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 34
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: Alec & Damien P.
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Alec & Damien P.
Star Sitter
$67
total per night
5.0 out of 5 stars
39 reviews
5 repeat clients
2 years of experience
South Dorchester, Boston, MA, 02124

Alec and Damien did such an amazing job caring for my pup! They were incredibly responsive throughout the process and provided such a warm and welcoming environment for my dog. My dog felt at home and at ease almost instantly. They sent really thoughtful updates that made it clear that my dog was having a lovely time while I was away! I will definitely be rebooking the next time I need a dog sitter!

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Kelsey S.
Sitter Profile Image: Jing P.
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Jing P.
Star Sitter
$73
total per night
5.0 out of 5 stars
51 reviews
15 repeat clients
5 years of experience
Quincy, MA, 02171

Jing was a terrific host! Our 1.5 year old mini bernadoodle was in great hands with Jing, Jeremy and their dog Jojo. We were so grateful for making our first Rover experience a positive one.

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James A.
Sitter Profile Image: Alyson B.
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Alyson B.
Star Sitter
$72
total per night
5.0 out of 5 stars
222 reviews
42 repeat clients
25 years of experience
Hyde Park, Boston, MA, 02136

Alyson was amazing! She sent lots of pictures and updates while watching my cat and it was clear he was having a great time. She asked questions and was super responsive - would definitely recommend booking with her and I will book again!

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Meghan M.
Sitter Profile Image: Kwangwoo K.
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Kwangwoo K.
$67
total per night
5.0 out of 5 stars
23 reviews
2 repeat clients
10 years of experience
South End, Boston, MA, 02118

Kwangwoo was fantastic with Bekele! He was very communicative, kind, and took good care of Bekele. Thank you, Kwangwoo! We will reach out again soon. :)

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Hannah R.
Sitter Profile Image: Eric S.
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Eric S.
Star Sitter
$66
total per night
5.0 out of 5 stars
42 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: Nainika S.
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Nainika S.
$50
total per night
4.2 out of 5 stars
7 reviews
16 years of experience
Allston-Brighton, Boston, MA, 02134

Nainika took such great care of my terrier, Penny! Sent me updates and videos. I highly recommend Nainika as a pet sitter. She was responsive to my messages right away. Thank you Nainika for caring for Penny!

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

First time booking Winn, but very impressed! Easy and flexible communication, and I appreciated the chance for a meet and greet before the booking date to touch base in person. Will definitely be booking Winn again!

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Peter D.
Sitter Profile Image: Casey C.
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Casey C.
Star Sitter
$70
total per night
5.0 out of 5 stars
45 reviews
11 repeat clients
14 years of experience
Hyde Park, Boston, MA, 02136

We have used many sitters for our dog, and Casey was at the top! She took excellent care of our boy while on vacation. Thank you Casey! We definitely recommend her and will dial her in the future.

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Ryan D.
Sitter Profile Image: Hannah F.
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Hannah F.
$67
total per night
5.0 out of 5 stars
10 reviews
1 repeat client
15 years of experience
Allston-Brighton, Brighton, MA, 02135

About: Hi there! I'm Hannah and I have loved animals since I was a little girl. I have 15+ years of experience staying in families' homes caring for their pets, as well as picking up/dropping off pets for walks. I'm familiar with leash handling, routines, and how important patience and consistency are for your pet. I would be delighted to care for your pet and will treat them as if they were my own, giving them plenty of attention, affection, and exercise. I'm not afraid of "scary" dogs, so please, if you have a Pitbull, Rottweiler, German Shepherd, or another misunderstood pal, I would be thrilled for the opportunity to spend time with them. I offer dog walking, daycare, and boarding (at your home or mine). Please reach out to me and let me know what you're looking for- I'm happy to help! As a working professional, I'm lucky to have free time before and after work. My workplace is a 10 minute walk from my home, and I work from home on Mondays and Wednesdays. This enables me to build pet-care into my work routine, with options for walk and playtime before and after work, as well as walks midday. I'm fortunate to have this flexibility to give your pet the attention they deserve! Whether it’s for daycare or an overnight stay, I adapt my care to fit your dog’s individual needs. Your dog’s safety, health, exercise, and dietary requirements are my top priorities—along with giving them plenty of affection, or space if they’re more reserved or shy. In my home, you’re welcome to provide a crate, favorite toys or bedding, food and treats, and anything else that helps your dog feel comfortable. If there are specific rules or routines you’d like maintained, I’ll make sure to follow them so your dog experiences consistency and care.

Sitter Profile Image: Gina J.
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Gina J.
Star Sitter
$62
total per night
5.0 out of 5 stars
50 reviews
14 repeat clients
4 years of experience
Allston-Brighton, BRIGHTON, MA, 02135

Gina was so wonderful! She was so good with Gremlin, who is a big pittie and can be a lot to handle. She also went above and beyond and dropped him back off when I was having car trouble. Sent pics, super sweet and communicative, would recommend and rebook!

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jasper m.
Sitter Profile Image: Margaret C.
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Margaret C.
$58
total per night
4.8 out of 5 stars
13 reviews
3 repeat clients
15 years of experience
Allston-Brighton, Brighton, MA, 02135

Maggie was great!! She honored my request to just have my dog during his stay (he can be reactive w/ other dogs). She sent pictures and updates, and my dog seemed happy when I picked him up. We would love to book w/ Maggie again!

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Claud D.
Sitter Profile Image: Michiko & Clifford H.
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Michiko & Clifford H.
$50
total per night
5.0 out of 5 stars
24 reviews
6 repeat clients
6 years of experience
Lexington, MA, 02421

Michiko and Cliff were great. They sent me pictures and updates every day and took great care of Henry! They were very easy to communicate with. I would definitely book with them again!

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Luciana N.
Sitter Profile Image: Christina B.
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Christina B.
Star Sitter
$70
total per night
5.0 out of 5 stars
54 reviews
13 repeat clients
15 years of experience
Wellington-Harrington, Cambridge, MA, 02141

Christina was amazing! I booked last minute and she was eager to take care of Beru for the weekend. She sent lots of photo updates. Beru has some quirks and Christina was more than capable and happy to accommodate Beru’s personality. Would 100% book with her again!

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Nicole B.
Sitter Profile Image: Todd V.
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Todd V.
Star Sitter
$79
total per night
5.0 out of 5 stars
25 reviews
8 repeat clients
17 years of experience
Medford, MA, 02155

Todd was awesome! Very communicative and attentive, and clearly seemed to provide a great environment for Beau to stay. He came home clearly taken care of, calm, and happy.

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Kristen R.
Sitter Profile Image: Greta W.
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Greta W.
Star Sitter
$50
total per night
5.0 out of 5 stars
16 reviews
4 repeat clients
2 years of experience
Cambridgeport, Cambridge, MA, 02139

Greta and her pup Juniper were wonderful hosts! My dog is nervous in new places and is more comfortable when another dog is around. Greta was patient and loving. I felt really comfortable leaving him with her for the weekend. Greta gave lots of updates and pictures. Would definitely recommend!

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Shannon B.
Sitter Profile Image: John C.
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John C.
Star Sitter
$67
total per night
5.0 out of 5 stars
53 reviews
9 repeat clients
50 years of experience
Somerville, MA, 02145

My dog Hunter loves John and has already stayed with him a few times. For this past trip when I dropped him off, he ran up to John’s apartment very excited. John always updates us and asks us questions when needed. We are so grateful to have John caring for Hunter. Thank you!

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Marian B.
Sitter Profile Image: Kylie Y.
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Kylie Y.
$73
total per night
4.9 out of 5 stars
8 reviews
9 years of experience
Newton, MA, 02459

About: I have one dog and have fostered over a dozen others, including various breeds, sizes, and personalities. I have experience working with super energetic dogs and reactive dogs and love training! I am home for the summer, and I am available all day, because I am working from home! My schedule is very flexible so let me know what works best for you :). Safety is always my number one priority. I have lots of experience reading animal behavior. Please tell me what I should know about your pets or before coming to your home, and if there are any precautions you would like me to take in order to keep your pets happy and healthy! I will always keep dogs on leash, and keep water and treats with me. Will send updates and picture/videos too!

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

Tyler was awesome! My dog Ozzy stayed with him for the weekend and was so well cared for. He also sent daily updates which I loved getting. I will certainly have Tyler watch Oz again!

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Michaela C.
Sitter Profile Image: François D.
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François D.
Star Sitter
$67
total per night
5.0 out of 5 stars
44 reviews
11 repeat clients
25 years of experience
Lincoln, MA, 01773

François was absolutely fantastic. He went over our routine with Atlas and took Atlas for multiple long walks - Atlas was in heaven. François kept us up-to-date on their activities together and was easy to communicate with!

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Esther & Adam H.
Sitter Profile Image: Lynne C.
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Lynne C.
Star Sitter
$100
total per night
5.0 out of 5 stars
374 reviews
73 repeat clients
2 years of experience
Somerville, MA, 02143

Lynne took such great care of Napoleon. Napoleon is a senior dog with diabetes and cushings disease and Lynne had never given insulin shots to a dog before but took it on without fail! Napoleon came home super happy and healthy. We are so thankful to have found Lynne to care for our little old man while we went away for the week.

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Taryn and Danny B.
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The median cost per night for pet boarding in Chestnut Hill is $64

Pet parents share their Rover experiences - Chestnut Hill

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5.0 out of 5 stars

Adrienne took great care of our 2 year old mini golden doodle. She was easy to communicate with, sent lots of pictures, and was a joy to work with. We would definitely use her again!

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Andrew S.
Boarding
5.0 out of 5 stars

Kayla took such great care of my Candy! She was very communicative and sent me lots of cute pictures and updates. She made sure Candy felt comfortable, safe, and right at home! Thank you so much!

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Stacy A.
Boarding
5.0 out of 5 stars

My dog’s second stay at Hyesoo and her family was amazing. My dog loves staying with them! Hyesoo is easy to communicate and sends regular pics and vids. Thank you!

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Bei W.
Boarding
5.0 out of 5 stars

Mehlani made me feel extremely comfortable leaving my dog with her! She did a great job keeping me updated throughout the day and sending me pictures while I was on vacation. I would 100% recommend her!

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Tamia T.
Boarding
5.0 out of 5 stars

Sarah took amazing care of my senior dog, Essie! She shared daily pictures and updates, and Essie seemed disappointed to leave!

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Kaitlin W.
Boarding
5.0 out of 5 stars

Michelle was great with our dog. He returned to us in a great mood and looked well cared for. And we loved the photos of Cody she sent us.

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Jonas B.
Boarding
5.0 out of 5 stars

Danielle put me and my anxious dog Josey at ease right away when we met her and her dog Moose. It is clear that Danielle loves dogs and is a skilled communicator with them. Josey enjoyed her weekend stay very much. Danielle sent updates and photos each day, and the drop off and pickup arrangements were easy. She is a great find!

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Matt G.
Boarding
5.0 out of 5 stars

Ashe was absolutely amazing. Made sure we were comfortable leaving our 14 week puppy with her. Our pup loved her and had a great time. We felt like she was really well cared for.

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Courtney & Matthew K.
Boarding
5.0 out of 5 stars

Michael took great care of Winston while we traveled. He sent us daily photos of the dogs playing together outside. Winston came back happy and tired.

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Martha O.
Boarding
5.0 out of 5 stars

Yeojin was super nice, and when our kitten wasn't eating, she offered to drive 45 minutes out of her way to take our cat to our preferred vet. She sent us update photos whenever we asked, and helped ease the worry of boarding our baby for the first time.

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Karly L.
Boarding
5.0 out of 5 stars

Linda was just wonderful. We had a friend back out last minute watching Darla and we feel so grateful because it introduced us to her! Linda sent numerous updates and pictures throughout the weekend and it made us feel so comforted knowing she was in great hands. Darla came home so happy, in great spirits, and tuckered out from a great active weekend. We will absolutely book again! Thank you Linda!!

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Greg F.
Boarding
5.0 out of 5 stars

Winn was so fantastic with our dog, Giuseppe! He was very thorough during our meet and greet and took time to ask thoughtful questions to ensure he understood our dog’s routine and quirks. Communication was great. He sent photos updates during the stay and wa flexible w drop off and pick up times. Highly recommend and look forward to being a repeat booker!

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Laura M.
Boarding
5.0 out of 5 stars

My cats loved staying with Yusuf and his cat Kucil! We had an emergency where we needed a last minute sitter and he made them so comfortable and took great care of them. Would recommend to anyone!

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Mackenzie D.
Boarding
5.0 out of 5 stars

Our dog Taz had a great time and was in good spirits when he returned. We got photos and updates and just the right amount of information while we were away and would love to leave him with her again! Thank you!

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Amy P.
Boarding
5.0 out of 5 stars

Holly always takes great care of Annie. Super communicative and flexible. We will be sending her back here!

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Hannah R.
Boarding
5.0 out of 5 stars

Conor is communicative, flexible, and so easy to work with. He sends frequent pictures and updates letting me know how my dog is doing and responds to messages in a very timely manner. I felt like I left my dog in really good hands :)

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Elena M.
Boarding
5.0 out of 5 stars

The dogs loved Kim and her dogs! So many cute pictures of them cuddled up and the dogs came back well rested. Kim was responsive, very nice, with a great yard and home for the dogs.

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Lisa S.
Boarding
5.0 out of 5 stars

Emily did such a fantastic job caring for our dog. She accepted our booking last minute and was fantastic at communicating both before, during, and after. She sent lots of pictures and updates of our dog who was clearly happy and loved while we were away.

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Elizabeth K.
Boarding
5.0 out of 5 stars

Thank you so much for taking care of Bagel. She seemed to have a great time! Grateful for the pictures and all the communication. We will book again! 🐕🐾

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Jonathan D.
Boarding
5.0 out of 5 stars

I feel so safe and comfortable knowing Shuhua is taking care of my kitties! I love the updates, thank you so much again! 💘

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Lea C.
Boarding
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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 Boarding - Chestnut Hill

Frequently asked questions about Rover

The average cost for Pet Boarding in Chestnut Hill on Rover is $49.95 per night (as of August 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 4,292 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 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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