Dog Boarding in Winter Garden

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Top rated Winter Garden dog boarders

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Sitter Profile Image: Carilyn & Jorge M.
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Carilyn & Jorge M.
Star Sitter
from
$40
per night
5 out of 4.9 stars
198 reviews
54 repeat clients
15 years of experience
Orlando, FL, 32808

The JC Pet Hotel is an awesome accommodation for your pets. ❤️We felt super comfortable and happy to know our Kota was well taken care of. They are very knowledgeable and loving to our pet. We had check ins throughout the visit and look forward to booking another time.

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Janae P.
Sitter Profile Image: Mimi E.
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Mimi E.
from
$30
per night
5 out of 4.8 stars
38 reviews
10 repeat clients
5 years of experience
Winter garden, FL, 34787

Mimi was very attentive with my dog. She sent me photos of my dog ​​every day. You can trust leaving your pet and rest assured that they will be safe, she love animals

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VALESKA P.
Sitter Profile Image: Rebecca G.
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Rebecca G.
from
$35
per night
5 out of 4.9 stars
67 reviews
29 repeat clients
34 years of experience
Apopka, FL, 32712

Rebecca was a wonderful sitter!! She kept me updated on Macy throughout the day and I could tell Macy loved every bit of her stay! Thank you so muchhh

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Arkia A.
Sitter Profile Image: Brittany H.
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Brittany H.
Star Sitter
from
$35
per night
5 out of 5.0 stars
72 reviews
28 repeat clients
10 years of experience
Clermont, FL, 34711

Brittany was great - patient and very good with our pup. Communication was great and she was available and ready for us for both drop off and pick up.

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Rachel B.
Sitter Profile Image: Alexander C.
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Alexander C.
from
$35
per night
5 out of 5.0 stars
267 reviews
89 repeat clients
6 years of experience
Apopka, FL, 32712

Alexander was a great host! Kept us updated on our dog throughout the stay with photos. The other dogs he had were also friendly. Our dog came back super happy and healthy would highly recommend!

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Priscilla S.
Sitter Profile Image: Christina W.
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Christina W.
Star Sitter
from
$40
per night
5 out of 5.0 stars
94 reviews
36 repeat clients
14 years of experience
Orlando, FL, 32810

Easy communication and interaction. No issues whatsoever with drop-off and pickup. Got a couple cute pictures during my dog's stay. My 1.5 year old dog has a lot of energy and that was no issue for her. He seemed very happy and healthy at pickup. Would gladly use again.

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Alan N.
Sitter Profile Image: Sarah L.
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Sarah L.
Star Sitter
from
$35
per night
5 out of 5.0 stars
14 reviews
3 repeat clients
5 years of experience
Winter Garden, FL, 34787

We are so grateful to have found Sarah and her adorable family. My dogs immediately took to them and made themselves home. Sarah sent so many adorable photos making me know that my babies were well cared for. I highly recommend Sarah - she will treat your dog(s) like her own.

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Caroline C.
Sitter Profile Image: Amanda B.
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Amanda B.
Star Sitter
from
$43
per night
5 out of 5.0 stars
170 reviews
57 repeat clients
10 years of experience
Clermont, FL, 34711

Amanda was fantastic from early messages when I booked. She put me at ease knowing my boys would be cared for. They warmed up to her instantly. Her pictures while away reassured me they were doing ok. I will be reaching out to Amanda again for our next out of town adventure.

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Emily & Nicholas J.
Sitter Profile Image: Kymry G.
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Kymry G.
Star Sitter
from
$35
per night
5 out of 5.0 stars
531 reviews
121 repeat clients
20 years of experience
Florida Center, Orlando, FL, 32819

Kymry took great care of Fiona! She got in some good socialization with other dogs and made new friends. Will use her again in the future if I’m in the area ☺️

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Amanda T.
Sitter Profile Image: Jennifer W.
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Jennifer W.
Star Sitter
from
$40
per night
5 out of 5.0 stars
53 reviews
11 repeat clients
10 years of experience
Ocoee, FL, 34761

We just picked up our dog after a 2 week stay here. We felt our dog was in safe hands with Jennifer and was well looked after. She took him for walks and offered to give him a bath. She also has a pet camera so we could watch our dog from Thailand while on vacation which was really nice.

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Siri S.
Sitter Profile Image: Roseli G.
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Roseli G.
Star Sitter
from
$45
per night
5 out of 5.0 stars
305 reviews
88 repeat clients
40 years of experience
Winter Garden, FL, 34787

Roseli was the best sitter we’ve EVER had. This was honestly the first time I’ve felt completely comfortable leaving him with anyone. My dog felt safe, loved and had so much fun. She sent many pictures and videos too. When it was time to leave he kept jumping on her for more kisses and pets. Just goes to show how well she treats them.

