Personalized care for your dog or cat - Chesterfield

Highly-rated overnight sitters - Chesterfield

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Karl K.
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Karl K.
Star Sitter
$45
total per night
5.0 out of 5 stars
38 reviews
12 repeat clients
55 years of experience
West Hatfield, MA, 01088

Carl took incredible care of Milo! He came back exhausted. Carl also provided me the most pictures I’ve ever gotten, which I appreciated to see how much fun Milo had on his stay. Would 100% recommend to anyone!

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William D.
Sitter Profile Image: Patti B.
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Patti B.
Star Sitter
$39
total per night
5.0 out of 5 stars
111 reviews
48 repeat clients
25 years of experience
Easthampton, MA, 01027

We are new to using Patti, but couldn't be happier with her care of our Josie. Patti was very good about letting me know how Josie was getting on and sending photos of the two of them together. I have already scheduled our next visit with Patti!

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Karla C.
Sitter Profile Image: Jessica C.
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Jessica C.
$33
total per night
5.0 out of 5 stars
55 reviews
18 repeat clients
35 years of experience
Sunderland, MA, 01375

This family provided my dog exceptional care! My dog came back even healthier than before lol. It is so nice that your beloved dog is getting amazing care and having fun while you are away. I would recommend this place to anyone.

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Masako F.
Sitter Profile Image: Heidi H.
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Heidi H.
Star Sitter
$53
total per night
5.0 out of 5 stars
52 reviews
13 repeat clients
30 years of experience
Northampton, MA, 01060

I HIGHLY recommend Heidi if you need someone to board your pet. She is very responsive and gave me lots of updates with some amazing pictures of my dog! I’m very happy with my choice to board with Heidi!

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Areecia S.
Sitter Profile Image: Nicole S.
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Nicole S.
Star Sitter
$73
total per night
5.0 out of 5 stars
80 reviews
23 repeat clients
25 years of experience
Greenfield, MA, 01301

Dobby had an amazing time! She came back so happy. She spent a lot of her time in the kiddie pool, playing with other dogs, chewing bones, and being her energetic, social self. So happy to have booked Nicole again!! Highly recommend!

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Cody S.
Sitter Profile Image: Brooke B.
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Brooke B.
Star Sitter
$50
total per night
5.0 out of 5 stars
133 reviews
33 repeat clients
25 years of experience
Pittsfield, MA, 01201

So glad we found Brooke!!! We had deferred family vacations out of driving distance for the past two years because we no longer had family nearby who could watch our pups. That has all changed now. Rover.com was recommended by a friend and truthfully I was a bit hesitant until I met Brooke. She responded so quickly to my messages when I was exploring sitters and as soon as the pups met her I knew this would be a great match. She treated our girls like family, letting them nap on the furniture (just like at home), taking them for walks and playing fetch. She sent us pictures each day of the dogs and it made us feel so much more at ease seeing they were being loved on. I can not say enough kind things about Brooke and her family and I highly recommend her. She went exceedingly above what was necessary and we will certainly be calling on her again!

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Teena G.
Sitter Profile Image: Tricia G.
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Tricia G.
Star Sitter
$50
total per night
5.0 out of 5 stars
14 reviews
5 repeat clients
20 years of experience
Chicopee, MA, 01020

Tricia was very easy to communicate with & made the process very easy! I felt great leaving my pup with her over the weekend and I know Pippin had a great time. She came back to me a very happy and smiley puppy.

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Jessie S.
Sitter Profile Image: Christian M.
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Christian M.
Star Sitter
$56
total per night
5.0 out of 5 stars
23 reviews
11 repeat clients
10 years of experience
Greenfield, MA, 01301

Christian is great! He is patient, chill, and very good with dogs! I loved that our dog wanted to go back inside with him when we had to leave; that is a great sign!

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Gregory A.
Sitter Profile Image: Sandra C.
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Sandra C.
Star Sitter
$44
total per night
5.0 out of 5 stars
40 reviews
14 repeat clients
30 years of experience
Indian Orchard, INDIAN ORCHARD, MA, 01151

Sandra is great! Lottie clearly remembers her and is so excited to see her which says it all. She communicates well, loves dogs and has a nice fenced in yard. We will keep coming back for sure!

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Kendall S.
Sitter Profile Image: John M.
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John M.
Star Sitter
$73
total per night
5.0 out of 5 stars
148 reviews
52 repeat clients
15 years of experience
Turners Falls, MA, 01376

John was fantastic with our two pups. It was obvious he spent a lot of time with them and the daily photos were wonderful. We will definitely use John again should the need arise and we highly recommend him.

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Cathi F.
Sitter Profile Image: Irene T.
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Irene T.
Star Sitter
$73
total per night
5.0 out of 5 stars
19 reviews
6 repeat clients
20 years of experience
Pittsfield, MA, 01201

Irene has been such a great find in the Berkshires! She always gives helpful communication with each stay, and Ruby seems to love her time with Irene (and her sweet dog Goldie). Thanks for all of the care that you give to Ruby - we'll see you soon!

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Eric B.
Sitter Profile Image: Heather R.
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Heather R.
Star Sitter
$47
total per night
5.0 out of 5 stars
43 reviews
23 repeat clients
22 years of experience
Feeding Hills, MA, 01030

Heather was fantastic! I needed a last minute booking and she and her family were superb. My pup came home so happy and content!! Thank you!! Would recommend Heather to everyone.

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Lisa C.
Sitter Profile Image: Katelyn S.
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Katelyn S.
Star Sitter
$35
total per night
5.0 out of 5 stars
6 reviews
3 repeat clients
25 years of experience
Westfield, MA, 01085

Posy had a great time with Katie and the dogs! She loved getting to play in the yard and get some outside time. Sue came home happy and ready for a nap!

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Auri C.
Sitter Profile Image: Manolita B.
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Manolita B.
$39
total per night
5.0 out of 5 stars
7 reviews
1 repeat client
3 years of experience
Westfield, MA, 01085

My dog had a wonderful day with Manolita!! She’s so kind and caring and made us both feel comfortable! When I picked him up from his stay he was very comfortable and calm, which was a great sign! She also sent pictures and updates throughout the day, which I loved! I highly recommend her!

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Kantha M.
Sitter Profile Image: Carmela A.
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Carmela A.
$39
total per night
5.0 out of 5 stars
4 reviews
1 repeat client
25 years of experience
Agawam, MA, 01030

Carmela was great and took really good care of our dog.

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Tyson E.
Sitter Profile Image: Abigale & Eric F.
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Abigale & Eric F.
$45
total per night
5.0 out of 5 stars
5 reviews
10 years of experience
Chicopee, MA, 01013

I booked sort of last minute and wasn't able to make a meet and greet happen (though Abigale kindly offered) and I felt totally comfortable dropping my Bernie off. I got plenty of updates while away and plan to use them again! Bernie was well cared for! And their home is lovely! Thank you!

