House Sitting in Windhover, Orlando

Find a loving dog sitter to watch your dog overnight in your 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

Sitter Profile Image: Jerilyn B.
Verified Enhanced Background Check
Sitter Profile Image: Jerilyn B.
Verified Enhanced Background Check

1. Jerilyn B.

I grew up with all kinds of pets!
Ocoee, FL, 32818
7.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
33 reviews
13 repeat clients
from
$40
per night

Jerilyn did a great job caring for my two cats and dog! They were very comfortable with her, even my shy cat! She left our home impeccable. I would recommend her services!

Sitter Profile Image: Sharon S.
Verified Enhanced Background Check
Sitter Profile Image: Sharon S.
Verified Enhanced Background Check

2. Sharon S.

I had a monkey as a pet!
Orlando, FL, 32836
6.4 mi. away
House Sitting
5.0 out of 5 stars
22 reviews
6 repeat clients
from
$42
per night

Sharon was great with Finn! She made sure he got potty breaks and treats and he was very comfortable with her! Would definitely book with her again!

Calendar Recently Updated
Sitter Profile Image: Nickolas J.
Verified Background Check
Sitter Profile Image: Nickolas J.
Verified Background Check

3. Nickolas J.

Best Home for Lazy Dogs
Florida Center North, Orlando, FL, 32811
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
186 reviews
49 repeat clients
from
$45
per night

Nick was a life saver! He gave 24/7 care to our dogs while we were away for the week. One of our dogs is 11 years old and has several health issues. Niki did not blink an eye when we gave him the medication list. Plus he endured our older dog's persistent barking when she is hungry or who knows what she wants. As far as our younger dog, he and Emma bonded big time. The puppies were very spoiled! We will definitely use Nick in the future. Thank you Nick! We are extremely grateful for you!

Calendar Recently Updated
Sitter Profile Image: Alyson F.
Verified Background Check
Sitter Profile Image: Alyson F.
Verified Background Check

4. Alyson F.

Lots of Love for your Dog
Orlando, FL, 32819
2.0 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
39 reviews
10 repeat clients
from
$40
per night

Alyson did an amazing job taking care of my three dogs. Each of them is so different, but she really understood what they needed. I could tell that she loves animals and goes the extra mile. She made sure to feed them just right, played with them in ways they like, and kept me updated on how they were doing. It was clear that Alyson cares about their happiness and comfort. I appreciate her so much for making sure my dogs felt loved while we were away. Alyson is not just a dog sitter; she's someone who genuinely cares about animals. I'm grateful to have found her!

Calendar Recently Updated
Sitter Profile Image: Erica M.
Verified Enhanced Background Check
Sitter Profile Image: Erica M.
Verified Enhanced Background Check

5. Erica M.

Stay at home dog mom!
Spring Lake, Orlando, FL, 32804
5.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
94 reviews
35 repeat clients
from
$50
per night

We were so nervous to leave our 1 yr old baby to go on vacation out of state but after doing a meet and greet we knew it was a good match. Erica was so amazing, sent several updates and pics daily and really made us feel even better about our baby’s care. When we returned home she had cleaned our house, even the carpet, and left us all gifts. We will definitely be using her again for pupsitting, and I cannot recommend Erica more for anyone who wants to k ow their fur baby is in the best hands while they’re away.

Calendar Recently Updated
Sitter Profile Image: Dana Z.
Verified Enhanced Background Check
Sitter Profile Image: Dana Z.
Verified Enhanced Background Check

6. Dana Z.

Rover 101
I love dogs with ENERGY!
Orlando, FL, 32821
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
198 reviews
87 repeat clients
from
$60
per night

Dana stayed in our home with Milo for over a week and was GREAT!! She sent us pictures everyday, kept us updated and left the house in the same state as we did, clean & tidy ☺️ Milo was very happy!! I can not recommend her enough and will be using her for all future pet sitting needs.

Confirmed availability: Easter Weekend
Sitter Profile Image: MARK B.
Verified Enhanced Background Check
Sitter Profile Image: MARK B.
Verified Enhanced Background Check

7. MARK B.

For great pet care, and Exercise
Windermere, FL, 34786
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
65 reviews
32 repeat clients
from
$45
per night

Mark has dogsit for me on many occasions and does a great job. He’s very diligent, provides great updates, and most importantly provides excellent care for my dogs. They are older and sometimes have health issues requiring medications, so it is great to have someone I can trust them with.