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Rachel O.
Sitter Profile Image: Poliana D.
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Poliana D.
Star Sitter
from
$55
per night
5 out of 5.0 stars
465 reviews
135 repeat clients
15 years of experience
Windermere, FL, 34786

Poliana was a great sitter. She did a great job on providing updates of my dog throughout the stay and administered her medicines. I can tell by the way my dog behaves next day after boarding if she was taken care as I do, and I can tell that she had a great time with Poliana and that her routine was followed. I will definitely book her again. Thanks Poliana!

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Laurimari L.
Sitter Profile Image: Monica S.
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Monica S.
Star Sitter
from
$45
per night
5 out of 5.0 stars
19 reviews
5 repeat clients
55 years of experience
Winter Garden, FL, 34787

My rambunctious older corgis are happy and healthy upon returning from Monica’s. She is very thoughtful and gives constant updates. I felt safe leaving them in her hands.

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Amanda L.
Sitter Profile Image: Sara H.
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Sara H.
from
$30
per night
5 out of 5.0 stars
13 reviews
3 repeat clients
5 years of experience
Winter Garden, FL, 34787

Sara and her sweet family took such great care of Winston. He had the best time and we received daily updates on how he was doing. I highly recommend Sara!

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Heather And Sam L.
Sitter Profile Image: Rebecca D.
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Rebecca D.
from
$40
per night
5 out of 5.0 stars
57 reviews
11 repeat clients
17 years of experience
Apopka, FL, 32703

Rebecca was the best always responded quickly and was able to answer all my questions and concerns. Sophie is a loveable baby, will definitely use her again.

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Shelly R.
Sitter Profile Image: Savannah L.
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Savannah L.
Star Sitter
from
$50
per night
5 out of 5.0 stars
48 reviews
12 repeat clients
12 years of experience
Florida Center North, Orlando, FL, 32811

Excellent dog sitter. We had no worries she gave updates and treated our dog like family. She is a true dog lover and our pet felt comfortable which put our minds at ease during our vacation.

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Ashley S.
Sitter Profile Image: Andrew M.
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Andrew M.
Star Sitter
from
$45
per night
5 out of 5.0 stars
297 reviews
129 repeat clients
30 years of experience
Clermont, FL, 34715

I work from home, so my Tobi is fortunate to have me near. Needless to say, the decision for a pet sitter was a struggle. Well, I was blessed to have met Andrew and his lovely wife. They have a sweet spirit! Tobi was so loved and well care for. I was reassured by daily pictures and videos. If you can imagine a puppy smiling? Tobi was. Haha. When I picked him up, he was clean, calm, tired and contempt. I would , without reservations, recommend Andrew' s care. Thank you for caring for Tobi as your own ?

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Julie V.
Sitter Profile Image: Kassandra S.
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Kassandra S.
Star Sitter
from
$30
per night
5 out of 5.0 stars
12 reviews
9 repeat clients
3 years of experience
Mount Dora, FL, 32757

Kassandra was great with Chase !! Communication was amazing. Has a gated yard for your furry friend to play in. Looking to scheduled next boarding already.

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Joran B.
Sitter Profile Image: Feliksa Z.
Verified Enhanced Background Check
Feliksa Z.
Star Sitter
from
$35
per night
5 out of 4.9 stars
55 reviews
24 repeat clients
25 years of experience
Apopka, FL, 32712

Feliksa was wonderful with Pepper. She took good care of my dog. She was interested in making sure Pepper had a good experience. I appreciated that she had a clean (safe) fenced-in area outside where Pepper could get some fresh air and enjoy being outdoors. We know Pepper was in good hands and will happily book Pepper here again.

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Nancy H.
Sitter Profile Image: Michell M.
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Michell M.
Star Sitter
from
$30
per night
5 out of 5.0 stars
64 reviews
21 repeat clients
20 years of experience
Metro West, Orlando, FL, 32835

Michell is amazing. Such a sweet girl. It was our first time leaving Nikkō with a doggy sitter and we were a little nervous, but as soon as we met her she gave us a lot of good vibes, Michell and her mom are great! She sent me pictures and updates from Nikkō every day. I would definitely leave him with her again without hesitation!

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Aurora R.
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Sitter Profile Image: Carilyn & Jorge M.
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Sitter Profile Image: Carilyn & Jorge M.
Verified Enhanced Background Check

Carilyn & Jorge M.
Star Sitter

Taking care of your pets as our own
Orlando, FL, 32808
7.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 4.9 stars
198 reviews
54 repeat clients
Profile image

The JC Pet Hotel is an awesome accommodation for your pets. ❤️We felt super comfortable and happy to know our Kota was well taken care of. They are very knowledgeable and loving to our pet. We had check ins throughout the visit and look forward to booking another time.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Mimi E.
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Sitter Profile Image: Mimi E.
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Mimi E.

Puppy lover
Winter garden, FL, 34787
2.0 mi. away
Boarding, Doggy Day Care
from
$30
per night
5 out of 4.8 stars
38 reviews
10 repeat clients
Profile image

Mimi was very attentive with my dog. She sent me photos of my dog ​​every day. You can trust leaving your pet and rest assured that they will be safe, she love animals

Availability updated 26 days ago
Sitter Profile Image: Rebecca G.
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Sitter Profile Image: Rebecca G.
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Rebecca G.

Welcoming your pet in a loving home
Apopka, FL, 32712
10.2 mi. away
Boarding, Doggy Day Care
from
$35
per night
5 out of 4.9 stars
67 reviews
29 repeat clients
Profile image

Rebecca was a wonderful sitter!! She kept me updated on Macy throughout the day and I could tell Macy loved every bit of her stay! Thank you so muchhh

Availability updated 8 days ago
Sitter Profile Image: Brittany H.
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Sitter Profile Image: Brittany H.
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Brittany H.
Rover 101
Star Sitter

Chaos Coordinator
Clermont, FL, 34711
9.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
72 reviews
28 repeat clients
Profile image

Brittany was great - patient and very good with our pup. Communication was great and she was available and ready for us for both drop off and pick up.

Availability updated yesterday
Sitter Profile Image: Alexander C.
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Sitter Profile Image: Alexander C.
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Alexander C.

I love spending time with animals!
Apopka, FL, 32712
11.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
267 reviews
89 repeat clients
Profile image

Alexander was a great host! Kept us updated on our dog throughout the stay with photos. The other dogs he had were also friendly. Our dog came back super happy and healthy would highly recommend!

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

Christina W.
Star Sitter

Experienced SAH dog handler
Orlando, FL, 32810
10.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
94 reviews
36 repeat clients
Profile image

Easy communication and interaction. No issues whatsoever with drop-off and pickup. Got a couple cute pictures during my dog's stay. My 1.5 year old dog has a lot of energy and that was no issue for her. He seemed very happy and healthy at pickup. Would gladly use again.

Availability updated yesterday
Sitter Profile Image: Sarah L.
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Sitter Profile Image: Sarah L.
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Sarah L.
Star Sitter

Home full-time. Love dogs.
Winter Garden, FL, 34787
10.0 mi. away
Boarding, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
14 reviews
3 repeat clients
Profile image

We are so grateful to have found Sarah and her adorable family. My dogs immediately took to them and made themselves home. Sarah sent so many adorable photos making me know that my babies were well cared for. I highly recommend Sarah - she will treat your dog(s) like her own.

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

Amanda B.
Star Sitter

✨Great prices! And great service!✨
Clermont, FL, 34711
10.6 mi. away
Boarding, Doggy Day Care
from
$43
per night
5 out of 5.0 stars
170 reviews
57 repeat clients
Profile image

Amanda was fantastic from early messages when I booked. She put me at ease knowing my boys would be cared for. They warmed up to her instantly. Her pictures while away reassured me they were doing ok. I will be reaching out to Amanda again for our next out of town adventure.

Availability updated yesterday
Sitter Profile Image: Kymry G.
Verified Background Check
Sitter Profile Image: Kymry G.
Verified Background Check

Kymry G.
Star Sitter

Animal lover/close to local attract
Florida Center, Orlando, FL, 32819
10.0 mi. away
Boarding, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
531 reviews
121 repeat clients
Profile image

Kymry took great care of Fiona! She got in some good socialization with other dogs and made new friends. Will use her again in the future if I’m in the area ☺️

Availability updated yesterday
Sitter Profile Image: Jennifer W.
Verified Enhanced Background Check
Sitter Profile Image: Jennifer W.
Verified Enhanced Background Check

Jennifer W.
Star Sitter

Love my furry friends!
Ocoee, FL, 34761
3.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
53 reviews
11 repeat clients
Profile image

We just picked up our dog after a 2 week stay here. We felt our dog was in safe hands with Jennifer and was well looked after. She took him for walks and offered to give him a bath. She also has a pet camera so we could watch our dog from Thailand while on vacation which was really nice.

Availability updated today
Sitter Profile Image: Roseli G.
Verified Background Check
Sitter Profile Image: Roseli G.
Verified Background Check

Roseli G.
Star Sitter

Winter Garden Pet Boarding
Winter Garden, FL, 34787
9.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
305 reviews
88 repeat clients
Profile image

Roseli was the best sitter we’ve EVER had. This was honestly the first time I’ve felt completely comfortable leaving him with anyone. My dog felt safe, loved and had so much fun. She sent many pictures and videos too. When it was time to leave he kept jumping on her for more kisses and pets. Just goes to show how well she treats them.

Availability updated today
Sitter Profile Image: Poliana D.
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Sitter Profile Image: Poliana D.
Verified Enhanced Background Check

Poliana D.
Star Sitter

Real home away from home 🐾
Windermere, FL, 34786
5.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5 out of 5.0 stars
465 reviews
135 repeat clients
Profile image

Poliana was a great sitter. She did a great job on providing updates of my dog throughout the stay and administered her medicines. I can tell by the way my dog behaves next day after boarding if she was taken care as I do, and I can tell that she had a great time with Poliana and that her routine was followed. I will definitely book her again. Thanks Poliana!

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

Monica S.
Star Sitter

Empty nester here to help!
Winter Garden, FL, 34787
3.0 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
19 reviews
5 repeat clients
Profile image

My rambunctious older corgis are happy and healthy upon returning from Monica’s. She is very thoughtful and gives constant updates. I felt safe leaving them in her hands.

Availability updated today
Sitter Profile Image: Sara H.
Verified Enhanced Background Check
Sitter Profile Image: Sara H.
Verified Enhanced Background Check

Sara H.

Who doesn’t ❤️ Playing with animals
Winter Garden, FL, 34787
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
5 out of 5.0 stars
13 reviews
3 repeat clients
Profile image

Sara and her sweet family took such great care of Winston. He had the best time and we received daily updates on how he was doing. I highly recommend Sara!

Availability updated 9 days ago
Sitter Profile Image: Rebecca D.
Verified Enhanced Background Check
Sitter Profile Image: Rebecca D.
Verified Enhanced Background Check

Rebecca D.

House of Doodles
Apopka, FL, 32703
8.0 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
57 reviews
11 repeat clients
Profile image

Rebecca was the best always responded quickly and was able to answer all my questions and concerns. Sophie is a loveable baby, will definitely use her again.

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

Savannah L.
Star Sitter

Dr Phillips 7x24 care with love🐾
Florida Center North, Orlando, FL, 32811
9.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
48 reviews
12 repeat clients
Profile image

Excellent dog sitter. We had no worries she gave updates and treated our dog like family. She is a true dog lover and our pet felt comfortable which put our minds at ease during our vacation.

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

Andrew M.
Rover 101
Star Sitter

Luxury Care🐶Large fenced yard!🐶
Clermont, FL, 34715
6.9 mi. away
Boarding, Drop-In Visits
from
$45
per night
5 out of 5.0 stars
297 reviews
129 repeat clients
Profile image

I work from home, so my Tobi is fortunate to have me near. Needless to say, the decision for a pet sitter was a struggle. Well, I was blessed to have met Andrew and his lovely wife. They have a sweet spirit! Tobi was so loved and well care for. I was reassured by daily pictures and videos. If you can imagine a puppy smiling? Tobi was. Haha. When I picked him up, he was clean, calm, tired and contempt. I would , without reservations, recommend Andrew' s care. Thank you for caring for Tobi as your own ?

Availability updated 2 days ago
Sitter Profile Image: Kassandra S.
Verified Enhanced Background Check
Sitter Profile Image: Kassandra S.
Verified Enhanced Background Check

Kassandra S.
Star Sitter

I’ll care for your furry companion!
Mount Dora, FL, 32757
12.4 mi. away
Boarding
from
$30
per night
5 out of 5.0 stars
12 reviews
9 repeat clients
Profile image

Kassandra was great with Chase !! Communication was amazing. Has a gated yard for your furry friend to play in. Looking to scheduled next boarding already.

Availability updated 12 days ago
Sitter Profile Image: Feliksa Z.
Verified Enhanced Background Check
Sitter Profile Image: Feliksa Z.
Verified Enhanced Background Check

Feliksa Z.
Star Sitter

love to care for your dog !
Apopka, FL, 32712
10.2 mi. away
Boarding, Doggy Day Care
from
$35
per night
5 out of 4.9 stars
55 reviews
24 repeat clients
Profile image

Feliksa was wonderful with Pepper. She took good care of my dog. She was interested in making sure Pepper had a good experience. I appreciated that she had a clean (safe) fenced-in area outside where Pepper could get some fresh air and enjoy being outdoors. We know Pepper was in good hands and will happily book Pepper here again.

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

Michell M.
Star Sitter

Punctual, passionate, Swag fur life
Metro West, Orlando, FL, 32835
7.4 mi. away
Boarding, Doggy Day Care
from
$30
per night
5 out of 5.0 stars
64 reviews
21 repeat clients
Profile image

Michell is amazing. Such a sweet girl. It was our first time leaving Nikkō with a doggy sitter and we were a little nervous, but as soon as we met her she gave us a lot of good vibes, Michell and her mom are great! She sent me pictures and updates from Nikkō every day. I would definitely leave him with her again without hesitation!

Availability updated 4 days ago

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