Dog Boarding Hillsdale

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Over 12
pet parents in Hillsdale have booked dog boarding

Hillsdale, 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: Nicole P.
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Nicole P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
27 reviews
6 repeat clients
34 years of experience
Elizaville, NY, 12523

Nicole was absolutely amazing!!! She was so responsive, sent lots of pics and I’ve never seen my dog so happy in someone else’s home! 10/10 experience!!! Thank you Nicole for taking such perfect care of Misha!!!

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Inna K.
Sitter Profile Image: Candice S.
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Candice S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
58 reviews
20 repeat clients
10 years of experience
Stottville, NY, 12172

Candice was amazing and Barry absolutely adored her and her kids! he had a great time there and came home so happy! 10/10 would recommend and will def be going back!

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Nataliya W.
Sitter Profile Image: Deanne R.
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Deanne R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
67 reviews
22 repeat clients
10 years of experience
Kinderhook, NY, 12106

We left our pup with Deanne for a 7 day trip and she was incredible. It was all positive vibes from our first meeting onward. Our dog was clearly comfy, wonderfully cared for, and loved! Deanne will be our first call for future trips!

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Zachary C.
Sitter Profile Image: Peter K.
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Peter K.
from
$55
per night
5.0 out of 5 stars
29 reviews
7 repeat clients
8 years of experience
South Egremont, MA, 01258

Peter and Monique were so attentive to our dog for a whole week. Peter was very thorough in asking all about Sooty’s needs and preferences. We really appreciated the updates and photos, our dog had a lovely time and was very well cared for. I booked Peter based on reading the reviews and would say exactly the same as others have. Definitely recommend and will be booking again in future.

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Sarah T.
Sitter Profile Image: Mary & Todd H.
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Mary & Todd H.
from
$45
per night
5.0 out of 5 stars
38 reviews
11 repeat clients
40 years of experience
Chatham, NY, 12037

Mary and Todd did an excellent job watching my Tobi. He has separation anxiety and they took good care of him, sending pictures and updates. I will definitely use there services again.

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Michael T.
Sitter Profile Image: David S.
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David S.
from
$108
per night
22 years of experience
Ghent, NY, 12075

About: My boys and I love dogs, and we love being at home, making us a fabulous choice for hosting your favorite loved one. Thank you for considering us! Hi, I’m David. I’m a stay-at-home dad to my two boys, Zenith and KoaSol, and we share our home with our dog, Magnolia — Maggie for short. We live on 10 private acres with open lawn, fields, gardens, and trails, far away from roads and traffic. We spend much of our time outdoors gardening, landscaping, cutting trails, playing, and caring for the property, so visiting dogs have plenty of fresh air, space, and attention. My boys are 11 and 5 and love dogs. They are excited to welcome new dog friends, while I remain solely responsible for all care, supervision, routines, and safety. Maggie is social, playful, and friendly, and she enjoys having other dogs around. I will respect your instructions and your dog’s normal routine as much as possible. Please share any important details about feeding, health, behavior, crate comfort, sleeping preferences, and how your dog does with children and other dogs. Meet-and-greets are welcome before booking, and I’m happy to send updates during your dog’s stay. My goal is to provide a safe, attentive, family-centered home where your dog is cared for with patience, respect, and genuine attention. Because I’m home most of the time, your dog will not be left alone for long periods. If we leave for errands, Maggie is comfortable in her crate, and we can offer the same option for your dog if they are crate-trained or feel secure that way. We also have a spare crate available, or you are welcome to bring your dog’s own bed, crate, blanket, or comfort items. While my kids are always game to play, I will be solely responsible for the care of your loved one!

Sitter Profile Image: Franny A.
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Franny A.
from
$50
per night
5.0 out of 5 stars
6 reviews
30 years of experience
Great Barrington, MA, 01230

Franny took wonderful care of my 14 year old Charlie overnight. She’s a very kind person and Charlie felt completely comfortable with her. He also got along well with her dog. I will definitely be using her again.

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Terri L.
Sitter Profile Image: Brooke B.
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Brooke B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
133 reviews
33 repeat clients
25 years of experience
Pittsfield, MA, 01201

Brooke did a great job watching out 3 year old doodle. She was responsive during booking, and even helped deal with our dog's small medical issue (including keeping a cone on Ruby all weekend). Thank you Brooke!

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Eric B.
Sitter Profile Image: John S.
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John S.
Star Sitter
from
$77
per night
5.0 out of 5 stars
113 reviews
24 repeat clients
20 years of experience
Norfolk, CT, 06058

John is the best! We have booked with him repeatedly and will continue to. He is quick to respond to communications, professional, personable, and has a great home including fenced in back yard, wonderful assistant (wife), and Dolly who is a 4-legged companion for our dog. Would highly recommend him, without any reservations.

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Richard R.
Sitter Profile Image: Irene T.
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Irene T.
Star Sitter
from
$65
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
20 years of experience
Pittsfield, MA, 01201

Irene has been such a great find in the Berkshires! She always gives helpful communication with each stay, and Ruby seems to love her time with Irene (and her sweet dog Goldie). Thanks for all of the care that you give to Ruby - we'll see you soon!

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Eric B.
Sitter Profile Image: Cheyenne F.
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Cheyenne F.
from
$55
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Kinderhook, NY, 12106

Cheyenne watched our dog Nellie for the first time last night . Nellie seemed to love it and Cheyenne’s dogs . It was a great experience! Thank you !

