Dog Boarding in Middletown

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

Pick up
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Middletown dog boarders

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: Alexis A.
Verified Enhanced Background Check
Alexis A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
40 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.

Profile image
Krishna M.
Sitter Profile Image: Sandra E.
Verified Background Check
Sandra E.
from
$55
per night
5.0 out of 5 stars
141 reviews
56 repeat clients
10 years of experience
Middletown, NY, 10940

Sandra was a great sitter! She was incredibly caring and attentive to all of Duke's needs. She kept us informed on his stay with them and sent lots of pictures. She was very friendly and reliable. Duke had a great time! Highly recommended!

Profile image
Stefanie F.
Sitter Profile Image: Vicky A.
Verified Background Check
Vicky A.
from
$60
per night
5.0 out of 5 stars
14 reviews
6 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: 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

This is the second time we leave our pup with Daniel and he's officially our go-to sitter. He and his wife give and show much care and the communication/business side of things always runs smooth. Thanks again Daniel! Till the next time 👋

Profile image
Rosalie S.
Sitter Profile Image: Jonathon M.
Verified Enhanced Background Check
Jonathon M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
14 reviews
4 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: Theresa R.
Verified Background Check
Theresa R.
from
$68
per night
5.0 out of 5 stars
7 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: Carla C.
Verified Enhanced Background Check
Carla C.
Star Sitter
from
$45
per night
4.9 out of 5 stars
115 reviews
28 repeat clients
15 years of experience
Highland Lakes, NJ, 07422

Carla is a very nice young woman who had my old dog for 5 days. I think had a good time. Carla is very quick to respond to questions I asked via text. Ill be re booking in a couple of months again. Highly recommended. A+

Profile image
John O.
Sitter Profile Image: Dawn R.
Verified Background Check
Dawn R.
from
$65
per night
5.0 out of 5 stars
31 reviews
14 repeat clients
20 years of experience
middletown, NY, 10940

Buttons loves it there with the other dogs. Buttons always comes back sad when he is back home. He always misses the other dogs. Happy to send him back there. thx

Profile image
Gus J.
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

Thank you for always taking such great care of Dom! Love the pics and and great communication too 😁 Dom seems happy and well taken care of with Christina

Profile image
Rachel P.
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

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.

Profile image
Dina A.
Sitter Profile Image: Jadyn G.
Verified Enhanced Background Check
Jadyn G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
52 reviews
11 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 🩷

Profile image
Tiffany D.
Sitter Profile Image: Veronica B.
Verified Enhanced Background Check
Veronica B.
from
$50
per night
5.0 out of 5 stars
10 reviews
1 repeat client
40 years of experience
Milford, PA, 18337

Veronica was great and exceeded my expectations! I was a little hesitant leaving my dog Louis with someone I didn’t know, but after meeting Veronica I realized he’d be in good hands. During his stay I received pictures, and nice updates that made me feel like he wasn’t over 1000 miles away during my winter vacation. She seriously treated him like her own, and that honestly made me feel so much better. Her love for dogs is very apparent, and while this may be a side hustle of sorts, it’s obvious how much she enjoys being around dogs. If you’re in the Milford/Matamoras area you cannot go wrong having her watch your pup! Thanks again Veronica!! -Alex & Kristyn

Profile image
Kristyn P.
Sitter Profile Image: Francesca & John B.
Verified Enhanced Background Check
Francesca & John B.
from
$75
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Walden, NY, 12586

About: As lifelong dog owners who love to travel, we know how nerve racking it can be to leave your beloved pets in the care of strangers. We have 2 acres of property, of which a significant portion is fully fenced to let your dogs run and play with the security of knowing they are safe. We have three fenced in areas to separate dogs that might prefer to play on their own. Our resident dogs are Emma, who's never met a dog she didn't consider her best friend, and Honey, our bossy Pomeranian. We own an on-property outbuilding behind our home that is insulated, heated, and has water and electric. We are also very flexible for special needs guests--just tell us about your dog and what he or she needs to feel comfortable away from you. We will also provide pictures during your dog's stay if that is desired. Even if you have a unique situation, please inquire, we're happy to work with you! We are currently working from home and have plenty of time and space to provide your pup with the care and attention he or she needs! We have three fenced in dog areas along with a heated, insulated outbuilding with water and electric. Depending on how many dogs we are hosting, your pup will sleep comfortably in a crate with soft bedding with other dogs secured nearby. We are very flexible and happy to provide tailored service depending on your pup's needs.

