House Sitting in South Woodstock

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)?

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Sitter Profile Image: Kayla C.
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Sitter Profile Image: Kayla C.
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1. Kayla C.

The greatest care for your pets 💕
Spencer, MA, 01562
21.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5.0 out of 5 stars
26 reviews
8 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 33 days ago
Sitter Profile Image: Juliana M.
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Sitter Profile Image: Juliana M.
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2. Juliana M.

Fenced in yard & tons of love!
Uxbridge, MA, 01569
20.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
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Julie did a great job with the boys. She cleaned up after her self and took time to brush the dogs. Three Newfoundlands can be challenging she did great.

Availability updated yesterday
Sitter Profile Image: Lila S.
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Sitter Profile Image: Lila S.
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3. Lila S.

Exceeding Expectations daily
north Brookfield, MA, 01535
23.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$57
per night
5.0 out of 5 stars
49 reviews
19 repeat clients
Profile image

Lila watched our Leo for 8 days without a single issue. The pictures and videos she sent kept us connected and we could see that Leo was in great hands and was having an awesome time with day trips, walks and play dates. We will definitely be using Lila again when we need a dog sitter!

Availability updated today
Sitter Profile Image: Katie C.
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Sitter Profile Image: Katie C.
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4. Katie C.

Star treatment for your petlebrity!
North Grosvenordale, CT, 06255
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
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Katie was absolutely great! Kept in contact, loved Daisy, followed through with all our contacts when there was a problem. She will care for your pet like they were her own! We are already booking another vacation with her!

Availability updated 9 days ago
Sitter Profile Image: Jared V.
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Sitter Profile Image: Jared V.
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5. Jared V.

10 Years of Experience!
Auburn, MA, 01501
20.4 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 8 days ago
Sitter Profile Image: Keshia L.
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Sitter Profile Image: Keshia L.
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6. Keshia L.

Rover 101
Doggy Hotel:Lake&Fenced in Yard!
Pomfret, CT, 06259
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
43 reviews
20 repeat clients
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Keshia was great! My dogs loved playing with her and told us that we should go away more often. On time and our dogs were extremely happy and slept all night with out needing to go out. We were very pleased to have Keshia as oidog sitter.

Availability updated 42 days ago
Sitter Profile Image: Matthew G.
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Sitter Profile Image: Matthew G.
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7. Matthew G.

Rover 101
Love your dog? Then you'll love me!
Webster, MA, 01570
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
62 reviews
13 repeat clients
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Matthew was excellent with both our own dogs and our foster dogs. We had a sick dog who had just had surgery and we had complete confidence in Matthew's care for her while we were gone. We would highly recommend Matthew!

Availability updated yesterday
Sitter Profile Image: Jasper R.
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Sitter Profile Image: Jasper R.
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8. Jasper R.

Energetic, flexible petsitter
Thompson, CT, 06277
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
11 reviews
6 repeat clients
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I highly recommend Jasper! He is absolutely amazing with my animals. They loved him, he sent pics and kept us informed during a week long stay while we were away. Anytime we leave for vacation or need anything will be calling him. 100% Jasper is amazing and my golden and orange cat loved him. We were able to enjoy are vacation knowing he was there. When we returned home my bella and charlie were so content and happy. Cant say enough good things about Jasper!

Availability updated 3 days ago
Sitter Profile Image: Stephanie P.
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Sitter Profile Image: Stephanie P.
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9. Stephanie P.

Animal lover & dog mom x5
Dayvilld, CT, 06241
7.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
1 review

Stephanie has raised pets with me that included dogs,cats,pigs and small pets, and she is very responsible, would have her watch my pets any day

Availability updated 2 days ago
Sitter Profile Image: Hannah D.
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Sitter Profile Image: Hannah D.
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10. Hannah D.

Young professional who loves pets!
Central Village, CT, 06332
15.4 mi. away
House Sitting
from
$50
per night
5 reviews

Hanna is sweet, honest, trustworthy, and responsible. I have been able to count on Hanna to provide loving care for our dog and watch over our home. I've always felt confident while away that he was getting the best care. I will call on her first and also recommend Hanna to my closest friends and family whenever they need care for their pets.

Availability updated 21 days ago
Sitter Profile Image: Sara B.
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Sitter Profile Image: Sara B.
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11. Sara B.

I love dogs, Have my own!
Dudley, MA, 01571
7.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5.0 out of 5 stars
2 reviews
1 repeat client

About: I am a 25-year-old working professional, looking to get my dog fill during the week and make some extra income. I have my own dog, a shih tzu, who is now a senior at the ripe age of 14! I adore her (and all dogs) as if they were my children. I've had the pleasure of watching/caring for/walking many dogs throughout my years and look forward to continuing to do so. I've also worked with bunnies and other small breed animals. I've also had the pleasure of caring for many dogs through Rover - from smaller breeds, to larger. I hope you will consider me to care for your dog(s)! Please note that I do work 8am-5pm during the week but am open to stopping by after work (after 5pm) and am usually free weekends and holidays. I currently work full-time but am able to assist after 5PM and/or on weekends! Please do not hesitate to reach out to me to discuss availability. I am most comfortable with keeping dogs leashed, but okay with unleashing if on private, fenced-in property. Additionally, open to crating dogs (as long as they are not aggressive) and giving hugs!

Availability updated 14 days ago
Sitter Profile Image: Brooke L.
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Sitter Profile Image: Brooke L.
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12. Brooke L.

A walk a day will keep the vet away
Douglas, MA, 01516
13.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
5.0 out of 5 stars
4 reviews

Brooke is a very responsible, animal loving young woman. She has always taken very good care of our dog (lots of love, walks, playtime and snacks)! She also carries over the love to our neighbors’ dogs.

Availability updated 10 days ago
Sitter Profile Image: Jordan E.
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Sitter Profile Image: Jordan E.
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13. Jordan E.

I love working with animals
Ox159028#, MA, 01540
11.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
5.0 out of 5 stars
10 reviews
3 repeat clients

She has done vet tech so has dealt with many different kinds of animals and has a dog of her own which is a Husky which requires lots of exercise.

Availability updated 41 days ago
Sitter Profile Image: Lauren M.
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Sitter Profile Image: Lauren M.
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14. Lauren M.

Pets are bonus friends! :)
Killingly, CT, 06239
9.9 mi. away
House Sitting
from
$60
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
Profile image

Absolutely amazing experience with Lauren. She gave so many honest updates good and bad that let us know that our three monsters were in very capable hands. We will be using her again in the future and recommend her to everyone in the area.

Availability updated 33 days ago
Sitter Profile Image: Emily H.
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Sitter Profile Image: Emily H.
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15. Emily H.

i’m called the dog whisper!
Eastford, CT, 06242
7.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
1 review

Emily has been both pet/house sitting and babysitting for our family for many years. Emily has always been reliable and never hesitates to message or call when she has questions or concerns. Our kiddos and pets adore her. Emily’s own family pup is also well loved and cared for.

Availability updated 17 days ago
Sitter Profile Image: Kala F.
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Sitter Profile Image: Kala F.
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16. Kala F.

Assistant Trainer/Rescue Volunteer
Pomfret Center, CT, 06259
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5.0 out of 5 stars
40 reviews
10 repeat clients
Profile image

Kala was simply amazing. Kids loved her and she has great communication coupled with a clear love of animals. Highly recommend. Unless I need her! ;)

Availability updated over 1 year ago
Sitter Profile Image: Crystal C.
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Sitter Profile Image: Crystal C.
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17. Crystal C.

I’ll love yours like they were mine
Southbridge, MA, 01550
10.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
5.0 out of 5 stars
1 review

About: Very active, training skills, grooming skills. I have owned dogs pretty much my whole life! I can guarantee satisfaction and that you will want to repeat service. I just bought a house and doggie safety was my top priority, my back yard is fully fenced in with a 8 foot fence. I live in a very quiet area with a good sized back yard. I also have a decent sized home where they will be free to roam around and get comfortable as if they lived there themselves. I want the dogs to feel like this is their home away from home. Hope to hear from you I currently work full time but I work at night, my days are completely free for dog walking and pop in visits for meal time and some stimulation. I have a completely fenced in back yard and two friendly dogs of my own to keep yours company. Our dogs are allowed free range of our home.

Availability updated 4 months ago
Sitter Profile Image: Nicole S.
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Sitter Profile Image: Nicole S.
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18. Nicole S.

Animal lover♥️🐾
Webster, MA, 01570
10.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
4.5 out of 5 stars
7 reviews
2 repeat clients

Nicole is an enthusiastic animal lover known for her gentle touch, welcoming demeanor, and active lifestyle. She not only responsibly cares for her own pets but also goes the extra mile to ensure the well-being and comfort of others' pets. Her skill in training animals adds to her qualities as a reliable and caring caregiver.

Availability updated today
Sitter Profile Image: Johanna K.
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Sitter Profile Image: Johanna K.
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19. Johanna K.

Life long animal lover
Putnam, CT, 06260
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
Profile image

We were so lucky to find Johanna. She stayed in our home over a long weekend and took care of our dog and cat. I’m sure it wasn't her ideal way to spend a holiday weekend but she was so professional and kind. She came over for a meet and greet first and both animals took to her right away. Johanna was punctual and listened to all of our care instructions. We would recommend her to anyone looking for a reliable home/pet sitter

Availability updated 42 days ago
Sitter Profile Image: Alexis R.
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Sitter Profile Image: Alexis R.
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20. Alexis R.

Lover of flora & fauna alike
Putnam, CT, 06260
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
3 reviews

We've had Alexis care for our large dog (180 pound mastiff) and cat. Alexis has been conscientious about timeliness and attention to detail. Our pets are well cared for by her. She is able to harness, walk, and clean up after the dog and the litter box and surrounding areas are kept spotless. We've been exceedingly happy with the care she has given our animals. Though both animals are happy to see us when we return they are equally happy to see Alexis (and slightly sad to see her go)

Availability updated 8 months ago

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