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Amber N.
Sitter Profile Image: megan b.
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megan b.
$45
total per night
4.9 out of 5 stars
130 reviews
38 repeat clients
20 years of experience
South Hadley, MA, 01075

Kevin returned home super happy! We could tell he was well-loved over the weekend. It was sweet to see him with other small dogs, hanging out in a little dog army!

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Lori M.
Sitter Profile Image: Lataya I.
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Lataya I.
$39
total per night
4.6 out of 5 stars
15 reviews
2 repeat clients
10 years of experience
holyoke, MA, 01040

Lataya is so compassionate and kind to my Charlie 😊 Quality attention and loads of fun is what you will receive with Lataya. Thank you for always being flexible and kind to us.

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Jay C.
Sitter Profile Image: Chris S.
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Chris S.
$56
total per night
5.0 out of 5 stars
22 reviews
8 repeat clients
28 years of experience
Westfield, MA, 01085

Chris is the perfect dog sitting. She was caring and intuitive to Charlotte’s needs. Charlotte’s care was like a doggie vacation. She had walks, playtime and a new friend to play with. Charlotte was made to feel comfortable within Chris’ home. Also, I enjoyed glimpses of her visit via photos/ videos. It was a great experience. Thank you, Chris

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Deborah A.
Sitter Profile Image: Yenifer V.
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Yenifer V.
$73
total per night
5.0 out of 5 stars
25 reviews
5 repeat clients
3 years of experience
Pittsfield, MA, 01201

Yenifer took excellent care of my dog. He was so happy with her! She made sure she communicated everyday with us during the stay, sent us pictures and updates. We are very happy with her services and would strongly recommend her. Thank you, Yenifer.

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Divya C.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Chesterfield

Prices are estimates per visit for 1 cat. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Emily L.
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Emily L.
$23
total per visit
4.9 out of 5 stars
21 reviews
4 repeat clients
7 years of experience
Cummington, MA, 01026

Emily came through for me and Beans at the last minute! She was great about sending pictures and videos while I was away, and I came home to a happy and well taken care of kitty!

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Laura L.
Sitter Profile Image: Matt L.
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Matt L.
Star Sitter
$23
total per visit
4.9 out of 5 stars
76 reviews
19 repeat clients
32 years of experience
Hadley, MA, 01035

Matt stayed with our two cats and administered insulin to our oldest cat Mojo despite some challenges with Mojo being uncooperative. Matt was good at communicating any issues and seeking help. He cared for our house very well and left it clean and in good shape. I would recommend Matt.

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Richard R.
Sitter Profile Image: Shawna B.
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Shawna B.
$35
total per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
20 years of experience
Westhampton, MA, 01027

Shawna did a wonderful job caring for our 17 year old, blind and ailing old cat as well as caring for our farm. We were able to relax and not worry. We received pictures and updates from each visit, which was a huge comfort. We recommend highly and without reservation!

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Susanna W.
Sitter Profile Image: Rose L.
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Rose L.
$39
total per visit
2 years of experience
Williamsburg, MA, 01096

About: I’ve cared for cats in both professional kennel settings and in clients’ homes, giving me experience with felines of all ages, temperaments, and medical needs. I’ve house sat for a cat with diabetes, managing daily care and keeping them comfortable and stress free. At my current kennel, I also work with cats who board with us, so I’m used to feeding routines, behavior monitoring, and keeping their spaces clean and cozy. From administering medication to scooping litter boxes and giving extra love to shy or senior cats, I make sure every feline friend feels safe, understood, and treated like family. Whether your cat needs calm companionship, structured care, or just someone who respects their unique personality, I’m here to keep them happy and at ease while you’re away.

Sitter Profile Image: Jaclyn P.
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Jaclyn P.
Star Sitter
$45
total per visit
5.0 out of 5 stars
18 reviews
5 repeat clients
15 years of experience
South Deerfield, MA, 01373

Jaclyn took excellent care of our cat and was easy to work with. Good experience!

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James I.
Sitter Profile Image: Alexis K.
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Alexis K.
$43
total per visit
5.0 out of 5 stars
101 reviews
41 repeat clients
30 years of experience
Northampton, MA, 01053

There aren’t enough good words to describe Alexis and her kindness and huge heart! I just love her and want to know her forever! In fact, I don’t think I’ll ever let anyone else take care of my cat except for her. She has spoiled us! She is just what you’re looking for in a pet sitter, I promise! She is THE exemplary role model and the best representative for Rover.com ever. Alexis is warm and caring, genuine and kind, and we just love her!

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Caren S.
Sitter Profile Image: Fiona B.
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Fiona B.
$28
total per visit
15 years of experience
Huntington, MA, 01050

About: I’ve always owned Siamese cats, there is nothing like curling up with a book and your kitty! My time working at a boarding facility allowed me to learn how to properly care for, administer medications, read body language, and give all the love I can to any cat I come across!

Sitter Profile Image: Ryan C.
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Ryan C.
$28
total per visit
5.0 out of 5 stars
2 reviews
6 years of experience
Williamsburg, MA, 01096

About: I’ve Taken care of my personal pets (4 dogs 1 cat) since they came to us. Providing Meals, Daily exercise, and a Loving Environment for them to live in. In more recent years i have house and dog sat for a majority of my family and friends, Providing Exceptional care to their Homes and Four legged Friends, I’m currently working part time so House and Pet sitting is no problem at all, Walks are also easily convenient to fit into my day Providing a loving and safe presence whilst being with your pets is my number 1 priority, also making sure they are well cared for during the duration of the stay

Sitter Profile Image: Mickala S.
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Mickala S.
$17
total per visit
5.0 out of 5 stars
5 reviews
1 repeat client
2 years of experience
Hadley, MA, 01035

Our two cats really liked Mickala. She went above and beyond helping us with several situations such as trimming a cat's nails and cleaning up some ants which got into the auto-feeders.

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Jennings Z.
Sitter Profile Image: Annika D.
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Annika D.
$34
total per visit
5.0 out of 5 stars
52 reviews
19 repeat clients
6 years of experience
Northampton, MA, 01062

Annika was really wonderful looking after our two cats. She was super easy to communicate with, professional and friendly and sent lots of pictures of our cats which was really reassuring. When we got home our cats were relaxed and happy and had clearly had a lovely time. I highly recommend Annika! Thank you for looking after our family.

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Olivia M.
Sitter Profile Image: Amanda G.
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Amanda G.
$23
total per visit
16 years of experience
Northampton, MA, 01060

About: I have had a cat for 16 years and enjoy meeting new cats and making sure they are happy and well fed. Looking forward to meeting your cat!

Sitter Profile Image: Sonya M.
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Sonya M.
$23
total per visit
5.0 out of 5 stars
6 reviews
8 years of experience
Northampton, MA, 01060

About: I grew up with a cat in the house and have provided both indoor and outdoor cat care for friends and family for several years now. While some people might think cats are standoffish or hard to please, I know that cats come in all sorts of personalities, and I am passionate about providing the best care for your kitty, including petting and lap time for more social cats, playtime for those who are more energetic, and space and calm encouragement for those who like their alone time, or may be slower to come out of their shell. I also have patience for pets with special diets or food needs.

