House Sitting Medway

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

Kiley is great as per usual, Callie loves her! She does frequent check ins, is always on time and communicated effectively. Our home is always cared for when we return and our puppy is always happy! Will rebook !

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Paige G.
Sitter Profile Image: Becki C.
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Becki C.
Star Sitter
$119
total per night
5.0 out of 5 stars
44 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: Stephanie D.
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Stephanie D.
$84
total per night
5.0 out of 5 stars
12 reviews
5 repeat clients
30 years of experience
Franklin, MA, 02038

Stephanie was absolutely wonderful with our dog! ❤️ She was so loving, caring, and attentive, and we could tell right away that he was in great hands. She did an amazing job keeping up with his usual routine and schedule, including his meds and she made sure to spend some time playing with him and giving him attention. We really appreciated how regularly she shared updates with us, and we especially loved receiving all the pictures—it gave us so much peace of mind while we were away. Most importantly, our dog was so happy and comfortable with Stephanie! It was clear that he truly enjoyed spending time with her. We would definitely recommend Stephanie to anyone looking for a trustworthy, caring, and reliable dog sitter. Highly recommended! 🐾❤️

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Pragya S.
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. 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: Anna K.
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Anna K.
$95
total per night
5.0 out of 5 stars
49 reviews
19 repeat clients
15 years of experience
Norwood, MA, 02062

Anna was great! She was so calm and comfortable with our anxious and high energy dog. She was very communicative and sent lots of photos throughout the stay. We would definitely have her look after our pup again!

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Ben K.
Sitter Profile Image: Julia R.
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Julia R.
$84
total per night
5.0 out of 5 stars
41 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: Breanna H.
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Breanna H.
Star Sitter
$67
total per night
5.0 out of 5 stars
271 reviews
86 repeat clients
8 years of experience
Bellingham, MA, 02019

Breanna was a huge help! She was able to accommodate me last minute as my sitter for the week fell thru. Communication was quick and easy, and her daily updates with pictures assured me that my pets were in great hands. My dog and 2 cats loved their time with her, and I would recommend her to anyone to care for their pets!

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Lauren C.
Sitter Profile Image: Lindsay D.
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Lindsay D.
Star Sitter
$45
total per night
5.0 out of 5 stars
11 reviews
9 repeat clients
13 years of experience
West Roxbury, Boston, MA, 02132

Lindsay was absolutely wonderful, and we couldn’t have asked for a better person to care for our pets and our home while we were away for an extended trip. From the very beginning, she stood out as incredibly thorough, experienced, and responsible. She took our meet-and-greet seriously, asked thoughtful and detailed questions, and made sure she understood our pets’ routines, personalities, needs, and all of the little details of caring for our home before we left. She was also exceptionally prompt in her responses and proactive in her communication. We never had to wonder how things were going or reach out repeatedly for updates; Lindsay took the initiative to keep us informed throughout the stay, which gave us so much peace of mind while we were traveling. Her communication made it very clear that she is an experienced sitter who understands how important it is for pet owners to feel connected and reassured while they are away. Throughout the stay, Lindsay gave us every confidence that our pets were happy, comfortable, and getting plenty of attention. It was obvious that she took the time to learn their individual routines and personalities rather than simply going through the motions. She was attentive to the details we had discussed and treated their care with the same level of thoughtfulness and responsibility she showed during our initial meeting. She was equally respectful and attentive with our home. We returned to everything clean, organized, and very well cared for, along with happy and relaxed pets. Coming home after a long trip and immediately being able to see how thoughtfully everything had been looked after was such a relief. Most importantly, Lindsay gave us genuine peace of mind from beginning to end. Her thoroughness, responsiveness, initiative, and clear experience made it easy to trust that our pets and home were in excellent hands. We are so grateful for the care she provided and would absolutely trust Lindsay to house sit for us again. We would recommend her without hesitation!

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Tiffany K.
Sitter Profile Image: Sophia C.
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Sophia C.
$78
total per night
4.8 out of 5 stars
8 reviews
1 repeat client
6 years of experience
Holliston, MA, 01746

We love Sophia & so do our dogs. She is easy to communicate with, kind, and responsible. We would definitely use her again!

