Dog Boarding Middletown

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Over 243
pet parents in Middletown have booked dog boarding

Middletown, 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.

1 / 1
Sitter Profile Image: Candice M.
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Candice M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
132 reviews
59 repeat clients
10 years of experience
South St. Georges, DE, 19709

She and her family were very kind. She took care of my dog and loved him as if he were her own. My dog also seemed very comfortable. She even surprised me with a thoughtful gift. Thank you for your kindness

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Heijun J.
Sitter Profile Image: Barbra F.
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Barbra F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
65 reviews
24 repeat clients
20 years of experience
Middletown, DE, 19709

Barbra was an excellent host to my little Millie. She welcomed her into her home and treated her like a very special member of the family. Millie received excellent care and plenty of attention!

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Jay W.
Sitter Profile Image: Jen P.
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Jen P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
76 reviews
22 repeat clients
25 years of experience
Middletown, DE, 19709

Jen and her husband were incredible! We could tell they loved on our dog so much like he was their own dog. This was our first time leaving our new dog (who has separation anxiety) with a pet sitter, so we were nervous, but Jen helped make us feel so at ease! She was very communicative, giving us multiple updates and photos every day and responding quickly to messages from us. She really listened to us and our dog’s needs, for instance, giving him more space at first since he can be shy with strangers. Overall, she went above and beyond for him—giving him treats to help him adjust and get used to her, taking him to play fetch at the tennis court, letting him play with a toy stash of hers, cuddling him in her bed, providing a giant fluffy beanbag chair for him to sit in, etc. My dog loved it so much that I think he was a little sad to leave! We will definitely use this sitter again!

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Mikala W.
Sitter Profile Image: Jill & Thomas K.
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Jill & Thomas K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
150 reviews
75 repeat clients
15 years of experience
Middletown, DE, 19709

If you want to be certain your dog is happy and loved while you’re away, then they are the right people to hire. I received daily photos/videos and their communication was excellent. Thank you so much for caring for Elsie so well!

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Kristin L.
Sitter Profile Image: Justin & Stephanie W.
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Justin & Stephanie W.
from
$40
per night
5.0 out of 5 stars
165 reviews
62 repeat clients
13 years of experience
Elkton, MD, 21921

Justin and Stephanie were wonderful. Sent several pictures every day. Quick to respond and good communication. My dog Maggie loved her stay.

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Cassandra J.
Sitter Profile Image: Kari & Jospeh M.
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Kari & Jospeh M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
43 reviews
20 repeat clients
30 years of experience
Townsend, DE, 19734

Such a great experience. We had 3 dogs stay with them. Our dogs were treated great and with love. We definitely recommend using Kari & Joseph

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Kevin C.
Sitter Profile Image: Thelma K.
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Thelma K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
35 years of experience
Smyrna, DE, 19977

Recently left my puppy with Thelma. I was able to go on vacation without concerns for my pups well being. She took extra precautions to keep him safe by putting up extra barricades around her fence to prevent him from escaping. My pup loved playing with her dogs. i definitely will have her watch my dog again.

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Martha C.
Sitter Profile Image: Brittany F.
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Brittany F.
from
$45
per night
5.0 out of 5 stars
11 reviews
20 years of experience
Warwick, MD, 21912

We were looking for someone to care for our Luna who would treat her like one of their own and keep her safe while we were away on vacation, and we found that person in Brittany. Her love for animals of all kinds and sizes is obvious and we are so grateful to have found a place like Safe Hayven Fields. The property is a perfect getaway with a large fenced in yard for running and playing, and the pool for pups that like to swim. Brittany is such a great caretaker, sending us daily photos and updates, even going above and beyond to replace Luna's bed when another pup made a hole in hers! We will be back and look forward to having Luna spend more time on the farm 💜

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Danie C.
Sitter Profile Image: Rackeem R.
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Rackeem R.
from
$55
per night
5.0 out of 5 stars
33 reviews
17 repeat clients
7 years of experience
Middletown, DE, 19709

We were thoroughly impressed with this stay for our puppy Tessa. 1st time for our puppy she seemed happy. This was also her 1st time around other dogs as well. Rackeem was very attentive and she seemed comfortable from the door. He sent us videos and pictures and this help me through the time away. I will definitely use Him again very professional.

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Geraldine M.
Sitter Profile Image: Jenny M.
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Jenny M.
from
$41
per night
5.0 out of 5 stars
189 reviews
77 repeat clients
9 years of experience
Dover, DE, 19901

Jenny watched Iceland just for a night but he had a fun time! She sent photos of her dogs and my dog interacting and it was so nice to see. She took care of him and had no issues. Definitely recommend!

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Jacklynne G.
Sitter Profile Image: Sandra T.
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Sandra T.
Star Sitter
from
$32
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
25 years of experience
Newark, DE, 19713

Everything went well with my dog's overnight stay. She got her walks and Sandra communicated with me throughout her stay with photos. Much appreciated Sandra! Hope to use your services again. Lisa H.

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Lisa H.
Sitter Profile Image: Lindsey H.
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Lindsey H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
40 reviews
11 repeat clients
20 years of experience
Newark, DE, 19713

Lindsey took care of Sydney for a night. When I was there to drop off, the kids and the family welcomed Sydney and made her comfortable. Lindsey provided frequent updates which I greatly appreciate. Sydney had a great stay at Lindsey's.

