Dog Boarding Middletown

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick up
Search

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.
Verified Background Check
Sandra E.
from
$55
per night
5.0 out of 5 stars
142 reviews
56 repeat clients
10 years of experience
Middletown, NY, 10940

We couldn't be happier with our experience with Sandra. It was our first time leaving our dog with anyone, so we definitely felt nervous, but meeting Sandra I immediately felt at ease. We left our pup with her for one day and then again for 3 nights. Sandra sent frequent updates, videos, and pics. I could tell both times picking our dog up that she was happy and had been well cared for. I will definitely use Sandra in the future and highly recommend her.

Profile image
Darlene S.
Sitter Profile Image: Alexis A.
Verified Enhanced Background Check
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 🙏🏻

Profile image
Jenine T.
Sitter Profile Image: Daniel R.
Verified Enhanced Background Check
Daniel R.
from
$55
per night
5.0 out of 5 stars
52 reviews
16 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!!!

Profile image
Leidy P.
Sitter Profile Image: Dawn R.
Verified Background Check
Dawn R.
from
$65
per night
5.0 out of 5 stars
33 reviews
14 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!

Profile image
Danielle M.
Sitter Profile Image: Jonathon M.
Verified Enhanced Background Check
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

Highly recommend. Johnathon has a lovely space where my pups had a blast. Loved the pictures he sent of them while I was away at my wedding. My Luna is an anxious dog and yet she did great. Definitely would rebook from here on out.

Profile image
Pavela S.
Sitter Profile Image: Vicky A.
Verified Background Check
Vicky A.
from
$60
per night
5.0 out of 5 stars
14 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

Profile image
Rosalind C.
Sitter Profile Image: Jadyn G.
Verified Enhanced Background Check
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 is a terrific and loving sitter. Our fur baby Beau was definitely loved and well cared for, Jadyn even gave him a bath before we picked him up. She is our No. 1 choice whenever we need someone to care for Beau and we'll be referring her to our friends and family in the area. Thank you so much Jadyn.🫶🏽😊

Profile image
Kenneth G.
Sitter Profile Image: Carla C.
Verified Enhanced Background Check
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

Carla was a great dog sitter!!! Nugget stayed with her over the weekend. It was really short notice but she was very accommodating. I can tell my boy had fun because when it was time to go, he wanted to go back inside the house!!! Will definitely be using her services in the future 😊

Profile image
Tiffani N H.
Sitter Profile Image: Cristina C.
Verified Background Check
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

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!

Profile image
Terri H.
Sitter Profile Image: Theresa R.
Verified Background Check
Theresa R.
from
$68
per night
5.0 out of 5 stars
8 reviews
1 repeat client
40 years of experience
Middletown, NY, 10940

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

Profile image
Kristine S.
Sitter Profile Image: Amy D.
Verified Enhanced Background Check
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.

Profile image
Robert W.
Sitter Profile Image: Maria V.
Verified Background Check
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

she was an excellent nanny for Pluto .. she was always in contact with me, she sent me photos and videos, she looked after Pluto for 5 days ... 100% recommended, she has a lot of love and responsibility for pets

Profile image
Sol N.
Sitter Profile Image: Kim M.
Verified Background Check
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.

Profile image
Anna A.
Sitter Profile Image: Beckie M.
Verified Enhanced Background Check
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!

Profile image
Chelsea M.
Sitter Profile Image: David G.
Verified Background Check
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

Boarding Charlie at David's place went great. David was communicative throughout, and he was undaunted by Charlie's complicated medicine schedule. He even figured out a new way to get Charlie to take his pills. He also supervised his little kids around Charlie to be sure Charlie didn't get overwhelmed. I'd definitely use him again.

Profile image
Riley H.
Sitter Profile Image: Francesca & John B.
Verified Enhanced Background Check
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!

Profile image
Meaghan B.
Sitter Profile Image: David L.
Verified Enhanced Background Check
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.

Profile image
Fay L.
Sitter Profile Image: Hannelie R.
Verified Enhanced Background Check
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

Hannelie took excellent care of jax and took him for walks everyday and sent updates of how he was doing. Would definitely recommend as a matter of fact she is taking care of jax again.

Profile image
Peter B.
Sitter Profile Image: Sara M.
Verified Enhanced Background Check
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

Sara was wonderful. Our first time using a dog sitter and I was anxious about the experience. Would the boys behave, or would the sitter really give them attention? Well yes and definitely yes. The experience was great for us and the doggos. Our dogs are a large breed and a giant breed. Sara didn't have any qualms about their sizes and we were able to relax and enjoy a weekend away. Would absolutely use Sara's services again. Highly recommend.

Profile image
Lorianne C.
Sitter Profile Image: Terrance R.
Verified Enhanced Background Check
Terrance R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
23 reviews
8 repeat clients
12 years of experience
Newburgh, NY, 12550

Terrance is definitely someone you can leave you dog with and won't have to worry about anything. He has prior experience with dealing with them, his dogs are friendly and calm. My dog isn't used to interacting with other dogs, but with Terrance and his dogs, Leo was able fit right into the pack. I will definitely book with Terrance again.

Profile image
Reicland R.
1 / 1
View more sitters

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

First-Time Boarding, Exceptional Experience! This was my first time leaving my dog with someone other than family while traveling, and I couldn't have asked for a better experience. From the moment I submitted my request, Sandra responded quickly, walked me through the process, and immediately put me at ease. I felt comfortable and relieved when she accepted our booking. The day my daughter dropped off Nutmeg, she also felt completely at ease leaving both the country and Nutmeg in Sandra's care. Throughout the stay, Sandra sent photos and kept us updated, which gave us so much peace of mind. When Nutmeg came home, she was happy, relaxed, and settled right back in with her sibling dogs as if she had never been away. Thank you, Sandra! I can definitely see why you have so many repeat customers, and we hope to become one of them—if you'll have Nutmeg back! The fact that you're only five minutes from our home is an added bonus. We truly appreciate the excellent care you gave our girl.

Profile image
Yola M.
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!

Profile image
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!!

Profile image
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.

Profile image
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!

Profile image
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.

Profile image
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

Profile image
Rosalind C.
Boarding
1 / 1
Find pet care near you

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.

Meet local sitters who will treat your dogs like family

  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

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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge