House Sitting in Oakham

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

Search

More resources

A focus on safety

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

Top rated Oakham house sitters

1 / 1
Sitter Profile Image: Emily E.
Verified Enhanced Background Check
Emily E.
Star Sitter
from
$50
per night
5 out of 5.0 stars
6 reviews
3 repeat clients
30 years of experience
Fitchburg, MA, 01420

Emily is amazing! She treated our home and animals with respect and kept us updated on how our pets were doing. We cannot thank her enough and will certainly be hiring her again in the future! Thank you so much Emily!

Profile image
Sara M.
Sitter Profile Image: Kalliah B.
Verified Background Check
Kalliah B.
Star Sitter
from
$44
per night
5 out of 5.0 stars
34 reviews
10 repeat clients
12 years of experience
South barre, MA, 01074

Kalliah did an excellent job with our two dogs on our 4 day trip away. She kept us up to date daily with pictures of our dogs and communication was excellent throughout the duration. When we arrived home, the dogs were happy and healthy. We will definitely use Kalliah again.

Profile image
Joel A.
Sitter Profile Image: Lila P.
Verified Enhanced Background Check
Lila P.
from
$35
per night
5 out of 5.0 stars
11 reviews
3 repeat clients
15 years of experience
Brookfield, MA, 01506

Lila was a great sitter for Minnie. My very anxious “baby” took to Lila very quickly and that is not her norm, so I felt very comfortable leaving them together. Lila communicated and kept in touch well. She was very respectful of my home and even left a cute doggie thank you note. Minnie seemed to love her and I know this because often when I get home Minnie us sitting by the door waiting. She was sleeping in the living room and much calmer than my usual returns. I recommend Lila as responsive, responsible, and respectful. Thank you!!!

Profile image
Brenda B.
Sitter Profile Image: Amanda P.
Verified Enhanced Background Check
Amanda P.
from
$35
per night
5 out of 4.9 stars
23 reviews
7 repeat clients
20 years of experience
Hubbardston, MA, 01452

Amanda was super prompt and responsive while we were out of town! She stayed at our home with our clingy border collie and gave great updates and pictures - they got out and about as much as possible during a heatwave but had plenty of snuggles and scritches inside in the AC. She left the house in perfect order. We would love to have her stay again in the future!

Profile image
Evan R.
Sitter Profile Image: Mo F.
Verified Enhanced Background Check
Mo F.
from
$55
per night
5 out of 5.0 stars
40 reviews
12 repeat clients
7 years of experience
Boylston, MA, 01505

It was great having Mo stay at our house over the long weekend. We were sad to not have our pups camping with us but it was nice to know they were in good hands! Received many great photos of our pets relaxing around the house and eating meals. Came home to no mess and happy animals. Would definitely hire her again in the future!

Profile image
Susan C.
Sitter Profile Image: Rebecka B.
Verified Enhanced Background Check
Rebecka B.
Star Sitter
from
$75
per night
5 out of 5.0 stars
27 reviews
11 repeat clients
40 years of experience
Worcester, MA, 01605

Rebecka was attentive to my dog's needs and went above and beyond taking care of the house. She sent me detailed updates throughout her stay. She was excellent!

Profile image
Rachel G.
Sitter Profile Image: Danielle C.
Verified Enhanced Background Check
Danielle C.
from
$100
per night
5 out of 5.0 stars
34 reviews
6 repeat clients
20 years of experience
Worcester, MA, 01605

Danielle was wonderful with our dogs!! We have one very nervous dog and she did great with Danielle. Communication was great. We even recieved videos of our guys playing while we were away. We would definitely recommend Danielle, and use her again.

Profile image
Cathleen M.
Sitter Profile Image: Jared V.
Verified Enhanced Background Check
Jared V.
from
$75
per night
5 out of 5.0 stars
4 reviews
10 years of experience
Auburn, MA, 01501

Jared was great, attentive and communicated well. Was glad to have someone caring for my dog while he was in cone head mode and had to stay behind on Thanksgiving! Would definitely re-book

Profile image
Rachel C.
Sitter Profile Image: Tosya F.
Verified Enhanced Background Check
Tosya F.
from
$50
per night
5 out of 5.0 stars
5 reviews
1 repeat client
22 years of experience
Holden, MA, 01520

We booked Tosya again for a short getaway and were comforted knowing our dogs were in good hands! Not only did she take care of the dogs but the house as well, being respectful of the space. Would suggest Tosya to anyone in the area needing a sitter!

Profile image
Meghan B.
Sitter Profile Image: Kayla C.
Verified Enhanced Background Check
Kayla C.
from
$65
per night
5 out of 5.0 stars
40 reviews
11 repeat clients
3 years of experience
Spencer, MA, 01562

Kayla is such an amazing choice for your dogs! She is flexible with time, prompt to respond, and makes even our skiddish dog feel comfortable! We used Kayla to house sit and she sent many photo updates along the way. She kept the house clean as if she was never here! We appreciate her work and would recommend her if you want reliable and trustworthy.

Profile image
Marla P.
Sitter Profile Image: Catherine B.
Verified Enhanced Background Check
Catherine B.
from
$65
per night
5 out of 5.0 stars
16 reviews
4 repeat clients
20 years of experience
Charlton, MA, 01507

This is the second time we have asked Catherine to watch our dog and cat. And we would definitely ask her a third, fourth, fifth, and so on because she is wonderful caring for them! We had no worries being out of town and know that they are in good hands with Catherine. Anybody seeking Catherine's help to watch their pets will not be disappointed. Thank you so much!! - M&N

Profile image
Michael R.
Sitter Profile Image: Kayla S.
Verified Enhanced Background Check
Kayla S.
from
$48
per night
5 out of 5.0 stars
18 reviews
7 repeat clients
20 years of experience
Spencer, MA, 01562

Kayla is awesome! She went the extra mile to make sure our pets were well taken cared for and felt comfortable, also given us the peace of mind on a persistent basis while we were away on trip, regarding our 5 fur babies. Kayla is very organized, reliable and flexible to the pets needs and schedule. I would highly recommend!

Profile image
Amanda M.
Sitter Profile Image: Cara M.
Verified Background Check
Cara M.
from
$50
per night
5 out of 5.0 stars
6 reviews
10 years of experience
Worcester, MA, 01602

Excellent care for our 3 dogs and cat. Cara made sure our special needs dog got what he needed. Cara respected our home and left it as she found it. Great communication throughout. We will book her again!

Profile image
FRANK C.
Sitter Profile Image: Nadine L.
Verified Enhanced Background Check
Nadine L.
from
$65
per night
5 out of 5.0 stars
31 reviews
12 repeat clients
3 years of experience
Jefferson, MA, 01522

Nadine is wonderful! She is an experienced rabbit sitter and gave Frankie the best care. She is kind, attentive, and a clear animal lover. We knew Frankie was in good hands. We will definitely be using her again.

Profile image
Jennifer S.
Sitter Profile Image: Sky C.
Verified Enhanced Background Check
Sky C.
from
$60
per night
5 out of 5.0 stars
60 reviews
20 repeat clients
8 years of experience
Hardwick, MA, 01031

Sky was wonderful with Mocha and Ezzy! We had no worries during our trip away and we would definitely ask Sky to sit for us again and again. Thank you!

Profile image
Michael R.
Sitter Profile Image: Carina M.
Verified Enhanced Background Check
Carina M.
from
$45
per night
5 out of 4.8 stars
20 reviews
5 repeat clients
16 years of experience
Spencer, MA, 01562

Carina did a great job with my dogs. It was very clear to me she has passion for animals regardless of breeds! I have 4 dogs different breeds with very different temperaments and schedules and on different diets and she was able to cater to each one of their needs. One of my younger dogs a klee kai is super active and she made sure it got the exercise it needed, while one of my older 10 year dog is on a special diet and she was sure they were well taken care of. I will definitely be using her services again.

Profile image
Thomas D.
Sitter Profile Image: John C.
Verified Enhanced Background Check
John C.
from
$28
per night
5 out of 5.0 stars
5 reviews
1 repeat client
15 years of experience
Rutland, MA, 01543

Jack did a fantastic job watching our two pups for a week. The communication was top notch; we received daily updates with lots of pics. Our pups were in good hands!

