House Sitting Milton

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

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Over 31
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%.

1 / 1
Sitter Profile Image: Angie L.
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Angie L.
$67
total per night
5.0 out of 5 stars
20 reviews
4 repeat clients
10 years of experience
Boston, MA, 02125

Angie was amazing with Frankie!! He felt so comfortable with her and she send so many updates, which we love! We will definitely have her back :)

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Julia W.
Sitter Profile Image: Marilyn M.
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Marilyn M.
Star Sitter
$84
total per night
5.0 out of 5 stars
10 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: Christopher F.
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Christopher F.
$39
total per night
5.0 out of 5 stars
7 reviews
1 repeat client
3 years of experience
Hyde Park, Boston, MA, 02131

Christopher was a great communicator and took very good care of our dog.

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

Belen is great! Very thoughtful and responsive. My pets immediately warmed up to her. I feel comfortable having her in my home and would book again.

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Holly A.
Sitter Profile Image: Sarah D.
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Sarah D.
Star Sitter
$184
total per night
5.0 out of 5 stars
153 reviews
50 repeat clients
9 years of experience
Hyde Park, Hyde Park, MA, 02136

Sarah is a great dog/cat sitter. My two Frenchies are always so calm and content when we come home from our trips. She sends us updates and pictures everyday. I recommend Sarah for all pet care needs.

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Felicia W.
Sitter Profile Image: Isis R.
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Isis R.
$73
total per night
5.0 out of 5 stars
43 reviews
12 repeat clients
9 years of experience
Quincy, MA, 02171

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.
Sitter Profile Image: Kristina M.
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Kristina M.
Star Sitter
$106
total per night
5.0 out of 5 stars
106 reviews
24 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: Victoria B.
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Victoria B.
Star Sitter
$67
total per night
5.0 out of 5 stars
51 reviews
17 repeat clients
17 years of experience
Jamaica Plain, Boston, MA, 02130

Victoria stayed at my house for 5 days and cared for my elderly cat, who needs daily medication. She sent frequent updates and photos and took great care of my dear Nanette. She left the house clean and neat. I wouldn't hesitate to book her again and recommend her highly.

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Louise R.
Sitter Profile Image: Carmen P.
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Carmen P.
$99
total per night
5.0 out of 5 stars
38 reviews
13 repeat clients
5 years of experience
Roxbury, Boston, MA, 02130

Carmen stayed with my 10 year old dog for a week. My dog get anxious when I leave but Carmen handled it well and provided lots of photos and updates. I would definitely recommend her!

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Cate F.
Sitter Profile Image: Danielle K.
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Danielle K.
Star Sitter
$50
total per night
5.0 out of 5 stars
16 reviews
5 repeat clients
10 years of experience
Boston, MA, 02122

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.
Sitter Profile Image: Deirdre W.
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Deirdre W.
$73
total per night
5.0 out of 5 stars
12 reviews
5 repeat clients
12 years of experience
Milton, MA, 02186

Deirdre was so great with our pups! She sent regular updates with photos and kept us up to date on how they were doing. Our older pup gets some pills - she handled that without issue and helped us be away without having to worry at all!!

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Stephen M.
Sitter Profile Image: Lindsay D.
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Lindsay D.
Star Sitter
$45
total per night
5.0 out of 5 stars
7 reviews
4 repeat clients
13 years of experience
West Roxbury, Boston, MA, 02132

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

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

We had a wonderful experience with Cynthia watching our two dogs. They can be a bit of a handful at times but she was great in her care for them and very respectful of our home as well. She also kept me updated with many pictures which was much appreciated!

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Andrea H.
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 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: Masiel P.
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Masiel P.
Star Sitter
$145
total per night
5.0 out of 5 stars
65 reviews
29 repeat clients
5 years of experience
East Cambridge, Cambridge, MA, 02141

Masiel did amazing with Saint! She kept Saint entertained and kept me updated throughout my trip. She also cleaned up a bit before leaving which she did not have to at all. Overall, Masiel was great and I will book her for future dates. Thank you so much, Masiel💗

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Jarlynne & Brandon S.
Sitter Profile Image: Maddie G.
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Maddie G.
$62
total per night
5.0 out of 5 stars
177 reviews
63 repeat clients
6 years of experience
Boston, MA, 02115

At first, I was extremely nervous allowing a stranger to stay at our home and even more nervous to have someone watch our kitties, but Maddie was amazing when she house sat and took care of my two little fur babies. Maddie always sent updates via texts, pictures, and videos so I never had to worry about how my cats were doing. I highly recommend everyone to book Maddie! ?

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Carmen G.
Sitter Profile Image: Anna K.
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Anna K.
$95
total per night
5.0 out of 5 stars
49 reviews
18 repeat clients
15 years of experience
Norwood, MA, 02062

Anna was wonderful with our 2 boys, Frank and Eddie. She communicated daily with many pictures which made being away so easy and stress free. It was easy to see from the pictures how happy they were during her stay at our house. Thank you for taking such great care of our boys!

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Leslie O.
Sitter Profile Image: Paige S.
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Paige S.
Star Sitter
$89
total per night
5.0 out of 5 stars
58 reviews
21 repeat clients
25 years of experience
Allston-Brighton, Brighton, MA, 02135

Paige saved us after we had two Rover cancellations before our destination wedding. She cares very deeply about the well being of our pets and was so so flexible with us we were trying to figure out what we needed last minute in terms of care for our George Michael. She provided pictures and updates daily, and provided ample care, playtime and daily walks to keep GM active and enriched. He truly went on a doggy vacation with her! I look forward to rebooking her for our future trips, knowing that GM will be in good, capable hands.

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Irene L.
Sitter Profile Image: Amanda L.
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Amanda L.
$56
total per night
5.0 out of 5 stars
6 reviews
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: Katherine C.
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Katherine C.
Star Sitter
$67
total per night
5.0 out of 5 stars
30 reviews
12 repeat clients
3 years of experience
Boston, MA, 02125

Katherine was a rockstar from start to finish. We just moved to the area, and so we had to find a new sitter for our cat, Moose. Moose absolutely loved Katherine and warmed up to her within minutes. He was playing with her on day 1, and it took prior sitters multiple visits before he even thought of touching a toy. Katherine gave multiple photo and video updates during her visit, and was super communicative of any issues. She stayed overnight and treated our home as her own. We will definitely be asking her to sit for Moose again!

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Avery K.
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The median cost per night for house sitting in Milton is $60

Pet parents share their Rover experiences - Milton

1 / 1
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

Isis took wonderful care of our large, energetic puppy despite super high temps! She was communicative and left the house looking better than we left it. Sammie appeared well-cared for and happy on our return. Will continue to use Isis!

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Emily D.
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
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
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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
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Meet local sitters who will treat your pets like family

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Popular requests for house sitting - Milton

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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 $49.95 per night (as of August 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 August 2026, there are 6,587 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
  • 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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