House Sitting in Fenway-Kenmore, Boston

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Top rated Fenway-Kenmore house sitters

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Sitter Profile Image: Victoria B.
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Victoria B.
Star Sitter
from
$60
per night
5 out of 5.0 stars
20 reviews
6 repeat clients
17 years of experience
Brookline, MA, 02445

Victoria did a great job watching my two cats for a week! She was very communicative and the cats were very comfortable with her. I’d absolutely have her catsit again!

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Allison G.
Sitter Profile Image: Amy A.
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Amy A.
from
$67
per night
5 out of 5.0 stars
35 reviews
9 repeat clients
5 years of experience
Cambridge, MA, 02139

Amy watched my Pomeranian, Peaches, for a couple of days last week, and I can’t recommend her enough. From the start, she was an excellent communicator and brought such a calm, grounding energy—exactly what both I and my dog needed. She even came early the day I was leaving and gently soothed Peaches while I packed. Peaches didn’t even realize I was heading out! Amy is truly a dog whisperer and gave me complete peace of mind. She’s the kind of sitter every dog owner hopes to find.

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Amy F.
Sitter Profile Image: Anastasia S.
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Anastasia S.
Star Sitter
from
$70
per night
5 out of 5.0 stars
48 reviews
20 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: Angie L.
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Angie L.
Star Sitter
from
$55
per night
5 out of 5.0 stars
13 reviews
3 repeat clients
10 years of experience
Boston, MA, 02110

Angie was amazing with Frankie!! He felt so comfortable with her and she send so many updates, which we love! We will definitely have her back :)

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Julia W.
Sitter Profile Image: K M.
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K M.
from
$64
per night
5 out of 5.0 stars
10 reviews
4 repeat clients
6 years of experience
Allston-Brighton, Boston, MA, 02135

K is fantastic! They communicated proactively and took plenty of pictures while I was away. I came home to a very happy and well cared for puppy

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Daniel S.
Sitter Profile Image: Rachael B.
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Rachael B.
Star Sitter
from
$63
per night
5 out of 5.0 stars
30 reviews
8 repeat clients
5 years of experience
Aggasiz-Harvard, Cambridge, MA, 01240

Rachael stayed for 10 days with our 14 and 8 year old dogs and we had no concerns or worries. Not only were the dogs well cared for, she took great care of our house, even taking the initiative to put the garbage out a second time when we had flight delays and missed connections and her schedule allowed her to stay another night. Though a seemingly little thing, it was so nice to see when we returned, not to mention the luck of having her with our dogs when the airlines couldn't get us home. We are so grateful!

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Marcie C.
Sitter Profile Image: Claire F.
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Claire F.
Star Sitter
from
$50
per night
5 out of 5.0 stars
28 reviews
20 repeat clients
23 years of experience
Roxbury, Jamaica Plain, MA, 02130

Claire stayed at our apartment with our dog and was super communicative, attentive and thoughtful! She sent us lots of photos which we appreciated so much and left the house clean and in order. We felt so confident while traveling that Jeter was in good hands! Would definitely recommend Claire!

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Ellie R.
Sitter Profile Image: Meaghan L.
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Meaghan L.
Star Sitter
from
$47
per night
5 out of 5.0 stars
45 reviews
15 repeat clients
15 years of experience
Boston, MA, 02118

Meaghan spent the day with our two dogs and she was so kind and responsive. Sent pictures and kept us updated, even helped with a little accident. Would definitely rebook!

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Caroline S.
Sitter Profile Image: Wen Shin L.
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Wen Shin L.
from
$50
per night
5 out of 5.0 stars
6 reviews
2 repeat clients
5 years of experience
Boston, MA, 02119

Wen Shin is amazing!!!! She was so good with our Jackson!! we got so many pictures and videos it's like we were still home. she gave us updates on his eating, walks, and activities. The apartment was just as we left it. We will definitely be using Wen Shin's services again!

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Gerald P.
Sitter Profile Image: Valeria C.
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Valeria C.
from
$50
per night
5 out of 5.0 stars
6 reviews
20 years of experience
Brookline, MA, 02445

Valeria has been-by far-the best dog sitter for my boy Charlie. She was very communicative and thoughtful. She also immediately bonded with Charlie and knew how to take such good care of him. She gave multiple updates throughout the day and sent me the best photos and videos. Thank you so much Valeria, you are a gem!!

