Dog Sitting Westfield

Book a Westfield dog sitter to watch your dog in your sitter’s home or yours.

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Over 52
pet parents in Westfield have booked dog sitting

Westfield, Find top rated dog 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: Kaitlyn l.
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Kaitlyn l.
$17
total per visit
4.9 out of 5 stars
• 38 reviews
16 repeat clients
4 years of experience
Springfield, MA, 01104

“Kaitlyn did an excellent job following all the directions for my medically complex cats. I have already booked her to take care of them again!”

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Kathryn C.
Sitter Profile Image: Karina & Jared S.
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Karina & Jared S.
Star Sitter
$39
total per visit
5.0 out of 5 stars
• 145 reviews
64 repeat clients
23 years of experience
Barkhamsted, CT, 06063

“Jared did an amazing job with our dogs. We got constant updates and knew they were being well cared for. The communication right from the beginning was top notch. We will definitely use Karina and Jared again!”

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Kelly G.
Sitter Profile Image: Erin R.
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Erin R.
$23
total per visit
5.0 out of 5 stars
• 149 reviews
68 repeat clients
8 years of experience
Suffield, CT, 06078

“we felt really comfortable leaving Erinwith our two kitties. They did a wonderful job. Will definitely book Erin again for the next time we go away.”

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Sandra A.
Sitter Profile Image: Samantha O.
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Samantha O.
$23
total per visit
10 years of experience
East Forest Park, Springfield, MA, 01118

About: I have taken care of multiple animals, from dogs, cats, hamsters, fish and even birds! I have always loved animals, there is nothing better than loving on an animal. I had fish and hamsters growing up. I have taken care of so many cats for multiple people and walked a ton of dogs for neighbors. I am so comfortable with giving animals medicine, even when they are not thrilled about it. I would love to love on your animals while you are away, have fun with them and make you and your pets feel secure while you are away from each other! I work full time at Baystate Medical Center. Full time for Baystate is only 3 days out of the week so I can be with your pet most of the time, I do work overnight, so I can take, let’s say your dog, out for a walk and feed them and all that good stuff before I work and be back first thing in the morning for when they wake up! Whatever you and your pet is comfortable with I can do. The last thing I would want is for you or them to feel uneasy or uncomfortable so whatever routine they are used to and like is exactly what I will do!

Sitter Profile Image: Anna C.
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Anna C.
$28
total per visit
5.0 out of 5 stars
• 22 reviews
9 repeat clients
15 years of experience
East Longmeadow, MA, 01028

“Anna is absolutely amazing! I was so nervous to hire a “stranger” last minute for my trip but Anna made everything soooo stress free!!! She took perfect care of my pup, sent daily updates & was easily accessible via message! Anna is the best of the best!! ♥️♥️ so happy she is no longer a stranger !”

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Gianna H.
Sitter Profile Image: James M.
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James M.
$34
total per visit
5.0 out of 5 stars
• 74 reviews
19 repeat clients
5 years of experience
Boston Road, Springfield, MA, 01119

“Love James (and Rachel if needed). I'm totally relaxed when I have to leave since I know my dog is being taken care of by caring and trustworthy people. Great Rover representatives.”

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Donna D.
Sitter Profile Image: Dereck W.
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Dereck W.
$26
total per visit
5.0 out of 5 stars
• 5 reviews
4 years of experience
Forest Park, Springfield, MA, 01108

About: I am an elementary physical education teacher who plays a lot of sports and loves to hang out with friends and family. I love playing and taking care of dogs. When I was younger I first started to dog sit for a few friends when they go out of town for the week/weekend, but now I enjoy giving all of my free time an attention to dogs. I love to run with dogs and play with them in the yard or at parks and see the smile on their face when they are playing with their toys! I am flexible with cancellations and any specific requests you have. Reach out if you have any questions! I would love to give your dog a mini vacation!!!! I am a very active person who likes to keep busy. I work during the week and are free in the early morning and afternoon. I am comfortable in new settings and can keep routines and rules that are had in the house. I can slowly build trust with the dog and have them find their comfort with me!

Sitter Profile Image: Rachel S.
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Rachel S.
$17
total per visit
10 years of experience
Easthampton, MA, 01027

About: Animals have been a part of my life starting from a very young age. As a small child my family fostered dogs and I was taught basic animal husbandry skills from an early age. Growing up we always also had 3 dogs of our own that I was dedicated to caring for. As I grew older my love for animals of all shapes and sizes also grew, guiding me to my career in animal science and veterinary medicine. I have been working in veterinary medicine for 6 years now. I am currently working on obtaining my Veterinary Technician license (CVT). Through my hands-on experience at my job, I have gained many skills. I am proficient and confident in administration of medications, administration of subcutaneous injections, ear cleanings, pedicures, anal gland expressions and more. I also have experience caring for small animals such as rabbits, hamsters, and guinea pigs. Lastly, I have my own flock of chickens and would be happy to care for yours if needed as well! I’m currently working part-time, so I have time in my schedule to play and care for your beloved pets as well. My schedule varies weekly so I would be happy to discuss your needs to see if we would be a good fit for each other! Unfortunately at this time I cannot house any clients pets in my own home, but I am happy to care for your pet in the safety and comfort of your home while you are away. I have various petsitting and housesitting references if needed. Your pet’s safety and happiness are my number one priority.

Sitter Profile Image: Jessica M.
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Jessica M.
$28
total per visit
5.0 out of 5 stars
• 19 reviews
4 repeat clients
10 years of experience
South Hadley, MA, 01075

“Jessica has taken care of our cat on two separate occasions now. She always sends a thorough update with pictures each time she drops in. Jessica gives us great peace of mind while we are away that our cat will be well cared for!”

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Natalie B.
Sitter Profile Image: Yarianis R.
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Yarianis R.
$32
total per visit
3 years of experience
Pine Point, Springfield, MA, 01109

About: I have worked 2 years as a Veterinary Assistant and have worked in a Veterinary Clinic for 3 years.I have had pets since a very young age I work Full time at a vet clinic but have a flexible schedule so I can make stops during the work week and I’m free Friday,Sunday,Saturday.On Friday’s I’m free from 4:30pm on and Saturday and Sunday all day I have experienced with work with dogs who are crate trained and I have access to beautiful walking trails for long extended walks for very active dogs

Sitter Profile Image: Annika D.
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Annika D.
$34
total per visit
5.0 out of 5 stars
• 53 reviews
19 repeat clients
6 years of experience
Northampton, MA, 01062

“We have used Annika many of times to take care of our two dogs. She goes above and beyond every time. We have had to adjust the care plan for our dogs multiple times since one is a puppy and Annika is always there to help without hesitation. Our puppy is a handful and Annika has always handled her appropriately. Highly recommend her services !”

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Mackenzie P.
Sitter Profile Image: Debbie S.
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Debbie S.
$28
total per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
30 years of experience
Ludlow, MA, 01056

About: Hello! I have 30 years of experience caring for pets. I own an 80lb lover-girl named Lobster and a 10lb rascal-cat named Trinity (from The Matrix!) My schedule is very flexible and I'm available for couch snuggles, energetic playdates, and walkies. My furry companions have other members of the family to care for them at home if I'm pet-sitting overnight. I can drop-in your place, go for walks, stay overnight, give your cat snuggles, or (with your approval) bring your pup(s) to my large fenced-in backyard!

Sitter Profile Image: Ashley S.
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Ashley S.
$23
total per visit
5.0 out of 5 stars
• 22 reviews
5 repeat clients
29 years of experience
Windsor, CT, 06095

About: I've helped take care of multiple clients and had a dog of my own my whole childhood and have loved taking care of others animals by cooking for them, playing with them and taking pictures! I'm a stay at home mom with 4 and 8 year old kids so we enjoy walking and playing with the dogs. My husband works from home and my brother lives with us at our house, so we have plenty of space and time for attention. i moved into a house three months ago and there is plenty of yard space, a back deck, and room for multiple dogs to have their own space. We live on a cuddle sack, so it’s also great walking dogs down and back.

Sitter Profile Image: hannah b.
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hannah b.
$39
total per visit
4.9 out of 5 stars
• 31 reviews
9 repeat clients
15 years of experience
Sixteen Acres, Springfield, MA, 01118

“Hannah was awesome dropping in to feed and care for our two cats. She was able to handle our cat’s medication and subcutaneous fluids like a pro, and was very communicative with updates. We would book her again no doubt. She is a top notch pet sitter! Thank you so much Hannah!”

