Dog Boarding Middletown

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Over 497
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.

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Sitter Profile Image: Alexis A.
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Alexis A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
47 reviews
14 repeat clients
25 years of experience
Middletown, NY, 10940

We had an extended vacation and had to leave our puppy behind. Alexis, was very communicative and reached out with photos in the AM and PM. Very responsive. Khloe loves her and always happy when she sees her. I highly recommend Alexis.

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Krishna M.
Sitter Profile Image: Sandra E.
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Sandra E.
from
$55
per night
5.0 out of 5 stars
150 reviews
62 repeat clients
10 years of experience
Middletown, NY, 10940

Sandra and Lee are just awesome! We have left our two Yorkies with them a couple of times and each time my dogs come back calm, even more well-behaved than when I left them, and most of all safe and happy. One of my babies is very anxious and requires a lot of attention, reinforcement and love. The other one just loves to play, play, play! They handle them both with out any hiccups! Sandra remembers to send pictures and updates occasionally throughout our trips and asks me any questions if they arise as they go along. She's been able to give my pup medication, take them on long walks, socialize them and most of all cuddle them. I'm so grateful we found them, even last minute they were able to help! I highly recommend this super sweet team!

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John J.
Sitter Profile Image: Daniel R.
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Daniel R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
53 reviews
18 repeat clients
25 years of experience
Middletown, NY, 10940

Daniel was outstanding and provided constant communication throughout the stay. The reviews are true. We were lucky to have him available on short notice. Thank you!

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Eric D.
Sitter Profile Image: Dawn R.
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Dawn R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
35 reviews
16 repeat clients
20 years of experience
middletown, NY, 10940

Dawn was absolutely amazing. She sent photos and videos and made me feel like she really cared about Zuki very much. we can’t wait to have zuki with dawn again. thank you so much!

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Sue K.
Sitter Profile Image: Vicky A.
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Vicky A.
from
$60
per night
5.0 out of 5 stars
20 reviews
8 repeat clients
15 years of experience
Middletown, NY, 10940

Very professional and loving I would leave my pet with Vicky anytime as well as recommend. Will see you soon Vicky. Thanks again

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Rosalind C.
Sitter Profile Image: Carla C.
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Carla C.
from
$50
per night
4.9 out of 5 stars
136 reviews
39 repeat clients
15 years of experience
Highland Lakes, NJ, 07422

wilbur was so happy when i got him back; i can only imagine how much he enjoyed his time with carla!!! i cannot thank her enough for loving my boy while i was gone.

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Mekiah H.
Sitter Profile Image: Cristina C.
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Cristina C.
Star Sitter
from
$50
per night
4.9 out of 5 stars
70 reviews
35 repeat clients
20 years of experience
Middletown, NY, 10940

I was a little nervous leaving my puppy for the first time, but Cristina was great with our precious fur baby Milo. Constantly sending pictures and videos. She was quick to respond with any of my concerns. She gave me a peace of mind. I highly recommend her services.

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Millie Z.
Sitter Profile Image: Cindy S.
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Cindy S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
32 years of experience
Warwick, NY, 10990

Cindy was great and really put my mind at ease when she looked after my dog, Roxi. We had never boarded her before and were nervous to leave her alone with someone she didn't know. Cindy first did a meet & greet beforehand to make sure Roxi would be comfortable around her & her pets. Then after I booked her, she sent me multiple pics and updates daily and assured me Roxi was doing fine which I so appreciated. I will definitely be using her next time I need a sitter! Great experience!

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Geralyn V.
Sitter Profile Image: Amy D.
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Amy D.
from
$65
per night
4.8 out of 5 stars
38 reviews
11 repeat clients
20 years of experience
Goshen, NY, 10924

Amy not only came through on very short notice, she was kind, professional and accommodating. Tango - who had only been sat by family members prior to this - immediately felt comfortable and welcome. He had a ball, was well cared for and even got a bath and nail trim for an extremely reasonable additional charge. Amy is close to the retreat we were on, which was part of the reason why we chose her, but I would seriously consider making the 2-hour trip to her if Tango needed sitting again, regardless of her proximity to where I was going.

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LisaRoxanne W.
Sitter Profile Image: Noelanie W.
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Noelanie W.
from
$70
per night
15 years of experience
New Hampton, NY, 10958

About: I have 15+ years of experience boarding and caring for dogs of all sizes, breeds, ages, and personalities, providing a safe and loving environment for dogs has been a part of my life for many years. My family has a long history of boarding and breeding hunting dogs through established bloodlines in Scotland, giving me experience with dogs and their individual personalities from an early age. I intentionally board no more than three guest dogs at a time. Keeping our guest list small allows me to provide personalized attention and gives each dog the opportunity to settle into our home and become part of the family during their stay. 🏡 A true home-away-from-home: I don't routinely use cages or kennels. Our guests are welcome to freely roam and enjoy the home just like our own resident dog, Benji does. If your dog is crate-trained and you prefer that their normal crate routine be maintained, we're happy to accommodate that as well. 🐾Room to explore: My home sits on two acres with a beautiful pond, and walking trails offering plenty of interesting sights and smells for supervised outdoor adventures and potty breaks. 🌳Right on the Heritage Trail: I am fortunate to be located directly along the Heritage Trail, making it easy to incorporate leashed walks, fresh air, exercise, and plenty of sniffing into our guests' stays. 🐶 All shapes, sizes & personalities welcome: From little pups to gentle giants, energetic personalities to professional couch loungers, we understand that every dog is different. I do take the time to learn your dog's routine, personality, preferences, and comfort level. 📸 You'll receive photos and updates throughout your dog's stay, so you can see how they're doing and enjoy your time away with peace of mind. 🚗 Transportation is also available for an additional fee, depending on location, and I am happy to accommodate extended stays of 7+ nights. My goal is simple: provide a warm, comfortable place where your dog can enjoy their own little vacation while you're enjoying yours. Rest assured, during your pups stay they will be only with a familiar face, Benji the house resident and myself :)❤️🐾 Pet care is a natural part of our everyday routine. Because I welcome a maximum of only three guest dogs at a time, I'm able to give each pup plenty of individual attention throughout the day. Our guests enjoy regular leashed walks and potty breaks, including walks along the beautiful Heritage Trail located right by our home. There is plenty of time for play, exploring, naps, cuddles, and simply relaxing with us around the house. I do my best to maintain each dog's normal feeding, sleeping, walking, and medication schedule so their stay feels as comfortable and familiar as possible. I also welcome extended stays of 7+ nights and offer transportation for an additional fee when needed. My home is located on two beautiful acres with a pond and direct access to the Heritage Trail, giving your dog plenty of opportunities for supervised outdoor time, adventurous sniffs, and leashed walks. Inside, I provide a cage-free, home-style environment. Guest dogs have free roam of my home and are treated like part of the family rather than being kept in kennels. I will use a crate if an owner requests it because that is what their dog is accustomed to at home. I accept dogs of all sizes and personalities and take time to learn about each dog’s temperament, routine, habits, and individual needs before their stay. I limit boarding to a maximum of three guest dogs at a time so I can provide close supervision and personalized attention. With more than 15 years of dog-boarding and care experience, creating a safe, loving, and comfortable environment is always my priority. Owners also receive regular photos and updates while they’re away. I encourage clients parents to check in whenever they would like - even a facetime here and there would be nice!

Sitter Profile Image: David G.
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David G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
90 reviews
23 repeat clients
8 years of experience
New Windsor, NY, 12553

David is great! He sends photos and videos of my dog playing and enjoying her time. When she comes home she’s ready for nap time. I recommend and will use David again!

