House Sitting Milton Village

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

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Over 314
pet parents in Milton Village have booked house sitting

Milton Village, 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: Angie L.
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Angie L.
$67
total per night
5.0 out of 5 stars
21 reviews
6 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: Isis R.
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Isis R.
$73
total per night
5.0 out of 5 stars
43 reviews
13 repeat clients
9 years of experience
Quincy, MA, 02171

Isis is great! We feel so comfortable with her staying at home with Penny! She is reliable friendly and trustworthy so glad we found her ! We highly recommend Isis!

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Vanessa G.
Sitter Profile Image: Amanda L.
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Amanda L.
$56
total per night
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
North Dorchester, Boston, MA, 02125

About: I used to have two dogs and a cat along with many other random animals. Have always loved pets, just not in a place to have my own at the moment but would love to help others! I work full time, but I am available at night and on the weekends to help out with your furry friends! We can work together to find a schedule that works for both of us. I live in a one bedroom apartment in a managed building. It is a very pet friendly building and has a fenced in area for dogs. We also have a grooming station.

Sitter Profile Image: Marilyn M.
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Marilyn M.
Star Sitter
$84
total per night
5.0 out of 5 stars
13 reviews
5 repeat clients
8 years of experience
West Roxbury, West Roxbury, MA, 02132

Marilyn is a fantastic sitter and considerate homestay. She took great care of my two cats (and my home), and they really liked her based on the numerous pictures she sent where it appeared they were following her around, and not just to the wet food. What's more, Marilyn goes above and beyond. When I left for my trip and Marilyn was to begin residency the following day, my neighbor texted me and showed me that there was a window situation where a cat could escape. Even though her duty started the next day, Marilyn made a special trip to confirm cats were safe, and to fix the window situation. She even washed the bedding and towels I had left her so I wouldn't have to do it when I got home, and she generously allowed my to book two more nights of her care when I wanted to extend my trip. Marilyn is very caring, considerate and flexible. I will definitely be requesting her services again. I recommend her highly as one of the best Rover caretakers I have encountered.

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

What an amazing sitter! Took great care of my cat for multiple weeks, and put up with all of her behavioral quirks and sent me tons of photos and updates as well. I felt completely at ease and would absolutely book again. Thank you!

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Joel B.
Sitter Profile Image: Lindsay D.
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Lindsay D.
Star Sitter
$45
total per night
5.0 out of 5 stars
18 reviews
12 repeat clients
13 years of experience
West Roxbury, Boston, MA, 02132

After using Rover for the past 6 years with multiple different overnight sitters for our doodle, we had our best experience ever with Lindsay. She is by far the most professional sitter we have ever had. She stayed for four nights, starting relatively early on day 1 and ending relatively late on day 5. We received updates in the mornings and at night along with photos and videos. When we got home, the sheets were washed and the best was made, the house was spotless, and our dog was happy and well cared for. I would highly recommend Lindsay.

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Caroline B.
Sitter Profile Image: Ailise C.
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Ailise C.
Star Sitter
$84
total per night
5.0 out of 5 stars
22 reviews
6 repeat clients
20 years of experience
Jamaica Plain, Boston, MA, 02130

We are incredibly grateful to Ailise for taking such wonderful care of our dog, Pepe, over a long weekend. From the moment we met her, it was clear that she genuinely cares for animals, and she treated Pepe with so much love, attention, and patience. She kept us updated throughout her stay with thoughtful messages and photos, which gave us great peace of mind while we were away. It was clear that Pepe felt comfortable and happy in her care. Ailise was also extremely respectful of our home and she went above and beyond to ensure things were just as we left them. We couldn’t have asked for a better sitter and would absolutely trust Ailise to look after Pepe again in the future. Highly recommended!

