Dog Boarding Drury

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Drury, 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: Brooke B.
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Brooke B.
Star Sitter
$50
total per night
5.0 out of 5 stars
• 140 reviews
36 repeat clients
25 years of experience
Pittsfield, MA, 01201

“Brooke took excellent care of my dog. When I picked her up from Brooke's house, she was relaxed and calm, not anxious and pulling like she usually is when I return from a trip. Leah really enjoyed her stay with Brooke and she came home tired and happy. I appreciated Brooke's notes and pictures while we were away. I would not hesitate to recommend her and would love to use her services again.”

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Diana K.
Sitter Profile Image: Nicole S.
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Nicole S.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 87 reviews
23 repeat clients
25 years of experience
Greenfield, MA, 01301

“Nicole provided excellent care for our 3 month old puppy. He had a wonderful day full of playtime and snuggles. She also provided lots of pictures throughout the day which we loved!”

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Charlotte P.
Sitter Profile Image: Irene T.
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Irene T.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 24 reviews
8 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: 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 took wonderful care of our Golden Retriever! Ruby was very happy with all the attention, care and play time she got and John was very accommodating of our needs.”

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Heather K.
Sitter Profile Image: Letícia B.
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Letícia B.
$84
total per night
5.0 out of 5 stars
• 22 reviews
4 repeat clients
10 years of experience
Brattleboro, VT, 05301

“Leticia was wonderful with our dog. After welcoming us, she showed us her fenced backyard. Lovely. She sent pictures and videos and Savannah played with new puzzles. Really appreciate the loving care.”

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Linda L.
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 was SO good to my Lou. Lou was smiling in photos that Karl sent, and smiling when I picked him up. Thank you Karl for taking such good care of my sweet Lou. Will definately trust in Karl to care for Lou again when I have to work away from home =)”

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Erin L.
Sitter Profile Image: Jennifer C.
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Jennifer C.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 101 reviews
30 repeat clients
30 years of experience
Averill Park, NY, 12018

“Our dog was very happy with Jennifer. We are so happy to have found her. She's kind and gentle and she worked with us when we had unknowns about our needs because of a funeral we had to travel for. We were trying to book without full details of when and where we had to be. We feel very fortunate she was willing to be flexible. Our pup was happy that he was the only one she had with her during his stay. He got all of her love and attention. Thank you, Jennifer.”

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Gina M.
Sitter Profile Image: Marc S.
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Marc S.
$62
total per night
5.0 out of 5 stars
• 73 reviews
3 repeat clients
20 years of experience
Bennington, VT, 05201

About: Lifelong dog person, I have cared for dozens of furry friends, mine and others. I currently have a 4 year old Shepherd Mix. Former PETCO employee and rescue volunteer I am currently working part-time and unavailable 2pm to 7pm Monday- Friday. There is some flexibility, so please ask about your specific timing needs. Thanks I will follow your instructions as well as your pet's needs, mood, and personality. I do my best to let your fur baby be comfortable and themselves.

Sitter Profile Image: Western B.
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Western B.
$84
total per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Dalton, MA, 01226

About: Dogs and I understand each other. I've always gotten them and they've always gotten me. Maybe because I grew up with three mammoth Samoyeds and Malamutes, and shared my life with Max, my sweet Cavalier, until he passed. Beyond love and care, I'm good at training and socializing, and dogs respond to my calm, confident leadership. I once cared for a reactive dog who barked at everyone who came near her, and I was the only one who could get her to settle and listen. After a month with a young Portuguese Water Dog, her owners told me she moped after I left. But mostly I think dogs feel good around me because they sense I genuinely care about them. I believe dogs are here to teach us to love and I want every dog to experience great care. For me, good dog care starts with getting to know the dog and the people who love them. I think dogs feel safest when their sitter truly knows them. Before any stay, I like to meet you and your dog, take a short walk together, and learn the little things that make your dog feel at home. That's why every stay begins with a meet and greet. What I offer that's different: - Pick-up and drop-off for longer stays: For stays of a week or more, I'll pick up and drop off your dog anywhere within a 30 minute drive of Dalton, including Lenox, Stockbridge, and Great Barrington. One less thing to manage before your trip. My home is calm and quiet, with a large, fully fenced backyard on a peaceful street in Dalton. I work from home, so your dog has company through the day, plus walks, play, and plenty of affection. I follow your instructions to the letter so your dog's routine stays as close to home as possible, and you'll get photos and a quick update every day so you can relax and enjoy your trip. Also happy to reinforce any training your dog is working on like leash manners. How I work: Every new client starts with a meet and greet, about 30 minutes with a short walk together, so your dog and I can meet before the stay. It helps make sure we're a great match, and your dog arrives already knowing a friendly face. Boarding in my home is a great fit if your dog: Settles comfortably for stretches after the initial sniffing and cuddles to get used to a new space. Is house-trained and walks well on a leash Is not a heavy shedder or super vocal Services Boarding: 2-night minimum House sitting: 2- night minimum, 2 night maximum for first sit I'd love to hear about your dog! I work from home so your dog will have plenty of companionship and attention from morning to evening. I usually walk dogs according to the schedule they are used to. In between, they can hang with me. IFeeding times will also coincide with your instructions. I'm an early riser so you are welcome to drop your dog off (with notice) as early as 7:30 am. I have a large three bedroom home with an huge fenced back yard on a quiet street near trails. It's single floor so no stairs for older dogs to contend with.

Sitter Profile Image: Haley C.
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Haley C.
$67
total per night
5.0 out of 5 stars
• 103 reviews
36 repeat clients
17 years of experience
Hinsdale, NH, 03451

“Haley took amazing care of my two spicy foster kittens, Zorro and Delilah! She shared daily updates with photos, which kept me connected and reassured. I’m so grateful to Haley for the care she gave to these little ones. Highly recommend!”

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Lauren M.
Sitter Profile Image: Zoey L.
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Zoey L.
$73
total per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Cheshire, MA, 01225

About: I have pet/house sat multiple times over the past several years for friends and family, and have worked with several types of animals from small critters like guinea pigs and ferrets, cats, and even large dog breeds. I also have 2 years experience volunteering for a local shelter in socialization and vet transport, 3 years experience working for a doggy daycare and boarding facility, and I currently work part time for another local animal shelter. I am an experienced owner of dogs, cats, ferrets, chickens, guinea pigs, and more. I also have experience as a wedding dog handler, and would be happy to offer this service if requested so your furry companion can accompany you or someone you know on yours or their special day without any added stress, please let me know if this is something you'd be interested in! I currently work part time so I have lots of time to play with your pup, and hopefully can build savings towards a larger space to meet more people's needs! I am always looking to learn, grow, and provide better care for animals. Animal welfare is very important to me. At this point in time, due to the space I'm only able to accommodate smaller breeds that generally can get along with others. I do have a small fenced in yard, but I also have the bike trail and nearby hiking trails readily available, your dog will need to be on leash at all times when outside on walks/hikes, I do not provide "off-leash" trail experience as a safety precaution, thank you for your understanding! I am happy to provide pictures and updates of your pup whenever requested, please never be afraid to reach out!

Sitter Profile Image: Ryan O.
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Ryan O.
$73
total per night
5.0 out of 5 stars
• 286 reviews
61 repeat clients
15 years of experience
Conway, MA, 01341

“Rocco had a great time with Ryan! He clearly has a lot of experience with dogs and knows how to keep them happy and safe! Rocco got tons of attention, exercise, and play time with other dogs! Ryan kept me updated and sent me lots of great pictures of Rocco. I would definitely use Ryan again.”

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Chelsea M.
Sitter Profile Image: Shelby P.
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Shelby P.
$56
total per night
5.0 out of 5 stars
• 11 reviews
4 repeat clients
15 years of experience
Amherst, MA, 01002

