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: Bridget J.
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Bridget J.
$78
total per night
5.0 out of 5 stars
8 reviews
3 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: Olivia G.
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Olivia G.
$73
total per night
5.0 out of 5 stars
8 reviews
4 repeat clients
7 years of experience
Centerville, MA, 02632

Olivia stayed w our 5 month old puppy, 4 year old dog, and 14 year old cat for 2.5 days. She took great care of them and our home. I really appreciated how she reached out daily for updates and to provide photos of our pets. Our pets were well loved in our absence. Highly recommend!

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

Excellent experience!!! First time using this type of dog care and Jacquie is amazing and truly understands dogs. Will definitely use her again!

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Lynnette M.
Sitter Profile Image: Gabriela P.
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Gabriela P.
$73
total per night
5.0 out of 5 stars
3 reviews
3 years of experience
Sandwich, MA, 02563

About: I strictly follow your dog’s personal and walking routines to prevent any anxiety, while sending frequent photo updates so you can travel completely worry free. Working from home allows me to easily blend my day with your dog’s needs, offering frequent play and potty breaks and endless cuddles while working. By staying at your place, I minimize your dog’s anxiety. I provide dedicated overnight care, plenty of playtime, and frequent updates so you feel connected.

Sitter Profile Image: Tag C.
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Tag C.
Star Sitter
$88
total per night
5.0 out of 5 stars
13 reviews
5 repeat clients
40 years of experience
Mashpee, MA, 02649

Tag was amazing! She did a great job making sure the pets were well loved and taken care of while we were gone. She sent daily pictures and kept in communication the whole time. She also took great care of the apartment while we were gone and even went above and beyond washing and replacing the sheets before we got back! I would highly recommend her for any pet needs!

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Steven K.
Sitter Profile Image: Cecilia L.
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Cecilia L.
Star Sitter
$56
total per night
5.0 out of 5 stars
13 reviews
3 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: Sarah G.
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Sarah G.
$128
total per night
5.0 out of 5 stars
40 reviews
12 repeat clients
10 years of experience
Barnstable, MA, 02601

Sarah did a great job watching our house and dogs. We will look to her again in the future.

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John G.
Sitter Profile Image: Grace M.
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Grace M.
$111
total per night
5.0 out of 5 stars
12 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: Zack B.
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Zack B.
$78
total per night
4.9 out of 5 stars
15 reviews
1 repeat client
20 years of experience
Yarmouth Port, MA, 02675

Zack stayed at our house for 3 days while we were away. He did a great job....the dog was happy and he left our house in great shape. He was very responsive through the whole process. I look forward to using Zack again!

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William W.
Sitter Profile Image: Jennifer R.
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Jennifer R.
$70
total per night
5.0 out of 5 stars
2 reviews
40 years of experience
Barnstable, MA, 02668

Jen was the best sitter I could have found for my 115lb. Golden. I knew the day I met her and watched how Charlie reacted with her that she would be the person I could trust to stay with him. It was our first time leaving Charlie with anyone other than family, also it was the longest amount of time we would be gone. She stayed with Charlie for 6 days and 5 nights. Our flights were delayed both going and coming home. Jen was so accommodating, she came earlier than I had booked her for and stayed later at the end. I was completely at ease knowing Charlie was going to be so well cared for, even loved. He's such a creature of habit and Jen followed our routine perfectly. It was obvious from the way he reacted to Jen that he knew she was a good person and a dog lover. My husband and I will feel so much better about going away and leaving our dog, knowing that we will be able to call on Jen again. We were so fortunate to have found her!! Thank you so much Jen!!

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ellen f.
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: 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: Nikki W.
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Nikki W.
Star Sitter
$62
total per night
5.0 out of 5 stars
70 reviews
22 repeat clients
3 years of experience
Osterville, MA, 02655

Awesome job as always by Nikki! The many reasons why Nikki is so amazing: she actually loves the animals, she is so sharp and quick to adjust and adapt to any situation thrown at her, she is very communicative, she is respectful of your home and things…she is truly a gem and we would never ever get to travel if not for her. We (the furry boys too) love you, Nikki! 😘

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Simone F.
Sitter Profile Image: Ann M.
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Ann M.
Star Sitter
$84
total per night
5.0 out of 5 stars
8 reviews
4 repeat clients
20 years of experience
Centerville, MA, 02632

About: I have spent many years caring for family and friends pets. From pugs to mastiffs. Experience in administering medication and any other needs your pet may have. I am currently working full time, with weekends off. I am available after 5:00 for drop ins/walks Monday thru Friday. Available for boarding Friday evenings to Sunday. My weekends are very flexible and will take last minute bookings. I will make sure your pet is happy and content. Play time and walks are a must along with rest. Anything to keep them happy. I am willing to sit for your pet in your home or mine. Whichever works best for the client.

Sitter Profile Image: Sharon C.
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Sharon C.
$100
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: Kaitlyn B.
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Kaitlyn B.
$78
total per night
5.0 out of 5 stars
11 reviews
5 repeat clients
10 years of experience
Mashpee, MA, 02649

Kaitlyn went above and beyond in taking care of our pup! Would hire again in a heartbeat. Thanks Kaitlyn!

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

I really cannot come up with enough accolades to express our gratitude for Helena's care of our very senior Doxie, Fenway. Since he's 17+, it is important for us that his caregiver understands senior dogs, which Helena undoubtedly does. She is easy to get to know and is warm and caring. Her communication was frequent and included pictures. She went above and beyond in taking care of our buddy and in maintaining the house. We felt completely at ease leaving Fenway in Helena's excellent care!

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Jan P.
Sitter Profile Image: Gabrielle F.
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Gabrielle F.
Star Sitter
$73
total per night
5.0 out of 5 stars
9 reviews
4 repeat clients
6 years of experience
North Falmouth, MA, 02556

Gabrielle is an excellent choice as a dog sitter. She stayed in her home for a few days and Coco had a great time with her. She's easy to communicate with and very kind.

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Nicole B.
Sitter Profile Image: Margaret R.
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Margaret R.
$111
total per night
5.0 out of 5 stars
5 reviews
40 years of experience
Hyannis, MA, 02601

About: I’m a caring dog mom. I lost my dog so now I want offer you pet sitting in your home .. I work remotely so your dog will always be with me. I’m able to get out and walk your dog morning afternoon and after work. I have experience with a large breed dog as my past two dogs have been old English bulldogs. Open to any questions or conversations and happy to help you with your dog sitting needs. I work remotely so I’m able to watch your dog all day long. I am a walker so if your dog needs exercise, I am an active tennis player so I’m able to walk your dog at all times. I work remotely and I will be able to let your dog out multiples times a day or more when/ if needed. Happy to discuss any additional needs.

Sitter Profile Image: Olivia P.
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Olivia P.
$36
total per night
5.0 out of 5 stars
30 reviews
3 repeat clients
15 years of experience
Mashpee, MA, 02649

Olivia was the perfect doggie sitter! We will definitely have her back again and again! Thank you Liv!

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Dana H.
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The median cost per night for house sitting in Osterville is $75

Pet parents share their Rover experiences - Osterville

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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
5.0 out of 5 stars

Katrina was incredible with Luna. She took such good care of her, shared pictures every day and treated our place with respect. Thank you!

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Carl S.
House Sitting
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

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 July 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 July 2026, there are 460 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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