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 was an absolute delight! She was incredibly helpful and accommodating, making me feel at ease leaving my dog with her for five days so I could finally enjoy a much-needed family vacation. I truly appreciated Brooke’s check-ins during this time, ensuring that my dog was doing well. It was a huge relief to know that my dog was in good hands.”

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Kristina B.
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

“Laddie’s stay with Nicole could not have been a better first experience- for him, and for us. Nicole was incredibly flexible, understanding of our anxiety, and sent MANY fabulous photos and reassuring messages. She also put up with our neurotic requests! I suspect Laddie was reluctant to leave. He had a blast with her dog, AND her amazing cat😂. I”

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Linda C.
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 is the best! She is very responsive and caring with our slightly neurotic dog. 🐶 He always comes home happy and calm. Irene has a great setup for playtime (fenced yard, screened porch).”

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rochelle d.
Sitter Profile Image: Ericca B.
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Ericca B.
$70
total per night
5.0 out of 5 stars
• 60 reviews
18 repeat clients
36 years of experience
Bennington, VT, 05201

“Ericca was very communicative, responsive, and easy to work with. She was professional and cared about the health and happiness of our dog Zelda. Highly recommended.”

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Don G.
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

“Letícia took excellent care of our dog for five nights while we were away. She sent many wonderful photos and videos of Jojo playing, running and looking so happy that it made it easier for us to enjoy our vacation.”

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Ken B.
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 took great care of our two dogs. He knew I was nervous since it was the first time leaving them with someone and he kept me posted with updates and photos. They had a great time!”

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Jessica W.
Sitter Profile Image: Kate B.
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Kate B.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 30 reviews
4 repeat clients
30 years of experience
Bennington, VT, 05255

“Kate clearly has a lot of experience with dogs, and was the perfect place for our pup to spend the night. We’d definitely use her again and highly recommend her.”

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Kassia R.
Sitter Profile Image: Christian M.
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Christian M.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 39 reviews
14 repeat clients
10 years of experience
Greenfield, MA, 01301

“Christian is great! He is patient, chill, and very good with dogs! I loved that our dog wanted to go back inside with him when we had to leave; that is a great sign!”

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Gregory A.
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: Stephanie M.
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Stephanie M.
$84
total per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
40 years of experience
Greenfield, MA, 01301

“Stephanie took great care of our two dogs - took them on long walks, treated them with love, and they had a great time. Will definitely be in touch with her again when we're back in the area!”

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David C.
Sitter Profile Image: Yasmin Jamal A.
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Yasmin Jamal A.
$89
total per night
5.0 out of 5 stars
• 2 reviews
20 years of experience
Pittsfield, MA, 01201

“She was great.. very caring and responsible. I will use her again. Thank you Yasmin.”

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Vina P.
Sitter Profile Image: Josselin M.
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Josselin M.
$73
total per night
5.0 out of 5 stars
• 3 reviews
5 years of experience
Pittsfield, MA, 01201

“Josselin did a nice job with our two little dogs. We would use her again.”

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Paul R.
Sitter Profile Image: Emma G.
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Emma G.
Star Sitter
$69
total per night
5.0 out of 5 stars
• 60 reviews
14 repeat clients
15 years of experience
Northampton, MA, 01060

“Emma was fantastic with Sylvie! We appreciated her updates throughout the weekend and we were so glad to leave our dog in Emma’s capable hands!”

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Eric C.
Sitter Profile Image: Renna E.
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Renna E.
$84
total per night
16 years of experience
Shelburne, MA, 01370

About: I have experience in veterinary clinics as an assistant, technician, and at the front desk for a combined 3+ years. I have done petsitting for 16 years. I am well-versed in animal body language and I have experience handling pets of many temperaments, including anxious, reactive, senior, and medically complex animals. I’m comfortable administering medications, monitoring for signs of illness or stress, and helping pets feel safe. My background in veterinary medicine has taught me the importance of patience, reliability, and attentive care, and I treat every animal as if they were my own. My schedule is very pet-care friendly, and I’m used to building my daily routine around animals’ needs. I’m experienced with feeding schedules, walks, medications, playtime, enrichment, and monitoring animal behavior and health. I’m reliable, communicative, and make sure pets receive consistent attention and care throughout the time we spend together. I always try to keep pets comfortable by maintaining their normal routine as closely as possible. In a client’s home, I make sure pets are fed on schedule, exercised, given fresh water, and provided with plenty of attention, play, and affection. I also monitor their behavior closely for any signs of stress or illness and keep owners updated with photos and messages. With my veterinary background, I’m comfortable handling medications, senior pets, anxious animals, and pets with special needs. I prioritize safety, cleanliness, and creating a calm environment where pets feel secure and cared for.

Sitter Profile Image: Karen C.
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Karen C.
$111
total per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
10 years of experience
Florence, MA, 01062

“Karen and family were awesome with Alibi, our 15 months old Australian Shepherd. Lots of personal attention, and a great large fenced yard for the dogs to chase each other around. Karen’s whole family welcomed Alibi into their home and she really connected with their dog Lily. All in all, the stay was great and we will certainly be using Karen’s services again!”

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Michael G.
Sitter Profile Image: Danielle & Charles T.
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Danielle & Charles T.
$78
total per night
5.0 out of 5 stars
• 2 reviews
30 years of experience
Averill Park, NY, 12018

“We had an absolutely fantastic experience with Danielle and her family! We were looking for a warm, home environment for our dog Tanner rather than a kennel, and we couldn’t have found a better fit. We booked just two days in advance, and Danielle responded immediately. After a quick meet and greet, we knew she was the perfect choice—we had full confidence from the start, and that trust was reinforced throughout Tanner’s entire stay. Her communication, kindness, and genuine care were exceptional. I can’t recommend Danielle highly enough.”

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gavin c.
Sitter Profile Image: Layton H.
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Layton H.
$67
total per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
22 years of experience
Brattleboro, VT, 05301

About: Hi, my name is Layton and I've been an animal lover my whole life. I've had furry family members since I was five years old and multiple re-occuring caretaking jobs, so I know how to care for your baby. From 2018 to 2020 I worked as a dog groomer and had the privilege to work with pups of all kind - big, small, young, old, excitable and laid-back. I especially love to provide YOU with a sense of comfort knowing that your pet is in wonderful hands. I am available for overnight sittings, drop-in visits, walks, trips to the dog park and even transports to the vet and groomer. Just let me know what kind of care your pet(s) need and I'll be there! I currently have a pretty flexible schedule for the time being. I am willing to take on weekly walks, occasional overnight sittings and longer term stays. I do not offer care at my home (I live with two cats that are not too fond of other animals). But, I can provide meals, walks, play and love for your pet in their own home!

Sitter Profile Image: Lisa A.
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Lisa A.
$84
total per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
20 years of experience
Florence, MA, 01062

“Lisa took great care of Louie and provided us with updates throughout his stay with her. She's a great communicator and we would 100% book her again!”

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Amy B.
Sitter Profile Image: Evan A.
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Evan A.
$134
total per night
5.0 out of 5 stars
• 7 reviews
10 years of experience
Florence, MA, 01062

“Evan took great care of Scout. Great communication throughout and Evan went above and beyond in caring for our boy. We were sent pictures and updates regularly. Scout was given so much love, exercise and care. Would def rebook. We are grateful that our pup was so loved while we were away.”

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julie c.
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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.

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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

    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 - Drury

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FAQs for Dog Boarding - Drury

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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.

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.

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