House Sitting Upper Hill

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Over 10
pet parents in Upper Hill have booked house sitting

Upper Hill, Find top rated house sitting

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

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Sitter Profile Image: Joseiris C.
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Joseiris C.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 60 reviews
17 repeat clients
2 years of experience
Old Hill, Springfield, MA, 01109

“One of the best and thorough dog-sitters to date. You would be foolish not to hire her. I got regular updates and communications about my pup, down the consistency of his poop. The best! Hire her! She is the “Dog Nanny” “period”!!!!!!”

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Christopher P.
Sitter Profile Image: Molly T.
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Molly T.
Star Sitter
$95
total per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
5 years of experience
Maple High-Six Corners, Springfield, MA, 01105

“Molly did a great job watching Maggie and Gracie and was flexible when our flight got delayed due to weather. Would recommend Molly for overnights. She is gentle with dogs and they get to know her they are looking for pets constantly!”

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Lisa S.
Sitter Profile Image: Julissa A.
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Julissa A.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 31 reviews
11 repeat clients
15 years of experience
Chicopee, MA, 01020

“Julissa is amazing! If I could give 10 stars I would. She kept us very informed about her stay and our fur-babies. I highly recommend her and we will definitely be booking her again!”

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Shannon S.
Sitter Profile Image: Chloe B.
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Chloe B.
$78
total per night
10 years of experience
Springfield, MA, 01109

About: I've been around dogs my entire life and have owned dogs since I was 8 years old. Growing up, I helped care for them every day, including walking, feeding, basic training, playtime, and making sure they stayed happy and active. Over the years, I've also cared for neighbors' and friends' dogs through drop-in visits, walks, feeding, overnight stays, and house sitting. What sets me apart is that I treat every dog like my own. I understand that each pet has a unique personality, routine, and needs, and I make it a priority to provide attentive, loving care while keeping owners updated and giving them peace of mind. Whether your dog needs a long walk, extra playtime, companionship while you're away, or consistent care in their familiar environment, I'm committed to making sure they feel safe, comfortable, and loved. As a student, I have a flexible schedule that allows me to fit pet care around my classes. I'm available for walks, drop-in visits, feedings, and quality time with pets throughout the week, and I have even more availability on weekends. I enjoy staying active and spending time with animals, so pet care fits naturally into my daily routine. I am committed to providing reliable, attentive care and making sure pets feel comfortable, happy, and well looked after while their owners are away. I provide pets with the same care, attention, and love that I give my own. In a client's home, I follow their pet's normal routine as closely as possible, including feeding, walks, playtime, potty breaks, and any special instructions. I also make sure pets receive plenty of companionship and attention so they feel comfortable while their owners are away. In my home, pets will have a safe, welcoming environment with lots of supervision and care. I also have a very friendly Chihuahua mix who enjoys the company of other dogs and can provide a great playmate and companion. My goal is to make sure every pet feels happy, safe, and well cared for, whether they're staying with me or I'm caring for them in their own home

Sitter Profile Image: Georgia P.
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Georgia P.
Star Sitter
$39
total per night
5.0 out of 5 stars
• 11 reviews
4 repeat clients
8 years of experience
Chicopee, MA, 01020

“We have only been away from our fur babies one time in all of the years that we have had them. They are both rescues and came from horrific pasts. The one time that we were away, a familiar family member stayed overnight with them. That being said, the decision to leave our fur babies (and our home) in the care of someone who was unfamiliar to them and us was a very stressful and uncomfortable feeling. After reading/reviewing numerous profiles and talking to/meeting with a few potential sitters, we were blessed to meet Georgia. We felt it was a perfect fit, on our end, shortly after she arrived at our home for the initial visit. Watching how Georgia interacted with our high energy and anxious dogs was heartwarming. Also, the fact that she was not bothered by Gunner's tearing/suckling of his blanket (which he has done since we rescued him and prior due to his anxiety) was a relief. Gunner and Zohie (as well as myself) immediately picked up Georgia's calmness and friendly nature. Georgia was extremely patient and open with me while I bombarded her with question after question and detail after detail about our dogs. At the end of our first meeting, I nervously asked Georgia if she thought she would want to take the responsibility of caring for our dogs and home while we were away. When Georgia said she was willing to take care of them, it was such a relief. Then I asked Georgia to come and spend more time with them/us again, prior to the overnight. She said, "Yes, of course!" and I felt that we had hit the jackpot! Prior to and during the stay, Georgia responded quickly to my numerous messages/questions/check ins. She sent us pics and kept us updated. When we returned home, our house was exactly as we left it and the dogs behaved as though we were not away. This made us feel as though they were comfortable and relaxed with Georgia while we were away. Georgia is truly invested in building relationships with pet owners as well as the pets. It is clear that Georgia cares about her responsibilities, loves animals, and takes this position seriously. She is a true gem and we are already talking about going away again very soon.”

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Darcy W.
Sitter Profile Image: Haley L.
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Haley L.
Star Sitter
$78
total per night
5.0 out of 5 stars
• 38 reviews
11 repeat clients
5 years of experience
Enfield, CT, 06082

“Haley was a natural with our 2 Goldens. From the 1st meet and greet to staying with our girls for a few days, we never had to worry. We came home to a clean house and happy, tired dogs ! We will definitely have Haley back soon! 😀”

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Melissa H.
Sitter Profile Image: Kira S.
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Kira S.
$67
total per night
5.0 out of 5 stars
• 6 reviews
12 years of experience
Chicopee, MA, 01020

“Kira was an amazing sitter for our two dogs! They were communicative, sent lots of pictures, and gave the dogs lots of love. I would definitely book them again’”

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Alyssa P.
Sitter Profile Image: Reichel B.
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Reichel B.
$50
total per night
5.0 out of 5 stars
• 17 reviews
4 repeat clients
12 years of experience
Boston Road, Springfield, MA, 01119

“We’ve used Reichel twice now. The experience has been great! She is reliable, our dogs love her, and we get updates while we are gone! Can’t ask for much more than that when you are away”

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Austin U.
Sitter Profile Image: Brittany F.
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Brittany F.
$73
total per night
5.0 out of 5 stars
• 8 reviews
5 repeat clients
20 years of experience
Longmeadow, MA, 01106

About: I have been walking and caring for my own personal animals - 2 dogs, cat, bird, hamsters since I was 5 years old. I also have been dog sitting and walking for numerous neighbors and friends in the area. I work during the day a full-time job. I am available early in the morning and after 4:00pm during the week. I am available on the weekends anytime of the day. I have a fenced in backyard that my 4 year old Brittany Spaniel, Maggie loves to run around and play ball. It is completely fenced in so she can't get out. I love to be outside playing with my dog and bring her on 3+ walks a day around town and at the local park.

Sitter Profile Image: Kayla T.
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Kayla T.
Star Sitter
$78
total per night
4.9 out of 5 stars
• 17 reviews
7 repeat clients
19 years of experience
Enfield, CT, 06082

“Kayla did a wonderful job taking care of our dog and our home while we were away. She was very responsive to my inquiries both before our booking and while we were away. We will definitely contact her for future needs.”

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Christine A.
Sitter Profile Image: Brianna O.
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Brianna O.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 24 reviews
5 repeat clients
8 years of experience
South Hadley, MA, 01075

“Brianna is a star! After moving Zora from the only home she had ever known less than a year ago, I was very unhappy about leaving her for a whole month, but I needed have worried. Zora and Brianna quickly formed an enduring bond and did SO well together. It was infinitely reassuring to receive regular texts, photos and videos of their days together. Brianna also took amazing care of my home and my plants. When I got home, everything was immaculate. Zora had obviously been content, well cared for and exercised during my absence. Definite five stars!! Thanks, Brianna!”

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Kathy F.
Sitter Profile Image: Myomi & Joel V.
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Myomi & Joel V.
Star Sitter
$106
total per night
5.0 out of 5 stars
• 33 reviews
6 repeat clients
20 years of experience
Springfield, MA, 01108

“Thank you for communicating with me throughout your stay. I’m really glad to have feedback on how my dog is doing and what additional support I need to give him. I really look forward to you sitting with him again.”

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Deb C.
Sitter Profile Image: Julie G.
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Julie G.
$59
total per night
5.0 out of 5 stars
• 15 reviews
2 repeat clients
4 years of experience
Holyoke, MA, 01040

“Having Julie G house sit and care for my 85 lb. hound Dave was dreamlike. She seemed to accept and appreciate Dave and his coonhound ways seamlessly from the jump. She took copious notes about Da daily needs and expectations at the meet & greet, asked intelligent questions about his routine and I was able to leave town completely confident Dave was in good loving hands. She sent me daily pics and reports while I was away, and left Dave mellower and the house cleaner than it was when I left. A terrific experience from my perspective Can't recommend Julie G strongly enough as a house and hound sitter.”

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Bob S.
Sitter Profile Image: Alyaa F.
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Alyaa F.
$23
total per night
6 years of experience
Springfield, MA, 01109

About: I have volunteered at a couple of local animal shelters over the duration of 2 years for multiple hours a day! While I only have a certain amount of professional experience, I also own 2 domestic long haired cats who I’ve raised for the last 4 years. I specialize in cat care on a private setting and dog care on a professional setting. I have many available days within my weekly calendar to fit pet sitting and pet walking into my schedule. I have open availability until further notice! Please feel free to reach out and we can make something work. I currently own two beautiful domestic long haired cats. Their daily routine consists of a strong high moisture diets, supplements that cater to their needs, rotation of toys when under supervision, 100% cat safe toys when unsupervised, cat scratchers, fur and dental care, routine vet visits, litter box scoops multiple times a day, and more.

Sitter Profile Image: Ashani D.
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Ashani D.
$62
total per night
20 years of experience
Forest Park, Springfield, MA, 01108

About: I have always had pets since I was a young girl. Dogs, cats, and even a rabbit named Honey! My passion and love for animals has inevitably made me the designated pet sitter amongst my family and friends, as they know I will always give their babies the upmost care and attention. My philosophy has always been: Your pet isn’t “just a pet” they are family and they have their own feelings and needs. When you’re away, I want you to have complete peace of mind knowing they’re being cared for with the same patience, attention, and affection I would give my own. I take the time to get to know each dog’s personality, routine, quirks, and individual needs, and I’m happy to follow any special instructions that you may require. You can also expect plenty of communication from me, including consistent updates, photos, and quick check-ins so you never have to wonder how your pup is doing. My goal is for your dog to feel safe, happy, and comfortable, so you can feel completely at ease while you’re away. I’d love the opportunity to meet you and your pup, earn their trust, and give them some extra love and companionship when you need to get away! I have a small business and create my own schedule so I am very flexible on a daily and weekly basis. I prefer a few days notice for any overnight stays or cancellations, otherwise I’m open and available for you and your pups! I typically like to follow the routine that the owners have set in place regarding walks, potty breaks, feed times, wind down, and anything else that might establish a sense of normalcy for your dog even when you aren’t around. I’m always willing to offer treats and other things if recommended or approved.

Sitter Profile Image: Ace G.
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Ace G.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 68 reviews
22 repeat clients
9 years of experience
Chicopee, MA, 01020

“Ace is ABSOLUTELY THE BEST!!! Ace is so caring, compassionate, and dedicated to the happiness of her Adopted Fur Babies.... Which funnels through to the Fur Babies Momma. Ace is in constant communication and asks questions to assist with the Fur Babies happiness. We looked forward to all the pictures that Ace sent us. We could tell from these pictures that our Fur Babies were well taken care of and happy. Ace follows the plan of care so well, of course, Clyde and Bella are there to assist. lol Ace was so respectful of our home and left it in the same neatness as upon arrival. If I could, I would give ACE 10 stars!!!!! 🐾🐾💕”

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Michele A.
Sitter Profile Image: Jennifer F.
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Jennifer F.
$56
total per night
5.0 out of 5 stars
• 6 reviews
40 years of experience
West Springfield, MA, 01089

About: Calm, quiet environment with a sitter who craves doggy time. My 12 year old black lab recently lost her fight with cancer. Not ready to bring home a new dog, but would love to care for your precious fur babies while you are away. I offer patience and attention to your canine's needs. I'm a human nurse but also experienced with dogs special needs such as insulin administration. I work Monday-Friday, Home on weekends. No young children. Available for walks, dog Parks (dog park with your approval), or hanging out in the yard secured on a 50 foot lead. Dogs are not left outside unattended. You're welcome to bring your pets favorite toy for us to use during their stay. Will try to keep them on your schedule for easy transition from home to sitter. I speak to animals as of they can respond. Days are better with happy pets! Friday drop-off at 5:30 pm. Sunday pick-up by 8:00pm. I have a large yard and a spacious house. Spend weekend around the house doing small projects, crafting or cleaning. It's a quiet, stress free household with a very flexible schedule. While I miss my own pet I'm looking to offer a love-centered environment similar to children visiting their favorite Aunties house.

Sitter Profile Image: Cain L.
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Cain L.
$36
total per night
1 repeat client
7 years of experience
Springfield, MA, 01109

About: I have owned and cared for many pets as well as working for the forest park zoo tending to animals and socializing with them, as well as working as a dog groomer and a dog kennel attendant. I am very passionate and serious about pet care, our fluffy friends deserve the best. I have plenty of experience with elderly and special needs animals, as well as experience administering medication. As someone who owns many animals of my own, a dog, a cat, a multitude of small animals and reptiles, my entire life consists of caring for animals. It’s my main passion. I am available for bookings all day Mondays, Tuesdays and Wednesdays, and available for mornings every other day of the week! I am a trustworthy person able to remember the schedule of your pets and any extra care they may need. Due to working in grooming for so long, I am excellent in time management and understanding the body language of dogs. I love to take my own dogs outside and play with them with a ball or a toy to help them get enrichment. I am also incredibly interested in training and find respect and boundaries to be very important when forming a relationship with an animal.

Sitter Profile Image: Regina C.
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Regina C.
$39
total per night
45 years of experience
Longmeadow, MA, 01106

About: I have loved and cared for dogs and cats my entire life, and I’m especially drawn to shy, timid, or nervous pets who may need extra patience. I have a calm, non-intimidating approach and enjoy earning an animal’s trust through kindness, affection, and consistency. I’m comfortable walking, bathing, brushing and grooming pets, and animals in my care are treated like family and welcome throughout my home. I’m also very comfortable with senior pets and understand that they may need a slower pace, extra attention, and lots of reassurance. I’ve had dogs and cats my entire life, and caring for animals is something I truly enjoy. I love spending time with them, whether we’re walking, playing, relaxing together, or just keeping each other company. I’m happy to give each pet the time and attention they need and will follow their normal routine as closely as possible. I can he as active as you want me to be, including hiking, going to parks, anywhere you like! I can also stay at home if your dog has low energy or special needs. Pets are welcome throughout my home and are treated like part of the family. I especially enjoy caring for shy, timid, or nervous pets who may need extra patience. I have a calm, non-intimidating approach and give them the time and space they need to feel safe and learn to trust me. I’m comfortable walking dogs and helping with bathing and basic grooming, and I always follow the owner’s instructions for feeding, exercise, medications, routines, and house rules. I do have a fenced yard and would never leave them alone.

Sitter Profile Image: Karina C.
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Karina C.
$84
total per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Sixteen Acres, Spfld, MA, 01119

“Karina and our dog, Abby took to one another immediately. She is incredibly responsible and we would absolutely use her services again.”

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Peter R.
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The median cost per night for house sitting in Upper Hill is $59

Pet parents share their Rover experiences - Upper Hill

1 / 1
5.0 out of 5 stars

JoseIris is amazing! Super communicative, kind, helpful, and responsive. I’d feel very comfortable having her stay with our dog again!

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Emily A.
House Sitting
5.0 out of 5 stars

Our house is clean and our animals(4 dogs, 2 Guinea Pigs and a Cat) are all happy, 10/10 would recommend

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Teddy K.
House Sitting
5.0 out of 5 stars

Eyrn was absolutely wonderful with Bagheera! From the moment we left him, we felt completely comfortable knowing he was in such caring and loving hands. Eyrn was attentive, responsible, and clearly genuinely cared about Bagheera’s well-being. We really appreciated the updates and the care and attention given to him throughout his stay. It gave us great peace of mind while we were away. Bagheera came home happy and well cared for, which says everything! We would definitely trust Eyrn with Bagheera again and highly recommend Eyrn to anyone looking for a caring, dependable, and trustworthy pet sitter. Thank you so much, Eyrn! 🐾❤️

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gunjan d.
House Sitting
5.0 out of 5 stars

This was our second time having Julissa watch our pups, and she was great again! She’s communicative, sends regular updates, and we always feel like our dogs are in good hands with her. We’d definitely recommend Julissa and would happily book with her again!

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Michael S.
House Sitting
5.0 out of 5 stars

Georgia was excellent. The animals loved her - she was very responsive and very sweet!! would definitely use her again!

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Sallie J.
House Sitting
5.0 out of 5 stars

Alexandra is just wonderful with our dog, who is always completely happy and calm when we get home! I highly recommend her! We’ve used her services before and will use her again. Thank you for such great care of our doggie!

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Anne M.
House Sitting
5.0 out of 5 stars

Kayla is wonderful! She has cared for my high-energy pup twice now and has been an excellent attentive caregiver. She is readily communicative and Marzipan seems to have enjoyed their time together. Thanks!

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Ashley F.
House Sitting
5.0 out of 5 stars

Anais took great care of our crew so we could have a relaxing day out! Truly appreciate her punctuality and how she sent updates to put my nervous-pet-mom mind at ease! So glad to have connected through Rover!

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Mary Anne H.
House Sitting
5.0 out of 5 stars

Josie took care of our five pets for eight days while we were away on a family vacation, and I can honestly say it made a huge difference in how much we were able to relax. Leaving that many pets with someone is never easy, but from the start, she made us feel completely comfortable and confident they were in good hands. She was reliable, attentive, and clearly cared about each of our pets as individuals. We came home to happy, well-cared-for animals and everything in great shape. It was clear she stayed on top of routines, needs, and all the little details that matter. If you’re looking for someone trustworthy who will treat your pets like her own, Josie is it. We wouldn’t hesitate to have her watch our pets again.

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Cynthia M.
House Sitting
5.0 out of 5 stars

AMAZING! i never once worried that my dog wasn’t cared for and loved on while i was gone. great communication and lots of pictures!

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Emily J.
House Sitting
5.0 out of 5 stars

So grateful we found Regan! She agreed to a last-minute job when my scheduled sitter backed out the morning of. Her ability to work with and maintain the safety of our dog who has severe separation anxiety was nothing short of perfection! She kept me updated on our dog's well-being and pre-booking communications were timely and efficient. Really doesn't get any better than Regan. I will def book with her again!

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Wendy S.
House Sitting
5.0 out of 5 stars

Sage watched my kitties while I was away for a week and made sure they were engaged in play, loved, and cared for! Thank you, Sage!

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Erica S.
House Sitting
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