Dog Boarding in Upper Hill, Springfield, MA
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated Upper Hill dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Allison was great to work with from our first contact with her – super responsive and organized. Our dog has a very specific medication schedule that Allison was able to accommodate, and we really appreciated the care she took in setting that up. We got updates while we were away, with pictures of our little guy enjoying lots of attention from the whole family! It was a great experience, and we have already booked a return stay. We would definitely recommend Allison.”


“Amanda and her family took care of Butters very well. the family is welcoming and caring. Butters had a wonderful time. definitely recommend. Thank you so much for taking care of Butters.”


“We boarded our dog, Guinness, with Heather and Norman for two days, and they were absolutely wonderful! Heather and Norman were sweet and took excellent care of Guinness. They took him for walks and even sent us photos. It was clear that Guinness and their dog, Zeus, got along so well and had a great time playing together. Now that he's home, Guinness seems sad and misses Zeus. We will definitely use Heather and Norman's services again. Highly recommended!”


“I am so grateful and appreciative of Sandra‘s loving care of Lulu while I was gone for 13 days. Lulu has a seizure disorder and Sandra was amazing with giving her medication and keeping me updated every day with her status and sending pictures of how well loved and cared for she was. Sandra and her husband John invited Lulu into their home and treated her as though she was theirs!”


“Aishea was one the best individual that took care my beagle. Aishea is very nice lady, very responsive and sends pictures and updates on my dog. My dog was very calm and playing when it was time to pick him up. I would suggest anyone looking for sitter for their fur babies to select Aishea ☺️ Hope to see you soon in the near future!!!”



“This is Tucker's new home away from home. Steve and Deb exceeded all expectations and provided exceptional care for our dog. He loved playing with the other dogs and all the cuddles he received from Steve and Deb. Thank you Steve and Deb.”


“We couldn't be happier with our experience! Our Macie had an absolute blast with Novelette. Not only did they provide animated commentaries on our pup's day, which we loved reading, but they also spent countless hours throwing the ball back and forth. It was clear that our dog was not only well cared for but also thoroughly entertained and engaged. Novelette went above and beyond to ensure our furry friend had a fantastic time. We highly recommend them to anyone looking for a dedicated and fun-loving dog sitter.”


“Biscuit thoroughly enjoyed his visit with Shanagay. She sent many pictures, videos, and updates to let us see how much fun he was having. Biscuit romped and played with Shanagay's little dog Cash and the pics were adorable! We'll definitely call on Shanagay's dog sitting services for Biscuit again and again! Thanks so much for doing such a great job.”


“We couldn’t have asked for a better person to care for our Arthur! From the start, Amy was attentive, responsible, and truly cared for our boy like her own. Arthur is adventurous and always getting into something, but she handled everything with ease and kept us updated with pictures and messages. It was clear Arthur felt comfortable and happy in her care. Highly recommend! Thank you Amy, and Mayzie!!”


“Staying with Megan was awesome, as always! I know I can always trust her with my “baby boy!” He plays with her dogs and follows her around - just like he does with me. I know he loves it there and I am grateful he is in good hands with Miss Megan.”


“Morgan was super helpful when I needed a sitter on my road trip! She was so good with Molly and helped out extra since Molly wasn’t feeling the best on my trip and eating irregularly”


“Mary was wonderful! She was super communicative and sent photos of our dogs throughout the time that we were gone. They went on lots of walks we knew our dogs were well taken care of. Highly recommend!”


“She is excellent, we had communication all the time and my daughter 🐾She was delighted with her. For this reason I recommend it and give it 5 stars.”


“First time using Rover and had a great experience with Keith & Ashley. Had last minute travel plans come up and they were very accommodating and kept me updated and in the loop all weekend. My dog is anxious and has some separation anxiety and they made him feel right at home.”


“Ayla seemed to love her. Angie was in contact and sent photos everyday. I loved the pics. She was around to answer questions and responded timely. I would book with her again. Thank you so much Angie!”


“Lindsey was wonderful and we can tell Roxie had an amazing time. Roxie loved the fenced in yard! Roxie gets nervous with hard wood floors but Lindsey was very accommodating and even put out a runner so Roxie would feel more comfortable. We will definitely be booking with her again and I’m sure Roxie can’t wait to go back! Thank you for taking great care of Roxie!”


“Jannylza was absolutely perfect! Took such good care of my dog and followed all instructions exactly. My pup was happy, relaxed, and clearly well-loved while I was away. Communication was great too, I got plenty of updates and photos which made me feel so at ease. Would definitely book again!”



“Karen was great! She sent a lot of pictures where you could see Teddy was having a good time playing with other little dogs and napping on sofas. Given how cold it gets in the winter, it was also great that he could use the fenced yard area right outside the door to quickly do his business. Very convenient. All in all great experience for Teddy and piece of mind for me!”


“This is Heena and Mugang’s second boarding and they loved spending time at Hannah’s place with her and her dogs! Thanks Hannah! It was such a relieve knowing our dogs are enjoying time while we are away and they’re in good hands 🙌”


“Saktah did a great job taking care of my elderly and rather unfriendly kitty, Koshka, for two weeks while I was vacationing. She was very professional, organized, and caring, kept me updated on how my kitty was adjusting, and showed genuine affection and concern for her. She's driven to get things right and wants your pet to be as comfortable as they can be while you're gone. So if you (like me) have a pet that needs extra love and care, and you'd like to relax during your vacation knowing they're in good hands, go with Saktah. She's got you covered.”

Loving dog boarding sitters in your neighborhood
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Allison Nicole M.Star Sitter

“Allison was great to work with from our first contact with her – super responsive and organized. Our dog has a very specific medication schedule that Allison was able to accommodate, and we really appreciated the care she took in setting that up. We got updates while we were away, with pictures of our little guy enjoying lots of attention from the whole family! It was a great experience, and we have already booked a return stay. We would definitely recommend Allison.”


Amanda & Stewart J.Star Sitter

“Amanda and her family took care of Butters very well. the family is welcoming and caring. Butters had a wonderful time. definitely recommend. Thank you so much for taking care of Butters.”


Heather & Norman R.Star Sitter

“We boarded our dog, Guinness, with Heather and Norman for two days, and they were absolutely wonderful! Heather and Norman were sweet and took excellent care of Guinness. They took him for walks and even sent us photos. It was clear that Guinness and their dog, Zeus, got along so well and had a great time playing together. Now that he's home, Guinness seems sad and misses Zeus. We will definitely use Heather and Norman's services again. Highly recommended!”


Sandra C.Star Sitter

“I am so grateful and appreciative of Sandra‘s loving care of Lulu while I was gone for 13 days. Lulu has a seizure disorder and Sandra was amazing with giving her medication and keeping me updated every day with her status and sending pictures of how well loved and cared for she was. Sandra and her husband John invited Lulu into their home and treated her as though she was theirs!”


Aishea A.Star Sitter

“Aishea was one the best individual that took care my beagle. Aishea is very nice lady, very responsive and sends pictures and updates on my dog. My dog was very calm and playing when it was time to pick him up. I would suggest anyone looking for sitter for their fur babies to select Aishea ☺️ Hope to see you soon in the near future!!!”




Steve R.
Star Sitter


“This is Tucker's new home away from home. Steve and Deb exceeded all expectations and provided exceptional care for our dog. He loved playing with the other dogs and all the cuddles he received from Steve and Deb. Thank you Steve and Deb.”


Novelette C.Star Sitter

“We couldn't be happier with our experience! Our Macie had an absolute blast with Novelette. Not only did they provide animated commentaries on our pup's day, which we loved reading, but they also spent countless hours throwing the ball back and forth. It was clear that our dog was not only well cared for but also thoroughly entertained and engaged. Novelette went above and beyond to ensure our furry friend had a fantastic time. We highly recommend them to anyone looking for a dedicated and fun-loving dog sitter.”


Shanagay C.Star Sitter

“Biscuit thoroughly enjoyed his visit with Shanagay. She sent many pictures, videos, and updates to let us see how much fun he was having. Biscuit romped and played with Shanagay's little dog Cash and the pics were adorable! We'll definitely call on Shanagay's dog sitting services for Biscuit again and again! Thanks so much for doing such a great job.”


Amy H.Star Sitter

“We couldn’t have asked for a better person to care for our Arthur! From the start, Amy was attentive, responsible, and truly cared for our boy like her own. Arthur is adventurous and always getting into something, but she handled everything with ease and kept us updated with pictures and messages. It was clear Arthur felt comfortable and happy in her care. Highly recommend! Thank you Amy, and Mayzie!!”


megan b.

“Staying with Megan was awesome, as always! I know I can always trust her with my “baby boy!” He plays with her dogs and follows her around - just like he does with me. I know he loves it there and I am grateful he is in good hands with Miss Megan.”


Morgan S.

“Morgan was super helpful when I needed a sitter on my road trip! She was so good with Molly and helped out extra since Molly wasn’t feeling the best on my trip and eating irregularly”


Mary C.Star Sitter

“Mary was wonderful! She was super communicative and sent photos of our dogs throughout the time that we were gone. They went on lots of walks we knew our dogs were well taken care of. Highly recommend!”


Yvette T.

“She is excellent, we had communication all the time and my daughter 🐾She was delighted with her. For this reason I recommend it and give it 5 stars.”


Keith & Ashley P.

“First time using Rover and had a great experience with Keith & Ashley. Had last minute travel plans come up and they were very accommodating and kept me updated and in the loop all weekend. My dog is anxious and has some separation anxiety and they made him feel right at home.”


Angie E.

“Ayla seemed to love her. Angie was in contact and sent photos everyday. I loved the pics. She was around to answer questions and responded timely. I would book with her again. Thank you so much Angie!”


Lindsey C.Star Sitter

“Lindsey was wonderful and we can tell Roxie had an amazing time. Roxie loved the fenced in yard! Roxie gets nervous with hard wood floors but Lindsey was very accommodating and even put out a runner so Roxie would feel more comfortable. We will definitely be booking with her again and I’m sure Roxie can’t wait to go back! Thank you for taking great care of Roxie!”


Jannylza V.

“Jannylza was absolutely perfect! Took such good care of my dog and followed all instructions exactly. My pup was happy, relaxed, and clearly well-loved while I was away. Communication was great too, I got plenty of updates and photos which made me feel so at ease. Would definitely book again!”




Karen T.

“Karen was great! She sent a lot of pictures where you could see Teddy was having a good time playing with other little dogs and napping on sofas. Given how cold it gets in the winter, it was also great that he could use the fenced yard area right outside the door to quickly do his business. Very convenient. All in all great experience for Teddy and piece of mind for me!”


hannah b.

“This is Heena and Mugang’s second boarding and they loved spending time at Hannah’s place with her and her dogs! Thanks Hannah! It was such a relieve knowing our dogs are enjoying time while we are away and they’re in good hands 🙌”


Saktah K.

“Saktah did a great job taking care of my elderly and rather unfriendly kitty, Koshka, for two weeks while I was vacationing. She was very professional, organized, and caring, kept me updated on how my kitty was adjusting, and showed genuine affection and concern for her. She's driven to get things right and wants your pet to be as comfortable as they can be while you're gone. So if you (like me) have a pet that needs extra love and care, and you'd like to relax during your vacation knowing they're in good hands, go with Saktah. She's got you covered.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Upper Hill.
Rover makes it easy to find Upper Hill dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
