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 45
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: Elizabeth & Rodrigo S.
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Elizabeth & Rodrigo S.
Star Sitter
$64
total per night
5.0 out of 5 stars
50 reviews
16 repeat clients
5 years of experience
Somerville, MA, 02145

Elizabeth and Rodrigo took amazing care of our dog while we were away for 6 days. He’s getting older and can be a little anxious, but he was totally comfortable in their home. They sent us tons of photos too, which we loved since we missed him. I’d absolutely recommend them as dog sitters.

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Courtney M.
Sitter Profile Image: Kira M.
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Kira M.
Star Sitter
$95
total per night
5.0 out of 5 stars
555 reviews
375 repeat clients
10 years of experience
Natick, MA, 01760

Kira and her family are fantastic. They took excellent care of our Berner Winnie and sent lots of updates and photos. Winnie could not have been more comfortable, well cared for and loved. It truly puts our family at ease knowing that Winnie is so well looked after and welcomed. We love Kira's large fenced in yard and that it gives Winnie plenty of room to play with other dogs and chase her favorite soccer ball. We hope and plan to be long standing, repeat customers with Kira!!

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Walter P.
Sitter Profile Image: isabella d.
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isabella d.
$65
total per night
4.6 out of 5 stars
32 reviews
8 repeat clients
9 years of experience
Jamaica Plain, Roxbury, MA, 02120

Isabella is amazing at taking care of Marvin and Mellow. We shared our concerns when it came to us being nervous but she gave us loads of reassurance and kept us up to date. This was our second time with her, and she was great! No complaints.

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Grace M.
Sitter Profile Image: Wanda R.
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Wanda R.
$50
total per night
4.8 out of 5 stars
28 reviews
22 repeat clients
10 years of experience
West Roxbury, WEST ROXBURY, MA, 02132

Wanda seemed really kind and caring from the second Koda met her! She took care of him for a week while we were on vacation and it seems like he had a great time playing with Wanda’s pup, Casey. It would be nice if Wanda provided more daily updates, I had to ask a few times to see how he was doing. Overall, Wanda seems like a very kind and reliable sitter.

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Sumi D.
Sitter Profile Image: Lyn H.
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Lyn H.
Star Sitter
$45
total per night
5.0 out of 5 stars
176 reviews
57 repeat clients
3 years of experience
Cambridgeport, Cambridge, MA, 02139

Lyn is such a professional! She did a lovely job taking care of our little Yorkie for two nights. She even bought him a new toy for extra fun. Thank you so much, Lyn!!

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Jane P.
Sitter Profile Image: Betsy C.
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Betsy C.
$78
total per night
4.9 out of 5 stars
79 reviews
41 repeat clients
40 years of experience
Arlington, MA, 02474

We left our 1.5-year-old Sheltie with Betsy for a long weekend and she was fantastic! Betsy responded quickly to questions, took our notes/suggestions into account during the visit, and sent us updates/pictures throughout the visit. Our dog came home happy, sleepy, and of course healthy!

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Sam A.
Sitter Profile Image: Jennifer C.
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Jennifer C.
Star Sitter
$56
total per night
5.0 out of 5 stars
24 reviews
3 repeat clients
4 years of experience
Newton, MA, 02466

This is the second time Jennifer has watched our pup Tashi. She was also able to watch his buddy Murphy, a 13 year old Wheaten Terrier. Murphy is an older pup and needed additional care with more frequent potty outings, 3 different daily hand fed medication, and extra belly rubs! Jennifer did it all and more. She is great with the pups and reached out frequently with questions to ensure things were done correctly. She sends photos and updates through the day. It is so nice and relaxing to know your pup will be well taken care of when you have to be away from them.

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Johnny & Warisa C.
Sitter Profile Image: Zelun W.
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Zelun W.
Star Sitter
$56
total per night
5.0 out of 5 stars
18 reviews
6 repeat clients
2 years of experience
Arlington, MA, 02474

Zelun was so good with our dog. We will definitely be using zelun in the future. He sent lots of photos and had great communication. He also brought Iggy on many adventures each day like the park and nice walks!

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Erik L.
Sitter Profile Image: Chloe H.
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Chloe H.
$45
total per night
13 years of experience
Allston-Brighton, Brighton, MA, 02135

About: I’ve taken care of pets since I was 13. I grew up with a King Charles cavalier who I love dearly . My friends , neighbors, and family have trusted me with their pets 🫶🏼 from dog walking, house check-ins, and over night stays I am currently looking for new work so I’ll have tons of time to give your fur babies during the day! There will be tons of time for walks and belly rubs Pets are always around me when I care for them to make sure they’re safe. My apartment is clean and tidy. They receive tons of play time, walks, and cuddles :)

Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
$78
total per night
5.0 out of 5 stars
57 reviews
13 repeat clients
2 years of experience
Jamaica Plain, Boston, MA, 02130

Steven was great with our dog. We boarded her with him for a long weekend She is a nervous girl and often barks at new people. When I dropped her off he took her leash and her treats and immediately got her to sit and calm down. During her stay with Steven he sent us photos, which I appreciate. When I picked her up she was in good spirits and wagging her tail which is always a good sign. We will definitely be using Steven's services again.

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Wileama G.
Sitter Profile Image: Alyson B.
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Alyson B.
Star Sitter
$72
total per night
5.0 out of 5 stars
212 reviews
37 repeat clients
25 years of experience
Hyde Park, Boston, MA, 02136

Aly was extremely helpful when watching my cat. Made sure to keep me updated, even asked how often I’d want updates. Great environment for a dog or cat, accommodated all of my requests and I could tell my cat was happy and entertained there

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Cedric G.
Sitter Profile Image: shuai j.
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shuai j.
Star Sitter
$100
total per night
5.0 out of 5 stars
82 reviews
16 repeat clients
9 years of experience
Allston-Brighton, Brighton, MA, 02135

Amazing experience boarding my dog. My senior dog is blind/deaf and was given wonderful attention. He had a huge fenced-in yard to explore at his own pace and I had regular updates with great pictures. I will book again if I need boarding, and highly recommend their services. Thank you for taking such good care of my little guy!

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Evan M.
Sitter Profile Image: Jing P.
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Jing P.
Star Sitter
$65
total per night
5.0 out of 5 stars
38 reviews
8 repeat clients
5 years of experience
Quincy, MA, 02171

Our dog had a very good stay at Jing’s home. She sent plenty of photos to let us know what Koda was up to each day. We will definitely use them again.

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Diana W.
Sitter Profile Image: Winn C.
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Winn C.
Star Sitter
$98
total per night
5.0 out of 5 stars
43 reviews
10 repeat clients
8 years of experience
Brookline, MA, 02446

Winn was great with my golden retriever, Jackson. He facilitated a smooth drop-off, even when Jax was a little nervous. He also was flexible with is when our flight was delayed and kindly let us pick up Jax and hour later into the evening than expected. He was communicative and took great care of Jackson. Would recommend!

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Katie K.
Sitter Profile Image: Lorena G.
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Lorena G.
Star Sitter
$62
total per night
5.0 out of 5 stars
34 reviews
4 repeat clients
7 years of experience
Allston-Brighton, Allston, MA, 02134

Lorena and her boyfriend did an amazing job taking care of Logan. I was honestly a bit nervous since it was my first time having him boarded, but they made me feel completely at ease and treated Logan like their own. She communicated consistently, always responded to my messages, and sent frequent updates and pictures, which meant a lot. I’m beyond grateful for the care they provided and would definitely trust them again!

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Lesnir F.
Sitter Profile Image: Lynne C.
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Lynne C.
Star Sitter
$100
total per night
5.0 out of 5 stars
363 reviews
70 repeat clients
2 years of experience
Somerville, MA, 02143

Lynne was fantastic when we needed someone last minute on NYE!! She was attentive to my pup’s sensitive stomach, and sent tons of photos and updates. Thanks, Lynne!!

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

Tyler and his gf are really responsible and nice. Meimei and Jackson had a really good time. I think they miss Tyler and his gf already. We will definitely chose Tyler again!!

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Yuxin W.
Sitter Profile Image: Eric S.
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Eric S.
Star Sitter
$66
total per night
5.0 out of 5 stars
41 reviews
11 repeat clients
13 years of experience
Needham, MA, 02492

Archer was in great hands with Eric! Excellent communication and trustworthy. He had a great time, got lots of exercise, and we would totally book with Eric again. Thank you!

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Sam L.
Sitter Profile Image: Yasmine N.
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Yasmine N.
Star Sitter
$67
total per night
4.9 out of 5 stars
49 reviews
15 repeat clients
15 years of experience
West Roxbury, Boston, MA, 02132

Yasmine took care of my dog according to my request. She sent me pictures and a see-promoter for any of my communications. I would definitely use her services again.

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Toña C.
Sitter Profile Image: Nalix T.
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Nalix T.
$64
total per night
4.9 out of 5 stars
90 reviews
34 repeat clients
12 years of experience
Jamaica Plain, Boston, MA, 02130

Nalix is probably the most experienced sitter that Elly has ever stayed with. She knew exactly how to handle Elly as she got adjusted to the apartment and when she showed some exhibits of resource guarding. Her apartment has a nice fenced in area outside for easy access to fetch at any point in the day. I would 100% ask Nalix to watch Elly again.

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Matthew & Sehej K.
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The median cost per night for pet boarding in Chestnut Hill is $63

Pet parents share their Rover experiences - Chestnut Hill

1 / 1
5.0 out of 5 stars

Dan was excellent with Milo. I felt very confident leaving him, and I knew he would be well cared for over the 4th of July weekend. I would use him again!

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Diane C.
Boarding
5.0 out of 5 stars

Katya was great! We had very specific requests and needs for our pup and were worried about leaving him. She was very detailed and made sure to ask many questions so she could understand what was required. She made us feel at ease and promised to take good care of him. She is supper friendly and clearly loves dogs. We got a few pictures and updates. As parents it’s never enough but if we had communicated she would have been happy to send more I am sure. He was healthy and very happy when we picked him up so a great stay. We would book again.

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Elena D.
Boarding
5.0 out of 5 stars

Wonderful care of Lizzie for our long family vacation. Could not have asked for more love and attention with updates. Thank you!

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Stephen & Helena S.
Boarding
5.0 out of 5 stars

Eddy and team made this one of the best boarding experiences we've ever had. From the very first meet, it was obvious he genuinely loves what he does. He took the time to properly get to know Xena, our Doberman, understanding her personality and needs. Agreeing to a trial night first meant so much to us, it showed he wanted Xena to be comfortable, not just booked in. He picked her up and dropped her off himself, and throughout the day we were spoiled with photos and updates that had us smiling every time our phones buzzed. You could just tell Xena was happy and having the time of her life. Then our flight got delayed, and without missing a beat, Eddy offered to keep her an extra night, no fuss, no stress, just genuine care. That kind of flexibility and warmth is rare. We left feeling so grateful to have found him. Eddy isn't just a sitter, he's someone who treats your dog like family. We'll be booking with him every time, and we can't recommend him enough!

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Yasemin M.
Boarding
5.0 out of 5 stars

Adrienne is a wonderful dog sitter!! My dog Petey stayed with Adrienne for boarding and he was well taken care of and given lots of love! Adrienne is kind, caring, professional, and communicative! She shared updates and pictures all throughout his stay. I highly recommend Adrienne for pet care!

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Leah S.
Boarding
5.0 out of 5 stars

Shuhua was exceptional! She was super flexible with her pickup and dropoffs and gave lots of updates when we boarded our dog Frankie at her apartment. We can't recommend her enough.

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Nate W.
Boarding
5.0 out of 5 stars

Eric and his partner were great with our pup, who spent a long weekend with them and seemed very happy upon pick up.They live right next to a wonderful path for summer dog walks out of the heat and sun.

