House Sitting Jamaica Plain

Find a loving house sitter to watch over your pets and your home.

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Over 1,112
pet parents in Jamaica Plain have booked house sitting

Jamaica Plain, Find top rated house sitting

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

1 / 1
Sitter Profile Image: Victoria B.
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Victoria B.
Star Sitter
$67
total per night
5.0 out of 5 stars
49 reviews
15 repeat clients
17 years of experience
Jamaica Plain, Boston, MA, 02130

Victoria stayed at my house for 5 days and cared for my elderly cat, who needs daily medication. She sent frequent updates and photos and took great care of my dear Nanette. She left the house clean and neat. I wouldn't hesitate to book her again and recommend her highly.

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Louise R.
Sitter Profile Image: Mirabel F.
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Mirabel F.
$54
total per night
5.0 out of 5 stars
55 reviews
22 repeat clients
6 years of experience
Jamaica Plain, Boston, MA, 02130

Mirabel always sends great updates and photos! She has taken care of our dog and 2 cats a couple of times, and they are always happy and healthy when we return!

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Michaela W.
Sitter Profile Image: Luis R.
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Luis R.
$67
total per night
5.0 out of 5 stars
34 reviews
6 repeat clients
3 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

We can not say enough good about Luis and the care he took of our two pets: Baloo (a 4 year old hound dog) and Soupbelly ( a 8 month ish old kitten). We were out of the country for a little over three weeks in which Luis attended to every need of both pets. In addition to the usual care, he also took Baloo to nearby off leash parks, which is his favorite thing to do. In addition to graciously sharing his bed with both pets he spoiled them with treats and outings and kept us up to date with lots of pictures, which were so appreciated. Being so far away, it was a relief to know our pets were so well cared for and loved in our absence. And last but not least, he took great care of our house which was an added bonus!

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Cindy W.
Sitter Profile Image: Ailise C.
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Ailise C.
Star Sitter
$84
total per night
5.0 out of 5 stars
18 reviews
6 repeat clients
20 years of experience
Jamaica Plain, Boston, MA, 02130

We are incredibly grateful to Ailise for taking such wonderful care of our dog, Pepe, over a long weekend. From the moment we met her, it was clear that she genuinely cares for animals, and she treated Pepe with so much love, attention, and patience. She kept us updated throughout her stay with thoughtful messages and photos, which gave us great peace of mind while we were away. It was clear that Pepe felt comfortable and happy in her care. Ailise was also extremely respectful of our home and she went above and beyond to ensure things were just as we left them. We couldn’t have asked for a better sitter and would absolutely trust Ailise to look after Pepe again in the future. Highly recommended!

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Paras D.
Sitter Profile Image: Ella M.
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Ella M.
Star Sitter
$117
total per night
5.0 out of 5 stars
58 reviews
21 repeat clients
15 years of experience
Boston, MA, 02130

Ella is amazing. She takes amazing care of our dog Chessy. She updates us consistently and we 100% trust her with longer stays to keep him safe and happy. She’s the best!

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Kathryn R.
Sitter Profile Image: Anastasia S.
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Anastasia S.
Star Sitter
$95
total per night
5.0 out of 5 stars
101 reviews
36 repeat clients
22 years of experience
Boston, MA, 02115

First time leaving our pup with someone who he doesn't know very well but it was a great experience! He even cried a little when Anastasia was leaving, will definitely rebook in the future. Thank you for fantastic service!

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Анастасия Р.
Sitter Profile Image: Belkis M.
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Belkis M.
$100
total per night
4.8 out of 5 stars
63 reviews
20 repeat clients
6 years of experience
Boston, MA, 02120

Belkis did a great job taking care of our two cats for ten days. She stayed in our apartment, sent pictures every day and played with our kittens to keep them engaged. Thanks so much for taking care of our kitties!