Sitter Profile Image: Kristin B.
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Kristin B.
$43
total per visit
5.0 out of 5 stars
15 reviews
4 repeat clients
20 years of experience
Goshen, MA, 01032

About: Have owned dogs for over 20 years, pet sit for friends, family, and neighbors. I am over cautious and protective when it comes to animals, I'm also active so love walking dogs, throwing a ball for them, or taking them to our local lake for a swim. I have tons of patience for shy dogs, I have dealt with rescue dogs and know when to get close or not to an animal. I have never had an incident where I have had a dog become aggressive with me. I have taken my own dog to obedience school a few times and learned a few key trips for working with difficult dogs or puppies. I have taken care of puppies within the past three years and am comfortable with the extra care they require. I have a solid connection with our local vet and emergency animal hospital and am able to handle dogs who need shots or medications administered. I work from home and have several pets already needing care. Bathroom breaks, walks, ball throwing, catnip time, all of it already happens in my home. We have several pet fences within our home and a puppy proof first floor. If a pet is okay of leash then we walk them around our 4 acres throwing a ball or whatever the pet likes. If a pet is not okay off leash, then we just walk them on a leash on our land every 1.5 or 2 hours or as needed. Water bowls are everywhere, no chemicals are on site within reach of curious puppies, and no cars move very quickly on our driveway and everyone who does arrive at our home knows we have several pets and need to slow down. We have owned dogs for over 25 years and have never had any of our pets get injured.

Sitter Profile Image: Diana D.
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Diana D.
$22
total per visit
5 years of experience
northampton, MA, 01060

About: i’ve been dog walking for several years now on a separate app and have experience sitting a dog for a weeks time. i love spending time with all animals ! i work on weekdays 8-4:30 but can do early or evening walks with pets that i am caring for. I am around to dogsit most days. i don’t have space for a dog in my apartment but i always make sure to follow instructions and care for the animals the best i can !

Sitter Profile Image: Emily W.
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Emily W.
$39
total per visit
5.0 out of 5 stars
27 reviews
8 repeat clients
27 years of experience
South Deerfield, MA, 01373

Emily did a wonderful job with our special needs cat, Dakota. Dakota is paralyzed in the back after having been hit by a car years ago. He gets around ok dragging his back legs but he has to have his bladder expressed three times a day. Emily had experience doing this in the past (I think in some kind of vet assistant capacity or something like that) and successfully managed Dakota when we went out of town for a few days. Dakota stayed at Emily's house with her cats and it all worked out fine. Emily's house is so cat friendly with cat climbing things all around and Emily even mentioned that down the road she might have cat grass (that our cat loves to eat) since she grows it herself. We were also happy that Emily was fine with us leaving all Dakota's regular collection of favorite things: his little cat house, cat bed, and even the ramp we made for him to climb up on couches. It was so nice for us to think of Dakota in a friendly home rather than in a cage at the vet. We loved how Emily was great about communicating both in terms of photos showing Dakota was doing well and also asking intelligent questions to make sure the expressing of the bladder was going well. When we picked Dakota up, he was in fine shape and clearly had been well-taken-care of. We'll definitely use Emily again!

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Carol G.
Sitter Profile Image: Amad E.
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Amad E.
$32
total per visit
5.0 out of 5 stars
33 reviews
7 repeat clients
15 years of experience
Northampton, MA, 01060

This is the second time that I used Amad to care for my cats, he has been great, will stay and play with them, easy to reach and will quickly respond . Overall we highly recommended .

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Fabiola C.
Sitter Profile Image: Cali K.
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Cali K.
$34
total per visit
5.0 out of 5 stars
17 reviews
1 repeat client
12 years of experience
Northampton, MA, 01060

About: I have been taking care of dogs ever since I was 7, I started by walking and bathing family dogs and then branched out to neighbors and friends! I absolutely love every single breed and age of dog because they are all so special. And I will be able to adapt to what your fur baby needs! I will be working from home part time, so any time of day that you need me to watch or walk your fur baby I can! I live in a secure apartment complex near Bridgewater State where there are plenty of fields, parks and sidewalks to bring your dog to play!

Sitter Profile Image: Owen B.
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Owen B.
$34
total per visit
4.9 out of 5 stars
10 reviews
4 repeat clients
20 years of experience
Williamsburg, MA, 01039

About: I have been taking care of dogs since I was able to walk. My family has had four incredibly well-behaved labradors and I trained the latter two. Anything from basset hounds to gargantuan huskies have spent countless hours at our house we called Camp Dog. I can train younger dogs and take care of the older ones which makes me a prime candidate for just about any dog-care position. I am a college graduate who desperately needs to fill my time and get exercise. This wonderful job lets me check both of those boxes while working with animals! There is a small fenced in area at our property but for the best experience for the pets I will definitely be taking them to the nearby parks. I also am very receptive to anything the owner would like done more specifically with their pet.

Sitter Profile Image: Ace G.
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Ace G.
Star Sitter
$28
total per visit
5.0 out of 5 stars
68 reviews
22 repeat clients
9 years of experience
Chicopee, MA, 01020

Ace is an incredibly attentive, thoughtful, and caring sitter. We booked her to care for our two older cats and she was so communicative and kind to the little guys. One of our cats needs a subcutaneous injection daily, and she did a wonderful job delivering it - even when he was being difficult. I couldn’t recommend Ace enough, and am definitely going to book her again in the future.

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Matthew M.
Sitter Profile Image: Saige G.
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Saige G.
$28
total per visit
4.9 out of 5 stars
36 reviews
13 repeat clients
11 years of experience
Easthampton, MA, 01027

Great to have watched my buddy . Will have here again

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John S.
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Perfect for high energy dogs - Chesterfield

Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Kathleen M.
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Kathleen M.
Star Sitter
$50
total per day
5.0 out of 5 stars
154 reviews
42 repeat clients
12 years of experience
Becket, MA, 01223

Kathleen was great. She was very responsive before we dropped our pooch off, and then sent regular updates throughout the day. He was in a good mood when we picked him up at the end of the day.

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Andrew T.
Sitter Profile Image: Shawna B.
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Shawna B.
$69
total per day
5.0 out of 5 stars
9 reviews
4 repeat clients
15 years of experience
Westhampton, MA, 01027

Shawna was a great sitter. My dogs are never tired. But they were worn out when I picked them up so I know they got plenty of exercise and attention. I highly recommend Shawna!!

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Amanda G.
Sitter Profile Image: Kristin B.
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Kristin B.
$50
total per day
5.0 out of 5 stars
15 reviews
4 repeat clients
20 years of experience
Goshen, MA, 01032

As always, Bean had a great time at Kristin's!

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David B.
Sitter Profile Image: Lisa A.
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Lisa A.
$67
total per day
5.0 out of 5 stars
6 reviews
1 repeat client
20 years of experience
Florence, MA, 01062

Lisa took great care of Benny and provided many updates during his visit!

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Jesse G.
Sitter Profile Image: Emma G.
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Emma G.
Star Sitter
$56
total per day
5.0 out of 5 stars
51 reviews
11 repeat clients
15 years of experience
Northampton, MA, 01060

So far, so good, with Emma as our latest dogsitter. Gives great reports during the day so we have a good impression how our dog is doing...:)

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Joy J.
Sitter Profile Image: Jessica C.
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Jessica C.
$32
total per day
5.0 out of 5 stars
55 reviews
18 repeat clients
35 years of experience
Sunderland, MA, 01375

About: Parents Jessica and Philip are the responsible adults guaranteeing that your dog will get everything they need, but 13-year-old Josie is the primary caretaker of our dog guests. She is a very attentive, loving and engaged pet pal! Since we started on Rover as a summer job for Josie in 2023, we have hosted dogs of all sizes, energy levels and needs and she loved every single one of them. She gets up early every day (whether or not she is caring for a dog) so she often gives the pups their first walk of the day before anyone else has gotten out of bed. In spring of 2023 Josie rescued an Eastern Phoebe (songbird) that was pushed out of its nest and injured; she fed it dry cat food soaked in sugar water and set it free a week later as a robust young fledgling (see pictures). On weekends and school vacations, Josie has little to do other than care for your dog! We are early risers. Our calendar has school days blocked off, but we would consider boarding a dog during the school week if its needs match Josie's availability so please inquire. Both parents work mostly or fully from home and could manage a midday walk for a quiet dog. Jessica is an elementary teacher and education administrator who is accustomed to carrying great responsibility for the safety of precious smaller beings. She closely supervises Josie as the primary caregiver. Our home is in the woods with access to Mt. Toby trails so your pup will get to enjoy the outdoors several times a day. Sometimes dogs who are anxious in the busy neighborhoods of their homes are much calmer when they come to our quiet, wooded setting. We have a flock of chickens in an enclosed outdoor area.

Sitter Profile Image: AMY L.
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AMY L.
$67
total per day
5.0 out of 5 stars
11 reviews
1 repeat client
8 years of experience
Easthampton, MA, 01020

About: I sincerely LOVE getting to know each individual dog's personality (quirks and all!) and learning about what makes them happiest. I have many years of experience: walking dogs in NYC & in Western Mass; pet-sitting for my friends', neighbors' and partner's dogs (as well as for other types of pets). I create a warm, nurturing and happy environment for my precious furry friends to thrive. (Please note: on Tuesdays, Thursdays & Fridays, I am usually available from 11 AM-5:30 PM; on Mondays & Wednesdays, I am usually available from 11 AM -12 PM) I'm currently working part-time as a educator (tutor) so I have ample time to provide dog care (walking, drop-in day care and occasional boarding) during the week, Mon-Wed and Thurs-Friday. On occasion, I may be able to board dogs during the weekend. I live in an extremely peaceful, quiet, dog-friendly neighborhood (the Plains of Easthampton) toward the end of a cul-de-sac. So there is almost no cars or traffic here. I do have a front & back yard. Although it is not fenced, it is backed by trees and, as mentioned, almost zero traffic

Sitter Profile Image: Gail H.
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Gail H.
$50
total per day
5.0 out of 5 stars
7 reviews
1 repeat client
50 years of experience
Haydenville, MA, 01039

About: I am a lifelong dog person with a large fenced yard and miles of trails out my back dog. A tired dog is a happy dog. Unless I am traveling myself I am extremely flexible and available. I will let you know if I will need to spend more than a few hours away from your pet before booking a stay. I think it’s important for pets to keep to their normal routine while their people are away. A little extra attention and affection also helps ease the stress of separation. I have a pretty mellow disposition and enjoy cuddling with a furry friend while reading or watching a show.

Sitter Profile Image: Evan A.
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Evan A.
$111
total per day
5.0 out of 5 stars
5 reviews
10 years of experience
Florence, MA, 01062

Evan was great with my dogs - they loved being with him and he took super care of them, tired them out on nice long walks and sent videos of snuggling them. Cannot recommend him strongly enough!

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Jim Q.
Sitter Profile Image: Tricia G.
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Tricia G.
Star Sitter
$45
total per day
5.0 out of 5 stars
14 reviews
5 repeat clients
20 years of experience
Chicopee, MA, 01020

We have loved working with Tricia! Very flexible, understanding, and affordable. She went the extra mile for our senior dog. Can’t wait to book the next visit for our dog!

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Katy N.
Sitter Profile Image: Dorjee D.
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Dorjee D.
Star Sitter
$43
total per day
5.0 out of 5 stars
28 reviews
16 repeat clients
15 years of experience
Amherst, MA, 01002

Dorjee took great care of my pup! Sadie was immediately comfortable with her, and I felt at ease as well. Highly recommend!

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Alie S.
Sitter Profile Image: Gabriela K.
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Gabriela K.
$50
total per day
5.0 out of 5 stars
6 reviews
3 repeat clients
5 years of experience
Amherst, MA, 01002

We had a last minute booking and Gabby was so accommodating. She updated us with photos and I think Honey had the best day with her. Our plans ran late and again she accommodated with no problems. Highly recommend.

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Kimberly B.
Sitter Profile Image: Saige G.
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Saige G.
$39
total per day
4.9 out of 5 stars
36 reviews
13 repeat clients
11 years of experience
Easthampton, MA, 01027

Ziggy was great with our dog Jet! Jet is a high energy Springer Spaniel and she went above and beyond with taking him for hikes and making sure he got enough exercise. She took care of Jet at our home and was respectful of the space and was able to keep Jet’s routine as normal as possible which made us comfortable leaving him with her. We would definitely book with Ziggy again in the future!

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Abby W.
Sitter Profile Image: John M.
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John M.
Star Sitter
$39
total per day
5.0 out of 5 stars
148 reviews
52 repeat clients
15 years of experience
Turners Falls, MA, 01376

John and his two very sweet doggies were wonderful with our skittish girl, Chloe. John's calm demeanor is exactly what dogs respond well to. He took lots of pictures of playing and walking, putting us at ease. When we came to pick her up, she had become part of the pack. Great sitter!

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Shannon O.
Sitter Profile Image: Nicole S.
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Nicole S.
Star Sitter
$56
total per day
5.0 out of 5 stars
80 reviews
23 repeat clients
25 years of experience
Greenfield, MA, 01301

Nicole was amazing! My pup had a blast at her place, and she came back very happy and tired after the fun playtime. Nicole provided photos and updates along the way. Thank you!!

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Laura R.
Sitter Profile Image: Christian M.
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Christian M.
Star Sitter
$39
total per day
5.0 out of 5 stars
23 reviews
11 repeat clients
10 years of experience
Greenfield, MA, 01301

Christian was a great dog watcher for a day while we went on a ski trip! We got photo updates while we were gone and Hudson came home tired!!