Confirmed availability: Easter Weekend
Sitter Profile Image: Chandrika B.
Verified Enhanced Background Check
Sitter Profile Image: Chandrika B.
Verified Enhanced Background Check

8. Chandrika B.

Fur Mom Who is Here to Help!
Orlando, FL, 32819
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
4 repeat clients
from
$49
per night

Super impressed with Chandrika! Our dogs are not easy! We have 2 BIG puppies and our malinois Bella is very standoffish. Bella doesn’t even like 2/4 people who actually live here. She eats and destroys everything. She steady barks at everyone, but doesn’t bite, still she seems scary because of how she looks. We also have a happy-go-lucky bloodhound mix, Jethro, who is a complete mess. Chandrika took the challenge. She watched them for a complete week. She sent frequent updates and pictures. She somehow won Bella’s trust very quickly so she must have good dog vibes. Our dogs were well taken care of and were happy upon our return. Thwy didn’t even damage as much of our atuff as usual. If she is brave enough to return we would absolutely hire her again!

Calendar Recently Updated
Sitter Profile Image: Sarah C.
Verified Enhanced Background Check
Sitter Profile Image: Sarah C.
Verified Enhanced Background Check

9. Sarah C.

Creating loving experiences!
Orlando, FL, 32835
1.5 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
26 reviews
8 repeat clients
from
$35
per night

I can’t say enough great things about Sarah. She was incredibly timely with all of her replies, she provided amazing updates every day and took such great care of our dogs and our home. I am (like most) protective of my dogs and one of them requires medication twice a day which is just an added layer of stress. I was nervous to leave them but Sarah was just absolutely amazing and the dogs love her! She stayed at our home keeping their daily routine intact and taking them on 1-2 walks per day while also keeping the house tidy. She made sure to communicate that they were eating and that our one dog was taking his medicine which just put my mind at ease. We will definitely be booking Sarah again for drop in walks and future trips that may come up.

Calendar Recently Updated
Sitter Profile Image: Susan P.
Verified Enhanced Background Check
Sitter Profile Image: Susan P.
Verified Enhanced Background Check

10. Susan P.

Loving Care Services - DISNEY AREA
Orlando, FL, 32836
4.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
from
$30
per night

About: Hi, I started my love for fur babies when I was 14 and had a part time job cleaning dog and cat kennels at a local boarding facility. I did it to play with the pups and kitties. I have volunteered with rescues for the past 20 plus years and was awarded the Suzanne E Peterson award in 2012 for my contribution to rescue. My husband has a pet transportation business Loving Care Pet Transport and transports pets all over the USA, that leaves me at home 7 days a week booking transport jobs. Our home is extremely pet friendly with a very large fenced back yard and an extremely large patio area ( NO POOL ). This is a totally pet friendly home . Over the years I have learnt to administer insulin shots, meds and can deal with seizure pups. I also offer baths, nail clipping, ear flushing etc . Seniors are my favorites and I offer senior massages and treatments for their poor tired and aching limbs. I have First Aid certification for pets, pet insurance and am USDA licensed for transporting your pets in my vehicle. I am also a death Doula helping you and your pets through the final stages of their life. Rest assured your fur babies are my children while in my care. We have 50 references available from pet transporting outlining the care we provided. They call us the dog whisperers LOL As I work from home and have a huge fenced back yard it makes sense that I am here to continuously see to the well being of your fur babies. I have a fenced back yard - the door to the outside is always open and I have fur babies too for them to play with . My home is completely pet friendly.

Calendar Recently Updated
Sitter Profile Image: Adam C.
Verified Enhanced Background Check
Sitter Profile Image: Adam C.
Verified Enhanced Background Check

11. Adam C.

We are all living in a dogs world
Orlando, FL, 32819
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
3 repeat clients
from
$35
per night

Adam was great! He came and met Capi before hand and communicated very well. Capi doesn't usually warn up to people very quickly but she couldn't wait to see him after the first time.

Confirmed availability: Easter Weekend
Sitter Profile Image: Ava A.
Verified Enhanced Background Check
Sitter Profile Image: Ava A.
Verified Enhanced Background Check

12. Ava A.

Sincere and honest care for pets!
Orlando, FL, 32836
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
40 reviews
16 repeat clients
from
$56
per night

Ava did an excellent job caring for our 2 dogs! Her calm approach was perfect and we appreciated her flexibility. I would highly recommend Ava, she’s a natural with animals. Thank you Ava!

