House Sitting Medway

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

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Over 104
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
82 reviews
24 repeat clients
20 years of experience
Franklin, MA, 02038

Erin was a Godsend for us. We needed a pet sitter for our dog Millie at the last moment and she saved the day. Erin is a very friendly and warm person who loves animals and Millie got along with her immediately. Would definitely use her again.

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Brad H.
Sitter Profile Image: Eliza G.
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Eliza G.
Star Sitter
$56
total per night
5.0 out of 5 stars
7 reviews
3 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: Kyla R.
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Kyla R.
$67
total per night
5.0 out of 5 stars
33 reviews
7 repeat clients
8 years of experience
Medway, MA, 02053

We were very pleased with Kyla’s services… She kept us updated with text messages and photographs throughout the day, which made us feel very much at ease… I would highly recommend her.

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Cheryl S.
Sitter Profile Image: Becki C.
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Becki C.
Star Sitter
$119
total per night
5.0 out of 5 stars
39 reviews
18 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: Sophia C.
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Sophia C.
Star Sitter
$100
total per night
5.0 out of 5 stars
12 reviews
5 repeat clients
5 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: Jeffrey M.
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Jeffrey M.
$66
total per night
5.0 out of 5 stars
20 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: Kiley D.
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Kiley D.
Star Sitter
$45
total per night
5.0 out of 5 stars
100 reviews
20 repeat clients
10 years of experience
Franklin, MA, 02038

Thank you, Kiley, for taking such good care of our pets and home (and plants!) while we were away on vaca! We appreciated the photos and video you sent. We’d recommend Kiley to anyone looking for in home pet sitter. We’re pretty sure our three lets (2 cats and dog) would too.

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

Breanna is a great sitter! As Rover newbs, we were a bit unsure on how to proceed through the interview and booking process, but she helped us through it all. She is very professional, and definitely knows her stuff! We would not hesitate to book another stay!

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

Salina was amazing! She watched my highly dramatic Frenchie, Sassy Cat and my little old lady Cat for nine days. I could not be more thankful for the care that she gave them. She was excellent at communicating. She made me feel comfortable, knowing that while I was away, everyone was being taken care of. When we got home, I had three happy animals and my house was immaculate.

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Lisa G.
Sitter Profile Image: Stephanie D.
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Stephanie D.
$73
total per night
5.0 out of 5 stars
10 reviews
5 repeat clients
30 years of experience
Medway, MA, 02053

Stephanie was a great sitter. The dogs enjoyed her and she kept great care of them and the house. She updated us everyday. She was great

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Bryce R.
Sitter Profile Image: Cassandra M.
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Cassandra M.
Star Sitter
$84
total per night
5.0 out of 5 stars
24 reviews
10 repeat clients
8 years of experience
Bellingham, MA, 02019

We had just gotten our puppy and needed a sitter to watch him two days later. Cassie was fantastic; she had no issues watching him in our home and was even nice enough to bring him back to her home where she has a fenced in backyard! She provided photos and updates throughout the day and we will definitely book her again!

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Bridget N.
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: 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

We are so lucky to have found Julia! Another great stay for Eddie! She is always quick to respond to messages and keeps us updated throughout the entire stay. We know Eddie is in good hands when Julia is with him!

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Tali A.
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: Audrey F.
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Audrey F.
$89
total per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Wrentham, MA, 02093

Audrey was wonderful with our dog, Roux. We had never left her with anyone besides family before, and were a little nervous. Audrey made sure she was comfortable, and felt safe and loved while we were on vacation. She sent us pictures whenever we needed them, because we missed her since we had never been away from her for so long before. We came home to a very happy dog! We would highly recommend Audrey.

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Mike C.
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.

Sitter Profile Image: Carley L.
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Carley L.
Star Sitter
$62
total per night
5.0 out of 5 stars
14 reviews
4 repeat clients
10 years of experience
Riverside, North Smithfield, RI, 02896

Carly was AMAZING! It was our first time having a pet sitter stay in our house and it was for an extended period of time. Finding a reliable and trustworthy sitter was my main concern for our trip, but Carley alleviated all of my concerns. She sent regular photos and updates, and we came back to our home in perfect condition. All of the animals love her and I already have her booked for our next trip!

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Emily M.
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 is amazing with our dogs and our house! She is truly a special sitter and you’d be lucky to have her! She took very good care of our two pups while we were out of town for almost 2 weeks. She diligently cared for them and also watched over our house! On top of that, she’s a wonderful person and we highly recommend her!

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Suzanne L.
Sitter Profile Image: Elizabeth H.
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Elizabeth H.
$78
total per night
5.0 out of 5 stars
6 reviews
2 repeat clients
3 years of experience
Franklin, MA, 02038

About: I grew up around dogs and cats ,and currently have four of my own! For the past three years, I have been a primary dog sitter for multiple families with animals, ranging in age and needs. Sometimes it’s best to leave our senior friends at home not to worry I have plenty of experience with a variety of medicines and special needs! Don’t forget your favorite, furry feline. I love cats for their sass and attitude! I have completed many beginner, obedience courses, and can help you and your family train a well mannered walker! I am currently enrolled in virtual school with extremely flexible hours and location! While I am home the majority of the day, there are times when I leave for athletics. I walk all animals on leash at all times unless in a fenced area such as a fenced backyard or dog park. I always make sure to bring water on a hot day!

Sitter Profile Image: Madonna M.
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Madonna M.
$83
total per night
5.0 out of 5 stars
10 reviews
1 repeat client
15 years of experience
Plainville, MA, 02762

About: I have loved and cared for dogs for over 30 years. I have taken care of other peoples pets for over 10 years. I love to interact with animals and provide exceptional general care ❤️🧡🏳️‍🌈 I am pretty flexible and available unless already booked through my other house sitting services. We can find a time that works! for a meet and greet. It would be your home, they would get to remain comfortable and free of exposure to other animals with a variety of issues from a loving and kind professional.

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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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  • 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

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  • Reservation protection

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

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

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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 July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of July 2026, there are 6,820 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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