House Sitting in Milton

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

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Top rated Milton 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: Isis R.
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Isis R.
$73
total per night
5.0 out of 5 stars
41 reviews
12 repeat clients
9 years of experience
Quincy, MA, 02171

Isis was absolutely amazing, we couldn’t have asked for a better sitter! Very attentive and mindful of sensitive pets. Would highly recommend!!

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Kerriyon T.
Sitter Profile Image: Stacy A.
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Stacy A.
Star Sitter
$83
total per night
5.0 out of 5 stars
12 reviews
5 repeat clients
3 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

I had a phenomenal experience leveraging Stacy for house and pet sitting. I knew from our first meet and greet she would be wonderful and she was! Stacy was thorough, patient, kind and organized. I look forward to using her services again.

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Lauren T.
Sitter Profile Image: Katie L.
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Katie L.
Star Sitter
$100
total per night
5.0 out of 5 stars
31 reviews
7 repeat clients
20 years of experience
Roslindale, Roslindale, MA, 02131

Katie was absolutely wonderful! She was very communicative and punctual, and we really appreciated the photo updates she sent of our dogs while we were away. It gave us such peace of mind knowing they were in great hands. She made the whole experience easy and stress-free, and we’ll definitely be using her again the next time we need someone to watch our dogs. Highly recommend!

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Joe O.
Sitter Profile Image: Leonardo V.
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Leonardo V.
$63
total per night
5.0 out of 5 stars
6 reviews
5 years of experience
Quincy, MA, 02170

Leonardo took wonderful care of our cat, Genie, while we were away on our five day honeymoon. He came by daily to feed her, clean her litter box, and spend time with her. We especially appreciated that he brushed her when he noticed her fur was getting a bit matted and made sure to give her plenty of pets and attention. He was very communicative throughout the entire stay, sending daily updates and pictures that really put us at ease and let us know Genie was in great hands. It made such a difference being able to relax on our trip knowing she was being so well cared for. We would absolutely recommend Leonardo to others and would happily book with him again in the future!

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Julia M.
Sitter Profile Image: Victoria B.
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Victoria B.
Star Sitter
$67
total per night
5.0 out of 5 stars
45 reviews
14 repeat clients
17 years of experience
Jamaica Plain, Boston, MA, 02130

Rev was the most responsive, caring and thoughtful caring person! She sent us many, many pictures with updates throughout the days we were away and went out of her way to coordinate with our families as I had undergone an emergency surgery and couldn’t make it back in time. Simply put, Rev is the bestest!!

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Chrissie K.
Sitter Profile Image: Catherine B.
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Catherine B.
$72
total per night
5.0 out of 5 stars
9 reviews
6 repeat clients
15 years of experience
Quincy, MA, 02169

Catherine was an amazing cat sitter and I would absolutely rebook with her again. She followed all of my care instructions very carefully and was extremely attentive to my cats’ needs while I was away. One thing that really stood out to me was how quickly she noticed an issue with my cat Bruce, who has chronic constipation. I had explained the warning signs to look out for before I left, and the very first night I was gone she noticed he was trying to use the litter box but couldn’t. She contacted me immediately, made herself available for a phone call, and followed all of the care steps I walked her through. Thankfully, Bruce improved a lot after that, and I was so grateful she caught it so early. She also sent constant updates and photos throughout the trip, so I was never left wondering how my babies were doing. Catherine house sat for two nights as well, and when I came home my apartment was exactly as I left it. I felt like my cats and home were genuinely cared for while I was away. I would absolutely recommend her to anyone looking for a reliable, attentive, and compassionate pet sitter.

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Shanice S.
Sitter Profile Image: Bridget P.
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Bridget P.
Star Sitter
$139
total per night
5.0 out of 5 stars
140 reviews
33 repeat clients
35 years of experience
Quincy, MA, 02171

It was my first time leaving Harvey with a sitter and I was a bit nervous, but Bridget was wonderful! She sent many pup dates and pictures throughout the weekend. Harvey looked very happy and loved all the attention and love she gave him. She stayed with him over the Christmas weekend and even gave him his very own Christmas gift! I’ll definitely be a returning customer and highly recommend Bridget to anyone looking for a pet sitter.