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Matthew M.
Sitter Profile Image: Amanda O.
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Amanda O.
$28
total per visit
5.0 out of 5 stars
• 8 reviews
10 years of experience
Barkhamsted, CT, 06063

“Amanda was great! She was consistent and made sure my cats had everything they needed. Including taking care of cleaning the cat bowls and picking up after one of them got sick. She gave good updates. Would use again and recommend to others.”

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Jessica P.
Sitter Profile Image: Victoria C.
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Victoria C.
$34
total per visit
5.0 out of 5 stars
• 1 review
15 years of experience
Enfield, CT, 06082

About: I have always had a pet dog and ever since I was a teenager, I’d dog-sit for family and neighbors. Since college, I’ve been pet-sitting ajd dog walking on a more professional level. I’ve babysat for a few hours, simply for a walk, but have also watched multiple high energy dogs for up to two weeks. I’ve cared for dogs under a year old and up to 13 years old. I’ve always loved dogs and find them very easy to get along with and care for no matter their size, age, or personality. I have also cared for kittens a few weeks old, senior cats, administering medication orally, grooming them if they have long hair etc. Cats have a very different energy than dogs but I enjoy taking care of them just as much as dogs. I am currently in between jobs so I have a lot of free time to care for other dogs, whether it is a short walk or a multi-hour play date, etc. I always follow whatever guidance I am provided by pet parents. This means if you are only comfortable with your dog on a leash or lead while in your yard, I strictly follow that. If there are specific commands to use, certain behavior to watch out for or discourage, particular toys or activities they enjoy, I always follow what information I am given and am always open and communicate well about any issues or concerns that might arise on my end.

Sitter Profile Image: Aliyah J.
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Aliyah J.
$39
total per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
9 years of experience
Hadley, MA, 01035

About: Hi, fellow animal lovers. I have years of hands-on experience working with animals of all sizes, breeds, personalities, and temperaments. With a background in veterinary medicine and animal rescue, caring for animals has always been more than a job to me, it’s something I genuinely love. I’m comfortable caring for pets with different personalities and needs, including shy, anxious, energetic, and more challenging animals. I also have experience administering medications and understand the importance of following care instructions carefully to keep your pets safe and comfortable. I’m Fear Free Certified, which means I value reducing fear, anxiety, and stress while creating a positive experience for every pet. My goal is to make your pets feel safe, loved, and cared for while you’re away. Whether your furry companion needs extra patience, medication, playtime, walks, or simply someone to keep them company, I’m happy to provide personalized care and attention. I know pets are family, and I don’t take the trust you place in me lightly. You can expect compassionate care, reliability, and updates to give you peace of mind while you’re away. I look forward to meeting you and your companions! Animal care is already a big part of my daily life! As a veterinary tech, caring for animals is something I’m passionate about both professionally and personally. I prioritize making time for each pet’s individual needs, whether that means feeding, playtime, walks, companionship, or administering medications. I’m organized, attentive, and understand the importance of maintaining pets’ normal routines to help them feel safe and comfortable while their owners are away. I strive to provide reliable, compassionate care and treat every pet as if they were my own. I provide pet care in my clients’ homes, where pets can stay comfortable in their familiar environment and maintain their normal routines. I can assist with feeding, fresh water, litter box cleaning, playtime, companionship, and medication administration as needed. I follow each owner’s instructions carefully and prioritize patience, safety, and low-stress handling. I also provide updates and photos for peace of mind while you’re away. Your pets’ comfort and well-being are always my priority.

Sitter Profile Image: Hailey L.
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Hailey L.
Star Sitter
$34
total per visit
5.0 out of 5 stars
• 9 reviews
3 repeat clients
10 years of experience
East Windsor, CT, 06016

About: Hi I’m Hailey! Growing up my family always had both cats and dogs so I’m very comfortable taking care of pets. I have years of experience with both dog and cat sitting for both short and long term stays. I love to be active and take dogs on walks around the neighborhood and can customize my schedule to fit their needs. I work part time and have a pretty flexible schedule. I can work based around you and your pet’s needs! Available weekdays as well as weekends. I have dog sat for both large and small dogs before and have no issue with tailoring to their needs. I have years of experience pet sitting for long term stays up to a month for dogs, cats, and chickens alike!

Sitter Profile Image: Erica T.
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Erica T.
$43
total per visit
5.0 out of 5 stars
• 23 reviews
7 repeat clients
8 years of experience
Bloomfield, CT, 06002

About: Will feed, walk, and love your animal companion. Will bathe and groom upon request. I treat all animals as my children. I believe that they deserve respect and love. I have a passion for caring for all living things. I have worked in an animal rescue and animal kennel in the past. I also have experience with special needs and abused animals. If your little one needs extra or specific attention I am more than able to accommodate you. If you have any questions or concerns don't be afraid to text me anytime. It's important to me that both pet and owner feel comfortable. If the animal has specific medical needs or handicaps that won't be a problem either. My home is stress free and calm. This is my full time job so I will be able to be and play at home the whole time with your pet. I usually never leave for more than an hour or two. I only have 1 cat that will be separated from all dogs coming into the home. She will stay I. Her room and the dog will have full run of the home while he/she stay here.

Sitter Profile Image: Daniel A.
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Daniel A.
$17
total per visit
5.0 out of 5 stars
• 2 reviews
2 years of experience
Wilbraham, MA, 01128

About: I’ve always taken care of pets and volunteered at local shelters. Your doggies will have the option of treats, dog walks, dog park trips, bark toys, and the option to socialize with other dogs if that is an option! What’s different with me is every dog that stays here with me and comes home with a brand new BARK BOX toy if the parent allows ! I’m currently a stay at home dad so this works perfectly with my schedule! With my wife working full time, this makes a household that much more at home! All of my dogs are trained and with the huge yard in our back yard it provides the perfect area for exercise and potty time! We also have a dog park right down the street!

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The median cost per visit for dog sitting in Westfield is $23

Dog parents share their Rover experiences - Westfield

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5.0 out of 5 stars

Eliza did great with my anxious dog Timber. She listened to my instructions and concerns, and she communicated well with pictures and updates! I will definitely be contacting her for future stays.

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

rylie is truly the best! i never worry about my anxious pitbull when rylie is taking care of her. she truly understands dogs and their needs!

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

Leanora was one of the most communicative professional pet sitters we’ve ever worked with. We completely trusted her with our spunky old pup.

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

Wendy was punctual, communicative and reliable with our last minute request on a holiday. Really grateful for her service and adorable pictures of our dog, Shadow. We will definitely use her in the near future.

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Colin & Maria G.
Drop-In Visits
5.0 out of 5 stars

Nicole has watched my dog multiple times now, including for an entire week recently, and I honestly can’t recommend her enough. She always goes above and beyond, stopping in consistently and making sure he’s well taken care of, comfortable, and happy. It gives me a huge peace of mind knowing he’s with someone so reliable, caring, and trustworthy whenever I’m away. We’ve had nothing but great experiences every time.

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

Pat is reliable, flexible, and someone you can trust with your furry pets. I use Pat for all my drop in visits.

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Carol C.
Drop-In Visits
5.0 out of 5 stars

Brendon is always great to work with. He is a huge help in my life abd takes great care of my pup, and i couldn't ask for anything else.

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Ben G.
Drop-In Visits
5.0 out of 5 stars

Kevin enjoyed Amanda coming to check on him once again! Amanda is always on time, great at communicating, and our pup loves her! We even had a lot of snow this time, and Amanda still made it over on time to our pup!

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Emily H.
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
  • 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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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog sitting

  1. 1. Search

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Popular requests for dog sitting - Westfield

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Sitters in Westfield average 5
repeat dog sitting clients

FAQs for Dog Sitting - Westfield

Frequently asked questions about Rover

The average cost of Dog Sitting in Westfield is $17 per visit as of November 2026. Most bookings cost between $13 and $22 per visit. On Rover, 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 November 2026, there are 1,775 sitters on Rover offering Dog Sitting across Westfield. 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.

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 Westfield 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!

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.

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.

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 Meet & Greet.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Westfield with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 90% of sitters can help with special care needs
  • 93% 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.

sitters on Rover set their own cancellation policy, 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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