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: Molly T.
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Molly T.
Star Sitter
$95
total per night
5.0 out of 5 stars
• 20 reviews
6 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: Kira S.
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Kira S.
$67
total per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
12 years of experience
Chicopee, MA, 01020

“What a joy! We had an instant connection with Kira, and left (for over 3 weeks) knowing our dogs would be well taken care of. We have two dogs. One is a very calm 40 pound english setter. The other is an energetic and strong 100 pound Old English Sheepdog. She was great with both of them. She sent lots of pictures, too. We highly recommend Kira, and will definitely use her again!”

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

“Kayla did a wonderful job watching our dog for the weekend. She communicated often and sent update pictures which gave us good peace of mind. She left the house clean and tidy and we returned to a happy pup! Can’t thank her enough!”

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Ashley G.
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: Reichel B.
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Reichel B.
$56
total per night
5.0 out of 5 stars
• 19 reviews
5 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: JP C.
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JP C.
$56
total per night
20 years of experience
East Longmeadow, MA, 01028

About: I’ve had dogs since I was a kid, as well as other pets like snakes, and I’ve usually been the one in my family to train them. With great pets comes great responsibility. After all, they are more than just pets- they’re family too. Right now my schedule is quite fluid! I work remotely and do a lot of freelance work, so I’m able to be available most days of the week & most times. Aside from providing them with their basic needs, I assess how they behave- their tendencies, preferences, any special needs they may have, etc.- and try to care for them accordingly. I also pay attention to them both emotionally and physically to see if anything is troubling them

Sitter Profile Image: Jennifer F.
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Jennifer F.
$56
total per night
5.0 out of 5 stars
• 7 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: Taylor E.
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Taylor E.
$36
total per night
5.0 out of 5 stars
• 1 review
2 years of experience
Longmeadow, MA, 01106

“We love Taylor!”

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Amanda H.
Sitter Profile Image: James M.
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James M.
$67
total per night
5.0 out of 5 stars
• 73 reviews
19 repeat clients
5 years of experience
Boston Road, Springfield, MA, 01119

“James & Reichel did a fantastic job with our furbaby, Oscar. They were always responsive and prompt, and we would definitely hire them again!”

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Angela K.
Sitter Profile Image: Lunah H.
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Lunah H.
$17
total per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
5 years of experience
Agawam, MA, 01001

“Lunah was wonderful to work with a took such great care of our needy hound dog!! Super thankful to Rover for connecting us!”

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Mary Anne H.
Sitter Profile Image: Erin O.
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Erin O.
$78
total per night
5.0 out of 5 stars
• 36 reviews
10 repeat clients
20 years of experience
Westfield, MA, 01085

“Erin was the perfect dog (and house) sitter. We came home to a relaxed and happy senior dog and the house just as we had left it. Erin went above and beyond by bringing in mail and trash can, watering plants and even reached out to see when Riley could go on the lawn after it was fertilized. Erin is professional and responsive. We will definitely be booking with Erin again!”

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Donna D.
Sitter Profile Image: Sage W.
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Sage W.
$45
total per night
12 years of experience
Enfield, CT, 06082

About: Hello! I have many years of taking care of pets! From small to large, young and elder! look after them like they’re my own! I’m currently a nursing student, I’m able to provide walks, potty breaks or long stays to keep your pet company while your away on weekend trips! I understand environment helps pets stay happy and calm. I will keep your home clean, organized, and safe while you’re away for your four legged kiddo.

Sitter Profile Image: Hailey P.
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Hailey P.
$62
total per night
4.8 out of 5 stars
• 6 reviews
1 repeat client
7 years of experience
West Springfield, MA, 01089

“Hailey did an excellent job caring for my two dogs. She provided detailed information and photos and stayed extra time to make sure my older dog ate his meal. I am so grateful to her for her wonderful care.”

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sally h.
Sitter Profile Image: Iryna I.
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Iryna I.
$134
total per night
4.8 out of 5 stars
• 16 reviews
5 repeat clients
10 years of experience
Agawam, MA, 06078

“Iryna was excellent with my dog Bailey. She kept me up to date throughout her stay and sent pictures and updates frequently. Bailey was recently diagnosed with seizures and I was very comfortable leaving him in her care. Bailey was happy and content and I will definitely use her again in the future. I would highly recommend her. Christine”

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Christine R.
Sitter Profile Image: Jace L.
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Jace L.
$36
total per night
15 years of experience
Agawam, MA, 01001

About: I have had medium/large dogs for most of my life. I have taken care of a 35lb Australian Cattle dog as well as 2 pit bulls between 55-70lbs. I've also dog-sat a dog under 10lbs and walked dogs who were 140lbs. I've also worked in home with families who had cats ranging in size and demeanor. I work full time which is why I can only do sitting on weekends. I am looking to do more hobbies and this seems like something fun for me to add. I care for my dog Zelda who's partially blind so I have an awareness for disabled pups. That is also the reason I cannot board dogs in my home. I would likely spend a large portion of my day with the dog I'm taking care of, giving them some kind of walk during the day and making sure to lock up each time I leave the home. I would make sure they are fed on time and receive the same kind of loving care I give my dogs at home.

Sitter Profile Image: Mia S.
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Mia S.
$111
total per night
12 years of experience
Chicopee, MA, 01013

About: ✨ Pisces. Dog lover. Professional belly-rub giver. With 12+ years of animal care experience and certifications in Pet CPR, First Aid, and Pet Care, your furry bestie is in safe, loving hands. I take earning your trust seriously because I know pets are family. Whether your dog is a certified couch potato, a zoomie champion, or the neighborhood social butterfly, I'll match their energy and make sure they feel right at home. Expect lots of love, plenty of updates, and probably way too many adorable photos. Fair warning: your pup may leave a little spoiled and wondering when they get to come back. 🖤🐾 I’m currently working part-time my schedule varies. I’ll have plenty off time to play with your dog! I’m available weekdays and weekends in any type of weather. Caring for my pets or anyone else’s animals is a top priority of mine! I enjoy teaching my animals tricks, making sure they are happy, healthy, and well fed.

Sitter Profile Image: Hannah D.
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Hannah D.
$89
total per night
5.0 out of 5 stars
• 4 reviews
19 years of experience
Longmeadow, MA, 01106

“Hannah was very responsive and easy to work with. Our puppy loved her and was very calm around her. She updated us regularly throughout her stay.”

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Jessica K.
Sitter Profile Image: Sydney D.
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Sydney D.
$139
total per night
20 years of experience
Springfield, MA, 01109

About: I’ve been an animal lover for as long as I can remember! I grew up with Labs, so I’m very familiar with big personalities, lots of energy, long walks, playtime, and plenty of slobbery love. 🐾 I also adopted a cat, which taught me that sometimes the best way to win a pet over is to let them come to you (and maybe offer a few treats!). Although my own pets have since passed, they gave me years of experience, amazing memories, and a genuine love for caring for animals. I’m patient, playful, attentive, and always focused on making pets feel safe and comfortable. Whether your pet wants an adventure outside, a game of fetch, or just some extra love and company, I’m happy to be their new buddy while you’re away! ❤️ I currently own my own business and make my own hours and work from home, so I can easily make my own schedule fit around any pet care! I'm lucky to have an open, comfortable and clean home where I can walk animals on the many acres I live on. I can also crate animals if that's how they are trained. When in other people's homes, I'm incredibly conscious of being considerate, following directions to respect their space, and understanding how the animal uses and loves the space.

Sitter Profile Image: Anais J.
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Anais J.
$36
total per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
8 years of experience
Springfield, MA, 01108

“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.
Sitter Profile Image: Anna C.
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Anna C.
$111
total per night
5.0 out of 5 stars
• 21 reviews
9 repeat clients
20 years of experience
East Longmeadow, MA, 01028

About: Dogs have and will always be a huge part of my life. We got our first family dog when I was just 3 years old and the rest is history. My husband Jack is extremely passionate about animals as well and is my partner in all of this so you get two dog sitters for the price of one. Between the two of us your pet will get so much love, cuddles & exercise. We guarantee a level of attention and care that I feel confident your pet won’t get anywhere else; between this and Rover taking it’s fee our prices might be on the high side but they reflect our level of personalized and professional level of care. I also just want to add that our love for dogs extends to all animals so cats etc are all welcome to come hang with us :) Important Note: if you are reaching out for house sitting my husband and I only take those if we both are allowed to stay the night. We prefer to do this for safety as well as enabling the best care possible for your pet. Your pets will be my top priority & my main focus when they stay with us! I feel pretty confident that they will get more quality time, attention & lovin with me then any other pet sitter! I have a smoke free home and do not have any dogs currently living at my house so your pets will be my only focus! Also a child free home!

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The median cost per night for house sitting in Upper Hill is $60

Pet parents share their Rover experiences - Upper Hill

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5.0 out of 5 stars

It was such a pleasure to have Joseiris stay at our home and watch our dogs. She sent us so many photos and updates throughout the day. She also was very respectful of our home. She let me know anytime there was something going on with our dogs even if it was something minor. I would recommend her to take care of your furry family members any day of the week!

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Hayley M.
House Sitting
5.0 out of 5 stars

Can’t say enough positive things about how happy we are with Molly and her services! She was extremely communicative and thorough. Our furbabies were happy and comfortable. She made our time away more enjoyable knowing they were being taken care of by someone so attentive. We would definitely request her again!

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Monica B.
House Sitting
5.0 out of 5 stars

Eryn did a great job with our elderly animals! She gave us peace of mind in knowing they were well cared for.

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MaryJo A.
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

Itzel was incredible!! Asked all the right questions at the meet & greet, was responsive when I texted her in between then and the actual booking, & then was extremely communicative throughout the whole stay. She was at my place & sent pictures, videos and updates throughout the week, as well as kept my apartment looking great (even washed the towels and blankets!). I know my dog Ziggy absolutely loved her and he was so well taken care of, especially on Christmas. She gave him lots of attention and love and he was so happy when I returned but I know he misses her! Signs of a great sitter :) Will recommend her to anyone and will book with her again!

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Halle D.
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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