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Paras D.
Sitter Profile Image: Christopher F.
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Christopher F.
Star Sitter
$39
total per night
5.0 out of 5 stars
12 reviews
4 repeat clients
3 years of experience
Hyde Park, Boston, MA, 02131

So happy we found Chris! He was super flexible and helpful and able to watch our babies again on short notice! Feeling very relieved to have found a nice reliable person to take care of my fur family while I’m away

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Hannah G.
Sitter Profile Image: Morgan & Meaghan W.
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Morgan & Meaghan W.
Star Sitter
$56
total per night
5.0 out of 5 stars
79 reviews
24 repeat clients
11 years of experience
Boston, MA, 02130

I cannot express how wonderful these two are. I left my gal for almost a week and Morgan’s communication the entire time was amazing! Pictures were sent daily and lots of love and snuggles given. They made my trip so enjoyable and I will use them whenever I am away from Olive!

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Heather G.
Sitter Profile Image: Belen M.
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Belen M.
$82
total per night
5.0 out of 5 stars
24 reviews
10 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: Michael L.
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Michael L.
$67
total per night
5.0 out of 5 stars
12 reviews
2 repeat clients
20 years of experience
Hyde Park, Boston, MA, 02136

Fantastic sitter I always trust Michael to give my pet amazing care.

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Nicolas M.
Sitter Profile Image: Catherine B.
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Catherine B.
Star Sitter
$72
total per night
5.0 out of 5 stars
16 reviews
7 repeat clients
15 years of experience
Quincy, MA, 02169

Catherine was awesome - we had 3 pups under her watch and all were looked after great (walked, fed, and played with) and had a fun. They were tired when we got back, so we know they enjoyed it!

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Michael
Sitter Profile Image: Janiya B.
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Janiya B.
$45
total per night
4.2 out of 5 stars
6 reviews
2 repeat clients
2 years of experience
Quincy, MA, 02169

Janiya was so great with my senior cat! My cat gets medication 2x a day, and Janiya was great about giving it to her and providing me with regular updates and pictures. My cat can be slow to warm up to people, but she was sharing the bed with Janiya on the first night, which made me feel really great. I would and have already booked her for another in-home sitting.

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Krystin W.
Sitter Profile Image: Kristina M.
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Kristina M.
Star Sitter
$106
total per night
5.0 out of 5 stars
110 reviews
27 repeat clients
34 years of experience
South End, Boston, MA, 02116

Kristina was great!! We had a sitter cancel last minute and consider ourselves VERY lucky that Kristina was available. She did an excellent job dog & house sitting and sent us detailed updates. We will absolutely book with her again!!

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Jodi H.
Sitter Profile Image: Amy A.
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Amy A.
$77
total per night
5.0 out of 5 stars
49 reviews
15 repeat clients
7 years of experience
Boston, MA, 02115

Amy clearly loves cats, and we fully trusted her with our two boys. Also she did a great job taking care of our house and plants while we were away.

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Barry J.
Sitter Profile Image: Cynthia C.
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Cynthia C.
Star Sitter
$75
total per night
4.9 out of 5 stars
218 reviews
86 repeat clients
15 years of experience
Boston, MA, 02119

Couldn’t be happier with having Cynthia as my dog sitter. Went away for a week and had zero worries in the world! She went above and beyond for my 4 dogs and cat, including taking my cat outside in a backpack. I was sent pictures constantly, communication was always quick, and house was left clean when we got back. I have found my forever dog sitter! I’d rate her a 11/10 if I could

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brandi m.
Sitter Profile Image: Juliette E.
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Juliette E.
$73
total per night
5.0 out of 5 stars
6 reviews
1 repeat client
8 years of experience
Boston, MA, 02132

Juliette was fantastic! She stayed at our home with our dog for the weekend, and we couldn’t have asked for a better experience. She kept us updated throughout her stay with messages and pictures, which gave us great peace of mind while we were away. He looked so happy and comfortable in every update, and it was clear that Juliette took wonderful care of him. We came home to a happy, well-cared-for dog and a great overall experience. We would absolutely book with Juliette again and highly recommend her to anyone looking for a reliable, caring, and communicative pet sitter.

