Pet Boarding Chestnut Hill

Find a loving Chestnut Hill pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 22
pet parents in Chestnut Hill have booked pet boarding

Chestnut Hill, Find top rated pet boarding

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

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Sitter Profile Image: Alex F.
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Alex F.
$70
total per night
5.0 out of 5 stars
• 18 reviews
5 repeat clients
8 years of experience
Allston-Brighton, Brighton, MA, 02135

“Alex is the best! My dog has been sick and Alex took good care of her and was attentive. My dog was on meds & she made sure she took her pills. Strongly recommend Alex!”

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Betty L.
Sitter Profile Image: Chabelyz M.
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Chabelyz M.
$62
total per night
5.0 out of 5 stars
• 5 reviews
20 years of experience
South Boston, Boston, MA, 02210

“Chabelyz was wonderful with my dog. I highly recommend. I’m fairly certain my dog may like her more now, lol. I will definitely rebook”

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Gabriella C.
Sitter Profile Image: Matias D.
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Matias D.
Star Sitter
$75
total per night
5.0 out of 5 stars
• 50 reviews
18 repeat clients
1 year of experience
East Cambridge, Cambridge, MA, 02141

“Our dog Tula loved Matias! Kind person, great communication, and even had handmade treats to give to the pups. Overall very positive experience!”

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Tiana & Trevor W.
Sitter Profile Image: Lindsay B.
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Lindsay B.
$62
total per night
4.9 out of 5 stars
• 51 reviews
16 repeat clients
5 years of experience
Brookline, MA, 02446

“Lindsay was very responsible and considerate. I could totally trust her for my pup to stay with Lindsay for two nights. My pup also seems to have enjoyed time with Bentley and Archie. Highly recommended!”

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Yuhei M.
Sitter Profile Image: Robert A.
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Robert A.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 105 reviews
36 repeat clients
15 years of experience
Waltham, MA, 02453

“Jen and Robert are just amazing dog lovers who went above and beyond to make our precious fuzzy family member comfortable and happy! They are super great with providing photos and updates daily! This definitely made us felt better about leaving her behind when we were away. They were super loving and caring for our dog and shared their advice on foods, plus great tips on caring for dogs. We definitely will trust them to take care of our cutie again!”

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Fei C.
Sitter Profile Image: Margaret C.
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Margaret C.
$73
total per night
4.8 out of 5 stars
• 13 reviews
3 repeat clients
15 years of experience
Allston-Brighton, Brighton, MA, 02135

“Our pup, Reese, absolutely adored Maggie and had a great stay! Maggie was amazing with Reese, so patient with her picky eating style and getting dirty at the park. She also paired our pup with another sweet dog who was staying with her, so they had a nice doggy hangout all weekend. Highly recommend!”

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Eva P.
Sitter Profile Image: isabella d.
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isabella d.
$73
total per night
4.6 out of 5 stars
• 38 reviews
11 repeat clients
9 years of experience
Jamaica Plain, Roxbury, MA, 02120

“Isabella was extremely responsive and communicative! She took on a tall task of watching after not only my dog, Muzzy, but 3 other dogs simultaneously, all while also taking care of her baby. Isabella kept us updated with videos throughout the day. I would definitely ask Isabella to care for Muzzy again in the future.”

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Patrick M.
Sitter Profile Image: Sue L.
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Sue L.
$45
total per night
5.0 out of 5 stars
• 4 reviews
13 years of experience
Jamaica Plain, Boston, MA, 02130

About: Your Dog’s New Best Friend 🐾 Caring & Reliable Dog Sitter for Your Furry Family 🐶 Dependable Dog Lover with a Big Heart for Pets Full-time educational, nonprofit professional (8am–5pm) looking for furry friends to brighten my days and fill my soul 🐾 Excited to provide loving, reliable care for your pets I make sure pups are well cared for with fresh water, treats, and regular walks—and after 5pm, I love spending time playing, practicing tricks, and just hanging out together 🐾 After 5pm, I’m all about playtime, tricks, and quality hangout time

