House Sitting Jamaica Plain

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Over 1,078
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%.

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

Victoria did a great job with Freya (who can be very shy and anxious with new people). She kept me updated with pics and texts throughout the session. I would definitely trust her to watch Freya again!

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Freya K.
Sitter Profile Image: Mirabel F.
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Mirabel F.
Star Sitter
$54
total per night
5.0 out of 5 stars
67 reviews
26 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: Ella M.
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Ella M.
Star Sitter
$123
total per night
5.0 out of 5 stars
64 reviews
24 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: Eve B.
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Eve B.
Star Sitter
$58
total per night
5.0 out of 5 stars
16 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: Ailise C.
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Ailise C.
Star Sitter
$84
total per night
5.0 out of 5 stars
21 reviews
6 repeat clients
20 years of experience
Jamaica Plain, Boston, MA, 02130

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.
Sitter Profile Image: Anastasia S.
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Anastasia S.
Star Sitter
$95
total per night
5.0 out of 5 stars
105 reviews
38 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
64 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: Sasha R.
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Sasha R.
$49
total per night
5.0 out of 5 stars
4 reviews
2 repeat clients
3 years of experience
Brookline, MA, 02446

Sasha is amazing! Updates frequently. Will definitely be having her watch my pup again in the future!

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

Amy has done a great job taking care of our two cats and our house. This is the third time she's stayed here, and we plan to hire her again. She clearly loves cats, and we can tell our guys like her too.

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Barry J.
Sitter Profile Image: Belen M.
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Belen M.
$82
total per night
5.0 out of 5 stars
22 reviews
9 repeat clients
5 years of experience
North Dorchester, Boston, MA, 02125

Belen was kind and patient with our dogs. First time we ever had someone take care of our pups and we felt completely confident and comfortable that they were in the best hands!

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Martha M.
Sitter Profile Image: Angie L.
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Angie L.
$67
total per night
5.0 out of 5 stars
20 reviews
5 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: Jenny N.
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Jenny N.
$67
total per night
10 years of experience
Boston, MA, 02131

About: Hi! I’m Jenny, a nursing student and lifelong animal lover. I have experience caring for dogs of different ages and personalities, including my own senior husky, so I understand how important patience, attention, and a comfortable routine can be for every pet. I’m reliable, caring, and will treat your pets like they’re my own. Whether they need walks, playtime, feeding, lots of attention, or simply some company while you’re away, I’ll make sure they feel safe and loved. I’m also happy to follow any specific routines or instructions you have and provide plenty of updates and pictures so you can feel comfortable while your pet is in my care. I’d love the opportunity to meet you and your furry family member! 🐾 Even though I have a pretty busy school schedule, I always make room for pets! I spend a lot of time studying, so I love having a furry study buddy nearby to keep me company. I’m happy to take study breaks for walks, playtime, feeding, cuddles, and plenty of attention. Having pets around makes my day better, and I’ll make sure they feel comfortable, cared for, and included in my routine. I care for every pet based on their normal routine and what makes them feel most comfortable. I make sure they’re fed on schedule, have fresh water, get plenty of walks or playtime, and of course lots of attention and cuddles if they enjoy that! I’m also happy to follow any specific instructions you have, whether that’s medications, crate routines, potty schedules, or certain behaviors to watch for. My goal is to make your pet feel safe, comfortable, and cared for while you’re away.

Sitter Profile Image: Genevieve W.
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Genevieve W.
$73
total per night
25 years of experience
Jamaica Plain, Boston, MA, 02130

About: I've taken care of dogs and cats my whole life, whether my own family's pets or friends, coworkers, and neighbors'. From puppies to seniors, I have always been dedicated to pet's comfort, safety, and joy, as well as open communication with pet parents about their babies while they're away. I have a lot of experience with senior dogs, helping them take medication or move around despite mobility difficulties, and know that even if they can't get up and play as much as they used to, they still need as much love and attention as their younger counterparts. I'm currently a graduate student, so my class schedule takes up the majority of my time on Tuesdays, Thursdays, and Fridays. On Mondays and Wednesdays I have a brief shift on campus, but am available before (8-10am) or after (1-9pm), but am completely free on weekends. When staying at a client's home, I am happy to provide play, care, and cuddles to the pets I am watching. Whether they need crating, medication, extra mobility help or just a little extra patience while they get used to a new person, I have lots of experience with pets of all ages, shapes, sizes and personalities.

Sitter Profile Image: Georgia T.
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Georgia T.
Star Sitter
$56
total per night
5.0 out of 5 stars
10 reviews
3 repeat clients
5 years of experience
Boston, MA, 02118

Georgia took care of Duck for 6 days, and I came back to a happy dog :) she is so reliable, really quick with responses, and sent me photos and updates while I was away. I could tell that my dog was calm and happy when I returned and the house was spotless! She even left the cutest crochet hat for Duck 🥹

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Danhue J. K.
Sitter Profile Image: Kristina M.
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Kristina M.
Star Sitter
$106
total per night
5.0 out of 5 stars
107 reviews
26 repeat clients
34 years of experience
South End, Boston, MA, 02116

Exception! Kristina is great with our pup. Very proactive in keeping us updated. It’s clear that she has a special bond with dogs. We would highly recommend her.

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

Luis and his wonderful wife Kimmy accepted my last-minute house-sitting request—I’m so grateful to them! They were warm and friendly, and my dog immediately warmed up to them! I would definitely book with them again.

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Emery T.
Sitter Profile Image: Spencer F.
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Spencer F.
$62
total per night
5.0 out of 5 stars
7 reviews
4 repeat clients
13 years of experience
Boston, MA, 02215

Spencer was a godsend! He house sat my anxious, reactive dog Java for 4 days while I was on vacation. He was punctual and incredibly flexible. He sent regular updates, followed my care instructions perfectly, was patient as my dog warmed up to him. I would call Spencer again for any future sitting needs!

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Lydia B.
Sitter Profile Image: Emma L.
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Emma L.
Star Sitter
$70
total per night
5.0 out of 5 stars
50 reviews
20 repeat clients
4 years of experience
Brookline, MA, 02446, Brookline, MA, 02446

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.
Sitter Profile Image: Morgan & Meaghan W.
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Morgan & Meaghan W.
Star Sitter
$56
total per night
5.0 out of 5 stars
76 reviews
23 repeat clients
11 years of experience
Boston, MA, 02130

I cannot express how wonderful these two are. I left my gal for almost a week and Morgan’s communication the entire time was amazing! Pictures were sent daily and lots of love and snuggles given. They made my trip so enjoyable and I will use them whenever I am away from Olive!

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

Carmen was fantastic! My husband and I left for a 11 day vacation and left our puppy under Carmen’s care in our home. She first came to visit for a meet and greet to make sure it was a proper fit. From there, she made sure to understand our dogs routines, high energy puppy behaviors and our training expectations. She certainly gave our puppy nothing but love! We got multiple pictures many times of day that showed what great care he was under! When we returned, our home was exactly how we left it and our dog learned some new tricks! Carmen is trustworthy, professionally and very loving. We will certainly rebook her for future needs! Thanks Carmen!

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Meghan B.
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The median cost per night for house sitting in Jamaica Plain is $63

Pet parents share their Rover experiences - Jamaica Plain

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5.0 out of 5 stars

Anna did an amazing job with our dogs again. Really glad to have found a dog sitter who we trust and who our dogs love!

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Hannah S.
House Sitting
5.0 out of 5 stars

Molly was a pleasure to work with! She maintained great communication during our Labor Day weekend trip and sent us pictures and updates. Followed the instructions really well and was very thoughtful with Zoe. I would definitely book again!

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Febrizca N.
House Sitting
5.0 out of 5 stars

Abigail was very responsive and reliable. She took very good care of my cat and home. I would definitely recommend to anyone in the future!

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Caroline W.
House Sitting
5.0 out of 5 stars

Raul was fantastic! We booked him last minute and he was extremely communicative throughout, keeping us updated and putting our minds at ease. He followed all of our instructions carefully and took great care of our pup. We're already looking forward to having him stay with our frenchie again, highly recommend!

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Tara S.
House Sitting
5.0 out of 5 stars

Paige was wonderful taking care of our older dog in our home while we were away! She treated him as if he were her own, communicated thoughtfully throughout her stay, and left our dog happy and our home spotless. Thank you, Paige!

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Aylin F.
House Sitting
5.0 out of 5 stars

Claudia was a great sitter, sent many updates and photos while we were out of town and left our home very clean. Would definitely book her again!

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Courtney C.
House Sitting
5.0 out of 5 stars

My pups loved Robbie and so did we! She was reliable, flexible when a change came up and truly wants to hang out with your dogs. She left the house neat and tidy. I highly recommend!