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Emma V.
Sitter Profile Image: Kristina M.
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Kristina M.
Star Sitter
$106
total per night
5.0 out of 5 stars
99 reviews
24 repeat clients
34 years of experience
South End, Boston, MA, 02116

Kristina did a fantastic job taking care of my 2 dogs and cat while I was away! Her detailed updates and myriad of adorable pics gave me confidence everyone was being very well taken care of while I was away. We'll definitely be booking Kristina again in the future

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Alyssa M.
Sitter Profile Image: Amy A.
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Amy A.
$77
total per night
5.0 out of 5 stars
48 reviews
15 repeat clients
7 years of experience
Boston, MA, 02115

Amy was great for her week long stay with Savannah. Very communicative and we came home to a happy cat! It was so great to get pictures and videos daily.

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Meg C.
Sitter Profile Image: Emma L.
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Emma L.
Star Sitter
$70
total per night
5.0 out of 5 stars
47 reviews
17 repeat clients
4 years of experience
Brookline, MA, 02446, Brookline, MA, 02446

Emma is fantastic! I had a last minute trip out of town and she watched Oliver over night! Sent me a bunch of updates and photos!! Will definitely book again!

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Sydney M.
Sitter Profile Image: Eve B.
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Eve B.
Star Sitter
$58
total per night
5.0 out of 5 stars
13 reviews
3 repeat clients
5 years of experience
Boston, MA, 02130

Eve recently house sat for us and took great care of our two 4-yr old kitties. She was great with daily updates and pictures and was proactive with questions. We returned to happy kitties and a clean home. We’d definitely use Eve again!

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Amy C.
Sitter Profile Image: Eleanor P.
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Eleanor P.
$78
total per night
5.0 out of 5 stars
11 reviews
2 repeat clients
8 years of experience
Boston, MA, 02120

Eleanor was amazing as always! Especially in dealing with my sassy cat. Great communication + photos. My cats love her!

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AgnesTheTuxedo & Hannah
Sitter Profile Image: K M.
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K M.
$78
total per night
5.0 out of 5 stars
19 reviews
6 repeat clients
6 years of experience
Allston-Brighton, Brighton, MA, 02135

K took great care of my puppy! K took time to discuss the sitting arrangement, my pup’s routine, and provided excellent care while I was away. I will surely book again!

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Paris H.
Sitter Profile Image: Angie L.
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Angie L.
$67
total per night
5.0 out of 5 stars
20 reviews
4 repeat clients
10 years of experience
Boston, MA, 02125

Angie was absolutely fabulous with our pup! She was so caring, sent plenty of adorable updates, and treated Maisy like her own. It was clear our dog loved her, too! Without a doubt, we’d love to book with Angie again. Thank you for taking such great care of our pup and our apartment!

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Paige W.
Sitter Profile Image: Carmen P.
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Carmen P.
$99
total per night
5.0 out of 5 stars
37 reviews
13 repeat clients
5 years of experience
Roxbury, Boston, MA, 02130

Carmen stayed with my 10 year old dog for a week. My dog get anxious when I leave but Carmen handled it well and provided lots of photos and updates. I would definitely recommend her!

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Cate F.
Sitter Profile Image: Anna B.
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Anna B.
$67
total per night
5.0 out of 5 stars
8 reviews
1 repeat client
18 years of experience
Back Bay-Beacon Hill, Boston, MA, 02116

Anna was excellent with our two very different dogs. She was able to comfort our more anxious dog and get him to eat, and she was able to calm our more energetic dog! Would definitely recommend and will rebook

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Michelle S.
Sitter Profile Image: Carolina J.
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Carolina J.
$56
total per night
5.0 out of 5 stars
19 reviews
5 repeat clients
6 years of experience
Boston, MA, 02115

About: I have been a dog owner my entire life and come from a family of animal lovers. I have worked with my own dogs to train them and to build trust and understanding, and am comfortable adapting my approach to fit the animal’s needs and the preferences of the pet’s family! I’m committed to competent care-taking informed by the animal’s needs. My experience: Worked as a pet sitter for the dogs, cats, and small animals like guinea pigs and hamsters of family friends for about 3 years; Volunteered as a caretaker for birds at the Minnesota Wildlife Rehabilitation Center for 1 year; Acted as a foster family for a dalmation/whippet mix for 2 months; Have been a dog-walker and pet-sitter with Rover since 2020. I’m happy to schedule visits and walks on certain weekdays and any weekend. I’m able to work remotely, but will need to plan around, which is why I request at least 3 days notice for any booking or change of plans. I am a big fan or midday and evening walks, and would be happy to have an animal companion with me for them! My approach is to create a stable routine and clear boundaries for any pets in my care. I am adaptable for what the space demands and based on the animal’s familiarity with a situation, for example being in a new space versus being in their primary home. I am cautious and considerate about the disposition of the pet I’m in charge of, so I will always try to avoid putting them in a situation they are not comfortable with or that has too many variables for me to respond to safely.

Sitter Profile Image: Catherine A.
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Catherine A.
$56
total per night
20 years of experience
Brookline, MA, 02446

About: I’ve been around animals my whole life, growing up with dogs, birds, and fish, so caring for pets has always felt natural to me. Over the years, I’ve regularly pet sat for friends and family, caring for both cats and dogs and making sure they feel comfortable, safe, and well taken care of. Some of the responsibilities I’ve had before include administering medicine, specific dietary requirements, and playing or walking pets. I have always loved animals and will give your pet the care and attention they deserve. I know how important consistency is, and I will do my best to make each pet feel at ease. I also have a reliable car, so I’m able to travel to your home and accommodate different schedules when needed. I understand that every pet has their own personality and needs, and I treat each one with the same patience, kindness, and kindness you would. Currently my schedule is flexible so I can work with clients that may need flexibility and can also fit in time to play/walk pets as well. I can travel to client’s places and do visits as well as stay at a clients residence. In addition I have cared for pets that need temperature and time sensitive medication and for pets with dietary restrictions and other specific accommodations. I have worked with dogs of all sizes as well and have experience with cats. If you have other pets other than cats or dogs I am willing to accommodate that as well potentially.

Sitter Profile Image: Brooke T.
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Brooke T.
$50
total per night
5.0 out of 5 stars
5 reviews
11 years of experience
Fenway-Kenmore, Boston, MA, 02115

Brooke took care of my puppy for a few hours at night. Lots of communication on how it was going and sent cute pictures. We came back to him sleeping peacefully. Would definitely have Brooke pet sit again!

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Sarah T.
Sitter Profile Image: Emily Y.
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Emily Y.
Star Sitter
$76
total per night
5.0 out of 5 stars
27 reviews
6 repeat clients
15 years of experience
Allston-Brighton, Boston, MA, 02135

We were so reassured having Emily stay in our house with Lola while we were away overnight. She took great care of Lola and we won’t hesitate to call on her again in the future!

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Toni L.
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The median cost per night for house sitting in Jamaica Plain is $60

Pet parents share their Rover experiences - Jamaica Plain

1 / 1
5.0 out of 5 stars

Kristina did a fantastic job caring for our dog, Duke. Not only did we received detailed updates and photos but she also left our house spotless. I highly recommend booking with Kristina!

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Iavor B.
House Sitting
5.0 out of 5 stars

Ailise is awesome! She was flexible with our last minute modifications. She took care of two of our dogs with very different needs and personalities. She took great care of our home while we were away as well. We were a little nervous leaving our dogs for a weekend with a sitter but we couldn't be happier!

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Evan Y.
House Sitting
5.0 out of 5 stars

Jess was amazing! She was available last-minute and super flexible with timing in terms of arrival and departure. I felt completely comfortable with her staying in our home and caring for our dog Rayne while we were away. We had an unexpected plumbing issue while we were away which Jess handled calmly and patiently on our behalf. I couldn’t recommend her more!

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Juliana N.
House Sitting
5.0 out of 5 stars

Alex is fantastic! Excellent communication, she kept my house neat and most important, my dog was happy and relaxed when I returned home.

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Tara S.
House Sitting
5.0 out of 5 stars

Christine was terrific. My dog enjoyed her company and was happy, which made our time away much more relaxing. She communicated well, sending photos and notes about his activities and behavior. The house was left in perfect shape!

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Tracey H.
House Sitting
5.0 out of 5 stars

Joe did a great job with our dog and cats. He communicated well and was conscientious. When we got home the pets were all well adjusted and happy and the house was in great shape. I would definitely have Joe person again.

