House Sitting Medway

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

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Over 111
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%.

1 / 1
Sitter Profile Image: Eliza G.
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Eliza G.
Star Sitter
$56
total per night
5.0 out of 5 stars
9 reviews
5 repeat clients
6 years of experience
Medway, MA, 02053

I had an amazing experience with my dog and pig sitter, Eliza, who stayed at my home for over a week. She took exceptional care of both my dog and pig, and I came home to animals that were clearly happy, relaxed, and well-loved. Eliza made sure both animals received their medicine (rolling with the punches because Buddy got an infection right before we left so it was an added responsibility she took on in stride) Eliza was incredibly thoughtful and sent regular photo updates, which gave me so much peace of mind while I was away. It was clear from the pictures and her communication that my pets were getting real attention, not just basic care. She was also very communicative and responsive whenever I had questions, which made everything feel easy and stress-free. My dog Buddy clearly bonded with her during the stay, he actually seemed a little sad when Eliza left, buddy went to the room she stayed in when we got home from our trip 😂 before sleeping where he usually. Highly recommend I would trust Eliza again without hesitation and highly recommend her to anyone looking for a reliable, caring, and attentive pet sitter.

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Farrah G.
Sitter Profile Image: Erin H.
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Erin H.
Star Sitter
$89
total per night
5.0 out of 5 stars
83 reviews
27 repeat clients
20 years of experience
Franklin, MA, 02038

Erin is the absolute perfect fit for our pets who loved their weekend with her. She really went out of her way to send us updates and pictures throughout the weekend, which was great for us. this is our first time using Rover and leaving our pets in our new home while traveling across the country; Erin made this experience so great for us! We are very thankful to have found her!!!

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Jayna F.
Sitter Profile Image: Julia R.
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Julia R.
$84
total per night
5.0 out of 5 stars
40 reviews
14 repeat clients
7 years of experience
Medway, MA, 02053

Julia was wonderful to sit with my pups on short notice, and took great care of them. She asked all about them and their habits and gave lots of TLC. Thank you, Julia!

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Nan A.
Sitter Profile Image: Salina B.
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Salina B.
$73
total per night
5.0 out of 5 stars
64 reviews
18 repeat clients
36 years of experience
Holliston, MA, 01746

Salina was so sweet to our little fur baby! She was extremely friendly and reliable! She took great care of our dog and our home while we were away. Will definitely look to book her again in the future!

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Allison G.
Sitter Profile Image: Kyla R.
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Kyla R.
$67
total per night
5.0 out of 5 stars
34 reviews
7 repeat clients
8 years of experience
Medway, MA, 02053

Kyla cared for our two very active and needy Brittanys while we were gone for four days. She was wonderful with them and great at letting us know how they were doing. We highly recommend Kyla.

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Christopher S.
Sitter Profile Image: Sophia C.
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Sophia C.
Star Sitter
$100
total per night
5.0 out of 5 stars
17 reviews
5 repeat clients
6 years of experience
Franklin, MA, 02038

Sophia stayed with our three pups during the blizzard week. Not only were our fur babies well cared for, she did an outstanding, above and beyond job caring for our home. We would absolutely have her come stay again! Highly recommend.

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Pamela L.
Sitter Profile Image: Becki C.
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Becki C.
Star Sitter
$119
total per night
5.0 out of 5 stars
41 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: Christina B.
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Christina B.
$32
total per night
1 year of experience
Franklin, MA, 02038

About: I have loved dogs and animals in general for my entire life. Right now, I work at Buddy's Doggie Daycare in Norfolk MA, and I love it, but I am looking for more one on one experience with a dog. At Buddy's my job is to watch the dogs and interact with them. Another part of my job is to protect the dogs in case of a fight breaking out. I have learned to think and act quick in those kinds of situations. When something like that happens, you step in quickly and it was scary at first, but I love and care about the dogs so much it doesn't matter to me if I get a little hurt, as long as the dogs are okay, I am happy. At Buddy's there are dogs of all ages and sizes, so I am used to being around them. Growing up I was known for my love of animals. My Aunt has a dog and whenever they go on a trip they ask me to dog sit her. I love walking her and taking care of her. I was never able to have a dog growing up because my dad and sister are allergic. I want to give every dog I can the love they deserve. Before I worked at Buddy's I worked at Pet Supplies Plus in Franklin MA. There I learned some basic needs of dogs and how to take care of them in an at home setting. I worked there for 2 years until I moved on to Buddy's, Currently I am working full time, but I am working on clearing my schedule, so I have plenty of time to work and care for your dogs!! I don't go to school or have any other obligations other than my current job. Depending on what your dog and home is like, I will make sure they have a great and safe time with me. If there is no fenced in yard we can play inside or go for a nice walk. And if your pup is older and needs more down time we can go for drives and get him/her a little treat. No matter what the setting is, I will make sure your dog is safe and happy as can be!

Sitter Profile Image: Breanna H.
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Breanna H.
Star Sitter
$67
total per night
5.0 out of 5 stars
270 reviews
86 repeat clients
8 years of experience
Bellingham, MA, 02019

Absolutely no complaints! My dog is a bit... special. He is a 100lb German Shepherd who has high energy, doesn't know his size, and has some special needs. Breanna was able to give him his meds with no problem and handle his quirks. Will definitely use her again!

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Tracey D.
Sitter Profile Image: Kiley D.
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Kiley D.
Star Sitter
$45
total per night
5.0 out of 5 stars
103 reviews
22 repeat clients
10 years of experience
Franklin, MA, 02038

Kiley was great with our 13 year old lab! She came over prior to meet him and kept us updated with a note, as well as pictures. Would definitely recommend!

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Kate B.
Sitter Profile Image: Stephanie D.
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Stephanie D.
$84
total per night
5.0 out of 5 stars
11 reviews
5 repeat clients
30 years of experience
Franklin, MA, 02038

Stephanie is so amazing with our cat. She keeps us up to date on how he is doing with lots of photos and excellent communication.

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Jennifer O.
Sitter Profile Image: Donna L.
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Donna L.
Star Sitter
$56
total per night
5.0 out of 5 stars
29 reviews
5 repeat clients
50 years of experience
Westwood, MA, 02090

Donna did a good job taking care of Tashi under fairly difficult circumstances, including a snowstorm and a dog who was reluctant to cooperate at first. She sent pictures every day and kept us updated on how he was doing. Will use Donna again in the future.

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Kathy C.
Sitter Profile Image: Laura J.
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Laura J.
$56
total per night
5.0 out of 5 stars
5 reviews
8 years of experience
Franklin, MA, 02038

Laura was easy to work with and was very patient with our energetic terrier. She kept in touch while we were away to let us know that everything was going well, and she frequently sent us pictures and videos. We will definitely hire her again next time we are away.

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Gretchen D.
Sitter Profile Image: Samantha L.
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Samantha L.
Star Sitter
$95
total per night
5.0 out of 5 stars
58 reviews
23 repeat clients
6 years of experience
Dover, MA, 02030

Sam did a great job looking after our kitties while we were away for the weekend. She's been so great for drop-ins, but this is the first time we've ever had someone stay overnight with them. One of our kitties is particularly attached to us and gets anxious when he's alone, even with his sister around, so Sam made him feel more comfortable and confident while we were away. She had great communication and made sure to send over photos each day. We would definitely book with her again!

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Taryn G.
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. He was attentive, friendly, followed directions and gave us timely updates. Our cat has some special needs due to his age and health and it didn't phase Jeff in least -- he has an older cat of his own and he knows how to work with cats. Please don't hesitate to contact him for your cat's needs.

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Dan P.
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: 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: Nicholas D.
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Nicholas D.
$58
total per night
5.0 out of 5 stars
2 reviews
10 years of experience
Foxborough, MA, 02035

Nick was fantastic kept us up to date and pictures for his overnight stay !

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Richard R.
Sitter Profile Image: Cassandra M.
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Cassandra M.
Star Sitter
$84
total per night
5.0 out of 5 stars
27 reviews
10 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: Isabell M.
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Isabell M.
$67
total per night
5.0 out of 5 stars
49 reviews
22 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.
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The median cost per night for house sitting in Medway is $60

Pet parents share their Rover experiences - Medway

1 / 1
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

We are repeating with Erin as our pet sitter for our 3 year old Shih Tzu. She is amazing. Very communicative with videos or pictures every day and an update on his lush life. He was happy and healthy and so loved in our absence. We are very lucky to have had Erin again.

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Candice C.
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

I had an amazing experience with my dog and pig sitter, Eliza, who stayed at my home for over a week. She took exceptional care of both my dog and pig, and I came home to animals that were clearly happy, relaxed, and well-loved. Eliza made sure both animals received their medicine (rolling with the punches because Buddy got an infection right before we left so it was an added responsibility she took on in stride) Eliza was incredibly thoughtful and sent regular photo updates, which gave me so much peace of mind while I was away. It was clear from the pictures and her communication that my pets were getting real attention, not just basic care. She was also very communicative and responsive whenever I had questions, which made everything feel easy and stress-free. My dog Buddy clearly bonded with her during the stay, he actually seemed a little sad when Eliza left, buddy went to the room she stayed in when we got home from our trip 😂 before sleeping where he usually. Highly recommend I would trust Eliza again without hesitation and highly recommend her to anyone looking for a reliable, caring, and attentive pet sitter.

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Farrah G.
House Sitting
5.0 out of 5 stars

Clara was such an amazing caretaker for our senior dog, and she was respectful of our house during her stay. Our dog is anxious and has some medical needs, and Clara handled it all beautifully. We are so grateful to have left our dog in such great hands while we were away. We will definitely reach out to her for future dog sitting needs!

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Sonia R.
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

Excellent dog sitter. Lindsey was very accommodating , and was able to meet with our dogs a few days before we had actually book to make sure everyone got along. Took great care of our dogs and house as well. Will definitely book again.

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Garrick W.
House Sitting
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Meet local sitters who will treat your pets like family

  1. 1. Search

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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 for House Sitting in Medway on Rover is $72.15 per night (as of August 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 August 2026, there are 6,747 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 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 Medway. On Rover:

  • 92% 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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