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Prashanth M.
Sitter Profile Image: Laura G.
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Laura G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
12 years of experience
Newark, DE, 19713

Laura was a fantastic dog sitter! She was flexible with scheduling pick up/drop off, sent an update with a photo, and our pup seemed to have a great time with her. We will definitely use her services again!

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Anne M.
Sitter Profile Image: Jen C.
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Jen C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
183 reviews
65 repeat clients
20 years of experience
SMYRNA, DE, 19977

Jen had my baby for almost 2 weeks while we were on vacation. Communication was wonderful, booking was easy and she even brought him home for me when we got in a jam.

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Faith K.
Sitter Profile Image: Cynthia M.
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Cynthia M.
from
$50
per night
5.0 out of 5 stars
7 reviews
40 years of experience
Middletown, DE, 19709

Cynthia was great with my 1 1/2 year old Sheltie. She allowed us to meet her and her pup a couple of weeks before our vacation, to make sure we all were comfortable with each other. Drop off day was hard for us since our Sheltie is only 1.5 year’s old and a rescue, we didn’t want to stress her out too much. Cynthia has lots of experience with rescues and was quick to pick up on her needs. During the vacation she sent us many videos and pictures, which helped a great deal. On pick up day she sent us home with homemade treats, bully stick, and a freshly laundered dog bed. I will definitely use Rover and Cynthia again!!!!

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Lisa B.
Sitter Profile Image: Claudia T.
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Claudia T.
from
$40
per night
5.0 out of 5 stars
131 reviews
34 repeat clients
14 years of experience
Newark, DE, 19702

Claudia was amazing- great communication, so gentle and sweet. She even went out of her way to buy treats for our dog when we forgot to bring them!

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Kelly K.
Sitter Profile Image: Karen D.
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Karen D.
Star Sitter
from
$38
per night
4.9 out of 5 stars
166 reviews
80 repeat clients
30 years of experience
North East, MD, 21901

Karen was very responsive to texts and even gave Gunner a deshed during his stay. He came home happy and well cared for. We’d definitely board with her again!

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Lauren A.
Sitter Profile Image: Nikkita J.
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Nikkita J.
Star Sitter
from
$41
per night
5.0 out of 5 stars
51 reviews
19 repeat clients
4 years of experience
Middletown, DE, 19709

Nikkita was excellent. She responds to texts quickly and kept me updated on possible problems. She sent me frequent photos as well. Winston seemed to like her and her family! Would definitely recommend.

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Edward B.
Sitter Profile Image: Yvonne & Joseph K.
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Yvonne & Joseph K.
Star Sitter
from
$75
per night
5.0 out of 5 stars
190 reviews
47 repeat clients
50 years of experience
Newark, DE, 19702

Yvonne was caring, attentive, and texted updates, pictures, and videos. Our "fur baby" was well taken care of and she made it easy to not worry about how she was doing. I appreciated the care that was given to my puppy and would definitely use her services again. Thanks for taking such good care of our Emma!

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Ann K.
Sitter Profile Image: Edgar G.
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Edgar G.
from
$40
per night
4.7 out of 5 stars
3 reviews
15 years of experience
New Castle, DE, 19720

He was ok. As a first time user i would have appreciated more pics/video updates. My leash was misplaced, although he offered to replace. I liked that he was patient w/ my puppy who was nervous to enter his home in the beginning.

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Roby M.
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The median cost per night for dog boarding in Middletown is $50

Dog parents share their Rover experiences - Middletown

1 / 1
5.0 out of 5 stars

Rackeem did an awesome job. He sent pictures and update and did some training with our dog. I would definitely book with him again.

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Zane C.
Boarding
5.0 out of 5 stars

Blue had an amazing time! Rakeem spent a lot of time with him showing him love and great care throughout his stay. Highly recommend!

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Chase G.
Boarding
5.0 out of 5 stars

Milo absolutely loved staying the night at Rackeem’s! When I get him back after at a stay at his usual boarding place, he is exhausted. When I picked him up from Rackeem’s, he was so energized and happy. I also appreciated the photo update Rackeem sent me so I knew Milo was okay during his stay. I highly recommend Rackeem’s!

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Laura G.
Boarding
5.0 out of 5 stars

We LOVE Shereen! She took such good care of our little Cooper. Her dogs are so loving and friendly, and welcomed ours into their home with no issues of any kind. Shereen obviously loves dogs and treats all of them like kings and queens...which is exactly what we wanted. She's really amazing.

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Pam M.
Boarding
5.0 out of 5 stars

Shereen was fabulous with Daisy. Her fur babies are adorable and Daisy loved having playmates despite her being so much larger than them. Shereen is a true pet lover and her home and caring nature reflects that. I plan to use her services again for Daisy.

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Sharon B.
Boarding
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  • 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?

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    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

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Popular requests for dog boarding - Middletown

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Middletown average 11
repeat dog boarding clients

FAQs for Boarding - Middletown

Frequently asked questions about Rover

The average cost for Dog Boarding in Middletown on Rover is $44.4 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of August 2026, there are 620 sitters on Rover offering Dog Boarding across Middletown. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

91% of Middletown sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Middletown landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Middletown 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 Middletown.

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 Middletown 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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