House Sitting Jamaica Plain

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

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Over 1,113
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: 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 very sweet to our girl and provided tons of updates to keep us at ease during our time apart! Highly recommend her services if you're in need of a pet sitter.

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Katie M.
Sitter Profile Image: Stacy A.
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Stacy A.
Star Sitter
$90
total per night
5.0 out of 5 stars
13 reviews
5 repeat clients
3 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Stacy was superb! We had a last minute need due to our flight getting cancelled and Stacy was very communicative and flexible during a moment of a lot of stress. My pups were very well taken care of and I got lots of pictures. My house was well taken care of as well. Would definitely book her again in the future.

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

Victoria was great with our dog, Tally. Sent us daily updates. Very responsible. We felt assured that our buddy was in great care. Highly recommend

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Marc D.
Sitter Profile Image: Mirabel F.
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Mirabel F.
Star Sitter
$54
total per night
5.0 out of 5 stars
50 reviews
21 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: Anastasia S.
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Anastasia S.
Star Sitter
$95
total per night
5.0 out of 5 stars
92 reviews
34 repeat clients
22 years of experience
Boston, MA, 02115

Anastasia is a regular dog walker for us and recently stayed with our pup while we were away for the weekend. Our dog is clearly very comfortable with her and she always does a great job caring for him and paying attention to Ira’s need and idiosyncracies!

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Terry H.
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
$150
total per night
5.0 out of 5 stars
54 reviews
20 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: Luis R.
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Luis R.
$67
total per night
5.0 out of 5 stars
32 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: Cynthia C.
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Cynthia C.
Star Sitter
$75
total per night
4.9 out of 5 stars
207 reviews
82 repeat clients
15 years of experience
Boston, MA, 02119

Cynthia was amazing to work with! We have 4 cats who don’t get along well and she took on the task with ease. She provided so many updates, pictures and hopped on the phone with us when we were getting anxious about being away for so long. She was very respectful of our home and really loved our cats like her own. We appreciate her so much and recommend her to anyone who is feeling a bit anxious about leaving their pet!

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Ali B.
Sitter Profile Image: Yilziane L.
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Yilziane L.
$40
total per night
5.0 out of 5 stars
14 reviews
3 repeat clients
12 years of experience
Jamaica Plain, Boston, MA, 02130

Yilziane took excellent care of my Yorkie yesterday. Definitely recommended to anyone looking for a kind and gentle Dog Sitter.

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Brian J.
Sitter Profile Image: Katie L.
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Katie L.
Star Sitter
$100
total per night
5.0 out of 5 stars
34 reviews
7 repeat clients
20 years of experience
Roslindale, Roslindale, MA, 02131

Katie was great! Super responsible and so good with Betty. Kept me updated with pics and Betty seemed comfortable with her right away. Will definitely request Katie again!

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

Belkis has stayed with our active boy a couple of times and she is great! DJ loves her and she communicates with us throughout her stay. Thank you Belkis!

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Andy C.
Sitter Profile Image: Angie L.
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Angie L.
$67
total per night
5.0 out of 5 stars
19 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: Eve B.
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Eve B.
$54
total per night
5.0 out of 5 stars
12 reviews
3 repeat clients
5 years of experience
Jamaica Plain, 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: Claire F.
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Claire F.
Star Sitter
$67
total per night
5.0 out of 5 stars
42 reviews
22 repeat clients
23 years of experience
Roxbury, Jamaica Plain, MA, 02130

Claire provided regular updates of play and walks and feeding schedules for our dog and cat while we were away for a long weekend. Would recommend and will definitely book again!

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Sarah L.
Sitter Profile Image: Kristina M.
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Kristina M.
Star Sitter
$106
total per night
5.0 out of 5 stars
93 reviews
20 repeat clients
34 years of experience
South End, Boston, MA, 02116

Kristina was wonderful with our bernadoodle puppy! She gave us a few updates throughout the night, followed all instructions we left regarding her bathroom routine etc and also sent amazing pictures! Will definitely book her again!

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Hannah E.
Sitter Profile Image: Devon S.
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Devon S.
Star Sitter
$56
total per night
5.0 out of 5 stars
13 reviews
4 repeat clients
4 years of experience
Fenway-Kenmore, Boston, MA, 02215

Marcus was amazing - provided a ton of updates and pictures so we knew our dogs and cat were in good hands. Definitely will book Marcus again when we need someone to stay with the dogs.

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Jennifer W.
Sitter Profile Image: Molly K.
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Molly K.
$67
total per night
5.0 out of 5 stars
7 reviews
4 repeat clients
7 years of experience
Boston, MA, 02115

Molly did fantastic house sitting and looking after our dog and 2 cats while we were out of town!

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Christian R.
Sitter Profile Image: Angelina T.
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Angelina T.
$62
total per night
5.0 out of 5 stars
115 reviews
45 repeat clients
13 years of experience
Roxbury, Dorchester, MA, 02121

Tommy was a fantastic sitter for Pearl while I was away! They were very responsive to my texts and I got plenty of updates throughout my trip. Pearl got ton of attention and cuddles and Tommy was very neat and kept the house tidy. I’ll definitely have Tommy care for Pearl again in the future!

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Bonnie P.
Sitter Profile Image: Eleanor P.
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Eleanor P.
$78
total per night
5.0 out of 5 stars
10 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
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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

Claudia watched Nora for a weekend and made us feel completely comfortable! Nora is a puppy and needs a ton of attention. Claudia kept us up to date (tons of pics) and made us confident Nora was being well taken care of. We will definitely book again!

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Mel
House Sitting
5.0 out of 5 stars

Julia was great. We had a quick meet and greet to go over Cosmo's usual routine prior to the sitting and she was super flexible with timing which was a huge help as we had to make a slight adjustment. Cosmo seemed to enjoy his time with her and we would certainly have her watch the little guy again.

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Matthew S.
House Sitting
5.0 out of 5 stars

I cannot say enough great things about the exceptional care and love my pup received in Jesse’s care. This was the first time we traveled without our high activity, people-needy 18 month old pup so my anxiety was high. Jesse went above and beyond, caring for Willow in her home and making her part of the family. Daily updates with pics and videos assured me that Willow was enjoying her vacation too. I could not imagine better customized care.

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Lauren S.
House Sitting
5.0 out of 5 stars

Such an amazing sitter! Nathan fit right in with our fur babies and loved them like we do. He'ss attentive, responsive, and responsible. We have two dogs & two cats - he handled all their care with ease and grace. I won't hesitate to hire him again. 10/10

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Julie C.
House Sitting
5.0 out of 5 stars

Aymbre did a wonderful job watching our senior dog as well as our house. She gave daily updates which was much appreciated. I would definitely rebook with her!

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Kaitlin A.
House Sitting
5.0 out of 5 stars

Elise took wonderful care of our dog and home while we were away for 2 weeks. We look forward to working with her again!

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Susan H.
House Sitting
5.0 out of 5 stars

Madeleine took fantastic care of Charlie, and I couldn’t have asked for a better sitter. From the very beginning, she made it easy for me to trust her, and I had complete peace of mind knowing Charlie was in her care. She kept me updated throughout with messages and lots of pictures, which I really appreciated. It was clear that Charlie felt comfortable, happy, and well cared for. Madeleine is kind, reliable, and very trustworthy. I would highly recommend her to anyone looking for someone who will truly care for their dog, and I would absolutely book with her again. Thank you so much, Madeleine!

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Marjan S.
House Sitting
5.0 out of 5 stars

Jill was great with sharkie and Nala - she sent us lots of updates, and we came home to find them happy and relaxed. Thanks again!

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Mark K.
House Sitting
5.0 out of 5 stars

10/10 experience! We needed a last minute sitter for our pets and we are very picky about who takes care of them. Hsiao-chia took our long instructions with such grace! Our pets loved her and she made sure to check in with us - easing my anxiety lol. We will certainly use her in the future!

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Genevieve G.
House Sitting
5.0 out of 5 stars

Kristina was great with our quirky, senior pup. She kept us well updated and sent plenty of pictures. Our girl warmed up to her quickly, and we would highly recommend her.

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Ryan L.
House Sitting
5.0 out of 5 stars

Exceptional as always! Robbie took care of and spent great time with my sweet Atlas while I was out of the country for a week. Given the slight time difference, I explained when I would prefer to receive updates and Robbie took to that immediately--updates were given at the same time every day as expected and it gave me so much peace of mind while I was traveling. When I returned home late that evening, I was surprised the next day to find Robbie had already pre-prepped Atlas' meal for the day for me which was so thoughtful and lovely. Thank you so so so so SO much again Robbie! You're amazing!

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Rachel W.
House Sitting
5.0 out of 5 stars

Anne was great with our dog Rusty. She provided daily updates on how Rusty was doing and great communication to do a walkthrough before the visit. Anne stayed at our home while watching Rusty and everything was neat and tidy when we returned. Would definitely recommend Anne to watch your pet

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Neal C.
House Sitting
5.0 out of 5 stars

Sarah is a wonderful cat sitter! Responsive, reliable, and my shy cat really warmed up to her quickly. Would highly recommend.

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Abby F.
House Sitting
5.0 out of 5 stars

Carmen was great with our dog, Ruby! We were traveling internationally and the frequent updates and photos from Carmen gave us a lot of peace of mind. We would highly recommend Carmen to anyone in need of a dog sitter and plan to book her again in the future!

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Elizabeth L.
House Sitting
5.0 out of 5 stars

Leo was an excellent dog sitter! He took the pups for lots of great walks and followed all our instructions perfectly. We enjoyed all the photos he sent over the weekend as well and will definitely hire him again down the road.

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Chase C.
House Sitting
5.0 out of 5 stars

Kurt took excellent care of my girl Scout while I was away for work. He was accommodating of my last-minute booking request, wonderfully communicative before and during the sitting, and gave Scout lots of love during the sitting. Kurt thoughtfully set-up a stroll with us in advance to meet and get acquainted with Scout and asked great questions to ensure she'd be comfortable while I was away. He also mindfully asked about and honored my communication and check-in preferences to ensure I didn't worry about Scout while juggling some busy days. I could tell Scout had a great time with Kurt given how relaxed and happy she was upon pick-up and a little sad to say goodbye to her new friend! I highly recommend Kurt to anyone looking for a dog sitter and will definitely be using his services again on my next trip away!

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Lisa T.
House Sitting
5.0 out of 5 stars

Rev is awesome and always takes such great care of our dog Ruby! She watched her for 9 days and sent tons of pics to make sure we knew she was well. We will always use Rev to watch our fur-baby! :-)

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Zachary R.
House Sitting
5.0 out of 5 stars

Paige took amazing care of our dog and two cats while we were away for 10 days. She sent us regular updates and pictures and worked with our fussy cat to get him to eat his wet food! We felt completely comfortable and so grateful to be able to relax and enjoy our trip, knowing our pets were in such good hands!

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Daniel W.
House Sitting
5.0 out of 5 stars

Willow was an incredibly thoughtful, diligent and proactive dogsitter for my little mutt Martini! She went out of her way to come meet us first before the home stay so that she could learn about Martini’s quirks, preferences, and ensure that Martini felt super comfortable with her which she did right away! While I was away, Willow shared a ton of great updates about Martini and was super communicative about how everything was going and making sure I was totally in the loop with everything which was so comforting since I was in another country for a trip. I can tell Martini absolutely loved Willow as she cried and whimpered when she left, but we hope to have her come back and watch Martini again sometime soon!!! Would highly recommend if you are looking for a super professional, compassionate, responsible and loving sitter for your fur babies!!!

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Katherine K.
House Sitting
5.0 out of 5 stars

Raul did an amazing job taking care of my babies! My sitter fell through last minute and he had no problem booking the visit. He was very communicative and made sure to send pictures and updates throughout the stay. My pets were very well taken care of and I will definitely be having Raul watch them again in the future!

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Aj J.
House Sitting
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Sitters in Jamaica Plain average 4
repeat house sitting clients

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