Dog Boarding in Oakville, MD

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Top rated Oakville dog boarders

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Sitter Profile Image: Schejn O.
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Schejn O.
from
$40
per night
5 out of 4.9 stars
112 reviews
29 repeat clients
30 years of experience
Millsboro, DE, 19966

On her second stay with Schejn and family, Maggie had no problem leaving us when we dropped her off. Very happy with her care, and it is nice that they are close.

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Katie J.
Sitter Profile Image: Shakya S.
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Shakya S.
Star Sitter
from
$35
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
10 years of experience
Salisbury, MD, 21804

Shakya took wonderful care of my pit bull for 9 days. It can often be stressful leaving our pup for such a long stretch of time but we could immediately tell that Shakya was such a dog lover and we felt very comfortable. Shakya was very communicative, sending daily updates and photos. Our dog was in amazing hands!!! We were so happy with the care Romy was given and will definitely be calling Shakya again to care for her. 10/10!!

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Caroline D.
Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$50
per night
5 out of 5.0 stars
19 reviews
7 repeat clients
10 years of experience
Millsboro, DE, 19966

Our Prince had a great time with Kelly!!! She was very helpful when it came to the needs of Prince and went above and beyond for his needs! Would highly recommend and we will definitely use Kelly in the future! Thank you so much for caring for Prince!!!

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Kay V.
Sitter Profile Image: Daniela K.
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Daniela K.
Star Sitter
from
$44
per night
5 out of 5.0 stars
90 reviews
28 repeat clients
10 years of experience
Delmar, MD, 21875

This was our first trip away without Rocky. Daniela sent me pictures throughout the night and kept me updated on how he was doing. Rocky had a blast with her dogs! Definitely would recommend Daniela, they make your dog feel like one of their own. Thank you again!

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Tara M.
Sitter Profile Image: Margit & Bill N.
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Margit & Bill N.
from
$52
per night
5 out of 5.0 stars
85 reviews
25 repeat clients
40 years of experience
Ocean Pines, MD, 21811

Margit and Bill opened there home and their family of 3 dogs to my Corgi Winston. They sent me pics and updates on how he was doing during his visit. I am recommending them to my dog lover friends👍👍

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Bonnie S.
Sitter Profile Image: Amy A.
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Amy A.
Star Sitter
from
$50
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
50 years of experience
Laurel, DE, 19956

General Grant had a great time and was exhausted when he go mt home. .me and my husband felt very comfortable with Amy. We will be using her soon again..

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Kim A.
Sitter Profile Image: John W.
Verified Enhanced Background Check
John W.
from
$40
per night
5 out of 5.0 stars
4 reviews
15 years of experience
Berlin, MD, 21811

About: I currently have a cat and a golden retriever and would love to help you take care of your dog while you are in need. I work from home Monday through Friday so my schedule allows me to be very flexible for potty breaks and general playtime while I'm taking care of your best friend. We have over 3/4 of an acre of property and are also located in the heart of Berlin...So a walk or outside playtime is no problem.

Sitter Profile Image: Kate B.
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Kate B.
Star Sitter
from
$50
per night
5 out of 4.9 stars
72 reviews
24 repeat clients
35 years of experience
Delmar, MD, 21875

Kate was amazing!!! Bailey had so much fun and made a few new friends. She even met geese and a rabbit for the first time. Highly recommend!!!

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Mary C.
Sitter Profile Image: Jill T.
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Jill T.
Star Sitter
from
$56
per night
5 out of 5.0 stars
173 reviews
71 repeat clients
13 years of experience
Willards, MD, 21874

Jill was so great, she had last minute availability and was very responsive and went above and beyond taking care of Bella. She sent updates about her stay and pictures which was so great. Thank you Jill for being amazing and having a great environment for her to enjoy. We hope to see you again in the future.

