Dog Boarding in Cypress Gardens, FL

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Top rated Cypress Gardens dog boarders

1 / 1
Sitter Profile Image: Estefany E.
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Estefany E.
Star Sitter
from
$30
per night
5 out of 5.0 stars
66 reviews
13 repeat clients
10 years of experience
Haines City, FL, 33844

Excelente servicio, Bingo ama llegar a casa Estefany, literalmente se olvida que existo. La pasa brutal, y siempre vira feliz y cansado de tanto correr a pesar de que tiene mucha energía. Gracias por siempre estar disponible cuando me ocurren imprevistos, y sobre todo por el trato, fotos y videos todo el momento. 5 o 6 vez que lo cuida y seguirá siendo mi primera opción! DEFINITIVAMENTE RECOMENDADA AL 100%

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Katiria C.
Sitter Profile Image: Annette A.
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Annette A.
Star Sitter
from
$35
per night
5 out of 5.0 stars
48 reviews
24 repeat clients
35 years of experience
Auburndale, FL, 33823

I’m am very happy leaving my Gus with Annette he loves and enjoys her company and doggie friends. She is always very nice to send me updates and pictures of Gus playing with friends. He was certainly very happy staying with Annette

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Sharon L.
Sitter Profile Image: Raquel M.
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Raquel M.
Star Sitter
from
$35
per night
5 out of 5.0 stars
50 reviews
8 repeat clients
20 years of experience
Lake Wales, FL, 33853

Raquel is amazing with our 100lb male lab. Of course I was nervous at first, because this is my first time using a dog sitting service. But between her sending me daily photos of my dog and telling me what they did that day, my mind was put at ease quickly. I will be using her again in the future.

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Shanon G.
Sitter Profile Image: Angel V.
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Angel V.
from
$30
per night
5 out of 5.0 stars
9 reviews
1 repeat client
13 years of experience
Winter Haven, FL, 33881

My dog had a great time with him and his family over the Fourth of July weekend. He had a big back yard for him to run around. We received photos of our dog having a great time. I will definitely use him again. 🙌😊

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Raven S.
Sitter Profile Image: Hailey C.
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Hailey C.
Star Sitter
from
$32
per night
5 out of 5.0 stars
56 reviews
26 repeat clients
10 years of experience
Winter Haven, FL, 33880

Thank you so much for taking good care of our Ellie! Hailey was very kind and professional. She took great care of our pup while we were away, and communication was great as she provided updates on how our dog was doing. We had a great experience and I would highly recommend Hailey! 😊

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Christine G.
Sitter Profile Image: Katie Z.
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Katie Z.
Star Sitter
from
$40
per night
5 out of 5.0 stars
164 reviews
50 repeat clients
18 years of experience
Winter Haven, FL, 33881

Katie was excellent with my dogs! She’s a vet tech with vast knowledge on dogs; that’s why I chose her in the first place too. My huskies are very hyper and behave differently, so after talking to her about their behavior she even explained me the reasons behind it. I always received pictures of my dogs and general updates. Everything went great. I couldn’t be happier! She is definitely my go-to person for dog sitting.

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Jessica F.
Sitter Profile Image: Melinda M.
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Melinda M.
Star Sitter
from
$30
per night
5 out of 5.0 stars
64 reviews
21 repeat clients
20 years of experience
Winter haven, FL, 33880

100% Recommended. The pictures and video received daily were great. I am glad that I found a lovely pet sitter for my dog. Will definitely book again.

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Harold O. E.
Sitter Profile Image: Sarah B.
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Sarah B.
Star Sitter
from
$40
per night
5 out of 5.0 stars
30 reviews
7 repeat clients
15 years of experience
Winter Haven, FL, 33881

I feel so relieved knowing that Ellie gets cared for just like a member of the family by Sarah! She comes home tired and happy after staying there! Highly recommend.

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Lynn C.
Sitter Profile Image: Vlasta W.
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Vlasta W.
from
$40
per night
5 out of 5.0 stars
4 reviews
1 repeat client
30 years of experience
Dundee, FL, 33838

We were recommended Mrs. Vlasta's Boarding services when we urgently needed them the following morning. When we contacted her, we were fortunate to find she was available, she immediately said yes, and not only that, but she was also able to pick up our Golden Retriever from the hotel where we were staying. She was very generous, kind, and full of affection for our Van Gogh. She also sent us many messages and photos. We could see how comfortable, attentive, and playful our dog was during his short stay. We recommend her 100% and hope to use her services once again!

