House Sitting Osterville

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

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Over 28
pet parents in Osterville have booked house sitting

Osterville, Find top rated house sitting

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Jacqueline H.
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Jacqueline H.
Star Sitter
$123
total per night
5.0 out of 5 stars
125 reviews
29 repeat clients
20 years of experience
Hyannis, MA, 02601

Jacqueline was with my boys for a full week. She did an awesome job, especially as one is a super senior (18)! With some special needs They were healthy and happy when we returned home! They were loved and cared for

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Jeanette A.
Sitter Profile Image: Cecilia L.
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Cecilia L.
Star Sitter
$84
total per night
5.0 out of 5 stars
19 reviews
5 repeat clients
5 years of experience
Barnstable, MA, 02556

Cecilia is a godsend, she took good care of my sweet baby and kept me updated and sent pictures. Highly recommend and look forward to booking her services again in the future.

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ELISHIA B.
Sitter Profile Image: Bridget J.
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Bridget J.
$78
total per night
5.0 out of 5 stars
9 reviews
4 repeat clients
20 years of experience
Barnstable, MA, 02648

Loki was well taken care of and Bridget responded quickly with my questions. She went above and beyond in that I asked her to do a couple of extra things for me which was much appreciated. I would highly recommend her and will use her again in the future if the need arises

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Heather P.
Sitter Profile Image: Rebekah N.
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Rebekah N.
$50
total per night
5.0 out of 5 stars
5 reviews
5 years of experience
Barnstable, MA, 02648

Rebekah was wonderful with our cat Mariah. She is dependable and reliable and I would have her take care of Mariah anytime she is available.

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Anna R.
Sitter Profile Image: Allyson M.
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Allyson M.
$84
total per night
4.9 out of 5 stars
67 reviews
33 repeat clients
20 years of experience
Barnstable, MA, 02668

Allyson took excellent care of our Boston Terriers, and kept us updated with lots of pictures. The house was also very neat and tidy when we returned.

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Jamison C.
Sitter Profile Image: Sadie B.
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Sadie B.
$111
total per night
5.0 out of 5 stars
5 reviews
1 repeat client
8 years of experience
Barnstable, MA, 02601

About: I’ve been taking care of peoples pets since I was 14. I have two golden retrievers, one of which I have had since I was 6, so I am experienced with high energy pups! I also have one cat who is a little prickly so I am experienced with difficult cats. My mom says I have a “way with animals” and I would love to meet yours! I am a recent college grad so my schedule is pretty open as I look for a full time job. I can work weekends and weekdays- day or night! Pets in my care are always guaranteed a fun time! I am energetic and love to play. I always stick to regular feeding and bathroom times to ensure the best care!

Sitter Profile Image: Gail G.
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Gail G.
Star Sitter
$145
total per night
5.0 out of 5 stars
25 reviews
7 repeat clients
50 years of experience
Sandwich, MA, 02563

Gail took great care of our dog. She sent pictures and updates and we knew Teller was in good hands. She even braved the incredible cold to take him for a walk.

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Tiffany F.
Sitter Profile Image: Olivia G.
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Olivia G.
$95
total per night
5.0 out of 5 stars
10 reviews
6 repeat clients
7 years of experience
Centerville, MA, 02632

Olivia did a great job sitting for our dog Huck. He was loved, and walked, and fed - all a dog could ask for! Olivia did a great job communicating with me. I am looking forward to having my go to sitter.

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Talena V.
Sitter Profile Image: Kaitlyn B.
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Kaitlyn B.
$78
total per night
5.0 out of 5 stars
15 reviews
9 repeat clients
10 years of experience
Mashpee, MA, 02649

Kait went above and beyond to make sure Nessie was comfortable and very well taken care of. She was extremely easy to communicate with and shared updates throughout her stay with our girl. I would Highly recommend Kait, she is amazing!!

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Erica P.
Sitter Profile Image: Angela M.
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Angela M.
Star Sitter
$95
total per night
5.0 out of 5 stars
20 reviews
4 repeat clients
6 years of experience
Harwich, MA, 02645

It's been a minute since I used Rover (eight or nine years goes by quick). I had a great Rover sitter out West many years ago when there was no whites on his face, butt, and paws. He was just a black pup then. He walked, ran, and leapt pain-free. 'Mack', like his owner, has just simply gotten older, and is described with whatever adjectives come with the word, 'old' since. Enter Angela. I reached out to her a couple weeks before I was leaving for a week, and she responded promptly. She came to my house a few days later, over the weekend, to meet him. Mack is vocal, overly so at times, and is protective of me, in spite of my attempts to dissuade that behavior, constantly, for 13 years. Get near me, he barks. Just the way it is. Angela gave him a treat here and there while being unwavered and kind to him. He was nipping her heels as I showed her around my place... ...still unwavered and kind. I knew she was the right person, and she took the job which was staying at my house with him for a week. She walked the old man every day, took excellent care of my house (absolutely not asked of her), easily navigated a farmer's dog diet, and fired happy/action pictures of my dog to me every evening. He was definitely loved. He showed his belly in return. He doesn't do that for just anyone. I could tell he was kinda bummed it was me in charge again when I returned. I wanna keep Angela to myself, but it's only fair to recommend her. She's responsible, beyond trustworthy, and truly great with doggies! Highly recommended!

