House Sitting Medway

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

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Over 92
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
• 92 reviews
31 repeat clients
20 years of experience
Franklin, MA, 02038

“Erin just watched our 2 dogs and we couldn't have been happier. Both dogs were happy to meet her, and seemed very happy when we returned. We have a senior dog, and a younger dog with some anxiety. Communication from Erin was great! We will certainly use hr in the future!”

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Kerri C.
Sitter Profile Image: Breanna H.
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Breanna H.
Star Sitter
$78
total per night
5.0 out of 5 stars
• 275 reviews
89 repeat clients
8 years of experience
Bellingham, MA, 02019

“Bre is great! From the moment we met I could tell she knows what she’s doing and does it well. She asked all the right questions, acknowledged my dog and cats and they were instantly comfortable with her as well. She messaged me to let me know she arrived and sent me pictures daily. She left the house clean and I could tell the animals were happy and relaxed. I will definitely book her again! Go with Bre, you won’t be displeased!”

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

“Anna was great with meeting cashew and asked great questions. She took very care of our pup and our home. I would definitely recommend and hope to have Anna watch our doggo again in the future.”

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Kim K.
Sitter Profile Image: Kiley D.
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Kiley D.
Star Sitter
$45
total per night
5.0 out of 5 stars
• 110 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: 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: Isabell M.
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Isabell M.
$89
total per night
5.0 out of 5 stars
• 59 reviews
27 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: Halle C.
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Halle C.
$111
total per night
5.0 out of 5 stars
• 11 reviews
4 repeat clients
7 years of experience
Bellingham, MA, 02019

“Halle took excellent care of our dogs while staying in our home. She sent lots of pictures and updates throughout the stay, which gave us so much peace of mind while we were away. She followed all of our instructions, kept our house neat and tidy, and it was clear our dogs were well cared for and happy. We came home to a clean house and two happy pups!”

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Lindsey L.
Sitter Profile Image: Joshua V.
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Joshua V.
$50
total per night
3 years of experience
Milford, MA, 01757

About: Animal care is a big part of my life — I have four pets including a pit-bull, two lab mixes and a cat of my own, plus a year of experience walking and house sitting dogs and cats through my partner's pet care business. I treat every pet like my own, and your animal's safety and comfort always come first. I have just recently left my full time teaching job, so I can now give my full time, attention and effort into your furry family I care for pets by sticking to their normal routine — feeding, water, and exercise on schedule. Since I don't watch dogs at my own home, visits happen at the client's house, whether that's a drop-in, walk, or house sitting. I do a quick safety check, send photo updates, and leave things just as I found them.

Sitter Profile Image: Jenie J.
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Jenie J.
Star Sitter
$53
total per night
5.0 out of 5 stars
• 14 reviews
5 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: Rachel G.
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Rachel G.
Star Sitter
$73
total per night
4.9 out of 5 stars
• 11 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: Brooke T.
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Brooke T.
$39
total per night
4 years of experience
Cumberland, RI, 02864

About: Volunteer at the Hotel for Homeless dogs for 4 years now. Lifetime pet owner with much experience. No age, size, or breed I would not care for. Currently Radiology student at CCRI. Set to graduate in May 2027. Take my responsibilities and duties very seriously. I would treat your animals like they were my own. I have my own vehicle and means of transportation. Whether it’s a drop in visit, walking or sitting I will make sure to tend to their needs.

Sitter Profile Image: Meaghan H.
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Meaghan H.
Star Sitter
$111
total per night
5.0 out of 5 stars
• 60 reviews
21 repeat clients
10 years of experience
FOXBORO, MA, 02035

“Kind and gentle dog sitter. I have already booked another sitting time for her to watch our pup.”

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Susie K.
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: Jill K.
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Jill K.
$70
total per night
5.0 out of 5 stars
• 8 reviews
5 repeat clients
40 years of experience
Upton, MA, 01568

“As always Jill is very dependable and takes great care of our dog When we arrive home the house is always as we left it I would highly recommend Jill”

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Steven M.
Sitter Profile Image: Lauren S.
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Lauren S.
$67
total per night
20 years of experience
Sherborn, MA, 01770

About: I live on a 4 acre property in Sherborn, MA that is both fenced in and backs up to Conservation Land. Immediately behind my house are miles of quiet trails for hiking & running as well as a natural pond and stream system which is great for the pups who love to swim, play fetch, and cool off in the humid summer months. I grew up here and it is has always been the perfect setting to care for pets when their families go on vacation. About this sitter: I have my Masters of Education in School Guidance and love to be outdoors. Whether hiking, skiing, or gardening I am an outdoor enthusiast and hope to dog walk/sit on the weekends before we get a pup of our own! I have three crates available if this is what your dog prefers for night time, or they are welcome to sleep in my room in their own dog bed.

Sitter Profile Image: Caitlin L.
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Caitlin L.
$89
total per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
6 years of experience
Walpole, MA, 02081

“I really felt comfortable having Caitlin care for my sweet pup today. She was punctual, attentive and bonded quickly with Oliver. They spent time outdoors, and he got lots of his favorite belly rubs.☺️ I will definitely contact Caitlin again when the need arises.”

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Lisa G.
Sitter Profile Image: Andrea "Ani" J.
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Andrea "Ani" J.
Star Sitter
$167
total per night
5.0 out of 5 stars
• 84 reviews
29 repeat clients
20 years of experience
Norwood, MA, 02062

“Ani was absolutely fantastic. She watched our "zoo" (dog, two cats, two guineas) when we had to leave town fairly quickly. She made a stressed weekend feel much less stressful - she responded quickly to messages, communicated frequently, and gave all our pets a ton of love and attention. Everyone seemed relaxed and happy when we returned home.”

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Margaret B.
Sitter Profile Image: Tina A.
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Tina A.
$95
total per night
4.8 out of 5 stars
• 20 reviews
8 repeat clients
20 years of experience
Canton, MA, 02021

“Tina was great! My dog was a bit sick and she took good care of her. Tina is an upbeat person which I think was fun for Ruby! Tina communicates well. I have already booked her again. Highly recommended!”

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Christie M.
Sitter Profile Image: Marcy G.
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Marcy G.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
11 years of experience
Newton, MA, 02458

“Marcy was a brilliant, attentive and caring sitter for our dog and cat while we took a two week trip. She was always responsive, sent daily updates, and was even flexible enough to stay on an extra two days. Would book again in a heartbeat!”

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Lois B.
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.

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The median cost per night for house sitting in Medway is $63

Pet parents share their Rover experiences - Medway

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5.0 out of 5 stars

Erin was wonderful! She provided fun photos and updates throughout her stay with our dogs. We are thrilled to have to have found her and will definitely ask her to stay with our dogs again.

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Bruce J.
House Sitting
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

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

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

Heidi was great - cost effective and communicative. George was happy and healthy when I returned from my trip.

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Haley V.
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.

How to book house sitting

  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

    It's that easy! All payments are processed through Rover's secured platform.

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 of House Sitting in Medway is $72 per night as of October 2026. Most bookings cost between $36 and $89 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 6,663 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 , 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 .

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Medway. On Rover:

  • 87% of sitters can help with special care needs
  • 91% 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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