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Leanne D.
House Sitting
5.0 out of 5 stars

Marangela was absolutely wonderful! She was able to pet sit for us last minute, and from the very beginning, she was so communicative, responsive, and reliable. She took such great care of our dogs and kept us updated throughout her stay, which gave us complete peace of mind while we were away. It was clear that our dogs were happy, comfortable, and well cared for. We’re so grateful for her help and will definitely be rebooking with her in the future! Highly recommend Marangela!

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Marialuisa M.
House Sitting
5.0 out of 5 stars

We had a wonderful experience with our dog sitter, Ciana. She was communicative, reliable, and clearly a true dog person. Our two dogs absolutely loved her, and it was obvious she spent quality time playing with them and making them feel comfortable and cared for. We came home to two very happy pups and would gladly have her watch them again!

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Melissa Y.
House Sitting
5.0 out of 5 stars

Ella was an excellent house sitter. She took great care of my old cat, including cleaning up a number of messes and administering medication. She communicated twice a day (with photos) and kept notes, as I requested. She swept up litter, emptied garbage, and overall kept my apartment clean and neat. Highly recommended.

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Louise R.
House Sitting
5.0 out of 5 stars

Santiago was a great companion for Rusty while we were away for the weekend. We received communication and quick responses, they went on many walks and we knew Rusty was in good hands!

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Valerie P.
House Sitting
5.0 out of 5 stars

Anna was thoughtful and communicative. Our sometimes-prickly cat hung out happily in her lap. Magic! We appreciated the daily photos and updates. It was so great to come back home to a cat who was clearly happy and all cared for.

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Eleanor K.
House Sitting
5.0 out of 5 stars

Henry is a responsible and delightful young man. He maintained contact with us throughout his stay, watered our many plants and cared for and enjoyed our shy cat. We highly recommend him.

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Frank & Susan S.
House Sitting
5.0 out of 5 stars

Belkis was great! Throughout the weekend she kept us informed with daily pictures and descriptions of what they did. She left our place spotless and Millie seemed like a very happy dog when we returned. Would book again!

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Elijah N.
House Sitting
5.0 out of 5 stars

Brooke is a lifesaver for us! We had an unexpected family trip and we needed someone to house-sit with our Basset Hound for a weekend. Our dog has glaucoma, and so is blind. And she has had some back surgery in recent months that require careful attention to detail in terms of not stressing out the dog's back (no jumping, no falling, no big missteps on stairs, etc.). The combination can leave some to feel intimidated about her care. Brooke jumped right in and helped. She showed up about an hour early to do a walk through of our place and to do some practice walking of our dog and to understand feeding, meds, and the like. She bonded immediately with our dog and it was clear she was comfortable with her. While we were away, Brooke sent many photos and notes just to reassure us. Our dog was doing her usual stuff, which meant she was relaxed and enjoyed Brooke's company. Brooke waiting until we were back in our place to give us a final report before she headed out. We would highly recommend Brooke for house-sitting / dog-sitting, even in some complicated circumstances.

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Melanie A.
House Sitting
5.0 out of 5 stars

Laura was absolutely incredible and took great care of our dog and 2 cats. She was very communicative and responsive, and sent us daily check ins and pictures. Our animals looked so comfortable with her, which made us feel much better leaving them. She was also so respectful and clean in our home. Laura is an exceptionally caring pet sitter and took great care of our animals, I highly, highly recommend her to anyone!

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Elisabeth S.
House Sitting
5.0 out of 5 stars

Sydney took great care of our 5 month old puppy! She’s got loads of experience, both in terms of day to day care and dog training. Charlie loved going on long walks and getting lots of love and attention. We’d definitely hire her again!

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Michele N.
House Sitting
5.0 out of 5 stars

I’m glad I was able to find Eleanor as a sitter for our fur babies there! Communication was smooth from first minutes and both cat and dog loved Ellie from day one :)

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Anastassiya & Katarzyna K.
House Sitting
5.0 out of 5 stars

So happy we found Chris! He was super flexible and helpful and able to watch our babies again on short notice! Feeling very relieved to have found a nice reliable person to take care of my fur family while I’m away

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Hannah G.
House Sitting
5.0 out of 5 stars

Jordan was a great house sitter for us while we were away for a wedding! She was very accommodating of all the quirks of our dog and bunnies, and left our apartment spotless. Would recommend her to anyone!

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Nora W.
House Sitting
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