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

From the beginning, the communication was clear and prompt. Sophia took the time to ask detailed questions about Roxies routine, feeding preferences, and any behavioral quirks. This level of attentiveness reinforced my confidence that my pup would be well cared for. During the sitting period, she sent regular updates and photos, which immediately put my mind at ease. It was clear that my dog was not just being looked after but was also engaged and having a great time. I appreciated this transparency, as it allowed me to enjoy my time away without any worries. Upon my return, my dog was happy and healthy, and I could tell that they formed a nice bond. Overall, the experience exceeded my expectations, and I would definitely recommend her dog sitting service to anyone in need of reliable and caring pet care.

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Stacia W.
Sitter Profile Image: Jenie J.
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Jenie J.
Star Sitter
$53
total per night
5.0 out of 5 stars
13 reviews
4 repeat clients
7 years of experience
Norwood, MA, 02062

Jenie is a rock star! She took phenomenal care of our sheltie Pepper. Super communicative, reliable, and trustworthy. She cared for Pepper for eight days and sent regular updates and photos, which gave us complete peace of mind while we were away. Jenie has our highest recommendations.

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Jayne K.
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
11 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: Bridget M.
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Bridget M.
$56
total per night
4.9 out of 5 stars
15 reviews
8 repeat clients
10 years of experience
Milford, MA, 01757

About: I’ve had dogs for as long as I can remember and have cared for farm animals my whole life. I’ve dog sat for a variety of breeds for neighbors as well as friends and family. I am dog sitting to make some extra money while I am putting myself through grad school so my schedule is flexible depending on your needs! I won’t be having any animals at my house as I have two dogs here already. They’re friendly but another animal would be too much for the house. I make sure I know the animals needs and any information relevant to caring for your pet!

Sitter Profile Image: Anna H.
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Anna H.
$73
total per night
5.0 out of 5 stars
57 reviews
30 repeat clients
10 years of experience
Milford, MA, 01757

Anna was patient, caring, and responsible. She was excellent with our nervous and reactive rescue pup Finny and very attentive to his needs. Highly recommend!!

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Sylvia H.
Sitter Profile Image: Rachel G.
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Rachel G.
$73
total per night
4.8 out of 5 stars
8 reviews
3 repeat clients
4 years of experience
North Attleborough, MA, 02760

Rachel was a wonderful sitter for our dog Moose. She took the time to do a meet and greet prior to watching him, was great at communicating during the visit, and sent lots of sweet pictures.

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

Donna was great. Prompt arrival and constant comma while we were away. She sent pictures and let us know Shirley was scratching her face likely due to anxiety. She treated our dog wonderfully and I would not hesitate to book again

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Chris L.
Sitter Profile Image: Isabell M.
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Isabell M.
$89
total per night
5.0 out of 5 stars
51 reviews
24 repeat clients
10 years of experience
Norfolk, MA, 02056

I highly recommend Isabell as a home dog sitter. She was a caring dog sitter who followed instructions and directions perfectly. Archie was completely loved and cared for during her visit and in addition - was completely trustworthy in our home - we also came home to a completely clean house. Thank you Isabell - we would like to use you again!

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Amy P.
Sitter Profile Image: Rebecca B.
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Rebecca B.
Star Sitter
$84
total per night
4.9 out of 5 stars
93 reviews
32 repeat clients
40 years of experience
Taunton, MA, 02780

Super experience! Rebecca very clearly loves animals and is professional & detail oriented, making sure that my pups were cared for in the way that I would care for them. She even looked after our chickens :) Great communication- before and during. Thank you!!!!

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Ashley M.
Sitter Profile Image: Mariah C.
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Mariah C.
$62
total per night
5.0 out of 5 stars
4 reviews
4 repeat clients
6 years of experience
Norwood, MA, 02062

Mariah was amazing! She is incredibly friendly and easy to communicate with and you can tell she really loves dogs. My dogs were in great hands. We got a lot of pictures throughout the stay. We already have her rebooked! Definitely recommend.

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

Pet parents share their Rover experiences - Medway

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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

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

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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Book with peace of mind

  • 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

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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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 September 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 September 2026, there are 6,701 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:

  • 91% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 96% 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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