Dog Boarding in Lenox Dale, MA

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Top rated Lenox Dale dog boarders

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Sitter Profile Image: Deanne R.
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Deanne R.
Star Sitter
from
$48
per night
5 out of 5.0 stars
35 reviews
12 repeat clients
6 years of experience
Kinderhook, NY, 12106

We left our pup with Deanne for a 7 day trip and she was incredible. It was all positive vibes from our first meeting onward. Our dog was clearly comfy, wonderfully cared for, and loved! Deanne will be our first call for future trips!

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Zachary C.
Sitter Profile Image: Brooke B.
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Brooke B.
Star Sitter
from
$40
per night
5 out of 5.0 stars
116 reviews
32 repeat clients
25 years of experience
Pittsfield, MA, 01201

Brooke and her family were great! I had to find boarding on a moments notice and Brooke was so good to me and Ryder. Ryder had a great time staying with Brooke and her family! Thanks so much for watching my baby!

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Rebecca M.
Sitter Profile Image: Teresa D.
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Teresa D.
Star Sitter
from
$60
per night
5 out of 5.0 stars
36 reviews
9 repeat clients
16 years of experience
Ashley Falls, MA, 01222

Finnegan had a great time! Easy communications and great updates. Would highly recommend and will definitely be back for future stays and plays!

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Sarah C.
Sitter Profile Image: John S.
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John S.
Star Sitter
from
$72
per night
5 out of 5.0 stars
80 reviews
20 repeat clients
20 years of experience
Norfolk, CT, 06058

Wonderful care from John and Dolly! They loved their welcome gift. My dogs stayed with John after 5 day car trip across country for a move. They had been very stressed and John gently helped them settle in. We look forward to their visit in 2 weeks!

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Helen G.
Sitter Profile Image: Tetiana M.
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Tetiana M.
Star Sitter
from
$60
per night
5 out of 5.0 stars
42 reviews
10 repeat clients
2 years of experience
Pittsfield, MA, 01201

Tetiana was fabulous. We struggled to find a sitter last minute due to an error...hours before having to leave for a big weekend trip, Tetiana responded and was able to house our new puppy. Immediately when meeting her, we could tell she knew what she was doing. She bonded with our rambunctious, 8-month-old hound mix (who normally has anxiety with strangers) right away. Tetiana sent us frequent picture and text updates about our puppy's activitie, and this made us feel so secure leaving her in a new place for the first time. We could not be happier! Tetiana is professional, compassionate and a natural caregiver...she went above and beyond and we will absolutely be booking with her again. Thank you!!!

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James M.
Sitter Profile Image: Franny A.
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Franny A.
from
$50
per night
5 out of 5.0 stars
5 reviews
30 years of experience
Copake, NY, 12516

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: Peter K.
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Peter K.
from
$50
per night
5 out of 5.0 stars
24 reviews
7 repeat clients
8 years of experience
South Egremont, MA, 01258

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.

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Jana P.
Sitter Profile Image: Ashley D.
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Ashley D.
from
$50
per night
30 years of experience
Southfield, MA, 01259

About: Hi there! I'm Ashley, a lifelong dog lover and work-from-home mom ready to give your pup the care and comfort they deserve. I have a special place in my heart for senior dogs, especially after caring for my fur daughter, my sweet long-haired Chihuahua who was by my side for 17 wonderful years. I understand the slower pace and extra TLC that older pups need, and I’m here to provide just that. We’ve also had two German Shepherd mixes in the past, so I’m no stranger to larger breeds. While I typically prefer small to medium-sized dogs for our home setup, I’m open to exceptions for well-mannered larger dogs — especially seniors. Because I work from home and my kids are at daycare during the day, it’s just me and your pup…which means plenty of calm, one-on-one attention and companionship in a quiet environment. I know how stressful it can be to find care you trust…especially when options in our area are limited. That’s why I treat every dog like family, with love, routine, and lots of affection. I’ll care for your furry loved one as if they were my own and will happily share updates and photos as often as you'd like to give you peace of mind while you're away. I provide attentive, loving care while fitting seamlessly into my daily routine. Because I work from home with a lot of flexibility, I can offer daily daycare with plenty of walks, playtime, and cuddles. I’m also happy to provide overnight boarding for dogs who need a home-away-from-home. Throughout, I’ll keep you updated as much as you’d like, so you always feel comfortable and connected. I care for dogs in a safe, comfortable home environment where your dog will be treated like a valued family member. While I don’t have a fenced backyard, your dog will always be supervised and safe. They’re always free to explore and relax throughout the home. Because pets are part of the family, we often allow them on the couch and beds to snuggle and feel at home, but I’m always happy to follow your preferences to make sure your fur baby feels comfortable and loved.

Sitter Profile Image: Irene T.
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Irene T.
from
$65
per night
5 out of 5.0 stars
3 reviews
1 repeat client
20 years of experience
Pittsfield, MA, 01201

About: I’ve owned and taken care of dogs more than half my life. They are family and should be treated as such. I use a gentle approach and we will make sure we are the right fit before committing to a stay. I currently work from home with our fur baby Goldie. We go for walks or hang out in the AC, or by the warm fire. Offering play and enrichment throughout the day. I have a fenced in yard, plenty of doggie beds, treats and tons of affection. A super friendly medium sized dog named Goldie and a fast moving 8 year old daughter. Must be dog and kid friendly. No cats in home.

Sitter Profile Image: Mary & Todd H.
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Mary & Todd H.
from
$45
per night
5 out of 5.0 stars
37 reviews
11 repeat clients
40 years of experience
Chatham, NY, 12037

Mary and Todd were amazing! Sent us pics of Oakley having fun on her walks and other pups Communication was terrific and Oakley seemed so happy being there! We can’t wait until her next visit with them! Plus, she made friends with the chickens!!

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Judi P.
Sitter Profile Image: Yenifer V.
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Yenifer V.
from
$65
per night
5 out of 5.0 stars
14 reviews
1 repeat client
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: Aura G.
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Aura G.
from
$45
per night
5 out of 5.0 stars
2 reviews
10 years of experience
Pittsfield, MA, 01201

Our puppy had a fabulous experience I. Aura’a household care. We will use her service again!

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Jane J.
Sitter Profile Image: Mahayla G.
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Mahayla G.
from
$75
per night
5 out of 5.0 stars
44 reviews
22 repeat clients
15 years of experience
Adams, MA, 01220

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.

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Maria L.
Sitter Profile Image: Ivan O.
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Ivan O.
from
$60
per night
5 out of 5.0 stars
5 reviews
20 years of experience
New Lebanon, NY, 12125

Ivan was a great host for Sadie. He sent photos and updates during her stay. He was also understanding and accommodating to my travel arrangements.

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Lyndsey W.
Sitter Profile Image: Kathleen M.
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Kathleen M.
Star Sitter
from
$85
per night
5 out of 5.0 stars
139 reviews
37 repeat clients
12 years of experience
Becket, MA, 01223

I was in a pinch and needed someone to watch my reactive fearful rescue pup Kora for over a week. Kathleen took amazing care of Kora and sent updates and pics everyday. Kora had so much fun playing with Kathleen’s dogs and will definitely look forward to her next visit.

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ariel s.
Sitter Profile Image: Robert W.
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Robert W.
from
$31
per night
5 out of 5.0 stars
4 reviews
2 repeat clients
10 years of experience
Lee, MA, 01238

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.

Sitter Profile Image: Sandra W.
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Sandra W.
from
$80
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
12 years of experience
Pittsfield, MA, 01201

Sandra is super professional and took great care of our dog. She sent lots of great pictures and communicated really well. Sandra is clearly both a real dog lover and terrific caregiver.

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Michael E.
Sitter Profile Image: Alister A.
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Alister A.
from
$75
per night
5 out of 4.9 stars
51 reviews
20 repeat clients
10 years of experience
Spencertown, NY, 12165

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!

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Lannise G.
Sitter Profile Image: Steve F.
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Steve F.
from
$75
per night
5 out of 5.0 stars
1 review
2 repeat clients
12 years of experience
Lee, MA, 01108

About: I'm very happy to be around pets. Have experience taking care of pets as I have had pets growing up I have been called to dog wisper because I have that connection with dogs. Your pet will be well cared for and loved in my care I'm open mornings and at night.i do food delivery and housekeeping part time.i can usually be available for whatever times you need just reach out and let me know I have a eye for detail and.very alert so your pet will be safe. What ever kind of pet sitting you need I can do

Sitter Profile Image: Teresa M.
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Teresa M.
from
$85
per night
5 out of 5.0 stars
4 reviews
11 years of experience
Pittsfield, MA, 01201

Teresa took great care of nougat. She has a lovely house with a great backyard for dogs. Nougat also got along great with her mini schnauzer.