Sitter Profile Image: Sasha P.
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Sasha P.
Star Sitter
$45
total per night
5.0 out of 5 stars
• 65 reviews
13 repeat clients
4 years of experience
Allston-Brighton, Brighton, MA, 02135

About: I love animals and get genuine joy from spending time with them. Have experience caring for pets of family and friends, am the go to cat caretaker for numerous friends in my life and will take any opportunity to walk a dog. I have a gentle approach, am happy to work with you on the best way to care for your pet and am always open to feedback. Here to give so much love to your four-legged loved ones! I work full time, but have flexibility on the weekdays in the early morning or after 5. Weekends am flexible! Happy to work with you to figure out a time that works best. I have a very gentle and caring approach to pets. Happy to play with and snuggle them! If they’re more nervous or need specific types of care, happy to adapt to what they need!

Sitter Profile Image: Jess M.
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Jess M.
Star Sitter
$78
total per night
5.0 out of 5 stars
• 136 reviews
72 repeat clients
10 years of experience
Milton, MA, 02186

“Jess was amazing with Coco! Made me feel super comfortable before dropping her off, was accommodating to Coco’s nuances, and provided updates throughout her stay! Coco took to Jess and her family immediately, and loved playing with the other dogs! Highly recommend :)”

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Stephanie M.
Sitter Profile Image: TIANYUE S.
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TIANYUE S.
Star Sitter
$73
total per night
4.9 out of 5 stars
• 64 reviews
29 repeat clients
5 years of experience
Quincy, MA, 02169

“Absolutely AMAZING dog sitter! My original plans for my dog fell through at the last minute and I reached out to 3 other people and TIANYUE was on the last page for whatever reason but I'm glad I stuck it out! Her communication, her updates, and even help with rebooking, all 5 stars! Sad i don't live in Boston anymore because I would easily hand over my baby girl to her!”

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Shannon K.
Sitter Profile Image: Julie U.
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Julie U.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 72 reviews
30 repeat clients
19 years of experience
Natick, MA, 01760

“Julie was the perfect sitter! Providing us with frequent updates of our sweet Okie, giving Okie all the love and attention she needed & being so accommodating to our drop off/pick up schedule. I could tell that Okie really enjoyed her time with Julie and is looking forward to her next stay!”

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Kaisa K.
Sitter Profile Image: Tyler S.
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Tyler S.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 168 reviews
74 repeat clients
10 years of experience
South Boston, South Boston, MA, 02210

“Our pup, Wally, loves staying with Tyler and Caro! We get great updates, know he’s getting good exercise, and are confident he’s getting excellent 24:7 care. Highly recommend!”

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Richard S.
Sitter Profile Image: Michelle C.
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Michelle C.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 60 reviews
22 repeat clients
40 years of experience
Somerville, MA, 02145

“Michelle and Michael took excellent care of our pup. They were very communicative and asked all the right questions from jump. You know your dog had a good time when they don't want to leave. Highly recommended!”

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Susan M.
Sitter Profile Image: Patrick G.
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Patrick G.
Star Sitter
$65
total per night
5.0 out of 5 stars
• 81 reviews
23 repeat clients
4 years of experience
Medford, MA, 02155

“Patrick was great! He provided daily updates, pics and videos and made sure he understood all of Penny’s needs. Penny came back happy after a long stay :)”

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Melissa K.
Sitter Profile Image: Zwany & Leandro C.
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Zwany & Leandro C.
Star Sitter
$64
total per night
5.0 out of 5 stars
• 135 reviews
58 repeat clients
10 years of experience
Winthrop, MA, 02152

“We found Zwany & Leandro after our regular Dog sitter moved away - and they are such a gem! Super communicative, extremely responsible but easy-going at the same time, and very sweet with the pups. You can tell this is truly what they love to do. They were also very flexible and accommodating when our travel plans suddenly changed which was super appreciative. They are awesome!!”

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Rachel H.
Sitter Profile Image: Nancy C.
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Nancy C.
$84
total per night
5.0 out of 5 stars
• 48 reviews
22 repeat clients
23 years of experience
South Dorchester, Boston, MA, 02122

“Nancy and her husband took great care of Baloo for the weekend. I received frequent picture updates and was able to enjoy my time away knowing he was in good hands.”

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Shannon O.
Sitter Profile Image: Pamela & Yocheved & Charles F.
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Pamela & Yocheved & Charles F.
$56
total per night
5.0 out of 5 stars
• 116 reviews
47 repeat clients
10 years of experience
Newton, MA, 02458

“Pamela and Charles did an amazing job with my Samoyed. They are definitely someone who can count on and trust with your best friend. Thank you so much!”

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Brenton N.
Sitter Profile Image: Svetlana T.
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Svetlana T.
$84
total per night
5.0 out of 5 stars
• 31 reviews
15 repeat clients
6 years of experience
East Boston, East Boston, MA, 02128

“Svetlana watched Harper for me at last minute notice while we moved - thank you Svetlana! Harper had a great time and I got lots of pictures and updates! Appreciate it so much!”

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Holly C.
Sitter Profile Image: Sara D.
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Sara D.
Star Sitter
$100
total per night
4.9 out of 5 stars
• 86 reviews
22 repeat clients
2 years of experience
Auburndale, MA, 02466

“Sara was great. I had an emergency and needed a sitter earlier than we had planned. She readily agreed to take Abby for the extra days before and after the original booking. As usual, Abby was happy and treated like the princess she knows she is!”

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Joyce M.
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The median cost per night for pet boarding in Chestnut Hill is $65

Pet parents share their Rover experiences - Chestnut Hill

1 / 1
5.0 out of 5 stars

Mehlani was wonderful - reliable, thoughtful, quick to respond and caring! Very thankful she took care of my dog for more than a week and would love to work with her again.

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Dilyana O.
Boarding
5.0 out of 5 stars

MIchael was taking care of our red golden Leo for 10 days and was sending daily several pictures showing Leo at play with other dogs - you could tell that had really good time. Leo doesn't get so much excersize when with us. We were happy with Michael's dogboarding and will use Michael also in the future.

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Peter P.
Boarding
5.0 out of 5 stars

Lily is absolutely wonderful. She goes above and beyond in communication, making sure the dog’s needs are met, and is very professional. I could not recommend anyone more!

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Emma
Boarding
5.0 out of 5 stars

Emma was extraordinarily kind and responsive. She even had stairs for our geriatric pup! He clearly loved cuddling with her a lot and we can't wait to work with her again. Highly recommend.

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Tara T.
Boarding
5.0 out of 5 stars

We are so happy to have found Nyna! Right from the start, her warm, gentle, and welcoming presence calmed our Mica who is sometimes nervous in unfamiliar settings. Nyna asked all the right questions, extended her affectionate nature immediately, and we were confident in her care. Mica returned tired and happy, with great pictures and communication as well. Couldn't be better - thank you, Nyna!

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Susan G.
Boarding
5.0 out of 5 stars

Madison cared for my 11yo husky while he was recovering from a surgery. She took great care of him, checked his wounds, gave him his medicine, and treated him like his own. Would recommend her for your dog sitting needs!

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Melina F.
Boarding
5.0 out of 5 stars

Thanks for the photos and all the clear, prompt and easy coordination. My dog clearly enjoyed her stay :). We'll be back!

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Jonathan D.
Boarding
5.0 out of 5 stars

Shuhua was absolutely amazing!! So responsive and flexible and genuinely cared for my dog, Russell! I knew he was in amazing hands when I left Russell with her! Would absolutely recommend Shuhua and will definitely book with her again!

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Miranda M.
Boarding
5.0 out of 5 stars

This was Paloma’s second stay and she had a fantastic time! Ling & Ye followed all instructions and our girl came home a happy, sleepy puppy :)

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Abigayle K.
Boarding
5.0 out of 5 stars

Minju was the BEST. She was great and accommodating and sent photos / video updates often, and made us feel so at ease with our choice. Our pup had a fantastic time and was happy as a clam. We'll be back for sure! :)

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Allison H.
Boarding
5.0 out of 5 stars

Emma was an absolutely wonderful sitter for my dog, Bobby. Even though it was my first time using Rover, she immediately made me feel comfortable that Bobby was in good hands. Emma was very organized with scheduling and logistics, attentive to Bobby’s schedule and habits, and easy to communicate with throughout the process. She sent me updates and photos throughout the day, which I really appreciated. Bobby had a great weekend with Emma and already misses her!

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Audrey N.
Boarding
5.0 out of 5 stars

Annetta took excellent care of Copper and was very communicative. Lots of cute pics from cuddles and walking.

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Arend & Brook B.
Boarding
5.0 out of 5 stars

I felt really comfortable leaving my dog with Andreas. Super communicative, really nice, and clearly very good with dogs. Andreas is a great dog sitter!

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Daniel B.
Boarding
5.0 out of 5 stars

This is the second time we had Su take our boy Benny for boarding and he took amazing care of him again. We really appreciate his thoughtful updates and pictures and knew Benny was having a great time. Benny was happy and tired when we picked him up! We definitely recommend Su!

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Anita M.
Boarding
5.0 out of 5 stars

Alex was a great sitter to Winnie. She sent a lot of pictures and updates through Winnie’s stay and treated Winnie like family. We would use her again for a booking!

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Jessica R.
Boarding
5.0 out of 5 stars

Daiana helped out with a last minute request to watch Kalliope. Kalliope was well cared for and had a good stay

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Christian W.
Boarding
5.0 out of 5 stars

Sydney is really nice and accommodating! Timmy is an anxious dog and takes a lot of meds for his GI issues, so it was amazing when he came home happy and feeling good! Would definitely book with her again for future trips.

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Dalida Y.
Boarding
5.0 out of 5 stars

Hannah took amazing care of Bowie for us when we were out of town. She provided frequent updates, great photos, and was overall extremely communicative and welcoming! It was clear our pup had a great time in her care and was tired out after all the plays and good hangs. Will certainly work with her again for future care, it’s hard to find a strong sitter like Hannah!

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Robert S.
Boarding
5.0 out of 5 stars

Loki had a wonderful stay with Sunil! Sunil was so easy to communicate with, and Loki came home healthy and happy after several days of playtime in Sunil's yard.

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Jessica J.
Boarding
5.0 out of 5 stars

This is my first time using Rover boarding and I am very happy that I found Andrea. She responds very quickly to my messages and sends me pictures of luna everyday. What surprised me the most is the cleanness and the good smell of my dog when I picked her up after 15 days. No discharge in her ears or under her eyes, Luna’s obviously in a very good and comfortable condition. Andrea is a perfect dog sitter, and she’s very professional and provides the best care for dogs.

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Yifei S.
Boarding
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  • 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 boarding

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding.
  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 boarding - Chestnut Hill

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Sitters in Chestnut Hill average 10
repeat pet boarding clients

FAQs for Pet Boarding - Chestnut Hill

Frequently asked questions about Rover

The average cost of Pet Boarding in Chestnut Hill is $45 per night as of October 2026. Most bookings cost between $24 and $77 per night. 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.

There are 4,269 sitters on Rover for Pet Boarding in Chestnut Hill. About 90% of Chestnut Hill sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a to ensure they are a perfect fit for your pet’s personality before confirming.

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.

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 .

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in MA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, means our team will work with you to find a suitable replacement as quickly as possible.

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