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: Mahayla G.
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Mahayla G.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 54 reviews
25 repeat clients
15 years of experience
Adams, MA, 01220

“I was very happy with this service. Mahayla was able to take Dougal onshort notice and was very accommodating to my schedule. I got daily videos that were much appreciated!!”

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

“Brooke was great, able to take our puppy in on short notice so we could attend a concert at Tanglewood, and very attentive to his needs. A great help if you are coming from out of town and unsure where to leave your pup for a few hours or overnight”

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Eric B.
Sitter Profile Image: Laura P.
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Laura P.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 96 reviews
24 repeat clients
43 years of experience
Wilmington, VT, 05363

“We cannot say enough nice things about Laura. She took our two medium sized dogs in for over a week when we were in a pinch. She took all of our instructions to make sure our dogs were well taken care of and kept us updated with pictures the entire time…which helped us enjoy our vacation free of worry!”

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

“Ericca took great care of my dad's dogs while he was in the hospital. She was able to schedule with me last minute, over a holiday weekend, and extended the boarding by a day too. She was friendly, flexible, and kind. Recommended!”

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Asher C.
Sitter Profile Image: Jess L.
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Jess L.
$50
total per night
5.0 out of 5 stars
• 89 reviews
21 repeat clients
5 years of experience
Pittsfield, MA, 01201

“Jess was good. We booked her while we were in Berkshires for our weekend ski/snowboard trip. It was a basically a 2 day noticed thankfully she was available. We enjoyed ourselves knowing that our Shiba girl Yumi was taken care of. Twice a day updates as requested. Whenever were in the area again, will rebook. Thanks Jess!”

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Cheuck L.
Sitter Profile Image: Davis B.
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Davis B.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 47 reviews
12 repeat clients
10 years of experience
BENNINGTON, VT, 05201

“We did a trial night with my dog. I knew immediately she was perfect for my special needs fur baby! She knew exactly how to care for him and I felt at ease. She went above and beyond with Boomer We have booked Boomer next stay . I highly recommend Davis .”

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Tonia H.
Sitter Profile Image: John M.
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John M.
Star Sitter
$78
total per night
5.0 out of 5 stars
• 157 reviews
61 repeat clients
15 years of experience
Turners Falls, MA, 01376

“John did a great job taking care of our girl for over a week! He was communicative and sent photos and videos every day, which meant so much to us. He will take great care of any pet!”

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Wren K.
Sitter Profile Image: Jessica C.
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Jessica C.
Star Sitter
$33
total per night
5.0 out of 5 stars
• 58 reviews
19 repeat clients
35 years of experience
Sunderland, MA, 01375

“Josie loves dogs and took great care of our Pip. The family made Pip feel good about spending the weekend with them and seemed to love her, even forgiving her for getting food off the counter. 😬 we feel fortunate to have found them.”

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

“Kate is sooo wonderful! It was my first time looking for a sitter and i was worried because I never left my dog with someone that’s not my family members or friends but my Bella took to her right away and gets so excited to see her. Kate is very responsive to texts and keeps me posted with photos I feel so much at ease knowing that my pup is well looked after. Thank you Kate for taking such a good care of my dog while I was away 🙏🏻”

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

“Jennifer took such wonderful care of our puppy for an entire week. It was like leaving him with a family member and we couldn’t be happier. We will definitely work with Jennifer again.”

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

“Karl is a wonderful pet sitter. Bella loved her time in his home and we loved the photos of her looking calm and well loved. Thank you so much, we will definitely be in touch next time we need dog sitting!”

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Sarah A.
Sitter Profile Image: Kellie H.
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Kellie H.
$107
total per night
5.0 out of 5 stars
• 14 reviews
5 repeat clients
10 years of experience
Dalton, MA, 01226

About: I love a challenge and a new four legged friend! Puppy biting, pulling on walks, endless energy? Let me know and we can come up with a good plan to meet your pups needs. I’m happy to hike with dogs, water activities, or other outdoor outings if it is what your pup needs to be their best at home. I also have a large fenced in yard to play fetch as opposed to a walk if that helps your dog get their energy out better! (6ft tall wood privacy) I learn quickly and care about how you want your pet care of above all else. I’ve owned, cared for, and fostered many animals across numerous ages and breeds. I have availability on weekends and after 4pm most weekdays. I am flexible and don’t mind last minute requests as my job allows for a good amount of flexibility I can adjust for a specific situation. I reinforce good behaviors or redirect bad behaviors with positive methods. I will not place any animal in an overly stressful environment and will meet them where they are at.

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

“Dobby had an amazing time! She came back so happy. She spent a lot of her time in the kiddie pool, playing with other dogs, chewing bones, and being her energetic, social self. So happy to have booked Nicole again!! Highly recommend!”

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Cody S.
Sitter Profile Image: Irene T.
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Irene T.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 23 reviews
7 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: Western B.
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Western B.
$84
total per night
5.0 out of 5 stars
• 3 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: Sarah & Noah P.
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Sarah & Noah P.
$35
total per night
1 repeat client
10 years of experience
Pittsfield, MA, 01201

About: I have years of experience caring for dogs and cats, including feeding, walking, administering basic medications, maintaining routines, and providing lots of love, attention, and companionship. I mostly work from home but when I’m not home, my fiancé (who will love your pets just as much as me) is! I am always available! I have a large yard and a 2,500 sq ft home so your babies will have room! I also have 2 friendly dogs to keep your pets company 😊 I have an extra room in my home for pets but if sleeping on my bed is more their style then that’s okay too!

Sitter Profile Image: Krystal N.
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Krystal N.
$28
total per night
7 years of experience
Williamstown, MA, 01267

About: I have a sweet 4 yr old toy poodle girl and 3 yr old Siamese boy cat who love new friends! I’m attentive, patient, and treat every pet like family.🐾 Pet care is something I genuinely enjoy making part of my routine. I love starting the day with a walk and making time for play, cuddles, and companionship throughout the day. Since I work from home Wednesdays and Thursdays, I’m able to give pets plenty of attention without leaving them alone for long periods. On my days off, I have even more flexibility for longer walks, adventures, and one on one time. I’m happy to follow each pet’s usual routine so they feel comfortable and at home! I love getting to know each pet and making sure they feel happy, safe, and right at home! I have a large, open yard where pets can enjoy some fresh air and playtime while I’m outside supervising (weather permitting). My sweet toy poodle also loves making new friends and would be happy to keep your pup company! I’ll follow their usual routine, including meals, walks, playtime, cuddles, and any special instructions you provide. My goal is for every pet to feel comfortable, loved, and part of the family while they’re with me!

Sitter Profile Image: Yenifer V.
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Yenifer V.
$73
total per night
5.0 out of 5 stars
• 35 reviews
7 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: Alex B.
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Alex B.
$39
total per night
5.0 out of 5 stars
• 3 reviews
1 year of experience
Hoosick Falls, NY, 12090

“Thank you for taking awesome care of MR Bruno”

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Karen E.
Sitter Profile Image: Letícia B.
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Letícia B.
$84
total per night
5.0 out of 5 stars
• 21 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.
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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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Meet local sitters who will treat your dogs like family

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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.

<b>Tip:</b> 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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