House Sitting in Roslindale, Boston, MA

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Top rated Roslindale house sitters

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: TAHIR A.
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TAHIR A.
Star Sitter
$63
total per night
5.0 out of 5.0 stars
17 reviews
3 repeat clients
11 years of experience
Mattapan, Mattapan, MA, 02126

Tahir was awesome! He provided daily updates and let us know everything was fine back home. We got plenty of pictures and could see our dogs were enjoying themselves and having a good time! He also took great care of the house and brought in some packages (and offered to take the trash cans out when booking, but he wasn’t staying over trash day). We hope to use Tahir again next time we’re away!

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Stephen M.
Sitter Profile Image: Victoria B.
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Victoria B.
Star Sitter
$67
total per night
5.0 out of 5.0 stars
24 reviews
7 repeat clients
17 years of experience
Brookline, MA, 02445

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: Katie L.
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Katie L.
Star Sitter
$70
total per night
5.0 out of 5.0 stars
11 reviews
2 repeat clients
15 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: Bridget P.
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Bridget P.
Star Sitter
$167
total per night
5.0 out of 5.0 stars
113 reviews
29 repeat clients
35 years of experience
Quincy, MA, 02171

Bridget took the best care of our furbaby Arlo while we traveled for a week. It was the first time we had left him this long and she took amazing care of him and kept us updated the entire time (she takes great pictures!) which was so reassuring for us. Arlo is a playful, somewhat anxious young dog with a few medical issues and Bridget handled everything perfectly and proactively. Left our place even neater than we had. Thank you so much Bridget!

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Zebulon L.
Sitter Profile Image: Jackie R.
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Jackie R.
Star Sitter
$104
total per night
5.0 out of 5.0 stars
38 reviews
10 repeat clients
20 years of experience
South Dorchester, Boston, MA, 02124

All I can say is beyond amazing experience from first greet to the overnight stay for my dog while we had a baby! I was already anxious enough and she made everything so easy for me :) She treated him as her own and updated with pictures along the way ! So so happy and would highly recommend.

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Danielle D.
Sitter Profile Image: Cynthia C.
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Cynthia C.
Star Sitter
$75
total per night
4.9 out of 5.0 stars
178 reviews
74 repeat clients
15 years of experience
Boston, MA, 02119

Cynthia is amazing! She took such great care of our pups, even when they got sick. Everything was so well taken care of and she has excellent communication! We will definitely have her back.

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Ellie W.
Sitter Profile Image: Olivia T.
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Olivia T.
$73
total per night
5.0 out of 5.0 stars
22 reviews
6 repeat clients
7 years of experience
Brookline, MA, 02446

Olivia was great! We were new to town and didn't know what we were going to do with our pets when we decided to go out of town for Christmas. Olivia came over to meet us and our pets before we left. Olivia was so sweet and kind, the animals took to her right away which put us at ease about leaving them. She took great care of our dog & cat and sent pics everyday to update us! We will definitely be using her again when we go out of town.

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Sheri Z.
Sitter Profile Image: Angelina T.
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Angelina T.
Star Sitter
$62
total per night
5.0 out of 5.0 stars
92 reviews
35 repeat clients
13 years of experience
Roxbury, Dorchester, MA, 02121

We have two pets that require daily meds (multiple times a day) and Tommy was enthusiastic to learn and care for them. He was always on time and extremely communicative. We got daily pics of our babies too which was a massive plus for us. Thanks again, Tommy!

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Kevin F.
Sitter Profile Image: Rida A.
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Rida A.
$78
total per night
5.0 out of 5.0 stars
23 reviews
10 repeat clients
5 years of experience
West Roxbury, Chestnut Hill, MA, 02465

Rida was absolutely wonderful! She was so patient, kind, and caring with Kitty, and I could tell she truly loves animals. She took great care of him and gave me peace of mind knowing he was in good hands. Highly recommend!

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Sophia S.
Sitter Profile Image: Claire F.
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Claire F.
Star Sitter
$56
total per night
5.0 out of 5.0 stars
35 reviews
21 repeat clients
23 years of experience
Roxbury, Jamaica Plain, MA, 02130

Claire watched my dog and cat for a long weekend and send me daily updates on how they were doing. I came back to happy and healthy animals and would ask her to come back again!

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Joel B.
Sitter Profile Image: Rachel B.
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Rachel B.
Star Sitter
$110
total per night
5.0 out of 5.0 stars
10 reviews
2 repeat clients
30 years of experience
Brookline, MA, 02445

Rachel was wonderful. She did a meet and greet which was great to get to know alabaster, my two-year-old Pomsky, and to make sure that we were a good fit. She had my dog for several days and stayed at my home to watch him and when I arrived back his nervous system was calm and he seemed so happy as though I never left at all. Would definitely have Rachel again for watching my pup alabaster. She was great at communicating but not overly communicating keeping me updated on things that seemed important and essential but yet made me feel like she was under control and could care for alabaster while I was gone.