Confirmed availability: Easter Weekend
Sitter Profile Image: Lynzee M.
Verified Enhanced Background Check
Sitter Profile Image: Lynzee M.
Verified Enhanced Background Check

13. Lynzee M.

Cert Vet Asst loves all animals!
Orlando, FL, 32811
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$50
per night

So comforting to have Lynzee take care of our pets! I highly recommend her!

Confirmed availability: Easter Weekend
Sitter Profile Image: Reagan H.
Verified Background Check
Sitter Profile Image: Reagan H.
Verified Background Check

14. Reagan H.

Rover 101
Outdoorsy Animal Lover Cat-friendly
Millenia, Orlando, FL, 32839
2.6 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
17 reviews
7 repeat clients
from
$75
per night

Reagan has been great with our pets, I almost think they would rather hang out with her than us! LOL! I would trust her completely with our pets!

Calendar Recently Updated
Sitter Profile Image: Jonathan W.
Verified Enhanced Background Check
Sitter Profile Image: Jonathan W.
Verified Enhanced Background Check

15. Jonathan W.

Animals are my favorite people!
Orlando, FL, 32819
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
12 repeat clients
from
$75
per night

Jonathan was fantastic. We are very overprotective dog parents, and when we stay on property at Disney World we like to hire a dog sitter to come to our hotel room and stay with our dog. It’s hard leaving our dog baby with a new person, but Jonathan put at ease immediately. He had a “can do” attitude. Everything we requested he was willing to do. Our dog has a lot of idiosyncrasies and needs a lot of attention and care, and Jonathan was easily up to the tasks. Our dog doesn’t take to strangers very easily, but after we returned home on our first night out, we could see he had won our dog over. He sent us photos every time we checked in, which we appreciated. We would definitely recommend Jonathan and we’ll happily hire him again on future trips.

Sitter Profile Image: Silvia Q.
Verified Enhanced Background Check
Sitter Profile Image: Silvia Q.
Verified Enhanced Background Check

16. Silvia Q.

Be the person your dog thinks u r
Florida Center, Green Bay, FL, 32819
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night

Silvia is the best pet sitter ever! She gave so much love to our dog and our cat they weren't even missing us when we got home!!

Sitter Profile Image: Iliana K.
Verified Enhanced Background Check
Sitter Profile Image: Iliana K.
Verified Enhanced Background Check

17. Iliana K.

Energetic, animal care all my life!
Orlando, FL, 32819
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$40
per night

We are so thankful for Iliana being able to watch our pups on such short notice! She sent pictures to us of our dogs daily and kept us updated with how things were going while we were away. All of ours dogs loved Iliana and even our stubborn shy one was all over her by the end. We will definitely be reaching out to book with Iliana again in the future.

Calendar Recently Updated
Sitter Profile Image: Jannyse S.
Verified Background Check
Sitter Profile Image: Jannyse S.
Verified Background Check

18. Jannyse S.

Royal paws
Orlando, FL, 32808
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
55 reviews
9 repeat clients
from
$30
per night

Jannyse was wonderful! I forgot to book the usual holiday boarding for my doggo and Jannyse was happy to help. My pup was so much more stress-free when I got home than when I’ve picked her up from boarding in the past. Will definitely be sticking with sitting! Thank you, Jannyse!

Confirmed availability: Easter Weekend
Sitter Profile Image: Paula B.
Verified Enhanced Background Check
Sitter Profile Image: Paula B.
Verified Enhanced Background Check

19. Paula B.

Playfull and responsibile
Orlando, FL, 32811
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$27
per night

Paula is great with pets, sha has taken car of my 2 dogs many times, and I know she cares about them and invest the time to play with them. She is very knowledgeable about dog needs, when and how to feed them and has always show up on time.

Confirmed availability: Easter Weekend
Sitter Profile Image: Kayla C.
Verified Enhanced Background Check
Sitter Profile Image: Kayla C.
Verified Enhanced Background Check

20. Kayla C.

Love ALL animals!<3
Orlando, FL, 32819
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$25
per night

I highly recommend Kayla to care for your pets! My two dogs received the care and attention they needed while I was away. She even sent me updates on my fur babes! Kayla is very sweet, reliable and kept me stress free while I was away. Very appreciative of Kayla, not sure what I’d do without her!

Search Map

Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Windhover:

Dog owners in Windhover, Orlando, FL turn to house sitters on Rover.com for their house sitting needs. Over 2158 pet owners have reviewed house sitters in Orlando, giving them an average rating of 4.9/5. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Orlando with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Windhover house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Windhover, Orlando, FL who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers pet sitters and dog walkers.

House Sitting