House Sitting Medway

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

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Over 93
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: Jeffrey M.
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Jeffrey M.
$66
total per night
5.0 out of 5 stars
• 24 reviews
5 repeat clients
50 years of experience
Walpole, MA, 02081

“Jeff was so kind and took great care of our two cats while we were away for the holiday weekend. Our girls can be very timid and they warmed up to him no problem. He came over and met with us on short notice, and was very professional. Highly recommend his services to anyone. Thanks again!!”

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

“Becki did a great job taking care of Sonny and my house. Seeing Sonny feeling safe and comfortable while I was away allowed me to better enjoy my trip.”

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Joe D.
Sitter Profile Image: Breanna H.
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Breanna H.
Star Sitter
$78
total per night
5.0 out of 5 stars
• 276 reviews
89 repeat clients
8 years of experience
Bellingham, MA, 02019

“Breanna was amazing. I’ve searched for years for a good dog sitter and am so happy to have found her. My dogs were happy and well cared for - she did a photo check in with us every day that we were gone. And our house was in perfect shape when we got home. Breanna is the best!”

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Amy B.
Sitter Profile Image: Connor l.
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Connor l.
$36
total per night
1 repeat client
8 years of experience
Norfolk, MA, 02056

About: I've been walking my dogs my whole life; I've had an Akita, two Shiba Inus, and one husky mutt (all raised from puppies). I have dealt with all of the care required. I've taken care of many of my family and friend's pets as well as worked at a dog day care "3 muttskateers" for half a year. Im currently interning at a nearby studio and would love to spend some of my free time walking or checking in on dogs. I live near Leicester and am willing to make drives to spend time with your furry friend. I am very patient with dogs, allowing them to take the time they need to do what they need to do. I am aware that most dogs have boundaries, and just because they are showing them does not make them badly behaved at all. If instructed, I also have a lot of experience being stern.

Sitter Profile Image: Cassandra M.
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Cassandra M.
$84
total per night
5.0 out of 5 stars
• 32 reviews
11 repeat clients
8 years of experience
Bellingham, MA, 02019

“Cassie was great with our dogs and cats. She sent the greatest pictures of the pets, which made us smile! She was great to work with and we'll hire her again.”

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Maria G.
Sitter Profile Image: Lila N.
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Lila N.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 25 reviews
8 repeat clients
8 years of experience
Franklin, MA, 02038

“Lila was great, gave never used a service like this, Bear liked her right away. And the pic we got while sitting at graduation made us feel soooo much better!”

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Lisa E.
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! She kept me updated on how Fenway was doing and texted me any questions she had while watching him. She also sent me a picture while dog sitting. When we got home Fenway was happy! We look forward to having Haylie dog sit again!”

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Casey P.
Sitter Profile Image: Salina B.
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Salina B.
$111
total per night
5.0 out of 5 stars
• 65 reviews
18 repeat clients
37 years of experience
Westwood, MA, 02090

“Salina was very responsive and kept us well informed of the happenings while we were away. She maintained and kept the house clean and tidy while making sure that our kitty was well cared for and felt like she had a companion with her during our absence. We will definitely be booking with Salina again!”

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Kirsten S.
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: Halle C.
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Halle C.
$167
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: Taylor A.
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Taylor A.
$36
total per night
3 years of experience
Blackstone, MA, 01504

About: i have had dogs my whole life, i work at a vet and am an aspiring vet tech! i love to be around animals and tend to get along well with them! i work everyday except for sunday monday and Wednesday! any of those days id be happy to walk your pup or after 3pm other days! i have 2 dogs at home but would prefer to take care of your dog in your home as i do have 1 reactive dog in my home!

Sitter Profile Image: Dana C.
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Dana C.
$89
total per night
15 years of experience
Milford, MA, 01757

About: I've spent more than 5 years as a licensed pet groomer, building strong relationships with dogs and their owners. I'm certified through the National Dog Groomers of America and skilled in full grooming, bathing, and nail care for all breeds. I take time to learn each dog's unique personality so they feel safe and comfortable in my care. Happy to provide house-sitting with the added benefit of professional grooming experience. I know that pet care needs don’t always follow a schedule, which is why I offer flexible availability, including weekends and holidays. I’m happy to consider last-minute requests whenever my schedule and travel distance allow. My goal is to make finding reliable care for your pets as easy and stress-free as possible! N/A to my household. More focused on home ownerships rules and in case of emergency I would have instructions to contact the owners veterinary clinic and depending on the situation I am certificated in K9 CPR.

