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 26
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
5.0 out of 5 stars
• 1 review
1 repeat client
4 years of experience
Needham, MA, 02492

“Harlow was on time for every visit, and he took care of my cats well.”

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Jingxian C.
Sitter Profile Image: Allyssa W.
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Allyssa W.
$28
total per visit
5.0 out of 5 stars
• 19 reviews
3 repeat clients
15 years of experience
Natick, MA, 01760

“We are so grateful for Allyssa caring for Clyde while we were away for a long day! It’s clear that she really loved on him and gave him lots of attention, as well as completed everything we asked her to do for him during the visit!”

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Leigh S.
Sitter Profile Image: Tingting W.
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Tingting W.
$22
total per visit
5.0 out of 5 stars
• 4 reviews
4 years of experience
Natick, MA, 01760

“Tingting was so attentive and took such great care of my old girl! I loved all the photo updates as well, it’s so nice to see your pup having fun 😍”

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Lauren M.
Sitter Profile Image: Jacqueline H.
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Jacqueline H.
Star Sitter
$20
total per visit
5.0 out of 5 stars
• 9 reviews
3 repeat clients
10 years of experience
Newton, MA, 02466

“Jacqueline is so kind and communicative!”

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Megan L.
Sitter Profile Image: Hailey S.
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Hailey S.
$19
total per visit
5.0 out of 5 stars
• 2 reviews
8 years of experience
Newton, MA, 02466

“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.
Sitter Profile Image: Amber B.
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Amber B.
$28
total per visit
5.0 out of 5 stars
• 21 reviews
7 repeat clients
12 years of experience
Auburndale, MA, 02466

“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.
Sitter Profile Image: Isabel E.
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Isabel E.
$28
total per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
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: Jessica W.
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Jessica W.
Star Sitter
$30
total per visit
5.0 out of 5 stars
• 22 reviews
13 repeat clients
7 years of experience
Waltham, MA, 02453

“Jessica was great! Booked a drop-in with short notice. She was responsive, flexible, and showed a care and understanding for my pooch's well-being as well as any concerns I had”

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Corwin C.
Sitter Profile Image: Madeleine F.
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Madeleine F.
Star Sitter
$34
total per visit
5.0 out of 5 stars
• 12 reviews
3 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: Sabrina C.
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Sabrina C.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 13 reviews
7 repeat clients
10 years of experience
Watertown, MA, 02472

“Sabrina was a fantastic caretaker for my pup during his lunch time walks! She was responsive, gave great updates and I could tell my dog was in a great hands!”

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Liz T.
Sitter Profile Image: Nathalia J.
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Nathalia J.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 14 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: Brittany R.
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Brittany R.
Star Sitter
$24
total per visit
5.0 out of 5 stars
• 197 reviews
69 repeat clients
20 years of experience
Framingham, MA, 01702

“An Exceptional Pet Sitter - I Can't Recommend Brittany Highly Enough! I cannot say enough wonderful things about Brittany! I found her through Rover under less-than-ideal circumstances. My previous pet sitter had fallen through at the last minute, and I urgently needed someone to care for my elderly cat, Butternuts, while I traveled out of state to visit my parents, who were experiencing health issues. Needless to say, I was anxious about leaving Butternuts, particularly given her age. After carefully reviewing several sitters on Rover, I chose Brittany, and I could not have made a better decision. From the beginning, Brittany demonstrated genuine compassion, professionalism, and an extraordinary level of care. She understood how important Butternuts is to me and treated her with the kindness and attention that an elderly pet deserves. What impressed me most was the peace of mind Brittany gave me during an already stressful time. Knowing that Butternuts was in such capable and caring hands allowed me to focus on my family without constantly worrying about my beloved cat. Finding someone you trust with a cherished pet is no small thing, especially when that pet is older and needs extra attention. Brittany exceeded my expectations, and I am incredibly grateful to her. I would recommend Brittany without hesitation to anyone looking for a reliable, compassionate, and truly exceptional pet sitter. Butternuts and I are both very fortunate to have found her!”

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

“Bianca was really friendly to our kitties. She spent good time with them and kept the place clean. Will recommend to everybody!”

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0xRX
Sitter Profile Image: Jassmine O.
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Jassmine O.
$26
total per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
3 years of experience
Needham, MA, 02494

“Jassmine was great! Very communicative and helpful and loving with my cats. Would definitely hire her again!”

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Leslie S.
Sitter Profile Image: Nathalia P.
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Nathalia P.
$17
total per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
5 years of experience
Needham, MA, 02492

About: Open for ongoing and temporary opportunities around needham, newton and wellesley 🐶💟 Growing up with dogs in the family made me learn how to care for them naturally and see animals as friends. I will be more than happy to know your buddy, make sure they have everything they need, and have amazing moments together. I’m working part time and mostly available up to two hours during the morning and evenings after 5pm. Weekends are flexible with all day availability and flexibility. I always double check any house doors, to make sure it’s safe. Keep them near me in any outdoor environment is a rule, never unleashed or left alone outside. I’ll love to know more about your dogs habits and personality to adjust to their needs, restrictions and expectations.

Sitter Profile Image: Claudia B.
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Claudia B.
Star Sitter
$34
total per visit
5.0 out of 5 stars
• 11 reviews
3 repeat clients
4 years of experience
Wayland, MA, 01778

“Claudia has been great w our new puppy (10 weeks old) sending photos!!! She lets herself in and out of the house no problem ... excited to keep using her as an on going dog walker !!!”

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Alison P.
Sitter Profile Image: Lita A.
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Lita A.
$28
total per visit
3 years of experience
Newton, MA, 02459

About: Have dog almost all my life, have taken care of friends’ dog whether for some hours or overnight. Only accept 1-2 dogs at times so the place will not be crowded. Generous in time when walking neighbors dog. Work part-time remotely, live with a husband & 2 grown up kids still need drop off & pick up from their respective nearby school & work. Flexible time for any dog care. Live in a fenced yard, will have plenty of time playing or just hanging out at the backyard together with our 6 yr black Lab. Trustworthy, dependable for drop in visit and walk.

Sitter Profile Image: Lindsay D.
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Lindsay D.
Star Sitter
$34
total per visit
5.0 out of 5 stars
• 30 reviews
13 repeat clients
13 years of experience
West Roxbury, Boston, MA, 02132

“Lindsay was incredible with Sunny. She was very thorough during the meet and greet. She gives detailed updates with great pictures. Overall she goes above and beyond. I would definitely recommend.”

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Marissa & Christopher F.
Sitter Profile Image: Alexander D.
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Alexander D.
Star Sitter
$38
total per visit
5.0 out of 5 stars
• 21 reviews
8 repeat clients
5 years of experience
Watertown, MA, 02467

“Thanks for the early morning visit and feeding for Emma and Peanut. And I appreciate that you cleaned up around the litter box and took out the trash.”

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Lynn D.
Sitter Profile Image: Austin M.
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Austin M.
Star Sitter
$23
total per visit
5.0 out of 5 stars
• 4 reviews
4 repeat clients
6 years of experience
Waltham, MA, 02453

About: Hi there! I’m an experienced dog care provider dedicated to giving local pups the absolute best care. With professional experience co-owning a pet service business and years of hands-on dog handling, I treat every dog in my care as if they were my own. My main priority is making sure your pup stays safe, comfortable, and right on schedule for their visits. Whether we’re out on an energetic walk, dropping in for mealtime, or relaxing during an overnight stay, you can count on clear communication, prompt updates, and plenty of cute photos. Looking forward to connecting with you and your pup! Pet care is a core part of my daily routine. I build my schedule around consistent walks/visits, feeding times, and any special instructions so pets are never rushed or squeezed in. Throughout the week, I keep communication steady with updates and photos, and I stay organized with notes to keep each pet’s routine consistent from day to day. I care for pets the same way in any space: safely, calmly, and according to their routine. In a client’s home, I follow your instructions closely for meals, walk/play schedule, and house rules. I keep everything clean and secure, and I send clear updates and photos each visit. In my home (for boarding), I provide a calm environment, regular potty breaks and exercise, close supervision, and a consistent routine with the right balance of attention and downtime based on your pet’s personality and energy level.

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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 reliable, caring, and took great care of Tchoupi. Communication was easy, and I felt completely comfortable leaving our puppy with her

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Zena G.
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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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

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

How to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for pet sitting - Wellesley Hills

Select a filter and find qualifying sitters offering pet sitting.

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 is $24 per visit as of November 2026. Most bookings cost between $23 and $36 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 11,444 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 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.

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

  • 84% of sitters can help with special care needs
  • 89% can help with giving oral medications or injections
  • 93% 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 Meet & Greet.

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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