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Stephanie R.
Sitter Profile Image: Jenn B.
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Jenn B.
Star Sitter
from
$30
per night
5 out of 4.9 stars
95 reviews
31 repeat clients
20 years of experience
Winter Haven, FL, 33880

It was my first time ever leaving Bo somewhere other than his normal boarding. However, I think I prefer this much better. Jenn took really good care of him and when I would text to check up on him she was really good a responding back which I loved! Would definitely recommend Jenn.

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Savannah R.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
from
$32
per night
5 out of 5.0 stars
7 reviews
1 repeat client
12 years of experience
Winter Haven, FL, 33880

She did a wonderful job I would recommend her anytime

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Gregory R.
Sitter Profile Image: Erika K.
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Erika K.
from
$25
per night
5 out of 5.0 stars
17 reviews
5 repeat clients
10 years of experience
Winter Haven, FL, 33884

Erika is very sweet and loving. I felt very comfortable leaving my fur babies in her care. Nice fenced yard for my dogs to run around. She sent pics which put my mind at ease. Thanks Erika- I appreciate the the last minute help.

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Kimberly G.
Sitter Profile Image: Jeanna C.
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Jeanna C.
from
$25
per night
5 out of 5.0 stars
3 reviews
1 repeat client
20 years of experience
Winter Haven, FL, 33880

Jeanna was amazing she took my dog Nova last minute and nova loved every second of it. I will definitely be taking nova back for any out of town trips planned. Your fur babies will be amazingly taken care of.

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Stephanie B.
Sitter Profile Image: Labern R.
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Labern R.
Star Sitter
from
$28
per night
5 out of 5.0 stars
11 reviews
2 repeat clients
5 years of experience
Winter Haven, FL, 33884

We are so grateful to Lavern for taking care of Mia at the last minute request. She took great care of Mia, and sent us updates with pictures and videos. We were able to go on vacation with a peace of mind that our Mia is in good hands.

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Ardee C.
Sitter Profile Image: Colleen J.
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Colleen J.
Star Sitter
from
$35
per night
5 out of 5.0 stars
59 reviews
15 repeat clients
40 years of experience
Winter Haven, FL, 33884

Colleen was Wonderful with Lucky! I could not ask for better hands to leave our puppy in. He just instantly Loved her. It was so nice to not worry about him and enjoy a retreat weekend! I am already making plans to use her again!

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Melissa K.
Sitter Profile Image: Sary B.
Verified Enhanced Background Check
Sary B.
Star Sitter
from
$38
per night
5 out of 5.0 stars
39 reviews
12 repeat clients
25 years of experience
Winter Haven, FL, 33884

Sary is awesome. She took great care of our dog. She kept us updated about our dog and activities. She sent tons of photos and videos. She played with Monty, walked him…..thank you Sary!

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Tripti V.
Sitter Profile Image: Bianca B.
Verified Enhanced Background Check
Bianca B.
Star Sitter
from
$30
per night
5 out of 5.0 stars
65 reviews
21 repeat clients
11 years of experience
Winter Haven, FL, 33881

Bianca was very responsive and kept me updated with photos and messages the whole time. She responded to my messages quickly when booking and made me feel comfortable leaving my dogs with her.

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Blake H.
Sitter Profile Image: Brittany O.
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Brittany O.
from
$29
per night
5 out of 5.0 stars
4 reviews
15 years of experience
Winter Haven, FL, 33884

Great communicator will take care of your dog like her own.

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Susan E.
Sitter Profile Image: Brittany N.
Verified Background Check
Brittany N.
from
$35
per night
5 out of 5.0 stars
8 reviews
14 years of experience
Winter haven, FL, 33884

This was my first time leaving my baby with someone & I was so scared. She took good care of my dog and updated me frequently.

