Dog Boarding Middletown

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Over 491
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: Sandra E.
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Sandra E.
from
$55
per night
5.0 out of 5 stars
143 reviews
56 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: Alexis A.
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Alexis A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
42 reviews
14 repeat clients
25 years of experience
Middletown, NY, 10940

Another great stay Piper had with Alexis. First sleepover and did great. Alexis is amazing with my dog in all aspects. Thank you , we appreciate you 🙏🏻

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Jenine T.
Sitter Profile Image: Daniel R.
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Daniel R.
from
$55
per night
5.0 out of 5 stars
52 reviews
16 repeat clients
25 years of experience
Middletown, NY, 10940

This is my 3rd time leaving our precious pup with Daniel & his wife. They are such kind people and I always feel comfortable with leaving my pup with them. They are very professional and have great communication.

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Rosalie S.
Sitter Profile Image: Dawn R.
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Dawn R.
from
$65
per night
5.0 out of 5 stars
33 reviews
15 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
15 reviews
7 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: Jonathon M.
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Jonathon M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
20 years of experience
Walden, NY, 12586

Jon was great with my dog, gave her plenty of exercise and sent pictures and updates of her progress. Having a fenced in yard was also a huge bonus for my very high energy dog. Would recommend.

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Joshua B.
Sitter Profile Image: Carla C.
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Carla C.
Star Sitter
from
$45
per night
4.9 out of 5 stars
121 reviews
33 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
65 reviews
32 repeat clients
20 years of experience
Middletown, NY, 10940

I am very happy with the care that my Dallas received while staying with Christina. Dallas is a timid dog and I was concern that she would have problems being away from home. But she was fine, Christina took good care of her and that means a lot to me. I like to travel twice a year and I will be using Christina for all of my future travels!

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Sylvia J.
Sitter Profile Image: Jadyn G.
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Jadyn G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
53 reviews
12 repeat clients
5 years of experience
Highland Mills, NY, 10930

Jadyn was excellent with Max. He was so happy with her. She is awesome and loving with Max. She took pictures and kept us updated. She takes great care of our dog. She is a definitely someone that you can trust with your pets. We will definitely be use her services for the future. I was thrilled with the care she provided for Max.

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Melissa E.
Sitter Profile Image: Amy D.
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Amy D.
from
$65
per night
4.8 out of 5 stars
34 reviews
10 repeat clients
20 years of experience
Goshen, NY, 10924

Amy was amazing with Ruba. She sent plenty of pictures and videos of Ruba having a wonderful time romping around with the other dogs! Will definitely be choosing Amy for our future dogsitting needs in this area.

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Robert W.
Sitter Profile Image: Theresa R.
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Theresa R.
from
$68
per night
5.0 out of 5 stars
8 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: Beckie M.
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Beckie M.
from
$45
per night
4.6 out of 5 stars
11 reviews
4 repeat clients
15 years of experience
Walden, NY, 12586

Beckie and her family were the perfect home away from home for our high-energy 2yo German Shepherd. She has a beautiful and massive back yard and provided photo updates throughout the stay. We’ll happily trust Beckie with Echo on future trips and highly recommend her!

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Chelsea M.
Sitter Profile Image: Francesca & John B.
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Francesca & John B.
from
$75
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Walden, NY, 12586

Francesca and John were wonderful! Buddy did very well during his stay. This was his first time ever boarding and I was nervous about how he would do since he is an older dog. They kept me updated all the time and assured me he was relaxed and not anxious. So glad we found them!

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

David was awesome and took excellent care of my pup while we were traveling. She had loads of play time, yummy healthy snacks and plenty of cuddles. I would highly recommend David to anyone looking for above and beyond care, loads of knowledge on dogs and a very proactive and professional approach to providing excellent care.

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Nancy H.
Sitter Profile Image: Maria V.
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Maria V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
60 reviews
25 repeat clients
20 years of experience
Milton, NY, 12547

Our dog Sam was so spoiled by Maria and her family on his stay. He had such a great time with all the ladies. They are wonderful!! Definitely will keep in contact for any future services. Thank you very much!

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Tara V.
Sitter Profile Image: Hannelie R.
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Hannelie R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
17 reviews
2 repeat clients
20 years of experience
Branchville, NJ, 07826

Truly everything you could want in a pet sitter! She is an experienced dog lover who will take care of your pup with the same care as her own. The perfect place for any active dog! Proactive with updates (and great photos and videos from their adventures) and very responsive. Could not recommend more!

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Cait W.
Sitter Profile Image: Kim M.
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Kim M.
from
$60
per night
5.0 out of 5 stars
23 reviews
9 repeat clients
2 years of experience
Port Jervis, NY, 12771

Kim was very quick to respond to me whenever I wanted to check in and see how Ryder was doing. She was very friendly and welcoming. She sent me pictures and made me feel comfortable that my baby was in good hands. I would highly recommend her. This was my first time using a dog sitter and I am very pleased with the entire experience. Thank you again Kim for everything. I would use her again if I need a sitter.

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Anna A.
Sitter Profile Image: Sara M.
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Sara M.
from
$75
per night
5.0 out of 5 stars
24 reviews
6 repeat clients
10 years of experience
Port Jervis, NY, 12771

we had a great experience with Sara watching our dog with an overnight stay. She sent pictures to us and kept us informed. She promptly replied to our questions.

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Karen S.
Sitter Profile Image: David L.
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David L.
from
$80
per night
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Middletown, NY, 10940

David was great with my dog. He gave regular updates and sent pictures frequently. I would definitely use him again.

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Fay L.
Sitter Profile Image: Fiona R.
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Fiona R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
16 reviews
3 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.
1 / 1
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The median cost per night for dog boarding in Middletown is $60

Dog parents share their Rover experiences - Middletown

1 / 1
5.0 out of 5 stars

Sandra was great! Her communication was outstanding and we really enjoyed the pictures and videos. Most importantly, she was more than accommodating with our emergency situation we experienced during our stay. It was incredibly helpful and reassuring that we had someone willing to work with us during our time of need.

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Melinda G.
Boarding
5.0 out of 5 stars

Alexis was wonderful - calm and comfortable from the start with our excitable, reactive pup, and equally calm and comfortable with all of our instructions and schedule! Her home is lovely and she is clearly confident with dogs. Will not hesitate to rebook!

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Emily A.
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

David was great with my dog. He gave regular updates and sent pictures frequently. I would definitely use him again.

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Fay L.
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
5.0 out of 5 stars

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.
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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  • 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

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    Browse profiles of sitters near you who offer dog boarding
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Sitters in Middletown average 10
repeat dog boarding clients

FAQs for Dog Boarding - Middletown

Frequently asked questions about Rover

The average cost for Dog Boarding in Middletown on Rover is $55.5 per night (as of July 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 July 2026, there are 510 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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