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: Kimberly M.
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Kimberly M.
from
$40
per night
5.0 out of 5 stars
3 reviews
6 years of experience
Oakland, ME, 04963

About: Since becoming fully remote for my full time job in 2020, I have taken on the roll of “trusted pet-sitter” for over 30 families and almost 50 furry friends. Back home in Maryland, I connected with these families just through word-of-mouth and referrals from happy families. Now that I live here in Maine, I would like to continue my expertise and passion for animals, and connect with some loveable furry friends. I am an attentive, detail-oriented pet-sitter, who also knows the importance of respecting another person’s living space and maintaining routines for pets. After years of taking care of every size, shape and age of dog, no request from the owner is too wacky. From complicated medication directions to particular night time routines, I know your pet is part of your family and deserves to go about life as usual, despite mom/dad not being home. Reach out, I would love to connect! I work full-time fully remote! So while I will need WiFi and a desk to type on my laptop while I watch your pet, there is always time for walks, snuggles and whatever else your pet needs. My goal when I pet sit is to keep the pet in its normal environment and routine as much as possible. I am always very clean and respectful of any house I pet sit in.

Sitter Profile Image: Sarah H.
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Sarah H.
from
$65
per night
5.0 out of 5 stars
31 reviews
8 repeat clients
7 years of experience
Waterville, ME, 04901

Sarah was wonderful with our old dog, took him on walks, gave him medicine, and was patient with him about eating. She sent regular updates with pics too. Our house was just as we left it. Would hire her again!

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Jessamine B.
Sitter Profile Image: Erin D.
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Erin D.
from
$55
per night
4.9 out of 5 stars
19 reviews
4 repeat clients
30 years of experience
Benton, ME, 04901

Highly recommend Erin for your critter care!! 11/10!!! She watched out 2 dogs, cat, chickens, and house for a week and a half and did such an amazing job. She was very communicative, giving us updates every night. She left the house cleaner than when we left and just did such a good job with our animals. We will absolutely be having Erin help us again and you should too!!

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Emily P.
Sitter Profile Image: April M.
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April M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
39 reviews
14 repeat clients
20 years of experience
Belgrade, ME, 04917

April did an amazing job with my two Bernese mountain dogs. She gave constant updates and I felt very comfortable that everything was well taken care of. My home was exactly how I left it. I would definitely recommend her and will use her again for sure.

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Chris S.
Sitter Profile Image: Carla V.
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Carla V.
Star Sitter
from
$70
per night
4.9 out of 5 stars
41 reviews
8 repeat clients
5 years of experience
Waterville, ME, 04901

Carla took extra time to get to know our anxious little dog before she came to stay with him while we were traveling. He was relaxed and happy when we came home and she was the perfect guest, so considerate. We have already asked her to return.

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Michelle G.
Sitter Profile Image: Kelly C.
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Kelly C.
from
$80
per night
5.0 out of 5 stars
37 reviews
11 repeat clients
40 years of experience
Belgrade, ME, 04917

Kelly watched Ryder in her home for 4 hours wicked last minute. Kelly gave us plenty of pictures and videos. He even got a dip in the pool and a bone fire lucky him.

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Brandon S.
Sitter Profile Image: Jedan S.
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Jedan S.
from
$86
per night
13 years of experience
Winslow, ME, 04901

About: I love all dogs but am especially fond of the giant breeds.🔅WILLING TO TRAVEL OUTSIDE OF RADIUS SHOWN🔅 I am mid 30s and I've always connected with dogs. I recently lost my dog after 13 years of spoiling her. She was our perfect dog, a bullmastiff boxer and a princess, so I know all about finicky dogs. I trained her as a puppy and we always got complimented on how well behaved she was. I know how stressful it can be to leave your pup and worry about them, I used to leave long lists of instructions for our girl and love it when I got text updates of her, so I will do the same for you. When we spoil them it speaks to the depth of our love for them, and that's something special to not entrust with just anyone. So if you have a "diva" or a "prince" I'm your gal. 😁 I miss being around a dog but I am not able to commit to my own right now, so I'd love to give your dog lots of cuddles and spoil them for you while you are away. I do not offer care in my own home or care for dogs dealing with incontinence because things are too fresh still. I do not offer care for dogs with aggression issues either. I feel it's important to make sure both the dog and I are comfortable, and therefore require a meet and greet to make sure it's a good fit. I work from home so I will be able to care for them and cuddle lots throughout the day. I will need to leave briefly in the evenings, but for the most part will be there with them. If your dog is trained to be off leash, I am comfortable with that as long as we do a meet and greet and you show me their responsiveness when called back. I am also fine with taking them out on a leash or letting them into a fenced yard, whatever is their norm. If hired for dog walking I'd prefer to do a meet and greet and go on a walk with you and the dog so you can show me their route and preferences to ensure we are both comfortable

Sitter Profile Image: Jason F.
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Jason F.
from
$63
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
20 years of experience
Sidney, ME, 04330

Jason was fantastic. He helped me in a pinch and was prompt, communicative and generally happy to spend time with Chloe (my dog). Received photos and updates. Very good experience, will certainly book again. Thank you Jason!

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Will S.
Sitter Profile Image: Nathan B.
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Nathan B.
from
$50
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
15 years of experience
Augusta, ME, 04330

Nathan was terrific - asked good questions about the kids ahead of time, was communicative while we were away and left everything in great order/condition for our return home. Offered to stay additional as well if our flights were delayed. Very considerate and great with the dogs and cat - they took to him right away!

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Sarah P.
Sitter Profile Image: Liseli M.
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Liseli M.
Star Sitter
from
$82
per night
4.9 out of 5 stars
35 reviews
11 repeat clients
4 years of experience
South China, ME, 04358

Once again Liseli provided us with a piece of mind knowing our beloved Elvis was being looked after with the same level of love and caring we would bestow upon him. And our house was also cared for as we would care for it- it was in perfect order when we returned. We feel so lucky to have found Liseli!!!!

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MaryAnn C.
Sitter Profile Image: Melissa H.
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Melissa H.
from
$75
per night
5.0 out of 5 stars
32 reviews
11 repeat clients
13 years of experience
Winslow, ME, 04901

Melissa was awesome with our dog, very communicative and took care of Einstein with the affection that we had hoped for. We will certainly look to use Melissa again!

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Scott C.
Sitter Profile Image: Josephine C.
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Josephine C.
from
$120
per night
6 years of experience
Belgrade, ME, 04917

About: I’ve had pet dogs and cats since I was 5 years old. I’ve always loved taking care of them, and being someone that they can rely on. Caring for animals is a big part of my life and something I hope to be forever passionate about! I am working full-time for the summer. I am a college student who will be going back to part time in the fall to finish my last year. I’m mostly free in the evenings and on odd days during the week since I work a rotating schedule. The fall will look different as I’ll be working part-time while also going to school! I’ve been handling large dogs since I was a young teenager, so I’m very comfortable with all types of breeds. I’d consider myself very gentle when it comes to animal care.

Sitter Profile Image: Kaitlyn J.
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Kaitlyn J.
from
$55
per night
5.0 out of 5 stars
2 reviews
13 years of experience
Augusta, ME, 04330

Amazing amazing amazing! I’m so grateful to have found Kaitlyn!!Use her you won’t be disappointed:)

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Cara P.
Sitter Profile Image: Emma B.
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Emma B.
Star Sitter
from
$156
per night
5.0 out of 5 stars
38 reviews
12 repeat clients
10 years of experience
Fairfield, ME, 04937

About: Highlight: I am experienced with aggressive and reactive animals! I have had animals in my home and life as long as I can remember. I have cared for countless dogs, cats, and small animals. At one point in my life I had seven dogs and a number of other pets. I have been providing independent pet care since late 2015. Animal care and rescue is my greatest passion. I am skilled at handling dogs and other animals of all ages, sizes, and temperments. I have worked with aggressive and reactive dogs and have experience deescalating conflicts when they arise. I am more than happy to care for any kind of animals- not just dogs and cats. My own current pets are two dogs and four cats. I also have experience caring for small animals, various poultry and livestock, and horses. When I was 15 years old I started occasionally farm/house sitting for a family with dogs, horses, and a cat, and caring for all of the animals there during my stay. With them I have worked daytime hours as well as overnight stays for a few days at a time so they could take trips out of state. In my adult life I have branched out, first with Rover a few years ago, and then with expanding farther into launching my private pet care business at the beginning of 2024 while still maintaining my presence on Rover. My client base is steadily growing and I am excited to see where this venture takes me! I am reliable and committed to providing excellent service for my clients. If you want a pet caretaker you can count on who will treat your animals as well as their own, I'm your gal! I am operating my pet care business, Mainely Pets - Care & Products, full-time! This means I have lots of availability to care for your pets, but for house-sitting in particular it is best to reach out significantly in advance to ensure I can fit you in! Sunday bookings are restricted to things that *must* occur on that day in order for me to try to have some level of work life balance. I take utmost care to keep animals in my care safe and properly contained. I make sure to follow whatever rules and structures are in place for the animals to ensure their safety. Pets are always leashed inside before heading for a walk and the leash isn't unclipped until we are back inside with a closed door. I am vigilant in looking out for potential risks (e.g. other animals, cars, bad things they could eat, etc) and making sure to give them a wide berth. In my own home I have any small animals carefully segregated into rooms that predator animals don't go into. Anytime I leave the room, I do a check and verify that all predators are outside the door so nobody can get hurt. I monitor the dog around the cats to make sure all interactions are safe. I have utlized crates and baby gates when necessary to keep animals safely contained and/or separated in the past. I am skilled at containing flight risk animals and watching out for their safety.

Sitter Profile Image: Ilsa G.
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Ilsa G.
from
$100
per night
5.0 out of 5 stars
6 reviews
1 repeat client
Belgrade, ME, 04917

About: I'm a genuine dog lover! I've always trained my dogs on basic tricks and commands.I'm aware that dogs have their own personalities, fears, and strengths. I work part-time. I have a flexible schedule. I'm open to having dogs in my house throughout the week and some weekends, if needed, and also just walks. I don't have a fenced yard. However, I will be with them out in my yard to assure a safe environment. I'll take them hiking or for walks around my area. They are welcome inside my house to sleep and rest.

Sitter Profile Image: Michael L.
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Michael L.
from
$40
per night
20 years of experience
Belgrade, ME, 04917

About: I absolutely love all types of doggies and I’m an avid jogger and love to get outside and get exercise. I’m very respectful and kind. You won’t be disappointed hiring me. I’m available during the week between the hours of 8 and 3. Those hours can vary and sometimes I might be available outside of those hours We live on 20 acres on the lake and our neighbors are not close so it’s nice to get outside in the property and play fetch or go run around

Sitter Profile Image: Susan C.
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Susan C.
from
$30
per night
30 years of experience
Belgrade, ME, 04106

About: I have owned and taken care of dogs almost all of my life, I have experience with puppies and old dogs. I have a large private property with a long dirt road for long walks, and a fenced in front yard . Dogs really love it here. I am a retired school teacher with lots of energy and time to spend with your furry family member. There is plenty of love and fun times to be shared here, I have 23 acres for long walks, a fenced in front yard and a lake to swim and chase balls. I also have a large deck for drying off before coming inside. Your dog will love it here!

Sitter Profile Image: Atlas B.
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Atlas B.
from
$55
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
10 years of experience
Augusta, ME, 04330

Atlas is the best dog sitter we’ve found on this app - probably that we’ve found ever. We cannot recommend her more highly. She went above and beyond for our dogs and was quickly our reactive dog’s favorite person. We’ll be booking with Atlas for all our future travel and dog sitting needs.

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Margaret D.
Sitter Profile Image: Julie M.
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Julie M.
from
$75
per night
40 years of experience
Waterville, ME, 04901

About: I have cared for both dogs and cats and I will care for yours like it is my own at all times so I hope you choose to hire me I am retired with plenty of free time for your animals and I would love to care for them like they are mine to care for I have a yard and a lovely home and I will always leash your dog when outside for safety and I like to kennel dogs when they sleep at night

Sitter Profile Image: Sadie F.
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Sadie F.
from
$45
per night
4.8 out of 5 stars
47 reviews
14 repeat clients
18 years of experience
Winslow, ME, 04901

Sadie is amazing!! She took care of our 3 dogs and home like it was her own. She kept in touch, sending us updates and photos so we were absolutely at ease. 10/10 recommend!

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Hannah S.
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Over 19
pet parents in Oakland have booked house sitting

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 $55

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 Mar 2026 was about $55 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 Mar 2026, there are 83 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, 84% of Oakland house sitters respond in under an hour.

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.