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Raechelle K.
Sitter Profile Image: Cassandra V.
Verified Enhanced Background Check
Cassandra V.
from
$30
per night
5 out of 5.0 stars
2 reviews
2 years of experience
Winter heaven, FL, 33884

Cassandra provided excellent service. She sent plenty of photos of Titus. She communicated well and I will definitely use her again for Titus.

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Richard D.
1 / 1
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Sitter Profile Image: Estefany E.
Verified Enhanced Background Check
Sitter Profile Image: Estefany E.
Verified Enhanced Background Check

Estefany E.
Star Sitter

Happy Tails While You’re Away!
Haines City, FL, 33844
10.4 mi. away
Boarding, Doggy Day Care
from
$30
per night
5 out of 5.0 stars
66 reviews
13 repeat clients
Profile image

Excelente servicio, Bingo ama llegar a casa Estefany, literalmente se olvida que existo. La pasa brutal, y siempre vira feliz y cansado de tanto correr a pesar de que tiene mucha energía. Gracias por siempre estar disponible cuando me ocurren imprevistos, y sobre todo por el trato, fotos y videos todo el momento. 5 o 6 vez que lo cuida y seguirá siendo mi primera opción! DEFINITIVAMENTE RECOMENDADA AL 100%

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

Annette A.
Star Sitter

I'm a Loving & Attentive Caretaker!
Auburndale, FL, 33823
9.9 mi. away
Boarding, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
48 reviews
24 repeat clients
Profile image

I’m am very happy leaving my Gus with Annette he loves and enjoys her company and doggie friends. She is always very nice to send me updates and pictures of Gus playing with friends. He was certainly very happy staying with Annette

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

Raquel M.
Star Sitter

I’m happy to help with care 🐾
Lake Wales, FL, 33853
8.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
50 reviews
8 repeat clients
Profile image

Raquel is amazing with our 100lb male lab. Of course I was nervous at first, because this is my first time using a dog sitting service. But between her sending me daily photos of my dog and telling me what they did that day, my mind was put at ease quickly. I will be using her again in the future.

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

Angel V.

I love playing with dogs.
Winter Haven, FL, 33881
6.1 mi. away
Boarding
from
$30
per night
5 out of 5.0 stars
9 reviews
1 repeat client
Profile image

My dog had a great time with him and his family over the Fourth of July weekend. He had a big back yard for him to run around. We received photos of our dog having a great time. I will definitely use him again. 🙌😊

Availability updated yesterday
Sitter Profile Image: Hailey C.
Verified Enhanced Background Check
Sitter Profile Image: Hailey C.
Verified Enhanced Background Check

Hailey C.
Star Sitter

Accepting new clients 🐶🐱
Winter Haven, FL, 33880
3.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per night
5 out of 5.0 stars
56 reviews
26 repeat clients
Profile image

Thank you so much for taking good care of our Ellie! Hailey was very kind and professional. She took great care of our pup while we were away, and communication was great as she provided updates on how our dog was doing. We had a great experience and I would highly recommend Hailey! 😊

Availability updated today
Sitter Profile Image: Katie Z.
Verified Background Check
Sitter Profile Image: Katie Z.
Verified Background Check

Katie Z.
Star Sitter

You Leave Em’, We Love Em’.
Winter Haven, FL, 33881
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
164 reviews
50 repeat clients
Profile image

Katie was excellent with my dogs! She’s a vet tech with vast knowledge on dogs; that’s why I chose her in the first place too. My huskies are very hyper and behave differently, so after talking to her about their behavior she even explained me the reasons behind it. I always received pictures of my dogs and general updates. Everything went great. I couldn’t be happier! She is definitely my go-to person for dog sitting.

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Melinda M.
Verified Enhanced Background Check
Sitter Profile Image: Melinda M.
Verified Enhanced Background Check

Melinda M.
Star Sitter

Where Pets are Treated like Family.
Winter haven, FL, 33880
3.4 mi. away
Boarding, Doggy Day Care
from
$30
per night
5 out of 5.0 stars
64 reviews
21 repeat clients
Profile image

100% Recommended. The pictures and video received daily were great. I am glad that I found a lovely pet sitter for my dog. Will definitely book again.

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

Sarah B.
Star Sitter

County Living Hidden in the City
Winter Haven, FL, 33881
6.2 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
30 reviews
7 repeat clients
Profile image

I feel so relieved knowing that Ellie gets cared for just like a member of the family by Sarah! She comes home tired and happy after staying there! Highly recommend.

