Pet Sitting Wellesley Hills

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 45
pet parents in Wellesley Hills have booked pet sitting

Wellesley Hills, Find top rated pet sitting

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Harlow T.
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Harlow T.
$13
total per visit
1 repeat client
4 years of experience
Needham, MA, 02492

About: I have experience caring for dogs in shelter, daycare, and boarding environments. I've trained and fostered many shelter dogs from puppies to senior dogs. I'm a college student and love spending any time with dogs! I'm a student with availability in the afternoons and evenings. My schedule is fairly flexible on weekdays, and I have set times on weekends available. I make sure to follow each dog's routine and treat every dog as an individual. Your pet's safety and comfort always come first. I enjoy sending updates and photos.

Sitter Profile Image: Alyssa M.
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Alyssa M.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 20 reviews
5 repeat clients
15 years of experience
Needham, MA, 02494

“Alyssa was amazing for my dog and me. Highly recommend. I had a last minute business trip and she was able to drop in to save the evening and walk Louie while I was out of town. And it was her first walk with us. She knew just what to ask during the meet and greet and then again right before the walk to make it be a success for her, me and most importantly Louie! Thx!!!!”

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Natalie G.
Sitter Profile Image: Tanya M.
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Tanya M.
$28
total per visit
5.0 out of 5 stars
• 14 reviews
3 repeat clients
50 years of experience
Needham Heights, MA, 02494

“Very kind and eager to be a good pet friend to my two cats while I was away. Also conscientious, making sure all was well with a cat who is more shy these days. House was as I left it!”

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Caroline L.
Sitter Profile Image: Samantha L.
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Samantha L.
Star Sitter
$25
total per visit
5.0 out of 5 stars
• 65 reviews
28 repeat clients
6 years of experience
Dover, MA, 02030

“Sam is great! She watched our oldest kitten when he was just a few months old, and again now that we have two! Our oldest loves playing with her and hanging out, and though our second is a little shy, she did manage to come out at the end of the visit. Sam is reliable and has great communication. Looking forward to booking her again in the future!”

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Taryn G.
Sitter Profile Image: Emma N.
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Emma N.
$22
total per visit
18 years of experience
Needham, MA, 02492

About: I’ve been around dogs for my whole life, actually I have never not had a dog. I come from a Boxer house hold, so I am especially great with bigger and energetic pups! I have experience with over night care of pets from many summers of my parents going on vacation. I just moved to Boston for my master’s degree and had to leave my childhood pup at home, so I am looking for love from a pet! It would be my pleasure to spend time with your pet! I’m currently a full time student and I commute to Boston for classes. Monday I am on campus from 1:30-5:30; Tuesday is my longest day from 11:45-8:30; Wednesday 2:50-8:30; Thursday 11:45-5:30; and Friday I don’t have class! My weekends are completely free. Outside of those time ranges Monday-Thursday I am available to care for your pets! I am very clean and respectful when being in someone else’s home. Any directions you give me I will follow! If I have any questions I will be sure to clarify with you.

Sitter Profile Image: Charlene H.
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Charlene H.
Star Sitter
$56
total per visit
5.0 out of 5 stars
• 149 reviews
38 repeat clients
30 years of experience
Wellesley, MA, 02481

“Charlene goes above and beyond every time! It is such a weight off knowing our sweet Julius is well taken care of and happy and comforted while we are away. She is the absolute best!”

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Margaret A.
Sitter Profile Image: Brian T.
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Brian T.
$20
total per visit
19 years of experience
Newton, MA, 02462

About: I am new to Rover, but I grew up with both cats and dogs and genuinely love both equally. As I’ve gotten older and needed pet sitters of my own, I appreciate the trust that goes into making sure your pet is taken care of while you’re not home. I recently made a career shift from medical device sales to pursuing veterinary medicine as this is something I’m passionate about. Your pets will get the same care and attention to detail that I give my own. I’m going back to school so I have a good amount of flexibility. I’m here to help make sure your pet stays on as close to a normal schedule as possible! I appreciate detailed instructions and the most important thing to me is making sure I give your pet exactly what you need me to give them. Need the food weighed and some meds administered? Got it. Need me to sprint around with them so they can burn some energy? No problem. Whatever you need from me, no matter how unique the request may be to you, I’ve got it.