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Tyler M.
Sitter Profile Image: Emma L.
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Emma L.
Star Sitter
from
$80
per night
5 out of 5.0 stars
59 reviews
16 repeat clients
7 years of experience
Allston-Brighton, Allston, MA, 02134

Emma did a wonderful job dogisitting for us. We have a very anxious little pup and he felt really safe with her. She also left our home in beautiful condition. She's an excellent communicator and we would recommend her without reservations.

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Benjamin M.
Sitter Profile Image: Isabel M.
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Isabel M.
from
$50
per night
5 out of 5.0 stars
3 reviews
8 years of experience
Brookline, MA, 02446

Isabel took great care of my cat and apartment while I was away!

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Saul S.
Sitter Profile Image: Megan R.
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Megan R.
Star Sitter
from
$60
per night
5 out of 5.0 stars
22 reviews
6 repeat clients
17 years of experience
Boston, MA, 02118

Megan was excellent with our boys! She was very responsive and from the initial meet and greet, she and the pups hit it right off. Many thanks, Megan!

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Sean R.
Sitter Profile Image: John B.
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John B.
from
$45
per night
5 out of 5.0 stars
8 reviews
1 repeat client
4 years of experience
South End, Boston, MA, 02120

I was so happy to have Jack watch Pearl! He was always prompt and was a really great communicator. I got pictures of Pearl while I was away, which is always extra reassuring. I would definitely hire Jack again to watch Pearl in the future!

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Bonnie P.
Sitter Profile Image: Kelly C.
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Kelly C.
from
$70
per night
5 out of 4.7 stars
10 reviews
2 repeat clients
3 years of experience
Brookline, MA, 02446

Kelly was amazing! She was very respectful of our home and she took excellent care of our dog. Her communication and updates were superb and we would happily re-hire her or recommend her to our friends.

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Greg A.
Sitter Profile Image: Kaylee B.
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Kaylee B.
from
$27
per night
5 out of 5.0 stars
18 reviews
1 repeat client
12 years of experience
South End, Boston, MA, 02118

Kaylee took great care of our two dogs! She walked them more than we asked; she also sent several pictures of very happy dogs. Overall, she is a very caring and responsible dog-sitter!

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Matthew W.
Sitter Profile Image: Caesar G.
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Caesar G.
from
$65
per night
5 out of 5.0 stars
14 reviews
1 repeat client
15 years of experience
Boston, MA, 02215

Cesar was great. He was punctional, responsible, and great with our two month old puppy. Would recommend and will hire again.

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i p.
Sitter Profile Image: Cassandra C.
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Cassandra C.
from
$55
per night
5 out of 5.0 stars
26 reviews
8 repeat clients
8 years of experience
Boston, MA, 02215

Cassie was an excellent caretaker for our three dogs and house, she sent us pictures and updates daily. It was easy to relax on our vacation knowing our pups were well taken care of. We will definatley be calling Cassie again.

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kim u.
Sitter Profile Image: Naomi K.
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Naomi K.
from
$75
per night
5 out of 5.0 stars
16 reviews
7 years of experience
Fenway-Kenmore, Boston, MA, 02215

Naomi took great care of both our senior dog and our condo while we were away. She is conscientious, calm, and very communicative. I would not hesitate to hire her again!

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Christine K.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$75
per night
5 out of 5.0 stars
56 reviews
10 repeat clients
6 years of experience
Fenway-Kenmore, Boston, MA, 02115

Sarah is the best!!!!! She watched my puppy bean for 8 days which is no easy feat! This was the longest I have been away from Bean so I was quite nervous but Sarah’s professionalism and communication put me at so much ease! She sent me updates multiple times a day and bean was so happy. Would recommend Sarah 10/10 and will be booking her in the future

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Moira A.
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Sitter Profile Image: Victoria B.
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Sitter Profile Image: Victoria B.
Verified Enhanced Background Check

Victoria B.
Star Sitter

Enthusiastic, attentive, dependable
Brookline, MA, 02445
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
20 reviews
6 repeat clients
Profile image

Victoria did a great job watching my two cats for a week! She was very communicative and the cats were very comfortable with her. I’d absolutely have her catsit again!

Availability updated 2 days ago
Sitter Profile Image: Amy A.
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Sitter Profile Image: Amy A.
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Amy A.
Rover 101

Happy to give your pet loving care!
Cambridge, MA, 02139
1.3 mi. away
House Sitting, Drop-In Visits
from
$67
per night
5 out of 5.0 stars
35 reviews
9 repeat clients
Profile image

Amy watched my Pomeranian, Peaches, for a couple of days last week, and I can’t recommend her enough. From the start, she was an excellent communicator and brought such a calm, grounding energy—exactly what both I and my dog needed. She even came early the day I was leaving and gently soothed Peaches while I packed. Peaches didn’t even realize I was heading out! Amy is truly a dog whisperer and gave me complete peace of mind. She’s the kind of sitter every dog owner hopes to find.

Availability updated 2 days ago
Sitter Profile Image: Anastasia S.
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Sitter Profile Image: Anastasia S.
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Anastasia S.
Star Sitter

Paws and Smiles Here! 🐾❤️
Boston, MA, 02115
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$70
per night
5 out of 5.0 stars
48 reviews
20 repeat clients
Profile image

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!

Availability updated 4 days ago
Sitter Profile Image: Angie L.
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Sitter Profile Image: Angie L.
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Angie L.
Star Sitter

Your dogs & cats are my new bffs!
Boston, MA, 02110
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
13 reviews
3 repeat clients
Profile image

Angie was amazing with Frankie!! He felt so comfortable with her and she send so many updates, which we love! We will definitely have her back :)

Availability updated 4 days ago
Sitter Profile Image: K M.
Verified Background Check
Sitter Profile Image: K M.
Verified Background Check

K M.

Worry Free Dog Care!
Allston-Brighton, Boston, MA, 02135
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$64
per night
5 out of 5.0 stars
10 reviews
4 repeat clients
Profile image

K is fantastic! They communicated proactively and took plenty of pictures while I was away. I came home to a very happy and well cared for puppy

Availability updated yesterday
Sitter Profile Image: Rachael B.
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Sitter Profile Image: Rachael B.
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Rachael B.
Star Sitter

Pet lover with flexible hours!
Aggasiz-Harvard, Cambridge, MA, 01240
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
5 out of 5.0 stars
30 reviews
8 repeat clients
Profile image

Rachael stayed for 10 days with our 14 and 8 year old dogs and we had no concerns or worries. Not only were the dogs well cared for, she took great care of our house, even taking the initiative to put the garbage out a second time when we had flight delays and missed connections and her schedule allowed her to stay another night. Though a seemingly little thing, it was so nice to see when we returned, not to mention the luck of having her with our dogs when the airlines couldn't get us home. We are so grateful!

Availability updated 3 days ago
Sitter Profile Image: Claire F.
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Sitter Profile Image: Claire F.
Verified Enhanced Background Check

Claire F.
Star Sitter

Animal-loving grad student!
Roxbury, Jamaica Plain, MA, 02130
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
28 reviews
20 repeat clients
Profile image

Claire stayed at our apartment with our dog and was super communicative, attentive and thoughtful! She sent us lots of photos which we appreciated so much and left the house clean and in order. We felt so confident while traveling that Jeter was in good hands! Would definitely recommend Claire!

Availability updated 45 days ago
Sitter Profile Image: Meaghan L.
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Sitter Profile Image: Meaghan L.
Verified Enhanced Background Check

Meaghan L.
Star Sitter

❤️🐶
Boston, MA, 02118
1.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$47
per night
5 out of 5.0 stars
45 reviews
15 repeat clients
Profile image

Meaghan spent the day with our two dogs and she was so kind and responsive. Sent pictures and kept us updated, even helped with a little accident. Would definitely rebook!

Availability updated today
Sitter Profile Image: Wen Shin L.
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Sitter Profile Image: Wen Shin L.
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Wen Shin L.

All types of pets welcome!
Boston, MA, 02119
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
6 reviews
2 repeat clients
Profile image

Wen Shin is amazing!!!! She was so good with our Jackson!! we got so many pictures and videos it's like we were still home. she gave us updates on his eating, walks, and activities. The apartment was just as we left it. We will definitely be using Wen Shin's services again!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Valeria C.
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Sitter Profile Image: Valeria C.
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Valeria C.

Full-time pet cuddler
Brookline, MA, 02445
1.4 mi. away
House Sitting
from
$50
per night
5 out of 5.0 stars
6 reviews
Profile image

Valeria has been-by far-the best dog sitter for my boy Charlie. She was very communicative and thoughtful. She also immediately bonded with Charlie and knew how to take such good care of him. She gave multiple updates throughout the day and sent me the best photos and videos. Thank you so much Valeria, you are a gem!!

