Dog Boarding in Winchester

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Sitter Profile Image: Oana & Oliver B.
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Sitter Profile Image: Oana & Oliver B.
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1. Oana & Oliver B.

Rover 101
For the love of dogs
Woburn, MA, 01801
2.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
331 reviews
159 repeat clients
from
$69
per night

Our pup Indi once again had the best time staying with Oana and Oliver!! Oana and Oliver are so great about sending tons of amazing pictures and always answer immediately to any questions or check-ins. We so appreciate having a family our dog can stay with safely and cannot recommend them enough!!

Sitter Profile Image: Paul M.
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Sitter Profile Image: Paul M.
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2. Paul M.

RoverGO
Puppy Paradise!
Arlington, MA, 02474
2.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
83 reviews
33 repeat clients
from
$52
per night

Paul was super accommodating to take Loki for a few days and nights. He made Loki feel welcome and comfortable - totally happy with his stay. Will definitely rebook with him!

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Sitter Profile Image: Victoria B.
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Sitter Profile Image: Victoria B.
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3. Victoria B.

Rover 101
Full time WFH doggy lover 🐾
Chelsea, MA, 02150
6.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
158 reviews
63 repeat clients
from
$55
per night

Victoria was great with Bruno while I was on vacation. She updated me with pictures daily. It looked like they had a lot of fun together! Bruno seemed very content afterwards!

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Sitter Profile Image: Julia R.
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Sitter Profile Image: Julia R.
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4. Julia R.

Rover 101
Safe & happy place for your pets 😻
Malden, MA, 02148
4.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
10 repeat clients
from
$60
per night

Julia took great care of my cat while we were suddenly away for a few days. It’s great to find someone so reliable on such short notice. Would use again and recommend to others!

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Sitter Profile Image: Emily C.
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Sitter Profile Image: Emily C.
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5. Emily C.

My kids are amazing with your pups
Stoneham, MA, 02180
3.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
6 repeat clients
from
$53
per night

We had a great experience with Emily. She was very flexible both for drop off and pick up, stayed in constant communication throughout our dog’s stay, and sent us many pictures and videos. She went out of the way, bathing Coco and giving him delicious treats. I would heartily recommend her to any dog owner!

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Sitter Profile Image: Rebecca P.
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Sitter Profile Image: Rebecca P.
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6. Rebecca P.

Fun for your pup
Arlington, MA, 02474
3.4 mi. away
Boarding
5.0 out of 5 stars
18 reviews
5 repeat clients
from
$59
per night

Our dog loved staying with Rebecca and her family. He's a very anxious dog but pick up and drop off were very easy. She provided pictures and updates daily. Her kids loved him and were great with him. We would definitely recommend.

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Sitter Profile Image: Surendra S.
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Sitter Profile Image: Surendra S.
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7. Surendra S.

Rover 101
Comfort of home for your pet
Burlington, MA, 01803
3.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
96 reviews
15 repeat clients
from
$55
per night

I was worried leaving Biscuit being it was my first time away. There was no need. She was one happy pup, had playmates every day and a large fenced in yard They provided excellent care and daily photos and video just put my mind at ease. I highly recommend this family and will definitely book again. Thank you for everything 🐶🐾

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Sitter Profile Image: Kristin K.
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Sitter Profile Image: Kristin K.
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8. Kristin K.

I’ve got love to spare
Winchester, MA, 01890
1.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
10 reviews
from
$63
per night

We are so very grateful to have found Kristin to watch our sweet pup, Lilly! From the moment we were in contact with Kristin she was professional, caring, and thorough and that continued throughout Lilly's stay. Kristin provided regular updates with pictures & video, and it was evident that Lilly was having a blast and being well cared for. At the end of Lilly's stay Kristin provided the cutest report card of Lilly, which really signifies Kristin's extraordinary effort to get to know the dogs she sits for and the quality time she spends with them. We give Kristin our highest recommendation!

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Sitter Profile Image: Andy S.
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Sitter Profile Image: Andy S.
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9. Andy S.

🐾 Meet Your Pet's New Best Friend!
Arlington, MA, 02474
2.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$50
per night

First time, and hopefully not the last, working with Andy. Kind and flexible with drop off and pick up. Very helpful in caring for our dogs, daily pics and updates. Highly recommend, thank you Andy!

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Sitter Profile Image: Yesika S.
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Sitter Profile Image: Yesika S.
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10. Yesika S.

Loving, caring and good leader
North Cambridge, Cambridge, MA, 02140
4.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
159 reviews
51 repeat clients
from
$70
per night

She always takes such wonderful care of my dog Eloise. To the point where she doesn’t even seem sad when she has to leave me 😂 because she knows she is going to have so much fun with Yesika. My go-to!

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Sitter Profile Image: Nana G.
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Sitter Profile Image: Nana G.
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11. Nana G.

Stay at home sitter w/ fenced yard
Medford, MA, 02155
2.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
10 reviews
from
$55
per night

Nana did great with Mac Daddy! I received updates on how he was doing while I was away, and Nana was also certain to ask me important details about taking care of Mac Daddy.

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Sitter Profile Image: Bonnie K.
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Sitter Profile Image: Bonnie K.
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12. Bonnie K.

Rover 101
Your pet is my pet when with me.
Arlington, MA, 02474
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
64 reviews
28 repeat clients
from
$85
per night

Our dog had a great time at Bonnie’s house! He loved the play time with other dogs and having a big yard to run around in and she kept us updated on how he was doing

Sitter Profile Image: Rupendra & Lora S.
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Sitter Profile Image: Rupendra & Lora S.
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13. Rupendra & Lora S.

Meet your pet’s new best friend!
Burlington, MA, 01803
4.2 mi. away
Boarding
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$55
per night

Peanut had the best time with Rupendra and Lora! They were so accommodating especially when I was running late to pick her up. They sent frequent photos, videos and updates which made me feel so much better knowing she was happy and comfortable with them as it is her first time boarding in quite a while. They administered her medication as directed and kept me up to date on how she was eating. Given her condition I felt extremely comfortable knowing she was taken care of and I would absolutely rebook with them!

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Sitter Profile Image: Katerina & Roland C.
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Sitter Profile Image: Katerina & Roland C.
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14. Katerina & Roland C.

Rover 101
Pet-less family to love your pet
Arlington, MA, 02476
3.7 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
28 reviews
9 repeat clients
from
$60
per night

Sushi had a great time with Katerina and Roland. She loved the playtime and hike with their family. They were very communicative and sent frequent updates on Sushi through the day. I would definitely book them again to take care of Sushi.

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Sitter Profile Image: Hannah L.
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Sitter Profile Image: Hannah L.
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15. Hannah L.

Care and fun walks for your dog!
Stoneham, MA, 02180
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
5 repeat clients
from
$60
per night

Very friendly, provided plenty of photos for us to see our dog during her stay. She was very responsive and attentive to the dog. When she got home she seemed happy! Recommended.

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Sitter Profile Image: Siddharth &  Nikita V.
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Sitter Profile Image: Siddharth &  Nikita V.
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16. Siddharth & Nikita V.

Always here for the fur babies! 🐶
Stoneham, MA, 02180
1.9 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$60
per night

It was such a great experience with Siddharth and Nikita! Luna had a great time playing with their dog and they gave her lots of love and care! They also sent me plenty of pictures and video of Luna for updates which I really appreciate! Highly recommended!

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Sitter Profile Image: Rob W.
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Sitter Profile Image: Rob W.
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17. Rob W.

Responsible long-time friend of dog
MELROSE, MA, 02176
3.4 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
49 reviews
33 repeat clients
from
$70
per night

Excellent experience ( first weekend ) for my boy to board at Rob's! Rob is very nice as is his dog Pepper! Patric had a great time playing, hiking and enjoying his time away with this lovely family and I was updated with photos. I'm very happy with the stay and certainly will try to use Rob's services again if he is available. Thank you so much Rob and family?❤️

Sitter Profile Image: Christie & Daniel W.
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Sitter Profile Image: Christie & Daniel W.
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18. Christie & Daniel W.

Rover 101
I'll be one with your doggo!
Charlestown, Charlestown, MA, 02129
5.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
50 reviews
22 repeat clients
from
$60
per night

Christie and Daniel took really good care of our dog Polo! It is his first time boarding and they did really well accommodating him, taking care of his need and provide plenty of hike/walks. I can see Polo is relaxed and happy around the family and baobao the pup (he is definitely sad coming home, Polo loves wrestling with Bao ?) Christie provided frequent photo/video updates and was quick responding to questions. I will definitely recommend the stay with the family; Polo cannot wait to visit again!

Sitter Profile Image: Debbee C.
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Sitter Profile Image: Debbee C.
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19. Debbee C.

Caring & Experienced Dog Lover!
Melrose, MA, 02176
3.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$60
per night

Debbee is very welcoming, to canines and humans alike. My good fortune with Rover sitters continues, my boy is an OCD homebody but settled in at Debbee's place very quickly. Would not hesitate to board Argos at Debbee's in the future, great communication that put my worried mind at ease.

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Sitter Profile Image: Luciana R.
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Sitter Profile Image: Luciana R.
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20. Luciana R.

Flexible Full-Time Family Care
Melrose, MA, 02176
4.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
204 reviews
134 repeat clients
from
$60
per night

Luciana was an awesome dog sitter. Took great care of our dog, sent lots of great pictures, was very responsive to everything we sent. We hope she is available the next time we have to leave! Thank you Luciana!!

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Winchester Dog Boarding ratings

Overall Rating:
5.0 out of 5 stars

Dog boarders in Winchester are rated on average 5 out of 5 stars based on 134 reviews.


Rover.com is the simple, savvy way to find and book Winchester pet boarding. It's easy to find the perfect dog sitter - many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Winchester, MA has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of our dog kennel alternatives. When you book [city name] dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

The price of dog boarding in Winchester, MA might not be as much as you thought. Whatever your price range, you'll find a dog sitter on Rover for almost any budget. Interested in finding out what the typical Rover dog sitter expects as a dog boarding fee? Visit our average dog boarding rates report to see the general fees before checking out an individual dog sitter's hourly rates.

If you're the sort of person who likes to book services when you're out and about, you'll love the Rover dog boarding app. In minutes, you'll be able to view hundreds of experienced dog sitters no matter where you are, or re-book on-demand with your puppy's favorite dog sitter. You'll get to check in in real-time to see how your dog's day is going, with the photo updates feature from your dog sitter via the Rover dog boarding app. And if you hate carrying cash, or calculating tips, you'll love the Rover app's cashless payment feature which enables fast, secure payment of your dog sitter without money needing to change hands.

Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money with dog boarding in Mauldin, SC. If you're not sure where to start, visit our page about how to become a dog sitter. We're always happy to include new dog sitters in our dog boarding service listings, and the simple application process means you can start your own dog boarding business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog sitters have access to helpful benefits including premium pet insurance and cashless payment feature, so you don't have to worry about getting paid on time. Why not apply today?

In other words, when you use Rover to find Winchester dog boarding services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.

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