you too much!

Sitter Profile Image: Caroline D.
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Caroline D.
$84
total per night
4 years of experience
Medway, MA, 02053

About: I have been providing in-home pet care for over 4 years now, with plenty of experience walking, caring for, and loving dogs. I have administered medicine, and am cpr and first-aid certified. I currently have 1-2 daily walks scheduled everyday Monday-Friday, and am looking to add up to 6 walks everyday! I’m hoping to have breaks between every 2-3 walks in order to care for any pet I am currently caring for in-home. I will always meet you and your pet(s) before any one on one care to ensure that we are a perfect match! Your pet’s comfort and happiness is my top priority.

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The median cost per night for house sitting in Medway is $63

Pet parents share their Rover experiences - Medway

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5.0 out of 5 stars

Erin was wonderful! She provided fun photos and updates throughout her stay with our dogs. We are thrilled to have to have found her and will definitely ask her to stay with our dogs again.

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Bruce J.
House Sitting
5.0 out of 5 stars

Eliza stayed at our house with our dog for 6 days. We have a sweet dog who is reactive with other dogs and she really put our mind at ease knowing it was her who was there with him while we were away. Eliza is a great communicator, very professional, approachable, and highly qualified. We will definitely book her services again and highly recommend her to anyone interested in quality pet care that puts your mind at ease!

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Anne B.
House Sitting
5.0 out of 5 stars

Another great experience with Julia! She takes such amazing care of Eddie and provides detailed updates with pictures!

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Tali A.
House Sitting
5.0 out of 5 stars

Brenda was amazing and did a great job with my two pups. Would definitely book her again in the future😊

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Dorinda H.
House Sitting
5.0 out of 5 stars

Kyla is amazing. She treats our pups as if they were her own. We love having her stay with our pups!! Highly recommend!!

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MOLLY D.
House Sitting
5.0 out of 5 stars

Cathy watched 2 dogs at our house over the Christmas holiday-she was very reliable and was a great companion to the dogs- we would definitely use her services again!!

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Kevin C.
House Sitting
5.0 out of 5 stars

Heidi was great - cost effective and communicative. George was happy and healthy when I returned from my trip.

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Haley V.
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 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 - Medway

Select a filter and find qualifying sitters offering house sitting.

Sitters in Medway average 4
repeat house sitting clients

FAQs for House Sitting - Medway

Frequently asked questions about Rover

The average cost of House Sitting in Medway is $72 per night as of October 2026. Most bookings cost between $36 and $89 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 6,663 sitters on Rover offering House Sitting across Medway. 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 Medway 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 Medway 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 Medway 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 Medway. On Rover:

  • 87% of sitters can help with special care needs
  • 91% 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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