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Lauren K.
Boarding
5.0 out of 5 stars

Kurt was amazing with Piggy! He asked great questions prior to the visit to ensure he knew how to best care for Pigglet. I got daily updates with photos - he took great care when Pig got stung by a wasp when out playing. I had no stress while I was away knowing she was in good hands!

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Sarelle V.
Boarding
5.0 out of 5 stars

Su took great care of our dog. He was responsive and communicated with us well about how things were going, including many photo updates. We'd be happy to book with him again.

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Chris M.
Boarding
5.0 out of 5 stars

Natasha and Josh were great with Dino! They were very thorough when we met them during our meet-and-greet and immediately put us at ease. They sent lots of updates and even did extra indoor enrichment activities with Dino during a crazy heatwave. He had his own vacation while we were away!!

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Shana F.
Boarding
5.0 out of 5 stars

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.
Boarding
5.0 out of 5 stars

We had a wonderful experience! They took excellent care of our dog and gave us complete peace of mind while we were away. We really appreciated the frequent updates and photos—they kept us informed and reassured that our pup was happy, comfortable, and well cared for. It was clear our dog received lots of attention and affection throughout the stay. We would absolutely book with them again and highly recommend them to anyone looking for a caring, reliable dog sitter!

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Rebecca W.
Boarding
5.0 out of 5 stars

Ismael was great with our dog and life saver who was bento watch him last minute. I would definitely use him again.

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Roya S.
Boarding
5.0 out of 5 stars

Andreas was great, providing daily updates & photos which was lovely. He got plenty of walks which was great to see. Would definitely book with Andreas again

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Holly V.
Boarding
5.0 out of 5 stars

Jamie and her family took amazing care of our Ziggy. I knew as soon as we walked into her house during the meet and greet that Ziggy felt comfortable and enjoyed visiting with the other dogs and exploring freely. While we were away, Jamie sent pics and videos and I could see Ziggy was happy and staying busy. The next time she saw Jamie she was super excited, proof that she had a strong connection and enjoyed her visit. I’ll use Jamie again!

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Justin G.
Boarding
5.0 out of 5 stars

Gemma is amazing! Our dog absolutely adores her. She is incredibly reliable, kind, and communicative. Knowing our pup is in such great hands brings our family such peace of mind when we are away.

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Brittany P.
Boarding
5.0 out of 5 stars

Sydney was really accommodating to our needs for setting up dog sitting including switching dates. Our dog seemed happy at the end of her stay!

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Juliet R.
Boarding
5.0 out of 5 stars

Holly took great care of my dog Koda! She was very sweet, understanding, and patient. I could tell she has experience catering the different dogs needs and personalities, and has the ability to accommodate them and make them comfortable. Koda is a little anxious, and I think she did great with him and made us both very comfortable! She was also very flexible when I realized I was arriving from my trip a little later than expected. Overall great experience, thank you Holly!

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Radha S.
Boarding
5.0 out of 5 stars

Kim was so wonderful and helped us out in a pinch with very little notice. Bos was so well cared for and content with her and we really appreciated her frequent updates with pictures. We’ll definitely work with Kim again.

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Katie C.
Boarding
5.0 out of 5 stars

Kate was so excellent with my cat! I had to travel for an extended period for work, and she took incredible care of my cat and made sure to send frequent updates. It's clear that my cat was well loved while I was gone!

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Ellyn W.
Boarding
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Why Choose Rover?

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Sitters in Chestnut Hill average 9
repeat pet boarding clients

FAQs for Dog Boarding - Chestnut Hill

Frequently asked questions about Rover

The average cost for Pet Boarding in Chestnut Hill on Rover is $46.62 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Boarding. For more information on service fees, click here .

There are 4,309 sitters on Rover for Pet Boarding in Chestnut Hill. About 91% 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 Meet & Greet 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 Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

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 .

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.

Emergency support 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, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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