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Brittney S.
Sitter Profile Image: Heather M.
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Heather M.
$106
total per night
5.0 out of 5 stars
49 reviews
10 repeat clients
10 years of experience
Milton, MA, 02186

Heather and her partner w stayed with my pup Maizy for a weekend while we were out of town and did a good job with her. I could tell Maizy was well loved when we came home. She also followed all the instructions we had left. She was also very tidy and we could hardly tell anyone had even been staying here when we came back!

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Jessica A.
Sitter Profile Image: Angie L.
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Angie L.
$67
total per night
5.0 out of 5 stars
19 reviews
4 repeat clients
10 years of experience
Boston, MA, 02125

Angie is the best ever!! Not only is she amazing with my puppy, but she also takes the best care of my space and I come home to a well taken care of pup and a spotless apartment! She also constantly keeps me updated throughout her stay which is amazing :)

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Julia H.
Sitter Profile Image: Janiya B.
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Janiya B.
$45
total per night
5.0 out of 5 stars
2 reviews
1 repeat client
2 years of experience
Quincy, MA, 02169

Janiya watched our 2 dogs while we were away, completing feedings, walks, and overnight care. She reached out when she had questions and left a nice paper report card after finishing the stay.

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Marshall K.
Sitter Profile Image: Casey C.
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Casey C.
Star Sitter
$115
total per night
5.0 out of 5 stars
42 reviews
10 repeat clients
14 years of experience
Hyde Park, Boston, MA, 02136

Casey was super communicative, thoughtful, and attentive to details throughout the entire process. She genuinely cares about the dogs and it showed. Any dog parent understands the anxiety over leaving their babies with someone new - but Casey really pulled through and was so reliable! The dogs LOVED her. Thank you Casey. You're a gift!

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Sujin H.
Sitter Profile Image: Wai Lam K.
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Wai Lam K.
$67
total per night
13 years of experience
Jamaica Plain, Jamaica Plain, MA, 02135

About: I adore dogs but with a busy career and a teenager with bazillion sports, I prefer to get my dose of canine love through dog sitting! As an educator by trade, I treat the dogs I care for with lots of love. Dogs don’t talk back and it is so much more pleasant 🙂 I am an educator by trade and have summers off, so I’m looking to add some local dog sitting gigs while I have extra time off. I have two small balconies in my condo, and have boarded dogs in my home for up to 6 weeks while dog mom travels. I also do drop ins and have much more flexibility in the summer.

Sitter Profile Image: Eleanor S.
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Eleanor S.
$78
total per night
4.9 out of 5 stars
19 reviews
5 repeat clients
15 years of experience
Roslindale, Boston, MA, 02130

Eleanor did a great job cat sitting for us for two weeks. She stayed in our apartment and left it super clean and tidy for us. She sent frequent updates and photos and had lots of cuddles with our cat. We came home to a happy kitty, thanks Eleanor!

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Lucy R.
Sitter Profile Image: Claudia B.
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Claudia B.
$73
total per night
5.0 out of 5 stars
13 reviews
9 repeat clients
11 years of experience
Roslindale, Roslindale, MA, 02134

I couldn't have asked for a sweeter and more caring sitter than Claudia!! Our fur-baby is our angel and she absolutely ADORED Claudia the moment she met her - my heart overflowed with relief and happiness knowing Claudia would be caring for her. Thank you for everything, Claudia!!!!

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Mary D.
Sitter Profile Image: Belen M.
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Belen M.
$78
total per night
5.0 out of 5 stars
14 reviews
7 repeat clients
5 years of experience
North Dorchester, Boston, MA, 02125

Belen took such good care of Pedrito! We've had two sitters move out of the area, and I'm so glad it was easy to find Belen who was clear, communicative, and has experience with small, reactive dogs like mine. Belen's calm demeanor is just what my dog needs. She gave him the space and opportunity to approach her when he was ready when they first met, which made a huge difference. He warmed up to her pretty quickly because of that patience. I would definitely recommend booking with Belen. She housesat, which I appreciated because that's the most comfortable for my dog. She sent lots of update pictures and videos while I was away. Can't say enough great things, thanks Belen! I'll definitely be booking with you again for Pedrito!

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Claudia L.
Sitter Profile Image: Amy A.
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Amy A.
$76
total per night
5.0 out of 5 stars
47 reviews
14 repeat clients
7 years of experience
Boston, MA, 02115

Amy is trust worthy and responsible. She provided an excellent care for our little girl who is recovering after a surgery . We definitely will use her again.

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Rimma K.
Sitter Profile Image: Isabella L.
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Isabella L.
$67
total per night
5.0 out of 5 stars
10 reviews
2 repeat clients
8 years of experience
South Dorchester, Dorchester, MA, 02122

Isabella took very good care of my two Boston Terriers. She communicated with us regularly and sent lots of pictures. Both my girls looked they they were having fun while we were gone. I would highly recommend Isabella and would certainly use her again.

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Shari W.
Sitter Profile Image: Ana Sofia P.
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Ana Sofia P.
$67
total per night
5.0 out of 5 stars
9 reviews
2 repeat clients
6 years of experience
Roxbury, Boston, MA, 02121

An amazing sitter! Ana Sofia checked in regularly, and sent pictures along with a daily summary. I felt very sure all of our animals were in great hands. One of my cats was prescribed an oral medication and Ana Sofia was able to continue with the treatment plan while I was gone. I will be returning for future pet sitting needs!

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Ellen M.
Sitter Profile Image: Arshneel K.
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Arshneel K.
$89
total per night
5.0 out of 5 stars
54 reviews
17 repeat clients
8 years of experience
Boston, MA, 02110

Arshneel was so great with Rhubarb! She sent updates with photos and videos (which we love!) and was communicative about Rhubarb. We asked ahead of time the best way to care for Rhubarb given the heat wave which we really appreciated. We came home to a very clean apartment and happy dog, and would definitely book with her again!

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Kelsey P.
Sitter Profile Image: Cynthia C.
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Cynthia C.
Star Sitter
$75
total per night
4.9 out of 5 stars
202 reviews
82 repeat clients
15 years of experience
Boston, MA, 02119

Cynthia is absolutely amazing and we feel so lucky to have found her. Our dogs always have a great time with her and she sends tons of pictures keeping us updated on their shenanigans

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Andrew C.
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Over 31
pet parents in Milton have booked house sitting

Milton pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Bella was awesome! She sent lots of photos during her stay with Karma. Would absolutely use her again.

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Sandra L.
House Sitting
5.0 out of 5 stars

Caitlin was super responsive and watched our dog on short notice. She sent pictures throughout the day and took great care of our dog and our home! We would highly recommend and will definitely book with her again!

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Matthew M.
House Sitting
5.0 out of 5 stars

Danielle was great! She shared great updates and pics of kuzco while we were traveling and it was clear how much she cared about him being comfortable and having a good time with her!

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Bethany J.
House Sitting
5.0 out of 5 stars

Our second time having Isis watch our dog while we were on vacation: she is really wonderful. Lots of updates and photos while we were gone, and we returned to a tidy house and happy dog. We highly recommend her!

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Fiona J.
House Sitting
5.0 out of 5 stars

Janiya made our girls feel super comfortable during her time house sitting. She communicated often and well, and was a great cat sitter!

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Arielle R.
House Sitting
5.0 out of 5 stars

Bridget provided absolutely outstanding care staying with my cat, Franklin, for three nights while I was on a work trip. He’s a shy little guy around people he doesn’t know, as well as being on many different medications for various health issues. He was extremely comfortable and happy with Bridget, as I could tell both before I left and from her photos and updates! It put my mind at ease to know he was in such capable, caring hands, and I cannot possibly recommend her highly enough.

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Bonnie A.
House Sitting
5.0 out of 5 stars

Andrea did a great job watching our dog and two cats for the second time. It was nice to receive a photo of the cats not hiding - that means they’re getting comfortable.

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Megan T.
House Sitting
5.0 out of 5 stars

We love Angela and so does our pup, Millie! Angela is prompt and professional and always gives us the confidence our Millie is getting the best care and attention

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Bryanne B.
House Sitting
5.0 out of 5 stars

Tori was such a wonderful sitter for our dogs. She provided consistent pictures and updates and our dogs loved her. Would happily book her again.

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Ross M.
House Sitting
5.0 out of 5 stars

Liz is the absolute best!! I know Greg is in great hands while we are away and never worry about him - I know he is being well taken care of. Liz is very communicative and sends beautiful pictures, videos and updates each day. Greg has so much fun with her!! We love Liz!!!

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Liz A.
House Sitting
5.0 out of 5 stars

Leander was great! Our little pups can be a handful. Lots of barking and very needy. He did a great job updating us and was very responsive. We will keep him in mind the next time we need someone to watch our babies.

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Adam M.
House Sitting
5.0 out of 5 stars

Julia is a phenomenal dog sitter! She watched both our puppy and senior dog while we were out of town and was so good with them. Julia is very communicative and considerate. Anyone would be lucky to work with her

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Elyssa B.
House Sitting
5.0 out of 5 stars

Mokeisha was an excellent sitter. She was incredibly responsive, and I felt completely confident that my dogs were in great hands while I was away. She checked in throughout the day with messages and photos, which I really appreciated. With freezing temperatures outside, she was especially attentive to making sure the dogs were safe and comfortable during outdoor time. They were clearly spoiled with attention, cuddles, and treats while in her care. I wouldn’t hesitate to hire Mokeisha again and absolutely plan to do so.

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Jenny P.
House Sitting
5.0 out of 5 stars

Brittany was so great with both of our dogs! She was communicative and so attentive. We look forward to working with her again!

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Elyssa B.
House Sitting
5.0 out of 5 stars

We just moved to the state and were leaving a well-trusted dog sitter of several years and were worried about finding someone new for our older, anxious husky. We found Lauren and she was excellent! She communicated and sent pictures and videos regularly, which was great as we were worried about our dogs first time being dogsat in our new apartment with a new person. Our husky really seemed to love spending time with her. I highly recommend Lauren!

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Erin & Kristopher G.
House Sitting
5.0 out of 5 stars

Bonnie is wonderful! She house sat for Nora and sent regular updates and photos. 5 stars for Bonnie!

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Angela R.
House Sitting
5.0 out of 5 stars

Weixiu provided drop in service for our 2 pups while we were away on a short vacation. One of our dogs is shy and she quickly warmed up to Weixiu's kind, caring energy. Our dogs were walked, fed and cared for with lots of pictures and video updates via the app. When we returned home, our dogs were in a great mood (as opposed to shell shocked like when returning from a kennel). Our dogs look forward to seeing Weixiu again sometime in the future.

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Dan G.
House Sitting
5.0 out of 5 stars

Casey was absolutely fantastic. She cared for my large older dog for over a week during the holidays. She sent me regular updates along with pictures. I came home to happy pup and a clean house. I would hire Casey again without hesitation. Highly recommend Casey - she is a true animal lover!!

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Elizabeth C.
House Sitting
5.0 out of 5 stars

Jordan was a great sitter while we were gone. He kept me updated with photos and notes and took great care of our kitties. He was very kind to our pets and respectful of our home, I would absolutely book with him again. Thank you Jordan!

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Pia G.
House Sitting
5.0 out of 5 stars

Jane was absolutely incredible with my anxious rescue. So responsive whenever I reached out, sent photo and video updates, and took the best care of my puppy son.

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Megan D.
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 Milton is $60

Why Choose Rover?

  • Cashless payments

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  • 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 Milton 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 Milton 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 Milton 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 6,629 house sitters in Milton. 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 Milton house sitters respond in under an hour.

House sitters in Milton 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 Milton.

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. Milton 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.