Availability updated 18 days ago
Sitter Profile Image: Vlasta W.
Verified Enhanced Background Check
Sitter Profile Image: Vlasta W.
Verified Enhanced Background Check

Vlasta W.

Happy pets
Dundee, FL, 33838
5.1 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

We were recommended Mrs. Vlasta's Boarding services when we urgently needed them the following morning. When we contacted her, we were fortunate to find she was available, she immediately said yes, and not only that, but she was also able to pick up our Golden Retriever from the hotel where we were staying. She was very generous, kind, and full of affection for our Van Gogh. She also sent us many messages and photos. We could see how comfortable, attentive, and playful our dog was during his short stay. We recommend her 100% and hope to use her services once again!

Availability updated 26 days ago
Sitter Profile Image: Jenn B.
Verified Enhanced Background Check
Sitter Profile Image: Jenn B.
Verified Enhanced Background Check

Jenn B.
Rover 101
Star Sitter

🐾Your pet’s home away from home 🐾
Winter Haven, FL, 33880
3.2 mi. away
Boarding, House Sitting, Doggy Day Care
from
$30
per night
5 out of 4.9 stars
95 reviews
31 repeat clients
Profile image

It was my first time ever leaving Bo somewhere other than his normal boarding. However, I think I prefer this much better. Jenn took really good care of him and when I would text to check up on him she was really good a responding back which I loved! Would definitely recommend Jenn.

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

Elizabeth J.

Simple Life
Winter Haven, FL, 33880
2.8 mi. away
Boarding, Doggy Day Care
from
$32
per night
5 out of 5.0 stars
7 reviews
1 repeat client
Profile image

She did a wonderful job I would recommend her anytime

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

Erika K.

Loving care for your fur babies
Winter Haven, FL, 33884
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per night
5 out of 5.0 stars
17 reviews
5 repeat clients
Profile image

Erika is very sweet and loving. I felt very comfortable leaving my fur babies in her care. Nice fenced yard for my dogs to run around. She sent pics which put my mind at ease. Thanks Erika- I appreciate the the last minute help.

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

Jeanna C.

Reliable, Loving Dog Care
Winter Haven, FL, 33880
5.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$25
per night
5 out of 5.0 stars
3 reviews
1 repeat client
Profile image

Jeanna was amazing she took my dog Nova last minute and nova loved every second of it. I will definitely be taking nova back for any out of town trips planned. Your fur babies will be amazingly taken care of.

Availability updated 2 days ago
Sitter Profile Image: Labern R.
Verified Enhanced Background Check
Sitter Profile Image: Labern R.
Verified Enhanced Background Check

Labern R.
Star Sitter

Animals are a joy and blessing
Winter Haven, FL, 33884
3.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$28
per night
5 out of 5.0 stars
11 reviews
2 repeat clients
Profile image

We are so grateful to Lavern for taking care of Mia at the last minute request. She took great care of Mia, and sent us updates with pictures and videos. We were able to go on vacation with a peace of mind that our Mia is in good hands.

Availability updated yesterday
Sitter Profile Image: Colleen J.
Verified Background Check
Sitter Profile Image: Colleen J.
Verified Background Check

Colleen J.
Star Sitter

24 hour "Spoil your Pet service"
Winter Haven, FL, 33884
2.9 mi. away
Boarding, House Sitting, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
59 reviews
15 repeat clients
Profile image

Colleen was Wonderful with Lucky! I could not ask for better hands to leave our puppy in. He just instantly Loved her. It was so nice to not worry about him and enjoy a retreat weekend! I am already making plans to use her again!

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

Sary B.
Star Sitter

Their home away from home!
Winter Haven, FL, 33884
1.2 mi. away
Boarding, Doggy Day Care
from
$38
per night
5 out of 5.0 stars
39 reviews
12 repeat clients
Profile image

Sary is awesome. She took great care of our dog. She kept us updated about our dog and activities. She sent tons of photos and videos. She played with Monty, walked him…..thank you Sary!