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Barrie Rose B.
Sitter Profile Image: Aymbre P.
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Aymbre P.
Star Sitter
$111
total per night
4.8 out of 5.0 stars
30 reviews
13 repeat clients
15 years of experience
Roxbury, Boston, MA, 02119

Aymbre was wonderful with Izzy: she kept a very high energy (and demanding) pup entertained. She kept in touch through the time she was sitting Izzy and I came home to one very happy (and tired!) GSD.

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Samata S.
Sitter Profile Image: Madeleine S.
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Madeleine S.
$54
total per night
5.0 out of 5.0 stars
6 reviews
2 repeat clients
15 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Madeleine is the best! She watches my 12 week old lab, Maverick, when I’m working longer nursing shifts. She is so helpful with maintaining his schedule and helping with his crate training (no shortage of cuddles, playing and walks either!) It takes a lot of trust to leave your puppy with someone, as they’re helping teach them the rules of being a dog- but I know he’s in the best hands when he’s with Madeleine!

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Maddie B.
Sitter Profile Image: Irichiya H.
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Irichiya H.
Star Sitter
$84
total per night
5.0 out of 5.0 stars
32 reviews
11 repeat clients
12 years of experience
North Dorchester, Boston, MA, 02125

Irichiya is so kind and loving to my dog, and is so patient with him even though he can be a handful. She is very communicative and sends so many updates for an anxious dog mom like me!

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Lody F.
Sitter Profile Image: Tori R.
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Tori R.
Star Sitter
$78
total per night
5.0 out of 5.0 stars
43 reviews
18 repeat clients
10 years of experience
Hyde Park, Boston, MA, 02136

Tori was great with Otis! We came home to a happy dog and house that looked great - can't ask for anything more! Need to firm up dates for our next trip ASAP so we can see if Tori is available.

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Sara S.
Sitter Profile Image: Carmen & Alex A.
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Carmen & Alex A.
Star Sitter
$89
total per night
5.0 out of 5.0 stars
30 reviews
11 repeat clients
5 years of experience
Hyde Park, Hyde park, MA, 02136

Carmen and Alex were wonderful! We were away for a long weekend and felt confident that our two rescue dogs were in good hands. We really appreciated the photo’s and communication. From them. Highly recommend them!

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Cheryl C.
Sitter Profile Image: Daisy G.
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Daisy G.
$89
total per night
5.0 out of 5.0 stars
4 reviews
8 years of experience
Roslindale, Rosindale, MA, 02131

Daisy was great. She stayed in touch throughout her time with Summitt and Summitt seemed like a tired and happy dog upon our return. I would definitely use Daisy again.

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Kim H.
Sitter Profile Image: Sara & Peter C.
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Sara & Peter C.
$84
total per night
5.0 out of 5.0 stars
21 reviews
9 repeat clients
30 years of experience
Roslindale, Roslindale, MA, 02131

Peter is awesome! He has a love for animals and really enjoys his time interacting with them. Peter played with Fiona, reinforce her basic obedience commands and shared affection with the other members of the pack, Toby and Freckles. Thanks Peter!

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John B.
Sitter Profile Image: Alison D.
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Alison D.
$23
total per night
20 years of experience
Roslindale, Boston, MA, 02131

About: Hey there! I’ve been taking care of cats and dogs since I was little. I used to walk dogs and get in contact with people through flyers posted on light poles. The house phone would be off the hook… sorry mom. My friends contact me first when they’re heading out of town and I’m always happy to help my neighbors. Let me help take the stress off you when it comes to your fury loved ones :) I’m a photographer (yes I can photograph your dog!!) and am flexible with my time management. Weekdays when work is in the way can be tough but I can help! I have experience crating dogs, long walks, special food necessities and lots love! I enjoy giving extra play time and attention or a comfortable lap to nap on!

Sitter Profile Image: Katie G.
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Katie G.
$95
total per night
5.0 out of 5.0 stars
22 reviews
3 repeat clients
30 years of experience
Roslindale, Roslindale, MA, 02131

Katie and her friend Jesse stayed at our house for 5 nights and took care of our 60 lb, 10 month old puppy who had recently gone into heat. They were very responsive, provided plenty of updates, and took great care of our pup (and our house). Even our neighbors who ran into them on a walk were impressed! We were very fortunate to have found them to help us out last minute.

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Nathan D.
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