Personalized care for your dog or cat - Pittsfield

Highly-rated overnight sitters - Pittsfield
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Heather gave frequent updates and pictures to ease my mind that our dog was well taken care of and also having fun. She was great in communicating pick up and drop off and offered a lot of flexibility. Thank you Heather!!!”

“Our one year old Bernese mountain dog, Maize, spent four nights with Jeff. She is curious, loves to be outside and check out new smells. His yard was perfect for her! Jeff was perfect for her. He took her on walks and gave her plenty of time to explore his backyard. Maizie was exhausted and slept the whole afternoon when we brought her home. I'm sure she was dreaming about her new friend. Super Experience! We already have another time booked.”

“She was truly a great find. Milo was very well taken care of and provided plenty of walks and pics while I was gone. I will keep her on my list and pleased that she would take Milo again. Excellent!”

“Meeko stayed with her for over a week, and we had a wonderful experience! Since he’s still a young puppy, I was nervous about leaving him, but he was well cared for and had a great time playing in the fenced-in yard. He came home happy, and it was clear he felt comfortable there. We would definitely book with her again!”

“Bobbi sent consistent and adorable updates to let me know my girl was settling in and enjoying having a furry friend (Bobbi’s little pug) around. I felt comfortable leaving my girl with Bobbi and her sweet family!”

“My older pug sounds horrible when he breathes, but we are used to it and didn’t give Melissa enough information. She made sure we knew Harley wasn’t settling in very good and she was concerned. After sharing some ideas, they all settled down. Jelly Bean, my young pug, was entertained all weekend and both came home healthy and Happy! She is set up well for caring for our babies!”

“Amazing person! She knew how it was my first time getting a puppy sitter and I was worried and not let alone nervous but Emily was 100% able to re-ensure me that My baby girl would do Amazing! Love Emily and her family already for doing such amazing job with my baby girl and prove to me that everything WILL be okay!! She even sent me pictures and videos, I had tons of happy tears even though I missed my baby girl!!”

“Huge appreciation to Holly and Michael for taking care of our two pit mixes. Everything was so seamless and smooth and the pictures and updates were so fun and appreciated. Highly recommend. 11/10”
“Kristin and her family took care of our dog, Emmie, for a week while we were away on spring break. They were all amazing - spoiling her with lots of love and attention the whole time. She got great walks everyday and even a few adventure field trips with their family. Communication was amazing with continual checking and updates. Could not have been better! We will definitely be hoping to have Emmie stay with them again.”

“Mary was amazing!! My dog does not normally like new people but he loved Mary and she took great care of him. I even had to book last minute because of a funeral. I was able to be fully present with my family at our time of loss because my dog was so well cared for. Thanks Mary!!”


“We loved working with Kimberly. She watched our dog for the first time and suggested a meet and greet to make sure she was a good fit with her own dog. We loved that and it made us trust her from the start. When we met her, Kimberly asked us many questions about our dog that made us feel like she would take very good care of her. Also, Kimberly’s home is quite literally the perfect set up for dogs. We know that our dog loved staying there and we enjoyed the updates Kimberly sent us throughout her stay. We will definitely be using her again in the future!”

“Kristal and Scott did a wonderful job taking care of our Rosie Rae. They kept us updated and sent pics daily. I recommend them highly. Very nice couple and very clean house Will absolutely use them again.”

“Denise and Jon took wonderful care of our two pups for a week! Ellie is very timid around new people and they went the extra mile to make sure she felt right at home. 10/10 would recommend Denise and Jon to anyone looking for amazing dog sitters. ❤️”


“Krystal's love of dogs is evident and her current bestie, Duke, was a welcoming partner! We left our sweet Piper with Krystal for a week and Piper seemed to adjust well and was in good spirits when we picked her up. I think she even missed Krystal and Duke for a day or so after we returned home! Krystal kept us abreast of how Piper was doing and was responsive to our questions. I was amazed by how unfazed she was by the cold, wet weather that hung over the Fox Valley the week we were away; seemingly taking the additional 4 muddy paws in stride! We would happily re-book with Krystal the next time we need to leave town.”

