House Sitting in Oakland

Find a loving house sitter to watch over your pets and your home.

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Top rated Oakland house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Jezabell D.
Verified Background Check
Jezabell D.
Star Sitter
from
$63
per night
5.0 out of 5 stars
27 reviews
7 repeat clients
20 years of experience
Winter Garden, FL, 34787

Jezabell was great with Gabby and Romeo! This was our first time leaving them alone with someone outside our family since adopting them 7 months ago. Jezabell shared multiple photos a day with us and updates on how they were doing. We were concerned with Gabby eating as she can be picky and has not had her appetite when left before. Jezabell was very successful getting her to eat and kept to their routine. She has given us peace of mind when leaving town without them. Definitely found a great sitter to stay overnight with them and will definitely use her again!!!

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Jessica G.
Sitter Profile Image: Zoe R.
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Zoe R.
from
$60
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
5 years of experience
Colorado University, Winter Garden, FL, 34787

Zoe was absolutely amazing with my Golden Retriever, Bailey! She went above and beyond. She sent plenty of photo updates and shared Bailey’s adventures with me, which gave me so much peace of mind while I was away. Not only did she treat Bailey with so much love and care, but she also took wonderful care of my home, leaving everything spotless. Zoe is truly sweet, reliable, and fantastic with animals. I’ll definitely be booking with her again and highly recommend her to anyone looking for a trustworthy sitter!

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Amelia D.
Sitter Profile Image: Imani Z.
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Imani Z.
from
$32
per night
5.0 out of 5 stars
30 reviews
5 repeat clients
10 years of experience
Winter Garden, FL, 34787

Imani did an outstanding job caring for our 4 dogs. She was communicative, professional and very sweet with our pups. They responded positively towards her right away. We are happy to have Imani for our pet sitting needs!

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Christina M.
Sitter Profile Image: Karrie M.
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Karrie M.
from
$50
per night
4.9 out of 5 stars
122 reviews
27 repeat clients
45 years of experience
Clermont, FL, 34711

Excellent pup care. Loved the daily updates and photos. I am confident my dogs had excellent care and one of my dogs is senior and takes medication and I had no worries!

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Karen R.
Sitter Profile Image: Diahann B.
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Diahann B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
21 reviews
7 repeat clients
5 years of experience
Winter Garden, FL, 34787

I am so glad that I found Diahann to pet/house sit while we were traveling internationally. She was great with our 2 pugs. She was extremely responsible and communicative, sending us daily updates about our girls. Our home was also in perfect condition when we returned. Being a veterinarian myself, I can be picky about who takes care of our dogs, but Diahann definitely passed with flying colors. As long as she is available, she will be my go to pet sitter from now on.

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Neddie C.
Sitter Profile Image: Brittney C.
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Brittney C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
29 years of experience
Ocoee, FL, 34761

Brittney was amazing with my fur baby!. She provided tons of updates each day and even a photoshoot! I would definitely recommend Brittney and would book with her again. I came home to a very happy and healthy puppy.

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Celia C.
Sitter Profile Image: Taylor A.
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Taylor A.
from
$35
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
20 years of experience
Winter Garden, FL, 34787

About: My first sitting job was at 14 for the neighbors across the street, during a month long trip. I have been sitting for friends on and off for the last 4 years, dogs and cats. I have a lot of experience with senior cats and cats who are on medication. I am currently an independent contractor, working as a performer. When in a show, weekends would be difficult, and at most a show run lasts 5 weeks. I also bartend at a theater, those shifts are only 4 hours, and are also only during the run of a show. My schedule always remains very flexible. Growing up I was the designated dog walker in the family, he was a very excitable and friendly dog so I have a lot of experience with dogs who pull on their leashes. I also was responsible for baths. I also have some experience with multiple dogs at a time, of all sorts of personalities. I have owned at least one cat since I was 6, I'm the girl who seeks out the cat at the party to hang out.

Sitter Profile Image: Kaitlyn J.
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Kaitlyn J.
from
$60
per night
5.0 out of 5 stars
21 reviews
3 repeat clients
5 years of experience
Windermere, FL, 34786

Kaitlyn took great care of my dog when I was away. She made sure she had plenty of walks and playtime. My dog seemed very happy when I came home to a clean house. Will be using her again!

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Allison K.
Sitter Profile Image: Delanie M.
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Delanie M.
from
$39
per night
5.0 out of 5 stars
6 reviews
1 repeat client
14 years of experience
Oakland, FL, 34760

I can’t say enough good things about Delanie. She went above and beyond in every way. From the moment we booked, communication was effortless, updates were thoughtful, and the level of care she gave Oliver and Sophie was exceptional. I came home to a happy, relaxed fur babies. Absolutely perfect, thank you Delanie for everything!

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Dana W.
Sitter Profile Image: Emma B.
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Emma B.
from
$32
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Winter Garden, FL, 34787

Such a great feeling to feel confident and at ease in leaving my precious baby with Emma. She is very sweet and took great care of my Pug and my home. She made sure to send me pictures and put my mind at ease. I will definitely be using her again.

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Luisa R.
Sitter Profile Image: Molly E.
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Molly E.
Star Sitter
from
$35
per night
4.9 out of 5 stars
34 reviews
13 repeat clients
20 years of experience
Clermont, FL, 34711

Molly did a great job with the dogs in our home. One is kind of skittish around new people, but warmed up to Molly quickly. We had asked she stay the nights with them, she did that and more. Two of our three are in medications and she handled that easily. She’s the only one we will ask to come back on our next adventure, the only one we trust.

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Todd R.
Sitter Profile Image: Brenda & Dwain K.
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Brenda & Dwain K.
Star Sitter
from
$40
per night
4.9 out of 5 stars
56 reviews
18 repeat clients
25 years of experience
Apopka, FL, 32703

Brenda and Dwain were INCREDIBLE! We left for a week long trip and I was so nervous about making sure our babies were okay. From the start Brenda and Dwain were very present and attentive to the animals and wanted to make sure they followed their routine to a T. Our dogs eat homemade food and they stayed active with making their food through the week, as well as stayed consistent with their daily walks. One of our dogs was having a hot spot issue when we left, but they stayed on top of treating it with the medicine we left and when we got home his hot spot was almost completely gone! They sent updates and pictures multiple times a day which made me feel so much better! They even took the time to write little “stories” about the day which were so fun to read! We didn’t have to worry at all on our trip because we knew they were all well taken care of. When we got home, our house was clean and virtually untouched and all the animals were happy and healthy! I couldn’t recommend Brenda and Dwain enough! If you want a family that will treat your animals and your home like their own while you are away, book them!! Thank you guys so much!

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Chloe C.
Sitter Profile Image: Yelena L.
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Yelena L.
Star Sitter
from
$57
per night
4.9 out of 5 stars
18 reviews
2 repeat clients
40 years of experience
Gotha, FL, 34734

Yelena was great, easy to reach and communicate with. Skai loved her and she even left her a new toy to play with! You can tell she is very experienced with dogs especially being that Skai can be very hyper but it did not seem to bother her at all. I would definitely book again, she made things very easy and smooth thank you :)

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Angie B.
Sitter Profile Image: Margarita N.
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Margarita N.
Star Sitter
from
$75
per night
5.0 out of 5 stars
90 reviews
23 repeat clients
22 years of experience
Clermont, FL, 34711

We just had Margarita watch our dog, Scout, for the second time and she did another fantastic job! She’s a great communicator, sent lots of pictures, left our home in great shape, and most importantly, Scout (who is usually super anxious) absolutely loves her. Highly recommend!

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Sarah W.
Sitter Profile Image: Skylar D.
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Skylar D.
from
$40
per night
5.0 out of 5 stars
11 reviews
6 repeat clients
6 years of experience
Ocoee, FL, 34761

This was our first time and Skylar did an amazing job with our cat and put us at ease leaving our cat at home instead of boarding at a facility

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Kim H.
Sitter Profile Image: sofia a.
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sofia a.
from
$50
per night
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Winter Garden, FL, 34787

Sophia was excellent from our initial contact through until she left after completing the job. We received updates and photos throughout her time with Coleman. She was prompt, polite, and just the caregiver our boy needed for the night. Will not hesitate to call her again!

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Coleman C.
Sitter Profile Image: Taylor K.
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Taylor K.
from
$60
per night
5.0 out of 5 stars
11 reviews
5 repeat clients
15 years of experience
Clermont, FL, 34711

We were so happy to have found Taylor. She was responsive and patient with all of our requests and sent photos/updates of our dog while we were away. It was such a weight off of our shoulders to know our dog was taken care of and also loved on. She’s an anxious pup and really just wants comfort and company. We would absolutely book Taylor to care for her again.

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Krista M.
Sitter Profile Image: Karen R.
Verified Enhanced Background Check
Karen R.
Star Sitter
from
$150
per night
5.0 out of 5 stars
321 reviews
91 repeat clients
30 years of experience
Winter Garden, FL, 34787

Karen has cared for our cat Elsa several times. She is excellent and I would highly recommend her!

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Heather G.
Sitter Profile Image: Steffanie D.
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Steffanie D.
from
$50
per night
5.0 out of 5 stars
24 reviews
6 repeat clients
40 years of experience
Winter Garden, FL, 34787

Absolutely the best dog, cat and house sitter we've ever had. Wonderful with our sensitive rescue dog. Continued with the training we had started. Took her for long walks. Extra caring for our very old cat and even monitored his weight for us. Found a problem with our jacuzzi that the pool people missed and got them to correct it. Ended up drying all of our bedding and towels at her own home as there was a problem with our dryer on her last day. Left the house spotless and watered the plants. Sent wonderful photos and updates. Excellent communicator and problem solver. Made 9 days of our trip much more enjoyable knowing she was there. Highly recommend.

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Lora F.
Sitter Profile Image: Kiara S.
Verified Enhanced Background Check
Kiara S.
from
$50
per night
5.0 out of 5 stars
24 reviews
6 repeat clients
9 years of experience
Minneola, FL, 34715

Kiara was amazing. She stayed with Coco the whole day. Coco met her once prior to sitting and when Kiara walked in the door Coco was excited. Dogs are a great judge of character I believe. She was very accommodating and I will definitely use her again.

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Kathleen C.
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Over 35
pet parents in Oakland have booked house sitting

Oakland pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Jezabell was amazing! We were gone on a trip and had such peace of mind while away knowing Jezabell was looking after our pups! Thank you Jezabell for everything! ❤️

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Aaron B.
House Sitting
5.0 out of 5 stars

We were visiting relatives in the Orlando area and needed a pet sitter and found Zoe on Rover. Zoe was very good in caring for our pet. She showed up on time and kept us informed while she was with our dog. We would recommend her for your pet sitting needs.

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Richard V.
House Sitting
5.0 out of 5 stars

I can’t say enough good things about Delanie. She went above and beyond in every way. From the moment we booked, communication was effortless, updates were thoughtful, and the level of care she gave Oliver and Sophie was exceptional. I came home to a happy, relaxed fur babies. Absolutely perfect, thank you Delanie for everything!

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Dana W.
House Sitting
5.0 out of 5 stars

Mirella was great! She kept in communication throughout our entire trip and sent pictures and videos of our pups. We came home to a nice clean house

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Jose H.
House Sitting
5.0 out of 5 stars

Callie was great and so easy to work with. Took great care of my dog and house during some crazy weather!

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Jaimy T.
House Sitting
5.0 out of 5 stars

Winter went out of her way to arrange meeting our dog and getting our house key. She stayed in constant communication with us giving updates and sending pictures. We appreciate her so much and will definitely use her in the future!

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Stephanie C.
House Sitting
5.0 out of 5 stars

Diahann is a blessing to have caring for our dogs! They are comfortable with her and she’s very attentive to their needs. Lots of communication while we are away. Respectful of our home.

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Jane B.
House Sitting
5.0 out of 5 stars

Alexandria was super nice. She came over and met with our 3 weimaraners, who are crazy and full of energy. They took to her immediately;) She stayed at our house, took care of our dogs, house and even cleaned a rug after someone was sick. She sent pictures of them and kept us up to date on the daily activities. We cannot thank her enough for taking care of our crazy bunch and very much appreciate her for doing this. We will definitely recommend and ask her to look after our house and dogs again soon.

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Jan W.
House Sitting
5.0 out of 5 stars

Gabby was fantastic with our little dog and fat cat. She texted us updates of how they where doing throughout the week, but we really appreciated hearing about July 4th as our dog is terrified of fireworks. When we got home, our house was tidied just like we left it. We enjoyed Gabby very much!

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Judy S.
House Sitting
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets 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 house sitting in Oakland is $45

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 house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

Sitters in Oakland average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Oakland on Rover as of Jun 2026 was about $45 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Oakland house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 3,050 house sitters in Oakland. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of Oakland house sitters respond in under an hour.

House sitters in Oakland have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Oakland.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Oakland house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.