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Dania H.
Sitter Profile Image: Dawn G.
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Dawn G.
Star Sitter
from
$40
per night
5 out of 5.0 stars
27 reviews
6 repeat clients
30 years of experience
Pocomoke, MD, 21851

Dawn was great with our fur baby boy! We picked up a happy boy from staying with Dawn for 6 days. I highly recommend Dawn for boarding any dog! We will refer and use her services again!

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Joy H.
Sitter Profile Image: Daniel W.
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Daniel W.
Star Sitter
from
$35
per night
5 out of 5.0 stars
16 reviews
5 repeat clients
4 years of experience
Fruitland, MD, 21826

Daniel did a wonderful job with Apollo. He was taken on many walks and allowed to take over the couch. Daniel is caring and responsible with a true affection for doggos. I'd definitely trust him with Apollo again.

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Vanessa L.
Sitter Profile Image: Susan R.
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Susan R.
from
$35
per night
5 out of 5.0 stars
39 reviews
15 repeat clients
47 years of experience
Pocomoke City, MD, 21851

Susan was sent from heaven for us. Her location was convenient for our trip from Ocean Pines to Cocoa Beach, added to our travel experience. My Trudy fell in love with her right away, and I knew her vacation would be just as special as ours. I'll ask for Susan on future trips. Professional and loving, that's Sue...

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Ron D.
Sitter Profile Image: Denise S.
Verified Background Check
Denise S.
from
$50
per night
5 out of 5.0 stars
48 reviews
17 repeat clients
20 years of experience
Fruitland, MD, 21826

Denise was awesome! This was my first time doing this and she did follow ups and plenty of pictures. Thank you so much for taking care of my baby!

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Brandi T.
Sitter Profile Image: Alicia S.
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Alicia S.
from
$45
per night
5 out of 5.0 stars
20 reviews
5 repeat clients
10 years of experience
Princess Anne, MD, 21853

This was my second time booking with Alicia, and just like the first, everything went great! I can tell my dog feels right at home there and enjoys his time with her and her family. Highly recommend!

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Rhiannon M.
Sitter Profile Image: Jodi G.
Verified Background Check
Jodi G.
from
$35
per night
5 out of 5.0 stars
14 reviews
1 repeat client
45 years of experience
Hebron, MD, 21830

This was our first time ever using Rover as we just acquired a rescue puppy. Jodi was the perfect match for our fur baby. She understood his need for walks and his “zoomies” (periods of over excitement). I could not have picked a better sitter. During our absence she sent us pictures and updates which made us feel near him. I cannot say enough great things but rest assured she will always be our go to person for Maverick.

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Wendy R.
Sitter Profile Image: Marcus F.
Verified Background Check
Marcus F.
from
$40
per night
5 out of 4.9 stars
227 reviews
98 repeat clients
30 years of experience
Salisbury, MD, 21804

Marcus was amazing! Responds immediately, takes a bunch of pictures. Very comforting knowing my dog was in good hands for the weekend, especially since my dog can be a handful at times.

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Catherine R.
Sitter Profile Image: Paige M.
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Paige M.
from
$48
per night
5 out of 5.0 stars
6 reviews
3 repeat clients
22 years of experience
Salisbury, MD, 21804

Thank you so much for taking care of Quinn! We were in a pickle because we had a family emergency and had to find someone quick who was reliable and caring. Paige fit the bill and I believe Quinn had a great time!

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Paige-Marie D.
Sitter Profile Image: John C.
Verified Enhanced Background Check
John C.
from
$28
per night
15 years of experience
Princess Anne, MD, 21853

About: Dog sitting is something I truly excel at—I’m attentive, responsible, and genuinely love spending time with dogs. I make sure each pup feels safe, comfortable, and cared for, whether that means sticking to their feeding routine, going on long, playful walks, or just being there for some quality cuddle time. I pay close attention to their behavior and needs, quickly noticing if something seems off. I treat every dog like they're part of the family, and pet parents can relax knowing their furry friend is in great hands with me. I currently work part-time caregiver for my mom and father. I have a flexible work schedule so I can do all hours . I believe the more rime u can spend with a animal the more you conny just like a caregiver. I ahve a cat that is friendly and free to go as he pleases. i have toys and a nice yard to play in although will still have to be a leash. And as for your home i will keep the most responsible respectful i can be in your home and to your pet.

