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: Michele V.
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Michele V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 95 reviews
26 repeat clients
40 years of experience
Milton, DE, 19968

“we love leaving our dog with Mickey. We know she truly loves her and takes her for wonderful walks and takes good care of her. Daisy is always happy to go to Mickey‘s house. Amy.”

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Amy S.
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

“Leaving our dog, Mazie with Sandee gives us total peace of mind. She is incredibly reliable and communicative, sending us multiple updates and photos daily. It is comforting to see how happy and relaxed Mazie is in her care. We always return to a happy, healthy dog and feel completely confident that everything is taken care of. We're very grateful that we have found her and highly recommend her to anyone who needs a trustworthy and experienced sitter.”

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Wendy N.
Sitter Profile Image: Yinali R.
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Yinali R.
from
$40
per night
5.0 out of 5 stars
• 7 reviews
13 years of experience
Milford, DE, 19963

“10/10 recommend booking Yinali to care for your dog! She was such a joy to work with, from our initial communication on Rover, to the meet-and-greet, to all the thoughtful updates while our dog was staying with her and her husband. Our dog has special needs and uses a wheelchair, which can understandably make some sitters hesitant (and makes it hard for us to find him trustworthy care), but Yinali was incredibly accommodating and attentive to his needs. I knew right away that he was in great hands, which gave us so much peace of mind while we were away. We would 100% book with Yinali again!”

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Allison A.
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 was wonderful and made me very comfortable with leaving my dog Riley (a golden retriever) for the weekend. She was very quick to respond to my inquires and to keep me updated that all was well when I was away. I would recommend her to you for your pets short stay! ”

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Sherrie B.
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
• 277 reviews
123 repeat clients
50 years of experience
Rehoboth Beach, DE, 19971

“It was so lovely to get messages and pictures every day from Mary Sue! She is a kind and caring person who clearly loves dogs! You can’t go wrong with using her for your precious pup!”

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Jennifer P.
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: Kelly W.
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Kelly W.
from
$60
per night
5.0 out of 5 stars
• 117 reviews
37 repeat clients
10 years of experience
Lewes, DE, 19958

“Our dog Kaya was completely comfortable with Kelly from the start at our meet and greet. When the day came for Kaya to go to Kelly's she so was excited to be there she didn't care at all when I left. And that made me so at ease with her being there, not one worry at all.”

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

“Teresa was amazing. She was very friendly and welcoming. My dog was very comfortable around her. She gave me updates and kept me on the loop with everything going on with my dog. I would definitely recommend her to anyone looking for a great person to watch their pets.”

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Jefferson F.
Sitter Profile Image: Jen G.
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Jen G.
from
$50
per night
4.9 out of 5 stars
• 17 reviews
5 repeat clients
30 years of experience
Milton, DE, 19968

“Jen was a wonderful host. I received daily photos and videos of Gracie and her two wonderful pups playing together. It was like my dog was also on vacation.”

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John F.
Sitter Profile Image: Lori S.
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Lori S.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
40 years of experience
Millsboro, DE, 19966

“Lori was so sweet and attentive to my active pup! She provided updates and was easy to reach at all times. Highly recommended her for your pet sitting needs! 😊”

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Cassidy C.
Sitter Profile Image: Samantha R.
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Samantha R.
from
$60
per night
5.0 out of 5 stars
• 81 reviews
29 repeat clients
20 years of experience
Millsboro, DE, 19966

“I am so incredibly grateful for Samantha and her family. Her communication from the start was so reassuring. She asked all the right questions when I dropped her off and I knew she was in good hands. She sent tons of pictures and it was clear that Daisy was totally enjoying herself and felt comfortable in her new space. When I picked her up, my heart totally melted by how happy she was. I will ABSOLUTELY be using Samantha in the future! I highly recommend!”

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Krista W.
Sitter Profile Image: Olinda F.
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Olinda F.
from
$40
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
5 years of experience
Dover, DE, 19901

“Olinda was wonderful with my dog, she sent me lots of videos and photos the whole time and my pup was well cared for! I will definitely book again.”

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Sylvie R.
Sitter Profile Image: Heather M.
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Heather M.
from
$28
per night
5.0 out of 5 stars
• 9 reviews
5 repeat clients
20 years of experience
Felton, DE, 19943

About: I have lived with/ taken care of various animals for as long as i can remember. I have experience with just about every type of animal such as dogs, cats, reptiles, birds, pigs/ livestock, hedgehogs, and rabbits. I've always been an animal lover and I guarantee I'll be your furbaby's new best friend. I am willing to adapt to any environment and provide the best service for your pet specifically. I love all breeds and I work well with them whether we're playing, training, walking, or relaxing. I have been told by many that I am somewhat of an "animal whisperer." I have a calming energy around animals and I know how to let them get to know me on their own terms and in their own way. I have more than enough patience and love for any situation.

Sitter Profile Image: Cory P.
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Cory P.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 19 reviews
5 repeat clients
4 years of experience
Dagsboro, DE, 19939

“Cory was friendly and knew a lot about puppies. We were very comfortable leaving our six month old Finnegan with him. He has a big yard and a fenced in deck. I would bring Finnegan the next time I’m in the area.”

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Lori G.
Sitter Profile Image: Debby N.
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Debby N.
from
$55
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
20 years of experience
Ocean View, DE, 19970

“Debby was a wonderful pet sitter! I felt completely comfortable leaving my dog in her care and knew he was safe, happy, and well taken care of. She even checked in with a picture of him. I would definitely recommend her!”

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Anne C.
Sitter Profile Image: Lauren C.
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Lauren C.
from
$28
per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
Ocean View, DE, 19970

“Lauren did an excellent job taking care of Tuco. I really appreciated the multiple updates with videos and photos. Lauren and her husband could not have been nicer. Tuco is looking forward to his next sleepover!”

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James V.
Sitter Profile Image: Kara K.
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Kara K.
from
$50
per night
5.0 out of 5 stars
• 42 reviews
9 repeat clients
9 years of experience
Dover, DE, 19904

“I really appreciate Kara boarding my pups at the last minute for the holidays. Kara took really good care of my pups. Kara kept me updated with lots of pics to keep me updated with what was going on in their day. The best part they provided transportation to and from my home.”

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Quontisha C.
Sitter Profile Image: William S.
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William S.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
16 years of experience
Preston, MD, 21655

“We can’t say enough good things about the care, attention, and FUN our doodle was treated to during his recent stay with William and Natalie! We appreciated William and Natalie’s sincere interest in our suggested best practices for Dewey’s care!! Daily photos found our boy liv’in his best life… leisurely sniff’in around during his walks, running like the wind fetching balls and…happily snuggled on the couch with paws flung over the legs of new best buds! Honestly, a pup’s stay at William and Natalie’s is like a visit to Disney for kids!”

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Jayne B.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
14 years of experience
East New Market, MD, 21631

“What a beautiful family! Jessica thank you for welcoming my girls into your home. You made an overnight stay stress-less! Thanks for all the pictures and updates! Take good care and we’ll see you again.”

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Stephanie S.
Sitter Profile Image: Gabrielle P.
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Gabrielle P.
from
$70
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Lewes, DE, 19958

“Gabrielle was great! I had to book last-minute and she was able to take my reservation on short notice, and she was great with my dog. She took her on multiple walks over the stay and when I came to pick Bug up she was happy and well taken care of”

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Peyton M.
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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.

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 - 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.

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.

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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