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Gregory P.
Sitter Profile Image: Nikki W.
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Nikki W.
Star Sitter
$62
total per night
5.0 out of 5 stars
78 reviews
27 repeat clients
3 years of experience
Osterville, MA, 02655

Nikki was a wonderful sitter for our pup! She stayed in our home and was so communicative and respectful of our space. She gave our pup all the love and attention, and we could tell she got plenty of exercise. Will definitely be booking with Nikki again!

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Kate P.
Sitter Profile Image: Daniella F.
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Daniella F.
$95
total per night
5.0 out of 5 stars
7 reviews
15 years of experience
Bourne, MA, 02542

About: I'm new on Rover, but over the past 15 years, I have provided dedicated pet sitting services for a wide variety of families, including those living on military bases. My experience spans everything from large, powerful breeds to timid rescues to small dogs with big personalities (yes, "little dog syndrome" included!). This extensive background, combined with owning a high energy Brittany Spaniel and a gentle Cavalier King Charles Spaniel, has given me a deep, well rounded understanding of different breed temperaments, sizes, and personalities, from confident big dogs to nervous rescues to feisty little ones. I know how to build trust with a rescue that needs extra patience, redirect a small dog's big attitude, and safely manage a large dog's strength and energy. Whether your dog needs vigorous exercise, specialized attention, or careful adherence to specific neighborhood boundaries, I bring the experience, trust, and reliability needed to keep your pets safe, happy, and completely at ease. I operate on a highly flexible schedule, allowing me to adapt completely to whatever your pup's routine looks like. I'm located on the Otis base, giving me easy access to almost anywhere on the Cape, and pet care is my full time job, so I get to dedicate tons of time and structured care to your dog! Whether they need energetic play sessions, a long walk to explore, or just a cozy spot on the couch to relax, I adapt completely to whatever your pup's routine looks like. When your pup is with me, you can expect regular text updates and plenty of cute photos so you have total peace of mind! Safety is my absolute top priority, and I treat every guest pup with the exact same vigilance and care I give my own two dogs. With 15 years of pet sitting experience across different communities, I'm highly disciplined, respect home rules, and stay committed to keeping things safe and sound! Safety is my absolute top priority, and I treat every guest pup with the exact same vigilance and care that I give my own two dogs. Because I have 15 years of pet sitting experience including caring for pets throughout different communities I am highly disciplined, respect home rules, and am deeply familiar with maintaining strict safety guidelines and neighborhood boundaries. In My Care & Environment: 📍 Supervised and Secure: Pets under my care are never left unattended in unsecured areas. I am extremely mindful of door safety, ensuring pups are secure before any entryways are opened. 🐾 Tailored to Their Needs: With a high energy Brittany and a gentle Cavalier of my own, plus years of experience with large breeds, rescues, and small dogs with big personalities, I know how to keep energetic dogs safely stimulated, help nervous rescues settle in and feel secure, and give small or sensitive dogs the patience and structure they need to feel completely protected and relaxed. 📸 Clear Communication: I believe trust is built through transparency. You will receive regular check ins, updates, and photo updates so you always know your baby is safe, happy, and thriving. 📋 Strict Adherence to Routines: Whether your pup has specific dietary restrictions, precise medication schedules, or distinct boundary training rules, I follow your instructions down to a T. My goal is to provide a reliable, peaceful, and incredibly safe environment so you can travel with absolute peace of mind!

Sitter Profile Image: Sharon C.
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Sharon C.
$111
total per night
5.0 out of 5 stars
29 reviews
8 repeat clients
45 years of experience
Barnstable, MA, 02630

Sharon was wonderful with watching and bringing our dog to our wedding. She clearly really cares about dogs and making sure they are comfortable and well cared for. We felt very comfortable with leaving him in her capable hands. We will certainly have our dog stay with Sharon again when we are back on the cape! We can’t recommend her more! Thank you Sharon!!

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John B.
Sitter Profile Image: Lourdes B.
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Lourdes B.
$89
total per night
5 years of experience
Barnstable, MA, 02601

About: Animals have always been a huge part of my life and career. I currently manage a veterinary hospital and have experience working alongside both general practice and emergency veterinary teams. As a pet parent to a nervous, reactive dog, I understand that every pet has unique needs and personalities. Whether your pet loves adventure, playtime, quiet companionship, or requires a little extra patience and understanding, I’ll make sure they receive attentive, compassionate care tailored to them. Currently working Full time and looking to do this as a side job. I would prefer dogs that are close to me to ensure I can do as many walks as possible. Working in the Vet Med field has taught me how incredibly important safety is. I follow the owner’s instructions to the tee and will put the pets safety as a top priority on all our walks.