Sitter Profile Image: Samantha B.
Verified Enhanced Background Check
Samantha B.
from
$25
per night
5 out of 5.0 stars
1 review
20 years of experience
Salisbury, MD, 21804

About: I have always loved animals from a young age. I was always the one responsible for feeding and taking care of our animals, and house/dog sat for friends and family when needed. I work from home, so am able to easily incorporate pet care into my daily schedule. Whether your fur baby is staying with me or I need to pop in and out for visits and walks, I am able to do that with ease. I let my pup in the yard and walk around our neighborhood on a leash. She is a very playful chihuahua yorkie mix that loves new friends! She will have your pups forgetting all about you while they stay with us. I am also happy to provide as many pictures as you want and/or video chat so you can check on your babies.

Sitter Profile Image: Isabella C.
Verified Enhanced Background Check
Isabella C.
from
$40
per night
5 out of 5.0 stars
3 reviews
10 years of experience
salisbury, MD, 21804

Isabella was super friendly and did a great job of taking care of our pup! Would definitely recommend

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Bindu P.
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Sitter Profile Image: Schejn O.
Verified Enhanced Background Check
Sitter Profile Image: Schejn O.
Verified Enhanced Background Check

Schejn O.

Dog sitting/walking and boarding.
Millsboro, DE, 19966
27.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 4.9 stars
112 reviews
29 repeat clients
Profile image

On her second stay with Schejn and family, Maggie had no problem leaving us when we dropped her off. Very happy with her care, and it is nice that they are close.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Shakya S.
Verified Enhanced Background Check
Sitter Profile Image: Shakya S.
Verified Enhanced Background Check

Shakya S.
Star Sitter

Kai Shakur* - Lover of all dogs
Salisbury, MD, 21804
8.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
Profile image

Shakya took wonderful care of my pit bull for 9 days. It can often be stressful leaving our pup for such a long stretch of time but we could immediately tell that Shakya was such a dog lover and we felt very comfortable. Shakya was very communicative, sending daily updates and photos. Our dog was in amazing hands!!! We were so happy with the care Romy was given and will definitely be calling Shakya again to care for her. 10/10!!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kelly G.
Verified Enhanced Background Check
Sitter Profile Image: Kelly G.
Verified Enhanced Background Check

Kelly G.
Rover 101
Star Sitter

Nurturing and safety conscious
Millsboro, DE, 19966
28.7 mi. away
Boarding, Drop-In Visits
from
$50
per night
5 out of 5.0 stars
19 reviews
7 repeat clients
Profile image

Our Prince had a great time with Kelly!!! She was very helpful when it came to the needs of Prince and went above and beyond for his needs! Would highly recommend and we will definitely use Kelly in the future! Thank you so much for caring for Prince!!!

Availability updated 28 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Daniela K.
Verified Background Check
Sitter Profile Image: Daniela K.
Verified Background Check

Daniela K.
Rover 101
Star Sitter

You leave 'em, we love 'em
Delmar, MD, 21875
14.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$44
per night
5 out of 5.0 stars
90 reviews
28 repeat clients
Profile image

This was our first trip away without Rocky. Daniela sent me pictures throughout the night and kept me updated on how he was doing. Rocky had a blast with her dogs! Definitely would recommend Daniela, they make your dog feel like one of their own. Thank you again!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Margit & Bill N.
Verified Enhanced Background Check
Sitter Profile Image: Margit & Bill N.
Verified Enhanced Background Check

Margit & Bill N.