“Raina watched my Snickers for two days and took excellent care of her. Snickers is old and she accommodated for her 13 year old body taking her out frequently and helping her up onto furniture. The home was clean and safe for my baby girl. I would definitely recommend Raina!”

“Angela was the best!! She was super accommodating for our pup Molly and sent us multiple pictures/ checked in regularly. I would absolutely love to book with her again and 3000% recommend her to others!”

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

Cat caregivers near you - Pittsfield
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Erin was amazing! She provided drop in visits for our tortoise and two cats. She did a great job providing them all the care and attention they needed while we were away. She also pulled in a package for us that would have otherwise been left outside until we returned. We will definetly use Erin again for our future travels.”

“Jeffery came for a drop by visit on short notice and did a wonderful job making Rio feel comfortable. I would definitely recommend him and will certainly be requesting his services again.”


“Cassandra was fantastic! She stopped by the week before for a meet-and-greet and immediately sat on the floor to let our three dogs meet her. They took to her immediately. She provided lots of pictures and information when she came over, so we knew just how the dogs were. Highly recommended!”

About: I have hands-on experience caring for and working with dogs of all breeds and ages. I worked as a dog bather for a few years, where I gained experience handling and caring for a variety of breeds, sizes, and temperaments. I’ve also walked friends’ dogs, giving me experience with different energy levels and personalities. I’m patient, responsible, and always make sure pets feel safe, comfortable, and cared for. I’m excited to give your pets the same love and attention I would give my own! I have a flexible schedule since I run my personalized resin pet tag business from home. This allows me to easily fit pet care into my daily routine while still having time to dedicate my full attention to the pets I’m caring for. I enjoy spending my free time with animals, so pet care is a great fit for my lifestyle! I am currently only interested in dog walking and drop ins! During walks I will ensure your pet is safe and well cared for. I will take all the necessary measures to ensure your pet’s safety.
“Jeanne was wonderful to work with and she was great with my four cats. I could tell in all the pictures that they really liked her and were very well taken care of. She was reliable and it gave us peace of mind knowing our babies were in great hands! We would definitely hire her again! Thank you, Jeanne!”


“Meg is a great pet sitter! She quickly figured out my cat’s favorite things! Meg and my cat got along so well, as evidenced by the many pictures she included in her reports. She is dependable and followed my directions perfectly. She has tons of pet care experience. I would definitely recommend Meg!”

“Carly is great! She did drop in visits with my two cats while I was out of town for 4 days. She sent me a lot of pictures and videos during her visits. The kitties were so happy when I returned home and I felt great about letting them stay in their own home!”
About: I treat every dog like family, providing loving, dependable care. I’m patient with puppies, gentle with senior dogs, and always keep owners updated with photos and messages. Pet care fits naturally into my weekly routine, allowing plenty of time for walks, playtime, feeding, cuddles, and giving each dog personalized attention every day! I will provide personalized care for each pup, following each pet’s routine with feeding, walks, playtime, cuddles, medication if needed, and a safe, comfortable environment

“Christina has been blessing for me and my cats! - She is very sweet, gentle, caring and truly takes care of your cats as her own. Although I missed my babies when I went on vacation, I knew they were well taken care of and that gave me the peace of mind I needed to relax during my trip. She updates you regularly and is very good at following instructions. She even brought some toys for my kitties! Upon my return, I came back home to happy cats and a clean home! I highly recommend Christina and would hire her again!!”


“I recently had the pleasure of having Cheyenne cat sit my two beloved cats, and I couldn’t be happier with her service. Cheyenne was attentive, caring and insured my cats were comfortable and well taken care of. Her reliability and dedication truly made a difference and I returned home to two very happy cats. I highly recommend Cheyenne to anyone in need of a trustworthy and caring cat sitter. She is a true professional and a wonderful person who clearly loves what she does. My cats and I are grateful for her excellent care and will definitely be requesting her services again in the future if need be. Using the service for the first time, there were a lot of exceptional candidates to cat sit, but I am very happy with my decision to hire Cheyenne’s services, and you would be too. Thank you Cheyenne!”


“Leanna was great! So friendly and easy to work with. This is our first time using Rover and she made us feel comfortable leaving our fur babies in her care. Definitely will use Leanna again and recommend anyone looking for some to care for their pets choose Leanna as well.”

About: I am a resent college graduate from UWEC and just moved back to Green Bay! I’ve had dogs my whole life and throughout college I would foster dogs for a day or two with my roommates to help socialize and make sure they got someone one on one play time! I am currently working part time right now so I have plenty of free time throughout the day. I am primarily free from 12pm-6pm for walks! For my own dog I make sure she has plenty of time outside everyday, she is normally on a long leash but always with supervision. She is getting a little older so I make sure to get her out on at least one walk a day.
About: I’ve been around animals all my life, currently have a dog and have been around cats, reptiles, and fish. I’ve taken care of my animals and others animals for over 12 years. I am a quick learner so if there is a medication routine or different things needed for your pet it won’t be a problem. I will love your pets as if they were mine! During the summer I am off of school and work as a nanny. During the school year I am a teacher and can help after school and weekends. As for summer, I don’t work all day everyday I can provide morning and afternoon drop ins, walks as needed and don’t mind staying over to watch your pets. I will not be able to have any animals at my home but I will follow all of your instructions for your animals when I stay at your house or do drops and walks. My dog requires specific care and I will take that seriously in your home as well.


Why choose a sitter on Rover
Background-checked house sitters
Every sitter profile has been reviewed and approved by Rover before joining our community.
A perfect match for every pet
Read sitter profiles to find 5-star reviews and specialists who understand your pet's unique personality.
Connection before booking
Schedule a free in-person meeting to ensure a perfect fit before you ever book.
Perfect for high energy dogs - Pittsfield
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Kristin was a really great! Quick to respond, great communication, and the meet and greet was very helpful. She took great care of Barley for day care and he seemed very happy when we picked him up. We would absolutely return to Kristin if we need coverage when we're in town!”

“Shanna is the best! Such great care given to our pup. He absolutely loves getting to play at her house. He’s so excited the minute we get there because he gets lots of exercise and playtime!”


About: I am a stay at home mom to my two (respectful) children. This means that your furbaby will never be alone and will receive my 24/7 love and attention! I have two sweet pups of my own (one of which is a senior) and two loving cats. I adore animals and am comfortable giving medications, accommodating special requests, and doing anything else to make your pet feel comfortable and at home! We are a homeschooling family with one stay at home parent and one work from home parent. Your pet quite literally will never be alone and will receive constant love, play, exercise, and supervision! I have a fenced in backyard attached to my house where your furbaby can play freely. I have two dogs and two cats that are very socialized and comfortable around other animals. Your pet truly will be treated as another family member during their stay with us.
“Breanna was so great and kept us updated the entire time. She went above and beyond to make sure our girl felt comfortable and safe. We absolutely appreciate Breanna. Our Lylah had such a fantastic time and was beyond happy being in Breanna's care. Thank you again Breanna!”

About: I have been dog sitting for over 20 years. Love dogs, and helping them have great experiences. I foster dogs, and volunteer at animal care clinics. I have two of my own pups, and a foster dog. I have schedule flexibility to provide care in your home, and there is a possibly of care in my home if all dogs get along. I have a fenced in potty area, and a huge yard. I strongly believe in positive training, positive reinforcement - I’ve taken training classes with my pups and foster pups in positive training methods and use that with all the dogs I engage with.

“Melanie took great care of Sadie. Sadie had an amazing time working on new commands/tricks, getting her zoomies out in the yard, and playing with puzzle toys! I would 100% recommend Melanie to anyone looking for daycare or other services. She was very responsive and a pleasure to have watch Sadie.”

About: I’ve been around dogs, cats and other pets my whole life. I grew up on a hobby farm and have over 10 years of experience caring for pets of all ages—from kittens and puppies to seniors. I currently have two dogs of my own and know how important it is to find someone you can trust with your pet. Since I work from home, I’m able to give your pet extra company during the day and be flexible with their potty schedule, walks etc. I’m a clear communicator and will always keep you in the loop while you're away. I am looking forward to getting to know your pet! I work from home, so I am flexible to follow your pet’s routine. Weekend availability varies but I keep my schedule up to date on Rover. I'll follow the routine you provide—whether it’s feeding, walks, or medication—and make sure your pets feel safe and comfortable while you’re away. I’ll always keep you updated with how things are going.