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Suki L.
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Sitter Profile Image: Deanne R.
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Sitter Profile Image: Deanne R.
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Deanne R.
Star Sitter

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

We left our pup with Deanne for a 7 day trip and she was incredible. It was all positive vibes from our first meeting onward. Our dog was clearly comfy, wonderfully cared for, and loved! Deanne will be our first call for future trips!

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Brooke B.
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Sitter Profile Image: Brooke B.
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Brooke B.
Rover 101
Star Sitter

Dog people
Pittsfield, MA, 01201
8.8 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
116 reviews
32 repeat clients
Profile image

Brooke and her family were great! I had to find boarding on a moments notice and Brooke was so good to me and Ryder. Ryder had a great time staying with Brooke and her family! Thanks so much for watching my baby!

Availability updated yesterday
Sitter Profile Image: Teresa D.
Verified Enhanced Background Check
Sitter Profile Image: Teresa D.
Verified Enhanced Background Check

Teresa D.
Star Sitter

Dog Mom w/Rich Fostering Background
Ashley Falls, MA, 01222
19.5 mi. away
Boarding
from
$60
per night
5 out of 5.0 stars
36 reviews
9 repeat clients
Profile image

Finnegan had a great time! Easy communications and great updates. Would highly recommend and will definitely be back for future stays and plays!

Availability updated today
Sitter Profile Image: John S.
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Sitter Profile Image: John S.
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John S.
Star Sitter

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

Wonderful care from John and Dolly! They loved their welcome gift. My dogs stayed with John after 5 day car trip across country for a move. They had been very stressed and John gently helped them settle in. We look forward to their visit in 2 weeks!

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tetiana M.
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Sitter Profile Image: Tetiana M.
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Tetiana M.
Star Sitter

I care for the dogs
Pittsfield, MA, 01201
7.7 mi. away
Boarding, Doggy Day Care
from
$60
per night
5 out of 5.0 stars
42 reviews
10 repeat clients
Profile image

Tetiana was fabulous. We struggled to find a sitter last minute due to an error...hours before having to leave for a big weekend trip, Tetiana responded and was able to house our new puppy. Immediately when meeting her, we could tell she knew what she was doing. She bonded with our rambunctious, 8-month-old hound mix (who normally has anxiety with strangers) right away. Tetiana sent us frequent picture and text updates about our puppy's activitie, and this made us feel so secure leaving her in a new place for the first time. We could not be happier! Tetiana is professional, compassionate and a natural caregiver...she went above and beyond and we will absolutely be booking with her again. Thank you!!!

Availability updated 66 days ago
Sitter Profile Image: Franny A.
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Sitter Profile Image: Franny A.
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Franny A.

Compassionate dog lover
Copake, NY, 12516
22.7 mi. away
Boarding, House Sitting
from
$50
per night
5 out of 5.0 stars
5 reviews
Profile image

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.

Availability updated 20 days ago
Sitter Profile Image: Peter K.
Verified Background Check
Sitter Profile Image: Peter K.
Verified Background Check

Peter K.

Dogs speak to those who listen.
South Egremont, MA, 01258
15.6 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 16 days ago
Sitter Profile Image: Ashley D.
Verified Enhanced Background Check
Sitter Profile Image: Ashley D.
Verified Enhanced Background Check

Ashley D.

Your dogs home away from home!!
Southfield, MA, 01259
19.8 mi. away
Boarding, Doggy Day Care
from
$50
per night
2 reviews

Ashley is the definition of a true dog lover. I have known her for 15 years and would highly recommend her as a pet sitter. She is caring, responsible and your pet would be in good hands with her!

Availability updated 5 days ago
Sitter Profile Image: Irene T.
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Sitter Profile Image: Irene T.
Verified Enhanced Background Check

Irene T.

Your fur babies home away from home
Pittsfield, MA, 01201
8.0 mi. away
Boarding, Doggy Day Care
from
$65
per night
5 out of 5.0 stars
3 reviews
1 repeat client

About: I’ve owned and taken care of dogs more than half my life. They are family and should be treated as such. I use a gentle approach and we will make sure we are the right fit before committing to a stay. I currently work from home with our fur baby Goldie. We go for walks or hang out in the AC, or by the warm fire. Offering play and enrichment throughout the day. I have a fenced in yard, plenty of doggie beds, treats and tons of affection. A super friendly medium sized dog named Goldie and a fast moving 8 year old daughter. Must be dog and kid friendly. No cats in home.