Living is better with dogs
Ocean Pines, MD, 21811
28.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$52
per night
5 out of 5.0 stars
85 reviews
25 repeat clients
Profile image

Margit and Bill opened there home and their family of 3 dogs to my Corgi Winston. They sent me pics and updates on how he was doing during his visit. I am recommending them to my dog lover friends👍👍

Availability updated yesterday
Sitter Profile Image: Amy A.
Verified Enhanced Background Check
Sitter Profile Image: Amy A.
Verified Enhanced Background Check

Amy A.
Star Sitter

Peace of mind while you are away
Laurel, DE, 19956
23.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
Profile image

General Grant had a great time and was exhausted when he go mt home. .me and my husband felt very comfortable with Amy. We will be using her soon again..

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: John W.
Verified Enhanced Background Check
Sitter Profile Image: John W.
Verified Enhanced Background Check

John W.

Animal lover looking to help
Berlin, MD, 21811
22.6 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
4 reviews

John is a patient and kind man who loves dogs! His golden retriever Maddie is proof that he loves and takes care of dogs to the highest standard. He is trustworthy and timely and is an all round nice guy!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kate B.
Verified Background Check
Sitter Profile Image: Kate B.
Verified Background Check

Kate B.
Rover 101
Star Sitter

Totally flexible, certified pro!
Delmar, MD, 21875
15.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 4.9 stars
72 reviews
24 repeat clients
Profile image

Kate was amazing!!! Bailey had so much fun and made a few new friends. She even met geese and a rabbit for the first time. Highly recommend!!!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jill T.
Verified Background Check
Sitter Profile Image: Jill T.
Verified Background Check

Jill T.
Rover 101
Star Sitter

Love animals. Here for yours. :)
Willards, MD, 21874
18.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$56
per night
5 out of 5.0 stars
173 reviews
71 repeat clients
Profile image

Jill was so great, she had last minute availability and was very responsive and went above and beyond taking care of Bella. She sent updates about her stay and pictures which was so great. Thank you Jill for being amazing and having a great environment for her to enjoy. We hope to see you again in the future.

Availability updated 10 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Dawn G.
Verified Enhanced Background Check
Sitter Profile Image: Dawn G.
Verified Enhanced Background Check

Dawn G.
Star Sitter

Fenced yard/home full time
Pocomoke, MD, 21851
10.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
27 reviews
6 repeat clients
Profile image

Dawn was great with our fur baby boy! We picked up a happy boy from staying with Dawn for 6 days. I highly recommend Dawn for boarding any dog! We will refer and use her services again!

Availability updated 16 days ago
Sitter Profile Image: Daniel W.
Verified Enhanced Background Check
Sitter Profile Image: Daniel W.
Verified Enhanced Background Check

Daniel W.
Star Sitter

I'm home full time, and I love dogs
Fruitland, MD, 21826
7.0 mi. away
Boarding, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
16 reviews
5 repeat clients
Profile image

Daniel did a wonderful job with Apollo. He was taken on many walks and allowed to take over the couch. Daniel is caring and responsible with a true affection for doggos. I'd definitely trust him with Apollo again.

Availability updated 20 days ago
Sitter Profile Image: Susan R.
Verified Background Check
Sitter Profile Image: Susan R.
Verified Background Check

Susan R.

The Mary Poppins of Pet care!
Pocomoke City, MD, 21851
10.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
39 reviews
15 repeat clients
Profile image

Susan was sent from heaven for us. Her location was convenient for our trip from Ocean Pines to Cocoa Beach, added to our travel experience. My Trudy fell in love with her right away, and I knew her vacation would be just as special as ours. I'll ask for Susan on future trips. Professional and loving, that's Sue...

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Denise S.
Verified Background Check
Sitter Profile Image: Denise S.
Verified Background Check

Denise S.

Animal lover with flexible schedule
Fruitland, MD, 21826
5.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
48 reviews
17 repeat clients
Profile image

Denise was awesome! This was my first time doing this and she did follow ups and plenty of pictures. Thank you so much for taking care of my baby!

Availability updated yesterday
Sitter Profile Image: Alicia S.
Verified Enhanced Background Check
Sitter Profile Image: Alicia S.
Verified Enhanced Background Check

Alicia S.

