House Sitting in Medway

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

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Top rated Medway house sitters

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: Cassandra M.
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Cassandra M.
Star Sitter
$67
total per night
4.9 out of 5 stars
13 reviews
6 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: Becki C.
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Becki C.
Star Sitter
$104
total per night
5.0 out of 5 stars
34 reviews
16 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: Cathy K.
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Cathy K.
$73
total per night
5.0 out of 5 stars
13 reviews
2 repeat clients
20 years of experience
Medway, MA, 02053

Cathy did a wonderful job taking care of our dog, Ruthie. She stayed over at our house as we knew its where our dog would be more comfortable. Cathy took Ruthie on lots of walks during the day and the one morning Ruthie wouldn't pee on the walk, Cahty sent her son over to walk her at lunch time to make sure her needs were met. She was comfortable having the dog out on our electric fence and sent us just the right amount of updates and pictures. She is dependable, reliable, kind and you can tell is a lover of dogs and all animals. The house was just how we left it and she even put the sheets in the washing machine. We will definitely be using Cathy in the future.

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Alexandra R.
Sitter Profile Image: Salina B.
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Salina B.
$62
total per night
5.0 out of 5 stars
61 reviews
18 repeat clients
36 years of experience
Holliston, MA, 01746

Salina did an amazing job taking care of our almost 14 year old sassy and deaf dachshund Bella. Salina spent the week at our home while we went on vacation, and I cannot express what a wonderful job she did. It's not easy earning Bella's trust, but by the end of the week I believe they were best friends! Lots of cuddles and love! The pictures put my heart at ease, I could tell Bella was being lovingly cared for. Salina had to also deal with a power outage for a day at our complex, and also some technical issues that came afterward, and communication was seamless. Also, our home was spotless on our return! Thanks Salina for everything!

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Cheryl R.
Sitter Profile Image: Laura J.
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Laura J.
$56
total per night
8 years of experience
Franklin, MA, 02038

About: I am CPR and animal care certified. I have also been a volunteer with many rescues over the past 10 years. In rescue, I specialize in socializing kittens and cats but have also taken on seniors with medical disabilities. I have trained puppies on basic commands. I have multiple years experience giving medications to dogs and cats. I am available for drop ins, walking, pack walks / hikes from 1pm to 10pm Monday through Friday and am available for all your pets needs on the weekends. Ideally I am available to walk your pup, let them out, feed them and take the on a nice hike if weather permits. Ideally for cats, I can feed them, clean the litter box, administer medication and socialize with them. However, I am open to boarding dogs as well if your dog is dog, cat and kid friendly. Please reach out to discuss. I have a fully fenced in yard if your dog is residing in my home. I will care for your pet as if they are my own and for me, my pets are my kids. I will provide safe, comforting, attentive care for your pet and respect your space when in your home. I will maintain a clean environment in your home and in mine. For basic walks or drop in visits, I will leave the home how I found it or better.

Sitter Profile Image: Selda A.
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Selda A.
$78
total per night
4.9 out of 5 stars
41 reviews
17 repeat clients
9 years of experience
Walpole, MA, 02081

Selda took great care of my dog and our home for the weekend! She took him on car rides and sent several pictures every day. I will definitely book her again in the future!

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Meghan D.
Sitter Profile Image: Audrey F.
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Audrey F.
$84
total per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Wrentham, MA, 02093

Audrey was excellent! She was great at communication and everything went to plan.

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Chris C.
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: Audrey L.
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Audrey L.
$56
total per night
5.0 out of 5 stars
1 review
2 repeat clients
10 years of experience
Norwood, MA, 02062

Audrey took great care of my dog, spent time playing with her, and made sure she got outside and exercised. She was also able to accommodate a same-day request when I was in a pinch, which was very helpful and much appreciated. Overall, a positive experience.

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Tina K.
Sitter Profile Image: Jeffrey M.
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Jeffrey M.
$73
total per night
5.0 out of 5 stars
20 reviews
4 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: Sophia C.
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Sophia C.
$95
total per night
5.0 out of 5 stars
3 reviews
1 repeat client
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: Haylie V.
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Haylie V.
$76
total per night
5.0 out of 5 stars
19 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: Mikaela L.
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Mikaela L.
$43
total per night
5.0 out of 5 stars
6 reviews
2 repeat clients
6 years of experience
Medway, MA, 02053

Mikaela did a great job watching our dogs. She provided lots of photos and videos of them playing in the yard and going for walks. She was very responsive and communicated well. Pups were happy when we returned. She also cleaned the sheets and towels she used which was very helpful.

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Jolanta M.
Sitter Profile Image: Stephanie D.
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Stephanie D.
$89
total per night
5.0 out of 5 stars
8 reviews
4 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: Kelly M.
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Kelly M.
$78
total per night
4 years of experience
Wrentham, MA, 02093

About: I have had dogs my whole life! I have had numerous jobs caring for and staying in homes to care for pets while families are away. I am currently available for quick visits or even longer stays! My schedule is very flexible at the moment, so I am happy to be of help where/when needed! I have two English Cream Golden Retrievers at home on an electric fence. Happy to discuss your home requirements when it comes to your pup!

Sitter Profile Image: Maria K.
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Maria K.
$56
total per night
5.0 out of 5 stars
3 reviews
10 years of experience
Central, Walpole, MA, 02071

About: I've dogsat for over 10 years! As an animal lover, I like to think of myself as a dog whisperer. You can ensure your pet will be well fed, picked up after, played with and filled with love. If your dog is active, I love dogwalking on long paths. I've sat small dogs like toy poodles to large dogs like akitas. Recently Ive started cat sitting, I've taken care of three cats at a time. I cannot for the opportunity to sit your lovely pet! I work from home on Tuesdays and Fridays so I can make time during the day to take care of your pet! I also have a flexible work hybrid schedule, so I can adjust my work days to accommodate for pet care. I am free on weekdays after 5:30pm or weekends! I make sure they are in a safe environment with toys laid out so they can play. I like to give them treats after a walk or after doing a trick! I've cooked for dogs, boiling chicken or eggs. I am happy to cook for your pet if needed or will stick to their pet food! I love to give plenty of cuddles and care!

Sitter Profile Image: Carolyn F.
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Carolyn F.
$173
total per night
4.9 out of 5 stars
83 reviews
31 repeat clients
40 years of experience
Sherborn, MA, 01770

Overall Carolyn did a great job. You can tell she loves what she does. My dog loved her and he was well taken care of. She did a good job with daily updates.

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Kimberly H.
Sitter Profile Image: Anna K.
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Anna K.
$95
total per night
5.0 out of 5 stars
35 reviews
11 repeat clients
15 years of experience
Norwood, MA, 02062

Anna was wonderful! Kind, responsive, and clearly our dogs adored her, which was a huge comfort to us while being out of town for several days. We can't wait to use her again, and I know the pups will miss her until then!

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

Halle was absolutely fantastic! Great communication and very caring. I would highly recommend her!

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Caroline S.
Sitter Profile Image: Kelsey I.
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Kelsey I.
$95
total per night
5.0 out of 5 stars
15 reviews
2 repeat clients
6 years of experience
Franklin, MA, 02038

Kelsey was amazing! We got so many updates of Bloo and we could tell Bloo was really comfortable with her! We will for sure be using Kelsey again in the future 🐾

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Alysha V.
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Over 112
pet parents in Medway have booked house sitting

Medway pet parents share their Rover experiences

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5.0 out of 5 stars

Erin was excellent. I have never had a person I didn't personally know house sit for us, and .... this lady is really wonderful! Met the nervous dog in advance, flexibly added a component of unanticipated chicken care at the last minute due to subzero temps. She was so communicative and kind. Going away just became so much easier and carefree thanks to her! ❤️

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Jessica S.
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

We can't say enough good things about Clara. She helped us out 3 times over the last month and watched Henri for a total of 16 days. Initially, Clara came by for a meet and greet. Then, she showed up on time, sent pictures, and kept us informed of Henri with texts and photos. Clara stayed at our house and left everything clean and tidy, as if she was never here! She also gave Henri his meds, as prescribed. Thank you, Clara!

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John S.
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
5.0 out of 5 stars

Kira stayed with my 3 dogs for the 1st time this weekend. I felt very comfortable leaving them and knowing they were in good hands. Kira kept in touch just enough to keep me informed, without distracting from my time away. We will definitely have her back again! Thank you, Kira ❤️

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Gina
House Sitting
5.0 out of 5 stars

Laura took great care of our dog Lilly while we were away. I was nervous to leave our dog with a new sitter, but Laura helped me feel more comfortable by doing two meet and greets prior to us leaving. Our dog can be shy and nervous around new people, and Laura was respectful of Lilly's feelings. She also provided pictures and updates each day while we were away.

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Matthew F.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Medway is $60

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 house 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.

Sitters in Medway average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Medway on Rover as of Apr 2026 was about $60 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Medway house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Apr 2026, there are 5,640 house sitters in Medway. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 84% of Medway house sitters respond in under an hour.

House sitters in Medway have an average of 14 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Medway.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Medway house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.