Sitter Profile Image: Rebecca P.
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Rebecca P.
$119
total per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
8 years of experience
Norfolk, MA, 02056

About: From neighbors to strangers, I’ve cared for other people’s pets for some time now. I love animals so much. Long walks cure my soul so having a dog by my side makes it even better!! I attended the Norfolk Aggie in Walpole for high school, so I’ve been around many different types of animals. It’s my passion to care for animals and make them happy! I currently work part time picking up shifts, so my schedule is very flexible. I do attend college courses but won’t be for the summer! I provide fur friends with regular exercise, a safe environment, consistent routines, necessary grooming, AND I always adhere to the specific needs and instructions provided by the pet owner!

Sitter Profile Image: Jenna M.
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Jenna M.
$106
total per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Hopedale, MA, 01747

“Jenna was terrific with my two Golden Retriever dogs, taking them for walks, feeding them and playing with them. They seemed very sad to see her leave after two days. Will definitely reach out again when they need sitting.”

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Aditi J.
Sitter Profile Image: Autumn B.
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Autumn B.
$39
total per night
5 years of experience
Framingham, MA, 01702

About: I have had dogs my whole life. I have taken care of all of my dogs since I can remember, but have also dogsitted for other peoples dogs as well. I am very energetic so I love to play, take dogs on walks, and meet to any of their needs! I am currently a full time student at Framingham State University, but I am able to have my car on campus, I have breaks throughout the day and early ending classes, so I am able to be flexible! I am unable to have pets come to my home, as I live in a dorm, but I am fine with an overnight stay on the dates I am available.

Sitter Profile Image: Lindsay D.
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Lindsay D.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 30 reviews
13 repeat clients
13 years of experience
West Roxbury, Boston, MA, 02132

“After using Rover for the past 6 years with multiple different overnight sitters for our doodle, we had our best experience ever with Lindsay. She is by far the most professional sitter we have ever had. She stayed for four nights, starting relatively early on day 1 and ending relatively late on day 5. We received updates in the mornings and at night along with photos and videos. When we got home, the sheets were washed and the best was made, the house was spotless, and our dog was happy and well cared for. I would highly recommend Lindsay.”

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Caroline B.
Sitter Profile Image: Elsa S.
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Elsa S.
$36
total per night
5.0 out of 5 stars
• 1 review
1 repeat client
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: Tia M.
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Tia M.
$23
total per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
8 years of experience
Millis, MA, 02054

About: Hey there! I’m Tia, your friendly neighborhood pet sitter! 🐾I’m all about sun, nature, and furry fun! While I may not have professional pet care credentials, I've got a heart full of love and a lifetime of experiences with pets. From rescuing a cat named Kai and a pup named Marlo while working abroad in China to growing up surrounded by five golden retrievers (Luna, Marlin, Millie, Meadow, and Pheebs) and few tuxedo cats (Coco, Lola, Mary and Bocce) back home, animals have always been my passion. When your pets are with me, they are my top priority. Whether it's thrilling walks, adventurous hikes, or lazy rainy days, I'm all in for making every moment memorable. And when it's time to unwind, you can bet we'll be kicking back together, soaking in the good vibes. Let me be your pet’s partner-in-paws, and together, we’ll make tails wag and hearts happy! 🌟 Pet care fits seamlessly into my daily and weekly routine, especially now as I'm actively seeking employment. While I'm on the hunt for the perfect job, my schedule is wide open, allowing me to dedicate all my time and attention to your furry friends. Whether it's early morning walks, midday playtime, or evening snuggles, I'm flexible and ready to accommodate your pet's needs. Plus, since I'm actively looking for opportunities to help out, you can count on me to be fully committed to your pet's well-being every step of the way. Your pet's happiness and comfort are my top priorities, and I'm here to ensure they receive the love and care they deserve while you're away. Safety, trust, and comfort are my top priorities when caring for pets, whether in my home or yours. I tailor my care to each pet’s needs, providing a stimulating environment and plenty of love and attention. You can trust that your pet will be in good hands with me.

Sitter Profile Image: Yusi X.
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Yusi X.
$100
total per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
10 years of experience
Norwood, MA, 02062

“She provided the best service for our dogs! They loved her, and I felt they were safe and cared for while I was away. She regularly checked in with photos and messages. I would book her again in a heartbeat!”

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Liz D.
Sitter Profile Image: Marcy G.
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Marcy G.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
11 years of experience
Newton, MA, 02458

“Marcy was a terrific sitter for Jasper! She took great care of him as well as our house while we were away. Marcy was a good communicator with us, sending us daily pics and updates, and she matched Jasper's vibe perfectly. I'd be happy to have her sit with him again!”

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Ai-Li L.
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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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  • 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?

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    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.
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Popular requests for house sitting - Medway

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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 November 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 November 2026, there are 6,588 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 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 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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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:

  • 86% 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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