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Megan T.
House Sitting
5.0 out of 5 stars

K is terrific! I came home to happy, well cared for pups and and the house was in great shape too. I like that they checked in regularly and asked questions, like how the dogs do in thunderstorms when a storm was predicted. Very proactive. I'll definitely ask K to look after the dogs again!

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Lisa H.
House Sitting
5.0 out of 5 stars

I had a wonderful experience with Victoria (Rev). We recently moved to Boston and Rev stayed in my apartment with Charlie for 5 nights, which is the longest I have had to leave him since moving. Charlie is older and has been a little anxious while adjusting to our move and it was clear that Rev gave him the love and attention he needed to keep him calm while I was away. Rev sent regular updates and photos, which helped keep my mind at ease. My flight was delayed and Rev was super accommodating to stick around until I got home. I would absolutely recommend Rev to anyone looking for a reliable, communicative, and truly exceptional dog sitter. We look forward to working with Rev in the future!

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Ashley A.
House Sitting
5.0 out of 5 stars

Emma is courteous, punctual, friendly, followed my instructions to a "T," and clearly loves dogs. I will 100% ask her back for house- and dogsitting as well as dog walking!

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Lauren K.
House Sitting
5.0 out of 5 stars

Spencer was a delight to communicate with and made our anxious pup feel safe and comfortable. We highly recommend him and our only hesitation in leaving a glowing review is that he won't be available next time we're away!

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Hilary M.
House Sitting
5.0 out of 5 stars

Kaitlyn is absolutely amazing with our two dogs and put our minds at ease. She is very punctual, very attentive to our dogs’ feeding schedules and behaviors and customizes their walks according to their energy levels. We highly recommend Kaitlyn!

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Anne L.
House Sitting
5.0 out of 5 stars

Alyssa did such a wonderful job taking care of Finley! She communicated throughout the stay and could tell he enjoyed being in her care. I wouldn't hesitate to have her stay with him again!

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Lindsey B.
House Sitting
5.0 out of 5 stars

Sara was incredible as always. She took great care of our pup, and was an excellent communicator. Plus, when our flight was delayed, she was so flexible and happy to make sure that our dog got the care he needed.

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Jay F.
House Sitting
5.0 out of 5 stars

Amazing, intuitive, nurturing, intelligent and responsive care for my dogs in the midst of a very stressful emergency medical situation for me. I recommend Marilyn to anyone with their furry friends!

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Ingrid T.
House Sitting
5.0 out of 5 stars

Al is amazing! She house sat for us for 4 nights/5 days, and she took wonderful care of our home and our 3.5-month-old beagle puppy. We set up a meet-and-greet with Al a few weeks before her stay, and we knew we would be in good hands from the moment we met her. Our puppy instantly gravitated towards her, too, and enjoyed playing with her and snuggling with her. Al was communicative throughout her entire stay at our house, sharing text and photo updates with us each day. She’s fun, caring and responsible, and we’re so grateful we found her. We highly recommend her!

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Anna N.
House Sitting
5.0 out of 5 stars

Sienna was absolutely amazing. She was communicative, attentive and very trustworthy. Ellie loved her and it was really nice knowing that our dog was in such great hands.

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Sarah R.
House Sitting
5.0 out of 5 stars

Aymbre watched our two doodles and was amazing! She updated us when several issues arose, and helped us resolve them with ease 😊 we are excited to have her watch the dogs again soon! Thanks so much!

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Savannah L.
House Sitting
5.0 out of 5 stars

Allyson was a great dog sitter! She was friendly and communicative, and treated our house as if it was her own. We will definitely be asking her to watch the dogs next time.

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Matt M.
House Sitting
5.0 out of 5 stars

Claudia was wonderful with our Luna girl. She communicated frequently with photos and clearly loved our baby! Highly, highly recommend and hope to have her stay with Luna again!

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Brianna G.
House Sitting
5.0 out of 5 stars

Lucas took great care of Teddy while I was gone. He administered medication and followed his schedule, I felt like he was in great hands.

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Liz A.
House Sitting
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