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Dawn F.
Sitter Profile Image: Casey C.
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Casey C.
Star Sitter
$115
total per night
5.0 out of 5 stars
47 reviews
14 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: Leonardo V.
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Leonardo V.
$87
total per night
5.0 out of 5 stars
11 reviews
1 repeat client
5 years of experience
Quincy, MA, 02170

Leonardo was excellent! He was super communicative and very sensitive to our pup who can be a bit nervous especially with fireworks. He left our house just as he found it. We would definitely recommend him and book again! Thank you.

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Seth U.
Sitter Profile Image: Allison M.
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Allison M.
Star Sitter
$89
total per night
5.0 out of 5 stars
67 reviews
17 repeat clients
12 years of experience
South Dorchester, Boston, MA, 02124

Allison was great with our toy golden doodle! Milly loved her. Allison was right on time, was in touch with us, and took great care of Milly. We will definitely call her again!

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Nancy B.
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The median cost per night for house sitting in Milton Village is $63

Pet parents share their Rover experiences - Milton Village

1 / 1
5.0 out of 5 stars

Morgan and Meaghan were exceptionally kind, professional, and communicative while housesitting for my dog Kaya. I received daily updates and photos that made it clear Kaya was well attended to and completely comfortable with them, and I came home to a spotless apartment. It was obvious from the updates that Kaya was being her usual snuggly self, which is the best endorsement of all. Morgan and Meaghan would be top of my list to stay with Kaya again!

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Charlotte J.
House Sitting
5.0 out of 5 stars

Amanda was great with my dog, she was able to give her meds, stick to her usual schedule and make us feel totally comfortable leaving her especially when we had a last minute change of plans!

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Amy M.
House Sitting
5.0 out of 5 stars

Stacy spent 10 days with our 2 pups and did such a an amazing job with taking care of them and our home! She took the time to learn about them and their routines and once we left she would send updates on how everything was going everyday. Once we got back from our trips our pups looked so well taken care of and our home was impeccable!

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Alexa E.
House Sitting
5.0 out of 5 stars

Ella did a truly wonderful job taking care of Cathy for us! She was friendly and helpful and flexible and sent daily adorable pictures of Cathy with updates which gave us such piece of mind while we were away. Everything was in great shape upon our return and we will definitely request her help again!

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Hilary E.
House Sitting
5.0 out of 5 stars

Chris was fabulous and took great care of our older lab who needed daily meds. Chris was very responsive and sent great photos.

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Hannah F.
House Sitting
5.0 out of 5 stars

Marangela was absolutely wonderful! She was able to pet sit for us last minute, and from the very beginning, she was so communicative, responsive, and reliable. She took such great care of our dogs and kept us updated throughout her stay, which gave us complete peace of mind while we were away. It was clear that our dogs were happy, comfortable, and well cared for. We’re so grateful for her help and will definitely be rebooking with her in the future! Highly recommend Marangela!

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Marialuisa M.
House Sitting
5.0 out of 5 stars

We are so grateful to Sue for taking such wonderful care of Harlie and our home while we were away for our daughter’s wedding. Knowing Harlie was in such caring and capable hands—and that our home was being looked after—gave us complete peace of mind and allowed us to fully enjoy such a special weekend. Sue was attentive, loving, responsible, and made sure Harlie was comfortable and well cared for. She also took great care of our house and kept everything in order while we were away. It was clear that she treated Harlie like one of her own and our home with the same care and respect. We couldn’t have asked for a better dog and house sitter. We would absolutely recommend Sue to anyone looking for someone trustworthy, dependable, and caring. Thank you, Sue, for taking such great care of Harlie and our home!

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Rita S.
House Sitting
5.0 out of 5 stars

Deirdre was fantastic and I highly recommend her to any and all pet owners! Deirdre house sat with our young cat Misty for 2 weeks. We are new pet owners and have never Misty alone for more then 15 hours. We had a big family trip planned, and as really nervous parent, I didn't want Misty to face a stranger on the first day of our trip. Deidre was so kind to come 3 times before we left to get to know Misty and build a bond, and it was clear with all her updates and photos that they really did bond. Misty welcomed us home with good health and happy demeanor. Deirdre took such great care of Misty, I already asked for her to come sit again! Thanks Deirdre!

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Helen W.
House Sitting
5.0 out of 5 stars

Emily was such a dedicated and attentive sitter— I highly recommend her! She took amazing care of my dog, Palmer, and sent photos every day. She took her on long walks and provided her with enrichment activities and cuddles for all 5 days that she was with her.

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Alexa F.
House Sitting
5.0 out of 5 stars

Joe was so sweet to our 2 cats. We booked with him at the last second before a weekend trip and he could not have been more kind about it. He was a life-saver and is a lovely person.

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Vashoula K.
House Sitting
5.0 out of 5 stars

Amanda was great. On time responsive responsible. Made friends with our new pup very quickly, he didn't want to see her leave. We highly recommend Amanda for dog & house sitting.

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Geoff D.
House Sitting
5.0 out of 5 stars

Julia was such a great person to choose to watch our dog. She sent tons of photos, and was great at communicating with us each day. We could tell her and our dog clearly bounded quick! I would recommend her to anyone and will be using her again in the future.

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Jarrod D.
House Sitting
5.0 out of 5 stars

Nathanial did a great job with Rex! He’s a senior dog with severe separation anxiety and Nathanial made him feel loved and entertained for a whole week. Thank you! Looking forward to working with you again!

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Erica B S.
House Sitting
5.0 out of 5 stars

Noah was wonderful! We left our two pugs with him for a week. He sent us updates and pictures! Our dogs seemed happy upon our return also our house was as we left it. Thanks Noah! Will book again

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Elise F.
House Sitting
5.0 out of 5 stars

My sometimes shy cat warmed up so quickly and enjoys many cuddles while I’m away. Victoria is very attentive to my cat and great as a house guest. Definitely recommend for housesitting!

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Madison L.
House Sitting
5.0 out of 5 stars

Alessandra was an excellent dog sitter! She was communicative, sent tons of photos, and kept our home just as we left it. She even helped to navigate some unexpected building maintenance issues, which we so appreciated. We would definitely hire her to watch our pup again!

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Jenna W.
House Sitting
5.0 out of 5 stars

Ayah did a great job taking care of my two dogs, Piper and Zoey. They kept us updated with photos and were very communicative. We would use them again!

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Steven S.
House Sitting
5.0 out of 5 stars

Jess was amazing! She was available last-minute and super flexible with timing in terms of arrival and departure. I felt completely comfortable with her staying in our home and caring for our dog Rayne while we were away. We had an unexpected plumbing issue while we were away which Jess handled calmly and patiently on our behalf. I couldn’t recommend her more!

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Juliana N.
House Sitting
5.0 out of 5 stars

Janiya was so great with my senior cat! My cat gets medication 2x a day, and Janiya was great about giving it to her and providing me with regular updates and pictures. My cat can be slow to warm up to people, but she was sharing the bed with Janiya on the first night, which made me feel really great. I would and have already booked her for another in-home sitting.

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Krystin W.
House Sitting
5.0 out of 5 stars

Dani was awesome with our rambunctious pup! Sammie is a big lab puppy who's still learning the rules, and Dani was very skilled, patient, and made sure to give her lots of exercise. She was communicative and took great care of the house. We'll definitely use her again!

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Emily D.
House Sitting
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  • 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?

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    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

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Popular requests for house sitting - Milton Village

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Sitters in Milton Village average 4
repeat house sitting clients

FAQs for House Sitting - Milton Village

Frequently asked questions about Rover

The average cost for House Sitting in Milton Village 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 6,547 sitters on Rover offering House Sitting across Milton Village. 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 Milton Village 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 Milton Village 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 Milton Village 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 Milton Village. 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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