Doggy Day Care Chestnut Hill

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Over 10
pet parents in Chestnut Hill have booked doggy day care

Chestnut Hill, Find top rated doggy day care

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

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Sitter Profile Image: Shuhua W.
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Shuhua W.
Star Sitter
$69
total per day
5.0 out of 5 stars
105 reviews
22 repeat clients
5 years of experience
Allston-Brighton, Boston, MA, 02134

Shuhua took great care of my high energy border collie Jasper! She got him a lot of exercise and had great communication. Can’t recommend her enough

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Corinne S.
Sitter Profile Image: Ling & Ye Y.
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Ling & Ye Y.
Star Sitter
$67
total per day
5.0 out of 5 stars
32 reviews
6 repeat clients
4 years of experience
Newton, MA, 02459

Ling & Ye took great care of our pup, Truffles! They sent a lot of photos throughout the day and kept us posted. They also took Truffles for multiple rounds of walks.

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Rafael_Alicia W.
Sitter Profile Image: Maria R.
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Maria R.
$73
total per day
5.0 out of 5 stars
8 reviews
1 repeat client
6 years of experience
Allston-Brighton, Boston, MA, 02135

Very responsive and took great care of our puppy! We didn’t have to worry all day

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Theresa R.
Sitter Profile Image: Holly R.
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Holly R.
$67
total per day
5.0 out of 5 stars
68 reviews
11 repeat clients
25 years of experience
NEWTON CENTER, MA, 02459

Always great to bring Annie here! She’s starting to feel more at home thanks to Holly’s great care.

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Hannah R.
Sitter Profile Image: jun ho h.
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jun ho h.
$55
total per day
5.0 out of 5 stars
7 reviews
3 repeat clients
3 years of experience
Watertown, MA, 02472

I’ve known Junho and his adorable dog Boki since Boki was just a tiny three-month-old puppy, back when we first met in our apartment building. Over the years, I’ve seen how much care Junho gives to Boki, and how gentle and kind he is with other dogs he meets on their walks. When Junho started Rover, I knew right away that I could trust him with T-Rex. My dog requires extra care and attention due to specific conditions, and Junho followed all of my instructions thoroughly. He even sent me multiple photos and updates without me having to ask, which gave me so much peace of mind. If you’re looking for a sitter, I highly recommend Junho. He’s easy to work with, and his wonderful dog Boki will make a great companion for yours. Boki is super friendly and loves to play, but also knows how to give space if another dog isn’t in the mood.

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Kim H.
Sitter Profile Image: Jamie C.
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Jamie C.
Star Sitter
$50
total per day
5.0 out of 5 stars
51 reviews
7 repeat clients
35 years of experience
West Roxbury, West Roxbury, MA, 02132

Jamie was wonderful! Kind, considerate, great communicator. My dog Eddie had such a happy day in her and her family’s care. We definitely look forward to next time!!

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Molly N.
Sitter Profile Image: Adrienne M.
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Adrienne M.
$62
total per day
5.0 out of 5 stars
9 reviews
1 repeat client
3 years of experience
Newton, MA, 02458

Adrienne took great care of Quin for daycare. Many walks throughout the day as well as updates and pictures. Followed care instructions closely. Will have her care for him again!

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Charlotte O.
Sitter Profile Image: Arman L.
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Arman L.
$88
total per day
5.0 out of 5 stars
16 reviews
6 repeat clients
3 years of experience
Newton, MA, 02135

Don’t hesitate for a second. Arman knows dogs! My dog Rosie fell in love with Arman and we are forever changed by his kindness. Rosie spend Wednesdays with Arman and family for 15 weeks and became a more well-rounded confident dog after suffering abuse as a pup. We are so thankful to me you! ❤️ 🐕

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Amy C.
Sitter Profile Image: Lorena G.
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Lorena G.
Star Sitter
$56
total per day
5.0 out of 5 stars
37 reviews
4 repeat clients
7 years of experience
Allston-Brighton, Allston, MA, 02134

Lorena took great care of our dog and send pictures and updates throughout the day!

