House Sitting in Osterville

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Confirmed availability: Memorial day
Kayna S.
1.
Care. Love. Compassion.BARNSTABLE, MA, 02630
House Sitting, Drop-In Visits, Dog Walking

Kayna, once again, took excellent care of my girl AND my house! She is a gem. My Molly was truly in the best care possible. You will never be disappointed if y… (more)

from
$75
per night
Calendar Recently Updated
Samantha D.
Loving, Trustworthy Animal LoverEast Sandwich, MA, 02537
House Sitting, Drop-In Visits, Dog Walking

Samantha was amazing! She was so kind and caring to my dog. And when he was sick she sprung into action. She was very communicative and did a wonderful job with… (more)

from
$25
per night
Calendar Recently Updated
Hannah P.
3.
Experienced, Reliable & CaringCenterville, MA, 02632
House Sitting, Drop-In Visits, Dog Walking

Hannah watched our senior pup for a week, and took great care of her! (more)

from
$40
per night
Calendar Recently Updated
Dorothy H.
When you’re away, we will play!West Yarmouth, MA, 02673
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Dorothy was punctual, reliable and she clearly loves animals. The photos she sent me were priceless!!!! It was great coming home to a happy dog!!! (more)

from
$75
per night
Calendar Recently Updated
Samantha B.
Dog sittin' so you don't get bittinE. Sandwich, MA, 02537
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

I have known Samantha for over 5 years when she began housecleaning for me. Although she never took care of our pets , her interactions with them have always be… (more)

from
$30
per night
Confirmed availability: Memorial day
6.
Large fenced yard with room to playHyannis, MA, 02601
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

If I were a teacher, I’d say A++++ in every category! Alyne took wonderful care of our German Sheperd/Boxer mix. When we got home, the dog was his happy go luck… (more)

from
$30
per night
Calendar Recently Updated
7.
Your pets are in caring handsYarmouth Port, MA, 02675
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Susan kept our kitten while we were on vacation and took a day trip. Susan is very reliable, conscientious, and dependable. I recommend her highly. (more)

from
$60
per night
Confirmed availability: Memorial day
8.
Trustworthy & CaringCotuit, MA, 02635
House Sitting, Drop-In Visits, Dog Walking

Karla was amazing. She took great care of our puppy and we came home to a happy and relaxed pup. Karla provided great communication while we were away and a tho… (more)

from
$50
per night
Confirmed availability: Memorial day
9.
Animal Boy !Sandwhich, MA, 02563
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Love all animals! This is great therapy for myself as well, I love getting outside and enjoying the sun! Catch, games, all that good stuff! Your anim… (more)

from
$100
per night
Confirmed availability: Memorial day
10.
Professional, loving pet sitterEast Falmouth, MA, 02536
House Sitting

I have known Ashlee for several years. She is a very reliable person and I never have any concerns when she is watching our pugs and house. She is timely and ve… (more)

from
$50
per night
11.
It's with love, respect & fun walksBARNSTABLE, MA, 02630
House Sitting, Drop-In Visits, Dog Walking

Nancy is amazing person and really loves dogs. She was sending pictures of our dog every day and writing how was the day. She spoiled our dog so much!!! I would… (more)

from
$25
per night
12.
dog loving dog sitterCotuit, MA, 02635
House Sitting, Drop-In Visits, Dog Walking

Sabrina is a hardworking animal lover with a bright future. She recognizes the individual needs of every pet and acts accordingly, using her skills acquired whi… (more)

from
$25
per night
Calendar Recently Updated
Punctual & Organized Dog LoverHyannis, MA, 02601
House Sitting, Drop-In Visits, Dog Walking

Meredith has a hard time passing by a dog without (at the very least) saying hello. She has a gentle but playful way about her that dogs cannot resist. Meredi… (more)

from
$26
per night
Confirmed availability: Memorial day
Beach walks, runs, and hikesCenterville, MA, 02632
House Sitting, Drop-In Visits, Dog Walking

Courtney was great! (more)

from
$45
per night
Calendar Recently Updated
15.
Dependable and caring.Marstons Mills, MA, 02648
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Casey was awesome... sent great pix and kept us up to date with progress on Lucy’s daily schedule as it occurred. Highly recommend. (more)

from
$125
per night
Calendar Recently Updated
16.
I've never met a dog I didn't likeMashpee, MA, 02649
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Willing to do all levels of dog care, having lost my 16 year old black lab and 16 year old cat knew right away I needed more animals in my life. I ha… (more)

from
$30
per night
17.
Experienced animal caregiverMarstons Mills, MA, 02648
House Sitting, Drop-In Visits, Dog Walking

Lauren takes care of our two dogs and has a a knack for sensing their every need. A Wildlife Biologist, she is an animal lover at heart and it shows in her conn… (more)

from
$25
per night
Calendar Recently Updated
Fun energetic dog loving coupleOsterville, MA, 02655
House Sitting, Drop-In Visits, Dog Walking

Keara and Brian were amazing! Kept me updated through the times they were with my pup and sent pictures. Great trust worthy people to leave your pets with! (more)

from
$40
per night
Confirmed availability: Memorial day
19.
Furr Babyz Pet CareOsterville, MA, 02655
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Delayna lover animals more than anyone I know.I trust her 100%, and she does a great job caring for my baby. If your looking for the right person for the job, h… (more)

from
$55
per night
20.
Responsible pet and home sitter!Osterville, MA, 02655
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kelsey has been taking care of my Golden doodle Sammy off on for me for the past few years. I work long days and hate leaving Sammy alone at the house. But, kno… (more)

from
$50
per night

Rover also offers House Sitting in:


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Osterville house sitting needs. On Rover, it's easy to find a loving dog sitter in Osterville who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Osterville house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Osterville for your dog — people who'll treat him like family.