Dog Boarding Oakley

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Oakley, Find top rated dog boarding

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: Jermaine C.
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Jermaine C.
from
$20
per night
4.7 out of 5 stars
• 32 reviews
13 repeat clients
20 years of experience
Greenwood, DE, 19950

“Jermaine was so accommodating for me as I book him for a last-minute work trip. Text me pictures and update as I was on my busy trip thinking of my baby girl. Definitely will utilize his services again.”

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Jamaall G.
Sitter Profile Image: Brenda S.
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Brenda S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 114 reviews
49 repeat clients
15 years of experience
Milton, DE, 19968

“Brenda and her family are great sitters. Beauty always loves her stay at their house. She loves the yard. And, she loves all the personal care. I would never hesitate to have Beauty stay with Brenda and her family.”

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Maria J.
Sitter Profile Image: Paige & Cameron D.
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Paige & Cameron D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 24 reviews
5 repeat clients
6 years of experience
Georgetown, DE, 19947

“Paige was great. She was available on short notice and was accommodating to a weird drop-off time due to bad weather. She was attentive to my animals needs and it was obvious my pup had a great time with her. She sent tons of pictures and videos and gave comprehensive daily updates. I would absolutely recommend this sitter and will be using her again in the future.”

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Patrick L.
Sitter Profile Image: Michele V.
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Michele V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 91 reviews
25 repeat clients
40 years of experience
Milton, DE, 19968

“Michelle has a lovely home and fenced in space for taking good care of your pets. She is caring, trustworthy and welcoming. We’ve had our dog stay with her before this recent visit, and we’ll definitely use her again!”

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Kerry Q.
Sitter Profile Image: Megan W.
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Megan W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 36 reviews
9 repeat clients
21 years of experience
Lewes, DE, 19958

“Megan watched our Charlotte and kept us up-to date with her activities. She cared for Charlotte as if she was her own! This was definitely an upgrade to leaving her at a kennel. Megan is super kind and thoughtful. Our Charlotte loved her vacation so we could, stress free, enjoy ours.”

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Linda P.
Sitter Profile Image: Lacy M.
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Lacy M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 31 reviews
16 repeat clients
20 years of experience
Laurel, DE, 19956

“Lacey was amazing with my fur babies, even my 55lbs of crazy lol. They both came home happy and calmer than I even expected, she needs to tell me her secret to calm my crazy girl lol. I will only be using Lacey for my fur babies care in the future!!”

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Jennifer A.
Sitter Profile Image: Sandee W.
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Sandee W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 38 reviews
11 repeat clients
50 years of experience
Milton, DE, 19968

“My 2 girls were so happy with Sandee, i could not have asked for better care of my two spoilt pups! I am very grateful to Sandee for taking my girls for the afternoon, which freed us up to do the necessary things related to purchasing a home. I won't hesitate to go back to Sandee and trust her with my precious fur babies. Thank you Sandee!!!!”

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Zi K.
Sitter Profile Image: Brooke J.
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Brooke J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 69 reviews
29 repeat clients
15 years of experience
Felton, DE, 19943

“I can tell my dogs felt loved and comfortable at Brooke’s house. The house has a securely fenced-in yard. Brooke kept me updated and reassured me that my sensitive dog Jazzy was not feeling abandoned.”

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Marie H.
Sitter Profile Image: Teresa D.
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Teresa D.
from
$30
per night
5.0 out of 5 stars
• 99 reviews
36 repeat clients
Frederica, DE, 19946

“Ms. Teresa was amazing with Charger and all of the other dogs that weekend!!! My dog had a wonderful experience and thoroughly enjoyed playing with all the dogs.”

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Suzanne M.
Sitter Profile Image: Jessica R.
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Jessica R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 29 reviews
11 repeat clients
40 years of experience
Milton, DE, 19968

“Really great sitter! I was in a last minute jam and she responded so quickly and sent update photos through out the time my kitten was there. Highly recommend:)”

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Alondra S.
Sitter Profile Image: Jenny M.
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Jenny M.
from
$41
per night
5.0 out of 5 stars
• 206 reviews
84 repeat clients
9 years of experience
Dover, DE, 19901

“Jenny was amazing with Royal this weekend! Our little Pom was so excited and happy when we picked her up. You could tell Jenny really took great care of her! We were able to enjoy our time away with ease. Jenny made sure to keep us updated on how Royal was settling in. We will be rebooking again and soon!”

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Diana W.
Sitter Profile Image: Stephanie C.
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Stephanie C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 52 reviews
6 repeat clients
13 years of experience
Lewes, DE, 19958

“Stephanie was awesome with our dogs! It was a last minute booking and she was accommodating with their different needs and energy levels. Stephanie sent pictures and was very communicative - I would definitely use her again!”

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James F.
Sitter Profile Image: Mary Sue C.
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Mary Sue C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 275 reviews
123 repeat clients
50 years of experience
Rehoboth Beach, DE, 19971

“We had a great first experience with Mary Sue, who we found through the Rover app. From start to finish, Mary Sue provided excellent care for our pup Roxie. She sent frequent updates and pictures, which put our minds at ease while we were away. It was clear that she treated Roxie like her own, and Roxie came home tired and happy. We are so grateful for Mary Sue's care and highly recommend her to anyone in need of a responsible and loving dog sitter.”

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Cody W.
Sitter Profile Image: Daniela K.
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Daniela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 137 reviews
38 repeat clients
10 years of experience
Delmar, MD, 21875

“Thank you so much for taking great care of Lexi :) The pictures each day were appreciated and we had no worries going away. We will be using you again soon. Thanks again!”

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Kristen T.
Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 43 reviews
16 repeat clients
10 years of experience
Millsboro, DE, 19966

“Kelly was wonderful and sent pictures throughout the day. We so appreciate her diligence in helping us with our dogs. One of our dogs requires daily medicine and an ointment. Kelly didn’t seem to have an issue with it and took wonderful care.”

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Meghan A.
Sitter Profile Image: Barbara R.
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Barbara R.
from
$60
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
25 years of experience
Milton, DE, 19968

About: I am a proud pup and kitty parent. I have been taking care of pets professionally sine 2005. I provide daily dog walking, doggie boarding and kitty pet sitting services in the Milton area. Fabulous references to attest to my quality care. Contact me for a free consult. I look forward to adding you to the Animal Lovers family! I accept dogs that are friendly to all dogs and humans. No aggressive behaviors. I also can only accept potty trained dogs. I can administer medications and only work outside the home part-time so can easily provide potty breaks and walks every 4 hours. My dog Benny is very friendly and loves doggie company! I am available for daily dog walking Monday thru Friday and petsitting 7 days per week. I am available for boarding as schedule permits as I only take 1 dog, dog family, at a time. I have a home in Milton with a 6 foot privacy fence. I have 1 pup, a Yorkie poo who is used to welcoming fun pup friends. I am never out of my home more than 4 hours when I have pup boarders. Your pup(s) is my priority and treated like a member of my family.

Sitter Profile Image: Sylvia L.
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Sylvia L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 27 reviews
12 repeat clients
20 years of experience
Millsboro, DE, 19966

“Sylvia kept our nervous dog for three days and she was so patient and caring with her. We got updates during the visit with photos. She made sure she felt at home and knew all of her needs. Then we returned for another three days the following week and our dog was so excited to see her and relaxed right in with no anxiety. Sylvia is really wonderful and a fabulous dog sitter. I would highly recommend her.”

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Anne S.
Sitter Profile Image: Amy A.
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Amy A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 12 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: Morgan A.
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Morgan A.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Bridgeville, DE, 19933

“Morgan truly enjoyed my babies and took amazing care of them! I’d book her again any time!”

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Johanna D.
Sitter Profile Image: Karen L.
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Karen L.
from
$48
per night
5.0 out of 5 stars
• 25 reviews
9 repeat clients
10 years of experience
Lewes, DE, 19958

“Karen and her husband Sean were wonderful with our Molly. She was immediately comfortable with Karen, and both were so gentle and loving with her. We’ll definitely use them again.”

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James J.
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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.

Meet local sitters who will treat your dogs like family

  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 - Oakley

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FAQs for Dog Boarding - Oakley

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 Oakley 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 Oakley.

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

You and your Oakley 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 DE 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.

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