Pet care in safe/quiet neighborhood
Princess Anne, MD, 21853
11.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
20 reviews
5 repeat clients
Profile image

This was my second time booking with Alicia, and just like the first, everything went great! I can tell my dog feels right at home there and enjoys his time with her and her family. Highly recommend!

Availability updated 4 months ago
Sitter Profile Image: Jodi G.
Verified Background Check
Sitter Profile Image: Jodi G.
Verified Background Check

Jodi G.

Animal Lover
Hebron, MD, 21830
14.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
14 reviews
1 repeat client
Profile image

This was our first time ever using Rover as we just acquired a rescue puppy. Jodi was the perfect match for our fur baby. She understood his need for walks and his “zoomies” (periods of over excitement). I could not have picked a better sitter. During our absence she sent us pictures and updates which made us feel near him. I cannot say enough great things but rest assured she will always be our go to person for Maverick.

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Marcus F.
Verified Background Check
Sitter Profile Image: Marcus F.
Verified Background Check

Marcus F.

Work from home. Love outside
Salisbury, MD, 21804
12.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 4.9 stars
227 reviews
98 repeat clients
Profile image

Marcus was amazing! Responds immediately, takes a bunch of pictures. Very comforting knowing my dog was in good hands for the weekend, especially since my dog can be a handful at times.

Availability updated 12 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Paige M.
Verified Background Check
Sitter Profile Image: Paige M.
Verified Background Check

Paige M.

Willing to watch your dog
Salisbury, MD, 21804
11.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$48
per night
5 out of 5.0 stars
6 reviews
3 repeat clients
Profile image

Thank you so much for taking care of Quinn! We were in a pickle because we had a family emergency and had to find someone quick who was reliable and caring. Paige fit the bill and I believe Quinn had a great time!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: John C.
Verified Enhanced Background Check
Sitter Profile Image: John C.
Verified Enhanced Background Check

John C.

Love for all pets ❤️
Princess Anne, MD, 21853
9.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
15 years of experience

About: Dog sitting is something I truly excel at—I’m attentive, responsible, and genuinely love spending time with dogs. I make sure each pup feels safe, comfortable, and cared for, whether that means sticking to their feeding routine, going on long, playful walks, or just being there for some quality cuddle time. I pay close attention to their behavior and needs, quickly noticing if something seems off. I treat every dog like they're part of the family, and pet parents can relax knowing their furry friend is in great hands with me. I currently work part-time caregiver for my mom and father. I have a flexible work schedule so I can do all hours . I believe the more rime u can spend with a animal the more you conny just like a caregiver. I ahve a cat that is friendly and free to go as he pleases. i have toys and a nice yard to play in although will still have to be a leash. And as for your home i will keep the most responsible respectful i can be in your home and to your pet.

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Samantha B.
Verified Enhanced Background Check
Sitter Profile Image: Samantha B.
Verified Enhanced Background Check

Samantha B.

I’ll treat your pups like my own!🐕
Salisbury, MD, 21804
7.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$25
per night
5 out of 5.0 stars
1 review

About: I have always loved animals from a young age. I was always the one responsible for feeding and taking care of our animals, and house/dog sat for friends and family when needed. I work from home, so am able to easily incorporate pet care into my daily schedule. Whether your fur baby is staying with me or I need to pop in and out for visits and walks, I am able to do that with ease. I let my pup in the yard and walk around our neighborhood on a leash. She is a very playful chihuahua yorkie mix that loves new friends! She will have your pups forgetting all about you while they stay with us. I am also happy to provide as many pictures as you want and/or video chat so you can check on your babies.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Isabella C.
Verified Enhanced Background Check
Sitter Profile Image: Isabella C.
Verified Enhanced Background Check

Isabella C.

Your Pet’s New Best Friend
salisbury, MD, 21804
8.1 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
3 reviews
Profile image

Isabella was super friendly and did a great job of taking care of our pup! Would definitely recommend

Availability updated 3 months ago

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Oakville is $45

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Oakville average 9 repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover