Dog Boarding Middlefield

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Middlefield, 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 and her family were kind and loving to Millie! She hasn’t been with anyone but us and she isn’t a very easygoing pup so we were so relieved when Millie was so relaxed and happy in Brooke’s home. Brooke kept us updated and sent many adorable photos! I would absolutely book with Brooke again and will recommend her to anyone needing care for their fur children.”

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Kisti O.
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: Yenifer V.
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Yenifer V.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 37 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: Katelyn S.
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Katelyn S.
Star Sitter
$35
total per night
5.0 out of 5 stars
• 14 reviews
5 repeat clients
25 years of experience
Westfield, MA, 01085

“Posy had a great time with Katie and the dogs! She loved getting to play in the yard and get some outside time. Sue came home happy and ready for a nap!”

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Auri C.
Sitter Profile Image: Carmela A.
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Carmela A.
$39
total per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
25 years of experience
Agawam, MA, 01030

“Carmela was super nice with my elder dog. My chihuahua suffered violence from a teenager and now his behavior is not the best. Carmela was so comprehensive and knew how to manage him to keep him feel safe in her home. I am so thankful that she received my baby in her home for the time I had to travel.”

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Virginia G.
Sitter Profile Image: Franny A.
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Franny A.
$56
total per night
5.0 out of 5 stars
• 7 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: Rachel M.
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Rachel M.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 24 reviews
7 repeat clients
20 years of experience
South Hadley, MA, 01075

“I booked Rachel last minute fully expecting for her to not respond or say she was available and she responded within minutes for my last second request. She and her family took excellent care of Hank and sent me several pictures and updates through out. 10/10. Very happy to have found someone trust worthy i can leave my dog with and have no worries without feeling like i am burdening friends or family.”

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Phil 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 was fantastic with our two pups. It was obvious he spent a lot of time with them and the daily photos were wonderful. We will definitely use John again should the need arise and we highly recommend him.”

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Cathi F.
Sitter Profile Image: Mary & Todd H.
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Mary & Todd H.
$50
total per night
5.0 out of 5 stars
• 39 reviews
11 repeat clients
40 years of experience
Chatham, NY, 12037

“As I write this review I look down at my pup who is exhausted from her stay with Mary and Todd. They took Harper in last minute for an overnight/all day play date with their other dog pepper. Harper was treated as one of their own. Over the course of her stay we had daily updates and shared pictures of the trip to art Omi and for evening/morning walks. I can’t thank them enough so I figured this review would be accepted as my appreciation. I would highly recommend them, you will not be disappointed!!! Thanks again Mary and Todd”

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Stephanie G.
Sitter Profile Image: Caitlin C.
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Caitlin C.
Star Sitter
$54
total per night
5.0 out of 5 stars
• 17 reviews
9 repeat clients
20 years of experience
West Springfield, MA, 01089

“Caitlin and her family took incredible care of our dog! She has stayed with them in the past and loved the accommodations AND the TLC! Caitlin provided a few photos while we were away, which only further assured us our pet was being well taken care of! Thanks again!”

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Charles D.
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: 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: Aishea A.
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Aishea A.
$56
total per night
5.0 out of 5 stars
• 59 reviews
24 repeat clients
25 years of experience
Liberty Heights, Springfield, MA, 01104

“Aishea was nice and welcoming to Charlie. He felt comfortable immediately with her. Charlie was very well taken care of. Kept me updated of how he was and sent picture and videos. Will definitely recommend. Thank you Aishea!”

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Luz R.
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: 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

“Lady ( Kim ) was wonderful with our son Tommy’s gave updates every day. And she worked on commands with our pup. Thanks Again Kim . Much appreciated. Al & Michelle”

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Alan H.
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: 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: 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

“Gloria was very great sitter …She was very attentive & responsive each time I checked in with her…she also sent photos of my dog Yuko to reassure me that she was ok… I will definitely use her service again …”

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Tonya N.
Sitter Profile Image: Briana V.
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Briana V.
$56
total per night
5.0 out of 5 stars
• 17 reviews
8 repeat clients
7 years of experience
Granby, CT, 06035

“Oh my goodness, where do I start?! I was terrified to leave my 5 year old Frenchie with anyone while I went on a family cruise because he had just been prescribed daily meditation for severe back pain. My friends and family all had plans so I took my chances and turned to Rover.com. I read through a ton of reviews and finally chose Briana. Boy, am I GLAD I did??!! I feel like I hit the jackpot!!!!!! Briana was a true God send!!! From the very first text interaction, I knew she was the one! She asked ALL the right questions and even offered to do a meet and greet beforehand! She was warm, inviting and extremely responsive before we had even met. Her home is beautiful and immaculate, and my baby felt right at home with her and her loving family! She stayed in contact, sent pictures and videos and was just as much of a “nurse” as I am with his daily meditation and TLC!! She even went the extra mile to get him more fresh food because I accidentally didn’t pack enough (the joys of packing an entire family for a cruise will sometimes make you forget about the family pets needs😩😂). When my Frenchie was leaving her home, he turned around a dozen times (in his own way of saying goodbye) and even watched her home from the car window as we drove way— which was a sign that he was loved and cared for enough to feel sad to leave them. THAT was my sign to add her to my contacts list as his forever dog sitter!! I CAN NOT RECOMMEND HER ENOUGH!!!! If you’re looking for a “second family” for your fur baby, SHE should be choice!!! I am SO glad I made the perfect decision for him,AND us as a family!! Gift yourself the peace of mind you need while you’re away and chose this sitter. Thank me later!!! 😜”

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Natalie 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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How to book dog boarding

  1. 1. Search

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Popular requests for dog boarding - Middlefield

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FAQs for Dog Boarding - Middlefield

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 Middlefield 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 Middlefield.

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 Middlefield 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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