Dog Boarding in Cheswolde Area, Baltimore

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Top rated Cheswolde Area dog boarders

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Sitter Profile Image: Robin A.
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Robin A.
Star Sitter
from
$45
per night
5 out of 5.0 stars
31 reviews
11 repeat clients
40 years of experience
Halethorpe, MD, 21227

It was a dream having Robin watch Gordon! It was like summer camp for him - he got to socialize, cuddle with Robin and her lovely family, and play all day. Robin was very communicative and provided plenty of updates. We would highly recommend Robin and imagine that Gordon can’t wait for his next stay at camp!!

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Nina E.
Sitter Profile Image: Rodney & Marissa O.
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Rodney & Marissa O.
Star Sitter
from
$36
per night
5 out of 5.0 stars
375 reviews
191 repeat clients
10 years of experience
Randallstown, MD, 21133

We had an excellent experience with Rodney. We loved the daily updates with pictures. Our dog loved her stay and enjoyed lots of fun with Rodney's dogs. It made for a great vacation knowing that our dog was having a good time.

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Danielle H.
Sitter Profile Image: Felice & Ken & Tyler & Morgan T.
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Felice & Ken & Tyler & Morgan T.
Star Sitter
from
$50
per night
5 out of 5.0 stars
222 reviews
127 repeat clients
50 years of experience
Catonsville, MD, 21228

We have a new to us puppy, She is a bit of a handful. Felice was very reassuring about having our new pup stay. Four days and the new pup came back with better manners! Thanks.

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Lisa E.
Sitter Profile Image: Lingli Y.
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Lingli Y.
Star Sitter
from
$42
per night
5 out of 5.0 stars
47 reviews
21 repeat clients
15 years of experience
Inner Harbor, Baltimore, MD, 21202

Lingli did an amazing job. She provided pictures every day and I could tell my cat really got comfortable with her by the end of the stay. Will definitely be using her in the future!

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Jenny R.
Sitter Profile Image: Carla H.
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Carla H.
Star Sitter
from
$45
per night
5 out of 5.0 stars
79 reviews
33 repeat clients
20 years of experience
Owings mills, MD, 21117

Carla was great and accommodating as I booked last minute for an overnight stay for Oreo. Great communication and she sent lots of photos and videos of Oreo during his stay. Carla will be my go-to dog sitter!

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Adrianne M.
Sitter Profile Image: Mila B.
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Mila B.
Star Sitter
from
$40
per night
5 out of 5.0 stars
66 reviews
15 repeat clients
45 years of experience
Pikesville, MD, 21208

Our pup was happy to meet Mila and had a fun time. Didn’t even act like he missed us when she brought him back out after we enjoyed some time at the zoo! Thank you!

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Shannon B.
Sitter Profile Image: Steph P.
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Steph P.
Star Sitter
from
$44
per night
5 out of 5.0 stars
37 reviews
11 repeat clients
40 years of experience
Parkville, MD, 21234

Steph couldn’t have been any more perfect for our dog, Remy! It was the first time we left a pet with a non-family member but I felt completely comfortable. Steph even has a doggie-sofa in her living area. I could tell from our first meet and greet that she was in tune with dog behavior. Her dogs are the sweetest hosts too! When we picked up Remy, I could just tell that she had a wonderful weekend. I really appreciate having a reliable, loving place to take Remy when needed.

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Kristanna J.
Sitter Profile Image: Maryfe M.
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Maryfe M.
from
$40
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
10 years of experience
Inner Harbor, Baltimore City, MD, 21201

Maryfe was amazing! She was responsive, kind, and incredibly understanding, especially when my flight was canceled and I needed to extend Henry’s stay by an extra day. She treated Henry like family and gave me so much peace of mind knowing he was in such caring hands. I’m so grateful for her flexibility and the love she showed Henry.

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Riley B.
Sitter Profile Image: Kelly H.
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Kelly H.
Star Sitter
from
$47
per night
5 out of 5.0 stars
46 reviews
12 repeat clients
13 years of experience
Catonsville, MD, 21228

Kelly was amazing! She took such good care of my dog and kept him entertained and active the entire time. You can tell she is an animal lover and really treats your pet like part of her family. My dog was sad to leave! Loved the frequent photos and updates as well. Highly recommend.