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Camila C.
Sitter Profile Image: Emma L.
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Emma L.
Star Sitter
$56
total per day
5.0 out of 5 stars
79 reviews
23 repeat clients
7 years of experience
Allston-Brighton, Allston, MA, 02134

Emma took such great care of Arya and she was so happy with her stay! Emma sent updates and pictures to me of my baby girl and kept me updated with any changes. I would definitely recommend her!

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Febby C.
Sitter Profile Image: Banapsha R.
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Banapsha R.
$56
total per day
5.0 out of 5 stars
21 reviews
8 repeat clients
5 years of experience
Allston-Brighton, Allston, MA, 02134

Banapsha and Sid were so wonderful with me and Zephyr. I had a last minute request for daycare and they were willing to take us on short notice.. They really went the extra mile to make sure my pup was well taken care of. Banapsha was so kind to keep me updated every few hours with pictures and updates of Zeph. Zeph looked like he had a blast the entire time playing ball and tug. I'm definitely a bit of a helicopter mom when it comes to my pup and Banapsha was up to do a meet and greet beforehand so as to put me at ease since this was our first time together. She asked tons of questions and really took the time to take note of my pups quirks. I could really tell how much she absolutely loved pups and how well Zeph took to her when we met. So so grateful to have found someone I can trust to take care of my pup when I'm away. Ill definitely be back again soon!!!!

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Sindhu S.
Sitter Profile Image: Kylie Y.
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Kylie Y.
$50
total per day
4.9 out of 5 stars
8 reviews
9 years of experience
Newton, MA, 02459

Very nice person. When I picked up my dog from my dog’s reaction I realized he had a good day with Kylie.

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Matthew K.
Sitter Profile Image: Suzanne T.
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Suzanne T.
$56
total per day
5.0 out of 5 stars
13 reviews
6 repeat clients
5 years of experience
Jamaica Plain, Jamaica plain, MA, 02130

Willow loved her time with Suzanne. Suzanne did a meet-and-greet in advance with us to learn about Willow. Then they spent their walking and playing and Willow was happy to come back and see Suzanne again!

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Samara S.
Sitter Profile Image: Allie C.
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Allie C.
Star Sitter
$64
total per day
5.0 out of 5 stars
138 reviews
48 repeat clients
25 years of experience
West Roxbury, Chestnut Hill, MA, 02467

Allie was very quick to respond to a last minute Fourth of July Day boarding. She was very easy to communicate with and very friendly. This is my first time leaving my dog with someone. I was happy to get updates on her walk. She was great and would definitely book again!

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Eddie A.
Sitter Profile Image: Wendy Z.
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Wendy Z.
Star Sitter
$78
total per day
5.0 out of 5 stars
18 reviews
9 repeat clients
10 years of experience
Fenway-Kenmore, Boston, MA, 02215

Wendy is a great sitter! She took such good care of Biscuit, was timely, communicative and share lots of update photos. 10/10 would recommend

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Angeline F.
Sitter Profile Image: Daria K.
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Daria K.
$50
total per day
5.0 out of 5 stars
11 reviews
2 repeat clients
2 years of experience
Fenway-Kenmore, Boston, MA, 02115

Daria was amazing! She sent us tons of pictures of Dakiti throughout the day, and he looked so happy in every single one. She and Kova were the perfect match for Dakiti's energy, exactly what he needed. We can't thank Daria enough, and we'll definitely be booking with her again!

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Mariana X.
Sitter Profile Image: Miriam P.
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Miriam P.
$50
total per day
4.9 out of 5 stars
17 reviews
7 repeat clients
16 years of experience
Oak Square, Boston, MA, 02135

I could not be happier with Maria and Caesar. My dog, Gary, can be a nervous little guy but by day 2, he was already happy to see Caesar at drop off and Caesar was excited to see him too! Maria sends me pictures and updates every day Gary is with them which gives me peace of mind while I’m at work. They’ve been really flexible with drop off and pick up times and have even accepted last minute bookings. I can’t say enough good things about Maria and Caesar and if Gary could talk, I’m sure he would say the same.

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Shelby P.
Sitter Profile Image: Ismael L.
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Ismael L.
Star Sitter
$45
total per day
4.9 out of 5 stars
497 reviews
303 repeat clients
15 years of experience
Watertown, MA, 02472

I was a bit nervous, this is our first time trying day care for my shelter dog. Ismael has such a calming manner that put both of us at ease. I plan on calling on him again!

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Tanya L.
Sitter Profile Image: Anh H.
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Anh H.
Star Sitter
$67
total per day
5.0 out of 5 stars
56 reviews
17 repeat clients
3 years of experience
Jamaica Plain, Boston, MA, 02115

Anh was amazing! Not only was she super communicative during our day trip to Boston, she also was super flexible in terms of availability of both pick and drop off times. Would highly recommend!

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Kyoshi N.
Sitter Profile Image: Greta W.
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Greta W.
Star Sitter
$39
total per day
5.0 out of 5 stars
16 reviews
4 repeat clients
2 years of experience
Cambridgeport, Cambridge, MA, 02139

She is an amazing sitter! She gave frequent updates throughout the day, and really appreciated that she went above and beyond by sending a lot of pictures. Also, I really appreciate her flexibility. If you’re in Boston, highly recommend her as your pet sitter. Go Greta (and Juniper)! 🫶✨

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Min L.
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The median cost per day for doggy day care in Chestnut Hill is $50

Dog parents share their Rover experiences - Chestnut Hill

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5.0 out of 5 stars

Shuhua was amazing, so friendly, flexible, and accommodating. I had just got to Boston with Maggie after a 7+ hour road trip and my dog was a bit grumpy. Yet Shuhua was so cheerful and calm, Maggie felt at home and eased into relaxing with her. Frequent photos and updates, easy location to drop off and pick up, and Maggie was cheerful as ever.

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Ahmet-Hamdi C.
Doggy Day Care
5.0 out of 5 stars

Sunil is so kind and attentive, and devoted to making your dog happy. She was careful to ask about treats and how to make my shy pup comfortable. Highly recommended and I hope to use her again soon.

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Monica B.
Doggy Day Care
5.0 out of 5 stars

My girl Petunia always has a great time at Jun Ho's!! He takes wonderful care of her, and treats her like he treats his own dog, Boki (including giving her some fresh chicken at mealtime). I would recommend Jun Ho to anyone - we're lucky to have such a wonderful dog sitter we trust and count on.

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Amy W.
Doggy Day Care
5.0 out of 5 stars

Holly was such an amazing sitter for Fiona! She was extremely communicative, timely, and responsive. Fiona stayed for a doggy daycare day, and had the best time! We will definitely be using Holly again. Thank you!!

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Beth Y.
Doggy Day Care
5.0 out of 5 stars

Laine took great care of Chloe during her doggy daycare stay! We really appreciated the chance to meet beforehand, which gave us confidence that Chloe would be in good hands. Laine also kept us updated throughout, and it was clear Chloe had a great time. We’d definitely book with Laine again and highly recommend her!

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Elizabeth S.
Doggy Day Care
5.0 out of 5 stars

Very nice person. When I picked up my dog from my dog’s reaction I realized he had a good day with Kylie.

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Matthew K.
Doggy Day Care
5.0 out of 5 stars

I had a wonderful experience with Jina and her husband! This was my first time using a pet sitter since moving to the U.S., so I was quite nervous. They responded to all of my questions very quickly and proactively kept me updated on how Shong was doing, along with sending photos, which gave me so much peace of mind. It was clear that Shong felt comfortable and had a great time with them. I truly appreciated their kindness, attentiveness, and communication throughout the entire experience. I will definitely choose them again in the future and highly recommend them to anyone looking for caring and reliable pet sitters.

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You Sun C.
Doggy Day Care
5.0 out of 5 stars

Allie was great with Cody who can sometimes get nervous around other dogs. From the photos she sent, it was clear he was having a great time.

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Jonas B.
Doggy Day Care
5.0 out of 5 stars

Mia was absolutely wonderful with our 8 week old puppy ❤️ She took such great care of him and made the whole experience completely stress-free despite an early morning drop off. She kept us updated all throughout the day with regular check-ins and adorable photos, which gave us so much peace of mind knowing he was happy and well cared for. She was great a responded in a timely manner as well. She was also incredibly flexible with pick-up time, which we really appreciated 😌!! Mia is kind, communicative, and genuinely caring, and it was obvious that she treated our puppy like one of her own. We couldn’t have asked for a better sitter and will definitely be booking with her again. I highly recommend Mia to anyone looking for a reliable, trustworthy, and compassionate Rover sitter 🐾💕

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Amanda L.
Doggy Day Care
5.0 out of 5 stars

Ling & Ye Y took great care of our dog. They sent us photos of our pooch that showed he was having a great time.

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Jonas B.
Doggy Day Care
5.0 out of 5 stars

Adrienne took great care of Quin for daycare. Many walks throughout the day as well as updates and pictures. Followed care instructions closely. Will have her care for him again!

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Charlotte O.
Doggy Day Care
5.0 out of 5 stars

I could not be happier with Maria and Caesar. My dog, Gary, can be a nervous little guy but by day 2, he was already happy to see Caesar at drop off and Caesar was excited to see him too! Maria sends me pictures and updates every day Gary is with them which gives me peace of mind while I’m at work. They’ve been really flexible with drop off and pick up times and have even accepted last minute bookings. I can’t say enough good things about Maria and Caesar and if Gary could talk, I’m sure he would say the same.

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Shelby P.
Doggy Day Care
5.0 out of 5 stars

Su L is a great caregiver. From the start he was very communicative. His home is very comfortable and he even has supplies such as water bowl and dog bed. He has a calm demeanor and our girl Mila immediately felt very comfortable. He sent loads of updates showing her on a walk and in his yard and lounging in the home. I highly recommend him! Thanks Su we appreciate the great care you providing for Mila.

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Holly B.
Doggy Day Care
5.0 out of 5 stars

Sydney was very sweet to our girl and was very communicative! Thanks, Sydney, for watching her especially on a holiday weekend.

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Amanda Eileen N.
Doggy Day Care
5.0 out of 5 stars

Here’s a natural, polite English version you can send to the sitter: “I was a bit nervous because she’s still a puppy, but it turned out to be unnecessary worry. I usually pay close attention to how she is after coming home from being left with someone, and Corie seemed very relaxed and happy, so I felt reassured. I’m thinking of booking again next month.” If you want it a bit warmer / more appreciative: I was a bit nervous since she’s still a puppy, but it turned out to be unnecessary worry. I usually watch her closely after she comes back from being away, and Corie seemed very comfortable and happy, which really reassured me. Thank you for taking such good care of her — I’m planning to book again next month.

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Eun Jin K.
Doggy Day Care
5.0 out of 5 stars

Loved Maggie and so glad she responded so quickly and was able to do a last minute day care for Teddy. Gave me updates throughout the day and lots of pictures. Would love to use again!

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Kristina B.
Doggy Day Care
5.0 out of 5 stars

Emma was great!! We were visiting the city and needed a last minute daycare for our dog. She was very responsive and took great care of him.

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Francisco C.
Doggy Day Care
5.0 out of 5 stars

Great sitter! Perfect communication and Willow is excited to go to Caroline’s! She always comes home tired and happy.

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Janette K.
Doggy Day Care
5.0 out of 5 stars

Olivia took great care of my new rescue pup! She was friendly, patient and attentive with my anxious dog. I’ll absolutely book her services again!

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Ellie L.
Doggy Day Care
5.0 out of 5 stars

Michelle is amazing! She went above and beyond to make sure my dog was comfortable and felt safe during the meet and greet and first full visit. He came home happy tuckered out after a great day. Would definitely recommend!

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Claire A.
Doggy Day Care
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Popular requests for doggy day care - Chestnut Hill

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Sitters in Chestnut Hill average 4
repeat doggy day care clients

FAQs for Doggy Day Care - Chestnut Hill

Frequently asked questions about Rover

The average cost for Doggy Day Care in Chestnut Hill on Rover is $61.05 per day (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Doggy Day Care 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 Doggy Day Care. For more information on service fees, click here .

As of August 2026, there are 3,063 sitters on Rover offering Doggy Day Care across Chestnut Hill. Enter your ZIP code to see which available sitters are closest to your home.

Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Chestnut Hill commute.

If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.

Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.

A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.

Here are tips for finding the ideal day care fit for your dog:

  • For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
  • For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
  • For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.

Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!

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.

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

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 3,063 sitters in Chestnut Hill, 87% respond to messages in under an hour.

You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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