About: Hi there! I’m a lifelong dog lover who recently retired, and I’m looking to fill my days with some extra puppy love. My pup, Cullen, and I are a duo that loves company. Since I’m home throughout the day, your dog will have constant supervision, plenty of backyard time, and all the belly rubs they can handle. We’re looking for friendly companions to join us for neighborhood strolls and afternoon naps. Your pup won’t just be "staying" here—they’ll be part of the family! Since I am retired, my schedule is completely dedicated to pet care. Your dog will enjoy 24/7 companionship and a consistent routine, as I am home full-time to provide potty breaks, backyard play, and plenty of cuddles. Cullen and I are very flexible with drop-off and pick-up times, and we look forward to a Meet & Greet to ensure a perfect match! We offer a fully fenced-in backyard featuring a beautiful koi pond. To ensure a safe and harmonious environment for everyone, I look for guest dogs who have a solid foundation in basic obedience and a 'gentle' temperament around water and wildlife. My own dog loves making new friends, and I prioritize active supervision to ensure all 'fur babies'—and my fish—stay happy and safe!
“Mackenzie was an absolute joy to work with! She was highly communicative and we could tell she was very much a dog lover! Muggs had such a great time at her house with her. She asked all the right questions and we felt very comfortable with Mackenzie. Muggs will be back to visit! 😃👍🏼 Thanks Mackenzie!”

“Olivia had great communication and flexibility with drop off and pick up times. My dogs were very happy and pooped out from playing all day. I most certainly would have Olivia take care of Daisy and Theo again.”

“We had a last-minute Rover request, and Bobbi responded quickly and made booking easy. Even though it was a short stay, we could tell our dog had a great time especially with Mercy, their adorable pug! Bobbi shared updates and photos, and Nova seemed to really enjoy their spacious backyard. Bobbi was so kind and welcoming. We’d absolutely recommend her to others!”

“I truly appreciate Colleen for taking care of my fur baby all day! She is super nice and took very good care of my fur baby! I definitely recommend her. If and when I am back in Greenbay I will for sure do another booking with her.”

“Shelby, her family and thier dogs welcomed Nala in on short notice and treated her like one of their own. This was our first experience leaving our puppy with a non-family member and we couldn’t be more happy. Shelby’s home is filled with love and we couldn’t have been more pleased with her care of Nala. We will definitely use Shelby again!”

About: I’m the type of person who goes to a party and makes friends with the dog. My friends know I’m around when they see a blanket covering up their sleeping pup. My family has nicknamed me dog girl because I take on the challenge of caring for all of them during family functions. I have experience with dogs who need medication, eye drops, ear drops, or who have health issues. I work from home so I am able to hangout with your pet all day! I have a very flexible work schedule if appointments are needed. I prefer to care for dogs in my home but can watch in your home, let out during the day, and check on your home if away. At my home I leash all pets when letting them out. Dogs are allowed on my furniture, I even have a chair next to my work desk incase they want to lounge around on the job.
“Charlie and Luca had a wonderful time with Emily and her family! We were so grateful for the excellent care they provided. We were thrilled to receive updates and photos throughout the day about their activities. They both came home happy and tired from a fun day. I would highly recommend Emily!”

About: PLEASE read the Entire profile as it contains details of my daily activity while I care for your dog. I grew up with a Dalmatian dog. My dad was a firefighter, and came home with Pepper Christmas morning. My sister had a mini goldendoodle. I would stop daily after work around 3:45pm to play and take walks. I took a separation package from my employer 5/1/25 and now would like to offer walks, daycare, drop in visits and boarding . During your boarding, Larger dog's WILL be crated at night. Your dog will be crated when I play pickleball in the mornings. I do have a crate(s). Please note if sending a request there may be a delay in responding due to pickleball between 9:30 - 12:30 approximate times. I currently have two dog walking appointments from 11:30 - 2:00pm Monday-Thursday. Your pet will be crated during this time. I have the time to provide loving care, playtime and walks with your pet. I will provide pictures and updates to you. Looking forward to having your dog while you are away 🐾🦴 No fence but can play fetch in the front/backyard or take your dog to dog park if they are ok with it. Please provide details or special needs. I look forward to providing belly rubs, snuggles and loving care.
About: I've had dogs for 40 years of my life and they have been family just as much as any human family member. We have a loving, caring family with one dog. We have a large fenced in yard and walks often. Our home backs to a park. I work from home and have for the last 12 years. We walk four to six times per day with our puppy and enjoy spending time in the yard with him throughout the day. Our yard is fenced . We have a large family with many children that are also pet lovers. Our yard backs to a city park for your pets walking pleasure.

More than 1.6 million pets enjoyed cuddles and care from sitters on Rover1
Adventure-ready dog walkers - Pittsfield
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Erin was prompt and on time for the visits, and we felt comfortable having her walk Iris. We appreciated the visit updates and pictures! We’ve already booked Erin for more future visits!”

About: I am very proud to be a "fear free handler". That's a big thing for me, if an animal is uncomfortable, I am 100% uncomfortable along with them.. learning their little quirks and finding ways to do things in the best way possible for that specific animal is what I do and I absolutely love doing it. I promise your animal will be cared for deeply while in my care. My passion has always been working with animals, providing them with the care and respect they deserve and I have extensive experience in the field. I’ve worked in horse barns, animal shelters, and dog boarding facilities, and I’m skilled in administering all types of medications, including insulin. Whether it’s feral cats or reactive dogs, I have the patience and expertise to help them adjust and thrive, including building trust with new people. I understand how intimidating change can be for animals, and I’m dedicated to making those transitions as smooth as possible. I’ve dedicated countless unpaid hours to caring for animals, driven solely by my love and commitment to their well-being. When you entrust me with your pet, I promise to care for them as if they were my own, providing compassion, patience, and unwavering dedication in every situation. I am pretty open with my schedule. I will love your babies like my own. I do work mon-thurs 3-9pm and Saturday 11-4. I am a perfectionist. If you tell me you want something done in a specific way or at a certain time, please let me know!! I'd be more than happy to jump through hoops to give your baby(s) what they need when and how they need it. I will put your animal above everything else, that's what I'm paid for and that's what I love doing.
“Melissa and Buster have made it very easy for me to recoup from a broken ankle by walking Penny three times a day for the last month plus. Penny absolutely adores them and is always anxious to go on her walks. They love her as much as she loves them with lots of kisses and hugs. I will definitely call on them in the future and recommend them to anyone who wants caring walkers or sitters.”

About: I have been dog sitting for over 20 years. Love dogs, and helping them have great experiences. I foster dogs, and volunteer at animal care clinics. I have two of my own pups, and a foster dog. I have schedule flexibility to provide care in your home, and there is a possibly of care in my home if all dogs get along. I have a fenced in potty area, and a huge yard. I strongly believe in positive training, positive reinforcement - I’ve taken training classes with my pups and foster pups in positive training methods and use that with all the dogs I engage with.
About: I have two French Bulldogs, Louie and Rufus and often dog sit for my siblings. I enjoy being outside and taking dogs for a walk. Retired, which leaves me with lots of free time. I enjoy spending time with my two dogs, Louie and Rufus and my 8 year old grandson. I will happily walk your dog(s) and/or drop in for a play date. I care deeply for dogs and am safe and responsible at all times.
About: Animals have always been a central part of my life — from growing up around horses and barn cats to caring for beloved family dogs. I have over 30 years of equine experience and have worked in a veterinary clinic as a vet assistant, which means I’m confident providing basic first aid, administering medications, and making sure your dog is safe, healthy, and happy. I have experience working as a vet tech and also worked as zookeeper at the NEW Zoo for a while. Today, I share my home with Luna, our fun-loving dog, and carry with me the experience of caring for our cherished golden doodle for 14 wonderful years. I live on a peaceful horse property with 5 acres of land (there is a safe fenced-in area for dogs away from the horses) where your dog will have plenty of space to run, sniff, and explore — or simply relax in the fresh country air. My goal is to make every dog feel like they’re part of the family, because to me, they truly are. I currently work from home so I am always available to love your pet and take care of their needs! I love taking care of dogs! Your dog will love my 5 acres of open land, plus a fenced yard and secure playpen for safe play. I also have three gentle, dog-friendly horses who keep the atmosphere calm and welcoming. I do have three cats, but they are barn cats and when they see a new dog, they are very, very good at hiding out. I live on a street that is tucked away from the busy road . Inside my house it is very pet friendly and I do have a nice kennel that dogs are able to go in if they need that.

About: Hi, I'm Melissa! I grew up surrounded by pets, and that passion grew into a lifelong career in animal care. I bring over a decade of professional facility experience to Rover, including serving as a Pack Leader at Tailwaggers Doggy Daycare and spending seven years as a specialized Caregiver at the world-renowned Best Friends Animal Sanctuary in Utah. There, I worked with dogs of all sizes, temperaments, and behavioral needs, including dog-selective and dog-aggressive behaviors. Currently, I keep my skills sharp working part-time as a Kennel Technician at a daycare and boarding facility right here in Green Bay. Because of my professional background, I’m highly experienced with administering medications, recognizing subtle body language, and reinforcing basic training. I know how important routine is, so I am more than happy to strictly follow whatever household rules you have set for your pet. Whether your furbaby is a social butterfly or a quiet soul who needs a patient, gentle approach, I have the intuitive skills to make them feel safe and loved. When I’m not caring for your pets, I’m hanging out with my own senior "puppy," a 9-year-old dog named Alba (pictured with me!), and my 14-year-old "kitten." I love house-sitting, overnight stays, and dog walking, and my ultimate goal is to give you total peace of mind while you're away. I can’t wait to meet your furbabies! My part-time schedule as a local kennel technician makes me incredibly flexible for pet sitting! I work from 7:00 AM – 10:00 AM and 4:00 PM – 6:30 PM (about 25 hours a week), which leaves my entire midday window from 10:00 AM to 4:00 PM wide open for lunchtime walks, playtime, and companionship. I am also available for quick check-ins before my morning shift, and my evenings are completely free after 6:30 PM for late-night cuddles and dedicated overnight stays. Because my daily job already centers around professional feeding, medicating, and cleaning, keeping your pet's routine seamless and sanitary between my shifts is second nature to me! My goal is to keep your pets in their happiest, most comfortable element, which is why I specialize in caring for them right in their own home! With over a decade of professional animal facility experience and a huge heart for all creatures, I pride myself on being the next best thing to you when you’re away. I am fully backed by Rover and prioritize open, consistent communication—sending you regular updates and photos so you can relax knowing they are in safe hands. As a major bonus, I am an exceptionally tidy person who genuinely enjoys cleaning. My past clients have always loved coming home to happy, healthy, stress-free pets and a thoroughly clean, respected house! 🧽🐾
About: I have hands-on experience caring for and working with dogs of all breeds and ages. I worked as a dog bather for a few years, where I gained experience handling and caring for a variety of breeds, sizes, and temperaments. I’ve also walked friends’ dogs, giving me experience with different energy levels and personalities. I’m patient, responsible, and always make sure pets feel safe, comfortable, and cared for. I’m excited to give your pets the same love and attention I would give my own! I have a flexible schedule since I run my personalized resin pet tag business from home. This allows me to easily fit pet care into my daily routine while still having time to dedicate my full attention to the pets I’m caring for. I enjoy spending my free time with animals, so pet care is a great fit for my lifestyle! I am currently only interested in dog walking and drop ins! During walks I will ensure your pet is safe and well cared for. I will take all the necessary measures to ensure your pet’s safety.
About: I’ve been around dogs for most of my life family and friends pets and enjoy playing and taking care of them when needed love dogs of all sizes I’m currently working full time but love animals and helping with them where I can. Going on walks or just throwing a ball around I can do it all. Whether your fur baby likes to lounge around or be active I enjoy both and with 3 children at home keeping track and cleaning up after them is a regular past time of mine.
