House Sitting Montgomery

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

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Montgomery, 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: Julie G.
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Julie G.
Star Sitter
$62
total per night
4.9 out of 5 stars
• 21 reviews
3 repeat clients
4 years of experience
Holyoke, MA, 01040

“Julie was amazingly flexible, as our schedule was unknown, and was there when we needed her. More importantly, she was good with Ricky, took him out for walks as well as for his sanitary needs, and kept us regularly informed, with pictures. If we are in the area again we will seek her to assist us, and Ricky, again.”

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John M.
Sitter Profile Image: Janessa A.
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Janessa A.
$78
total per night
5.0 out of 5 stars
• 30 reviews
6 repeat clients
16 years of experience
Westfield, MA, 01085

“Janessa is amazing and so trustworthy!!! She watched our 2 dogs while we were away and we didn’t have to worry at all. She provided just enough updates and we came home to a clean house! Would highly recommend Janessa”

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

“Ace did a fantastic job with our busy puppy! She kept us updated and sent many pictures of our happy dog. The house was left in great condition! We would certainly use Ace again any time and recommend her 100#. Thank you, Ace for a great job. You put our minds at ease.”

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Regina G.
Sitter Profile Image: Katelyn S.
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Katelyn S.
Star Sitter
$36
total per night
5.0 out of 5 stars
• 14 reviews
5 repeat clients
25 years of experience
Westfield, MA, 01085

“Katelyn and her girls took wonderful care of Pierogi! Lots of photos, snuggles, and activity time. Will absolutely be booking her again for our next trip in August!”

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Nicole B.
Sitter Profile Image: Brynn W.
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Brynn W.
$56
total per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
1 year of experience
Northampton, MA, 01060

“Brynn was an amazing sitter! They were kind and responsive. Our dog enjoyed time in nature and came back to us tired and happy from a great weekend! Brynn is definitely a responsible sitter to use.”

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Andrew S.
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: Heather M.
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Heather M.
Star Sitter
$139
total per night
5.0 out of 5 stars
• 46 reviews
14 repeat clients
30 years of experience
Easthampton, MA, 01027

“Heather did a great job house sitting while taking care of our two dogs, one of whom was recovering from major surgery. As a vet tech, she is very knowledgeable of canine medical needs, which made us feel very comfortable entrusting our dogs to her care. She is very personable, an excellent communicator, and our dogs really enjoyed her company. We would have no hesitation in hiring her again.”

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David P.
Sitter Profile Image: Anthony L.
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Anthony L.
$67
total per night
5.0 out of 5 stars
• 3 reviews
16 years of experience
Southampton, MA, 01073

About: I've had cats and dogs for most of my life. I'm experienced with caring for elder dogs and dogs with disabilities. People are often surprised by how comfortable their pets are with me, even pets who don't normally approach new people. I've studied cat body language to be able to better care for my two cats. My availability is consistently pretty open. I work part time with a flexible schedule, so I'll have ample time for pet sitting and dog walking. Your home is your sanctuary. I'm a quiet, respectful human who will happily care for your pets while respecting your home. I'm happy to play with your pets to keep them engaged while they wait for you to get back.

Sitter Profile Image: Sarah H.
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Sarah H.
$28
total per night
16 years of experience
Easthampton, MA, 01027

About: I have taken care of dogs since I was in elementary school. I would pet sit for friends and neighbors, along with work at vets office for a few years in college. I currently have a black lab named York with my partner. I work an 8-4 job Monday thru Friday, so I am available for early morning, afternoon, and evening check ins. Along with overnights and weekend availability. My focus is to treat your pet like they are my own. Which means good play time and making sure they get their meals on time. I am able to do walks, handle administration of medications, dietary requirements.

Sitter Profile Image: Amad E.
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Amad E.
$73
total per night
5.0 out of 5 stars
• 34 reviews
7 repeat clients
15 years of experience
Northampton, MA, 01060

“Both my pup and I had such a great experience with Amed. Such a lovely and dependable person who is clearly a dog whisper! My anxious dog was not fussed at all when we returned. I think he enjoyed his experience very much and we felt like he was well cared for during our absence! Thank you so very much!!”

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Vanessa D.
Sitter Profile Image: Annika D.
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Annika D.
$95
total per night
5.0 out of 5 stars
• 53 reviews
19 repeat clients
6 years of experience
South Hadley, MA, 01075

“All I can say is that she is AMAZING!! My Roofus has serious separation issues and that is why we decided to try an at home sitter because it may help his anxiety. Well roofus was the happiest puppy when we got home with no signs of distress. She went above and beyond spoiling all 3 of our babies. She did more for them then we do normally and that makes her services top notch. My home seems cleaner than we left and she even checked our mail and other things around the house. She will definitely have our trust and future business! Can’t thank her enough for the care and love she gave our babies!!”

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Lillie J.
Sitter Profile Image: Drew G.
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Drew G.
$78
total per night
5.0 out of 5 stars
• 65 reviews
3 repeat clients
6 years of experience
Holyoke, MA, 01040

“Drew was great with our cats. I'd been a bit worried leaving town because Gideon just started a new medication regimen and I wasn't sure how he'd do with a new person administering, but Drew was patient while Gideon ate his medicated food and it was no problem. Even skittish Sophie was warming up to Drew within a few days, which is fast for her. I would definitely hire Drew again next time we're out of town!”

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Kayden R.
Sitter Profile Image: Jillian J.
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Jillian J.
$56
total per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
6 years of experience
Longmeadow, MA, 01106

“Jillian was great with Pollo and gave him lots of love and play time. Would definitely recommend her.”

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Leah G.
Sitter Profile Image: Talula T.
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Talula T.
$56
total per night
5.0 out of 5 stars
• 15 reviews
4 repeat clients
14 years of experience
Southampton, MA, 01073

“Talula did a great job taking care of our dogs! She was on time, and we felt safe leaving them in her care.”

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Cody T.
Sitter Profile Image: Lilly T.
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Lilly T.
$78
total per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
19 years of experience
Amherst, MA, 01002

“Lilly was timely and took great care of our two pets! The house was neat when we got home. Lily and Anakin were very happy which is the most important thing!”

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Cherie B.
Sitter Profile Image: Adriana G.
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Adriana G.
Star Sitter
$100
total per night
5.0 out of 5 stars
• 18 reviews
10 repeat clients
5 years of experience
Southwick, MA, 01077

“Adriana was a fantastic communicator and left us rest assured our Nova was being cared for while we were out camping. Will 100% be using her again in the future.”

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Daniel T.
Sitter Profile Image: Aemelia T.
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Aemelia T.
$67
total per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
12 years of experience
Holyoke, MA, 01040

About: Dogs have been a part of my family for all of the my life. Every family get together wouldn't be complete without a pack of at least 4 dogs playing and generally knocking things over. I have had two dogs of my own now and I keep them happy and healthy with tons of love and exercise. My recently pased husky lived to be almost 16, and was spunjy to the end. My current husky/golden mix is such a prince and I love hiking and spending time outside with him. I spend a lot of my time with my dog giving him structure and love and I understand that special relationship humans have with their hounds. I also understand that not every dog is a happy-go-lucky, tail wagging, "give me pets" sort of dog (my dog certainly isn't with strangers) and that all animals are unique and have their own personalities. I work on understanding and respecting what their individual needs are and put them before my own. I I love working with animals of all kinds, wild, domestic, and agricultural. I respect their boundaries and individuality and gladly invite all kinds of critters into my life! I am a very serious worker and take confidence and whatever I do and try to remain reflective and open to feedback I work full time, but I do have some flexibility to work from home/leave the office when needed. I can also bring a dog into the office with me. I have a fenced in yard and am happy to walk outside rain or shine or snow. Happy to walk in the morning or evening.

Sitter Profile Image: Carol K.
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Carol K.
$109
total per night
5.0 out of 5 stars
• 129 reviews
44 repeat clients
15 years of experience
West Hartford, CT, 06117

“Carol was super responsible with dog and home. Our senior dog with mobility issues bonded with her immediately and though she was happy to see us when we got home she did sit by the door looking longingly like she wanted Carol to come back. Highly recommend.”

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Nancy B.
Sitter Profile Image: Amanda C.
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Amanda C.
$67
total per night
60 years of experience
Florence, MA, 01062

About: I have taken care of animals since I was little. Home pets mostly. But also my neighbors dog. I love any kind of animal Cats, dogs, bunnies, birds all!! I am currently retired and am free most days and nights. I have 2 grandchildren and big helpers! But if not comfortable with that please let me know I have an un fenced yard and 2 very friendly dogs, I would be willing to stay at your home or bring them my way

Sitter Profile Image: Michael B.
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Michael B.
$56
total per night
5.0 out of 5 stars
• 6 reviews
24 years of experience
Deerfield, MA, 01342

“Michael was super accommodating, communicated great. Atlas was well played with and taken care of, as well as my house! Couldn't be more thankful”

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Crystal T.
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The median cost per night for house sitting in Montgomery is $60

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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for house sitting - Montgomery

Select a filter and find qualifying sitters offering house sitting.

Sitters in Montgomery average 4
repeat house sitting clients

FAQs for House Sitting - Montgomery

Frequently asked questions about Rover

As of November 2026, there are 957 sitters on Rover offering House Sitting across Montgomery. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Montgomery walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Montgomery maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Montgomery choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Montgomery. On Rover:

  • 91% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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