House Sitting in Upper Hill, Springfield, MA

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Thanksgiving Availability
1. Colleen

Big Or Small I Watch Em All.

Wilbraham, MA, 01095

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"This is the second time Colleen has watched my dog and I can honestly say she is a saint. I even messaged her the night of because I was already out of town ... (more)"

2. Kylie

Active dog lover--flexible schedule

Enfield, CT, 06082

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"When I got my puppy, Sammy, I had never owned a dog before. Everything was new to me. Luckily, I have known Kylie for 10 years. In that time, I have seen ... (more)"

Confirmed Thanksgiving Availability
3. Alycia

0.8 acre fenced-in backyard

Feeding Hills, MA, 01030

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Alycia is the epitome of the type of sitter you would like for your dogs! Last summer she fostered a puppy that would eventually become a service dog and was... (more)"

Confirmed Thanksgiving Availability
4. Haley

Leave your dog in caring hands!

Longmeadow, MA, 01106

House Sitting, Drop-In Visits, Dog Walking

"Haley housesat for us while we were on vacation. Our puppy, Sweetie, is very nervous with new people and Haley was amazing. By the time we came home, Sweetie... (more)"

Confirmed Thanksgiving Availability
5. Kristin

Will love your dogs like my own!

Agawam, MA, 01001

House Sitting, Drop-In Visits, Dog Walking

"Kristin is a compassionate and reliable person. I fully trust that by leaving my pets in her hands, they will be treated with love and receive the care they... (more)"

6. Emma

I will go on long walks

Sixteen Acres, Springfield, MA, 01119

House Sitting, Drop-In Visits, Dog Walking

"Emma is a true dog lover & animal lover. She knows how to care for dogs and cats too. She takes excellent care of my dog & cats. She is friendly, trustworthy... (more)"

7. Jasmin

My Dogs like my child. Isn't Yours?

West Springfield, MA, 01089

House Sitting, Drop-In Visits, Dog Walking

"Jasmin is one of the sweetest most caring people that I've ever met. You should hire her as a dog sitter, I swear your dog will never want to leave her side (more)"

8. Kristin

Dog Loving Grad Student

Forest Park, Springfield, MA, 01108

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

"The puppers loved her! She sent lots of photos during her stay and I was super comfortable having her at my house. Will definitely book again! (more)"

9. Alyssa

Absolute animal lover and caregiver

East Longmeadow, MA, 01028

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Alyssa was fabulous. The dogs loved her! Will definitely use her again! (more)"

10. Maria

My goal is to make 4-legged friends

East Forest Park, Springfield, MA, 01118

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have never owned a dog, but that was not my choice. In fact, when I was younger I saved over $300 to get a dog but my mom still said no. So we st... (more)

11. Ashley

Loving and reliable dog sitter!

East Longmeadow, MA, 01028

House Sitting, Drop-In Visits, Dog Walking

About: I have been dog sitting for seven years. I have experience with overnight stays, potty breaks, dog walking and house sitting. Some duties I provid... (more)

12. Sarah

I pour my heart& soul in all I do

Sixteen Acres, Springfield, MA, 01119

House Sitting, Drop-In Visits, Dog Walking

"Sarah is an exceptional Dog person! She cares for and gives love to any dog that comes across her path. When I was in a bind Sarah stepped in and cared for m... (more)"

Confirmed Thanksgiving Availability
13. Marco

Time with dogs, is time well spent.

Sixteen Acres, Springfield, MA, 01119

House Sitting, Drop-In Visits, Dog Walking

"I have been friends with Marco for several years, but I still remember the first time I realized he was a wonderful human being. We were outside drinking cof... (more)"

14. Anthony

Pet Nutritionist and Caretaker

Sixteen Acres, Springfield, MA, 01128

House Sitting, Drop-In Visits, Dog Walking

About: Ever since I was four, I have had at least one dog in my household until recent. I spent my childhood around American Bulldogs (my largest in his p... (more)

Confirmed Thanksgiving Availability
15. Niahjah

I'll run with your dog, large fence

Memorial Square, Springfield, MA, 01104

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I can wash and clean groom, feed, train and have fun with your dog. Your pet will feel at home. Your family is my family. I have experience working... (more)

16. Dillon

I hope to deliver top notch care.

Longmeadow, MA, 01106

House Sitting, Drop-In Visits, Dog Walking

About: Hello my name is Dillon. I am currently a full time exercise science student at hcc. My whole life I have owned all sorts of dogs with many differe... (more)

17. Jesse

Weekends full time - Fenced yard

East Longmeadow, MA, 01028

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Jesse is great with dogs! He has watched my medium sized dog multiple times, as well as my parents dog. Dogs love him, he is responsible and kind. He will be... (more)"

Confirmed Thanksgiving Availability
18. Lauren

I’ll run & play with your dogs!

Liberty Heights, Springfield, MA, 01104

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: I have a passion for animals, about 1 years experience working with dogs professionally. I’ve been handling dogs since I was little. Available 24/7... (more)

Confirmed Thanksgiving Availability
19. Irini

Your dog will have a lot of fun :)

East Forest Park, springfield, MA, 01118

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I've had dogs my hole life, I got my first dog when I was 12 and I was responsible of training her, feeding and bringing her out. I've take care of... (more)

20. Deanna

Experienced dog lover/owner/rescuer

Pine Point, Springfield, MA, 01109

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

21 repeat clients

"I would highly recommend Deanna as a dog sitter. She has a passion for animals,especially dogs. She's helped rescue many and takes care of her own dogs bette... (more)"

Dog owners in Upper Hill, Springfield, MA love booking house sitting with sitters on Rover.com. Over 24 pet owners have reviewed house sitters in Springfield, giving them an average rating of 5.0/5 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in Upper Hill.

Rover.com is the simple, savvy way to find and book Upper Hill house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Upper Hill, Springfield, MA on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Upper Hill house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Upper Hill, Springfield donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Springfield.

We're proud to support over 200 organizations across the nation, including: