Dog Boarding Winchester

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Winchester, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Jie M.
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Jie M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 56 reviews
10 repeat clients
10 years of experience
Swanzey, NH, 03446

“Jie and her family were lovely hosts and took such great care of my pup! I was appreciative of the last minute meet and greet just to make sure it was a good fit for my little one and it certainly was. All the pictures and videos were wonderful and they kept her busy! I will certainly rebook in the future!”

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Karla V.
Sitter Profile Image: Holly R.
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Holly R.
from
$60
per night
4.8 out of 5 stars
• 6 reviews
2 repeat clients
20 years of experience
Hinsdale, NH, 03451

“Holly and her family were wonderfully accommodating and helpful with our pet Sylvie. They have a wealth of experience looking after dogs, and really appreciate their individual personalities and needs.Communication was great and I would hve them watch Sylvie again, anytime.”

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Laura L.
Sitter Profile Image: Emily J.
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Emily J.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 48 reviews
24 repeat clients
35 years of experience
Gardner, MA, 01440

“Thank you Emily for making Sherlock feel at home!!! Sherlock was welcomed as part of their own family. Emily and all her family members made it very easy for him! He had a very comfortable stay! ❤️”

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Soumya D.
Sitter Profile Image: Rachael L.
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Rachael L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 51 reviews
22 repeat clients
25 years of experience
Dublin, NH, 03444

“My dog has never been so content returning from boarding. It was evident that Rachael and her family took great care of her. I definitely would not hesitate to send my dog to Rachael again.”

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Michaela B.
Sitter Profile Image: Alicia W.
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Alicia W.
from
$49
per night
5.0 out of 5 stars
• 16 reviews
5 repeat clients
10 years of experience
Keene, NH, 03431

“Alicia and her sweet family welcomed Ollie into their home for a 10 day stay. This was Ollie's first stay away from home and Alicia did her best to make him feel safe and comfortable during his stay. Upon pickup he was healthy and happy - would not hesitate to book again!”

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karin a.
Sitter Profile Image: Christian M.
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Christian M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 37 reviews
13 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: Robin K.
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Robin K.
from
$65
per night
50 years of experience
Athol, MA, 01331

About: I love dogs. I have a rescue her name is Snickers and shes 7 months old. I've had dogs all my life. How anyone can hurt man's best friend is beyond me. She is like my child and makes me smile, keeps me company and I dont know what I would do without her. I love her with all my heart and wouldnt trade her for the world. I would treat anyone's dog like I would my own. They are all special in their own way. I would be honored to take care of your dog, I look forward to meeting you very soon. Thank you, Robin K I work full time at home and I'm able to walk my dog and take her out anytime! I'm available all day. My Snickers would love a play mate. I dont have crate but if yours needs one you'll have to bring it. I'm very diligent in taking my pup out all day long.

Sitter Profile Image: Elizabeth B.
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Elizabeth B.
from
$25
per night
20 years of experience
Gardner, MA, 01440

About: My love for exotic animals made me a zookeeper 20 years ago, but caring for pets and farm animals is my favorite. Happy to help you! I have a fully flexible schedule. I can be there for you during days, evenings, overnights, and weekends. I have a big sweet dog to keep your pets company in our home, or in yours. It’s OK if your pets would rather no outside furry friends though. I am happy to respect your preferences on crating/gating/free range, special diets/fresh cooking, walk schedule, basic obedience, snuggles, toys, and treats. Dogs of any size and breed, and pets and farm animals of any species will be well-loved in your absence. 💛

Sitter Profile Image: Natalya K.
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Natalya K.
from
$70
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
10 years of experience
Shutesbury, MA, 01072

“Natalya was wonderful with Charlie, our miniature schnauzer... She introduced him to a doggie door (his first) and he enjoyed playing with Natalya's two lovely dogs... I know he was well cared-for! Communicating with Natalya was easy. A great experience for us and Charlie.”

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Sharon D.
Sitter Profile Image: Hillaree H.
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Hillaree H.
from
$62
per night
5.0 out of 5 stars
• 31 reviews
10 repeat clients
40 years of experience
Conway, MA, 01341

About: My family has always had dogs, and I feel that they enhance the family unit. No discrimination against certain breeds. German Shepherd, Rottweiler, American Staffordshire, Boxer, makes no difference to me. I adore all the four-legged kids! I have my own four-legged kid, and truly appreciate the help I’ve received through Rover.com, while being at work or out of town. It’s such a relief to know that the he is taken care of, so I can continue working to provide for him. Updating you on the visit with pictures and/or videos, so you can see your four-legged kid(s) have been cared for, would be my pleasure. Dogs are family, and I would gladly treat yours as part of my pack. I would be happy to perform drop-in visits or walk your dog(s) during the day, or into the night hours, as my schedule allows. Currently, I am unavailable for midday drop-ins and walks Mondays through Thursdays. Updating you on the visit with pictures and/or videos, so you can see your four-legged kid(s) have been cared for, would be my pleasure. I happily treat your fur kids as lovingly as my own. Always checking that food and water bowls filled as needed. Utilizing the crate should they need it upon my leaving.

Sitter Profile Image: Zachary P.
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Zachary P.
from
$40
per night
26 years of experience
Keene, NH, 03431

About: I've been around dogs my entire life. At about 5 years old, my father adopted my grandfather's two Beagles and they quickly became my best friends. Today, I have 2 dogs at home, one that's 17 and one that's 7. And still they're my best friends. For as much as I love dogs, it really does feel like they love me back. Whenever I go over anyone's house I hear " Wow he never behaves this well around people normally." Each dog is so unique and the most fun thing for me is learning what makes them wag their little tails! I work from home from my apartment and only have one roommate so I'm incredibly flexible when it comes to scheduling. I'm sure that I could make just about anything work given a small notice. I have a two room apartment and a kitchen. Playing and feeding is easy for me in the apartment, but I also have a park right near me, about a 5 minute walk away.

Sitter Profile Image: Sean O.
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Sean O.
from
$70
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: Ava V.
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Ava V.
from
$60
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
5 years of experience
Amherst, MA, 01002

About: I’ve given love and care to multiple dogs and cats ranging from puppies and kittens to seniors. I feel very comfortable administering medications and will give exceptional care to animals with special needs. As an Animal Science major at UMASS, I currently study/work with farm and companion animals. I’m currently working part time, leaving optimal time to care for your pets! I am available for pet sitting or walking Sunday-Wednesday all day and Thursday-Saturday before 3pm and after 8:30pm. I am flexible to your needs! I love all pets and will provide lots of love and affection. I’m willing to give walks and/or do overnights.

Sitter Profile Image: Nel G.
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Nel G.
from
$115
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
13 years of experience
amherst, MA, 01002

About: I am passionate about providing great care for dogs, cats, and other animals. I have experience pet sitting dogs, cats, birds, and horses. I'm professional, trustworthy, reliable, patient, and flexible. I will keep you up to date on all of the happenings that take place during the time I spend and care for your pet. I realize that every client is different, so I'll work with you to ensure that you and your pet's needs are met. I'm available for overnight pet sitting during the weekdays and weekends. At this time, I am pretty flexible timewise for drop-in pet care and/or dog walking services. Happy to take care of animals at the client's home and/or go for local walks. I do not pet sit at my home. I have a car and might be open to bringing dogs on hikes.

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Dog parents share their Rover experiences - Winchester

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5.0 out of 5 stars

Carter was an excellent sitter. He showed concern for my dogs health by reviewing my dogs eating habits to make sure no food would be bad for him. Oliver was in great spirits and seemed to have had a great visit full of love.

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Michael C.
Boarding
5.0 out of 5 stars

Carter was awesome!! He took such great care of our dog and also was great at communicating in advance and then whine he had the dog. Very grateful and a great recommendation for others!

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Elizabeth B.
Boarding
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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?

  • Cashless payments

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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 - Winchester

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FAQs for Dog Boarding - Winchester

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 Winchester home-away-from-home, 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 Winchester.

<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 Winchester 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 , 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 .

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 NH 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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