House Sitting Upper Hill

Find a loving house sitter to watch over your pets and your home.

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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
53 reviews
14 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: Eryn P.
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Eryn P.
Star Sitter
$36
total per night
5.0 out of 5 stars
34 reviews
9 repeat clients
10 years of experience
East Springfield, Springfield, MA, 01104

Eryn was so nice and our energetic dog instantly liked her. She was understanding and great with our dog’s leash reactivity and even gave her some Thanksgiving turkey while we were out of town over the holiday. Highly recommend!

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Miriam K.
Sitter Profile Image: Molly T.
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Molly T.
Star Sitter
$95
total per night
5.0 out of 5 stars
9 reviews
3 repeat clients
5 years of experience
Springfield, MA, 01105

Molly was wonderful with our high needs elderly dog. Molly was communicative, responsive, and sent many updates and photos throughout the day. We hope to have Molly watch our dog again and highly recommend Molly to anyone looking for a sitter!

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Shira C.
Sitter Profile Image: Julissa A.
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Julissa A.
Star Sitter
$78
total per night
5.0 out of 5 stars
31 reviews
11 repeat clients
15 years of experience
Chicopee, MA, 01020

Julissa sat for our pup again and was great! Sent photo updates, cleaned the linens used which saved me some time when we got home. Will recommend and use again!

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Marin R.
Sitter Profile Image: Julie G.
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Julie G.
$56
total per night
5.0 out of 5 stars
10 reviews
1 repeat client
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: Jillian C.
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Jillian C.
$50
total per night
5 years of experience
Chicopee, MA, 01013

About: Dogs have been a part of my life since childhood, from growing up with a Labrador to caring for my own pets. With five years working in a grooming salon, I’m experienced in meeting the needs of all dogs, such as playful puppies, adult dogs, and seniors alike. I’m passionate about providing attentive, reliable care tailored to each dog’s personality and health. I’m currently a part-time PetSmart employee and a college student, which means I have weekday afternoons available for pet care. Weekends aren’t always ideal, but I’m happy to discuss arrangements and see what’s possible. When caring for pets in a client’s home, I do my best to follow their usual routine so your pet feels comfortable and secure. This includes feeding, fresh water, playtime, walks, bathroom breaks, and of course lots of love and attention. I’m attentive to each pet’s needs; whether it’s helping a puppy burn off energy, giving extra patience to a shy dog, or offering gentle care for seniors. My goal is always to make sure your pet feels safe, happy, and cared for while you’re away.

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

Georgia did a great job. Ours doggies seemed happy and our house was well taken care of. We will definitely rebook with Georgia! Thank You!

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Marie M.
Sitter Profile Image: Zhongping H.
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Zhongping H.
$56
total per night
2 years of experience
Sixteen Acres, Springfield, MA, 01128

About: I cared for a Maltese as part of my daily routine for over two years. Since I worked from home during the day, I was primarily responsible for his daytime care, including walks, potty breaks, playtime, feeding, fresh water, and making sure he received plenty of attention. He has since moved back to China, and I truly miss having a dog around every day. That’s one of the reasons I joined Rover—I genuinely enjoy spending time with dogs and would love the opportunity to care for yours. Whether it’s a walk, a potty break, or simply keeping them company, I’ll treat every dog with patience, kindness, and the same level of care I always provided. I have a flexible work schedule, so I’m available for daytime dog walks, potty breaks, and drop-in visits in addition to evenings and weekends. Whether your pet needs a quick potty break or a longer walk, I’m happy to work with your schedule and provide reliable, attentive care. As a former Maltese owner, I understand that every pet is a beloved family member. I know how important trust is when someone else is caring for your pet. I’ll always follow your instructions carefully, prioritize your pet’s safety and comfort, and treat them with the same love and patience I gave my own dog. I’ll also provide photo updates after every visit so you always know how they’re doing.

Sitter Profile Image: Jessica W.
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Jessica W.
Star Sitter
$84
total per night
5.0 out of 5 stars
18 reviews
9 repeat clients
30 years of experience
West Springfield, MA, 01089

Charlie had another great stay with Jessica. She was attentive to him, letting us know his chronic cough was increasing. She managed it well, professionally and patiently, with permission from us to give an extra dose of one of his medications. She communicated with us throughout the stay-

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Catherine D.
Sitter Profile Image: Ahliya P.
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Ahliya P.
$36
total per night
1 year of experience
Springfield, MA, 01108

About: Growing up my family and I have always been around dogs, we had our own, and loved to go and volunteer with them as well! I now have my own little pup named blaze, he is a 3 year old cockapoo and he means everything to me. I know what it means to have an add on child when you have a dog, because I would do anything for Blaze and will do anything for your pet as well! I have time to sit with your animal in the evening on most weekdays, and even on the weekends if need be! I am a college athlete who has extra time and would love to help! I am able to walk them in safe environments and can always bring my own supplies for your pet if need be! If I have your dog with me, I will be able to crate them and also provide them a puppy friend to play with.

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: Haley L.
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Haley L.
Star Sitter
$78
total per night
5.0 out of 5 stars
35 reviews
11 repeat clients
5 years of experience
Enfield, CT, 06082

Haley was awesome! Communicative, punctual, and responsible. She was great with our sweet (and sometimes crazy!) girl, and she left our home in perfect condition. We had total peace of mind leaving our dog in Haley’s care, and I would highly recommend her!

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Barbara S.
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
5 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: James M.
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James M.
$67
total per night
5.0 out of 5 stars
72 reviews
19 repeat clients
5 years of experience
Boston Road, Springfield, MA, 01119

James took great care of Onyx while I was away on vacation. He kept me posted with plenty of updates, photos and videos so I could see my pup happily playing and exploring the neighborhood.

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Mary Lou B.
Sitter Profile Image: Tanairy R.
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Tanairy R.
$23
total per night
10 years of experience
Liberty Heights, Springfield, MA, 01104

About: I’ve loved dogs my entire life and understand that every pet deserves patience, kindness, and reliable care. I’m new to Rover but I’m committed to providing a safe, loving, and stress free experience for every pet. I’m comfortable with walks, feeding, playtime, potty breaks, and following your pet’s routine exactly as instructed. I know how important it is to trust the person caring for your furry family member, and I’ll treat your dog with the same love, respect, and attention I’d give my own. I’m currently a part-time barista, which gives me a flexible schedule and plenty of availability for pet care. I carefully plan my work around my Rover bookings so I can provide reliable, attentive care. Whether it’s walks, drop-in visits, or house sitting, I’ll make sure your pet gets the time, attention, and consistency they deserve I will care for your pet as if they were my own. I understand that every dog has different needs, so I’ll follow your feeding, walking, medication, and potty routines exactly as instructed. I’ll provide plenty of love, attention, playtime, and exercise while making sure your pet feels safe and comfortable. I’ll also send regular photo and text updates so you can have peace of mind while you’re away. My goal is to create a calm, reliable, and trustworthy experience for both you and your pet.

Sitter Profile Image: Kira S.
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Kira S.
$67
total per night
5.0 out of 5 stars
3 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: Brittany F.
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Brittany F.
$73
total per night
5.0 out of 5 stars
6 reviews
3 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: Lynaye K.
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Lynaye K.
$47
total per night
4 years of experience
Chicopee, MA, 01020

About: i’ve been taking care of pets my whole life. I started pet and house sitting around 5 years ago for my family and still do! I have tuesday’s and thursday’s off of work until I start school then my schedule will change a bit! i’m a server with flexible hours I’m looking to keep your pet as comfortable as I can, if that’s taking your animal for a walk or laying with them on the couch

Sitter Profile Image: Gysphell M.
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Gysphell M.
$88
total per night
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Maple High-Six Corners, Springfield, MA, 01105

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

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The median cost per night for house sitting in Upper Hill is $58

Pet parents share their Rover experiences - Upper Hill

1 / 1
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

She did an absolutely fantastic job for a week with our fur babies. They were absolutely spoiled and she was attentive to our old boys needs! She made sure to check in with updates often. She took care of our pets and our home. She left the home cleaner than when she arrived. I will definitely use her again and recommend her to anyone that is looking for exceptional care for their fur babies!

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Lillie J.
House Sitting
5.0 out of 5 stars

Wonderful communication and pictures, my Fiona had a great time with Molly and I highly recommend. Thank you so much!

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Stacy M.
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

Joseiris is so communicative, detail oriented, and caring! She’s been so great with our senior cat who is on medications. You can tell she really cares about pets.

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Rachel A.
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
5.0 out of 5 stars

Roxanne did a wonderful job caring for my two cats Oscar and Gracie. She did everything exactly as I asked her to and more. She is a kind and gentle person. Oscar and Gracie were lucky to have her with them while I was gone…

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Mary Lou D.
House Sitting
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