Dog Boarding in Winter Springs

Find a loving dog sitter to watch your dog overnight at your sitter's home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Bruce C.
Sitter Profile Image: Bruce C.
1.
A Doggies Heaven on Earth
Oviedo, FL, 32765
Boarding, Doggy Day Care

Emma's a frequent day care dog at Bruce's house, but this time, she stayed for 11 days. We were half way around the world, but we felt like she was close by wi… (more)

from

$35

per night
Calendar Recently Updated
Sitter Profile Image: Jenna I.
Sitter Profile Image: Jenna I.
2.
Vet clinic experience!
Winter park, FL, 32792
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jenna did a great job with Charlie! She was easy to communicate with and sent us lots of photos and videos! She took care of Charlie like he was her own! Don’t… (more)

from

$40

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jami S.
Sitter Profile Image: Jami S.
3.
PAWSITIVELY PERFECT PET SITTING!
Oviedo, FL, 32765
Boarding, Drop-In Visits, Dog Walking

Jami is awesome! My golden Gracie was super happy, comfortable, and spoiled by her. Will definitely book with Jami again! (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Theresa I.
Sitter Profile Image: Theresa I.
Animal Chateau & care giver!
Winter park, FL, 32792
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Lovely sitter for our two dogs with a beautiful back yard. They immediately felt right at home at Theresa’s house. She even gave them baths and trims which we w… (more)

from

$42

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Stephanie M.
Sitter Profile Image: Stephanie M.
❤️🐕‍🦺🦮Walk this way !🐕‍🦺🦮 ❤️
Longwood, FL, 32750
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Stephanie, Was great very transparent, friendly (more)

from

$40

per night
Sitter Profile Image: Denise D.
Sitter Profile Image: Denise D.
6.
I'm home 24/7 - Small dogs only
Maitland, FL, 32751
Boarding, Doggy Day Care

Denise is awesome! My dog loved going there, was always happy and relaxed after being there. Denise is also super flexible and had no problems with me changing … (more)

from

$25

per night
Calendar Recently Updated
Sitter Profile Image: Griffin M.
Sitter Profile Image: Griffin M.
The Vacation House For Your Dog
Winter Springs, FL, 32708
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Great job! Very attentive, safe and kept me updated with pics and texts. Starbuck had a great time. (more)

from

$38

per night
Calendar Recently Updated
Sitter Profile Image: Mia & Jason S.
Sitter Profile Image: Mia & Jason S.
Be the person ur dog thinks you are
Winter Park, FL, 32792
Boarding, Dog Walking

Mia & Jason we’re so welcoming to oatmeal and treated her like one of their own. She also sent me cute pictures through out. Would definitely use again!! (more)

from

$20

per night
Calendar Recently Updated
Sitter Profile Image: Cristy N.
Sitter Profile Image: Cristy N.
9.
Full-time dog lover in kidfree home
Lake Mary, FL, 32746
Boarding

Cristy was great! We received updates throughout our pets stay and pictures. Our dog was happy and healthy when we returned to pick him up. I would definitely r… (more)

from

$40

per night
Sitter Profile Image: Gypsy D.
Sitter Profile Image: Gypsy D.
10.
Gypsy and Keith's Pet Retreat
Longwood, FL, 32750
Boarding, Doggy Day Care

My 2 dogs had a very good time at Gypsy's! I think they enjoyed their little Vacation/Spa. We enjoyed being updated with lots of pictures and cute videos they… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Debra R.
Sitter Profile Image: Debra R.
11.
Work from home! Dog Mom! 🐶🐾🐶🐾
Longwood, FL, 32750
Boarding, House Sitting, Drop-In Visits, Doggy Day Care

This was the first time I ever left my two pups with someone other than a close friend or family member. Debra made me feel very comfortable from the very begin… (more)

from

$38

per night
Sitter Profile Image: Tia W.
Sitter Profile Image: Tia W.
12.
Tia 
Verified Enhanced Background Check
I'll run, cuddle & play with ur PUP
Casselberry, FL, 32707
Boarding, House Sitting, Doggy Day Care

Tia was amazing, she send pictures of Maverick and was very flexible with time. Great yard!! Maverick loved her and will definitely come back. ? (more)

from

$38

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Gibby K.
Sitter Profile Image: Gibby K.
13.
Don't worry; I gotchu!
Casselberry, FL, 32707
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Absolutely will is her again for dog sitting. Nick had an amazing time and enjoyed playing with her dogs. She took amazing videos and pictures of nick having fu… (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Michelle M.
Sitter Profile Image: Michelle M.
Your Pet needs a vacation too.
Longwood, FL, 32750
Boarding, Drop-In Visits

Amazing! Michelle did a great job keep us updated on all the fun Rosie and Luna were having. They were very well taken care of and looked like they had a great … (more)

from

$62

per night
Calendar Recently Updated
Sitter Profile Image: Denys H.
Sitter Profile Image: Denys H.
15.
Casual pet care for casual pets
Altamonte Springs, FL, 32714
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Denys was great! I couldn’t expect more, she gave me daily updates with pictures. Very accommodating when I wasn’t able to pick my dog , Mia on time. Again defi… (more)

from

$30

per night
Calendar Recently Updated
Sitter Profile Image: Rita D.
Sitter Profile Image: Rita D.
16.
Pet loving and caring individual
Lake Mary, FL, 32746
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Rita is amazing, she goes above and beyond. We were very spectical in using Rover but Rita put our minds in ease the minute we met her. We went out of town and … (more)

from

$45

per night
Calendar Recently Updated
Sitter Profile Image: Terrie S.
Sitter Profile Image: Terrie S.
17.
DEVOTED TO YOUR PETS 100% MORE!!
Altamonte Springs, FL, 32701
Boarding

Terrie always goes over the top to make sure my pup is comfortable and has a great time! I couldn’t thank her enough, the peace of mind know your pup is being l… (more)

from

$50

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Aleiyah J.
Sitter Profile Image: Aleiyah J.
18.
All passion, all pets!
Sanford, FL, 32771
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Aleiyah was great with my cat! She sent me text and picture updates and was responsive as well! She was also able to watch her late notice and give my cat medic… (more)

from

$55

per night
Calendar Recently Updated
Sitter Profile Image: Amanda L.
Sitter Profile Image: Amanda L.
19.
A fur baby’s home away from home!
Longwood, FL, 32750
Boarding, Doggy Day Care

Amanda was amazing & did a great job watching my Vayda!! I highly recommend her for boarding services. She kept me well informed and took pictures to keep us up… (more)

from

$25

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Nathaniel J.
Sitter Profile Image: Nathaniel J.
Free 2 play all day! Fenced yard!
Winter Park, FL, 32792
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Our pup Conan had a great stay with Nathaniel! He was super fast with his booking response. They were so attentive to his activity, eating, and sleeping routine… (more)

from

$50

per night
Dog Boarding