Dog Sitting Middleton

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

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Over 76
pet parents in Middleton have booked dog sitting

Middleton, 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: Jodi D.
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Jodi D.
Star Sitter
$34
total per visit
5.0 out of 5 stars
150 reviews
44 repeat clients
6 years of experience
Danvers, MA, 01923

Jodi was great. When we had to change the service last minute due to some construction at our house, she was very accommodating and came up with a great alternative solution.

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Jose L.
Sitter Profile Image: Mallory D.
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Mallory D.
$20
total per visit
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Lynnfield, MA, 01940

About: I’ve grown up with pets of my own, so caring for animals feels natural to me. I also watch my neighbors’ pets regularly, which has given me hands-on experience with different personalities, routines, and needs. I’m patient, reliable, and make sure every dog feels comfortable and understood. Whether it’s sticking to feeding schedules, giving extra playtime, or providing a calm presence, I treat every pet like family and keep owners updated so they always feel confident their pets are in good hands. I am still a student in school which means on weekdays, I am completely available after 3 pm! And I’m available anytime on the weekends! I make sure every pet is safe, comfortable, and happy. I follow their routines carefully, supervise them at all times, and create a calm, secure environment. Whether I’m caring for them in my home or yours, I respect their space and personality. I also provide regular updates so owners know their pets are well cared for and safe while they’re away.

Sitter Profile Image: Alexis H.
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Alexis H.
$20
total per visit
2 repeat clients
16 years of experience
Beverly, MA, 01915

About: I’ve take care of both cats and dogs since I was around 10 years old. I have experience with puppies all the way up to senior dogs. Either energetic or chill, I have taken care of dogs of all sorts. I am a freelance artist and have plenty of time throughout the day for walks and visits as I chose my own hours. Any time 7am-4pm I am available. I’m have the upmost respect for the pets and owners. Rules, medication, walk distance, or any instructions will be done with care. The pets safety and care are the most important.

Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
$28
total per visit
5.0 out of 5 stars
224 reviews
80 repeat clients
25 years of experience
Danvers, MA, 01923

Thank you for checking in on Chiki while I was gone!

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Angel Z.
Sitter Profile Image: Caroline S.
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Caroline S.
$28
total per visit
5.0 out of 5 stars
65 reviews
25 repeat clients
18 years of experience
Wilmington, MA, 01887

Caroline was so great, Harvey absolutely loves her! From the second she introduced herself to him, he took to her. He is normally anxious and a little kiddish but Caroline did such an amazing job making him feel comfortable. Absolutely will be hoping to use her again!

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Michelle B.
Sitter Profile Image: Rebecca M.
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Rebecca M.
$34
total per visit
5.0 out of 5 stars
6 reviews
10 years of experience
Middleton, MA, 01949

About: I grew up surrounded by dogs and I love all animals! I was a teacher in Soain this past year and I just moved back home to Massachusetts. My schedule is wide open this summer, so your pet will get lots of attention, frequent walks, and great company. I can come to you and take care of dogs in their own home, so they stay comfortable in their own space and routine (feeding times, walks, whatever they’re used to). I’m patient, attentive, and take every dog’s happiness seriously! I just moved back to Massachusetts after teaching English in Spain and I have plenty of time and flexibility to focus on pet care. This summer I eager to give your pet lots of attention, walks, and companionship! I provide a calm, safe, and welcoming presence for pets in the comfort of their own home. I respect each dog’s routine — meals, walks, and special care needs — keeping things as consistent as possible so they feel settled. My priority is that they stay comfortable, safe, and happy, always with plenty of attention and affection

Sitter Profile Image: jacklyn h.
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jacklyn h.
Star Sitter
$39
total per visit
5.0 out of 5 stars
23 reviews
6 repeat clients
8 years of experience
Danvers, MA, 01923

About: Hi Pet Parents! 🐾 please read 🐾 Multi-Hour & Constant Care BookingsPlease note that my listed drop-in rates cover standard 30 to 60-minute visits. For extended, continuous care where I am required to stay at your home for multiple consecutive hours, I charge an hourly rate of $25/hour.If you need a multi-hour booking, please message me directly before confirming so I can manually adjust the request to the correct total! This ensures your pet gets my undivided attention for the entire block of time. I bring over 6 years of pet care experience from Wag and have been on Rover for about a year where I built long term relationships with pups (and their humans!) through a ton of walks, drop-ins and sittings! ✨ What sets me apart? - Consistency & reliability: I treat your pets and your home with the same care I’d want for my own. - Experience with all kinds of dogs: from shy rescues to energetic puppies to senior pups or disabled dogs who need gentler attention and care - Communication: I keep you in the loop with updates, photos and videos so you can relax knowing your best friend is happy and safe. I know how much trust it takes to leave your pets with someone and I don’t take that lightly. Whether it’s a quick walk, an overnight stay or daily drop ins, I’m here to make sure your pets feel loved and cared for while you’re away. - I know a lot of you are parents and / or are very busy if you need more assistance such as picking your dog up from doggy day care, grooming appointments or simply just cleaning up the house please let me know and we can discuss further Can’t wait to meet you and your fur babies! 🐶🐾 I have the flexibility to adapt to your pet’s specific routine and needs, so they get consistency and attention just like they would if you were home. When I care for pets in their own home, I focus on keeping their routine as normal and comfortable as possible. - Walks & exercise: I match your dog’s pace and energy level whether that’s a quick potty break, a long walk playtime. - Drop-ins: I handle feeding, fresh water, litter or potty breaks and always make time for playtime and affection so your pet feels loved, not just “checked on.” - Sitting: I provide companionship, stick to your pet’s daily schedule and make sure your home is respected and cared for while you’re away. I completely understand how much trust it takes to let someone into your home. For extra peace of mind, I always encourage pet parents to use cameras if they’d like because that way you can see your pets happy and comfortable while you’re away. I also send regular updates, photos and videos so you can relax knowing your best friend is in loving hands. Just for extra reassurance, I don’t invite people into your home. The only time I ever have was for a family I’d been sitting for over many years, and I made sure to ask first—I only had my dad over for dinner because it was Thanksgiving during that stay. Aside from that, I would never invite friends or anyone else over, as I personally find that disrespectful.

Sitter Profile Image: Jeanne W.
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Jeanne W.
Star Sitter
$23
total per visit
5.0 out of 5 stars
36 reviews
11 repeat clients
20 years of experience
Haverhill, MA, 01835

Jeanne was great and very responsive. I had full confidence my cats were being well cared for while I was away. I would definitely recommend Jeanne and hope to reschedule her services for future dates.

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Zach H.
Sitter Profile Image: Amanda F.
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Amanda F.
$37
total per visit
5.0 out of 5 stars
34 reviews
12 repeat clients
9 years of experience
Middleton, MA, 01949

Amanda was a great find for me! My 15 year old Puggle has a lot of health issues and needs a lot of care. Amanda has given me the opportunity to get out without worrying about him. She is reliable and very knowledgeable. Her love for animals is very apparent. I wouldn’t hesitate to use her again.

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Margie T.
Sitter Profile Image: Kathilin M.
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Kathilin M.
Star Sitter
$39
total per visit
5.0 out of 5 stars
38 reviews
9 repeat clients
25 years of experience
North Andover, MA, 01845

Kathalin took excellent care of our pup! She was kind and a great communicator- we will definitely work with her again!

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John O.
Sitter Profile Image: Asia A.
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Asia A.
Star Sitter
$25
total per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
5 years of experience
Wilmington, MA, 01887

Have rebooked multiple times! Such a nice dog sitter and always good at communicating. Always the first sitter I book!!! A+++

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Creighton M.
Sitter Profile Image: Anna M.
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Anna M.
$32
total per visit
4.9 out of 5 stars
99 reviews
44 repeat clients
20 years of experience
Danvers, MA, 01923

Anna was very easy to work with. She was responsive and prompt with updates while checking in on our cats for a week. I would definitely use her services again.

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Kerri N.
Sitter Profile Image: Victoria S.
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Victoria S.
Star Sitter
$30
total per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
15 years of experience
Salem, MA, 01970

Victoria was amazing with our cat, Clementine! Clementine is on the shyer side and she warmed right up to Victoria. We cannot recommend Victoria enough!

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Ashley W.
Sitter Profile Image: Naciye B.
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Naciye B.
$28
total per visit
30 years of experience
Peabody, MA, 01960

About: Welcome! I go by “Nancy!” 🐾🐈🦮 I’ve been around animals for as long as I can remember and have had pets for over 25 years. Caring for animals has always been a part of my daily life, not just a hobby. Over the years I’ve had different kinds of pets, and I currently have two budgies and a betta fish. I enjoy getting to know each animal’s personality and earning their trust at their own pace. I’m naturally attentive and tend to notice when something seems off or when a pet needs a little extra patience and care. I understand how much pets mean to their families, and I would care for yours the same way I care for my own. Animals have always been a part of my life. I’m currently a student chaplain, a full-time mom to two girls, and a pet mom to two budgies and a betta fish. Caring for animals is already part of my daily routine, and in my free time, I’d love the opportunity to spend time with and care for other pets. While I’m new to this platform offering dog walking services, I’m dependable, patient, and genuinely enjoy being around animals. 🐾 I treat every pet as if they were my own. I focus on safe, enjoyable walks, follow the owner’s instructions carefully, and make sure each pet receives the attention, exercise, and care they need. I also provide updates so owners know how their pet is doing.

Sitter Profile Image: Elizabeth D.
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Elizabeth D.
Star Sitter
$34
total per visit
5.0 out of 5 stars
222 reviews
51 repeat clients
20 years of experience
Beverly, MA, 01915

Elizabeth did a great job with Penny again! She is professional and teaches out ahead of time to clarify the appointment and make sure it goes smoothly which is appreciated.

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James S.
Sitter Profile Image: Veronica R.
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Veronica R.
$23
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
18 years of experience
Stoneham, MA, 02180

About: I’ve been loving and caring for cats and dogs for over 10 years. Friends, family, and neighbors always rely on me to drop in, feed, and play with their pets while they're away. I have plenty of experience with all ages, from tiny puppies and kittens to sweet seniors. I love keeping pets active with fun enrichment games and can even help teach them new tricks! I know every animal has their own unique personality and needs a different approach, so I’m always happy to learn what works best for your furry friend. I’ll care for them just like they’re my own and send you plenty of cute updates along the way! Since I work a steady 9-5 schedule during the week, your pet will enjoy a wonderful, predictable routine! We kick off our days with an energetic morning walk so they can completely relax, and I love setting them up with fun puzzle toys to keep their minds active. As soon as I'm off the clock, my full attention shifts right back to them for dinner, an evening walk, and plenty of couch cuddles.When the weekend hits, I am completely free! This is when we dive into longer adventures, extra-long walks, and much more enriching activities to really spoil your furry friend. It’s a loving, consistent rhythm that keeps pets feeling safe, happy, and right at home! When I’m staying at or visiting your home, I stick closely to your pet's normal routine to keep them happy and stress-free. During the week, they’ll enjoy a predictable schedule with fun morning and evening walks, plenty of attention, and brain-boosting puzzle toys during the day. On weekends, my schedule is wide open for longer adventures and extra playtime!If your dog loves making new friends, I can also bring my own friendly dog along for supervised playdates! Of course, this is completely up to your choice and comfort level. No matter what, I focus on keeping your pet safe, loved, and properly fed while ensuring your house is totally secure. I’ll send you plenty of cute photo updates along the way so you can relax knowing your furry friend is in great hands!

Sitter Profile Image: kendelle c.
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kendelle c.
$28
total per visit
20 years of experience
Wakefield, MA, 01880

About: What sets me apart from other dog sitters is my extensive experience with a variety of pets. Having owned over eight dogs and cared for more than 20 animals, I have a deep understanding of their needs. • Senior Dog Expertise: I provide specialized care for senior dogs, ensuring their comfort and attention. • Puppy Training Proficiency: I can effectively train puppies, creating a fun and engaging environment. • Passionate Animal Lover: Every pet receives personalized attention and love, making them feel at home. • Holistic Approach: I focus on the overall well-being of pets, ensuring a well-rounded care experience. This combination of experience and passion guarantees your pets will be in excellent hands. My schedule is flexible, allowing me to easily integrate pet care into my daily and weekly routine. I’m dedicated to helping you with your pets, providing the attention and care they need while fitting seamlessly into your lifestyle. Whether it’s daily walks, playtime, or special care, I’m here to support you and your furry friends. I focus on providing a nurturing environment for your pets right in their home. I can easily crate your pet if needed, ensuring their safety and comfort. However, I prioritize playtime and lots of attention to keep them happy and engaged. My goal is to maintain their routine while giving them the love and care they deserve.

Sitter Profile Image: Rosa O.
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Rosa O.
$29
total per visit
5.0 out of 5 stars
5 reviews
6 years of experience
Peabody, MA, 01960

About: “I stand out for my patience and dedication. I have experience taking care of dogs of all ages, from puppies that need training to older pets that require special attention. I always prioritize the safety, well-being and happiness of each animal, adapting to their individual needs. I also have experience taking care of the elderly. " "Pet care fits perfectly into my daily routine. I dedicate specific time for walks, feeding, games and supervision, making sure that each pet receives constant attention, exercise and affection, without affecting my other responsibilities." "When I take care of pets in my home, I create a safe, clean and comfortable environment, making sure they have fresh water, food, exercise and daily playtime. At the client's home, I follow all his specific instructions to maintain the pet's routine, respecting his habits and individual needs."

Sitter Profile Image: Stephen S.
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Stephen S.
$25
total per visit
20 years of experience
Beverly, MA, 01915

About: I’ve taken care of cats and dogs for friends and family all my life. I’m always a go to call for any of my friend’s pet needs due to my reliability and consistency. I’m a lover of all pets, cats and dogs alike. All animals deserve all the same love and care! I work in the construction trades Monday through Friday with time after my work days from 3pm to 10pm. My weekend availability is a lot more flexible so I would be able to do multiple visits during my the weekend. I have immense cat care throughout my years, in visits for feedings or check ins to cleaning litter boxes. For dogs, I would be able to go for walks, go for visits and check ins, and feedings as well. I am very good with all animals alike.

Sitter Profile Image: Sophia M.
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Sophia M.
$22
total per visit
5.0 out of 5 stars
1 review
8 years of experience
Middleton, MA, 01949

About: I’ve been dog sitting for quite a while and have cared for many different kinds of dogs with a wide range of needs. I have experience caring for senior dogs, including safely distributing and administering different types of medications as part of their daily routines. I’m also working toward becoming a nurse, which reflects how much I genuinely love caring for others, both people and pets. I’m patient, detail-oriented, and attentive, and I bring that same level of compassion and responsibility to every dog I care for. My goal is always to make pets feel safe, comfortable, and loved while giving owners peace of mind. I have a very open and flexible schedule. I only have classes on Tuesdays and Thursdays from 9:30 a.m. to 3:30 p.m., which allows me to plan my days around pet care needs. On days I don’t have class, I’m fully available for walks, drop-ins, extended stays, and giving pets consistent attention throughout the day. Even on class days, I’m able to provide care before and after class and make sure pets stick to their normal routines. Safety and trust are always my top priorities when caring for pets, whether in my home or in a client’s home. I take the time to learn each pet’s routine, needs, and any specific instructions so they feel comfortable and secure. In a client’s home, I respect their space and follow all care guidelines closely, including feeding schedules, walk routines, medication instructions, and house rules. I make sure doors and gates are secure, keep pets in safe areas, and maintain a calm, clean environment. If caring for pets in my home, I provide a safe, pet-friendly space with close supervision, plenty of attention, and a comfortable area to rest and play. I’m careful about monitoring behavior, limiting exposure to hazards, and adjusting care based on age, energy level, or health needs. I also believe communication is extremely crucial, so I provide regular updates and photos to keep owners informed and confident that their pets are well cared for.

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The median cost per visit for dog sitting in Middleton is $25

Dog parents share their Rover experiences - Middleton

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5.0 out of 5 stars

Sophie took care of our dog like it was their own. We did not worry while we were away knowing Sophie was caring and reliable. Highly recommend Sophie!

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Peggy S.
Drop-In Visits
5.0 out of 5 stars

Jessica was pleasant, punctual and great with our Bella! Our dog has anxiety and is not the friendliest around people she doesn’t know. But Jessica did what I suggested and was able to have our dog feel comfortable with her and even alerted us about a situation in our house ! I definitely highly recommend her !

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Paula D.
Drop-In Visits
5.0 out of 5 stars

Lauren was fabulous! My dog loved her! She was very responsible and did everything I asked her to do. She sent me pictures everyday which I really appreciated. I’ve already recommended her to some of my friends. I’m trying to think of some other places to go so I can use her again. Even my elderly neighbor loved her because she took the time to talk with him.

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Nancy F.
Drop-In Visits
5.0 out of 5 stars

Lauren is great with my dogs. She makes sure they get plenty of time outside and gives a very thorough report. Thank you Lauren!

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Sharron D.
Drop-In Visits
5.0 out of 5 stars

Candi was great with our Tessa, a walk and a drop-in for dinner time is exactly what we needed while gone all day. Reliable, communicative, and so perfect for our last minute needs. Thank you!!!

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JenaAndRyan B.
Drop-In Visits
5.0 out of 5 stars

Amanda was great to work with - very responsive and communicative. My Lab had a great time with her!!

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Michaela D.
Drop-In Visits
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Popular requests for dog sitting - Middleton

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Sitters in Middleton average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Middleton

Frequently asked questions about Rover

The average cost for Dog Sitting in Middleton on Rover is $24.42 per visit (as of August 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 August 2026, there are 9,644 sitters on Rover offering Dog Sitting across Middleton. 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 Middleton 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 Middleton 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 Middleton 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 Middleton. On Rover:

  • 90% of sitters can help with special care needs
  • 95% 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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