Dog Boarding in South Lee, MA

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Top rated South Lee dog boarders

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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 immediately set our minds at ease by texting us just several hours after dropping our dog off, telling us that Ella had eaten and was getting along with everybody. We were then able to relax and begin to enjoy our trip. She kept the messages and photos coming which was so nice! If we every go away again we will definitely leave Ella with Brooke.

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

Tetiana is an amazing petsitter! She is communicative, attentive to details and, most importantly, has a loving and giving heart. She and her lovely mom Maria treated my Edna like their own, with play and cuddles and outdoor adventures — many pictures clearly showing to me Edna’s enjoyment. I hope Edna can return to Tetiana’s and I highly recommend her.

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Ann D.
Sitter Profile Image: Teresa D.
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Teresa D.
Star Sitter
from
$60
per night
5 out of 5.0 stars
35 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: 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: 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

We had a great experience leaving our Cocker Spaniel Alfred with John. Every part of the experience was excellent — John offered to meet us and Alfred the week before the drop off; when we dropped Alfred off John said he was going to spend some one on one time with Alfred to get to know him. It was easy and our dog loved his visit. We’ll be back again for sure!

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John L.
Sitter Profile Image: Nicole P.
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Nicole P.
Star Sitter
from
$55
per night
5 out of 5.0 stars
9 reviews
3 repeat clients
34 years of experience
Elizaville, NY, 12523

Nicole was absolutely amazing!!! She was so responsive, sent lots of pics and I’ve never seen my dog so happy in someone else’s home! 10/10 experience!!! Thank you Nicole for taking such perfect care of Misha!!!

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Inna K.
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
11 repeat clients
6 years of experience
Kinderhook, NY, 12106

Deanne was a lifesaver - not only did she agree to take our cat Tulip on such short notice, but she helped me with my separation anxiety with such kindness and empathy. Deanne went out of her way to send pictures and videos of Tulip having a great time, which meant the world to me. Tulip was clearly happy, well taken care of, and now I have to buy her a cat tree since the one Deanne provided brought her so much joy. Thank you so much from the bottom of my heart - Brianna

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Evan B.
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: 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: Yenifer V.
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Yenifer V.
from
$65
per night
5 out of 5.0 stars
11 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: Jess L.
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Jess L.
from
$45
per night
5 out of 5.0 stars
70 reviews
19 repeat clients
5 years of experience
Pittsfield, MA, 01201

Must hv her booked! Quick communicator. Overnight stay s extra special. U ll be assured that ur dog ll be at good place w kindered dogsitter.

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Heidi A.
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: 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: Aura G.
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Aura G.
from
$50
per night
5 out of 5.0 stars
1 review
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: 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: 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: Candice S.
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Candice S.
from
$55
per night
5 out of 5.0 stars
25 reviews
7 repeat clients
10 years of experience
Stottville, NY, 12172

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!

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Nataliya W.
Sitter Profile Image: Nicole R.
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Nicole R.
from
$55
per night
20 years of experience
Elizaville, NY, 12523

About: What sets me apart is the level of care, presence, and attention I bring to every pet I look after. As a stay-at-home mom, I have the flexibility and availability to give pets consistent companionship and supervision throughout the day. I understand how important routines, comfort, and trust are—especially when someone else is caring for a beloved pet. I’m naturally nurturing, detail-oriented, and communicative, which means you’ll always know your pet is safe, happy, and well cared for. I treat every pet like part of the family, because to me, they truly are. I’m a stay at home mom of 2 wonderful animal adoring children. Because I’m home throughout the day, your pet will get plenty of attention, playtime, and care. During their stay, your pet will experience all the best parts of our family just as if they were our own. When caring for your pets in a clients home, I do my best to adhere to all routines and schedules so the pets can feel as comfortable as possible. I will respect your home and keep everything clean, organized, and calm. I’m more than happy to send regular updates and photos so you can feel comfortable and at ease while you’re away. My goal is to provide a loving and safe environment for you and your pet so you can rest assured knowing that they are being taken care of to your standards.

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: Kim M.
Verified Enhanced Background Check
Kim M.
Star Sitter
from
$45
per night
5 out of 5.0 stars
61 reviews
23 repeat clients
20 years of experience
Westfield, MA, 01085

Kim watched our elderly Yorkie while we were away for a week. She was always quick to reply to any questions or concerns we had leading up to his stay. During our time away, she stayed in touch and sent pictures. She informed us that our dog was comfortable and already into a routine which we were so happy to hear since we know how anxious he can be when he is away from home. We felt at peace while away. We will DEFINITELY book her again!!!

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Cheryl G.
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Sitter Profile Image: Brooke B.
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Sitter Profile Image: Brooke B.
Verified Background Check

Brooke B.
Rover 101
Star Sitter

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

Brooke immediately set our minds at ease by texting us just several hours after dropping our dog off, telling us that Ella had eaten and was getting along with everybody. We were then able to relax and begin to enjoy our trip. She kept the messages and photos coming which was so nice! If we every go away again we will definitely leave Ella with Brooke.

Availability updated 4 days ago
Sitter Profile Image: Tetiana M.
Verified Enhanced Background Check
Sitter Profile Image: Tetiana M.
Verified Enhanced Background Check

Tetiana M.
Star Sitter

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

Tetiana is an amazing petsitter! She is communicative, attentive to details and, most importantly, has a loving and giving heart. She and her lovely mom Maria treated my Edna like their own, with play and cuddles and outdoor adventures — many pictures clearly showing to me Edna’s enjoyment. I hope Edna can return to Tetiana’s and I highly recommend her.

Availability updated 62 days ago
Sitter Profile Image: Teresa D.
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Sitter Profile Image: Teresa D.
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Teresa D.
Star Sitter

Dog Mom w/Rich Fostering Background
Ashley Falls, MA, 01222
15.2 mi. away
Boarding
from
$60
per night
5 out of 5.0 stars
35 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 5 days ago
Sitter Profile Image: Peter K.
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Sitter Profile Image: Peter K.
Verified Background Check

Peter K.

Dogs speak to those who listen.
South Egremont, MA, 01258
11.4 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 12 days ago
Sitter Profile Image: John S.
Verified Enhanced Background Check
Sitter Profile Image: John S.
Verified Enhanced Background Check

John S.
Star Sitter

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

We had a great experience leaving our Cocker Spaniel Alfred with John. Every part of the experience was excellent — John offered to meet us and Alfred the week before the drop off; when we dropped Alfred off John said he was going to spend some one on one time with Alfred to get to know him. It was easy and our dog loved his visit. We’ll be back again for sure!

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Nicole P.
Verified Enhanced Background Check
Sitter Profile Image: Nicole P.
Verified Enhanced Background Check

Nicole P.
Star Sitter

SAHM of 3 girls and 3 furbabies ❤️
Elizaville, NY, 12523
27.0 mi. away
Boarding, Doggy Day Care
from
$55
per night
5 out of 5.0 stars
9 reviews
3 repeat clients
Profile image

Nicole was absolutely amazing!!! She was so responsive, sent lots of pics and I’ve never seen my dog so happy in someone else’s home! 10/10 experience!!! Thank you Nicole for taking such perfect care of Misha!!!

Availability updated yesterday
Sitter Profile Image: Deanne R.
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Sitter Profile Image: Deanne R.
Verified Enhanced Background Check

Deanne R.
Star Sitter

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

Deanne was a lifesaver - not only did she agree to take our cat Tulip on such short notice, but she helped me with my separation anxiety with such kindness and empathy. Deanne went out of her way to send pictures and videos of Tulip having a great time, which meant the world to me. Tulip was clearly happy, well taken care of, and now I have to buy her a cat tree since the one Deanne provided brought her so much joy. Thank you so much from the bottom of my heart - Brianna

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

Irene T.

Your fur babies home away from home
Pittsfield, MA, 01201
11.8 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 2 days ago
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
2.0 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 10 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
11.4 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 5.0 stars
11 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 yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jess L.
Verified Enhanced Background Check
Sitter Profile Image: Jess L.
Verified Enhanced Background Check

Jess L.

I care for the care of your pets
Pittsfield, MA, 01201
12.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
70 reviews
19 repeat clients
Profile image

Must hv her booked! Quick communicator. Overnight stay s extra special. U ll be assured that ur dog ll be at good place w kindered dogsitter.

Availability updated yesterday
Sitter Profile Image: Franny A.
Verified Enhanced Background Check
Sitter Profile Image: Franny A.
Verified Enhanced Background Check

Franny A.

Compassionate dog lover
Copake, NY, 12516
18.8 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 15 days ago
Sitter Profile Image: Mary & Todd H.
Verified Background Check
Sitter Profile Image: Mary & Todd H.
Verified Background Check

Mary & Todd H.

Weekend getaway with active people
Chatham, NY, 12037
15.5 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 45 days ago
Sitter Profile Image: Aura G.
Verified Enhanced Background Check
Sitter Profile Image: Aura G.
Verified Enhanced Background Check

Aura G.

Love, Care and Belly rubs!
Pittsfield, MA, 01201
12.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
1 review
Profile image

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

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
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 5 days ago
Confirmed availability for Labor Day Weekend
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
15.8 mi. away
Boarding, Doggy Day Care
from
$50
per night
2 reviews

Ashley has cared for our 2 boxers many times. She deeply cares for your pets well being like they are her own. Over the time she spent pet sitting she would also send pictures of them. It was a great way to see them while traveling. I would highly recommend Ashley for your pet care needs.

Availability updated today
Sitter Profile Image: Candice S.
Verified Enhanced Background Check
Sitter Profile Image: Candice S.
Verified Enhanced Background Check

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
25 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 31 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Nicole R.
Verified Enhanced Background Check
Sitter Profile Image: Nicole R.
Verified Enhanced Background Check

Nicole R.

Welcome to our family!
Elizaville, NY, 12523
29.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
4 reviews

Nicole has a wonderful mannerism with all creatures great and small. My dogs, cats, and horses just love her. When our 18 year old cattle dog was given his final visit with our vet, Nicole brought clay to the house and made paw imprints for us. I was touched by this act of kindness and in all my years with many pets, I had never heard of this. She is one of the good ones! I smile when I see her and the keepsakes I have of my beloved pet will always be cherished by our family.

Availability updated today
Confirmed availability for Labor Day Weekend
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
11.6 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 6 days ago
Sitter Profile Image: Kim M.
Verified Enhanced Background Check
Sitter Profile Image: Kim M.
Verified Enhanced Background Check

Kim M.
Rover 101
Star Sitter

Will treat your dog as my own.
Westfield, MA, 01085
28.3 mi. away
Boarding
from
$45
per night
5 out of 5.0 stars
61 reviews
23 repeat clients
Profile image

Kim watched our elderly Yorkie while we were away for a week. She was always quick to reply to any questions or concerns we had leading up to his stay. During our time away, she stayed in touch and sent pictures. She informed us that our dog was comfortable and already into a routine which we were so happy to hear since we know how anxious he can be when he is away from home. We felt at peace while away. We will DEFINITELY book her again!!!

Availability updated today
Confirmed availability for Labor Day Weekend

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