Dog Boarding in Winchester

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Confirmed availabilityEaster weekend
Oana & Oliver B.
For the love of dogsWoburn, MA, 01801
Dog Boarding, Doggy Day Care, Dog Walking

Oana and Oliver were great to our 2 year old dog who we hadn't left in a year due to Covid! They were flexible and very easy to communicate with. Our dog had … (more)

from
$45
per night
Paul M.
2.
Puppy Paradise!Arlington, MA, 02474
Dog Boarding

From our initial phone conversation I got a good vibe from Paul. He seemed knowledgeable and familiar with our dog’s issues (mostly anxiety). Meeting Paul at dr… (more)

from
$48
per night
Confirmed availabilityEaster weekend
Susan M.
3.
Specializing in keeping pets happy!Winchester, MA, 01890
Dog Boarding, House Sitting, Drop-In Visits

Susan was great! She was super flexible with scheduling, was communicative (sent regular updates throughout our dog’s stay with at her house) and most important… (more)

from
$80
per night
Confirmed availabilityEaster weekend
Kimm & Kenn S.
Love dogs, love to walk!Woburn, MA, 01801
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Kimm and Kenn were lovely. There was clear communication about drop off and pick up. They sent several updates with pictures of walks during our dog's stay. (more)

from
$45
per night
Calendar Recently Updated
Catherine F.
A 2nd Home for Your Dog!North Cambridge, Cambridge, MA, 02140
Dog Boarding, Doggy Day Care

Catherine is amazing. She watched my high energy dog for a few days and was very responsive and sent pics of my pup frequently (something I appreciated but didn… (more)

from
$45
per night
Confirmed availabilityEaster weekend
6.
Home Full-time - Dogs = FamilyStoneham, MA, 02180
Dog Boarding

Jonny is simply the best! He took extra good care of Tatum while we were away for the long weekend, and provided us with lots of adorable photos and updates. I … (more)

from
$40
per night
Confirmed availabilityEaster weekend
7.
Works from Home, Constant AttentionCambridgeport, Cambridge, MA, 02139
Dog Boarding

Craig was phenomenal. Communication was superb, timely, and included lots of pictures/updates of all the fun that Baxter was having with Rubio! Overall, best ex… (more)

from
$49
per night
Calendar Recently Updated
8.
Caring and Playful Dog LoverMedford, MA, 02155
Dog Boarding

Emma was great. We left our nine month old lab mix with her for a week. She was super accommodating, and attentive to her while we were gone. She sent a ton of … (more)

from
$40
per night
Calendar Recently Updated
A dog loving family,Woburn, MA, 01801
Dog Boarding, Doggy Day Care

Kyla, Michael, their children and their dog Buckeye are just wonderful. This is the first time that we leave our beagle Lupa with them and we couldnt be happier… (more)

from
$65
per night
Calendar Recently Updated
10.
Animal lover who enjoys long walks!Riverside, Cambridge, MA, 02139
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Kelly took care of my 4 month old puppy for 4 days while I was away and she was great!! She sent me daily updates with photos each day. I would definitely recom… (more)

from
$42
per night
Confirmed availabilityEaster weekend
11.
Works from Home, Loving CareCharlestown, Charlestown, MA, 02129
Dog Boarding, Doggy Day Care

Brigid could not have been a better babysitter for Wynnie! She was clearly very caring, thoughtful, and responsible, and I felt so at ease knowing Wynnie was in… (more)

from
$48
per night
Confirmed availabilityEaster weekend
12.
Dog and animal lover extrodinaireWoburn, MA, 01801
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Rebecca took care of my dog with all heart and dedication. She took my dog to play often and baked nice treats for him! Rebecca is very kind and caring person.… (more)

from
$45
per night
13.
Allow me to help care for your loveBurlington, MA, 01803
Dog Boarding, Doggy Day Care

Steve (and Cooper) are amazing! Billy loved his stay and can’t wait to go back. It’s a great feeling knowing that your furry family member is well cared for wh… (more)

from
$40
per night
Confirmed availabilityEaster weekend
A fenced yard + a really cool dog!Medford, MA, 02155
Dog Boarding, Doggy Day Care

Barbara went above and beyond taking care of our pup. She kept me updated about twice a day about how Lola was doing and sent me a lot of pictures! My dog is ki… (more)

from
$40
per night
Confirmed availabilityEaster weekend
15.
Best BuddiesMalden, MA, 02148
Dog Boarding

Tiana took great care of our pup Lula, providing constant updates and photos! She was super flexible to meet prior to boarding and was able to accommodate our c… (more)

from
$35
per night
Confirmed availabilityEaster weekend
16.
Safe, Friendly Pet CareMalden, MA, 02148
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

We are so happy with Adam and his family! We've only had Milly a few weeks and she is still working on housetraining and manners (she's nearly 4 months) and Ada… (more)

from
$50
per night
Confirmed availabilityEaster weekend
17.
I am an animal lover.Watertown, MA, 02472
Dog Boarding, Doggy Day Care

Ismael was absolutely fantastic. He responded quickly to all of my messages leading up to the stay, answering every one of my questions. He really made me feel … (more)

from
$43
per night
Calendar Recently Updated
18.
Dogs deserve all the good in life.East Cambridge, Cambridge, MA, 02141
Dog Boarding, Doggy Day Care, Dog Walking

Diego was amazing! Zoey can be a little nervous in new places, but with all of his updates and pictures, I felt good the entire time that Zoey was settling in a… (more)

from
$45
per night
Calendar Recently Updated
19.
Phi 
Verified Background Check
Rover 101
I live five minutes from a dog parkEast Boston, Boston, MA, 02128
Dog Boarding, Doggy Day Care

Phi was a great dog sitter and took great care of Bogie. He was very responsive before and during the stay and sent lots of updates/pictures throughout the week… (more)

from
$45
per night
Confirmed availabilityEaster weekend
20.
Active, friendly neighbor!Belmont, MA, 02478
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Angela was so great with our dog. She took him on walks, ran with him and sent us photos while we were gone. I’d definitely recommend Angela. (more)

from
$46
per night

Check out the Dog Boarding in your neighborhood:

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