Availability updated 6 days ago
Sitter Profile Image: Mary & Todd H.
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Sitter Profile Image: Mary & Todd H.
Verified Background Check

Mary & Todd H.

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

Mary and Todd were amazing! Sent us pics of Oakley having fun on her walks and other pups Communication was terrific and Oakley seemed so happy being there! We can’t wait until her next visit with them! Plus, she made friends with the chickens!!

Availability updated 49 days ago
Sitter Profile Image: Yenifer V.
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Sitter Profile Image: Yenifer V.
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Yenifer V.

EXCLUSIVE PETSITTER 💕☘️✨
Pittsfield, MA, 01201
7.3 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 5.0 stars
14 reviews
1 repeat client
Profile image

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.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Aura G.
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Sitter Profile Image: Aura G.
Verified Enhanced Background Check

Aura G.

Love, Care and Belly rubs!
Pittsfield, MA, 01201
8.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
2 reviews
Profile image

Our puppy had a fabulous experience I. Aura’a household care. We will use her service again!

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Mahayla G.
Verified Enhanced Background Check
Sitter Profile Image: Mahayla G.
Verified Enhanced Background Check

Mahayla G.

Exercise, training, and wellness!
Adams, MA, 01220
21.4 mi. away
Boarding
from
$75
per night
5 out of 5.0 stars
44 reviews
22 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 21 days ago
Sitter Profile Image: Ivan O.
Verified Enhanced Background Check
Sitter Profile Image: Ivan O.
Verified Enhanced Background Check

Ivan O.

Peaceful farmhouse on quiet road!
New Lebanon, NY, 12125
12.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
5 reviews
Profile image

Ivan was a great host for Sadie. He sent photos and updates during her stay. He was also understanding and accommodating to my travel arrangements.

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kathleen M.
Verified Background Check
Sitter Profile Image: Kathleen M.
Verified Background Check

Kathleen M.
Rover 101
Star Sitter

Berkshires #1 Trusted Pet Sitter ❤️
Becket, MA, 01223
11.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$85
per night
5 out of 5.0 stars
139 reviews
37 repeat clients
Profile image

I was in a pinch and needed someone to watch my reactive fearful rescue pup Kora for over a week. Kathleen took amazing care of Kora and sent updates and pics everyday. Kora had so much fun playing with Kathleen’s dogs and will definitely look forward to her next visit.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Robert W.
Verified Enhanced Background Check
Sitter Profile Image: Robert W.
Verified Enhanced Background Check

Robert W.

I am full of pawsitivity
Lee, MA, 01238
3.0 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 15 days ago
Sitter Profile Image: Sandra W.
Verified Enhanced Background Check
Sitter Profile Image: Sandra W.
Verified Enhanced Background Check

Sandra W.

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

Sandra is super professional and took great care of our dog. She sent lots of great pictures and communicated really well. Sandra is clearly both a real dog lover and terrific caregiver.

Availability updated 11 days ago
Sitter Profile Image: Alister A.
Verified Background Check
Sitter Profile Image: Alister A.
Verified Background Check

Alister A.

Caring and trustworthy dog lover
Spencertown, NY, 12165
12.1 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 79 days ago
Sitter Profile Image: Steve F.
Verified Enhanced Background Check
Sitter Profile Image: Steve F.
Verified Enhanced Background Check

Steve F.

Down to earth and fun loving
Lee, MA, 01108
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
1 review
2 repeat clients

About: I'm very happy to be around pets. Have experience taking care of pets as I have had pets growing up I have been called to dog wisper because I have that connection with dogs. Your pet will be well cared for and loved in my care I'm open mornings and at night.i do food delivery and housekeeping part time.i can usually be available for whatever times you need just reach out and let me know I have a eye for detail and.very alert so your pet will be safe. What ever kind of pet sitting you need I can do

Availability updated 9 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Teresa M.
Verified Enhanced Background Check
Sitter Profile Image: Teresa M.
Verified Enhanced Background Check

Teresa M.

Caring, loving, compassion .
Pittsfield, MA, 01201
5.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$85
per night
5 out of 5.0 stars
4 reviews
Profile image

Teresa took great care of nougat. She has a lovely house with a great backyard for dogs. Nougat also got along great with her mini schnauzer.

Availability updated 17 days ago

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