Pet Boarding in Winsted

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Top rated Winsted pet boarders

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Sitter Profile Image: Yajaira R.
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Yajaira R.
Star Sitter
from
$38
per night
5 out of 5.0 stars
105 reviews
56 repeat clients
4 years of experience
Waterbury ct, CT, 06708

Yajaira is the real MVP! Indica felt right at home under her care. She was responsive and loved getting picture mail. Grateful to have found her.

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Massiel F.
Sitter Profile Image: Maria D.
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Maria D.
Star Sitter
from
$30
per night
5 out of 5.0 stars
135 reviews
70 repeat clients
28 years of experience
Meriden, CT, 06451

Maria did an AMAZING job caring for my senior dog. She managed to keep up with his feeding/meds schedule, and kept him safe, and loved. I definitely recommend her care, and will rebook her services whenever I need to. Thank you so much Maria. Gustav is all healthy and perky.:-)

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Daniele L.
Sitter Profile Image: Ricky R.
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Ricky R.
Star Sitter
from
$45
per night
5 out of 4.9 stars
78 reviews
33 repeat clients
8 years of experience
Manchester, CT, 06040

Ricky did a great job , got my boys back healthy and happy . He provided updates with pics and was really responsive. Trust that Ricky will take care of your pet . Will definitely have him look after my boys again.

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Ivan N.
Sitter Profile Image: Shanagay C.
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Shanagay C.
Star Sitter
from
$50
per night
5 out of 5.0 stars
15 reviews
7 repeat clients
2 years of experience
Enfield, CT, 06082

This was a last minute trip and we needed someone to watch our baby. Shanagay was willing and open and ziva took to her right away. She was sweet and sent pictures and my dog loved her! We will absolutely use her again .

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Jazzie R.
Sitter Profile Image: Liliana Z.
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Liliana Z.
Star Sitter
from
$45
per night
5 out of 5.0 stars
25 reviews
13 repeat clients
10 years of experience
Middlebury, CT, 06762

Liliana & her husband are very nice and very flexible with dropoff/pickup times. She sends nice photos of my dog on a walk or just relaxing at her house.

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Theresa H.
Sitter Profile Image: Steve R.
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Steve R.
Star Sitter
from
$52
per night
5 out of 5.0 stars
425 reviews
152 repeat clients
20 years of experience
Enfield, CT, 06082

Steve and Deb are awesome! Finney had an amazing time hanging out and playing with their dogs and guests! Thanks for taking such exceptional care of our little man!

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Leland F.
Sitter Profile Image: Wendy s.
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Wendy s.
from
$48
per night
5 out of 5.0 stars
120 reviews
29 repeat clients
10 years of experience
New britain, CT, 06052

Accepted a last minute booking ? Sent photos and was very responsive when I asked how my dog was doing. Also has a cute dog so it's like your dog is having a sleepover at a best friends house

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Julie H.
Sitter Profile Image: Triba M.
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Triba M.
Star Sitter
from
$50
per night
5 out of 5.0 stars
56 reviews
19 repeat clients
8 years of experience
Downtown, HARTFORD, CT, 06103

Triba was wonderful and so professional to work with! We really appreciate how she handled our dog with separation anxiety - she made him (and us) feel comfortable with a day-long boarding.

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Melissa S.
Sitter Profile Image: Kim M.
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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 was great with Cookie. She made her feel right at home. Cookie often doesn't eat for a little while after I'm away from her. Kim made Cookie felt so safe, she ate not long after I left! That's a first for Cookie!

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Michelle D.
Sitter Profile Image: Andrea P.
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Andrea P.
from
$40
per night
5 out of 4.4 stars
7 reviews
1 repeat client
8 years of experience
Barry Square, Hartford, CT, 06114

Andrea was absolutely amazing! She was friendly, professional, and went above and beyond to make sure our pup, Scooby, felt comfortable and happy during his stay. We loved receiving the regular updates with pictures and videos, it gave us such peace of mind while we were away. To top it off, she even gifted Scooby the cutest goodie bag when we picked him up! I highly recommend Andrea and will definitely trust her to watch Scooby again in the future.

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Ashley M.
Sitter Profile Image: Kaelan M.
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Kaelan M.
from
$40
per night
5 out of 5.0 stars
3 reviews
12 years of experience
Washington depot, CT, 06794

Kaelan was a great sitter! We received photos daily . Kealan took Phillup out for rides which he loves and he got lots of affection. I don’t think he missed us at all. Highly recommend Kaelan! Will definitely use again!

