Dog Boarding Montgomery

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

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Montgomery, Find top rated dog boarding

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Patti B.
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Patti B.
Star Sitter
$39
total per night
5.0 out of 5 stars
• 114 reviews
52 repeat clients
25 years of experience
Easthampton, MA, 01027

“I was very nervous about the prospect of leaving Naki with anyone but a relative, especially since I haven't used Rover for any of their services. However, once I got to know Patti, my anxiety instantly went away. Her calm and kind demeanor brought me comfort as I knew Naki would be in good hands. Naki was with Patti for a weekend, and she would send me updates every couple of hours with pictures of him doing various activities. I could tell Naki was completely relaxed and comfortable during his stay. Patti genuinely loves animals and I will definitely be a returning customer. Thank you for everything, Patti.”

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Keyla C.
Sitter Profile Image: Sandra C.
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Sandra C.
Star Sitter
$44
total per night
5.0 out of 5 stars
• 43 reviews
15 repeat clients
30 years of experience
Indian Orchard, INDIAN ORCHARD, MA, 01151

“Sandra was wonderful to work with! She was easy to communicate with, and I knew Otis was in great hands. He came home happy and relaxed after his stay. ✨”

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Sara S.
Sitter Profile Image: Alan & Luis B.
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Alan & Luis B.
Star Sitter
$50
total per night
5.0 out of 5 stars
• 190 reviews
86 repeat clients
21 years of experience
Bloomfield, CT, 06002

“If you are looking for a dogsitter in the area, I highly recommend that you check out Luis and Alan. We scheduled a meet and greet, and they were the most gracious of hosts. All the humans chatted inside while the dogs got to socialize with each other in the huge, fenced in back yard. There is so much room for all of them to run and play. It's obvious that Luis and Alan love dogs and enjoy what they do. They are also very prompt with communication and they'll send you pictures every day.”

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Craig L.
Sitter Profile Image: Morgan S.
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Morgan S.
$56
total per night
5.0 out of 5 stars
• 19 reviews
6 repeat clients
7 years of experience
Enfield, CT, 06082

“Great sitter! Lots of photos for our peace of mind and communication was awesome during our trip. Definitely recommend Morgan for your pet needs. Will book for future dates!”

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Christina C.
Sitter Profile Image: Karina & Jared S.
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Karina & Jared S.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 144 reviews
64 repeat clients
23 years of experience
Barkhamsted, CT, 06063

“Karina was wonderful with my Piper. She is an anxious dog and took to her right away on our trial stay. She sent pictures and updates twice a day. We have never been able to leave her with an anyone away from our home. I am very happy we found someone who took amazing care of her. Thank you!”

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Vicki P.
Sitter Profile Image: Sarah G.
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Sarah G.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 32 reviews
10 repeat clients
25 years of experience
West Springfield, MA, 01089

“Sarah took great care of our puppy. She sent a few pictures and updates and everything went very smoothly. We will definitely be using her again!”

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Jordan K.
Sitter Profile Image: Allison Nicole M.
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Allison Nicole M.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 231 reviews
64 repeat clients
12 years of experience
Enfield, CT, 06082

“Allison was so great with our dog Wendy! Allison had no problem giving Wendy daily medication, and she sent regular updates and was so easy to communicate with. Wendy had a great time, and we were so relieved knowing she was in good hands while we were away! We won’t hesitate to use Allison again!”

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Anna S.
Sitter Profile Image: Karl K.
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Karl K.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 55 reviews
16 repeat clients
55 years of experience
West Hatfield, MA, 01088

“Karl is excellent, and his care of my doggie pogo was unique in that pogo had a large secure fenced in yard to play in, and Karl has his own doggies who get along well with other doggies. And our puppy got to sleep on the bed just as he does at home with us. I trust Carl. This was a doggy vacation for Pogo rather than dog ‘boarding’”

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Shelly B.
Sitter Profile Image: John S.
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John S.
Star Sitter
$86
total per night
5.0 out of 5 stars
• 126 reviews
24 repeat clients
20 years of experience
Norfolk, CT, 06058

“We feel in great hands whenever we leave our dog with John. While we're away he stays in touch with photos and texts and when we return it's always clear that she's had a wonderful time. Thank you, thank you, John!”

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Kathleen W.
Sitter Profile Image: Kim M.
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Kim M.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 73 reviews
26 repeat clients
20 years of experience
Westfield, MA, 01085

“Kim is absolutely wonderful! She took great care of our beloved Sully and made his stay a great experience. I felt very comfortable that he was in good hands, and got frequent updates and photos. Kim is attentive, trustworthy, caring, and provides great communication. Sully came home very happy but tired from a very fun stay. Highly recommend!”

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Vincent C.
Sitter Profile Image: Lissette R.
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Lissette R.
$62
total per night
4.6 out of 5 stars
• 45 reviews
12 repeat clients
6 years of experience
Enfield, CT, 06082

“Amazing!!! Kept me informed the entire time I was away. Sent me pics of Naz and updated me on how he was doing. How he was sleeping and eating. Even down to when he would go outside. I’d recommend 1,000%”

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Mary M.
Sitter Profile Image: Sylvia S.
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Sylvia S.
$56
total per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Longmeadow, MA, 01106

About: Your pet is not a guest in our house, it’s a loved family member for life! We individually your pet’s care based on its preferences and habits. I am a pet lover working from home who loves the company and snuggles. My kids are crazy about dogs and love them dearly also. We live in a beautiful home with a big fenced in yard but do take the dog(s) out daily to explore in the woods and have fun!

Sitter Profile Image: Katie L.
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Katie L.
Star Sitter
$67
total per night
4.9 out of 5 stars
• 169 reviews
76 repeat clients
35 years of experience
Simsbury, CT, 06070

“I felt totally comfortable leaving my dog with Katie! She did a great job reassuring me that my dog would do fine and she would text me if there were any issues. She also sent me a picture throughout the day. I would definitely go to her again.”

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Kim W.
Sitter Profile Image: Mindi S.
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Mindi S.
Star Sitter
$50
total per night
5.0 out of 5 stars
• 7 reviews
4 repeat clients
15 years of experience
LUDLOW, MA, 01056

“Mindi was great. We definitely recommend her. Thank you for taking care of rambo”

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Marlene P.
Sitter Profile Image: Elizabeth H.
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Elizabeth H.
$50
total per night
5.0 out of 5 stars
• 3 reviews
6 years of experience
Enfield, CT, 06082

“Elizabeth watched my two dogs for the first time for two nights. My two seven year old boys are higher energy requiring more attention than many other dogs. I couldn't have asked for a better experience. She is incredibly sweet, attentive, and deeply responsible. Both my dog felt right at home from early on and absolutely enjoyed the walks and playtime. She sent me regular updates with pictures allowing total peace of mind. Perhaps more importantly, my two knuckleheads found a new best friend and I found a sitter that will definitely be used again for future needs.”

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William W.
Sitter Profile Image: Glorymar O.
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Glorymar O.
$50
total per night
5.0 out of 5 stars
• 47 reviews
17 repeat clients
6 years of experience
Memorial Square, SPRINGFIELD, MA, 01107

“Minnie had a great stay with Glorymar, and her dog Buddy was also a great host, helping my dog who can be shy around people feel right at home for the weekend. My dog can be bossy with other dogs and Buddy let Minnie be the leader of the pack. Glorymar’s neighborhood is great for dog walks. I would definitely rebook next time I’m in Springfield.”

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Maya K.
Sitter Profile Image: Daniel C.
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Daniel C.
$39
total per night
4.9 out of 5 stars
• 10 reviews
3 repeat clients
15 years of experience
Old Hill, Springfield, MA, 01109

“Daniel was great with the dogs, kept me informed the whole time with pictures, and is a very nice person in general. Will be boarding with him again !!”

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Caitlin V.
Sitter Profile Image: John M.
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John M.
Star Sitter
$78
total per night
5.0 out of 5 stars
• 161 reviews
62 repeat clients
15 years of experience
Turners Falls, MA, 01376

“John did a great job taking care of our dog. He took time to meet with us and get to know our dog’s needs beforehand and was very attentive and interested. John was able to manage our dog’s demanding medication routine and kept him busy with lots of walks and attention. And on top of that, John took fabulous pictures during the whole visit.”

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Edward W.
Sitter Profile Image: Philippe L.
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Philippe L.
$56
total per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
20 years of experience
Avon, CT, 06001

“We are so grateful for Philippe! He watched our dogs for an extended amount of time and we couldn’t be happier with the service we received and neither could our dogs. Our Goldendoodle was very anxious but due to Philippe dog handling he’s come back much more relaxed and easier to handle. We will continue to use Philippe as long as he’s available snd we highly recommend him to anyone and everyone who wants peace of mind that their dogs will be taken care of with love and care!”

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Kendra M.
Sitter Profile Image: Amanda B.
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Amanda B.
$23
total per night
5.0 out of 5 stars
• 4 reviews
8 years of experience
Chicopee, MA, 01020

About: Hi! I'm a lifelong animal lover and proud pet parent to Raven (7 female dog), and Miles (8 female cat) I know how important it is to find someone you can trust to care for your pets, and I would love to provide them with the same love and attention I give my own! I work from home, so I'm able to give pets plenty of attention throughout the day and provide frequent potty breaks, playtime, and companionship. I also have a fenced yard where dogs can safely get fresh air and exercise. My home is used to being around both animals and kids. I understand that every pet has their own personality, routine, and needs. Whether your pet needs company, playtime, walks, or just a comfortable and caring place to stay, I will treat them like part of the family!

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The median cost per night for dog boarding in Montgomery is $51

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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.

How to book dog boarding

  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

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Popular requests for dog boarding - Montgomery

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Montgomery average 11
repeat dog boarding clients

FAQs for Dog Boarding - Montgomery

Frequently asked questions about Rover

As of November 2026, there are 520 sitters on Rover offering Dog Boarding across Montgomery. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

96% of sitters in Montgomery can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Montgomery 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 Montgomery.

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 Montgomery 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 MA 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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