House Sitting in Oakham

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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What size are your dogs (lbs)?

Search Results

Sitter Profile Image: Jared V.
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Sitter Profile Image: Jared V.
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1. Jared V.

10 Years of Experience!
Auburn, MA, 01501
14.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
2 reviews
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Jared exceeded all my expectations. I’ll definitely use his service again.

Availability updated today
Sitter Profile Image: Katrina R.
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Sitter Profile Image: Katrina R.
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2. Katrina R.

Your fur babies are in good hands!
Fitchburg, MA, 01420
18.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
5 reviews
Profile image

Katrina is amazing! Flexible to some slight changes in plans, quick to respond, took great care of our pup & home. Highly recommend!

Availability updated 5 days ago
Sitter Profile Image: Kayla C.
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Sitter Profile Image: Kayla C.
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3. 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
5.0 out of 5 stars
26 reviews
9 repeat clients
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Kayla has watched my home and two pups, twice. She is great! Always keeps us informed and send pics. We had a stress free vacation with Kayla watching our home and fur babies!

Availability updated 8 days ago
Sitter Profile Image: Kimberly B.
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Sitter Profile Image: Kimberly B.
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4. Kimberly B.

Happy to help when you can't be!
Rutland, MA, 01543
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
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Kimberly was awesome with Hero. Kept me up to date on his activities with photos during her stay with him.

Availability updated 6 days ago
Sitter Profile Image: Lila S.
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Sitter Profile Image: Lila S.
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5. Lila S.

Exceeding Expectations daily
north Brookfield, MA, 01535
6.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$61
per night
5.0 out of 5 stars
53 reviews
19 repeat clients
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Lila took care of our dog, Jada, for 3 nights this past week and did a great job. She was really responsive before and during the stay - answering all of my messages really quickly; she was really patient when our plans changed at the last minute; and she sent lots of pictures while we were away. Our dog is a senior and has been having some health issues, including starting a new diet right before we went away. It was a comfort to go away knowing our dog was being well taken care of. Lila took her out often, gave her meds, and made sure she ate every meal. Our dog clearly liked Lila and felt comfortable around her. And the extra bonus was that Lila took good care of our house while we were away, she even took out our trash and did the dishes before she left. We'll definitely reach out to her again next time we need a dog walker or sitter.

Availability updated 2 days ago
Sitter Profile Image: Mo F.
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Sitter Profile Image: Mo F.
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6. Mo F.

Animal Loving College student!
Boylston, MA, 01505
16.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5.0 out of 5 stars
22 reviews
7 repeat clients
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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 40 days ago
Sitter Profile Image: Kayla S.
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Sitter Profile Image: Kayla S.
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7. Kayla S.

Doing what I love!
Spencer, MA, 01562
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$48
per night
5.0 out of 5 stars
6 reviews
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This was our first Rover experience and Kayla was terrific! She updated us daily with pictures and comments of Gracie while we were away for the week. During our meet and greet she was very professional and kind with us and Gracie. We 100% recommend her and will be contacting her again if we go away. She did a great job taking care of our pooch!

Availability updated 6 days ago
Sitter Profile Image: Jen H.
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Sitter Profile Image: Jen H.
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8. Jen H.

The best care for your fur baby ❤️
Worcester, MA, 01605
14.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
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When we met prior to the booking our two dogs took to her immediately. Jen stayed with them for a week. She sent photos and videos which we truly appreciated as we knew our girls were given the best attention while we were away. This was our first time away and leaving the dogs with a stranger. Turns out Jen was more like a family member. We would definitely contact Jen again for any future sitting needs. Thanks Jen. We and the girls loved your time with them. Lou and Nancy.

Availability updated today
Sitter Profile Image: Lila P.
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Sitter Profile Image: Lila P.
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9. 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
5.0 out of 5 stars
8 reviews
3 repeat clients
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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 6 months ago
Sitter Profile Image: Kathy P.
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Sitter Profile Image: Kathy P.
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10. Kathy P.

Lots of love and walks
Worcester, MA, 01603
13.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
5 reviews
Profile image

Our usual dog sitter/house sitter texted at the last minute (the day of) to cancel. We had a wedding to attend, and we had already booked a hotel as it was a big drive and would be a late night. So, I quickly hopped onto Rover to find a replacement. We sent a request to Kathy, and she responded immediately, and we scheduled the gig. We were very happy with Kathy. Her professionalism was outstanding, and our two dogs loved her. We felt very comfortable leaving them in her care. We were happy that we found Kathy and would use her again.

Availability updated 9 days ago
Sitter Profile Image: Mackenna B.
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Sitter Profile Image: Mackenna B.
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11. Mackenna B.

Safe, happy, and healthy pets!
Worcester, MA, 01606
13.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client

Mackenna watched my two elderly dogs who need lots of special attention. She was very attentive and always kept us updated. We were able to take our vacation without having to worry about the dogs being properly taken care of! She is amazing! Highly recommend!!

Availability updated 4 days ago
Sitter Profile Image: Sky C.
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Sitter Profile Image: Sky C.
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12. 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
5.0 out of 5 stars
58 reviews
18 repeat clients
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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 6 months ago
Sitter Profile Image: Maria G.
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Sitter Profile Image: Maria G.
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13. Maria G.

Backyard Lake/Trails + Chill Home
Jefferson, MA, 01522
8.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5.0 out of 5 stars
84 reviews
30 repeat clients
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Maria was terrific with my dog, Boston. Throughout my time away, Maria kept me updated on activities and sent over pictures highlighting how much he was enjoying his time with her. She was very professional, courteous, and responsive so highly recommend Maria as a great fit for your loved one.

Availability updated 28 days ago
Sitter Profile Image: Olivia P.
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Sitter Profile Image: Olivia P.
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14. Olivia P.

Prepared for pretty much anything!
Hubbardston, MA, 01452
8.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
8 reviews
1 repeat client
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Olivia was.great with our animals. I highly recommend!

Availability updated 20 days ago
Sitter Profile Image: Faith W.
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Sitter Profile Image: Faith W.
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15. Faith W.

Vet-tech and animal enthusiast❤️
Princeton, MA, 01541
8.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5.0 out of 5 stars
8 reviews
1 repeat client
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My dog loves Faith! He wants to follow her around and cuddle with her whenever she has watched him. Faith is gentle and considerate of everything he needs and provides him with plenty of exercise and play time.

Availability updated 30 days ago
Sitter Profile Image: stephen g.
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Sitter Profile Image: stephen g.
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16. stephen g.

Full of energy and highly capable
Spencer, MA, 01562
7.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5.0 out of 5 stars
4 reviews

Stephen is a wonderful pet lover and care giver and we're fortunate to have him take care of our little family member. He instantly hit off with Milo which was great as Milo fears men. He's been attentive and ensured that Milo continued his training, gave him awesome treats and it's great to see Milo's excitement when Stephen shows up. Stephen gives great updates and sometimes sends photos and overall love his professional/friendly attitude - would highly recommend!

Availability updated 7 months ago
Sitter Profile Image: Meagan F.
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Sitter Profile Image: Meagan F.
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17. Meagan F.

Responsible vegan pet enthusiast
Worcester, MA, 01602
10.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
5 years of experience

About: I have over 5 years of cat care experience and have cared for dogs since I was a child. I'd be excited to meet your fluffy friend and make them my own friend! I'm currently looking for work so have a pretty open schedule. I'm an early riser and happy to change my schedule to accomodate the needs of your pet. I am a friendly, clean and compassionate pet sitter. I am kind of the animals but know how to have boundaries with them. I can easily help calm agitated pets and work to get them whatever medications, foods and etc. that they might need.

Availability updated 3 days ago
Sitter Profile Image: Bethany C.
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Sitter Profile Image: Bethany C.
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18. 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
5.0 out of 5 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 4 days ago
Sitter Profile Image: Tonya C.
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Sitter Profile Image: Tonya C.
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19. Tonya C.

Rover 101
I love dogs & enjoy time with them
Paxton, MA, 01612
5.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5.0 out of 5 stars
33 reviews
10 repeat clients

Tonya's passion for animals is unsurpassed. She is a loving, caring person and enjoys the company of dogs. She has a dog and she feed and loves her dog more than herself, LOL.

Availability updated 22 days ago
Sitter Profile Image: Makonnen S.
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Sitter Profile Image: Makonnen S.
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20. Makonnen S.

Local dog sitter
Oakham, MA, 01068
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$38
per night
1 review

Makonnen has done amazingly well with our dogs. He has a special way of connecting with them. I notice that his nature and personality seem to be perfect for other dogs as well. Dogs seem to love him and have a special connection with him. He definitely has a unique way with them and they respond extremely well to his energy.

Availability updated over 1 year ago

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