Dog Boarding Oakville

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Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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

“🐶YOU DEF WANT THIS FAMILY TO WATCH YOUR PUP!!!! 💕 If I could give more than 5 stars 🤩 I would!!! This was my first time using rover and it ended up being way a way better experience than I could have ever imagined. Daniel and his wife are truly wonderful people🙏🏻🫶🏻I went on a cruise to Mexico 🌎🚢🌊..and had to leave my rescue pitbull pumpkin in safe hands..and I truly couldn't have found anyone better .🙏🏻🫶🏻 They gave "pumpkin" so much love and fun, I think she thought she was on vacation as well🥹🙏🏻 They treated pumpkin like she was family and when pumpkin had some health issues when I was gone they made sure that she was getting the best care. I am so grateful for how they treated my girl..when I was helpless and away on a cruise, they were there..🥹AND WENT OUT OF THEIR WAY FOR HER♥️ They're literally my heros.🫶🏻🫶🏻🫶🏻 Needless to say, I had an amazing trip, and pumpkin made more family, and I made new friends 🙏🏻☺️🐾 I can't say it enough, THESE ARE THE KIND OF PPL YOU WANT RO WATCH YOUR PRECIOUS PUPS♥️🐾 the whole experience was smooth sailing 🚢 for me, and for my pumpkin girl ♥️🐾”

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Meghan F.
Sitter Profile Image: Daniela K.
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Daniela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 140 reviews
39 repeat clients
10 years of experience
Delmar, MD, 21875

“Daniela was amazing, sent us pictures and updates on our dogs during our entire trip! Will definitely reach out again on our next vacation. Thank you for everything you did, it was great knowing Jango and Rogue were well taken care of.”

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Maranda F.
Sitter Profile Image: Lacy M.
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Lacy M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 37 reviews
19 repeat clients
20 years of experience
Laurel, DE, 19956

“Lacy and her daughter were great! They frequently sent me pictures of koda to insure me that he was ok and happy while I was away. Definitely recommend ☺️”

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Sarah P.
Sitter Profile Image: Khadijah F.
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Khadijah F.
from
$50
per night
5.0 out of 5 stars
• 1 review
1 repeat client
20 years of experience
Fruitland, MD, 21826

About: I love animals. I have one cat and two dogs right now. I am a mother to two boys. I live in Fruitland MD. Please reach out to me with any questions. I do work and go to SU for physical education. Trying to start a side business. Feel free to message me with any questions. Thank you. Follow all instructions. I will add more services soon. I live in Fruitland in a good neighborhood. Across from a school. Thank you and feel free to message me.

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

“Amy is an angle. She was so down to earth and I felt at ease leaning my boy with her. She kept me updated throughout the entire day with pictures and videos. She took my baby on an adventure with lots of trips and care rides which he loves. I told her what he likes and didn’t and she made sure to do all the things he loves. In every picture and video she sent I saw how happy my baby boy was. Definitely booking with her again! Thank you so much he had so much fun and you showed him so much love. 😊😊”

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Sterline P.
Sitter Profile Image: Lamar C.
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Lamar C.
Star Sitter
from
$25
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
9 years of experience
Newark, MD, 21841

“Lamar and his family are absolutely amazing! We found out at the last minute that our Airbnb didn’t allow pets, and I was devastated trying to find someone I could trust to care for my little guy. From the moment we met Lamar, he made us feel so welcome and immediately put my mind at ease. Throughout Gus’s stay, he sent us photos and updates, which meant so much and reassured us that he was happy, safe, and well cared for. It’s clear that Lamar is incredibly knowledgeable, compassionate, and genuinely loves animals. I am so grateful we found him, especially on such short notice. I highly recommend Lamar to anyone looking for exceptional pet-sitting services. We will absolutely choose him again whenever we’re back in Ocean City. I only wish he lived closer to us!”

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Erisse T.
Sitter Profile Image: Christina M.
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Christina M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
9 years of experience
Delmar, MD, 21875

“Christina was awesome!! Super great with my maple & made it a friendly experience! I’d definitely recommend booking with her!!”

