Dog Boarding in Lenox

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Sitter Profile Image: Brooke B.
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Sitter Profile Image: Brooke B.
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1. Brooke B.

Rover 101
Star Sitter
CRAZY DOG FAMILY
Pittsfield, MA, 01201
8.0 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
109 reviews
30 repeat clients
Profile image

Brooke was an absolute lifesaver for our family when we got in a tough spot with a home move and we had absolutely no options for our large, elderly matriarch of a dog. I would enthusiasticaly recommend her to anyone. Our dog needed so much extra attention and we are really indebted Brooke and her family for helping us out.

Availability updated 2 days ago
Sitter Profile Image: Adrienne H.
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Sitter Profile Image: Adrienne H.
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2. Adrienne H.

Star Sitter
Dog lover!
Pittsfield, MA, 01021
6.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
5 out of 5.0 stars
75 reviews
24 repeat clients
Profile image

Adrienne was fantastic! Darcy loved spending time at her home and going on walks and hikes. I appreciated the active communication and knowing that my sweetie pie was being well cared for. I look forward to working with Adrienne again, and am sure Darcy does too.

Availability updated yesterday
Sitter Profile Image: Tetiana M.
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Sitter Profile Image: Tetiana M.
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3. Tetiana M.

I care for the dogs
Pittsfield, MA, 01201
5.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 4.9 stars
26 reviews
8 repeat clients
Profile image

We needed someone to board our 5-year-old pup over Thanksgiving weekend, and we were lucky to find Tetiana. She was a dream to work with! She was very accommodating and communicative (we received updates and photos every day), and her house was very calm and clean. Best of all, she really cares about animals and went above and beyond to make our dog comfortable. We look forward to working with her again soon!

Availability updated 34 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Jess L.
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Sitter Profile Image: Jess L.
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4. Jess L.

I care for the care of your pets
Pittsfield, MA, 01201
7.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$44
per night
5 out of 5.0 stars
64 reviews
16 repeat clients
Profile image

chai loved spending time with jessi! we got pupdates every day and jessi was super flexible with our chaotic schedule. we were visiting for an event, so we can’t be regulars, but we would absolutely contact jessi again if we were ever in town again. she made us feel extra comfortable with a last-minute boarding arrangement and handled our nerves with grace :) thank you so much, jessi!

Availability updated yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Mary & Todd H.
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Sitter Profile Image: Mary & Todd H.
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5. Mary & Todd H.

Weekend getaway with active people
Chatham, NY, 12037
14.7 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
37 reviews
11 repeat clients
Profile image

I felt very comfortable leaving my pup with Mary and Todd. They have a lovely home and included my dog in all of their activities: walking, running, and much more. They also kept me up to date with pics and anecdotes. I would highly recommend Mary and Todd to anyone!

Availability updated 10 days ago
Sitter Profile Image: Teresa D.
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Sitter Profile Image: Teresa D.
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6. Teresa D.

Star Sitter
Dog Mom w/Rich Fostering Background
Ashley Falls, MA, 01222
20.5 mi. away
Boarding, Doggy Day Care
from
$60
per night
5 out of 5.0 stars
32 reviews
8 repeat clients
Profile image

Theresa was an excellent communicator & sent pictures, video & regular updates, which was super reassuring since we had only had this puppy for 2 weeks. I have already recommended her to family members in the area.

Availability updated 2 days ago
Sitter Profile Image: Robert W.
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Sitter Profile Image: Robert W.
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7. Robert W.

I am full of pawsitivity
Lee, MA, 01238
4.8 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$31
per night
5 out of 5.0 stars
4 reviews
2 repeat clients

About: I am an all around animal lover who pays close attention to detail every step of the way. Your animal will get attention, cuddles and love all around. Mornings are the best time for me and even early to mid day to take your puppy out. I am flexible with scheduling and am open during the week mainly There are many options available, I have 3 cats and 1 puppy who loves other dogs. I also am able to go to your home and take them out. I am flexible.

Availability updated today
Sitter Profile Image: Tania P.
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Sitter Profile Image: Tania P.
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8. Tania P.

Humans' best friends
Pittsfield, MA, 01201
6.1 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$35
per night
1 review

She is the best pet sitter and pet walker I have ever met because she treats them with a lot of attention and love, I feel safe, I know they are in good hands and I highly recommend her.

Availability updated 51 days ago
Sitter Profile Image: Peter K.
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Sitter Profile Image: Peter K.
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9. Peter K.

Dogs speak to those who listen.
South Egremont, MA, 01258
15.7 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
24 reviews
7 repeat clients
Profile image

Peter was such a wonderful sitter. His updates were timely and detailed and I felt confident that Nutmeg was cared for, happy, and healthy during her stay. I will definitely ask Peter to sit again if I’m ever in the area again.

Availability updated 36 days ago
Sitter Profile Image: Deanne R.
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Sitter Profile Image: Deanne R.
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10. Deanne R.

I would love to watch your pets!
Kinderhook, NY, 12106
22.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$48
per night
5 out of 5.0 stars
24 reviews
7 repeat clients
Profile image

Jasper seemed very happy and well cared for when we picked him up. He needed a bit of extra care in the beginning of his stay. Deanne followed all of the instructions perfectly. Deanne sent lots of updates and pictures during his stay.

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Ivan O.
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Sitter Profile Image: Ivan O.
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11. Ivan O.

Peaceful farmhouse on quiet road!
New Lebanon, NY, 12125
9.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
3 reviews
Profile image

Ivan and his family took very good care of our pup while we were away. Our dogs became friends and I would recommend them to anyone.

Availability updated 4 months ago
Sitter Profile Image: Alister A.
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Sitter Profile Image: Alister A.
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12. Alister A.

Caring and trustworthy dog lover
Spencertown, NY, 12165
10.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 4.9 stars
51 reviews
20 repeat clients
Profile image

You and your dog will love Alister! He makes sure your dog gets lots of playtime and exercise. Alister is great with the daily updates and pics! I felt comfortable leaving Chester with him and confident he has the dog experience to handle any situation. I will definitely use Alister again!

Availability updated 15 days ago
Sitter Profile Image: John S.
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Sitter Profile Image: John S.
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13. John S.

Star Sitter
Retired professional enjoys dogs!!!
Norfolk, CT, 06058
22.0 mi. away
Boarding
from
$72
per night
5 out of 5.0 stars
66 reviews
20 repeat clients
Profile image

John and his wife were conscienscious and loving with our two dogs while we were gone. He asked lots of questions to be sure he knew their needs and was careful about introducing his dog to ours slowly. John send daily updates which was so kind, our dogs were happy and tired when we picked them up. We will use John again!!

Availability updated 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Candice S.
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Sitter Profile Image: Candice S.
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14. Candice S.

Dog lover!
Stottville, NY, 12172
23.5 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
22 reviews
7 repeat clients
Profile image

Candice was amazing and Barry absolutely adored her and her kids! he had a great time there and came home so happy! 10/10 would recommend and will def be going back!

Availability updated yesterday
Sitter Profile Image: Mahayla G.
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Sitter Profile Image: Mahayla G.
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15. Mahayla G.

Star Sitter
Exercise, training, and wellness!
Adams, MA, 01220
20.9 mi. away
Boarding
from
$65
per night
5 out of 5.0 stars
41 reviews
18 repeat clients
Profile image

I have no words for Mahayla! Couldn't ask for anyone better than you!! She went above and beyond for Chow and Zoe in their stay.We know 100% sure they will be safe and well taken care when they are with her.

Availability updated 55 days ago
Sitter Profile Image: Yenifer V.
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Sitter Profile Image: Yenifer V.
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16. Yenifer V.

PET lover
Pittsfield, MA, 01201
6.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$63
per night
5 out of 5.0 stars
2 reviews

We had several dogs at home and Yenifer has always been friendly and loving with them. She’s a caring person who’s always have a smile and a positive attitude towards the care of our loved ones.

Availability updated 52 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Sandra W.
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Sitter Profile Image: Sandra W.
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17. Sandra W.

Dog Enthusiast
Pittsfield, MA, 01201
6.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$80
per night
5 out of 5.0 stars
11 reviews
2 repeat clients

Sandra is the perfect person, friend, anyone would choose to care for their loving family member! She is parent to her beautiful Copa who is named after her children, "Co" for Cole and "Pa" for Payton. Sandra is a happy and kind person who will do anything for another. Over the many years of our friendship I have witnessed Sandra (really Sandi) give generously towards others with donations of any kind. It is her kindness that goes beyond humans and towards all animals. Knowing that your beloved pet (family member) is in her care would ease anyone's travel. Love, patience and kindness will take your place when you need to be away. Sandi should be added to the Team Rover! Everyone is a winner, especially the best family members . . . our pets!

Availability updated 4 days ago
Sitter Profile Image: Olivia V.
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Sitter Profile Image: Olivia V.
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18. Olivia V.

Reliable and Energetic Dog Lover!
Great Barrington, MA, 01230
13.8 mi. away
Boarding, House Sitting
from
$45
per night
5 out of 5.0 stars
8 reviews
Profile image

Olivia was very professional, accommodating & easy to work with. She accommodated with our flight schedule, kept us on status with our pet through videos & pictures, took him to dog park frequently, & more. I’m returning to Olivia for future out of town trips.

Availability updated 34 days ago
Sitter Profile Image: Vera M.
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Sitter Profile Image: Vera M.
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19. Vera M.

Rover 101
Mahalo ~ that's my motto!
East Greenbush, NY, 12061
27.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5 out of 5.0 stars
23 reviews
6 repeat clients
Profile image

Vera was the perfect dog sitter for our Pixel. She sent great updates and pictures throughout our trip to make us feel comfortable and show us that Pixel was having a great time. She is very thorough and asks all the right questions (even the ones that we forgot). Highly recommend Vera for all your doggy needs!

Availability updated yesterday
Sitter Profile Image: Cheyenne F.
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Sitter Profile Image: Cheyenne F.
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20. Cheyenne F.

Animal Lover - Work from Home
Kinderhook, NY, 12106
22.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$55
per night
5 out of 5.0 stars
8 reviews
1 repeat client
Profile image

Cheyenne watched our dog Nellie for the first time last night . Nellie seemed to love it and Cheyenne’s dogs . It was a great experience! Thank you !

Availability updated yesterday
Confirmed availability for Memorial Day Weekend

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