Dog Sitting Upton

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

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Over 30
pet parents in Upton have booked dog sitting

Upton, 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: Jacey T.
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Jacey T.
Star Sitter
$17
total per visit
5.0 out of 5 stars
18 reviews
6 repeat clients
5 years of experience
Blackstone, MA, 01504

Jacey was amazing! She was always on time, very thorough during the check ins, and so sweet! Our cat Willow loved her and we will definitely be booking with her again :)

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Angela B.
Sitter Profile Image: Sophia B.
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Sophia B.
Star Sitter
$28
total per visit
5.0 out of 5 stars
5 reviews
4 repeat clients
10 years of experience
Milford, MA, 01757

Sophia is punctual and very responsive

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Cristian J.
Sitter Profile Image: Connor C.
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Connor C.
Star Sitter
$28
total per visit
5.0 out of 5 stars
84 reviews
23 repeat clients
15 years of experience
Sutton, MA, 01590

Connor was wonderful with our to cats! We were away for a long weekend for our Wedding and he did all that was asked and seemed to bond nicely with one of our babies. Will definitely rebook with Connor again when we need another sitter!

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Haley Paige J.
Sitter Profile Image: Jody B.
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Jody B.
$28
total per visit
5.0 out of 5 stars
7 reviews
1 repeat client
12 years of experience
Westborough, MA, 01581

Very prompt, communicative, caring for our pet and responsible. Difficult to find someone so reliable.

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Ashrith M.
Sitter Profile Image: Maanya L.
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Maanya L.
$17
total per visit
4.6 out of 5 stars
10 reviews
6 repeat clients
10 years of experience
Ashland, MA, 01721

Maanya is a super conscientious sitter—easy to communicate with, quick to respond, sends great updates, and got along with my kitty great! 100% recommend!

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Viola R.
Sitter Profile Image: Jason J.
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Jason J.
$23
total per visit
40 years of experience
Northbridge, MA, 01588

About: I'm good with all animals. I've just always clicked with our little furry friends. No dog is too big and no cat is too spicy. I'm logical, fun, and love playing with animals. I'm currently in a tough job market as AI is really taking over a lot of the software world. I'd love to make a little side hustle money while taking care of our furry friends. I think the most important thing is I treat all animals with love and respect. And I'm not looking to mess up any routines you guys have set. I will execute them for the letter.

Sitter Profile Image: Bridget M.
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Bridget M.
$23
total per visit
4.9 out of 5 stars
15 reviews
7 repeat clients
10 years of experience
Milford, MA, 01757

Bridget was amazing! Will definitely be using her moving forward!

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Stephanie G.
Sitter Profile Image: Ryan C.
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Ryan C.
$23
total per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Milford, MA, 01757

Ryan is awesome. He was so good to our Newfie. We will definitely be using him again.

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Saphy e.
Sitter Profile Image: Miles B.
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Miles B.
$27
total per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
37 years of experience
Milford, MA, 01757

Miles was attentive and dependable, and my somewhat standoffish cats warmed up to him after a day. It was great to get daily photos and see how they were doing.

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Rich U.
Sitter Profile Image: Kayla B.
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Kayla B.
$15
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
23 years of experience
Grafton, MA, 01536

Kayla is awesome! She went above and beyond! Def rebooking her if she’s available.

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Sarah B.
Sitter Profile Image: Ryan C.
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Ryan C.
$30
total per visit
5.0 out of 5 stars
23 reviews
8 repeat clients
15 years of experience
Milford, MA, 01757

About: Always had dogs & cats as a kid. Always loved it too! I worked with them for years and years and got a good overall feel/sense for various types and breeds, situations etc. I started taking care of neighbors pets, then friends too, and once Covid shut down our family stores, it gave me a chance to continue doing what I love, working with animals! I especially enjoy the challenge of winning over dogs that are timid, uncomfortable, anxious, have been abused, etc. I love proving to them that they're Safe. Everythings alright. Its ok to relax. Some are nervous around me or arent great with adults/males/strangers etc. That's Ok! Please see my reviews, Thanks for your consideration! My day totally revolves around my clients. They come First! Depending on what care I have to give to each animal. I'm around all the time otherwise! I take countless precautions to assure the safety of anyone and everyone that will be involved in my care for my clients. I keep an eye on them all day and night!

Sitter Profile Image: Kiley F.
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Kiley F.
$23
total per visit
1 repeat client
9 years of experience
Grafton, MA, 01519

About: I have 9 years of experience with all ages and sizes of dogs. I walked my neighbors dogs for 8 of those years and have had my own dog since, who I trained myself. I have always enjoyed spending time with my furry friends and will treat them like my own! I am in school full time during the day and have a part-time job Monday, Wednesday, Friday night and Saturday afternoon. I am available Sunday, Tuesday, Thursday and Saturday night while also having a few hours during the day for a possible potty break! I have always believed in slow introductions and building trust with animals. I love spending time with animals and will work to make their experience with a new sitter enjoyable. I am available for dog walking, potty breaks and house sitting. With that being said, I will leave the house cleaner than when I got there!

Sitter Profile Image: Eliza G.
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Eliza G.
$17
total per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
6 years of experience
Medway, MA, 02053

Eliza made sure our two cats were well taken care of and gave them lots of love and attention. We loved knowing they were in good hands while we were out of town. Would definitely use her again!

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Matt & Tina
Sitter Profile Image: Peggy M.
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Peggy M.
Star Sitter
$28
total per visit
5.0 out of 5 stars
37 reviews
9 repeat clients
30 years of experience
Bellingham, MA, 02019

Needed someone to play ball with my dogs while I was out of town and my wife was home recovering from surgery. Peggy was accommodating and reliable. She helped tire out the pups so my wife could continue to heal. Would definitely use again!

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Julie G.
Sitter Profile Image: Myles F.
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Myles F.
$20
total per visit
6 years of experience
Milford, MA, 01757

About: I have owned cats and dogs, as well as many other animals, my entire life. I have over 6 years of actual pet sitting experience. I am extremely comfortable with all breeds and temperaments. I'm extremely patient and understanding for those who take a little more time. I am currently trying working part time and have plenty of free time to visit with your pups! It is important to me that I get out and enjoy the scenery around us. I have experience with animals of many temperaments. I also and extremely comfortable cleaning up after those pups who like to make mess' in their free time.

Sitter Profile Image: Mariann D.
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Mariann D.
Star Sitter
$43
total per visit
4.9 out of 5 stars
38 reviews
13 repeat clients
15 years of experience
Westborough, MA, 01581

Mariann did a great job communicating with us and being flexible about scheduling. She gave my elderly cat her pill twice daily and kept us in the loop. I felt very comfortable leaving Missy in her capable hands!

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Laura M.
Sitter Profile Image: Robert (Chip) D.
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Robert (Chip) D.
$28
total per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
50 years of experience
Holliston, MA, 01746

About: I grew up on a farm, and always cared for multiple dogs at the same time. My wife and I have had, or cared for dogs almost all our adult lives. I enjoy caring for dogs and spending time walking with them, playing with them, and just being with them. I recently retired, and my wife works from home, so we’re both here all day. I take daily walks, and spend a lot of time outdoors. I have a good-sized yard, live in a quiet neighborhood, and my property borders conservation land. I can easily accommodate a crate, dog bed, etc.

Sitter Profile Image: Julie W.
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Julie W.
$34
total per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
35 years of experience
UXBRIDGE, MA, 01569

Julie was great! We had her scheduled over the recent blizzard, and she was great about offering to help with anything we needed while we were away and was flexible to help longer while our flights were delayed. Our cat seemed to really enjoy her company, as we came home to a very happy cat. We would absolutely recommend Julie for any of your needs.

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Sean M.
Sitter Profile Image: Chelsea V.
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Chelsea V.
Star Sitter
$32
total per visit
5.0 out of 5 stars
147 reviews
64 repeat clients
30 years of experience
Marlborough, MA, 01752

Chelsea was so awesome! We were so happy she was able to fit us in on a busy holiday weekend. She was very communicative and kept us updated about how everything went during her visit. It was clear the cats loved her after seeing the photos she sent; even our very timid cat who hides from other people. We could tell she takes the job seriously and is experienced with pets. Will definitely be booking her again!

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Jaimee D.
Sitter Profile Image: Jacqueline F.
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Jacqueline F.
Star Sitter
$56
total per visit
4.9 out of 5 stars
101 reviews
45 repeat clients
20 years of experience
Hopkinton, MA, 01748

About: With over 20 years of experience caring for a wide variety of dog breeds both personally and professionally. I bring deep knowledge, patience, and heartfelt dedication to every pup I meet. My love for dogs runs deep, and I always strive to make each one feel safe, loved, and truly at home. Whether it's energetic playtime, long walks, or cozy cuddle sessions, I tailor my care to each dog’s unique needs and personality. Your furry family member will be treated like one of my own with compassion, consistency, and lots of belly rubs! Providing the best care possible isn’t just my job, it’s my passion and my priority. I currently work from home, which allows me to give dogs plenty of time, attention, and care throughout the day. I’m also supported by my two mature and responsible children, who have hands-on experience with dog-sitting, walking, and even cat care. They fully understand the responsibilities that come with caring for animals and love being involved. With our home full of warmth and care, your pet will feel like part of the family. We live in a wonderful, dog-friendly neighborhood that’s known as one of the safest in Massachusetts. Our area is peaceful, welcoming, and perfect for regular walks, with nearby dog parks and friendly neighbors. I have all the necessary dog-walking supplies on hand, and as an active, athletic family, we love spending time outdoors. Your dog will enjoy plenty of fresh air, exercise, and outdoor play always in a safe and stimulating environment.

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The median cost per visit for dog sitting in Upton is $23

Dog parents share their Rover experiences - Upton

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5.0 out of 5 stars

Nicole was great. Very friendly and can tell she loves dogs! Roman had an awesome time! Highly recommend!

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Scott R.
Drop-In Visits
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Upton average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Upton

Frequently asked questions about Rover

The average cost for Dog Sitting in Upton on Rover is $24.98 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 9,215 sitters on Rover offering Dog Sitting across Upton. 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 Upton 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 Upton 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 Upton 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 Upton. On Rover:

  • 90% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 94% 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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