Availability updated yesterday
Sitter Profile Image: Emma L.
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Sitter Profile Image: Emma L.
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Emma L.
Star Sitter

Loving your fur babies like my own
Allston-Brighton, Allston, MA, 02134
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$80
per night
5 out of 5.0 stars
59 reviews
16 repeat clients
Profile image

Emma did a wonderful job dogisitting for us. We have a very anxious little pup and he felt really safe with her. She also left our home in beautiful condition. She's an excellent communicator and we would recommend her without reservations.

Availability updated today
Sitter Profile Image: Isabel M.
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Sitter Profile Image: Isabel M.
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Isabel M.

Experienced Animal Lover!
Brookline, MA, 02446
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
3 reviews
Profile image

Isabel took great care of my cat and apartment while I was away!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Megan R.
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Sitter Profile Image: Megan R.
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Megan R.
Star Sitter

Hi I'm Megan, lifelong animal lover
Boston, MA, 02118
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
22 reviews
6 repeat clients
Profile image

Megan was excellent with our boys! She was very responsive and from the initial meet and greet, she and the pups hit it right off. Many thanks, Megan!

Availability updated today
Sitter Profile Image: John B.
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Sitter Profile Image: John B.
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John B.

I'm a Northeastern Husky!
South End, Boston, MA, 02120
0.8 mi. away
Boarding, House Sitting, Dog Walking
from
$45
per night
5 out of 5.0 stars
8 reviews
1 repeat client
Profile image

I was so happy to have Jack watch Pearl! He was always prompt and was a really great communicator. I got pictures of Pearl while I was away, which is always extra reassuring. I would definitely hire Jack again to watch Pearl in the future!

Availability updated 3 days ago
Sitter Profile Image: Kelly C.
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Sitter Profile Image: Kelly C.
Verified Enhanced Background Check

Kelly C.

Perhaps your pet's new fun aunt?
Brookline, MA, 02446
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 4.7 stars
10 reviews
2 repeat clients
Profile image

Kelly was amazing! She was very respectful of our home and she took excellent care of our dog. Her communication and updates were superb and we would happily re-hire her or recommend her to our friends.

Availability updated yesterday
Sitter Profile Image: Kaylee B.
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Sitter Profile Image: Kaylee B.
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Kaylee B.

Nature and Animal Lover
South End, Boston, MA, 02118
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$27
per night
5 out of 5.0 stars
18 reviews
1 repeat client
Profile image

Kaylee took great care of our two dogs! She walked them more than we asked; she also sent several pictures of very happy dogs. Overall, she is a very caring and responsible dog-sitter!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Caesar G.
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Sitter Profile Image: Caesar G.
Verified Enhanced Background Check

Caesar G.

Loving, reliable home pet companion
Boston, MA, 02215
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
14 reviews
1 repeat client
Profile image

Cesar was great. He was punctional, responsible, and great with our two month old puppy. Would recommend and will hire again.

Availability updated today
Sitter Profile Image: Cassandra C.
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Sitter Profile Image: Cassandra C.
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Cassandra C.

Pet lover and active student!
Boston, MA, 02215
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
26 reviews
8 repeat clients
Profile image

Cassie was an excellent caretaker for our three dogs and house, she sent us pictures and updates daily. It was easy to relax on our vacation knowing our pups were well taken care of. We will definatley be calling Cassie again.

Availability updated 11 days ago
Sitter Profile Image: Naomi K.
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Sitter Profile Image: Naomi K.
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Naomi K.

Friendly neighborhood pet watcher
Fenway-Kenmore, Boston, MA, 02215
0.2 mi. away
House Sitting, Doggy Day Care
from
$75
per night
5 out of 5.0 stars
16 reviews
Profile image

Naomi took great care of both our senior dog and our condo while we were away. She is conscientious, calm, and very communicative. I would not hesitate to hire her again!

Availability updated 3 days ago
Sitter Profile Image: Sarah M.
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Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter

Loving & certified shelter employee
Fenway-Kenmore, Boston, MA, 02115
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
56 reviews
10 repeat clients
Profile image

Sarah is the best!!!!! She watched my puppy bean for 8 days which is no easy feat! This was the longest I have been away from Bean so I was quite nervous but Sarah’s professionalism and communication put me at so much ease! She sent me updates multiple times a day and bean was so happy. Would recommend Sarah 10/10 and will be booking her in the future

Availability updated 12 days ago

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