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Autumn B.
Sitter Profile Image: Alivia S.
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Alivia S.
from
$28
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
15 years of experience
Salisbury, MD, 21801

About: I’ve grown up around dogs and my family currently has four, so I’ve had lots of hands-on experience caring for them over the years. I’m a huge animal lover and I’m comfortable with feeding, walking, playtime, potty breaks, and giving dogs plenty of attention and affection. I understand that every dog has their own personality and routine, and I’ll always follow your instructions carefully and treat your pet with the same care I give my family’s dogs. I’m a college student with a flexible schedule, and I’m happy to make time for pet care around my classes and other commitments. I’m available for walks, drop-in visits, feeding, playtime, and plenty of attention. I’ll always communicate clearly about my availability and make sure your pet gets the care and time they need. I will always treat your pet and home with care and respect. I’m comfortable following specific feeding, walking, crate, and daily routine instructions, and I’ll make sure doors, gates, and leashes are secure at all times. I’ll give your pet plenty of attention and can also send updates and photos so you know they’re safe and happy while you’re away.

Sitter Profile Image: Nichole P.
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Nichole P.
from
$65
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Salisbury, MD, 21804

“Nichole took care of our Senior yet active dog for a night and whole day! Nichole updated us all the time and sent pictures on how our baby was doing. Will recommend her and definitely will book her again in the future!”

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Divina N.
Sitter Profile Image: John W.
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John W.
from
$60
per night
5.0 out of 5 stars
• 7 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: Taylor K.
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Taylor K.
from
$75
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
20 years of experience
Seaford, DE, 19973

About: I’ve always been an animal lover and have lots of experience with different breeds of cats/dogs, big and small. Neighbors, friends, and family have relied on me to walk, feed and play with their fur babies for many years! If this is your first time using Rover, please let me know and I will give you a promo code that gives you $20 off of your first booking. Pet sitting is currently my full time job so I’ll have plenty of time to care for your pets! Please reach out with any inquiries or questions regarding a booking and I will respond as quickly as possible to determine if my schedule aligns with you and your pets needs! Your pet will be treated as my own and receive plenty of love and attention while in my care. I can easily crate your dog if needed or preferred. I can provide separate living spaces for dogs while away or you are welcome to bring their own crate/needs for comfort.

Sitter Profile Image: Darrah C.
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Darrah C.
from
$28
per night
2 years of experience
Berlin, MD, 21811

About: I have taken care of kinds of dogs of all ages! I believe that animals are kinder than people and deserve the world. My parents own a Rottweiler mix and a Boxer mix, and my sister owns a Pitbull mix, so I am comfortable and familiar with the bully breeds. I am very active myself and love when I have a dog to accompany me on my own walks and daily activities (within the limits of the dog of course). I currently work part time in a restaurant, but I have plenty of time in my schedule to care for some animals! With enough notice, I am able to house sit, or have your dog stay at my house! My schedule is highly flexible for longer visits, or even just a short walk in the middle of your work day to give your pet a break. My home is quite large and has no hazards to any animal. If your pet was to stay with me, I have experience with dogs who are crate trained, but do not have a crate of my own, since my dogs are at my parents house. I also live with 3 animal loving roommates, so your dog would never be alone. I have a small front yard for quick trips to the bathroom, but live in a highly walkable area with dog parks and bigger greenspaces within walking distance for your pets pleasure. I love playing tug of war, or fetch with any puppy, and giving constant attention when I am caring for pets.

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The median cost per night for dog boarding in Oakville is $50

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Oakville

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Oakville average 10
repeat dog boarding clients

FAQs for Dog Boarding - Oakville

Frequently asked questions about Rover

As of November 2026, there are 71 sitters on Rover offering Dog Boarding across Oakville. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

96% of sitters in Oakville can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Oakville home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Oakville.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

Yes, you can find sitters who have experience with handling special pet needs in Oakville. On Rover:

  • 88% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

You and your Oakville sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in MD ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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