Dog Sitting Westwood

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

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Over 22
pet parents in Westwood have booked dog sitting

Westwood, 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: Jonathan L.
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Jonathan L.
$20
total per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
12 years of experience
Jamaica Plain, Boston, MA, 02130

About: I am experience with caring for several types of dogs and cats in size and breed. I have cared for multiple dogs at the same time and meeting their needs at any age. My greatest strength is my patience and my willingness to communicate with your pets to ensure a working relationship that is based on love and care. I work remotely at home, and I am happy to take breaks to care for pets in between my work. I am flexible with early morning walks to late evening strolls. I love walking through parks and working at pet friendly cafes. I am transparent with my work. Working at clients home is something I understand that must be rooted in trust and care. I respect people's property and schedule to the best of my ability. I am actively aware of the need for communication, and I place that trait above all.

Sitter Profile Image: Alaina V.
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Alaina V.
$19
total per visit
3 years of experience
Boston, MA, 02130

About: I have done a lot of animal sitting since I was in high school looking after my nieghbors dogs and cats when they were away. I am a huge animal lover but I am best with dogs and cats. Before I went to college my nieghbor had just bought a puppy and we had just got a cat, I trained the cat and I did most of the dog walking for the puppy. Being able to play and care for animals is the best job I can think of. I can’t wait to meet your fur baby! I would love to be able to work with familiar clients and their animals. I provide over night pet sitting services, dog or cat walking, and drop in’s. I can take care of your fur babies Friday to Monday, for anything outside that time I may have availability, so just ask! I work a full time job 8am-4:30pm Monday to Friday. I typically go off the rules you lay out for your pet along with their usual routine. I want to make things as easy as possible for you and your pet. If you have a list of dietary restrictions or medication they need to take, I’m happy to learn as well as get them the care they need. If they have a specific dinner or walk time, I want to make sure I stick to it for you.

Sitter Profile Image: Denzel G.
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Denzel G.
$20
total per visit
5.0 out of 5 stars
• 14 reviews
5 repeat clients
12 years of experience
Roslindale, Roslindale, MA, 02131

About: I've been taking care of dogs since I was 14 years old. Helping walk, feed, and dog sit for multiple days at a time for neighbors. I continue to help out neighbors and friends when asked upon I work part time so I have lots of spare time to play with some awesome dogs. My schedule is very flexible so I can work mornings or overnights with your dog I will be sure to show all dogs lots of love and if asked I can have your dog crated in your house. Brush him/her as well.

Sitter Profile Image: Lucia N.
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Lucia N.
$16
total per visit
18 years of experience
Newton, MA, 02459

About: Hi! My name is Luci, and animals have always been a huge part of my life. As a veterinary technician student and proud dog mom to three dogs over the years, I know how much our pets mean to us. Caring for animals isn't just something I do—it's truly my passion. I love getting to know each dog's unique personality and making sure they feel safe, loved, and comfortable while their owners are away. Whether that means long walks, playtime, belly rubs, or simply keeping them company, I'll care for your pet as if they were my own. I am available for walks, drop-in visits, and pet sitting throughout the week and on weekends. I love spending my free time with animals, so your pet will get lots of attention, care, and affection while you're away. As a veterinary technician student working toward becoming a Certified Veterinary Technician, I have a strong understanding of animal behavior, health, and safety. Creating a safe, calm, and positive environment is always my top priority. I pay close attention to each pet's individual needs and comfort level, making sure they feel secure, loved, and stress-free while in my care.

Sitter Profile Image: Allyson C.
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Allyson C.
$23
total per visit
5.0 out of 5 stars
• 4 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: Asmahan O.
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Asmahan O.
$23
total per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
6 years of experience
Needham, MA, 02494

“Asmahan has been great! She was very understanding that our anxious dog takes a few visits to warm up to new people. She was patient and had great instincts with our pup. We are looking forward to continuing to hire her in the future!”

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Alexa K.
Sitter Profile Image: Kendra M.
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Kendra M.
$34
total per visit
5.0 out of 5 stars
• 4 reviews
15 years of experience
needham, MA, 01754

About: I'm a very knowledgable pet sitter with 10+ years of experience working with other client's pets and 15+ years caring for my own pets. Im comfortable with most pets all sizes and ages, not only limited to dogs and cats! I work full time as a pet sitter/dog walker. My schedule is very flexible since I can organize my own schedule! If I'm not out on walks I spend my downtime at home hanging out with the pets. I treat each pet as if they're my own, Im very alert and attentive. Im respectful of my client's home and keep their home nice and clean just how I'd want someone to do the same for me. Im happy to send over local references!

Sitter Profile Image: Meghan R.
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Meghan R.
$28
total per visit
10 years of experience
Norwood, MA, 02062

About: My family has owned dogs my entire life, so I have taken care of my own pets. I have also had experience with watching friends, families, and neighbors dogs since I was in high school! My sister volunteers for multiple dog shelters and has fostered for a couple years now. Being around and learning from her experiences I have acquired skills in how to care for all pups of all breeds and sizes. I currently work full time during the week in Project Management. However, I am willing to work together and be flexible in order to care for your pets when needed! My availability during the week includes early mornings, and late afternoons with the ability to stop in for a quick visit during lunch. Weekends I am completely flexible and ready to help out! I prefer to feed, play, and care for your pets in your home, as well as take dogs for daily walks when needed! I love to make your pets feel loved while you are away!

Sitter Profile Image: Allie C.
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Allie C.
Star Sitter
$50
total per visit
5.0 out of 5 stars
• 142 reviews
48 repeat clients
25 years of experience
West Roxbury, Chestnut Hill, MA, 02467

“Alie was amazing! She took excellent care of our kitty and home during her drop in visits. She was very attentive, provided detailed updates, and took lots of pictures. Would definitely recommended hiring Alie to help with kitty care.”

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Cristina R.
Sitter Profile Image: Caitlin L.
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Caitlin L.
$28
total per visit
5.0 out of 5 stars
• 9 reviews
1 repeat client
6 years of experience
Walpole, MA, 02081

“Caitlin is terrific with our pups! They love her! She takes good care of them and definitely shows them lots of love and attention.”

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Diane P.
Sitter Profile Image: Olivia C.
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Olivia C.
$28
total per visit
9 years of experience
Medfield, MA, 02052

About: I’ve been caring for dogs for over 9 years and have experience with dogs of all ages, sizes, and energy levels. Friends, family, neighbors, and local families have trusted me to walk, feed, bathe, play with, and care for their dogs while they’re away. I genuinely love being around dogs and strive to make every pet feel safe, comfortable, and loved. Whether your dog enjoys long walks, outdoor adventures, playtime, or relaxing companionship, I’ll provide attentive and dependable care tailored to their needs. As a recent college graduate, I have a flexible schedule and plenty of time to dedicate to your dog. I’m available for walks, drop-in visits, pet sitting, and overnight care throughout the week and on weekends. I pride myself on being reliable, communicative, and attentive so you can have peace of mind while you’re away. Your dog’s safety, comfort, and happiness are my top priorities. I carefully follow feeding schedules, exercise routines, medication instructions, and any specific care requests. I understand that every dog has a unique personality and needs, and I always take the time to make them feel comfortable and secure. I’ll also provide regular updates and photos so you can feel confident knowing your dog is receiving the same love and attention they get at home.

Sitter Profile Image: Mia F.
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Mia F.
$19
total per visit
5.0 out of 5 stars
• 3 reviews
10 years of experience
Wellesley, MA, 02481

About: Hi everyone!! I have two standard poodles: Phoebe and Piper. I’ve always loved animals and can’t wait to help out with all your dogs’ needs:) I am a student and lacrosse player, but my schedule is pretty flexible in the fall. I am done with class everyday by 11:15, and then I’m free. Willing to walk as far as you want me to, also experienced with drop-in and overnight care. Experience caring for up to 3 large dogs at a time.

Sitter Profile Image: Xiwei L.
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Xiwei L.
$34
total per visit
8 years of experience
Walpole, MA, 02081

About: I have always loved being around animals and have years of hands-on experience caring for both cats and dogs. I have 5 years of cat-sitting experience, and I also own two cats, so I understand how important patience, routine, cleanliness, and gentle attention are for cats. I’m comfortable feeding, cleaning litter boxes, giving fresh water, playing, and making sure cats feel safe and relaxed while their owners are away. I also have experience caring for dogs. My family has had a dog at my mom’s home for 8 years, and I’ve helped with daily care, feeding, walking, playtime, and basic routines. I understand that every pet has their own personality and needs, and I always do my best to follow each owner’s instructions carefully. My goal is to make pets feel comfortable, loved, and well cared for. I do vendor work, so my busiest time is usually on weekends. During the week, my schedule is more flexible, and I’m happy to accept weekday boarding or pet care requests. Because my work hours are flexible, I can make time throughout the day to check on pets, feed them, play with them, and make sure they feel comfortable and cared for. I always try to create a calm, clean, and safe environment for every pet. I carefully follow each owner’s instructions, including feeding schedules, walks, litter box cleaning, medications if needed, and any special routines. I understand that every pet has their own personality, so I take time to help them feel comfortable and reduce stress. I also keep owners updated with messages and photos so they know their pets are doing well.

Sitter Profile Image: Joseph A.
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Joseph A.
$56
total per visit
20 years of experience
Dedham, MA, 02026

About: I’m an experienced dog owner and work from home, so dogs staying with me get plenty of attention throughout the day. I have a large fenced-in yard with lots of room to play and usually limit the number of dogs I board to two. I’m comfortable with dogs of different sizes and personalities and will make sure your dog feels safe, comfortable and at home while you’re away. I work from home, so pet care fits naturally into my daily routine. I’m around throughout the day for feeding, attention, playtime and frequent outdoor breaks, and I can accommodate each dog’s normal routine. I have a large, fully fenced backyard with grassy and wooded areas to explore, along with a comfortable sheltered indoor area. I also have two friendly dogs of my own, a Golden Retriever and a Labrador, who live with me. I can crate dogs if needed and will follow each owner’s feeding, care and safety instructions.

Sitter Profile Image: Olivia B.
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Olivia B.
$34
total per visit
5.0 out of 5 stars
• 3 reviews
5 years of experience
Chestnut Hill, MA, 02108

About: I’ve taken care of dogs since I was a young girl. Growing up, I’ve owned and been trusted to watch a wide range of pets, but I love being around dogs of all ages! I’m currently a graduate student, with classes only taking up half of my week, so I have multiple days I can devote to pet care! Usually, Thursdays/Fridays/Saturdays are my pet days. When entering your home, respect is my top priority. It’s a privilege to be let into your space, and I will respect your home and pet as if they were my own.

Sitter Profile Image: Kimberly M.
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Kimberly M.
$17
total per visit
5.0 out of 5 stars
• 71 reviews
10 repeat clients
10 years of experience
Sharon, MA, 02067

“Kimberly visits our sixty five pound pit mix weekly. She always provides photos and it looks like Kix has a great time ! Very happy with her services”

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Sara D.
Sitter Profile Image: Rebecca S.
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Rebecca S.
$39
total per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
35 years of experience
Walpole, MA, 02081

About: I have owned pet dogs my entire life, but have become very involved in dog sports and training as an adult! I love teaching dogs of all ages new skills while keeping their minds and bodies fit and happy. Currently competing in scentwork/nose work, FastCat and training for competition obedience. ✨Ask about my puppy tutor program! ✨I have young, older and handicapped dogs in my current pack, and I enjoy them all! I love working with young dogs and dogs who are still working on their training/manners, but I have a soft spot for seniors. Whether we're going for a walk or hanging out for a weekend, your pup will come home smiling. I work from home full time with flexible hours, so I am available for a variety of walking and sitting services. Weekdays and weekends are available. My dogs thrive on a predictable schedule, including daily training, enrichment and exercise (with plenty of snuggles!). We make sure to balance rest time with active time so everyone stays feeling their best.

Sitter Profile Image: Jackie K.
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Jackie K.
$34
total per visit
5.0 out of 5 stars
• 1 review
3 repeat clients
15 years of experience
Canton, MA, 02021

“Jackie did a wonderful job caring for my two senior special needs dogs! Very responsible and professional.”

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Jenna S.
Sitter Profile Image: Marcy G.
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Marcy G.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
11 years of experience
Newton, MA, 02458

About: I've been doing pet care since I was 8 and have lots of experience with animals of all ages and personalities. Typical animal care from me looks like refilling food and water, walks, cleaning litter boxes, and finding creative ways to keep your animals thoroughly entertained. This summer I'm taking online college classes so my schedule is super flexible. The only set times I'll be busy doing virtual classes are from 11:00-4:30 on Mondays, Wednesdays, and Fridays. Please let me know what times work for you. I will always make sure to keep your dogs on leashes when not in fenced in areas to ensure your pup's safety is accounted for.

Sitter Profile Image: Katy A.
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Katy A.
$28
total per visit
5.0 out of 5 stars
• 12 reviews
1 repeat client
33 years of experience
Franklin, MA, 02038

About: I’ve been a lifelong animal lover and have experience caring for both dogs and cats of all ages and sizes—from a gentle giant Mastiff to smaller dogs with daily medication needs. I understand that every pet has a unique personality and routine, and I take the time to make sure they feel comfortable, safe, and loved while you’re away. Whether your pet needs a long walk/ hike, playtime, cuddles, meds, or just a loving companion, I’ll treat them like they’re part of my own family. I know how much trust it takes to leave your pet with someone else, so I’ll provide dependable care and keep you updated with messages and photos for peace of mind. I’ll give your pet the same love, attention, and care I’d want for my own. I work part time caring for plants and helping with the on-site pets at my job. It’s a small company with a lot of flexibility so most of the time it’s easy to customize my schedule. If you need care in my home, I have a good set up with spaces that can be closed off if you have a shy pet who prefers quiet. As far as outside playtime for dogs, I have a good sized yard and live in a great neighborhood with sidewalks. I’m also able to go on hikes with your dog if that’s their thing. I’m comfortable coming to your home and keeping your pet’s routine as usual if that’s your preference.

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The median cost per visit for dog sitting in Westwood is $25

Dog parents share their Rover experiences - Westwood

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5.0 out of 5 stars

Our dog loved Cynthia from the first meet-and-greet. Will most definitely hire her again. She was super responsive, sent several pics and videos each day, and shared detailed notes for each visit. Highly recommend!!

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

We would’ve left more stars if possible just for peace of mind alone! Tessa was attentive, caring and made each interaction smooth and stress free. Lola looked happy in all the updates and coming home she was in great shape. We absolutely would recommend Tessa and look forward to continue working with her many more times in the future.

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

Doggo's loved her and she took great photos and wrote good messages to make us feel comfortable with being away.

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Chris A.
Drop-In Visits
5.0 out of 5 stars

Jenie was so wonderful to work with! She was attentive, very quick to respond, and clearly treated our anxious pup with gentleness and care. We will definitely be booking again in the future!

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

Marissa was amazing with my 2 foster dogs. She was timely with her visits and communicative throughout. I appreciated her help and would welcome her back in the future.

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

MJ is the very best. Cares for our dogs like they are her own. They LOVE it when they are with her. She notices everything about them and reports all details with photos sent every few hours. We recommend her without reservation. Fur baby heaven!

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

Anna is our dog's favorite human other than us! She is so kind, so accommodating, and such a warm presence. I never worry when I leave my dogs with her, and they can't wait to see her again!

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Tara T.
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 - Westwood

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Sitters in Westwood average 6
repeat dog sitting clients

FAQs for Dog Sitting - Westwood

Frequently asked questions about Rover

The average cost of Dog Sitting in Westwood is $22 per visit as of October 2026. Most bookings cost between $20 and $34 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 October 2026, there are 11,017 sitters on Rover offering Dog Sitting across Westwood. 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 Westwood 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 .

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.

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 .

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 Westwood 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 Westwood. On Rover:

  • 85% of sitters can help with special care needs
  • 90% 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.

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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