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

Bianca B.
Star Sitter

Bianca Available for boarding!
Winter Haven, FL, 33881
5.8 mi. away
Boarding
from
$30
per night
5 out of 5.0 stars
65 reviews
21 repeat clients
Profile image

Bianca was very responsive and kept me updated with photos and messages the whole time. She responded to my messages quickly when booking and made me feel comfortable leaving my dogs with her.

Availability updated 14 days ago
Sitter Profile Image: Brittany O.
Verified Enhanced Background Check
Sitter Profile Image: Brittany O.
Verified Enhanced Background Check

Brittany O.
Rover 101

Furry Friends Welcome!
Winter Haven, FL, 33884
2.0 mi. away
Boarding, Drop-In Visits
from
$29
per night
5 out of 5.0 stars
4 reviews
Profile image

Great communicator will take care of your dog like her own.

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Brittany N.
Verified Background Check
Sitter Profile Image: Brittany N.
Verified Background Check

Brittany N.

Committed care for any pet any time
Winter haven, FL, 33884
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
8 reviews
Profile image

This was my first time leaving my baby with someone & I was so scared. She took good care of my dog and updated me frequently.

Availability updated 22 days ago
Sitter Profile Image: Cassandra V.
Verified Enhanced Background Check
Sitter Profile Image: Cassandra V.
Verified Enhanced Background Check

Cassandra V.

I Love pet’s
Winter heaven, FL, 33884
1.0 mi. away
Boarding, Doggy Day Care
from
$30
per night
5 out of 5.0 stars
2 reviews
Profile image

Cassandra provided excellent service. She sent plenty of photos of Titus. She communicated well and I will definitely use her again for Titus.

Availability updated 11 days ago
Confirmed availability for Labor Day Weekend

Cypress Gardens dog parents share their Rover experiences

1 / 1
5 out of 5.0 stars

She was amazing. It was our first time boarding our fur baby and he loved her, he didn’t want to leave 🤣 We will definitely rebook with her, she made us feel super comfortable, sent us daily updates and definitely saw how happy and comfortable our boy was. Thank you so much Erika!

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Neisha M.
Dog Boarding
5 out of 5.0 stars

Cara did a great job taking care of Bingo. I was so happy to have the updates and wonderful communication. She accommodated our strange drop off and pick up times as well. Bingo had so much fun playing with the other dogs and I think he enjoyed having the fenced in yard to play at. Thank you Cara, if we are in the area again, I will definitely bring Bingo back.

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Sharalyn S.
Dog Boarding
5 out of 5.0 stars

Lorraine is outstanding. She takes this job seriously by making sure she meets the own and dog and asks clarifying questions. She touched base with me daily and adapted to my dogs needs throughout the stay, which shows she really cares. I highly recommend Lorraine and will definitely use her services again in the future.

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Sarah H.
Dog Boarding
5 out of 5.0 stars

We Love Myyah and her whole family. I will not leave my "Girls" with anyone else. She is awesome and I know my girls are well taken care of.

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Deborah A.
Dog Boarding
5 out of 5.0 stars

My little schnauzer is typically a Mama’s boy and won’t have anything to do with anyone else. He settled right in with Colleen and her husband and made himself at home. She sent pictures, videos, and texts. I highly recommend her!

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Yvonne M.
Dog Boarding
5 out of 5.0 stars

Cassandra provided excellent service. She sent plenty of photos of Titus. She communicated well and I will definitely use her again for Titus.

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Richard D.
Dog Boarding
5 out of 5.0 stars

Tony was awesome! He took super care of our 16.5 year old Havanese. In fact, she may have preferred to stay with him versus coming back home with us. 😂

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Hunter Shepard S.
Dog Boarding
5 out of 5.0 stars

I. Can’t say enough good things about these two guys; they are the BEST sitters I have ever used!,My dog Bella, thinks she is a princess and I think all they did the whole stay was follow her around and treat her as one! In the past I miss so many family events because I wasn’t comfortable leaving Bella and just worrying the whole time about her: No More Dirk and Jairo are a God send to me and I am looking forward to another time away: They kept me posted with photos and text on her the whole time 5 stars aren’ high enough rating for them and their care of Bella❤️🥰👍

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carole c.
Dog Boarding
1 / 1
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Cypress Gardens is $38

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Cypress Gardens average 10 repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover