Dog Boarding Middletown

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Over 489
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: Daniel R.
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Daniel R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
52 reviews
18 repeat clients
25 years of experience
Middletown, NY, 10940

Daniel & his wife were amazing! I was worried that my 15 year old Shit-Zu Yorkie mix would not adjust very well. She does not do well with new people or environments, but she felt very comfortable and at ease. She had a great stay. I highly recommend them. Thank you so much!!!

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

What can I say? They were absolutely amazing with Trig. Sandra sent pictures and kept me updated during his stay there. She evn gave him a squeaky toy before he left and those are his absolute favorite toys. He loved it there! I highly recommend leaving your pet with Sandra.

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

Alexis was great with our Archie! She was attentive to his needs, gave him lots of love and nice long walks, which he loves! She also sent us pictures throughout the day.We’ll ,without a doubt, book with her again in the future!

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

This was at least the 10th time we have used Cristina to sit for our middle-aged fur baby, Susie. When we arrived at Cristina’s, Susie ran up to her to greet her, so I know she feels comfortable. When I picked her up, Susie’s things were ready to go and she had obviously been well taken care of. Thank you, Cristina!

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

This was the first time using Rover. I will absolutely trust Dawn to watch my Lily again. Dawn was understanding with me and my fears of leaving my pup. Her family was very welcoming as well. She went above and beyond on making her home pet friendly. I received many photos and videos to set my mind at ease. If 6 stars was option I would give it to her!

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Danielle M.
Sitter Profile Image: Vicky A.
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Vicky A.
from
$60
per night
5.0 out of 5 stars
18 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: Fiona R.
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Fiona R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
9 years of experience
Highland Lakes, NJ, 07422

Fiona is amazing. My goldendoodle was immediately at ease, ran right to Fiona, tail wagging! My husband and I were comforted knowing he would have a great experience, and he did! I received wonderful pics and updates. We will be using Fiona for all future trips!!!

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Michele N.
Sitter Profile Image: Jadyn G.
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Jadyn G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
56 reviews
14 repeat clients
5 years of experience
Highland Mills, NY, 10930

Jadyn was EXCELLENT with my dog Sam while I went away. She sent me pictures and updates through out the whole stay. I would high recommend her, and will definitely continue to use her for dog sitting services. Thank you so much Jadyn :) we love you 🩷

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

I had a great experience with Carla. She was very communicative and sent regular updates, which gave me peace of mind while I was away. My dog came back happy and well cared for, and everything went smoothly. I would definitely book again.

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

Pepper had a good time with Amy and her family. Amy is very easy to communicate with and she sent updates with pictures/video. We will definitely schedule a play date with Amy in the next couple of weeks.

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Dina A.
Sitter Profile Image: Jane H.
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Jane H.
from
$70
per night
5.0 out of 5 stars
39 reviews
23 repeat clients
20 years of experience
Chester, NY, 10918

This was such a positive experience! First time leaving our pup for multiple days outside of close family and friends, and Jane made us feel great about it. Not only did she send pictures and updates, it was evident that she and her family really accepted Elwood into their lives and made him feel welcome. I think he was even a little sad to leave them behind when it came time to come home! Jane was also very accommodating with drop off and pick up times, which made the experience that much easier.

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Corrie W.
Sitter Profile Image: Natasha & Hamir D.
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Natasha & Hamir D.
Star Sitter
from
$80
per night
5.0 out of 5 stars
27 reviews
6 repeat clients
14 years of experience
Cortlandt Manor, NY, 10567

Natasha and Hamir were wonderful sitters for Lino. They took the time and care to listen to our requests and instructions, and updated us daily on how he was doing, including photos. We could tell he was being cared for and he was really happy. Lino can be human-selective and indifferent to other dogs, and Natasha and Hamir respected that and live in an area where there is a lot of space from both possible triggers. We wouldn’t hesitate to reach out to them again for boarding!

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Becca L.
Sitter Profile Image: Alexis B.
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Alexis B.
from
$70
per night
5.0 out of 5 stars
70 reviews
32 repeat clients
15 years of experience
Slate Hill, NY, 10973

It was my first time boarding Leo and can’t be thankful enough to Alexis. She was super easygoing and reassuring that Leo was ok. I’ll certainly recommend Alexis! Her yard is great for dogs to run and play freely.

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Solange M.
Sitter Profile Image: David L.
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David L.
from
$250
per night
5.0 out of 5 stars
3 reviews
1 repeat client
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: Megen H.
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Megen H.
from
$45
per night
5.0 out of 5 stars
33 reviews
13 repeat clients
20 years of experience
Wallkill, NY, 12589

Megen was great, our dog came back very happy! Megen's pets were great play friends and she communicated well while we were away. Megen was also very flexible with drop off and pick up which we really appreciated.

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Greg B.
Sitter Profile Image: Jake & Mischa C.
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Jake & Mischa C.
from
$50
per night
5.0 out of 5 stars
89 reviews
33 repeat clients
18 years of experience
Wantage, NJ, 07461

Thank you Jake and Mischa. Sugar had a blast. She went to sleep like an Angel after eating. She is so calm and relaxed. Definitely we will try it again.

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Alejandro C.
Sitter Profile Image: Tina T.
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Tina T.
from
$45
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
Monroe, NY, 10950

We are SO thankful that Tina was available to watch our Ranger. She was so patient with his needs and gave us updates all the time while he was there. She is truly loving and we were able to enjoy our vacation time because of her. It’s very obvious how much she loves animals. We know our Ranger had a good time because he was very relaxed during pick up and Tina was able to provide him with a safe and relaxing environment. I would absolutely recommend her to anyone!

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Cassandra D.
Sitter Profile Image: Patricia R.
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Patricia R.
from
$40
per night
5.0 out of 5 stars
128 reviews
39 repeat clients
12 years of experience
New Windsor, NY, 12553

Always provides the best care for my Blue! Sends lots of pictures and takes such good care of my special guy. Always makes me feel assured that my dog is safe and happy!

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Nora V.
Sitter Profile Image: Cindy S.
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Cindy S.
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: Sonia G.
Verified Enhanced Background Check
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.
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The median cost per night for dog boarding in Middletown is $65

Dog parents share their Rover experiences - Middletown

1 / 1
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

This is our 2nd time leaving Gizmo with Sandy and her husband. Much appreciated and recommended. We went to LEGOLAND for the day 10-15 mins away. Thanks again.

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Jennifer H.
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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  • 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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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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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

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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 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 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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