Sitter Profile Image: Julie R.
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Julie R.
$73
total per night
5.0 out of 5 stars
1 review
50 years of experience
Osterville, MA, 02655

Julie was reliable, caring and easy to communicate with. I recommend her.

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Kathy L.
Sitter Profile Image: Nicole P.
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Nicole P.
$56
total per night
5.0 out of 5 stars
7 reviews
3 repeat clients
8 years of experience
East Sandwich, MA, 02537

Nicole was amazing in all respects - responsive, thoughtful, and a great communicator. Highly recommend.

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Elizabeth J.
Sitter Profile Image: Taylor H.
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Taylor H.
$95
total per night
5.0 out of 5 stars
27 reviews
5 repeat clients
10 years of experience
Barnstable, MA, 02601

Taylor was AMAZING with both our kitty and our dog! She sent way better photos than we can ever take ourselves, and made sure our dog got lots of exercise outside. She was very patient with our unsocial kitty too, making sure to give her all the space she needed in order to feel comfortable. We would recommend Taylor to anyone.

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Amanda J.
Sitter Profile Image: Grace M.
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Grace M.
$111
total per night
5.0 out of 5 stars
14 reviews
2 repeat clients
10 years of experience
Barnstable, MA, 02648

So happy Grace watched my Nala girl! She took such good care of her, gave me updates/sent pics, and kept the house super tidy. Will definitely use her again!

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Shana G.
Sitter Profile Image: Varalee S.
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Varalee S.
$56
total per night
5.0 out of 5 stars
4 reviews
30 years of experience
Barnstable, MA, 02601

About: My first pet is dog when I was 5 years old. His name is Sprite (his fur is white). My family got him from the neighbor because they move to new place and not allowed pets. Now Im 35 but.. every time I miss him .. tear❤️ Im stay at home mostly for study. Also I live next to the Golden Gate park. So at evening I always running or jogging. Yeah Im a healthy girl!!! I have a fenced yard but I want to need dog walker. Its perfect fit with my routine and my activities. Fresh air in the park will help me and your dogs feel goodddddd :)

Sitter Profile Image: Helena W.
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Helena W.
$89
total per night
5.0 out of 5 stars
24 reviews
5 repeat clients
35 years of experience
Dennis, MA, 02670

Helena was fantastic. She did a great job watching my dog. Very affectionate and loving, neat and tidy around the house, great communicator, gave him his medication. Just a fantastic experience with Helena. Highly recommend.

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John S.
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The median cost per night for house sitting in Osterville is $75

Pet parents share their Rover experiences - Osterville

1 / 1
5.0 out of 5 stars

Grace is one of those lovely, kind, animal-loving people you just want to have around your dogs. She intuitively understands them and brings her Vet Tech medical experience to the stay, which is great. My dogs were immediately at ease with her!

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Kristin F.
House Sitting
5.0 out of 5 stars

Olivia did a great job sitting for our dog Huck. He was loved, and walked, and fed - all a dog could ask for! Olivia did a great job communicating with me. I am looking forward to having my go to sitter.

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Talena V.
House Sitting
5.0 out of 5 stars

Nikki is polite and has a lovely personality. She took great care of our little cavapoo and we are very grateful.

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Laura D.
House Sitting
5.0 out of 5 stars

Lily was an excellent dog sitter to our 2.5 year old lab and 5 month old retriever. She was able to stay with our pups on short notice and jump right into their routines. She was so easy to communicate with - we had a phone call to review their routines and go over any questions and then Lily provided us with daily updates on how the dogs were doing. She kept them active by taking them on walks, letting them play together, but was vigilant to not let them play too intensely and separated our puppy when she was getting too playful. She also was so caring and helpful to our puppy who is still potty training and was patient with her when she had accidents. Lily took great care of our home while we were away and we couldn’t recommend her enough. We will absolutely be booking with her again. She helped us feel at ease while away on vacation and our dogs have continued their routines after her care which we are so grateful for. Thank you Lily!

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Mackenzie P.
House Sitting
5.0 out of 5 stars

This was the first time leaving our dog so we were feeling a little nervous. Luckily we found Nicole! She was the perfect sitter and guest in our home. Nicole is confident, reliable and sweet. She took great care of our dog and sent us photos to keep us in the loop. It is clear that Nicole is a dog lover and really cares for your pets. We would highly recommend Nicole.

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Talena V.
House Sitting
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Meet local sitters who will treat your pets like family

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    Browse profiles of sitters near you who offer house sitting
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Popular requests for house sitting - Osterville

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Sitters in Osterville average 2
repeat house sitting clients

FAQs for House Sitting - Osterville

Frequently asked questions about Rover

The average cost for House Sitting in Osterville on Rover is $44.4 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of September 2026, there are 446 sitters on Rover offering House Sitting across Osterville. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Osterville walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Osterville maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Osterville choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Osterville. On Rover:

  • 94% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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