Dog Boarding in Osterville, MA

Find a loving dog sitter to watch your dog overnight at your sitter’s home.

Search

RoverProtect

Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more

Loving dog sitters in your neighborhood

Search Results

Sitter Profile Image: Ellen W.
Verified Enhanced Background Check
Sitter Profile Image: Ellen W.
Verified Enhanced Background Check

1. Ellen W.

One At a Time Pet Care
Hyannis, MA, 02601
3.7 mi. away
Boarding, Doggy Day Care
from
$65
per night
5.0 out of 5 stars
9 reviews
Profile image

Ellen was great with my senior dachshund. I was concerned about leaving her, but Ellen kept me informed with notes and photos, which eased my mind.

Availability updated 4 days ago
Sitter Profile Image: Marcia S.
Verified Enhanced Background Check
Sitter Profile Image: Marcia S.
Verified Enhanced Background Check

2. Marcia S.

Looking forward to fur baby cuddles
Sandwich, MA, 02563
5.0 mi. away
Boarding
from
$55
per night
5.0 out of 5 stars
8 reviews
4 repeat clients
Profile image

Marcia was wonderful; they made my pup feel like a member of the family! I got lots of updates so I didn't have to worry while I was away for work. Cane was having so much fun that I wasn't sure he'd want to come home!

Availability updated 12 days ago
Sitter Profile Image: KATHLEEN R.
Verified Enhanced Background Check
Sitter Profile Image: KATHLEEN R.
Verified Enhanced Background Check

3. KATHLEEN R.

Dog Lover To Treat Yours Special
Cotuit, MA, 02635
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
1 review

Kathleen embraces her love for being outside, exercising and animals all into one package as a dog walker . Stella loves her walks with Kathleen

Availability updated today
Sitter Profile Image: Marc A.
Verified Background Check
Sitter Profile Image: Marc A.
Verified Background Check

4. Marc A.

Pet sitting done right!
Sandwich, MA, 02563
6.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5.0 out of 5 stars
93 reviews
31 repeat clients
Profile image

Marc and his family were outstanding! We couldn’t have felt more comfortable leaving our pup with him - he checked in lots and it was obvious our Archie was so happy in his care! We would confidently recommend Marc to anyone looking for someone to take care of their fur baby.

Availability updated today
Sitter Profile Image: Lisa F.
Verified Enhanced Background Check
Sitter Profile Image: Lisa F.
Verified Enhanced Background Check

5. Lisa F.

Your FurBaby's home away from home!
Yarmouth Port, MA, 02675
9.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5.0 out of 5 stars
30 reviews
5 repeat clients
Profile image

Lisa is the most loving caring happy-go-lucky caregiver to my pup Tela. Tela was comfy and made herself at home. Lisa sent pictures and messages while we were away to ease our minds and hearts missing our girl. I highly recommend Lisa, she sure was a great find for us and our baby Tela

Availability updated 11 days ago
Sitter Profile Image: David & Mary C.
Verified Enhanced Background Check
Sitter Profile Image: David & Mary C.
Verified Enhanced Background Check

6. David & Mary C.

We will treat your pet as our own!!
Cotuit, MA, 02635
2.8 mi. away
Boarding, House Sitting, Doggy Day Care
from
$60
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
Profile image

David and Mary are outstanding! We are so grateful to have found them. Kara and Shelly were walked much and we were updated with pictures. Kara is high anxiety; Mary and David took her on lots of walks and took the time to figure out what worked best for her. Mary asked the the appropriate questions and was always reassuring that the dogs were all getting along well. Our flights were delayed a day coming home and Mary and Dave were so accommodating as well as gracious about taking the dogs on extra walks before pick up so they would be tired for us to get rest when we got home with them which was so fantastic and thoughtful. I highly recommend Dave and Mary!

Availability updated yesterday
Sitter Profile Image: Karissa A.
Verified Enhanced Background Check
Sitter Profile Image: Karissa A.
Verified Enhanced Background Check

7. Karissa A.

I love pets!!
Hyannis, MA, 02601
4.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$60
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
Profile image

Very kind lady, she took very good care of Frank. I recommend her and will use her services in the future!

Availability updated 2 days ago
Sitter Profile Image: Alyne R.
Verified Background Check
Sitter Profile Image: Alyne R.
Verified Background Check

8. Alyne R.

Large fenced yard with room to play
Hyannis, MA, 02601
4.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5.0 out of 5 stars
186 reviews
68 repeat clients
Profile image

Duke returned to us from a week at Alyne’s happy and clean. She was very flexible on times for drop-off and pick-up. We hope he will stay there on our next trip!

Availability updated yesterday
Sitter Profile Image: Melissa C.
Verified Enhanced Background Check
Sitter Profile Image: Melissa C.
Verified Enhanced Background Check

9. Melissa C.

Lifetime Love Of Animals
Centerville, MA, 02632
4.6 mi. away
Boarding, Drop-In Visits
from
$45
per night
1 review

I highly recommend Melissa to anyone looking for a reliable, caring, and professional pet caregiver. She has such love and compassion for animals, which is evident in the care she provides.

Availability updated 6 days ago
Sitter Profile Image: Maria C.
Verified Enhanced Background Check
Sitter Profile Image: Maria C.
Verified Enhanced Background Check

10. Maria C.

Rover 101
Best Dog and Cat sitter :))
Mashpee, MA, 02649
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$70
per night
5.0 out of 5 stars
68 reviews
27 repeat clients
Profile image

Maria took wonderful care of Nori. She met for a meet and greet in advance and took the time to learn about his needs and answer all our questions. During his stay, she sent great updates with lots of photos of Nori enjoying himself. He came home a happy pup. We would absolutely board Nori with Maria again.

Availability updated 23 days ago
Sitter Profile Image: Stephen W.
Verified Enhanced Background Check
Sitter Profile Image: Stephen W.
Verified Enhanced Background Check

11. Stephen W.

Senior dogs are a priority
West Yarmouth, MA, 02673
9.0 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$50
per night
5.0 out of 5 stars
11 reviews
1 repeat client
Profile image

Stephen took extra sweet care of my bulldog Stella. Fantastic and frequent communicator, I truly appreciate the updates and pictures of Stella throughout her stay. 100% would recommend Stephen and consider for future Cape boarding needs!

Availability updated 22 days ago
Sitter Profile Image: Karen H.
Verified Enhanced Background Check
Sitter Profile Image: Karen H.
Verified Enhanced Background Check

12. Karen H.

A retired INSURED dog lover
Brewster, MA, 02631
15.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$36
per night
5.0 out of 5 stars
41 reviews
4 repeat clients
Profile image

Karen was great! Our dog had the best time and made lots of new friends. Karen provided daily updates and was very communicative. I hope we can use her again, and would highly recommend to others!

Availability updated 2 days ago
Sitter Profile Image: Daniel & Tonja L.
Verified Enhanced Background Check
Sitter Profile Image: Daniel & Tonja L.
Verified Enhanced Background Check

13. Daniel & Tonja L.

Loving your pets like our own!
Centerville, MA, 02632
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
Profile image

Daniel and Tonja took very good care of our two pups, ages 1 and 11. They were attentive to each of their particular needs. They were happy to snuggle and give lots of attention to our dogs.

Availability updated 9 days ago
Sitter Profile Image: Caitlin S.
Verified Enhanced Background Check
Sitter Profile Image: Caitlin S.
Verified Enhanced Background Check

14. Caitlin S.

Rover 101
HOME FT-FULLY INSURED-FENCED AREA❤
Brewster, MA, 02631
15.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$46
per night
5.0 out of 5 stars
370 reviews
58 repeat clients
Profile image

Caitlin, thank you for putting up with me - mama bear for our boxer boy. He does have a separation anxiety and your patience with me and him was amazing. I also appreciate your honestly. Caitlin communicated openly when our dog would not eat or how much exactly ate, so we knew how he was really doing. Not only we received pictures, messages calming me down, but videos as well. We are hoping you will be available for us again!

Availability updated yesterday
Sitter Profile Image: Joanna F.
Verified Enhanced Background Check
Sitter Profile Image: Joanna F.
Verified Enhanced Background Check

15. Joanna F.

We make your pets feel at home
Marstons Mills, MA, 02648
3.0 mi. away
Boarding, Drop-In Visits
from
$60
per night
5.0 out of 5 stars
12 reviews
1 repeat client
Profile image

Joanna was very responsive and took great care of my high energy pup. She also calmed my dog mom anxiety and assured me that my pup was settling in and doing fine. She even did some leash- work with her, suggested a training method, and I noticed my pup was pulling less immediately and even listening to me based on Joanna’s subtle training twerks and suggestions. Thank you for making this time stress-free for both me and Annie!

Availability updated 10 days ago
Sitter Profile Image: Michele E.
Verified Enhanced Background Check
Sitter Profile Image: Michele E.
Verified Enhanced Background Check

16. Michele E.

For the LOVE of dogs 🐶
Chatham, MA, 02633
22.0 mi. away
Boarding, Doggy Day Care
from
$50
per night
5.0 out of 5 stars
37 reviews
12 repeat clients
Profile image

Michele is wonderful and really took marvelous care of both our dogs. We loved getting pictures of what they were doing. It was obvious she spent time with them and they were comfortable in her home.

Availability updated 3 days ago
Sitter Profile Image: Andrea & Bob B.
Verified Enhanced Background Check
Sitter Profile Image: Andrea & Bob B.
Verified Enhanced Background Check

17. Andrea & Bob B.

We love every single dog!!
Harwich, MA, 02645
18.5 mi. away
Boarding, Doggy Day Care
from
$65
per night
5.0 out of 5 stars
36 reviews
8 repeat clients
Profile image

Andrea and Bob were very accommodating and Lexie loved them. I felt very comfortable leaving her for the day and will definitely schedule them again when I come back. Hopefully they are available 😊

Availability updated today
Sitter Profile Image: Mike L.
Verified Background Check
Sitter Profile Image: Mike L.
Verified Background Check

18. Mike L.

Star Sitter
The more the merrier
Onset, MA, 02558
16.2 mi. away
Boarding, Doggy Day Care
from
$50
per night
5.0 out of 5 stars
86 reviews
29 repeat clients
Profile image

Our dog Ellie stayed with Mike for her second time and had a blast playing his dogs and begging for his food 😄 We are always happy and minds at ease when Ellie is staying with Mike

Availability updated 8 days ago
Sitter Profile Image: Leah F.
Verified Enhanced Background Check
Sitter Profile Image: Leah F.
Verified Enhanced Background Check

19. Leah F.

Dogs are my purpose.
SANDWICH, MA, 02563
5.7 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
Profile image

After being new to the area I am so relieved to find a dog sitter like Leah. She is attentive to detail and super caring towards dogs and their owner. I appreciated her knowledge of dog nutrition as well. I could tell my dog was very comfortable in her care

Availability updated 29 days ago
Sitter Profile Image: caitlin b.
Verified Enhanced Background Check
Sitter Profile Image: caitlin b.
Verified Enhanced Background Check

20. caitlin b.

I will love your pet like my own 💖
South Yarmouth, MA, 02664
10.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5.0 out of 5 stars
57 reviews
10 repeat clients
Profile image

I was so thankful Caitlin took care of our Sarge so we could enjoy a full day in Nantucket. We enjoyed the picture updates of him playing and resting.

Availability updated 22 days ago

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs 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!

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 dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Dog Boarding FAQs

Frequently asked questions about Rover

Connect anywhere with the Rover app

Find a loving dog sitter to watch your dog overnight at their home.
Add dates for the most accurate results
Search now