Profile image
Rose J.
Sitter Profile Image: Patricia H.
Verified Enhanced Background Check
Patricia H.
from
$70
per night
5 out of 5.0 stars
7 reviews
1 repeat client
15 years of experience
Spencer, MA, 01562

Pat has been incredibly flexible, nice and patient!! My cat absolutely loved her stay and the love she got from Pat! I was so worried at first about her adjusting to a new place but she ended up loving being with Pat so much that when i picked her up she was treating her house as it if it was her own😂 She also became super comfortable around Pat in an incredibly fast period, which tells me she really trusted her!!

Profile image
Sara P.
Sitter Profile Image: Bethany C.
Verified Enhanced Background Check
Bethany C.
from
$100
per night
5 out of 5.0 stars
3 reviews
32 years of experience
Oakham, MA, 01068

Bethany took great care of Bailey while I was on vacation in Florida visiting my family! I highly recommend her for overnights as well as anything else required. She is very knowledgeable and caring.

Profile image
Patricia L.
Sitter Profile Image: Maria V.
Verified Enhanced Background Check
Maria V.
from
$80
per night
5 out of 5.0 stars
2 reviews
6 years of experience
New Braintree, MA, 01531

Maria is incredible! Our dogs immediately loved her and she was even able to work miracles with our nervous cattle dog foster who has some fear with new people. She got her to play in the yard and had fun games of fetch! She is punctual, reliable, communicative, gentle, great with directions and understands animals on a deep level. We will absolutely be repeat customers and highly recommend Maria!

Profile image
Sonya B.
1 / 1
View more sitters

Loving house sitters in your neighborhood

Search Results

Sitter Profile Image: Emily E.
Verified Enhanced Background Check
Sitter Profile Image: Emily E.
Verified Enhanced Background Check

Emily E.
Star Sitter

I love caring for animals!
Fitchburg, MA, 01420
19.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
6 reviews
3 repeat clients
Profile image

Emily is amazing! She treated our home and animals with respect and kept us updated on how our pets were doing. We cannot thank her enough and will certainly be hiring her again in the future! Thank you so much Emily!

Availability updated 4 days ago
Sitter Profile Image: Kalliah B.
Verified Background Check
Sitter Profile Image: Kalliah B.
Verified Background Check

Kalliah B.
Star Sitter

Walks, Dog Parks, or Stay Home Fun!
South barre, MA, 01074
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$44
per night
5 out of 5.0 stars
34 reviews
10 repeat clients
Profile image

Kalliah did an excellent job with our two dogs on our 4 day trip away. She kept us up to date daily with pictures of our dogs and communication was excellent throughout the duration. When we arrived home, the dogs were happy and healthy. We will definitely use Kalliah again.

Availability updated 34 days ago
Sitter Profile Image: Lila P.
Verified Enhanced Background Check
Sitter Profile Image: Lila P.
Verified Enhanced Background Check

Lila P.

Paws, claws, I love them all!
Brookfield, MA, 01506
10.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
11 reviews
3 repeat clients
Profile image

Lila was a great sitter for Minnie. My very anxious “baby” took to Lila very quickly and that is not her norm, so I felt very comfortable leaving them together. Lila communicated and kept in touch well. She was very respectful of my home and even left a cute doggie thank you note. Minnie seemed to love her and I know this because often when I get home Minnie us sitting by the door waiting. She was sleeping in the living room and much calmer than my usual returns. I recommend Lila as responsive, responsible, and respectful. Thank you!!!

Availability updated 26 days ago
Sitter Profile Image: Amanda P.
Verified Enhanced Background Check
Sitter Profile Image: Amanda P.
Verified Enhanced Background Check

Amanda P.

Will treat your pets like my own
Hubbardston, MA, 01452
7.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 4.9 stars
23 reviews
7 repeat clients
Profile image

Amanda was super prompt and responsive while we were out of town! She stayed at our home with our clingy border collie and gave great updates and pictures - they got out and about as much as possible during a heatwave but had plenty of snuggles and scritches inside in the AC. She left the house in perfect order. We would love to have her stay again in the future!

Availability updated 6 days ago
Sitter Profile Image: Mo F.
Verified Enhanced Background Check
Sitter Profile Image: Mo F.
Verified Enhanced Background Check

Mo F.

Animal Loving College student!
Boylston, MA, 01505
16.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
40 reviews
12 repeat clients
Profile image

It was great having Mo stay at our house over the long weekend. We were sad to not have our pups camping with us but it was nice to know they were in good hands! Received many great photos of our pets relaxing around the house and eating meals. Came home to no mess and happy animals. Would definitely hire her again in the future!

Availability updated 24 days ago
Sitter Profile Image: Rebecka B.
Verified Enhanced Background Check
Sitter Profile Image: Rebecka B.
Verified Enhanced Background Check

Rebecka B.
Star Sitter

Every pet is a family member!
Worcester, MA, 01605
12.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
27 reviews
11 repeat clients
Profile image

Rebecka was attentive to my dog's needs and went above and beyond taking care of the house. She sent me detailed updates throughout her stay. She was excellent!

Availability updated 2 days ago
Sitter Profile Image: Danielle C.
Verified Enhanced Background Check
Sitter Profile Image: Danielle C.
Verified Enhanced Background Check

Danielle C.

I’ll baby your fur babies!
Worcester, MA, 01605
13.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 5.0 stars
34 reviews
6 repeat clients
Profile image

Danielle was wonderful with our dogs!! We have one very nervous dog and she did great with Danielle. Communication was great. We even recieved videos of our guys playing while we were away. We would definitely recommend Danielle, and use her again.

Availability updated today
Sitter Profile Image: Jared V.
Verified Enhanced Background Check
Sitter Profile Image: Jared V.
Verified Enhanced Background Check

Jared V.

10 Years of Experience!
Auburn, MA, 01501
14.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
4 reviews
Profile image

Jared was great, attentive and communicated well. Was glad to have someone caring for my dog while he was in cone head mode and had to stay behind on Thanksgiving! Would definitely re-book

Availability updated 4 days ago
Sitter Profile Image: Tosya F.
Verified Enhanced Background Check
Sitter Profile Image: Tosya F.
Verified Enhanced Background Check

Tosya F.

I’m a vegetarian and I love animals
Holden, MA, 01520
11.9 mi. away
House Sitting, Drop-In Visits
from
$50
per night
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

We booked Tosya again for a short getaway and were comforted knowing our dogs were in good hands! Not only did she take care of the dogs but the house as well, being respectful of the space. Would suggest Tosya to anyone in the area needing a sitter!

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

Kayla C.

The greatest care for your pets 💕
Spencer, MA, 01562
7.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
40 reviews
11 repeat clients
Profile image

Kayla is such an amazing choice for your dogs! She is flexible with time, prompt to respond, and makes even our skiddish dog feel comfortable! We used Kayla to house sit and she sent many photo updates along the way. She kept the house clean as if she was never here! We appreciate her work and would recommend her if you want reliable and trustworthy.

Availability updated 26 days ago
Sitter Profile Image: Catherine B.
Verified Enhanced Background Check
Sitter Profile Image: Catherine B.
Verified Enhanced Background Check

Catherine B.

Animal lover, looking to help you!
Charlton, MA, 01507
12.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$65
per night
5 out of 5.0 stars
16 reviews
4 repeat clients
Profile image

This is the second time we have asked Catherine to watch our dog and cat. And we would definitely ask her a third, fourth, fifth, and so on because she is wonderful caring for them! We had no worries being out of town and know that they are in good hands with Catherine. Anybody seeking Catherine's help to watch their pets will not be disappointed. Thank you so much!! - M&N

Availability updated 5 days ago
Sitter Profile Image: Kayla S.
Verified Enhanced Background Check
Sitter Profile Image: Kayla S.
Verified Enhanced Background Check

Kayla S.

Doing what I love!
Spencer, MA, 01562
3.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$48
per night
5 out of 5.0 stars
18 reviews
7 repeat clients
Profile image

Kayla is awesome! She went the extra mile to make sure our pets were well taken cared for and felt comfortable, also given us the peace of mind on a persistent basis while we were away on trip, regarding our 5 fur babies. Kayla is very organized, reliable and flexible to the pets needs and schedule. I would highly recommend!

Availability updated 28 days ago
Sitter Profile Image: Cara M.
Verified Background Check
Sitter Profile Image: Cara M.
Verified Background Check

Cara M.

Vegan WFH Exercise Enthusiast
Worcester, MA, 01602
10.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
6 reviews
Profile image

Excellent care for our 3 dogs and cat. Cara made sure our special needs dog got what he needed. Cara respected our home and left it as she found it. Great communication throughout. We will book her again!

Availability updated 8 days ago
Sitter Profile Image: Nadine L.
Verified Enhanced Background Check
Sitter Profile Image: Nadine L.
Verified Enhanced Background Check

Nadine L.

I am just a dog loving girl!
Jefferson, MA, 01522
9.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
31 reviews
12 repeat clients
Profile image

Nadine is wonderful! She is an experienced rabbit sitter and gave Frankie the best care. She is kind, attentive, and a clear animal lover. We knew Frankie was in good hands. We will definitely be using her again.

Availability updated 28 days ago
Sitter Profile Image: Sky C.
Verified Enhanced Background Check
Sitter Profile Image: Sky C.
Verified Enhanced Background Check

Sky C.

Passion for animals and their care
Hardwick, MA, 01031
10.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
60 reviews
20 repeat clients
Profile image

Sky was wonderful with Mocha and Ezzy! We had no worries during our trip away and we would definitely ask Sky to sit for us again and again. Thank you!

Availability updated over 1 year ago
Sitter Profile Image: Carina M.
Verified Enhanced Background Check
Sitter Profile Image: Carina M.
Verified Enhanced Background Check

Carina M.

I will spoil yours like my own!
Spencer, MA, 01562
9.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 4.8 stars
20 reviews
5 repeat clients
Profile image

Carina did a great job with my dogs. It was very clear to me she has passion for animals regardless of breeds! I have 4 dogs different breeds with very different temperaments and schedules and on different diets and she was able to cater to each one of their needs. One of my younger dogs a klee kai is super active and she made sure it got the exercise it needed, while one of my older 10 year dog is on a special diet and she was sure they were well taken care of. I will definitely be using her services again.

Availability updated 21 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: John C.
Verified Enhanced Background Check
Sitter Profile Image: John C.
Verified Enhanced Background Check

John C.

I love taking care of pets!
Rutland, MA, 01543
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Jack did a fantastic job watching our two pups for a week. The communication was top notch; we received daily updates with lots of pics. Our pups were in good hands!

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

Patricia H.

Dependable pet care!
Spencer, MA, 01562
5.2 mi. away
Boarding, House Sitting, Dog Walking
from
$70
per night
5 out of 5.0 stars
7 reviews
1 repeat client
Profile image

Pat has been incredibly flexible, nice and patient!! My cat absolutely loved her stay and the love she got from Pat! I was so worried at first about her adjusting to a new place but she ended up loving being with Pat so much that when i picked her up she was treating her house as it if it was her own😂 She also became super comfortable around Pat in an incredibly fast period, which tells me she really trusted her!!

Availability updated 15 days ago
Sitter Profile Image: Bethany C.
Verified Enhanced Background Check
Sitter Profile Image: Bethany C.
Verified Enhanced Background Check

Bethany C.

Pets are the family we choose!
Oakham, MA, 01068
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 5.0 stars
3 reviews
Profile image

Bethany took great care of Bailey while I was on vacation in Florida visiting my family! I highly recommend her for overnights as well as anything else required. She is very knowledgeable and caring.

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Maria V.
Verified Enhanced Background Check
Sitter Profile Image: Maria V.
Verified Enhanced Background Check

Maria V.

Active and Passionate Animal Lover!
New Braintree, MA, 01531
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
2 reviews
Profile image

Maria is incredible! Our dogs immediately loved her and she was even able to work miracles with our nervous cattle dog foster who has some fear with new people. She got her to play in the yard and had fun games of fetch! She is punctual, reliable, communicative, gentle, great with directions and understands animals on a deep level. We will absolutely be repeat customers and highly recommend Maria!

Availability updated 64 days ago

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 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. 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