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: Kiley D.
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Kiley D.
Star Sitter
$45
total per night
5.0 out of 5 stars
96 reviews
20 repeat clients
10 years of experience
Franklin, MA, 02038

Kiley took fabulous care of our dog, two cats, and home! She was incredibly communicative and thoughtful with her messages. She left our home in wonderful shape after house-sitting for a few days and concluded her stay with a photoshoot of all our little fur babies. Thank you, Kiley!

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Jordan T.
Sitter Profile Image: Cassandra M.
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Cassandra M.
Star Sitter
$67
total per night
4.9 out of 5 stars
20 reviews
8 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: Sophia C.
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Sophia C.
Star Sitter
$95
total per night
5.0 out of 5 stars
6 reviews
4 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: Salina B.
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Salina B.
$62
total per night
5.0 out of 5 stars
63 reviews
18 repeat clients
36 years of experience
Holliston, MA, 01746

Salina is the best dog sitter we’ve ever had. She takes the best care of our elderly dog and quickly built a close bond with our shy girl. Salina is quick to respond and send photo updates often. We couldn’t be happier with her services. Look no further then Salina when considering a dog walker/sitter.

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

Bre was fabulous!!! She made leaving my dogs for the first time with a rover sitter so easy and stress free. She sent pics and updates frequently cuddling with my dogs so I knew they loved her. And even put up with my very high energy puppy. She left the house clean and just as we left it. She’s coming back next weekend to watch them again and I’m so happy to have found someone I trust with my babies.

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Allie J.
Sitter Profile Image: Haylie V.
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Haylie V.
$76
total per night
5.0 out of 5 stars
20 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: Donna L.
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Donna L.
$56
total per night
5.0 out of 5 stars
26 reviews
4 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: Sophia B.
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Sophia B.
$23
total per night
5.0 out of 5 stars
2 reviews
2 repeat clients
10 years of experience
Milford, MA, 01757

About: I’ve grown up surrounded by dogs and cats. I have always been involved in pet care, as early as 9 years old by feeding my family cats and walking my dogs. I have experience with diabetic dogs, giving them their shots. I also have experience with anxious dogs, especially ones that come from troubled pasts. I am a college student currently home for the summer so I have plenty of time to devote to taking care of your pups or cats! I am experienced with dogs that tug on leashes or aren’t exactly well trained. I am good at reading dogs’ emotions and giving them what they need. I am also detail oriented and will make sure to follow any instructions left for me to the T.

Sitter Profile Image: Audrey L.
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Audrey L.
Star Sitter
$56
total per night
5.0 out of 5 stars
9 reviews
4 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: Isabell M.
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Isabell M.
$67
total per night
5.0 out of 5 stars
37 reviews
19 repeat clients
10 years of experience
Norfolk, MA, 02056

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

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Michelle F.
Sitter Profile Image: Laura J.
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Laura J.
$56
total per night
5.0 out of 5 stars
4 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: Becki C.
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Becki C.
Star Sitter
$119
total per night
5.0 out of 5 stars
39 reviews
17 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: Brenda S.
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Brenda S.
$73
total per night
35 years of experience
Medway, MA, 02053

About: I have been an animal lover since I was born and a veterinarian for the past 20 years. I will provide expert, loving care for your pets. I am currently working a flexible part time job so I have lots of time to care for your pets. I am available for visits and overnight stays. I am available to stay in your home and care for your pets so that they can stay in their usual, comfortable environment. I can also help with watering plants, and any other chores you may have.

Sitter Profile Image: Kyla R.
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Kyla R.
$67
total per night
5.0 out of 5 stars
29 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: 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: 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 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: Cathy K.
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Cathy K.
$100
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: Caroline D.
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Caroline D.
$78
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: Julia F.
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Julia F.
$126
total per night
5.0 out of 5 stars
11 reviews
4 repeat clients
6 years of experience
Medway, MA, 02053

About: I have experience working as a dog handler at a doggy daycare for 3 years. I had several responsibilities observing and assessing behavior patterns in dogs, exercising dogs as needed and utilizing various dog-training techniques to correct problematic behaviors. Ever since my beloved lab passed away about 5 years ago I knew I wanted to continue caring and working with animals. I believe every dog deserves the proper care and affection it deserves and I am receptive and flexible to fulfill your dog(s) needs. Please note my daily rate is based on proximity to my location. RATE MAY VARY DUE TO TRAVEL DISTANCE LOCATED IN BRIGHTON / MEDWAY MA I am flexible to take care of your pet(s) 7 days a week:) I am flexible if it’s a last minute kinda thing or urgent. I’ve taken care of family/friends pets before and what I typically do before I arrive is ask the parents to leave a note or text me a general to-do list, meal prep or any safety concerns I should know about their dog. Once I do my general greeting with your dog I will do the services that I offer as well as keep the parents updated about their dog and express any behavior patterns or health concerns.

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.
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Over 114
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

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

Kyla is always responsible, communicative, professional, and respectful! We are so lucky to have found her!

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Lane W.
House Sitting
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

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
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Find pet care near you

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 Jun 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 Jun 2026, there are 5,624 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.