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Diamond B.
Sitter Profile Image: Nina M.
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Nina M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
22 reviews
7 repeat clients
12 years of experience
Vernon, NJ, 07462

Helped watch him during the snowstorm while my wife and I worked. Took care of him when he hurt his paw and he was in such good spirits. Always my go to. So thankful

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Robert K.
Sitter Profile Image: Elizabeth G.
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Elizabeth G.
from
$25
per night
12 years of experience
Washingtonville, NY, 10992

About: I've been caring for dogs since middle school, including over 12 years of hands-on experience caring for my own dog, Aubrey. I've also had family, friends, and neighbors rely on me to walk, feed, groom, and care for their pets. Over the years, I've gained experience with dogs of many sizes, breeds, and personalities, including Golden Retrievers, mixed breeds, Yorkshire Terriers, hounds, Chihuahuas, and Corgis. I especially enjoy caring for senior pets and making sure they receive the patience, attention, and affection they deserve. I like spending quality time with them, grooming them, observing their behavior and how they're doing, and making sure they're comfortable and cared for. I've also expanded my experience through volunteer work with Rockland Orange Furrever Homes and the Hudson Valley SPCA, where I've worked with shelter animals and gained additional experience observing animal behavior and providing hands-on care. Whether your pet needs a good walk, a meal, some grooming, companionship, or simply someone who will give them plenty of love and attention, I want them to feel safe, comfortable, and cared for while you're away. I currently have a flexible schedule, which gives me plenty of time to dedicate to pet care. I enjoy making time for walks, play, grooming, companionship, and simply getting to know each pet's personality and routine. I'm able to be flexible with my availability and want every pet in my care to feel comfortable, safe, and loved. When caring for pets in a client’s home, I focus on keeping them safe, comfortable, and following their normal routine as closely as possible. I make sure doors, gates, and other exits are secure, provide fresh water and meals according to the owner's instructions, and give pets plenty of attention and exercise. I also pay close attention to their behavior and overall condition so I can recognize anything unusual and communicate concerns to their owner. During walks, I use safe handling practices and stay aware of the pet's surroundings, other animals, and potential hazards. I want every pet to feel comfortable and cared for while their owner is away.

Sitter Profile Image: Sonia G.
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Sonia G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
56 reviews
16 repeat clients
10 years of experience
Peekskill, NY, 10566

This was our second time boarding Billie with Sonia and her family, and we are so glad to have found someone local who takes such good care of Billie! Thank you to Sonia, Brian, and Vivian!

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Jess V.
Sitter Profile Image: Michael C.
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Michael C.
from
$35
per night
4.9 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Florida, NY, 10921

About: Hello all! I’m Michael, and I looking forward to caring for your pup. I’m experienced with all ages and I treat every pup like part of the family. (Due to my current living situation, I am ONLY allowed to dog board/house-sit hypoallergenic dogs or dogs that shed minimally.) Let’s connect! My availability varies throughout the week but I can be more than flexible to accommodate your pets needs. Whether it’s taking your dog for a quick walk or boarding for a weekend, I’m your guy. I care for pets by trying to keep a clean environment at all times. Cleanliness is very important to me as I find it very important for general health.

Sitter Profile Image: Theresa R.
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Theresa R.
from
$68
per night
5.0 out of 5 stars
9 reviews
1 repeat client
40 years of experience
Middletown, NY, 10940

The absolute best sitter. Theresa treated by maltipoo with so much love, care and attention. Would absolutely recommend.

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Denise C.
Sitter Profile Image: David L.
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David L.
Star Sitter
from
$250
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
20 years of experience
Middletown, NY, 10940

David was great with my 2 big German Shepards. He listened to my concerned and was very attentive. I got updates thru the night along with photos and my dogs seemed genuinely happy. Definitely will be using again and recommend 100%.

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Stacey O.
Sitter Profile Image: Maria V.
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Maria V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
68 reviews
27 repeat clients
20 years of experience
Milton, NY, 12547

Very pleased to add another glowing review: this was the first stay for our energetic young cat Bella w/ Maria, her caring family, and resident cats and canines. Maria has a particularly good arrangement and process for gradually acclimating guest cats to a residence, especially one with other felines. As the only pet in our household, Bella's very curious about other cats. The updates and photos show that she was enjoying the run of the house within the first couple days and getting along with the other cats and dogs. It says a lot about the family's skill in creating a comfortable atmosphere for their own pets and boarders alike. Highly recommended.

