House Sitting Milton

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Over 26
pet parents in Milton have booked house sitting

Milton, 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: 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

Victoria was great with our dog, Tally. Sent us daily updates. Very responsible. We felt assured that our buddy was in great care. Highly recommend

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Marc D.
Sitter Profile Image: Angie L.
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Angie L.
$67
total per night
5.0 out of 5 stars
20 reviews
5 repeat clients
10 years of experience
Boston, MA, 02125

Angie was absolutely fabulous with our pup! She was so caring, sent plenty of adorable updates, and treated Maisy like her own. It was clear our dog loved her, too! Without a doubt, we’d love to book with Angie again. Thank you for taking such great care of our pup and our apartment!

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Paige W.
Sitter Profile Image: Belen M.
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Belen M.
$82
total per night
5.0 out of 5 stars
24 reviews
9 repeat clients
5 years of experience
North Dorchester, Boston, MA, 02125

Belen is a phenomenal pet sitter! She watched Bocce for a week+ while I was visiting family in California. Because Bocce has epilepsy, finding the right care is crucial, and she handled his strict medication schedule flawlessly. Belen exceeded all expectations. She was diligent, communicative, and incredibly caring. I could actually enjoy my trip knowing Bocce was in safe hands. Thank you, Belen!

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

Heather was great. Our dog Lola really loved her and her partner. When they came home, Lola could not control her excitement and was running all over the house. Heather and her partner left our home in great shape for us to return to and Lola was super happy during her stay. They sent us pics everyday as promised and made a point to play with her regularly.

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Mehak D.
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: 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: 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: 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 was wonderful! She took excellent care of our two cats and home. The cats were happy and the house was left clean and tidy. We also received detailed updates every day, which we appreciated.

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Alisha B.
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: Christopher F.
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Christopher F.
Star Sitter
$39
total per night
5.0 out of 5 stars
12 reviews
3 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: 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: Pamela N.
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Pamela N.
$100
total per night
5.0 out of 5 stars
31 reviews
12 repeat clients
15 years of experience
Braintree, MA, 02184

Pamela is excellent! She is very professional and friendly and our two dogs loved hanging out with her. Definitely will book again if she is available!

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

Kristina was wonderful with our bernadoodle puppy! She gave us a few updates throughout the night, followed all instructions we left regarding her bathroom routine etc and also sent amazing pictures! Will definitely book her again!

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Hannah E.
Sitter Profile Image: Marilyn M.
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Marilyn M.
Star Sitter
$84
total per night
5.0 out of 5 stars
12 reviews
4 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: Jenny N.
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Jenny N.
$67
total per night
10 years of experience
Milton, MA, 02186

About: Hi! I’m Jenny, a nursing student and lifelong animal lover. I have experience caring for dogs of different ages and personalities, including my own senior husky, so I understand how important patience, attention, and a comfortable routine can be for every pet. I’m reliable, caring, and will treat your pets like they’re my own. Whether they need walks, playtime, feeding, lots of attention, or simply some company while you’re away, I’ll make sure they feel safe and loved. I’m also happy to follow any specific routines or instructions you have and provide plenty of updates and pictures so you can feel comfortable while your pet is in my care. I’d love the opportunity to meet you and your furry family member! 🐾 Even though I have a pretty busy school schedule, I always make room for pets! I spend a lot of time studying, so I love having a furry study buddy nearby to keep me company. I’m happy to take study breaks for walks, playtime, feeding, cuddles, and plenty of attention. Having pets around makes my day better, and I’ll make sure they feel comfortable, cared for, and included in my routine. I care for every pet based on their normal routine and what makes them feel most comfortable. I make sure they’re fed on schedule, have fresh water, get plenty of walks or playtime, and of course lots of attention and cuddles if they enjoy that! I’m also happy to follow any specific instructions you have, whether that’s medications, crate routines, potty schedules, or certain behaviors to watch for. My goal is to make your pet feel safe, comfortable, and cared for while you’re away.

Sitter Profile Image: Charlotte K.
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Charlotte K.
Star Sitter
$84
total per night
5.0 out of 5 stars
17 reviews
4 repeat clients
10 years of experience
Quincy, MA, 02169

Charlotte was an amazing and very understanding sitter. Highly recommend for dogs.

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Christina N.
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.
Sitter Profile Image: Lindsay D.
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Lindsay D.
Star Sitter
$45
total per night
5.0 out of 5 stars
15 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: Karissa P.
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Karissa P.
$89
total per night
5.0 out of 5 stars
55 reviews
17 repeat clients
20 years of experience
Quincy, MA, 02169

Karissa is an extremely reliable experienced and caring pet sitter, will definitely use her services again. She took care of my 2 chihuahuas took tons of cute pics updating me daily and my dogs were very relaxed when I came back home indicating they had a great time. Excellent sitter!

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Marsha S.
Sitter Profile Image: Olivia T.
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Olivia T.
$78
total per night
5.0 out of 5 stars
39 reviews
11 repeat clients
7 years of experience
Brookline, MA, 02446

Olivia was great! We were new to town and didn't know what we were going to do with our pets when we decided to go out of town for Christmas. Olivia came over to meet us and our pets before we left. Olivia was so sweet and kind, the animals took to her right away which put us at ease about leaving them. She took great care of our dog & cat and sent pics everyday to update us! We will definitely be using her again when we go out of town.

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Sheri Z.
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The median cost per night for house sitting in Milton is $63

Pet parents share their Rover experiences - Milton

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5.0 out of 5 stars

Isis was outstanding. We had a trip planned and needed someone reliable and loving to watch our two dogs. We found that in Isis. I was able to enjoy the weekend without worrying about our dogs. We received updates with pictures and came back to a spotless home. Greeted with excited happy pups with full bellies. They couldn't wait to tell us about their slumber party weekend. Would highly recommend Isis.

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Barbara L.
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

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

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

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

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

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
5.0 out of 5 stars

Bridget was super patient with our pup who was scared of the fireworks this summer. She made him feel safe and even celebrated his 6th birthday with him. She always sends the best pics which are so comforting to know he’s taken care of while we’re away. :)

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Kelsey A.
House Sitting
5.0 out of 5 stars

Lyv completely saved me when another dogsitter cancelled. She clearly knows dogs and asked all the right questions, and my pup Summer immediately took to her. Lyv communicated really well, texting me beforehand to confirm when she would arrive, again when she arrived, sending photo updates, etc. throughout the whole week. I could even tell from the photos that Summer was really comfortable and not stressed at all, which was confirmed when I came home and she was 100% normal as if I'd never been gone. Would definitely book Lyv again!

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Carrie A.
House Sitting
5.0 out of 5 stars

Andrea kindly watched our two cats on short notice. She was very communicative and sent us updates with pictures and videos which was so appreciated!! We would highly recommend her 😸

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Sabrina C.
House Sitting
5.0 out of 5 stars

Angela is fantastic!! She is my go-to sitter when traveling. She provides the best care and excellent updates! We all miss our fuzzy buddies when travelling, but I know my Binx has the best care with Angela checking in on him.

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William C.
House Sitting
5.0 out of 5 stars

Caitlin did a phenomenal job taking care of our girl! She provided consistent updates about how she was doing throughout her stay, made sure to take her out for walks, and followed her food schedule closely. I could tell that Chi Chi was very comfortable and happy with Caitlin here, and it's clear that Caitlin really loves dogs and enjoys taking care of them. She also kept the house nice and clean and was very responsible in maintaining both the house and Chi Chi. We would 110% recommend her to anyone and will absolutely use her again if she's available!

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Audry
House Sitting
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

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
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  • 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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    Browse profiles of sitters near you who offer house sitting
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Popular requests for house sitting - Milton

Select a filter and find qualifying sitters offering house sitting.

Sitters in Milton average 4
repeat house sitting clients

FAQs for House Sitting - Milton

Frequently asked questions about Rover

The average cost for House Sitting in Milton on Rover is $44.4 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 6,534 sitters on Rover offering House Sitting across Milton. 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 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 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 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. On Rover:

  • 92% 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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