Sitter Profile Image: Isabel E.
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Isabel E.
$28
total per visit
5.0 out of 5 stars
• 4 reviews
12 years of experience
Needham, MA, 02494

About: I've cared for pets of all sizes and temperaments since childhood. I'm comfortable with daily walks, feeding schedules, medication administration, and behavioral needs. Neighbors and friends trust me with their most beloved companions. I provide attentive, personalized care and regular photo updates to keep owners connected. I work from home, so pet care fits seamlessly into my daily routine. I have flexibility throughout the day for dog walks, feeding sessions, and playtime. Whether it's morning walks, midday check-ins, or afternoon play, I can accommodate your schedule and your dog's needs. My work from home setup means consistent, reliable care without gap. My home is a safe, welcoming space for dogs. I have a fenced yard where dogs can play and exercise safely. I'm experienced managing multiple dogs with different personalities and energy levels. All dogs in my care are supervised closely, with access to water, rest areas, and outdoor time. I maintain a calm, secure environment and follow each owner's specific instructions for feeding, medication, and behavior. Your dog will be treated with the same love and attention I give my own pets.

Sitter Profile Image: Natalie W.
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Natalie W.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 124 reviews
40 repeat clients
4 years of experience
Newton, MA, 02466

“Although we’ve only had one visit so far, I can already tell Winston loves playing with Natalie! He was sleeping hard the moment after she left. I’d highly recommend her to anyone.”

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Kelly B.
Sitter Profile Image: Madeleine F.
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Madeleine F.
Star Sitter
$34
total per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
6 years of experience
Wellesley, MA, 02482

“Madeleine is absolutely amazing! I have a very shy but super sweet cat who is usually wary of strangers, but she loved Madeleine from her very first visit. I was so impressed! Madeleine sent me adorable pictures every day, was incredibly responsive, and gave me complete peace of mind while I was away. I will 100% hire her again and feel so lucky to have found such a wonderful, trustworthy pet sitter. I highly recommend her!”

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C F.
Sitter Profile Image: Nathalia J.
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Nathalia J.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 13 reviews
7 repeat clients
18 years of experience
Natick, MA, 01760

About: I took care of my dog for 18 years before he passed away in 2022. I have also taken care of other friends dogs so I understand how much time and dedication it takes to care of any dog. I’m an active individual so I can run and play with dogs if needed. I’m willing to travel with your dogs and use my car if they need to taken to any locations. I’m a very patient and will give them the time they deserve. I have experience in giving dogs medication if needed and can attain to any special needs they may have. Overall, there is nothing I wouldn’t be open to in taking care of your dogs! I work as a Middle School Counselor during the Months of September through early June. During the school year I'm available anytime on weekends and after 4pm on weekday evenings. I’m off from mid June to late August. During this time I’m available to care for your pets anytime on weekdays and weekends. I took my dog on long walks and lots of dog parks. I also am willing to drive to any residence if needed and can bring lots of dog toys to be clients home's if needed!

Sitter Profile Image: Emily P.
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Emily P.
$26
total per visit
6 years of experience
Newton, MA, 02466

About: Hi! I am excited to meet your pets! I have had animals my whole life and have a special loving bond with all animals! I have done pet sitting and work in shelters for a number of years. Pet care is my daily responsibilities with my own pets at home. I volunteer at shelters but would love to make your pets part of my day! I am very knowledgeable about animal behavior and animal needs. I understand the importance of understanding each animal and their needs! I approach each animal slowly and calmly to help comfort them as we get to know each other.

Sitter Profile Image: Allyson C.
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Allyson C.
$23
total per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Newton, MA, 02467

“We’re so grateful to Allyson, especially since today we had a last minute thing come up and weren’t sure we’d find a reliable Rover in time. But she immediately responded and came through and had a nice walk with Clare!”

