Dog Sitting Wilbraham

Book a Wilbraham dog sitter to watch your dog in your sitter’s home or yours.

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Over 26
pet parents in Wilbraham have booked dog sitting

Wilbraham, Find top rated dog sitting

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

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Sitter Profile Image: James M.
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James M.
$34
total per visit
5.0 out of 5 stars
70 reviews
19 repeat clients
5 years of experience
Boston Road, Springfield, MA, 01119

Love James (and Rachel if needed). I'm totally relaxed when I have to leave since I know my dog is being taken care of by caring and trustworthy people. Great Rover representatives.

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Donna D.
Sitter Profile Image: Shayla G.
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Shayla G.
Star Sitter
$34
total per visit
4.9 out of 5 stars
44 reviews
21 repeat clients
14 years of experience
Indian Orchard, Springfield, MA, 01151

Shayla is AWESOME! She went above and beyond making sure Cam was well taken care of while I was away and kept me updated on how he was doing the whole time

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Casey M.
Sitter Profile Image: Eliza M.
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Eliza M.
$23
total per visit
5.0 out of 5 stars
2 reviews
4 years of experience
Sixteen Acres, Springfield, MA, 01129

About: As someone who has grown up always having dogs and cats, I know how important it is to have someone who is comfortable and loves being around animals to take care of them. I have been dog sitting family friends’s dogs and pets since I was 19. I work Monday-Friday on a 9-3:30 schedule. I am available before work and after 3:30 during the week. During the summer I will have more availability. I think it’s important to build trust with animals by providing them the space they need, especially when you’re someone new to them. I care for my own pets by spending quality time with them by taking them on walks (dogs, or even cats if that’s what you are looking for too!) and with my own pets, giving them lots of love and affection and an occasional treat (or 2.)

Sitter Profile Image: Julissa A.
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Julissa A.
Star Sitter
$32
total per visit
5.0 out of 5 stars
30 reviews
9 repeat clients
15 years of experience
Chicopee, MA, 01020

Thank you for making sure our animals were fed. For making sure all instructions were followed.

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Jasmine R.
Sitter Profile Image: Kayla K.
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Kayla K.
$17
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
12 years of experience
Springfield, MA, 01104

About: All my life I’ve had a variety of different animals all including dogs, cats, birds, turtles, rabbits, etc. You name it, I have owned it. In some time spans all at the same time. I would love to take all this experience that I was fortunate enough to obtain throughout the years and bring it to your home! I am currently enrolled at the Western New England University. At the time being as I am on summer break I am looking for something to do to take up all this newly acquired time. As well as make some extra money to go towards my tuitions. Since I have a love for animals I thought this was the perfect opportunity for me. At the moment I currently have 4 dogs, 3 cats, 2 rabbits and a cocktail. As you can imagine yes they can certainly be a handful but I couldnt imagine my life without them. Each and everyone being on a schedule of their own which is always never a problem.

Sitter Profile Image: Myomi & Joel V.
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Myomi & Joel V.
Star Sitter
$34
total per visit
5.0 out of 5 stars
33 reviews
6 repeat clients
20 years of experience
Springfield, MA, 01108

I was lucky to find this wonderful family right before heading out on vacation, and I couldn’t be more grateful. From the very start, communication was clear, prompt, and professional. They were reliable and stuck to the agreed schedule, which I truly appreciated. My dog a 5 month old Standard Poodle who’s a giant ball of mischief connected with them right away. It’s clear they have tons of experience and, most importantly, a genuine love for animals. I had originally booked someone else who canceled last minute with a silly excuse… but honestly, I’m glad it happened because it led me to the right people. They deserve all the stars. Highly recommend!

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Leymar (Lee) H.
Sitter Profile Image: Tricia G.
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Tricia G.
Star Sitter
$28
total per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
20 years of experience
Chicopee, MA, 01020

About: I've loved and cared for dogs for most of my life, and currently have a Chihuahua mix named Chico and a cat named Frankie. I'm a good-hearted and easygoing person excited to spend my free time with some lovable pooches! Chico is an 11-year-old rescue, who loves ice cream and burying himself in blankets. Frankie is a snoozy indoor cat, but loves playing with Chico occasionally. For all of my bookings, I like to provide lots of attention to each pet, and create a comfortable environment for them. I’ve had a ton of fun with the pets I've met so far, and I would love to meet some more furry friends and owners soon! I currently work from home full time in the healthcare industry. I am looking to offer sitting services in my free time, but can likely be flexible with my schedule. Safety for all pets is my biggest priority, whether they are my own or yours. I’m open to any information that would make your pets feel more comfortable, and would love to answer any questions during a meet and greet before a service.

Sitter Profile Image: Caitlin T.
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Caitlin T.
$25
total per visit
15 years of experience
Sixteen Acres, Springfield, MA, 01119

About: I’ve had cats and dogs my entire life and genuinely love being around animals. I currently have two golden retrievers and a cat of my own, so I’m very comfortable caring for pets with different personalities and needs. I have experience watching both dogs and cats for others and always make sure they feel safe, comfortable, and cared for while their owners are away. I treat every pet like family — honestly, I like animals more than humans. I work full time, but I’m only a couple minutes from home and have a flexible schedule. I’m able to come home during the day when needed and can also work remotely at times, which allows me to give pets plenty of attention, potty breaks, walks, and companionship throughout the day. Your pet’s safety and comfort are my top priorities. We have a fully fenced-in yard for safe outdoor play and two friendly dogs to help keep your fur baby company if they enjoy socializing. I can easily crate your dog if needed and am comfortable caring for animals of all breeds and sizes. Pets are welcome on the furniture and bed because we believe they deserve to feel at home and loved while you’re away. My husband and I both have so much love to give, and we’re always happy to provide cuddles, attention, and companionship if your pet enjoys affection.

Sitter Profile Image: Joel B.
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Joel B.
$28
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
15 years of experience
Ludlow, MA, 01056

Thank you so much Joel, Merry Christmas..

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joan g.
Sitter Profile Image: Cate B.
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Cate B.
$20
total per visit
2 years of experience
Pine Point, Springfield, MA, 01109

About: I worked in a dog daycare facility and have provided many services. I have experience feeding , giving medication, bathing and trimming nails. I have loved dogs all my life but have never had the chance to own one so I do my best to provide quality care and love to any dog I see. I am going to be doing some schooling so I will balance school work with my rover work as well as I can by leaving some days closed off so I can focus on my schoolwork. To start I am only going to be doing walks and drop ins to get used to how the river life works but will probably eventually provide all services.

Sitter Profile Image: Kaylee F.
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Kaylee F.
$34
total per visit
5.0 out of 5 stars
19 reviews
5 repeat clients
7 years of experience
Ludlow, MA, 01056

Kaylee has just finished a week of visits to take care of my two cats. This is her second stint for me. Very happy at the attention to detail. She even left food for the squirrels! (if I forget they find the bag themselves!) Thank you Kaylee above and beyond.

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Gary A.
Sitter Profile Image: Gysphell M.
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Gysphell M.
$22
total per visit
10 years of experience
Maple High-Six Corners, Springfield, MA, 01105

About: Hi! I’m the person my family and friends always call when they need someone to watch their pets. I’ve cared for dogs, cats, and even fostered over 40 kittens 💙. I genuinely love animals, and they always seem to make themselves right at home with me. I am a full time teacher and currently have the whole summer off, so my schedule is pretty open. I am also available overnight if needed. I have a fenced yard but I also love going for walks with my dog. My cat is indoor and has his feelings on a schedule.

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: Melissa K.
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Melissa K.
$25
total per visit
5 years of experience
Wilbraham, MA, 01095

About: Hey there! I’m Melissa — professional treat-giver, squeaky-toy champion, and expert belly-rubber. I make sure your dog is living their best life while you’re out living yours! We have a 4.5 yo mini bernedoodle who loves having friends over! I work from home 2 days per week. My schedule is flexible to provide care in our home during those days, walks at your house or activities with our dog. My usual days home are Monday and Friday. I am also available during holidays, or on Saturday and Sunday. In my home, pets enjoy a calm and supervised environment with lots of love, playtime, and enrichment. While we do not have a fenced-in yard, I’m extremely careful — outdoor time is always controlled with secure leashes and full supervision for safety. Your peace of mind means everything to me, and I’ll always treat your pet like family.

Sitter Profile Image: Kage S.
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Kage S.
$28
total per visit
5.0 out of 5 stars
14 reviews
6 repeat clients
10 years of experience
Monson, MA, 01057

Kage was great with Stella and Luna. Each drop in he gave a detailed description of everything along with photos. He had good base knowledge of cat behavior which made us feel comfortable right away. 10/10 recommend!

