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Top rated Olema house sitters
Prices are estimates per night for 1 dog. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Andy is the best pet sitter any pet parent can ask for. We had to go out of the country for two weeks, the longest we’ve been away from home and pet. Andy took care of our home and looked after our cat during the entire time, playing with her, keeping her engaged and sending us constant updates and pictures of her. By the end of the stay the two had bonded which was really surprising to us considering our cat gets nervous when we leave. Highly recommend Andy and we’ll definitely want him over for any of our future pet sitting needs.”
“Kat was amazing with our pup and so respectful of our home! She is organized, professional and super caring. It made our weekend away super easy knowing our house and dog were well taken care of. Thank you, Kat!!”
About: With years of experience caring for pets of all kinds, I understand that every animal is unique. Whether it’s a playful puppy, a senior cat who loves a gentle routine, or an energetic dog in need of extra exercise, I provide personalized attention to ensure they feel safe, comfortable, and loved. What sets me apart? ✅ **Reliable & Attentive:** I treat every pet as if they were my own, prioritizing their well-being and emotional needs. ✅ **Experienced in Special Care:** I’m familiar with administering medications, handling senior pets, and understanding different temperaments. ✅ **Flexible & Communicative:** I keep pet parents updated with detailed check-ins, photos, and reassurance that their furry family member is in great hands. ✅ **Passionate About Enrichment:** Whether it’s stimulating playtime, structured walks, or maintaining a comforting routine, I focus on keeping pets happy and engaged. I take pride in building trust—not just with pets, but with their humans too. If you're looking for a reliable, compassionate sitter who goes above and beyond, I’d love to connect! I work mostly from home, so I'll have plenty of time to hang out and play with your pets. I do occasionally have to go out, but I never exceed a 4-5 hour period of leaving your pets alone. When caring for pets in a client’s home, I prioritize keeping them in their familiar surroundings while maintaining their routine. I respect their space, provide companionship, and ensure they have everything they need—from fresh water and meals to enriching playtime and walks. Communication is key, so I keep pet parents updated with regular check-ins, photos, and any necessary observations.
“I couldn’t have chosen a better person to take care of our pets needs, especially our senior dog! So much kindness and compassion was shown to our pets! Definitely would recommend! Thanks so much!!!”
“Elizabeth was WONDERFUL. Elizabeth is kind & sweet and I know she gave loving care to Billy. Elizabeth sent us pictures everyday with updates as to how the day went. Which was always a good day with Billy. Elizabeth is responsible caring not only for our dog Billy but also our home. Highly recommend Elizabeth, oh, our house was cleaner when we came home than when we left.”
“Sophie is kind and reliable and seems to do great with my little dog Tess. Good communication and sent a pic or two along to let me know Tess was doing fine. I’ve re-booked her for another weekend: definitely a wonderful resource here on Rover.”
“Shawna was reliable, flexible, communicated well and in a timely manner, worked really well with our dog, and cared for our home like her own. If there was something that came she didn’t hesitate to let us know. Thanks Shawna, we would be happy to hire you again!”
“Lindsay was a perfect dog and house sitter while my wife and I were on vacation. It was so great knowing our precious older dogs were being well taken care of as Lindsay updated us on a daily basis. Will absolutely be hiring her again if she’s available.”
About: I have the biggest heart anyone who knows me whenever I go to anyone’s house you can always catch me spending time with their animal, currently a dog walker and boarding dogs as well I’m currently working Monday - Friday and do daily pack walks and can bring a dog on leash for the hikes and I go to Jiu Jitsu Saturday morning from 11:30-1 and church Sunday morning at 9am but I make sure to get the dogs out before I come and go I like to make sure the dog gets at least 2 hours of outside walking per day and sometimes skate the dogs around to do extra tiring and or throw the ball I like to get them out for a morning walk about 30 min an hour walk in the middle of the day and 30 min and bring them with me when I’m out and about
About: I am an experienced dog walker, I know how to administer medications, clean litter boxes, and provide loving and stimulating attention to all animals ! I am free to take care of pets from morning until night Mondays through Thursdays! For overnight sitting I am available weekdays as well as Fridays and weekends. I am a very loving and attentive cat and dog mother. I couldn’t live without my babies and I will treat each pet I watch like my own!