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Curtis M.
Sitter Profile Image: Amad E.
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Amad E.
$50
total per day
5.0 out of 5 stars
33 reviews
7 repeat clients
15 years of experience
Northampton, MA, 01060

Amad was amazing!! Would definitely recommend him to take care of your pup. Marley was well taken care of and came back tired from all the walks they went on🙌🏼 10/10

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Jessica Z.
Sitter Profile Image: Katelyn S.
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Katelyn S.
Star Sitter
$34
total per day
5.0 out of 5 stars
6 reviews
3 repeat clients
25 years of experience
Westfield, MA, 01085

Katie and her family were an absolute dream! I couldn’t be more pleased with how attentive and caring they were towards our puppy. I highly recommend Katie! I wish we lived closer to use her again! Thank you, Katie!

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Regina T.
Sitter Profile Image: Leah B.
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Leah B.
$39
total per day
5.0 out of 5 stars
5 reviews
40 years of experience
Westhampton, MA, 01027

About: I can't remember a time that I didn't have at least one dog. I often had several at a time and they all lived a long and happy life with tons of love and affection! I will care for your dog(s) as if they were my own and provide the affectionate, loving care they deserve. I have raised 3 great kids who are now all grown so I would love the opportunity to share my life with as many pets as possible. I have a flexible schedule. I believe in keeping your dog in a fenced-in area (supervised) or on a leash at all times while outside. I also believe in crate training puppies for potty training and safety only.

Sitter Profile Image: Sarah F.
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Sarah F.
$50
total per day
5.0 out of 5 stars
3 reviews
20 years of experience
Florence, MA, 01062

Sarah took excellent care of our little dog Albus for the day. He was happy and tired when I picked him up!

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Elizabeth S.
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Adventure-ready dog walkers - Chesterfield

Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Janet M.
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Janet M.
Star Sitter
$34
total per walk
4.9 out of 5 stars
17 reviews
7 repeat clients
53 years of experience
Chesterfield, MA, 01012

Janet is very responsive to msgs, shows up at the scheduled times, and provides summaries of her visit. Thanks Janet!

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Allen B.
Sitter Profile Image: Rose L.
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Rose L.
$28
total per walk
5 years of experience
Williamsburg, MA, 01096

About: I’ve spent the last 5 years working in professional dog kennels in Berlin, MA, and I currently work at a local kennel here in western MA. During that time, I’ve cared for dogs of every size, age, and personality. From shy seniors who need gentle patience to high energy wiggle butts who never slow down. As a kennel supervisor, I’ve handled dogs with medical needs, administered medications safely and on schedule, and monitored behavior to keep every pup calm and comfortable. I’ve also been trusted to run the kennel independently, managing feeding routines, cleaning, enrichment, and safety from open to close. Now, I’m excited to bring that same level of professional, loving care into your home. Whether your dog needs a simple walk, extra patience, medication support, or someone who treats them like family, I’m here to make sure they feel safe, happy, and loved one walk, one wag, one kiss at a time. I just graduated from college and I’m working hard to save for my first home! This means I’m going to spend my days doing something I genuinely love, which is caring for pups. My schedule is flexible and I’m available almost every day of the week. I offer plenty of walking and drop‑in options throughout the week, and I’m always happy to work with you to find times that fit your dog’s routine. Whether your pup needs a quick potty break, a long walk, or some extra love while you’re away, I’m here to help. Availability: • Most weekdays: mornings, evenings, and some mid‑day slots depending on my kennel shifts • Weekends: flexible around my kennel shifts • Nearly every day available with advance request! Now that school is behind me, I’m able to take on more walks, drop‑ins, and extended care. I love what I do, and I’m committed to giving your pets reliable, loving, stress free care every single visit. <3 When I’m caring for pets in your home, my goal is to keep their routine as normal, comforting, and stress‑free as possible. I follow your instructions closely and make sure your pet feels safe, loved, and understood while you’re away. Here’s what you can expect: Routine‑Focused Care: I stick to your pet’s usual feeding, walking, play, and medication schedule so everything feels familiar and calm. Clear Instructions Welcomed: Written instructions, whether on paper or by text, are always helpful. I’m happy to follow detailed routines, special notes, or anything that keeps your pet comfortable. Open Communication: I keep communication easy and consistent. If anything comes up or you’d like updates, I’m always reachable and responsive. Photos Included: I send pictures and check ins so you can see how your furry family member is doing and feel connected while you’re away. Walks & Outdoor Time: I tailor every walk to what your dog enjoys, whether it’s relaxed neighborhood strolls, peaceful nature walks, or extra sniff‑time to burn off energy. Medication & Special Care: In my personal and professional experience, I am very comfortable with pets (cats or dogs!) who have medical conditions, including administering medications safely and on time (even insulin). Clean & Comfortable Spaces: I keep litter boxes clean, fluff up dog beds, refresh water bowls, tidy feeding areas, and make sure your pet’s space stays cozy and stress‑free. Behavior Awareness: With my kennel background, I’m trained to read body language and keep pets comfortable, especially shy, senior, or anxious animals. My goal is simple to make sure your pet feels safe, happy, and loved until you’re home again.

Sitter Profile Image: Shawna B.
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Shawna B.
$35
total per walk
5.0 out of 5 stars
9 reviews
4 repeat clients
15 years of experience
Westhampton, MA, 01027

About: I have taken care of family and friends pets (cats and dogs) for many years and have regular clients for pet sitting and dog walking. I have had my own pets as well for most of my life. I have fostered many cats through a local animal shelter and have volunteered with a local organization to walk dogs. I have completed a Pet Sitter and Dog Walking Certification. I will treat your pets as I do my own and will provide loving care and I will ensure that your requests are met for your pet. I am organized and trustworthy and am available for pet sitting in my home, drop in visits and some house sitting. I am available on weekends and weekdays depending on the request. I work from home so if your pet is staying in my home I am able to let them out as needed (for dogs) and provide lots of loving attention throughout the day. Depending on the service-Boarding/pet sitting is provided in my home. We have a big yard and trails in the woods so dog walking is easy and enjoyable. Drop in visits can be set up at your home for cats or dogs as well.

Sitter Profile Image: Kristin B.
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Kristin B.
$45
total per walk
5.0 out of 5 stars
15 reviews
4 repeat clients
20 years of experience
Goshen, MA, 01032

About: Have owned dogs for over 20 years, pet sit for friends, family, and neighbors. I am over cautious and protective when it comes to animals, I'm also active so love walking dogs, throwing a ball for them, or taking them to our local lake for a swim. I have tons of patience for shy dogs, I have dealt with rescue dogs and know when to get close or not to an animal. I have never had an incident where I have had a dog become aggressive with me. I have taken my own dog to obedience school a few times and learned a few key trips for working with difficult dogs or puppies. I have taken care of puppies within the past three years and am comfortable with the extra care they require. I have a solid connection with our local vet and emergency animal hospital and am able to handle dogs who need shots or medications administered. I work from home and have several pets already needing care. Bathroom breaks, walks, ball throwing, catnip time, all of it already happens in my home. We have several pet fences within our home and a puppy proof first floor. If a pet is okay of leash then we walk them around our 4 acres throwing a ball or whatever the pet likes. If a pet is not okay off leash, then we just walk them on a leash on our land every 1.5 or 2 hours or as needed. Water bowls are everywhere, no chemicals are on site within reach of curious puppies, and no cars move very quickly on our driveway and everyone who does arrive at our home knows we have several pets and need to slow down. We have owned dogs for over 25 years and have never had any of our pets get injured.

Sitter Profile Image: Fiona B.
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Fiona B.
$34
total per walk
15 years of experience
Huntington, MA, 01050

About: My family owns and operates a Labrador breeding business and kennel, located in a small slice of heaven in the hill towns. I have been living, breathing, and loving dogs for my entire life and find immense joy simply being around them! I have several years of experience at a boarding facility where I was able to expand my knowledge on any different breed, size, age, temperament and disabilities! I am comfortable with all dogs at any life stages, ranging from a few hours old to sweet elderlies. I am also able to react quickly to any situation and have a solid history of preventing and intervening real fights safely between several dogs. I am available at you and your pets desire! I am able to stay in home and/or overnight, or simply check in! My car is my main way of travel, and has safely transported many pups to their playdates! Care in my clients home includes purely love and sticking to the routine that your pet knows the best! My client will also receive the utmost amount of reassurance and open communication because I understand on a personal level how difficult it is to leave your baby in someone else's hands.

Sitter Profile Image: Alexis K.
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Alexis K.
$43
total per walk
5.0 out of 5 stars
101 reviews
41 repeat clients
30 years of experience
Northampton, MA, 01053

So happy!!! I always stress about leaving Odys at home when I’m working longer days and Alexis has been AMAZING! Sending me videos, pictures, and summarizing their time together! So great!

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Quincie K.
Sitter Profile Image: Evan A.
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Evan A.
$34
total per walk
5.0 out of 5 stars
5 reviews
10 years of experience
Florence, MA, 01062

About: I'm available for all holidays starting with Thanksgiving, Christmas, Hanukkah, Kwanza and New Year's Eve I'm a lifetime pet owner and pet sitter with strong references 🙏 I'm not employed by anyone else, so my time is wide open and I live on a quiet dead end street and close to regular parks and dog parks / trails. I always take the owners preferences seriously, but I do like to spoil with good food and treats. I also am good with grooming calmingly.

Sitter Profile Image: Jaclyn P.
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Jaclyn P.
Star Sitter
$45
total per walk
5.0 out of 5 stars
18 reviews
5 repeat clients
15 years of experience
South Deerfield, MA, 01373

About: Hi, I’m Jaclyn! I’ve always been an animal lover. I have taken care of family, friends, and coworkers pets for over 15 years, and consistently pet sitting since 2020. My experience ranges from cats and kittens, senior dogs and puppies, to rabbits, chickens, guinea pigs, ferrets, mice, rats, fish, and even tropical frogs. I make sure to keep your space tidy; laundry, dishes, vacuum, take in mail, take out trash. I want your home to be a safe haven, with nothing to tend to when you return. I am a wonderful companion, and I ensure your pet is happy, clean, fed, with lots of love and playtime. I always respect body language and boundaries, for everyone’s comfort. Animals love me! Whether they enjoy playing ball or love walks, or snuggles on the couch, I want to make sure your fur-babies are content. I provide one free meet-and-greet before sitting dates; I want to meet you and your pet, and ensure they are comfortable with me ahead of my visit. I love check-ins for longer stays and taking photos. My house sitting overnight services are in high demand so please book ahead for best results. Let me know how I can help! I look forward to meeting you ☺️🐶🐾 I provide pet care full time, and I love what I do! I began working at a doggy daycare in 2025. My shifts are Tuesday 12:30-6:30pm, Wednesday 1-6:30pm, and Friday 1-6:30pm. Please ensure your dog is okay at home for this time during the week. Some of my clients opt to have a neighbor by for a potty break, but it works for many dogs that I go right there, let them out and feed them. My main focus is providing care for animals by overnight house sitting, drop-by care, or dog walking. There may be a small travel fee added for houses outside my service area. My house sitting is very in demand, so please book early for best availability! Thank you! I will go over your regular routines for your furry family member, and chat about keeping your pet safe. I love a harness for walks, I’m familiar with gentle leads, and I carefully supervise backyard playtime. Wood trails are great for walks and I always keep a close eye to make sure your pet is not getting into any mischief! I have a good eye for ticks. I exercise the utmost caution when walking on the street, keeping alert for traffic or other hazards. I carefully assess dogs we may meet to ensure safety and distance, with skills I’ve learned working at a doggy daycare. I care for dogs in a reassuring, calm way, with lots of praise and patience. Your best friend is in good hands with me!

Sitter Profile Image: Saige G.
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Saige G.
$23
total per walk
4.9 out of 5 stars
36 reviews
13 repeat clients
11 years of experience
Easthampton, MA, 01027

Saige aka Ziggy was an absolute dog whisperer. Ziggy took great care of my dog, which allowed me to relax and enjoy my vacation. If you’re looking for a dog sitter or walker, stop searching. One report card wrote “An aggressive dog approached Boone, I stepped in front of Boone and the other dog ran off.” I mean talk about CARE & SAFETY. ⭐️ x 5

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Maris A.
Sitter Profile Image: Emily W.
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Emily W.
$28
total per walk
5.0 out of 5 stars
27 reviews
8 repeat clients
27 years of experience
South Deerfield, MA, 01373

About: With 25+ years of pet care experience, including 15 years as a vet tech, I treat each animal as I would my own. I enjoy getting to know clients and their companion animals. I feel it is important for pets to have someone familiar taking care of them while their people are away. For this reason, I will usually ask to set up a meet and greet prior to the first booking. In addition to dogs and cats, I have experience with small mammals (e.g. gerbils, guinea pigs, rabbits), exotics (e.g. lizards, turtles, birds), and farm animals (e.g. chickens, horses, cows, sheep, goats). Whether exercising exuberant young animals, entertaining indoor cats, or just keeping them company so they don't miss you [as much], I'm there to be another one of their people! I look forward to meeting your animal companion(s) and learning more about their routine and requirements to keep them happy & healthy while you are away. You can expect to receive updates including photos while they are in my care. Drop-in visits and house sitting generally available 7 days (between 8AM-8PM) and 7 nights/week. I offer dog walking but not are occurring service on week end days, though available some weekends. My own yard is unfenced; I offer leashed walks and potty breaks in yard and/or on nearby trails. Due to respect for my 3 cats, I do not offer doggy day care or sitting in my home across the board. I have made exceptions for cat-friendly and low-key critters in the past. Find it generally works best to care for pets in the comfort of their own home, where I keep their regular routine going to the best of my ability.

Sitter Profile Image: Dorjee D.
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Dorjee D.
Star Sitter
$28
total per walk
5.0 out of 5 stars
28 reviews
16 repeat clients
15 years of experience
Amherst, MA, 01002

Dorjee was wonderful! She was kind, dependable and my dog loved her. Sunny was excited to see her each day. We really appreciate her and look forward to working with her in the future.

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Tina R.
Sitter Profile Image: Cali K.
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Cali K.
$34
total per walk
5.0 out of 5 stars
17 reviews
1 repeat client
12 years of experience
Northampton, MA, 01060

About: I have been taking care of dogs ever since I was 7, I started by walking and bathing family dogs and then branched out to neighbors and friends! I absolutely love every single breed and age of dog because they are all so special. And I will be able to adapt to what your fur baby needs! I will be working from home part time, so any time of day that you need me to watch or walk your fur baby I can! I live in a secure apartment complex near Bridgewater State where there are plenty of fields, parks and sidewalks to bring your dog to play!

Sitter Profile Image: Michael B.
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Michael B.
$23
total per walk
24 years of experience
Deerfield, MA, 01342

About: I’ve had pets since I was about 4 years old, and am experienced with caring for cats and dogs. Any needs they have, I will take care of them all - from simple company when you're at work, to walks, giving meds and overnight stays! I have experience training puppies too, from potty training to the classic "stay", "sit", "come", "leave" etc. commands. I have a large dog myself so size of your pet is no issue. Anything you're unsure about, shoot me a message! I work full time at a school but am free weekdays after 2pm until around 10pm. On weekends I am free from Friday afternoon until Monday morning so I can do overnight stays too if needed. Depending on the care required, I will feed pets, give them meds, take them outside, play games/fetch/etc., brush them, empty litter boxes and so on. I have had several cats and dogs of my own and cared for many more, so I am comfortable with adjusting to their different personality types.

Sitter Profile Image: Jonathan A.
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Jonathan A.
$17
total per walk
5.0 out of 5 stars
14 reviews
4 repeat clients
30 years of experience
Northampton, MA, 01062

Jonathan was wonderful with my dog. He was happy help me out in a pinch, and while I never got to meet him, my roommates raved about how good he was with my high energy mutt. He was able to keep up with her and outsmart her when play time was done. Definitely would recommend!

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Rhyan F.
Sitter Profile Image: Amad E.
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Amad E.
$28
total per walk
5.0 out of 5 stars
33 reviews
7 repeat clients
15 years of experience
Northampton, MA, 01060

About: I've been house and pet sitting for ten years plus, besides that I've been an owner of many dogs and cats. There is nothing that makes me happier than the well-being of them. When you choose me for the care of your fur babies, they'll be taken care of to the maximum comfort and standard. I'm flexible in that I work remotely... So i huge amount of the time i will be around to cater to your pets. And also will be able to walk them often and keep them stimulated I'll make sure their safety and the environment they're in are safe and nurturing. If it's the owner's house I won't change a thing, if it's my house I'll have them have access to all that they would have at their home.

Sitter Profile Image: Greg R.
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Greg R.
$28
total per walk
5.0 out of 5 stars
3 reviews
1 repeat client
25 years of experience
Whately, MA, 01039

About: Hello, my name is Greg and I am here to take excellent care of your best friend! I have a 5-year-old cattle dog named Sid and had three family labradors growing up. I have also cared for my friends and families dogs and cats as well. I have a flexible schedule and live an active lifestyle. In my free time I enjoy hiking or being on or around a body of water. I also like to travel when time allows it. I have wide open availability to care for your pet and cannot wait to make some new canine companions! I’m currently working part-time and have a lot of open availability. My daily routine with Sid consists of daily walks and plenty of fetch. On nice days I like to go for a hike. I have a big yard and live next to a wide open field. I have a 5-year-old cattle dog to keep your dog company. If it so happens they don’t get along it is possible for me to keep them separated.

Sitter Profile Image: Mical H.
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Mical H.
$28
total per walk
10 years of experience
Northampton, MA, 01060

About: I've had many different pets including dogs and cats! Experienced with different ages and needs including medications, behavioral, and sizes. Available for boarding, drop in, and walks I currently work mostly from home so I'm flexible for boarding and daytime visits. Love taking long walks and spending time at home with animals. Happy to take dogs on long walks and nature adventures with permission. I have cats and rabbits at home as well. I also have separate space for boarding or day care. Looking for consistent clients to build lasting relationships between me and your pet(s), as well as any last minute needs from new clients.

Sitter Profile Image: Amanda C.
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Amanda C.
$34
total per walk
60 years of experience
Florence, MA, 01062

About: I have taken care of animals since I was little. Home pets mostly. But also my neighbors dog. I love any kind of animal Cats, dogs, bunnies, birds all!! I am currently retired and am free most days and nights. I have 2 grandchildren and big helpers! But if not comfortable with that please let me know I have an un fenced yard and 2 very friendly dogs, I would be willing to stay at your home or bring them my way

Sitter Profile Image: Nicole L.
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Nicole L.
$20
total per walk
5.0 out of 5 stars
3 reviews
5 years of experience
Easthampton, MA, 01027

About: I have been doing a lot of dog sitting recently for family friends and other individuals. I am very reliable and have always been wanted back to care for their pets! I will do whatever is needed to make sure your animal is safe. I will keep your animal company as long as you wish. I am educated on giving medications to animals. Anything to keep the fur baby happy :) I am currently in nursing school and do have classes tuesday-thursday. Usually am gone from 8am-3pm but am free other than those times. Weekends and days off from school, I will be around to care for your pet. I do not care for other pets in my home, but will accommodate anything needed for your animals to make sure they are safe and happy.

Sitter Profile Image: Emily H.
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Emily H.
$20
total per walk
8 years of experience
Sunderland, MA, 01375

About: I’ve taken care of pets basically my whole life, I’ve grew up on a small goat & chicken farm, and genuinely love animals of all kind I’m working as a nanny, but my schedule is very flexible, and am available to take care of your pets whatever time works for you!! I have a fenced in area for my pet to run in, who has a lot of area he gets to play in, and his fur friends

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Large dog specialists near you - Chesterfield

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Karl K.
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Karl K.
Star Sitter
$45
total per night
5.0 out of 5 stars
38 reviews
12 repeat clients
55 years of experience
West Hatfield, MA, 01088

Carl took incredible care of Milo! He came back exhausted. Carl also provided me the most pictures I’ve ever gotten, which I appreciated to see how much fun Milo had on his stay. Would 100% recommend to anyone!

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William D.
Sitter Profile Image: Patti B.
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Patti B.
Star Sitter
$39
total per night
5.0 out of 5 stars
111 reviews
48 repeat clients
25 years of experience
Easthampton, MA, 01027

We are new to using Patti, but couldn't be happier with her care of our Josie. Patti was very good about letting me know how Josie was getting on and sending photos of the two of them together. I have already scheduled our next visit with Patti!

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Karla C.
Sitter Profile Image: Jessica C.
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Jessica C.
$33
total per night
5.0 out of 5 stars
55 reviews
18 repeat clients
35 years of experience
Sunderland, MA, 01375

This family provided my dog exceptional care! My dog came back even healthier than before lol. It is so nice that your beloved dog is getting amazing care and having fun while you are away. I would recommend this place to anyone.

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Masako F.
Sitter Profile Image: Heidi H.
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Heidi H.
Star Sitter
$53
total per night
5.0 out of 5 stars
52 reviews
13 repeat clients
30 years of experience
Northampton, MA, 01060

I HIGHLY recommend Heidi if you need someone to board your pet. She is very responsive and gave me lots of updates with some amazing pictures of my dog! I’m very happy with my choice to board with Heidi!

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Areecia S.
Sitter Profile Image: Nicole S.
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Nicole S.
Star Sitter
$73
total per night
5.0 out of 5 stars
80 reviews
23 repeat clients
25 years of experience
Greenfield, MA, 01301

Dobby had an amazing time! She came back so happy. She spent a lot of her time in the kiddie pool, playing with other dogs, chewing bones, and being her energetic, social self. So happy to have booked Nicole again!! Highly recommend!

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Cody S.
Sitter Profile Image: Tricia G.
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Tricia G.
Star Sitter
$50
total per night
5.0 out of 5 stars
14 reviews
5 repeat clients
20 years of experience
Chicopee, MA, 01020

Tricia was very easy to communicate with & made the process very easy! I felt great leaving my pup with her over the weekend and I know Pippin had a great time. She came back to me a very happy and smiley puppy.

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Jessie S.
Sitter Profile Image: Christian M.
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Christian M.
Star Sitter
$56
total per night
5.0 out of 5 stars
23 reviews
11 repeat clients
10 years of experience
Greenfield, MA, 01301

Christian is great! He is patient, chill, and very good with dogs! I loved that our dog wanted to go back inside with him when we had to leave; that is a great sign!

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Gregory A.
Sitter Profile Image: Sandra C.
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Sandra C.
Star Sitter
$44
total per night
5.0 out of 5 stars
40 reviews
14 repeat clients
30 years of experience
Indian Orchard, INDIAN ORCHARD, MA, 01151

Sandra is great! Lottie clearly remembers her and is so excited to see her which says it all. She communicates well, loves dogs and has a nice fenced in yard. We will keep coming back for sure!

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Kendall S.
Sitter Profile Image: John M.
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John M.
Star Sitter
$73
total per night
5.0 out of 5 stars
148 reviews
52 repeat clients
15 years of experience
Turners Falls, MA, 01376

John was fantastic with our two pups. It was obvious he spent a lot of time with them and the daily photos were wonderful. We will definitely use John again should the need arise and we highly recommend him.

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Cathi F.
Sitter Profile Image: Irene T.
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Irene T.
Star Sitter
$73
total per night
5.0 out of 5 stars
19 reviews
6 repeat clients
20 years of experience
Pittsfield, MA, 01201

Irene has been such a great find in the Berkshires! She always gives helpful communication with each stay, and Ruby seems to love her time with Irene (and her sweet dog Goldie). Thanks for all of the care that you give to Ruby - we'll see you soon!

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Eric B.
Sitter Profile Image: Heather R.
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Heather R.
Star Sitter
$47
total per night
5.0 out of 5 stars
43 reviews
23 repeat clients
22 years of experience
Feeding Hills, MA, 01030

Heather was fantastic! I needed a last minute booking and she and her family were superb. My pup came home so happy and content!! Thank you!! Would recommend Heather to everyone.

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Lisa C.
Sitter Profile Image: Katelyn S.
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Katelyn S.
Star Sitter
$35
total per night
5.0 out of 5 stars
6 reviews
3 repeat clients
25 years of experience
Westfield, MA, 01085

Posy had a great time with Katie and the dogs! She loved getting to play in the yard and get some outside time. Sue came home happy and ready for a nap!

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Auri C.
Sitter Profile Image: Manolita B.
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Manolita B.
$39
total per night
5.0 out of 5 stars
7 reviews
1 repeat client
3 years of experience
Westfield, MA, 01085

My dog had a wonderful day with Manolita!! She’s so kind and caring and made us both feel comfortable! When I picked him up from his stay he was very comfortable and calm, which was a great sign! She also sent pictures and updates throughout the day, which I loved! I highly recommend her!

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Kantha M.
Sitter Profile Image: Abigale & Eric F.
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Abigale & Eric F.
$45
total per night
5.0 out of 5 stars
5 reviews
10 years of experience
Chicopee, MA, 01013

I booked sort of last minute and wasn't able to make a meet and greet happen (though Abigale kindly offered) and I felt totally comfortable dropping my Bernie off. I got plenty of updates while away and plan to use them again! Bernie was well cared for! And their home is lovely! Thank you!

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Amber N.
Sitter Profile Image: megan b.
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megan b.
$45
total per night
4.9 out of 5 stars
130 reviews
38 repeat clients
20 years of experience
South Hadley, MA, 01075

Kevin returned home super happy! We could tell he was well-loved over the weekend. It was sweet to see him with other small dogs, hanging out in a little dog army!

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Lori M.
Sitter Profile Image: Summer P.
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Summer P.
Star Sitter
$56
total per night
5.0 out of 5 stars
8 reviews
3 repeat clients
8 years of experience
Wilbraham, MA, 01095

Summer was lovely to communicate with and sent a lot of photos of Raven, which I loved ! Raven was super pooped when I picked her up so I know she had a lot of exercise too.

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Julie C.
Sitter Profile Image: Kathleen M.
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Kathleen M.
Star Sitter
$95
total per night
5.0 out of 5 stars
154 reviews
42 repeat clients
12 years of experience
Becket, MA, 01223

Kathleen was great! She has an amazing property for the dogs, keeps you updated with tons of pictures and videos of them, and is such a nice person that you know shes taking care of your pups as if they were her own, will definitely be using her moving forward!

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Ben G.
Sitter Profile Image: Dorjee D.
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Dorjee D.
Star Sitter
$56
total per night
5.0 out of 5 stars
28 reviews
16 repeat clients
15 years of experience
Amherst, MA, 01002

Astrid is great! She kept us updated during the stay. Really easy to work with. Really flexible on drop off/pick up time. Mooncake had a great time!

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Cici X.
Sitter Profile Image: Kim M.
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Kim M.
Star Sitter
$62
total per night
5.0 out of 5 stars
73 reviews
25 repeat clients
20 years of experience
Westfield, MA, 01085

Kim was the perfect dog sitter for our one-year-old miniature labradoodle! She took great care of our dog, sending pictures and updates and always responding quickly to any questions. Next time we travel, we will absolutely go to Kim again. Thank you so much!! :)

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Ryan B.
Sitter Profile Image: Mahayla G.
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Mahayla G.
Star Sitter
$84
total per night
5.0 out of 5 stars
51 reviews
24 repeat clients
15 years of experience
Adams, MA, 01220

Molly loved hanging out with Hailey. Molly went everywhere with Hailey. Molly thrives in a home setting. So glad we have Hailey to watch Molly.

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Jean M.
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