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Lou V.
Sitter Profile Image: Sara M.
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Sara M.
from
$75
per night
5.0 out of 5 stars
26 reviews
7 repeat clients
10 years of experience
Port Jervis, NY, 12771

Sara was wonderful- would definitely bring my doggie back to stay with her!!! I had to add an extra day because of flooding on the roads - was afraid to drive-and she did not hesitate at all in accommodating me- so grateful for that because it was a stressful situation

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Jane M.
Sitter Profile Image: Jillian B.
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Jillian B.
from
$65
per night
15 years of experience
Goshen, NY, 10924

About: In my home dog sitting available!! Allow me to take care of your dog as if it were my own, with love, any time you need. I have flexible availability with over 15 years experience raising and pet sitting dogs. Dogs have access to one acre of fully fenced in backyard for unlimited outdoor play with plenty of room inside to roam freely without being confined to a kennel. Small to medium sized dogs are welcome. Flexible drop off times and photos throughout the stay will be shared. Please reach out with questions. I'd love to meet you and your pup! Located in Goshen, NY in a quiet and safe neighborhood. I am at home throughout the day with flexibility to ensure your dog is fully cared for. With access to over an acre of fully fenced in backyard, your dog will be able to run freely, explore and not be confined to outdoor time limits nor a tiny caged area like in a kennel! Enjoy the peace, quiet, and beauty of Goshen, NY. I have a fully fenced in backyard that is over an acre in side. Dogs will have unlimited indoor and outdoor access to play and enjoy. I work from home and can provide loving attention throughout the day. I also have two small Jack Russel/Chihuahua’s that love to play!

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The median cost per night for dog boarding in Middletown is $65

Dog parents share their Rover experiences - Middletown

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5.0 out of 5 stars

Sandra and her husband were absolutely amazing with our puppy, Roxxi, while we were out of the country for five days! From the moment we left, they treated her with so much love, attention, and AMAZING care. Sandra kept me updated with messages and videos throughout our trip, which really helped calm my nerves and allowed me to enjoy our vacation knowing Roxxi was in great hands. She was also extremely responsive anytime I checked in. It truly felt like Roxxi was being cared for like she was part of their family. My family and I are so incredibly grateful for Sandra and her husband and cannot thank them enough for taking such wonderful care of our baby! We would absolutely trust them with Roxxi again and highly recommend them to anyone looking for someone loving, dependable, and attentive to care for their fur baby! 🐶💕

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Sabrina W.
Boarding
5.0 out of 5 stars

Daniel was great with Nova! I ended up booking with him for back-to-back stays, and both times he was extremely nice, understanding, accommodating, and easy to work with. Nova was very comfortable with him, which gave me a lot of peace of mind. I’d definitely recommend Daniel and would absolutely book with him again!

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J D.
Boarding
5.0 out of 5 stars

Alexis was so great! My Rosie absolutely loves her! Alexis sent me pictures every day with updates on her. When I picked her up after 4 days she wasn’t trying to pull me out of Alexis’ home which she usually does when I’ve picked her up from other places she’s stayed. Rosie was very well cared for and I highly recommend Alexis! Thank you for the love and care you gave her!

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Gayle M.
Boarding
5.0 out of 5 stars

David was great with my 2 big German Shepards. He listened to my concerned and was very attentive. I got updates thru the night along with photos and my dogs seemed genuinely happy. Definitely will be using again and recommend 100%.

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Stacey O.
Boarding
5.0 out of 5 stars

Theresa treated my boy like her own! She was always very responsive and accommodating, would definitely use her in the future!!

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Kristine S.
Boarding
5.0 out of 5 stars

As always Casey took the best care of my pup while I was away! She is reliable, responsible and always goes above and beyond to ensure that my dog is as comfortable as possible. I’ve used Rover sitters for many years and Casey is the BEST of the best!

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Veronica B.
Boarding
5.0 out of 5 stars

Absolutely loved Midge. She took excellent care of our dogs and they miss her! Kept us up to date with pictures and texts. We are so blessed to have her in our lives.

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Malinda N.
Boarding
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Popular requests for dog boarding - Middletown

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Sitters in Middletown average 10
repeat dog boarding clients

FAQs for Boarding - Middletown

Frequently asked questions about Rover

The average cost for Dog Boarding in Middletown on Rover is $55.5 per night (as of September 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 September 2026, there are 496 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.

97% 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 NY 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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