House Sitting in Middlefield

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Top rated Middlefield house sitters

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Sitter Profile Image: McKenna P.
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McKenna P.
Star Sitter
from
$75
per night
5 out of 5.0 stars
344 reviews
135 repeat clients
8 years of experience
Lenox, MA, 01240

McKenna is absolutely wonderful with my dog. She took great care of her, and I came home to a very relaxed pup. She treats your house respectfully. I got numerous pictures and updates....all appreciated! I would not hesitate to recommend her and will certainly book her again soon.

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Diana K.
Sitter Profile Image: Ash T.
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Ash T.
Star Sitter
from
$40
per night
5 out of 5.0 stars
48 reviews
23 repeat clients
12 years of experience
Florence, MA, 01062

Ash did a great job watching our new 3 month old puppy(she's a piranha)! I wouldn't wish that on anyone. We got lots of updates and pictures. Would highly recommend.

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Greg F.
Sitter Profile Image: Lori L.
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Lori L.
Star Sitter
from
$120
per night
5 out of 5.0 stars
84 reviews
33 repeat clients
15 years of experience
Greenfield, MA, 01301

Lori was fantastic. She sent me lots of photos and took such great care of my dog and cat. Definitely recommend her and will book with her again.

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Rachel G.
Sitter Profile Image: Elizabeth B.
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Elizabeth B.
from
$36
per night
5 out of 5.0 stars
5 reviews
1 repeat client
1 year of experience
Lee, MA, 01238

Liz met us at our campsite right on time and she immediately got along with our Catahoula, Annie. They were quick friends. Liz did a great job keeping her safe and entertained while me and my family attended a concert, and Annie was safe and relaxed when we got back to our site. Liz did great and I'll recommend her to anyone who needs help watching their fur baby for a few hours.

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Greg M.
Sitter Profile Image: Taylor W.
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Taylor W.
from
$68
per night
5 out of 5.0 stars
4 reviews
20 years of experience
Lee, MA, 01238

Taylor was responsive and attentive. Will use her again.

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Kim P.
Sitter Profile Image: Caitlin H.
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Caitlin H.
from
$50
per night
5 out of 5.0 stars
17 reviews
3 repeat clients
4 years of experience
Pittsfield, MA, 01201

Caitlin was amazing! It was obvious that Ollie and Daisy loved her. She was very accommodating and took care of our pups with love and kindness. I would ask Caitlin to watch Ollie and Daisy again in a heartbeat! Thank you Caitlin!!

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Kyle W.
Sitter Profile Image: Saige G.
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Saige G.
from
$40
per night
5 out of 5.0 stars
16 reviews
6 repeat clients
11 years of experience
Easthampton, MA, 01027

Saige was super polite, pleasant, and caring for all of my dogs needs. She brought my boy to the dog park, for walks, and kept him entertained. She was a perfect houseguest, and I will absolutely be booking with her again.

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Nicole B.
Sitter Profile Image: Matt L.
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Matt L.
Star Sitter
from
$70
per night
5 out of 4.9 stars
64 reviews
17 repeat clients
32 years of experience
Hadley, MA, 01035

Matt was great- took good care of our pup while we were away for the weekend and sent pics each day we were away. He left our home clean, stripped the bed, and even shoveled our driveway when we got snow while we were gone! Recommended! Would definitely use Matt again.

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Chris & Lisa D.
Sitter Profile Image: Keri H.
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Keri H.
Star Sitter
from
$95
per night
5 out of 5.0 stars
45 reviews
16 repeat clients
20 years of experience
Lenox, MA, 01240

Keri is THE BEST!! Our dog is a bit shy around humans and it was honestly stunning how quickly they became friends. Not only was Keri extremely responsive when we were setting up this last minute booking, but she kept us updated regularly throughout our entire trip. It was clear that she showed him so much love, taking him on adventures and cuddling with him. We could tell Keri really understood his unique personality and she made our trip completely worry-free. When we got back, our house was even better off than it was before. If I could give 100 stars, I would!!

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Brenna L.
Sitter Profile Image: Skylar R.
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Skylar R.
from
$50
per night
15 years of experience
Dalton, MA, 01226

About: Hello! My name is Skylar; I am 26 years old, my family has owned dogs my whole life, I own a dog and two cats! I currently work at a daytrain facility for dogs and am on my way to eventually becoming a dog trainer! I am relatively flexible as I work around my jobs schedule but I always provide the upmost care for animals. As a dog lover, I’m here to ensure that your family members stay happy and safe while you’re away! I currently work part time at a daytrain facility for dogs, typically in the afternoons - So I am available mostly in the mornings and evenings ( after 6 pm)! I am able to provide walks if needed (or if there is no fenced in yard), as well as special diets and medications as needed!

Sitter Profile Image: Sally A.
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Sally A.
from
$138
per night
5 out of 5.0 stars
39 reviews
10 repeat clients
50 years of experience
Richmond, MA, 01254

Sally is extraordinary. Her care for our two senior cats in our home was again top notch, of the highest quality. Sally is kind, communicative, knowledgeable, reliable and thoughtful, thorough and more. Her deep love for animals shines through in every text and photo she sends daily! She cares for our home as if it was her own. Emily and Charlotte cannot wait to have Sally back again soon, and we feel feel the same. We ❤️ Sally!

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Tracy M.
Sitter Profile Image: Kelly H.
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Kelly H.
from
$125
per night
5 out of 5.0 stars
65 reviews
31 repeat clients
14 years of experience
Otis, MA, 01253

You could not find more thoughtful and caring people to genuinely love your pet than Kelly and Nabil. They prioritized Elmer’s health and happiness to the highest degree and made sure we received videos and photos every day. We feel very lucky to have them in Elmer’s life.

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Joey W.
Sitter Profile Image: Rick W.
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Rick W.
from
$32
per night
5 out of 5.0 stars
4 reviews
1 repeat client
15 years of experience
Easthampton, MA, 01027

Rick was very personable and great with our animals! He was thorough throughout the whole pet sitting experience and we would definitely book with him again!

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jim b.
Sitter Profile Image: Anthony C.
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Anthony C.
from
$60
per night
6 years of experience
Pittsfield, MA, 01201

About: I have been in the dog world for about 6 years now. I have experience in kennel work, grooming, protection training, and also breeding. I love my dogs just as family and would love to be that loving uncle for you pet when the busy schedule of life is happening. I currently working full time as a dog groomer but can always find the time to take care of you beloved pet family member. Im very flexible around my work schedule. For boarding I will stay at the client's home because its a little better for the dog to be in an environment that he/she knows.

Sitter Profile Image: Jay W.
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Jay W.
from
$30
per night
5 out of 5.0 stars
3 reviews
1 repeat client
32 years of experience
Russell, MA, 01071

About: Hello fur parents! My name is Jay and I’m so grateful you’re letting me hang out with your baby for a bit! I like dogs for more than I like people and have trained my own dogs- house breaking, therapy dog training, tricks, even retraining one dog to like men again after a scare during one of her puppy fear periods. I can’t wait to meet your baby! I’m accustomed to all sizes and breeds- I have raised and trained black labs, Siberian huskies, golden retrievers, boarder doodles, and mix breeds (my own and then I help my extended family train their dogs as well). The more fur, the more yap, the more jumping up and down, the more kisses, the better in my opinion! I am quite flexible at this time and am willing to work with you and your babies to make sure they are well loved and taken care of! However you wish for your baby to be taken care of, that is what I will do! I have a 6 year old Shiz-Tzu mix that I would be thrilled to bring along if your baby would like company.

Sitter Profile Image: Bella G.
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Bella G.
from
$65
per night
5 out of 5.0 stars
13 reviews
2 repeat clients
10 years of experience
lanesborough, MA, 01237

Bella is highly recommended. With a last minute change in my plans, Bella was right there to help out. There was never a doubt that Mac & Cheez weren’t being loved as she sent frequent updates and photos of my babies. I’m so grateful and will definitely reach out to her again.

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Jerrie P.
Sitter Profile Image: Grace E.
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Grace E.
from
$75
per night
5 out of 5.0 stars
6 reviews
2 repeat clients
10 years of experience
South Lee, MA, 01260

Grace was an excellent cat sitter to our boys, Pax & Pickles, while we were on vacation for a week. She consistently provided updates on how they were doing, including photos and videos, and followed our directions for their care. She also went above and beyond to ask questions about how she could make the boys feel happier and more comfortable in our absence. She was able to give our one cat, Pax, his inhaler twice daily with no issues. Finally, she left our apartment very clean. I would rebook with Grace again and recommend her to anyone looking for a sitter for their fur babies 😊

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Michaela A.
Sitter Profile Image: Eleanor K.
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Eleanor K.
from
$45
per night
5 out of 5.0 stars
3 reviews
2 repeat clients
6 years of experience
Lenox, MA, 01240

Eleanor is very responsible and took great care of Remi!! She communicates well and left the house in perfect condition. I would definitely recommend her!

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Samantha G.
Sitter Profile Image: John H.
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John H.
from
$32
per night
22 years of experience
Chesterfield, MA, 01012

About: I have over twenty years of experience in pet care. I have worked at boarding facilities, in pet grooming boutiques, in retail pet stores, and have done a fair share of dog walking and pet sitting. I am freelance illustrator and graphic designer, so my schedule is very flexible at the moment. I also have weekends free to do house sitting I believe I would bring compassion as well as experience to the job. I am extremely responsible and reliable 40 year-old animal lover willing to get my hands dirty and work hard.

Sitter Profile Image: Olena I.
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Olena I.
from
$90
per night
5 out of 5.0 stars
48 reviews
18 repeat clients
15 years of experience
Middlefield, MA, 01235

Olena was absolutely fantastic and definitely one of the best sitters we have ever had. Olena was attentive with photos and communication throughout the stay. Additionally, Olena left the home spotless, including down to stripping the bed linens and placing them in the laundry room! I would 100% recommend Olena and will definitely be using her services again!

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Sarah B.
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Sitter Profile Image: McKenna P.
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Sitter Profile Image: McKenna P.
Verified Background Check

McKenna P.
Rover 101
Star Sitter

Avid Dog Lover and Sitter
Lenox, MA, 01240
13.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 5.0 stars
344 reviews
135 repeat clients
Profile image

McKenna is absolutely wonderful with my dog. She took great care of her, and I came home to a very relaxed pup. She treats your house respectfully. I got numerous pictures and updates....all appreciated! I would not hesitate to recommend her and will certainly book her again soon.

Availability updated 7 days ago
Sitter Profile Image: Ash T.
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Sitter Profile Image: Ash T.
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Ash T.
Star Sitter

Experienced Dog Caregiver
Florence, MA, 01062
16.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
48 reviews
23 repeat clients
Profile image

Ash did a great job watching our new 3 month old puppy(she's a piranha)! I wouldn't wish that on anyone. We got lots of updates and pictures. Would highly recommend.

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

Lori L.
Star Sitter

Reliable & Caring for your Family
Greenfield, MA, 01301
26.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$120
per night
5 out of 5.0 stars
84 reviews
33 repeat clients
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Lori was fantastic. She sent me lots of photos and took such great care of my dog and cat. Definitely recommend her and will book with her again.

Availability updated today
Sitter Profile Image: Elizabeth B.
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Sitter Profile Image: Elizabeth B.
Verified Enhanced Background Check

Elizabeth B.

Loving your pets while you’re away!
Lee, MA, 01238
13.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$36
per night
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Liz met us at our campsite right on time and she immediately got along with our Catahoula, Annie. They were quick friends. Liz did a great job keeping her safe and entertained while me and my family attended a concert, and Annie was safe and relaxed when we got back to our site. Liz did great and I'll recommend her to anyone who needs help watching their fur baby for a few hours.

Availability updated today
Sitter Profile Image: Taylor W.
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Sitter Profile Image: Taylor W.
Verified Enhanced Background Check

Taylor W.

Life-long dog and cat lover
Lee, MA, 01238
10.0 mi. away
House Sitting, Drop-In Visits
from
$68
per night
5 out of 5.0 stars
4 reviews
Profile image

Taylor was responsive and attentive. Will use her again.

Availability updated 6 days ago
Sitter Profile Image: Caitlin H.
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Sitter Profile Image: Caitlin H.
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Caitlin H.

Flexiblity to meet your pet needs
Pittsfield, MA, 01201
14.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
17 reviews
3 repeat clients
Profile image

Caitlin was amazing! It was obvious that Ollie and Daisy loved her. She was very accommodating and took care of our pups with love and kindness. I would ask Caitlin to watch Ollie and Daisy again in a heartbeat! Thank you Caitlin!!

Availability updated 19 days ago
Sitter Profile Image: Saige G.
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Sitter Profile Image: Saige G.
Verified Background Check

Saige G.

Lover Of All Living Things
Easthampton, MA, 01027
19.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
16 reviews
6 repeat clients
Profile image

Saige was super polite, pleasant, and caring for all of my dogs needs. She brought my boy to the dog park, for walks, and kept him entertained. She was a perfect houseguest, and I will absolutely be booking with her again.

Availability updated 4 days ago
Sitter Profile Image: Matt L.
Verified Enhanced Background Check
Sitter Profile Image: Matt L.
Verified Enhanced Background Check

Matt L.
Star Sitter

Loving Pet Sitter, Works from Home.
Hadley, MA, 01035
20.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 4.9 stars
64 reviews
17 repeat clients
Profile image

Matt was great- took good care of our pup while we were away for the weekend and sent pics each day we were away. He left our home clean, stripped the bed, and even shoveled our driveway when we got snow while we were gone! Recommended! Would definitely use Matt again.

Availability updated 6 days ago
Sitter Profile Image: Keri H.
Verified Background Check
Sitter Profile Image: Keri H.
Verified Background Check

Keri H.
Rover 101
Star Sitter

Ready to jog w/dogs & cuddle cats!
Lenox, MA, 01240
12.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$95
per night
5 out of 5.0 stars
45 reviews
16 repeat clients
Profile image

Keri is THE BEST!! Our dog is a bit shy around humans and it was honestly stunning how quickly they became friends. Not only was Keri extremely responsive when we were setting up this last minute booking, but she kept us updated regularly throughout our entire trip. It was clear that she showed him so much love, taking him on adventures and cuddling with him. We could tell Keri really understood his unique personality and she made our trip completely worry-free. When we got back, our house was even better off than it was before. If I could give 100 stars, I would!!

Availability updated today
Sitter Profile Image: Skylar R.
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Sitter Profile Image: Skylar R.
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Skylar R.

All around animal lover right here!
Dalton, MA, 01226
10.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
15 years of experience

About: Hello! My name is Skylar; I am 26 years old, my family has owned dogs my whole life, I own a dog and two cats! I currently work at a daytrain facility for dogs and am on my way to eventually becoming a dog trainer! I am relatively flexible as I work around my jobs schedule but I always provide the upmost care for animals. As a dog lover, I’m here to ensure that your family members stay happy and safe while you’re away! I currently work part time at a daytrain facility for dogs, typically in the afternoons - So I am available mostly in the mornings and evenings ( after 6 pm)! I am able to provide walks if needed (or if there is no fenced in yard), as well as special diets and medications as needed!

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sally A.
Verified Enhanced Background Check
Sitter Profile Image: Sally A.
Verified Enhanced Background Check

Sally A.

Whisperer, Gentle Pet&Home Care 🥰
Richmond, MA, 01254
16.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$138
per night
5 out of 5.0 stars
39 reviews
10 repeat clients
Profile image

Sally is extraordinary. Her care for our two senior cats in our home was again top notch, of the highest quality. Sally is kind, communicative, knowledgeable, reliable and thoughtful, thorough and more. Her deep love for animals shines through in every text and photo she sends daily! She cares for our home as if it was her own. Emily and Charlotte cannot wait to have Sally back again soon, and we feel feel the same. We ❤️ Sally!

Availability updated 4 days ago
Sitter Profile Image: Kelly H.
Verified Background Check
Sitter Profile Image: Kelly H.
Verified Background Check

Kelly H.

At home with a kind-caring sitter
Otis, MA, 01253
11.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$125
per night
5 out of 5.0 stars
65 reviews
31 repeat clients
Profile image

You could not find more thoughtful and caring people to genuinely love your pet than Kelly and Nabil. They prioritized Elmer’s health and happiness to the highest degree and made sure we received videos and photos every day. We feel very lucky to have them in Elmer’s life.

Availability updated 7 days ago
Sitter Profile Image: Rick W.
Verified Enhanced Background Check
Sitter Profile Image: Rick W.
Verified Enhanced Background Check

Rick W.

I love all animals small and large!
Easthampton, MA, 01027
19.2 mi. away
House Sitting, Drop-In Visits
from
$32
per night
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Rick was very personable and great with our animals! He was thorough throughout the whole pet sitting experience and we would definitely book with him again!

Availability updated 7 days ago
Sitter Profile Image: Anthony C.
Verified Enhanced Background Check
Sitter Profile Image: Anthony C.
Verified Enhanced Background Check

Anthony C.

Dogs are the family we need in life
Pittsfield, MA, 01201
11.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
2 reviews

Tony has been a perfect friend to our baby nova. Walks, routinely grooms. Nail cuts are always a must for those hardwood floors. Time away is stressless when we know Tony is watching our girl.

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jay W.
Verified Enhanced Background Check
Sitter Profile Image: Jay W.
Verified Enhanced Background Check

Jay W.

Hi fur parents!
Russell, MA, 01071
13.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
3 reviews
1 repeat client

I've known Jay for a very long time and they have always been the biggest animal person. When we finally got a dog, he has been apprehensive of most people because of his background before we got him but Jay is one of the few people he can recognize quickly and approves of. Every dog I've ever known them to have owned or be around has been in the most caring and loving hands. Hands down would recommend them for any level of pet care!!

Availability updated 12 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Bella G.
Verified Enhanced Background Check
Sitter Profile Image: Bella G.
Verified Enhanced Background Check

Bella G.
Rover 101

Huge animal lover
lanesborough, MA, 01237
16.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
13 reviews
2 repeat clients
Profile image

Bella is highly recommended. With a last minute change in my plans, Bella was right there to help out. There was never a doubt that Mac & Cheez weren’t being loved as she sent frequent updates and photos of my babies. I’m so grateful and will definitely reach out to her again.

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Grace E.
Verified Enhanced Background Check
Sitter Profile Image: Grace E.
Verified Enhanced Background Check

Grace E.

I make every pet my BFF!
South Lee, MA, 01260
14.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
6 reviews
2 repeat clients
Profile image

Grace was an excellent cat sitter to our boys, Pax & Pickles, while we were on vacation for a week. She consistently provided updates on how they were doing, including photos and videos, and followed our directions for their care. She also went above and beyond to ask questions about how she could make the boys feel happier and more comfortable in our absence. She was able to give our one cat, Pax, his inhaler twice daily with no issues. Finally, she left our apartment very clean. I would rebook with Grace again and recommend her to anyone looking for a sitter for their fur babies 😊

Availability updated 12 days ago
Sitter Profile Image: Eleanor K.
Verified Enhanced Background Check
Sitter Profile Image: Eleanor K.
Verified Enhanced Background Check

Eleanor K.

I’ll care for your pets
Lenox, MA, 01240
12.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
3 reviews
2 repeat clients
Profile image

Eleanor is very responsible and took great care of Remi!! She communicates well and left the house in perfect condition. I would definitely recommend her!

Availability updated 4 days ago
Sitter Profile Image: John H.
Verified Enhanced Background Check
Sitter Profile Image: John H.
Verified Enhanced Background Check

John H.

A best friend, for your best friend
Chesterfield, MA, 01012
9.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
2 reviews

John has been such a big help, I never have time these days for my two labs. When my boys are on a hike with John, I know there going to have a good day! He also takes care of my kitties, when I'm out of town.

Availability updated 36 days ago
Sitter Profile Image: Olena I.
Verified Enhanced Background Check
Sitter Profile Image: Olena I.
Verified Enhanced Background Check

Olena I.

24/7 Care & Cuddles
Middlefield, MA, 01235
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$90
per night
5 out of 5.0 stars
48 reviews
18 repeat clients
Profile image

Olena was absolutely fantastic and definitely one of the best sitters we have ever had. Olena was attentive with photos and communication throughout the stay. Additionally, Olena left the home spotless, including down to stripping the bed linens and placing them in the laundry room! I would 100% recommend Olena and will definitely be using her services again!

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend

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?

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  • 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.

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

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