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Gail B.
Sitter Profile Image: Chris S.
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Chris S.
from
$50
per night
5 out of 5.0 stars
20 reviews
7 repeat clients
28 years of experience
Westfield, MA, 01085

Chris was amazing with our Scruffy! We appreciated her photos and messages…and Scruffy appreciated the walks and the love! We highly recommend booking with her! Thank you, Chris ?❤️

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Ingrid E.
Sitter Profile Image: Shelby L.
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Shelby L.
Star Sitter
from
$40
per night
5 out of 4.9 stars
81 reviews
24 repeat clients
30 years of experience
Westfield, MA, 01085

Shelby treated my dog like her own. Daisy was loved and so happy while staying with her. Shelby’s communication was great and she sent me frequent pictures of Daisy while we were away. We will definitely be using Shelby again.

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Linda L.
Sitter Profile Image: Gail S.
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Gail S.
Star Sitter
from
$40
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
10 years of experience
Granby, CT, 06035

I recently had Gail take care of my dog, Dior, for a week while I was on vacation. The bond Gail and her dog Ginger formed with Dior was heartwarming. It was clear that she genuinely cared for my dog, providing plenty of love and attention. Dior came home happy and well-exercised, which is a testament to the great care they received. Safety was a top priority for me, and I felt completely at ease knowing Gail was watching over my pet. [He/She/They] followed all instructions regarding feeding and I appreciated the regular updates and photos that kept me in the loop. Overall, I couldn't be happier with my experience with Gail. I highly recommend her for anyone looking for a trustworthy and caring dog sitter.

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Tausha T.
Sitter Profile Image: Anna P.
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Anna P.
Star Sitter
from
$42
per night
5 out of 5.0 stars
28 reviews
9 repeat clients
3 years of experience
Burlington, CT, 06013

We went away for a weekend trip and Anna watched our dog overnight. Anna texted us updated and sent pictures to show us how Misty was doing the whole time. We dropped her off at Anna’s house and met her friendly family. We felt comfortable knowing she was there and will definitely be leaving Misty with her, again!

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Jacquelyn B.
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: Robin L.
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Robin L.
from
$55
per night
5 out of 5.0 stars
287 reviews
103 repeat clients
30 years of experience
TOMASTON, CT, 06787

Robin is always so wonderful with our dog, Adelaide. She does regular drop in visits with her so when we need boarding services, Robin is always our first choice! She shows our dog so much care, attention and love.

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Shelley R.
Sitter Profile Image: Kaylyn D.
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Kaylyn D.
Star Sitter
from
$70
per night
5 out of 5.0 stars
37 reviews
6 repeat clients
11 years of experience
Granby, CT, 06035

Our 14 yo dog Marley had a good stay with Kaylyn. Marley has some weird old dog behavior which Kaylyn was able to manage and accommodate. He came home healthy, happy and safe. Thank you

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John W.
Sitter Profile Image: Laura L.
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Laura L.
from
$30
per night
1 year of experience
Canton, CT, 06019

About: I take care of my boyfriend’s dog when he goes work or on trip. I starts enjoying to caring of his dog and playing around. My schedule is Monday - Friday at morning or night. I can do flexible schedule and anytime whenever you need me to care of dogs. I take care of them feed, walking around until they exhausted. I do play with them all days that they deserve to enjoy on beautiful day.

Sitter Profile Image: Elizabeth B.
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Elizabeth B.
from
$31
per night
20 years of experience
Torrington, CT, 06790

10/10 for Elizabeth. We don't normally board Lasha but will definitely work with Elizabeth again. She did a wonderful job keeping in touch, sending a photo each day of Lasha playing outside. He seemed happy and healthy when we picked him up. Clean home, space outside to play, sitter with a wonderful demeanor. Overall fantastic boarding experience.

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Rudy R.
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Loving pet boarding sitters in your neighborhood

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Sitter Profile Image: Yajaira R.
Verified Enhanced Background Check
Sitter Profile Image: Yajaira R.
Verified Enhanced Background Check

Yajaira R.
Star Sitter

A house with a lot of love for pets
Waterbury ct, CT, 06708
27.1 mi. away
Boarding
from
$38
per night
5 out of 5.0 stars
105 reviews
56 repeat clients
Profile image

Yajaira is the real MVP! Indica felt right at home under her care. She was responsive and loved getting picture mail. Grateful to have found her.

Availability updated 4 days ago
Sitter Profile Image: Maria D.
Verified Background Check
Sitter Profile Image: Maria D.
Verified Background Check

Maria D.
Star Sitter

I love animals, animals love me!!!
Meriden, CT, 06451
29.3 mi. away
Boarding, Doggy Day Care
from
$30
per night
5 out of 5.0 stars
135 reviews
70 repeat clients
Profile image

Maria did an AMAZING job caring for my senior dog. She managed to keep up with his feeding/meds schedule, and kept him safe, and loved. I definitely recommend her care, and will rebook her services whenever I need to. Thank you so much Maria. Gustav is all healthy and perky.:-)

Availability updated 41 days ago
Sitter Profile Image: Ricky R.
Verified Background Check
Sitter Profile Image: Ricky R.
Verified Background Check

Ricky R.
Star Sitter

good sized yard and home full time
Manchester, CT, 06040
29.3 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 4.9 stars
78 reviews
33 repeat clients
Profile image

Ricky did a great job , got my boys back healthy and happy . He provided updates with pics and was really responsive. Trust that Ricky will take care of your pet . Will definitely have him look after my boys again.

Availability updated 14 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Shanagay C.
Verified Enhanced Background Check
Sitter Profile Image: Shanagay C.
Verified Enhanced Background Check

Shanagay C.
Star Sitter

No dog too big or too small or too
Enfield, CT, 06082
24.4 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
15 reviews
7 repeat clients
Profile image

This was a last minute trip and we needed someone to watch our baby. Shanagay was willing and open and ziva took to her right away. She was sweet and sent pictures and my dog loved her! We will absolutely use her again .

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Liliana Z.
Verified Enhanced Background Check
Sitter Profile Image: Liliana Z.
Verified Enhanced Background Check

Liliana Z.
Star Sitter

Unconditional love of dogs
Middlebury, CT, 06762
27.0 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
25 reviews
13 repeat clients
Profile image

Liliana & her husband are very nice and very flexible with dropoff/pickup times. She sends nice photos of my dog on a walk or just relaxing at her house.

Availability updated 50 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Steve R.
Verified Background Check
Sitter Profile Image: Steve R.
Verified Background Check

Steve R.
Rover 101
Star Sitter

I am a retired teacher/dog owner
Enfield, CT, 06082
25.6 mi. away
Boarding, Drop-In Visits
from
$52
per night
5 out of 5.0 stars
425 reviews
152 repeat clients
Profile image

Steve and Deb are awesome! Finney had an amazing time hanging out and playing with their dogs and guests! Thanks for taking such exceptional care of our little man!

Availability updated 13 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Wendy s.
Verified Enhanced Background Check
Sitter Profile Image: Wendy s.
Verified Enhanced Background Check

Wendy s.

Furbabies Airbnb
New britain, CT, 06052
23.0 mi. away
Boarding, Doggy Day Care
from
$48
per night
5 out of 5.0 stars
120 reviews
29 repeat clients
Profile image

Accepted a last minute booking ? Sent photos and was very responsive when I asked how my dog was doing. Also has a cute dog so it's like your dog is having a sleepover at a best friends house

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Triba M.
Verified Background Check
Sitter Profile Image: Triba M.
Verified Background Check

Triba M.
Star Sitter

I’ll always be there for your pet!
Downtown, HARTFORD, CT, 06103
22.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
56 reviews
19 repeat clients
Profile image

Triba was wonderful and so professional to work with! We really appreciate how she handled our dog with separation anxiety - she made him (and us) feel comfortable with a day-long boarding.

Availability updated yesterday
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
21.7 mi. away
Boarding
from
$45
per night
5 out of 5.0 stars
61 reviews
23 repeat clients
Profile image

Kim was great with Cookie. She made her feel right at home. Cookie often doesn't eat for a little while after I'm away from her. Kim made Cookie felt so safe, she ate not long after I left! That's a first for Cookie!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Andrea P.
Verified Enhanced Background Check
Sitter Profile Image: Andrea P.
Verified Enhanced Background Check

Andrea P.

Your dog will be in good hands
Barry Square, Hartford, CT, 06114
23.4 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 4.4 stars
7 reviews
1 repeat client
Profile image

Andrea was absolutely amazing! She was friendly, professional, and went above and beyond to make sure our pup, Scooby, felt comfortable and happy during his stay. We loved receiving the regular updates with pictures and videos, it gave us such peace of mind while we were away. To top it off, she even gifted Scooby the cutest goodie bag when we picked him up! I highly recommend Andrea and will definitely trust her to watch Scooby again in the future.

Availability updated today
Sitter Profile Image: Kaelan M.
Verified Enhanced Background Check
Sitter Profile Image: Kaelan M.
Verified Enhanced Background Check

Kaelan M.

Big dogs✅Small dogs✅Medium dogs✅
Washington depot, CT, 06794
23.3 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
3 reviews
Profile image

Kaelan was a great sitter! We received photos daily . Kealan took Phillup out for rides which he loves and he got lots of affection. I don’t think he missed us at all. Highly recommend Kaelan! Will definitely use again!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Chris S.
Verified Enhanced Background Check
Sitter Profile Image: Chris S.
Verified Enhanced Background Check

Chris S.

Experienced Pet Sitter
Westfield, MA, 01085
21.6 mi. away
Boarding, Drop-In Visits
from
$50
per night
5 out of 5.0 stars
20 reviews
7 repeat clients
Profile image

Chris was amazing with our Scruffy! We appreciated her photos and messages…and Scruffy appreciated the walks and the love! We highly recommend booking with her! Thank you, Chris ?❤️

Availability updated yesterday
Sitter Profile Image: Shelby L.
Verified Enhanced Background Check
Sitter Profile Image: Shelby L.
Verified Enhanced Background Check

Shelby L.
Star Sitter

Your dog has a spot on our couch!!
Westfield, MA, 01085
19.5 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 4.9 stars
81 reviews
24 repeat clients
Profile image

Shelby treated my dog like her own. Daisy was loved and so happy while staying with her. Shelby’s communication was great and she sent me frequent pictures of Daisy while we were away. We will definitely be using Shelby again.

Availability updated 24 days ago
Sitter Profile Image: Gail S.
Verified Enhanced Background Check
Sitter Profile Image: Gail S.
Verified Enhanced Background Check

Gail S.
Star Sitter

Retired and love dogs
Granby, CT, 06035
13.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
Profile image

I recently had Gail take care of my dog, Dior, for a week while I was on vacation. The bond Gail and her dog Ginger formed with Dior was heartwarming. It was clear that she genuinely cared for my dog, providing plenty of love and attention. Dior came home happy and well-exercised, which is a testament to the great care they received. Safety was a top priority for me, and I felt completely at ease knowing Gail was watching over my pet. [He/She/They] followed all instructions regarding feeding and I appreciated the regular updates and photos that kept me in the loop. Overall, I couldn't be happier with my experience with Gail. I highly recommend her for anyone looking for a trustworthy and caring dog sitter.

Availability updated 13 days ago
Sitter Profile Image: Anna P.
Verified Enhanced Background Check
Sitter Profile Image: Anna P.
Verified Enhanced Background Check

Anna P.
Star Sitter

Responsible & active dog lover
Burlington, CT, 06013
14.8 mi. away
Boarding
from
$42
per night
5 out of 5.0 stars
28 reviews
9 repeat clients
Profile image

We went away for a weekend trip and Anna watched our dog overnight. Anna texted us updated and sent pictures to show us how Misty was doing the whole time. We dropped her off at Anna’s house and met her friendly family. We felt comfortable knowing she was there and will definitely be leaving Misty with her, again!

Availability updated yesterday
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
12.8 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 2 days ago
Sitter Profile Image: Robin L.
Verified Enhanced Background Check
Sitter Profile Image: Robin L.
Verified Enhanced Background Check

Robin L.

I adore dogs.
TOMASTON, CT, 06787
16.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
287 reviews
103 repeat clients
Profile image

Robin is always so wonderful with our dog, Adelaide. She does regular drop in visits with her so when we need boarding services, Robin is always our first choice! She shows our dog so much care, attention and love.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kaylyn D.
Verified Enhanced Background Check
Sitter Profile Image: Kaylyn D.
Verified Enhanced Background Check

Kaylyn D.
Star Sitter

Faith, love and joy.
Granby, CT, 06035
13.8 mi. away
Boarding, Drop-In Visits
from
$70
per night
5 out of 5.0 stars
37 reviews
6 repeat clients
Profile image

Our 14 yo dog Marley had a good stay with Kaylyn. Marley has some weird old dog behavior which Kaylyn was able to manage and accommodate. He came home healthy, happy and safe. Thank you

Availability updated 11 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Laura L.
Verified Enhanced Background Check
Sitter Profile Image: Laura L.
Verified Enhanced Background Check

Laura L.

Blue-white mixed eyes
Canton, CT, 06019
11.1 mi. away
Boarding, Doggy Day Care
from
$30
per night
1 year of experience

About: I take care of my boyfriend’s dog when he goes work or on trip. I starts enjoying to caring of his dog and playing around. My schedule is Monday - Friday at morning or night. I can do flexible schedule and anytime whenever you need me to care of dogs. I take care of them feed, walking around until they exhausted. I do play with them all days that they deserve to enjoy on beautiful day.

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Elizabeth B.
Verified Enhanced Background Check
Sitter Profile Image: Elizabeth B.
Verified Enhanced Background Check

Elizabeth B.

Reliable pet care you can count on!
Torrington, CT, 06790
9.6 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$31
per night
20 years of experience
Profile image

10/10 for Elizabeth. We don't normally board Lasha but will definitely work with Elizabeth again. She did a wonderful job keeping in touch, sending a photo each day of Lasha playing outside. He seemed happy and healthy when we picked him up. Clean home, space outside to play, sitter with a wonderful demeanor. Overall fantastic boarding experience.

Availability updated 22 days ago

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