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Darcy C.
Sitter Profile Image: Magnolia M.
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Magnolia M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
101 reviews
50 repeat clients
15 years of experience
Hillsdale, NY, 12529

Magnolia took my 3 dogs (2 of which are 80 lbs) on very short notice, and was extremely flexible with changes and delays to my trip. The dogs seemed to have a great time and I enjoyed the pictures she sent of the dogs running and playing. I will definitely be leaving my little pack with Magnolia when I travel in future.

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Marilea R.
Sitter Profile Image: Yenifer V.
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Yenifer V.
from
$65
per night
5.0 out of 5 stars
25 reviews
5 repeat clients
3 years of experience
Pittsfield, MA, 01201

Yenifer took excellent care of my dog. He was so happy with her! She made sure she communicated everyday with us during the stay, sent us pictures and updates. We are very happy with her services and would strongly recommend her. Thank you, Yenifer.

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Divya C.
Sitter Profile Image: Christine A.
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Christine A.
Star Sitter
from
$97
per night
4.9 out of 5 stars
98 reviews
32 repeat clients
33 years of experience
Stanfordville, Stanfordville, NY, 12581

Christine and her family were so welcoming to our little crazy pup. She had no issues even when we extended Opal’s stay another 3 days. So flexible, kind, accommodating, and her house and yard is just overall FUN for both humans and animals. Thank you so much !

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Jessica H.
Sitter Profile Image: Garrett & Deanne G.
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Garrett & Deanne G.
from
$40
per night
9 years of experience
Kinderhook, NY, 12106

About: I’ve grown up with Chinchillas, Cats, Dogs, Ducks, Chickens, & Reptiles. My Fiancé & I currently have 3 Cats (they love dogs- but if any issues - can be kept separate in their cat room to create a more comfortable stay for any pet that doesn’t like cats), between me & my partner- someone is always home to give attention to & play with pets. (Aside from when we go to the store or doctors appointments). Your pets will get the best care!!! Someone will always be home with your pets, either I am home or when I’m at work my fiancé Deanne is home & is also a huge animal lover. The only times someone isn’t home is when we’re grocery shopping or at an appointment. We have the rail trail right in our backyard that goes for miles- it’s a great trail to take dog walks on! We usually do that or use tie outs or the dogs leashes in our yard since we don’t have a fenced in yard, but your pets are never left unattended on the tie-outs, someone will be outside with them at all times

Sitter Profile Image: Janice A.
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Janice A.
Star Sitter
from
$108
per night
5.0 out of 5 stars
274 reviews
80 repeat clients
35 years of experience
RHINEBECK, NY, 12572

Janice was wonderful to our dog, Zephyr. He can be a bit apprehensive around other dogs and she took the time with him and managed all interactions perfectly. She sent lots of photos and updates and it was clear that Zephy was having a great time and loving the company. I was also completely at ease and felt that my dog was receiving the best possible care and oversight. We can’t wait to visit Janice and her family again soon!

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Jennifer M.
Sitter Profile Image: Lisa J.
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Lisa J.
from
$115
per night
4.9 out of 5 stars
96 reviews
32 repeat clients
37 years of experience
Tivoli, NY, 12583

Lisa was wonderful and my dogs had a Really good time!! I will definitely book with her again :-)

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Lynn L.
Sitter Profile Image: Mary Ann P.
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Mary Ann P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
27 reviews
7 repeat clients
14 years of experience
Cornwall, CT, 06753

Once again Mary Ann lovingly looked after our dog. We are so happy to know our dog is very well cared for and looked after when with May Ann.

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Gary S.
Sitter Profile Image: Martin D.
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Martin D.
from
$50
per night
25 years of experience
KINDERHOOK, NY, 12106

About: I have years of experience with many different types of dogs. I watch dogs on a regular basis. For younger dogs I can offer a mountain hikes and for older dogs I can walk them on boardwalk trails that are easy on the joints, yet give the dog the sense of walking in the woods. I don't mind larger dogs at all. I also am willing to cook food for dogs. I very much enjoy the company of dogs and find that when they are well fed and exercised they are really pleasant to be around. Please give me honest description of your dog so I can plan His/Her visit accordingly. My house is set back (1000 feet) from a country road . I can pick up dogs in NYC , Great Barrington , Hudson, or Albany for a fee. I have watched many dogs over the years. Usually I try to walk them as much as possible. I feed them well , but make them follow the sit command before being fed and multiple times a day. All dogs have to be on a slip proof leash when outside or dropped off. Dogs often don't behave as they do at home . Once off a leash it can be very difficult to recapture a dog. In the house I don't crate dogs . We can only watch a few dogs at once. If your dog is very difficult let me know in advanced. Also Corgies get 10% off.

Sitter Profile Image: Jess L.
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Jess L.
from
$45
per night
5.0 out of 5 stars
88 reviews
21 repeat clients
5 years of experience
Pittsfield, MA, 01201

This is our second time booking with Jess and she was communicative and flexible, and our puppy Moose had a great time. We’ll definitely book with her again!

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Maria P.
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The median cost per night for dog boarding in Hillsdale is $60

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Sitters in Hillsdale average 11
repeat dog boarding clients

FAQs for Dog Boarding - Hillsdale

Frequently asked questions about Rover

The average cost for Dog Boarding in Hillsdale on Rover is $37.45 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 155 sitters on Rover offering Dog Boarding across Hillsdale. 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.

100% of Hillsdale 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 Hillsdale 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 Hillsdale 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 Hillsdale.

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 Hillsdale 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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