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Thomas P.
Sitter Profile Image: Nicole T.
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Nicole T.
Star Sitter
from
$50
per night
5 out of 5.0 stars
38 reviews
18 repeat clients
3 years of experience
Lower Northwood, Baltimore, MD, 21218

Nicole is very nice, easy to work with. Her updates with pictures gave us peace of mind. She always quickly texted back. Our dog seemed like he had a good time. Thanks!

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rorilyn s.
Sitter Profile Image: Jessica D.
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Jessica D.
Star Sitter
from
$40
per night
5 out of 5.0 stars
87 reviews
38 repeat clients
15 years of experience
Hampden-Woodberry-Remington, Baltimore, MD, 21211

Jess is simply amazing with my elderly and very high maintenance Havanese. He has serious separation anxiety but I never worry about him when I drop him off. She’s very attentive and patient and will go out of her way to make him comfortable. She’s really the only one I trust with my baby 🥰

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Andrea I.
Sitter Profile Image: Ariel M.
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Ariel M.
Star Sitter
from
$45
per night
5 out of 4.7 stars
16 reviews
5 repeat clients
15 years of experience
Cheswolde Area, Baltimore, MD, 21209

This woman was AMAZING!!! She gave updates, and pictures daily. You can tell he enjoyed her just as much as she enjoyed him. She spent actual time with him. I’m sure that I have found my person. I will only be booking with her.

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Letisha D.
Sitter Profile Image: Erika D.
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Erika D.
Star Sitter
from
$38
per night
5 out of 4.9 stars
23 reviews
10 repeat clients
11 years of experience
Pikesville, MD, 21208

Erika was friendly adaptable and kind. Our dog had a very nice stay. Erika sent us a few pictures and sent us periodic updates. We were pleased with her service and hope to use her again.

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Dan G.
Sitter Profile Image: Samantha Y.
Verified Enhanced Background Check
Samantha Y.
Star Sitter
from
$37
per night
5 out of 5.0 stars
14 reviews
8 repeat clients
20 years of experience
Pikesville, MD, 21208

Samantha is amazing! I have left Ollie with her twice now, once for a long period of about a week and just today for a couple of hours. Both times Ollie has been so well cared for and he comes home so happy! I highly recommend Samantha!

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Phoebe H.
Sitter Profile Image: Nathalie B.
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Nathalie B.
Star Sitter
from
$40
per night
5 out of 5.0 stars
80 reviews
29 repeat clients
10 years of experience
Charles Village, Baltimore, MD, 21218

Nathalie was great with Bumi and so helpfully flexible with pickup plans. She was responsive and the photo updates really put my mind at ease while on vacation. Will absolutely be booking again! Thank you Nathalie! 😊

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Taylor F.
Sitter Profile Image: Steven O.
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Steven O.
from
$42
per night
5 out of 5.0 stars
235 reviews
136 repeat clients
25 years of experience
Pikesville, MD, 21208

Steven was very attentive to the needs of my Aussie. He was very thorough in the meet and greet, and was knowledgeable about canine care and behavior. I was very comfortable leaving Whiskey in his care (I’m a very picky dog Mom!) and I picked up a happy, healthy dog after his stay. I would have no concerns leaving your pet in the hands of Steven. Thanks for a great stay!

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Bethany P.
Sitter Profile Image: Michael H.
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Michael H.
from
$44
per night
5 out of 4.9 stars
8 reviews
4 repeat clients
20 years of experience
Hampden-Woodberry-Remington, Baltimore, MD, 21211

Blake spent a long weekend with Michael and his family and did very well. Good communications and pictures. No issues at all. would book again.

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Greg S.
Sitter Profile Image: Ruth F.
Verified Enhanced Background Check
Ruth F.
Star Sitter
from
$63
per night
5 out of 5.0 stars
117 reviews
41 repeat clients
10 years of experience
Baltimore, MD, 21209

Ruth and her lovely family took such great care of our Kaya. Kaya is very attached to us (especially me) as we have often been working and schooling from home during the pandemic. We were worried she would not get acclimated to another family, but she immediately took to Ruth and her family (especially her daughter, who clearly loves dogs). We received many photos every day and reassurances that our girl was doing fine. We are so thankful for the care Kaya received at Ruth's place and we highly recommend her!