“I met Amber before I booked for a meet and great. She was professional and kind, and very sweet with our older dog. She stayed at our home for 3 nights. We received photos with updates, and when we returned, our dog and home were well taken care of! Definitely recommend and will hire again in the future.”
“Abby watched my German shepherd Mocha and house sitted our home for 3 weeks. Mocha is a large, high energy dog who needs a lot of exercise. Abby was very skilled in handling Mocha’s needs and very respectful of our house. Will book Abby whenever we need someone to watch Mocha again.”
“Isabella was amazing!! Incredibly sweet and responsible, clearly a dog lover 😊 She went above and beyond to make sure we knew Jax was safe and taken care of with lots of updates. She even showed up with a pup cup & treats for him when she arrived! Thank you so much Isabella, Jax misses you already!”
About: My family has always had dogs and growing up they were my main responsibility. I also have professionally dog-sat and walked for the past 4 years. I am currently a full time student but I have a very flexible schedule and am available in the mornings before 11am and most evenings to dog walk. I can play with your pup wherever you feel most comfortable whether that be in your home or at a nearby park we can make anything work!
About: Hi! My name is Todd, and I’m passionate about providing care for all kinds of pets. With experience caring for cats, dogs, birds, rabbits and other rodents, reptiles, insects, amphibians, and fish, I understand that every pet is unique and deserves personalized attention. As a responsible and punctual pet care professional, I prioritize your pet’s safety, comfort, and happiness. Whether it’s daily walks, feeding routines, playtime, or specialized care, I’m dedicated to ensuring your pets feel loved and well cared for while you’re away. I know how important it is to have someone trustworthy looking after your furry, feathered, or scaly family members. My goal is to provide peace of mind to pet owners and a stress-free experience for their pets. I’d love to meet you and your pets! Pet care is my full-time job. I will make taking care of your pets my number-one priority. I am very motivated, reliable and always on-time! I have two separate fenced-in yards to keep your dogs safe and secure. I also have a temperature-controlled home for those extra hot or cold days.
Loving house sitters in your neighborhood
Search Results
Prices are estimates per night for 1 dog. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
Andy R.
“Andy is the best pet sitter any pet parent can ask for. We had to go out of the country for two weeks, the longest we’ve been away from home and pet. Andy took care of our home and looked after our cat during the entire time, playing with her, keeping her engaged and sending us constant updates and pictures of her. By the end of the stay the two had bonded which was really surprising to us considering our cat gets nervous when we leave. Highly recommend Andy and we’ll definitely want him over for any of our future pet sitting needs.”
Kat D.
“Kat was amazing with our pup and so respectful of our home! She is organized, professional and super caring. It made our weekend away super easy knowing our house and dog were well taken care of. Thank you, Kat!!”
Vaughn T.
“We highly recommend Vaughn as a pet/house sitter. We went on a recent 2 week trip and Vaughn stayed at our house and took great in home care of our dog, Skyler. He also managed the household including garbage day pick up, daily mail, and providing a presence at the house. We felt comfortable with Vaughn right from the beginning meeting. Vaughn is trustworthy, reliable, caring, responsible, and easy going. He is very pet oriented and took very good care of Skyler. He took her on adventure walks and even gave her a bath! That is above and beyond the call of duty. We really appreciate that Vaughn sent us pictures and communications via text, which is very reassuring. Vaughn is a very nice person and provides exceptional personalized care. We would definitely utilize his service again and again. Way to go Vaughn.”
Tiffany O.
“We loved having Tiffany take care of our babies. She is reliable, conscientious and very neat. Will definitely call her again, she is the best!”
Chiara Z.
“I couldn’t have chosen a better person to take care of our pets needs, especially our senior dog! So much kindness and compassion was shown to our pets! Definitely would recommend! Thanks so much!!!”
Martha H.
“Martha was great! She was a good communicator and we really appreciated all the updates, pictures, and videos she sent. We look forward to her helping us again!”
Elizabeth T.
“Elizabeth was WONDERFUL. Elizabeth is kind & sweet and I know she gave loving care to Billy. Elizabeth sent us pictures everyday with updates as to how the day went. Which was always a good day with Billy. Elizabeth is responsible caring not only for our dog Billy but also our home. Highly recommend Elizabeth, oh, our house was cleaner when we came home than when we left.”
Sophia C.
“Sophie is kind and reliable and seems to do great with my little dog Tess. Good communication and sent a pic or two along to let me know Tess was doing fine. I’ve re-booked her for another weekend: definitely a wonderful resource here on Rover.”
Shawna M.
“Shawna was reliable, flexible, communicated well and in a timely manner, worked really well with our dog, and cared for our home like her own. If there was something that came she didn’t hesitate to let us know. Thanks Shawna, we would be happy to hire you again!”
Lindsay J.
“Lindsay was a perfect dog and house sitter while my wife and I were on vacation. It was so great knowing our precious older dogs were being well taken care of as Lindsay updated us on a daily basis. Will absolutely be hiring her again if she’s available.”
Morgan F.
“Thanks as always for doing a great job!”
Gavin K.
“gavin is a dog-lover (and kitty-lover) extraordinaire! he is a respectful house guest and is great at sending photos and videos of my fur-babies. he was willing to help out with small things while we were away and was very loving with our pets that it set my mind at ease.”
Gabriella T.
“Gabby has pet sat for me and my family countless times. Each time I have come back to a happy and healthy pup. She was diligent about making sure Cooper got long walks each day, was fed on time, and got lots of love throughout her time staying with him. Cooper gets so excited when Gabby comes over and it gives me such peace of mind leaving him with a responsible and loving pet sitter like Gabby.”
Amber L.
“I met Amber before I booked for a meet and great. She was professional and kind, and very sweet with our older dog. She stayed at our home for 3 nights. We received photos with updates, and when we returned, our dog and home were well taken care of! Definitely recommend and will hire again in the future.”
Abby G.
“Abby watched my German shepherd Mocha and house sitted our home for 3 weeks. Mocha is a large, high energy dog who needs a lot of exercise. Abby was very skilled in handling Mocha’s needs and very respectful of our house. Will book Abby whenever we need someone to watch Mocha again.”
Isabella R.
“Isabella was amazing!! Incredibly sweet and responsible, clearly a dog lover 😊 She went above and beyond to make sure we knew Jax was safe and taken care of with lots of updates. She even showed up with a pup cup & treats for him when she arrived! Thank you so much Isabella, Jax misses you already!”
Cynthia G.
“Cynthia is a dog whisperer and my Dog Jackie absolutely adored being with her. Can’t recommend her highly enough”
Ilaria M.
“We have used Ilaria multiple times to house sit and watch our Doberman. She has a great way with dogs and puppies and always does a good job following the list of needs!”
Todd D.
“We have a 60 lb pittie-mix and Todd, with Tall to Small pet care, is our puppy’s favorite fella!! Todd is friendly, kind, reliable, trustworthy, and has a special connection with animals. After our puppy had surgery, Todd made sure to check in about any special care needs and has always made us humans feel very at ease leaving our energetic puppy with him. We wholeheartedly recommend Todd!!”
Joaquin K.
“Very kind, prompt, and considerate. Checked in with us about our preferred covid protocols. Caring and skilled with our senior dog. Would definitely hire again.”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
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. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
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 Olema on Rover as of Aug 2025 was about $75 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.
As of Aug 2025, there are 1,887 house sitters in Olema. 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 Olema house sitters respond in under an hour.
House sitters in Olema have an average of 14 years of experience. House sitters with repeat customers have an average of 3 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 Olema.
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. Olema 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.
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