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Andrew D.
Sitter Profile Image: Kira S.
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Kira S.
$23
total per visit
12 years of experience
Chicopee, MA, 01020

About: I've been caring for a variety of animals(including dogs, cats, invertebrates, and livestock) for over a decade, since I was about 10 years old. I have experience with animal handling, animal care, dog walking, pet sitting, and animal training. I am a dog trainer, working on getting my CPDT certification and specializing in obedience and reactive dogs. But, I have also trained cats and pigs! I have worked with all breeds, sizes, and ages of dogs, and understand dog body language like it's English. This is currently my main source of income, so I have open availability to take care of your furry(or not furry) friends! I also have a car with plenty of space for animals so I can easily commute and transport pets. I don't live somewhere with an easily accessible space for exercising pets, but I can easily exercise, enrich and keep your dog safe and happy in and outside of your home!

Sitter Profile Image: Anna C.
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Anna C.
$28
total per visit
5.0 out of 5 stars
20 reviews
8 repeat clients
20 years of experience
East Longmeadow, MA, 01028

Anna is absolutely amazing! I was so nervous to hire a “stranger” last minute for my trip but Anna made everything soooo stress free!!! She took perfect care of my pup, sent daily updates & was easily accessible via message! Anna is the best of the best!! ♥️♥️ so happy she is no longer a stranger !

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Gianna H.
Sitter Profile Image: Samantha F.
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Samantha F.
$24
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
18 years of experience
Wilbraham, MA, 01095

About: I’m an animal lover at heart and have been helping care for dogs since I was little, at least 20 years and counting! I “dog-sat” throughout middle and high school for friends, family & neighbors. Happy to walk, play, feed, and then some. I’m seeking additional “work” that can also help me - I firmly believe that caring for animals is beneficial for mental and physical health! I’m not only caring for them, the furr friends are taking care of me too! I’m a teacher, off for the summer, and pretty available with the exception of a short vacation here or there. I am happy to coordinate times and schedules with you around your pets needs. I love nature and spend time outside daily; I can walk them around the block, the yard, or play catch! Suggestions welcome of your "norms"

Sitter Profile Image: Erin M.
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Erin M.
$28
total per visit
5.0 out of 5 stars
25 reviews
6 repeat clients
28 years of experience
Wilbraham, MA, 01095

Thank you Erin, for taking such wonderful care of my girls. I know they loved the walk and time you spent playing with them. Erin was extremely polite, and so go to my two golden retrievers. My one year old can be a handful and Erin loved her spirit! If your looking for that special someone to care for your fur baby, I strongly recommend Erin.

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Jean M.
Sitter Profile Image: Kimberly C.
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Kimberly C.
$30
total per visit
4.9 out of 5 stars
46 reviews
13 repeat clients
20 years of experience
Wilbraham, MA, 01095

About: Hi! I’m Kim a lifelong animal lover and dependable pet sitter with a passion for making pets feel safe, happy, and loved—even when their humans are away. I offer personalized drop-in visits that keep your pets comfortable in their own home, while giving you peace of mind that they’re in good hands. In addition to my personal experience with animals, for 5 years I ran a in-home dog boarding business which I loved! Whether it’s feeding, playtime, litter box cleaning, administering meds, or just some cuddles and company, I tailor each visit to your pet’s needs and routine. I’m experienced with both cats and dogs of all ages and temperaments, and I take pride in being calm, respectful, and attentive to detail. You’ll receive updates, photos, and honest communication after every visit—because I know how important it is to stay connected with your fur baby while you’re away! My weekly schedule allows for availability on the weekends, holidays and after typical business hours during the week! I’d love to take care of your pets outside of business hours! I am extremely careful with fur family members. I have fostered many dogs, boarded and house sat for hundreds of animals and safety is my number one priority!! I am CPR certified for dogs.

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The median cost per visit for dog sitting in Wilbraham is $22

Dog parents share their Rover experiences - Wilbraham

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5.0 out of 5 stars

Ginger enjoyed Alison's visit, and Alison kept in touch with us as well. We look forward to having he come see Ginger in July.

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Kurt M.
Drop-In Visits
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Sitters in Wilbraham average 5
repeat dog sitting clients

FAQs for Drop-In Visits - Wilbraham

Frequently asked questions about Rover

The average cost for Dog Sitting in Wilbraham on Rover is $22.2 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of July 2026, there are 1,854 sitters on Rover offering Dog Sitting across Wilbraham. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Wilbraham stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Wilbraham choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Wilbraham with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Wilbraham. On Rover:

  • 96% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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