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Ted C.
Sitter Profile Image: Holden C.
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Holden C.
$12
total per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Boston, MA, 02132

“Holden was an amazing pet sitter for our cat, Maribel! He was very responsive and replied to messages quickly. Maribel was quite shy but he made sure she felt safe, supported and had treats nearby to stay happy! We were so glad to find Holden to take care of our kitty and will surely book with him again and recommend him to anyone in the area with pets! :)”

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Marian C.
Sitter Profile Image: Nancy T.
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Nancy T.
$28
total per visit
1 repeat client
10 years of experience
Newton, MA, 02466

About: I’m not just a dog lover—I’m a proud dog mom of 9 years! I know how much your pup means to you because I feel the same way about mine. I bring the same care, attention, and love to every walk and drop-in as I do with my own dog, Dobby. I currently have a hybrid work schedule and work from home Mondays and Fridays. So Mondays and Fridays are pretty open. Tuesdays and Thursdays I would be available after 6pm so please feel free to message me if interested. Weekends I am available! When I drop in to care for your pet, I treat your home and your furry friend with the same respect and love I give my own. I always follow your care instructions closely—whether that’s feeding, potty breaks, playtime, or medication. I keep things calm and comforting for your pup, so they feel safe and happy.

Sitter Profile Image: Brittany R.
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Brittany R.
Star Sitter
$24
total per visit
5.0 out of 5 stars
• 186 reviews
67 repeat clients
20 years of experience
Framingham, MA, 01702

“Great service - happy that my cat had company & was looked after while I was away on a few things I needed to attend. Very responsive, fun to see the check-in photos!”

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Anthony C.
Sitter Profile Image: Bianca W.
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Bianca W.
Star Sitter
$29
total per visit
5.0 out of 5 stars
• 12 reviews
5 repeat clients
16 years of experience
Waltham, MA, 02451

About: I’ve had cats since I was 8 years old. With the 16 years of experience with cats, I believe every fur baby needs a home away from home. Like with every pet parent, I strive for the best with my cat. If you choose me to watch your fur baby, I will provide the best and safest environment for them. Do they need a room to themselves? You got it. Has explosive diarrhea? I have cleaning supplies. Medical issues? Another way to keep me on my toes. I hope you consider me as a prospective aunt to your kitter cat or doggo and can’t wait to fill up my camera role with adorable pictures. I look forward to hearing from you 💕 I am a grad student at Brandeis University. My classes are usually over by 2 pm, so after then I’m usually at my apartment caring for my cat and completing schoolwork. So needless to say, I have a lot of flexibility within my schedule for your pets individual needs. If I am doing home visits, I would like to visit the clients home a day or two prior to the arranged visit(s) to understand the animals needs and to see if we would be a good fit. I believe it is important to establish an understanding with the animal in question before I frequent the premises so there isn’t any unnecessary stress for your pet. In regards to boarding, I have a medium sized apartment that would be good for any cat or small-medium dog. There are multiple grassy areas for bathroom breaks and walks around the premises. You will have to provide me with your animals usual schedule (times for bathroom breaks, when and how much time are committed to walks, feeding times, etc.) so I can build my set around them and their needs

Sitter Profile Image: Caroline D.
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Caroline D.
$26
total per visit
5.0 out of 5 stars
• 1 review
8 years of experience
Wellesley, MA, 02481

About: I have taken care of dogs of every kind for the past 8 years. This includes overnight care, walks, meals, baths, and puppy training. I have a deep love for animals and I’m often called the ‘dog whisperer’ by friends and family. I care about all dogs like they’re my own! I am currently working part-time in healthcare with a very flexible schedule so I will have plenty of time to take care and spend time with your furry friends! Safety is my top priority. I can easily crate your animals or use gentle training to keep them safe. I have a dog with severe allergies so I am very careful with what my pet can have and I will do the same with yours! I know all owners have different routines and rules for their pets, and will always follow your lead. I am very attentive and caring, so I can be a helping hand and minimize any worry while you’re away.

Sitter Profile Image: Gabrielle G.
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Gabrielle G.
$23
total per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Boston, MA, 02135

About: I grew up with animals. Dogs and cats specifically have always been apart of my life. I am able to keep up with with the youngest peppy puppy or slow down to meet the pace of a senior dog. I am not fazed by much and happy to provide the same love and care that you would give to your animal. I am a freelancer with a very flexible schedule. I have the ability to work with you on potential last minute needs and care for your pets. I am very comfortable caring for animals weather it be a quick check at the home ot in an more outdoor adventure. My goal is to give your animal the care they care they need in the environment that works best for you and them.

Sitter Profile Image: Aditi N.
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Aditi N.
$25
total per visit
4 years of experience
Newton, MA, 02460

About: While I don’t have my own pet, I have been around and taken care of dogs quite often. I regularly take care of all my loved ones’ cats and have had cat sitting jobs as well. I’m a responsible and reliable doctoral graduate who will do a good job, and be sure to keep solid communication with clients! I currently work and study full time from home. I am quite flexible with my schedule and can often help out on weeknights and weekends too! I have an unfenced large yard as well as a large house. I can go on runs, (I’m an avid runner who ran cross country and track in high school!) and I absolutely love playing with dogs. My neighborhood is very friendly for dog walks, with fellow dog walkers around! I don’t have a dog or other pets, so no interactions would disrupt dog-sitting. I have three roommates who can give the dogs extra love :)

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The median cost per visit for pet sitting in Wellesley Hills is $25

Pet parents share their Rover experiences - Wellesley Hills

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5.0 out of 5 stars

Brianne was amazing and gave me updates through the check-ins! Went above and beyond! Would definitely recommend!

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Cole L.
Drop-In Visits
5.0 out of 5 stars

Hailey did a fantastic job caring for our two bulldogs. She was very responsible, communicative, and trustworthy. Would definitely hire her again.

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Cher Z.
Drop-In Visits
5.0 out of 5 stars

Once again, Amber was great! She takes care of everything, and is super responsive. Our kitty is very happy we found her. Thanks Amber!

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Anna D.
Drop-In Visits
5.0 out of 5 stars

Kylie was wonderful and dependable as always! We came home to two content kitties! Thank you for being so great with our home and beloved fur babies!

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Ronak S.
Drop-In Visits
5.0 out of 5 stars

Angelica was totally great with my very sensitive pup who was anxious due to a recent move. She came by to meet us first then was very detailed and caring in all her visits and gave thorough accounts. My dog became much calmer. I will hire her again and highly recommend Angelica.

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Jacyntha K.
Drop-In Visits
5.0 out of 5 stars

Tanya was a reliable sitter, engaged well with our cat and looked after our potted plants. We plan to have her visit our cat when we next go away

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Joseph M.
Drop-In Visits
5.0 out of 5 stars

Megan did a great job watching our cat! She was timely for drop ins, available, and communicative and kept our place clean. Thank you so much!

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Annabelle P.
Drop-In Visits
5.0 out of 5 stars

Rose was available with short notice and took wonderful care of our two large golden retrievers! We will absolutely be reaching out to her in the future!!

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Allison Elizabeth A.
Drop-In Visits
5.0 out of 5 stars

Caitlin is amazing!!! She was so loving and caring towards my cats, which gave me so much peace of mind while I was away visiting family for a week. I’ve gone through many cat sitters, many of whom I felt like didn’t give my cats enough love during their visits, and I can confidently say that I felt like my cats were very loved and in good hands. I highly recommend booking with Caitlin!! 💕

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Raquel J.
Drop-In Visits
5.0 out of 5 stars

Devon took such wonderful care of Dutton and Ranch again! She always goes above and beyond and gives us so much peace of mind while we’re away. She’s thoughtful, reliable, and clearly cares so much about our cats. We always come home to happy, well cared for pets and couldn’t recommend her more.

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Jaidan R.
Drop-In Visits
5.0 out of 5 stars

Kristin was great! Our cats are happy, everything is clean and perfect. I felt safe with Kristin coming to take care of our two fur babies while we were away. She was also very helpful with a special delivery request, giving Santa a hand :)

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Anna D.
Drop-In Visits
5.0 out of 5 stars

Another amazing experience with Eva!! She is quick to reply, great updates, great photos, and most importantly, she provides so much love and care while I’m away!!

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Joshua K.
Drop-In Visits
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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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How to book pet sitting

  1. 1. Search

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Popular requests for pet sitting - Wellesley Hills

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Sitters in Wellesley Hills average 6
repeat pet sitting clients

FAQs for Pet Sitting - Wellesley Hills

Frequently asked questions about Rover

The average cost of Pet Sitting in Wellesley Hills on Rover is $24 per visit as of October 2026. Most bookings cost between $22 and $37 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 11,549 sitters on Rover offering Pet Sitting across Wellesley Hills. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to 25,000 in eligible veterinary care reimbursement.

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

  • 85% of sitters can help with special care needs
  • 89% can help with giving oral medications or injections
  • 94% 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.

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

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

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

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

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

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