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Jennifer C.
Sitter Profile Image: Anita F.
Verified Enhanced Background Check
Anita F.
Star Sitter
from
$40
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
20 years of experience
Pikesville, MD, 21208

EXCEPTIONAL SERVICE! My first time using a boarding service and I was please and not worried at all that I had made the best decision. She is very accommodating to the animals and makes sure they are comfortable and at ease. I would recommend her to anyone who wants to relax and know their babies are in good hands. She will super exceed your expectations I GUARANTEE IT!!!

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Mysherrii W.
Sitter Profile Image: Carolina M.
Verified Enhanced Background Check
Carolina M.
Star Sitter
from
$50
per night
5 out of 5.0 stars
64 reviews
19 repeat clients
15 years of experience
Pikesville, MD, 21208

Carolina is the best! Carolina has done drop ins with my puppy, but this was my first time boarding and I can’t recommend her enough! Carolina made sure I got plenty of puppy pics, and I was totally at peace while away.

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Sydney P.
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Sitter Profile Image: Robin A.
Verified Enhanced Background Check
Sitter Profile Image: Robin A.
Verified Enhanced Background Check

Robin A.
Star Sitter

Our Home is Your Fur Babies Home To
Halethorpe, MD, 21227
9.2 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
31 reviews
11 repeat clients
Profile image

It was a dream having Robin watch Gordon! It was like summer camp for him - he got to socialize, cuddle with Robin and her lovely family, and play all day. Robin was very communicative and provided plenty of updates. We would highly recommend Robin and imagine that Gordon can’t wait for his next stay at camp!!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Rodney & Marissa O.
Verified Background Check
Sitter Profile Image: Rodney & Marissa O.
Verified Background Check

Rodney & Marissa O.
Rover 101
Star Sitter

Your Family Our Friends
Randallstown, MD, 21133
7.8 mi. away
Boarding, Doggy Day Care
from
$36
per night
5 out of 5.0 stars
375 reviews
191 repeat clients
Profile image

We had an excellent experience with Rodney. We loved the daily updates with pictures. Our dog loved her stay and enjoyed lots of fun with Rodney's dogs. It made for a great vacation knowing that our dog was having a good time.

Availability updated 9 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Felice & Ken & Tyler & Morgan T.
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Sitter Profile Image: Felice & Ken & Tyler & Morgan T.
Verified Enhanced Background Check

Felice & Ken & Tyler & Morgan T.
Rover 101
Star Sitter

Fur Babies Unlimited
Catonsville, MD, 21228
8.0 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
222 reviews
127 repeat clients
Profile image

We have a new to us puppy, She is a bit of a handful. Felice was very reassuring about having our new pup stay. Four days and the new pup came back with better manners! Thanks.

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lingli Y.
Verified Enhanced Background Check
Sitter Profile Image: Lingli Y.
Verified Enhanced Background Check

Lingli Y.
Star Sitter

Plenty of Love, Time, and Walks!
Inner Harbor, Baltimore, MD, 21202
6.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$42
per night
5 out of 5.0 stars
47 reviews
21 repeat clients
Profile image

Lingli did an amazing job. She provided pictures every day and I could tell my cat really got comfortable with her by the end of the stay. Will definitely be using her in the future!

Availability updated yesterday
Sitter Profile Image: Carla H.
Verified Enhanced Background Check
Sitter Profile Image: Carla H.
Verified Enhanced Background Check

Carla H.
Star Sitter

WFH Dog Lover with perks!
Owings mills, MD, 21117
7.0 mi. away
Boarding
from
$45
per night
5 out of 5.0 stars
79 reviews
33 repeat clients
Profile image

Carla was great and accommodating as I booked last minute for an overnight stay for Oreo. Great communication and she sent lots of photos and videos of Oreo during his stay. Carla will be my go-to dog sitter!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Mila B.
Verified Enhanced Background Check
Sitter Profile Image: Mila B.
Verified Enhanced Background Check

Mila B.
Rover 101
Star Sitter

Full time love and care!
Pikesville, MD, 21208
2.3 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
66 reviews
15 repeat clients
Profile image

Our pup was happy to meet Mila and had a fun time. Didn’t even act like he missed us when she brought him back out after we enjoyed some time at the zoo! Thank you!

Availability updated today
Sitter Profile Image: Steph P.
Verified Background Check
Sitter Profile Image: Steph P.
Verified Background Check

Steph P.
Rover 101
Star Sitter

Steph's Dog Service
Parkville, MD, 21234
8.1 mi. away
Boarding, Doggy Day Care
from
$44
per night
5 out of 5.0 stars
37 reviews
11 repeat clients
Profile image

Steph couldn’t have been any more perfect for our dog, Remy! It was the first time we left a pet with a non-family member but I felt completely comfortable. Steph even has a doggie-sofa in her living area. I could tell from our first meet and greet that she was in tune with dog behavior. Her dogs are the sweetest hosts too! When we picked up Remy, I could just tell that she had a wonderful weekend. I really appreciate having a reliable, loving place to take Remy when needed.

Availability updated 5 days ago
Sitter Profile Image: Maryfe M.
Verified Enhanced Background Check
Sitter Profile Image: Maryfe M.
Verified Enhanced Background Check

Maryfe M.

Pawfessional Dog -Sitting
Inner Harbor, Baltimore City, MD, 21201
6.6 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
Profile image

Maryfe was amazing! She was responsive, kind, and incredibly understanding, especially when my flight was canceled and I needed to extend Henry’s stay by an extra day. She treated Henry like family and gave me so much peace of mind knowing he was in such caring hands. I’m so grateful for her flexibility and the love she showed Henry.

Availability updated 7 days ago
Sitter Profile Image: Kelly H.
Verified Enhanced Background Check
Sitter Profile Image: Kelly H.
Verified Enhanced Background Check

Kelly H.
Star Sitter

Korvie Pet Homestay - Care and Free
Catonsville, MD, 21228
6.2 mi. away
Boarding, Doggy Day Care
from
$47
per night
5 out of 5.0 stars
46 reviews
12 repeat clients
Profile image

Kelly was amazing! She took such good care of my dog and kept him entertained and active the entire time. You can tell she is an animal lover and really treats your pet like part of her family. My dog was sad to leave! Loved the frequent photos and updates as well. Highly recommend.

Availability updated yesterday
Sitter Profile Image: Nicole T.
Verified Enhanced Background Check
Sitter Profile Image: Nicole T.
Verified Enhanced Background Check

Nicole T.
Star Sitter

Here to love your fur baby
Lower Northwood, Baltimore, MD, 21218
5.5 mi. away
Boarding
from
$50
per night
5 out of 5.0 stars
38 reviews
18 repeat clients
Profile image

Nicole is very nice, easy to work with. Her updates with pictures gave us peace of mind. She always quickly texted back. Our dog seemed like he had a good time. Thanks!

Availability updated 6 days ago
Sitter Profile Image: Jessica D.
Verified Background Check
Sitter Profile Image: Jessica D.
Verified Background Check

Jessica D.
Star Sitter

Head over heels in puppy love!
Hampden-Woodberry-Remington, Baltimore, MD, 21211
3.4 mi. away
Boarding, Drop-In Visits
from
$40
per night
5 out of 5.0 stars
87 reviews
38 repeat clients
Profile image

Jess is simply amazing with my elderly and very high maintenance Havanese. He has serious separation anxiety but I never worry about him when I drop him off. She’s very attentive and patient and will go out of her way to make him comfortable. She’s really the only one I trust with my baby 🥰

Availability updated 18 days ago
Sitter Profile Image: Ariel M.
Verified Enhanced Background Check
Sitter Profile Image: Ariel M.
Verified Enhanced Background Check

Ariel M.
Star Sitter

Pet’s best friend
Cheswolde Area, Baltimore, MD, 21209
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 4.7 stars
16 reviews
5 repeat clients
Profile image

This woman was AMAZING!!! She gave updates, and pictures daily. You can tell he enjoyed her just as much as she enjoyed him. She spent actual time with him. I’m sure that I have found my person. I will only be booking with her.

Availability updated 3 days ago
Sitter Profile Image: Erika D.
Verified Enhanced Background Check
Sitter Profile Image: Erika D.
Verified Enhanced Background Check

Erika D.
Star Sitter

The Kind of Care Your Pets Deserve.
Pikesville, MD, 21208
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$38
per night
5 out of 4.9 stars
23 reviews
10 repeat clients
Profile image

Erika was friendly adaptable and kind. Our dog had a very nice stay. Erika sent us a few pictures and sent us periodic updates. We were pleased with her service and hope to use her again.

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Samantha Y.
Verified Enhanced Background Check
Sitter Profile Image: Samantha Y.
Verified Enhanced Background Check

Samantha Y.
Star Sitter

Happy Paws, Happy Days
Pikesville, MD, 21208
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$37
per night
5 out of 5.0 stars
14 reviews
8 repeat clients
Profile image

Samantha is amazing! I have left Ollie with her twice now, once for a long period of about a week and just today for a couple of hours. Both times Ollie has been so well cared for and he comes home so happy! I highly recommend Samantha!

Availability updated 2 days ago
Sitter Profile Image: Nathalie B.
Verified Enhanced Background Check
Sitter Profile Image: Nathalie B.
Verified Enhanced Background Check

Nathalie B.
Star Sitter

Cat and Dog Loving Mama
Charles Village, Baltimore, MD, 21218
5.2 mi. away
Boarding, Drop-In Visits
from
$40
per night
5 out of 5.0 stars
80 reviews
29 repeat clients
Profile image

Nathalie was great with Bumi and so helpfully flexible with pickup plans. She was responsive and the photo updates really put my mind at ease while on vacation. Will absolutely be booking again! Thank you Nathalie! 😊

Availability updated 2 days ago
Sitter Profile Image: Steven O.
Verified Background Check
Sitter Profile Image: Steven O.
Verified Background Check

Steven O.
Rover 101

Dog Care that Does Care
Pikesville, MD, 21208
2.3 mi. away
Boarding
from
$42
per night
5 out of 5.0 stars
235 reviews
136 repeat clients
Profile image

Steven was very attentive to the needs of my Aussie. He was very thorough in the meet and greet, and was knowledgeable about canine care and behavior. I was very comfortable leaving Whiskey in his care (I’m a very picky dog Mom!) and I picked up a happy, healthy dog after his stay. I would have no concerns leaving your pet in the hands of Steven. Thanks for a great stay!

Availability updated 39 days ago
Sitter Profile Image: Michael H.
Verified Enhanced Background Check
Sitter Profile Image: Michael H.
Verified Enhanced Background Check

Michael H.

Central Hampden dog sitter
Hampden-Woodberry-Remington, Baltimore, MD, 21211
3.6 mi. away
Boarding
from
$44
per night
5 out of 4.9 stars
8 reviews
4 repeat clients
Profile image

Blake spent a long weekend with Michael and his family and did very well. Good communications and pictures. No issues at all. would book again.

Availability updated 9 days ago
Sitter Profile Image: Ruth F.
Verified Enhanced Background Check
Sitter Profile Image: Ruth F.
Verified Enhanced Background Check

Ruth F.
Star Sitter

Loving Home. Happy Pets. Always.
Baltimore, MD, 21209
0.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$63
per night
5 out of 5.0 stars
117 reviews
41 repeat clients
Profile image

Ruth and her lovely family took such great care of our Kaya. Kaya is very attached to us (especially me) as we have often been working and schooling from home during the pandemic. We were worried she would not get acclimated to another family, but she immediately took to Ruth and her family (especially her daughter, who clearly loves dogs). We received many photos every day and reassurances that our girl was doing fine. We are so thankful for the care Kaya received at Ruth's place and we highly recommend her!

Availability updated today
Sitter Profile Image: Anita F.
Verified Enhanced Background Check
Sitter Profile Image: Anita F.
Verified Enhanced Background Check

Anita F.
Star Sitter

Dog Breeder/ Dog Lover!
Pikesville, MD, 21208
2.6 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

EXCEPTIONAL SERVICE! My first time using a boarding service and I was please and not worried at all that I had made the best decision. She is very accommodating to the animals and makes sure they are comfortable and at ease. I would recommend her to anyone who wants to relax and know their babies are in good hands. She will super exceed your expectations I GUARANTEE IT!!!

Availability updated 9 days ago
Sitter Profile Image: Carolina M.
Verified Enhanced Background Check
Sitter Profile Image: Carolina M.
Verified Enhanced Background Check

Carolina M.
Star Sitter

Responsible & reliable animal lover
Pikesville, MD, 21208
1.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
64 reviews
19 repeat clients
Profile image

Carolina is the best! Carolina has done drop ins with my puppy, but this was my first time boarding and I can’t recommend her enough! Carolina made sure I got plenty of puppy pics, and I was totally at peace while away.

Availability updated yesterday
Confirmed availability for Labor Day Weekend

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