About: I've cared for all kinds of pets, mainly dogs and cats - all sizes and breeds. Most recently, I traveled to the southwest, house sitting the winter in CA, AZ and NM. Each extended stay (2-3 weeks each) included caring for dogs and keeping their routine (feeding/watering, cleaning up after, daily walks, play time & grooming), and maintaining the household (water plants/garbage pickup/mail collection, etc.) for 3 months. Some needed medication, in which I'm comfortable with (instructions required) and some had minor behavioral issues, but all manageable. I'm a 5-star house sitter on trustedhousesitters .com I'm self-employed and work from home, so my schedule is flexible. This allows me to be available when needed and I'm mobile (have a car). As a responsible pet owner myself, routine and trust are important to me. I always follow instructions/owner preferences when caring for pets and hold the responsibility to a high standard. With me as your sitter, you will always find your home in the same (or better) condition as you left it, with happy pets to greet you.
About: Owner of Olive Tree Pet Resort. I have worked at Happily Ever Animal Shelter for over 15 years and I also work at a Doggy Daycare so I have lots of experience working with all animals. I can do baths, nail clippings and more if needed since i'm also a certified groomer! I just recently had knee surgery so I am currently avalible for full-time work and I'm also working on writing a novel! And once I'm back at work I have a very flexible schedule. I can help do grooming and can help train your dog while away! If your pet wants a friend to play with I have dogs of different sizes and temper to give your fur baby a pal!
About: Over my 12 years of experience, I have pet sit all types of different animals for several neighbors, friends, and family members…including my aunt’s 9 cats. I currently am working part time as I am in college which my college schedule is now very flexible for the fall semester. I wanted another low stress job I would enjoy so I figured why not be around adorable pets ! I treat all pets with kindness and the respect they all deserve. I emphasize their emotions with how they must feel with their owner gone and try to give them extra love and attention to help.
About: I am a resent college graduate from UWEC and just moved back to Green Bay! I’ve had dogs my whole life and throughout college I would foster dogs for a day or two with my roommates to help socialize and make sure they got someone one on one play time! I am currently working part time right now so I have plenty of free time throughout the day. I am primarily free from 12pm-6pm for walks! For my own dog I make sure she has plenty of time outside everyday, she is normally on a long leash but always with supervision. She is getting a little older so I make sure to get her out on at least one walk a day.
About: I'm high energy and giving. I grew up with big dogs my entire life and this is the first time I have been without one in awhile. My golden retriever passed away last summer and in due time I will be getting another dog. In the meantime it brings me here so I can help others when they need it. I have experience training puppies and my father and I helped out a breeder of goldens for awhile. I enjoy finding new toys or things for dogs to do to enhance their cognitive abilities and regular exercise is important to me. I look forward to getting to know you and your dog! I'm currently working on being a bookkeeper, so I have more free time with my schedule. As of now I'm a full time oral surgery assistant, working 7am-4pm. I had a routine when I had my golden which included waking up, eat our breakfast and then go for a nice walk, followed with our daily trip to the dog park. I moved to a duplex, so boarding dogs is a bit harder for me now. However, I am still open to having them stay with me if they do okay with walks. I make sure the house is clean and safe, especially having a puppy. I keep a plethora of toys available, daily walks, grooming appointments and food. I do everything to make sure any dog is living their best life, because they're the angels that walk this earth.
About: Ive grown up handling anything from horses to chinchillas. I have an absolute love for all animals and will treat your sweet pet like my own! There has never been a time in my life where I did not have a dog in my house! Since the age of 15, I have raised and trained every dog I've owned with tremendous success! I am currently fly working as a flight instructor so my schedule has a ton of flexibility built into it. I could be available every few hours if needed. I live in an apartment with my Frenchie Berlin and my Fiancé. We are an active family and love being outside so your dog would get plenty of walks/runs! Inside the home, we encourage as much play as possible.

“Meg is amazing!!! She has been a total life saver. I work long hours in the health care field and she has been walking Benny everyday during the week . She comes between 11:00-1:00 everyday. Benny loves her! He is a much happier dog with a way better quality of life. Her training experience has made a difference. I notice he walks better on his leash with me and my son since Meg has been walking him too. I would highly recommend Meg.”

Over 980,000 dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Pittsfield
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Heather gave frequent updates and pictures to ease my mind that our dog was well taken care of and also having fun. She was great in communicating pick up and drop off and offered a lot of flexibility. Thank you Heather!!!”

“Our one year old Bernese mountain dog, Maize, spent four nights with Jeff. She is curious, loves to be outside and check out new smells. His yard was perfect for her! Jeff was perfect for her. He took her on walks and gave her plenty of time to explore his backyard. Maizie was exhausted and slept the whole afternoon when we brought her home. I'm sure she was dreaming about her new friend. Super Experience! We already have another time booked.”

“She was truly a great find. Milo was very well taken care of and provided plenty of walks and pics while I was gone. I will keep her on my list and pleased that she would take Milo again. Excellent!”

“Meeko stayed with her for over a week, and we had a wonderful experience! Since he’s still a young puppy, I was nervous about leaving him, but he was well cared for and had a great time playing in the fenced-in yard. He came home happy, and it was clear he felt comfortable there. We would definitely book with her again!”

“Bobbi sent consistent and adorable updates to let me know my girl was settling in and enjoying having a furry friend (Bobbi’s little pug) around. I felt comfortable leaving my girl with Bobbi and her sweet family!”

“My older pug sounds horrible when he breathes, but we are used to it and didn’t give Melissa enough information. She made sure we knew Harley wasn’t settling in very good and she was concerned. After sharing some ideas, they all settled down. Jelly Bean, my young pug, was entertained all weekend and both came home healthy and Happy! She is set up well for caring for our babies!”

“Amazing person! She knew how it was my first time getting a puppy sitter and I was worried and not let alone nervous but Emily was 100% able to re-ensure me that My baby girl would do Amazing! Love Emily and her family already for doing such amazing job with my baby girl and prove to me that everything WILL be okay!! She even sent me pictures and videos, I had tons of happy tears even though I missed my baby girl!!”

“Huge appreciation to Holly and Michael for taking care of our two pit mixes. Everything was so seamless and smooth and the pictures and updates were so fun and appreciated. Highly recommend. 11/10”
“Kristin and her family took care of our dog, Emmie, for a week while we were away on spring break. They were all amazing - spoiling her with lots of love and attention the whole time. She got great walks everyday and even a few adventure field trips with their family. Communication was amazing with continual checking and updates. Could not have been better! We will definitely be hoping to have Emmie stay with them again.”


“We loved working with Kimberly. She watched our dog for the first time and suggested a meet and greet to make sure she was a good fit with her own dog. We loved that and it made us trust her from the start. When we met her, Kimberly asked us many questions about our dog that made us feel like she would take very good care of her. Also, Kimberly’s home is quite literally the perfect set up for dogs. We know that our dog loved staying there and we enjoyed the updates Kimberly sent us throughout her stay. We will definitely be using her again in the future!”

“Denise and Jon took wonderful care of our two pups for a week! Ellie is very timid around new people and they went the extra mile to make sure she felt right at home. 10/10 would recommend Denise and Jon to anyone looking for amazing dog sitters. ❤️”


“Krystal's love of dogs is evident and her current bestie, Duke, was a welcoming partner! We left our sweet Piper with Krystal for a week and Piper seemed to adjust well and was in good spirits when we picked her up. I think she even missed Krystal and Duke for a day or so after we returned home! Krystal kept us abreast of how Piper was doing and was responsive to our questions. I was amazed by how unfazed she was by the cold, wet weather that hung over the Fox Valley the week we were away; seemingly taking the additional 4 muddy paws in stride! We would happily re-book with Krystal the next time we need to leave town.”

“Raina watched my Snickers for two days and took excellent care of her. Snickers is old and she accommodated for her 13 year old body taking her out frequently and helping her up onto furniture. The home was clean and safe for my baby girl. I would definitely recommend Raina!”

“Angela was the best!! She was super accommodating for our pup Molly and sent us multiple pictures/ checked in regularly. I would absolutely love to book with her again and 3000% recommend her to others!”

“Nix had a great time at Kerstyn's home. She is a great communicator and updates you frequently. Nix was wore out after 2 days of playing with her 2 pups. They all got along great ! We will use Kerstyn again in the future, Thanks again !”

“Makenzie did a great job with our dog for an overnight stay. She is caring , reliable, and great with dogs! She treated our dog like he was her own. Our dog got along great with her dog and they played together nicely. I cannot recommend Makenzie enough. I had no worries the whole time we were away. It was so great knowing our boy was in good hands! Thank you so much and we will definitely be contacting Makenzie next time we need care for our dog!”

Not ready to book?
Get started building your pet's profile and discover trusted pet care in your neighborhood.

1Global data from Rover (November 2025)


