About: I’ve cared for dogs most of my life and truly treat them like family. I grew up in a home with four dogs, so I’m very comfortable with different personalities, sizes, and energy levels. I also adopted and lovingly cared for a difficult senior dachshund for years, which gave me valuable experience with patience, senior dog needs, routines, and extra attentiveness. Today I have a large Bernedoodle, so I’m confident handling bigger dogs as well as energetic pups who need exercise and structure. I’m active and love taking dogs on walks, runs, and outdoor time when appropriate, while also making sure they get plenty of affection, snuggles, and supervision. What sets me apart is that I’m dependable, attentive, and genuinely love dogs. I understand every dog is different, and I’ll make sure your pet feels safe, comfortable, and cared for while you’re away. I work remotely from home, which gives me a very flexible schedule and allows me to be present throughout the day for the pets in my care. Because I’m home most of the time, dogs get plenty of attention, regular potty breaks, walks, playtime, and companionship instead of being left alone for long stretches. My flexible routine also makes it easy for me to stick to your pet’s normal schedule for feeding, medications, exercise, and any special needs. I’m able to provide attentive, consistent care and make sure your pet feels comfortable, safe, and loved while you’re away. Safety and comfort are always my top priorities. I provide a calm, loving home environment where pets can feel relaxed and cared for. I have a friendly, social dog who enjoys having visitors and does well with other dogs, while always making sure introductions are done thoughtfully and safely. I have a yard for outdoor time, and while it is not fenced, I use a secure runner/tie-out system and close supervision so dogs can safely enjoy fresh air, potty breaks, and time outside. I also keep dogs leashed on walks and anytime they are outdoors for added safety. If your dog is crate-trained or more comfortable with their own space, I’m happy to accommodate crating and follow your normal home routine. I always aim to keep pets on their regular schedule for feeding, exercise, rest, and any medications or special instructions. I treat every pet like my own—with patience, attentiveness, and lots of love.

Sitter Profile Image: Trishul M.
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Trishul M.
$73
total per night
5.0 out of 5 stars
• 25 reviews
6 repeat clients
37 years of experience
Amherst, MA, 01002

“I can’t recommend Trishul enough. He treated our dogs like his own and was extremely responsive and great at keeping us informed the whole time. One of our dogs required medications at an odd schedule and he was so accommodating. I had no doubt that our dogs were in good, caring hands.”

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Raina k.
Sitter Profile Image: Sean O.
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Sean O.
$78
total per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
2 years of experience
Wilmington, VT, 05363

“Sully came home a tired and happy boy. Reliable and dependable. A+”

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Amy S.
Sitter Profile Image: Steve F.
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Steve F.
$84
total per night
5.0 out of 5 stars
• 2 reviews
2 repeat clients
12 years of experience
Lee, MA, 01108

“Steve communicated very directly. He had passion for caring for your dog.”

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Michael T.
Sitter Profile Image: Tammy S.
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Tammy S.
$73
total per night
1 repeat client
15 years of experience
Hoosick Falls, NY, 12090

About: Dependable dog walker, puppy playdate scheduler, and boarder! While you're out on vacation, make sure your dog gets a vacation too! We know they'll love it here! Over 15 years experience of dog walking, training, boarding, an interactive dog play. As a small business owner, I'm able to set my own days and to work around clients' needs of sitting, walking, training, and playing with furry friends! We usually spend the majority of our days outside in the fenced in yard. I have a heater on the patio for the frigid days so we can all be comfy and still get out exercise in! Schedules work best for most dogs, with LOTS of outside time! Whether you need me to run and let your buddy outside, take them for a walk, board them while you're on vacation, or bring them here for the day to stay busy and active, I've got you covered!

Sitter Profile Image: Alexis K.
Verified Background Check
Alexis K.
$77
total per night
5.0 out of 5 stars
• 102 reviews
41 repeat clients
30 years of experience
Northampton, MA, 01060

“Our dog and cat had a great stay with Alexis. She kept us up to date on how they were doing and sent lots of pictures and videos. Our dog especially can be shy at first and she was immediately comfortable with Alexis. I also appreciated that she suggested we meet beforehand so we could see where the pets would be staying and make sure everyone got along. I would definitely book again!”

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Jackie B.
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The median cost per night for dog boarding in Drury is $58

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  • 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.

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

How to book dog boarding

  1. 1. Search

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Popular requests for dog boarding - Drury

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Sitters in Drury average 11
repeat dog boarding clients

FAQs for Dog Boarding - Drury

Frequently asked questions about Rover

As of November 2026, there are 206 sitters on Rover offering Dog Boarding across Drury. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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 Drury 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 Drury 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 Drury.

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.

Yes, you can find sitters who have experience with handling special pet needs in Drury. On Rover:

  • 90% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

You and your Drury 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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