Sitter Profile Image: Maria V.
Verified Background Check
Maria V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
59 reviews
24 repeat clients
20 years of experience
Milton, NY, 12547

I have always been very happy with Maria watching our dogs. I have used her any time we go on vacation and my daughter is a regular customer now too. The thing I like best ( and my dogs like too) is this is not a kennel- it’s a home that they become part of the family. My dogs never liked kennels and became very upset whenever I brought them to one. At Maria’s they jumped out of the car and were happy to be there - like visiting a relative home. I’m very glad I found Maria and most of all my dogs are very glad too!

Profile image
Gary S.
Sitter Profile Image: Andrea J.
Verified Background Check
Andrea J.
Star Sitter
from
$65
per night
5.0 out of 5 stars
24 reviews
10 repeat clients
20 years of experience
ellenville, NY, 12428

First time using Rover and couldn’t be happier. Andrea keep us updated through out the trip and when we picked him up he couldnt seem happier. Highly suggest you book with Andrea for your dog sitting needs.

Profile image
Jason K.
Sitter Profile Image: Angel & Mark S.
Verified Background Check
Angel & Mark S.
from
$65
per night
5.0 out of 5 stars
41 reviews
17 repeat clients
15 years of experience
Port Jervis, NY, 12771

Our dane stayed with Angel and Mark for 11 days over Easter. They were wonderful to our pup. They sent pictures each day to help put our mind at ease. It made our vacation a lot nicer, knowing that our pup was in good hands and having a great time. One of the things I love about their house it that they have a fenced in part that the dogs can run. In addition, when dropping off, you can tell that they keep their space meticulously clean. Definite perk! When I picked up, Justice was clean and happy! Will definitely be rebooking for future vacations.

Profile image
Jodi D.
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

One of the best, great with communication and great with introducing shy dogs to a pack. I can always trust that Terrance will take care of leo.

Profile image
Reicland R.
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: Sara M.
Verified Enhanced Background Check
Sara M.
from
$75
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
10 years of experience
Port Jervis, NY, 12771

Sara was an absolutely perfect pet sitter!! She is very communicative and flexible. She sent us lots of pictures throughout the night and updates. Most importantly Wilson clearly had an amazing time time and we couldn’t be happier.100% recommend!!!

Profile image
Dylan W.
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.
1 / 1
View more sitters

Over 983
pet parents in Middletown have booked dog boarding

Middletown dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Took great care of my dog Hooper and was super flexible with us! We had a great experience and will totally book again

Profile image
Amanda H.
Boarding
5.0 out of 5 stars

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.
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
5.0 out of 5 stars

Kira and Brian do an amazing job with our girl Scout. She’s not the easiest dog, especially outside, but they always go above and beyond to get her some exercise. They also take a ton of pictures of your dog when they are in their care. Thank you again!

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

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Middletown is $60

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Middletown average 10
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Middletown is $60 per night, including service fees. Boarding your dog for one week typically costs $420. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Middletown dog boarding rates can be found as low as $32 to as high as $66 per night.

If you’re searching for a Middletown dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 230 sitters provided dog boarding in Middletown. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 85% of Middletown dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Middletown have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 10 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Middletown.

Rover makes it easy to find Middletown dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 230 dog boarding sitters in Middletown on Rover, so you’re sure to find the perfect match for your dog! In Middletown, 96% of sitters offer daily exercise, 100% offer medication administration, and 100% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.