House Sitting Montgomery

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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: Gemma G.
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Gemma G.
$36
total per night
5.0 out of 5 stars
2 reviews
2 repeat clients
24 years of experience
Easthampton, MA, 01027

Gemma was very attentive to my dog's needs and did her best to make the dog's time with her comforting and fun. She seems to genuinely love animals. Great sitter!

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Oliver Z.
Sitter Profile Image: Jessica W.
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Jessica W.
Star Sitter
$78
total per night
5.0 out of 5 stars
22 reviews
10 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: Eryn P.
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Eryn P.
Star Sitter
$45
total per night
5.0 out of 5 stars
36 reviews
10 repeat clients
10 years of experience
East Springfield, Springfield, MA, 01104

Eryn was a great sitter for our kitties! She stayed overnight and made our kitties feel very comfortable. She was punctual and communicative. We will for sure be using her again! Thanks Eryn :)

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Amber P.
Sitter Profile Image: Janessa A.
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Janessa A.
$78
total per night
5.0 out of 5 stars
29 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: 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 is amazing! If I could give 10 stars I would. She kept us very informed about her stay and our fur-babies. I highly recommend her and we will definitely be booking her again!

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Shannon S.
Sitter Profile Image: Brianna O.
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Brianna O.
Star Sitter
$84
total per night
5.0 out of 5 stars
20 reviews
4 repeat clients
8 years of experience
South Hadley, MA, 01075

Brianna is a star! After moving Zora from the only home she had ever known less than a year ago, I was very unhappy about leaving her for a whole month, but I needed have worried. Zora and Brianna quickly formed an enduring bond and did SO well together. It was infinitely reassuring to receive regular texts, photos and videos of their days together. Brianna also took amazing care of my home and my plants. When I got home, everything was immaculate. Zora had obviously been content, well cared for and exercised during my absence. Definite five stars!! Thanks, Brianna!

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Kathy F.
Sitter Profile Image: Kristin H.
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Kristin H.
Star Sitter
$84
total per night
4.9 out of 5 stars
34 reviews
12 repeat clients
3 years of experience
Northampton, MA, 01060

Kristen went above and beyond in taking care of our dog chip and the house. Everything was perfect when we got home and chip was very relaxed and calm. She does an amazing job and we definitely appreciate everything.

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brendon l.
Sitter Profile Image: Katherine N.
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Katherine N.
$67
total per night
5.0 out of 5 stars
13 reviews
15 years of experience
Holyoke, MA, 01040

Katherine was so great! Stevie and Sophie loved her. She kept us updated throughout the weekend. And our house was kept very clean! We will definitely use her again!

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Britt H.
Sitter Profile Image: Ash T.
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Ash T.
Star Sitter
$62
total per night
5.0 out of 5 stars
131 reviews
56 repeat clients
12 years of experience
Florence, MA, 01062

Ash really put in the time to make a connection with our very shy kitty, even briefly coming over a couple extra times before our trip to meet and connect with her! While we were gone, Ash fed Mari her favorite meals (especially raw mice) and gave her kitty massages. We came home to a relaxed cat who was happy and ready to play with us. We appreciate everything Ash did to make sure our girl (and garden!) were well-cared for during our week away.

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Virginia W.
Sitter Profile Image: Erin O.
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Erin O.
Star Sitter
$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: Wendy A.
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Wendy A.
Star Sitter
$36
total per night
5.0 out of 5 stars
5 reviews
3 repeat clients
30 years of experience
Westfield, MA, 01085

About: My dad taught me at a young age how to care for, and respect all animals. I have turned this into a life long love for all animals, both domestic and wild. I am a vet assistant, and currently studying to be a certified vet tech. For the last two years I have worked at the local animal shelter, and for the last year, at a dog daycare as well. I have volunteered at Dakin for the best part of the last 15 years. This has included transportation of animals, dog walking, animal socialization, and the kitten ICU. I am currently working part time, so I will have plenty of time for your furry family members. I am available during the week, on weekends, and holidays. Whether your dog likes the dog park, or playing in the backyard, we can play using their favorite toys. If they are more of a couch potato, I can accommodate them as well. If you have kitties that need company, we can play in the house, or go out for a stroller ride. I have a fenced in backyard for the dogs to play in. In the summer, a pool and water sprinkler will be available. I am a vet assistant, so I have first aid training for both dogs and cats. My house is air conditioned, perfect for relaxing on a summer day.

Sitter Profile Image: Paisley R.
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Paisley R.
Star Sitter
$139
total per night
5.0 out of 5 stars
16 reviews
4 repeat clients
10 years of experience
West Springfield, MA, 01089

We came home to a very clean and organized home and, most importantly, two very happy dogs! Paisley did such a wonderful job taking care of Lander and Rosa. She kept us updated throughout our time away and sent lots of pictures, which I really appreciated and helped give us peace of mind while we were traveling. She was very attentive and clearly cared about our dogs and making sure they were happy and comfortable. We would absolutely recommend Paisley and would definitely have her watch Lander and Rosa again!

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Marilee S.
Sitter Profile Image: Julie G.
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Julie G.
$59
total per night
5.0 out of 5 stars
11 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: Jessica B.
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Jessica B.
$50
total per night
5.0 out of 5 stars
11 reviews
1 repeat client
10 years of experience
Agawam, MA, 01030

Jessica house sat for our special needs cat for several days. At one point he needed to go to the vet and she arranged everything with them and implemented a new medicine. We were provided with daily photos and had good communication while overseas. She followed directions provided for her and gave our boy lots of love while we were away!

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Glenna D.
Sitter Profile Image: Kira S.
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Kira S.
$67
total per night
5.0 out of 5 stars
5 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: aiden m.
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aiden m.
$50
total per night
5.0 out of 5 stars
88 reviews
16 repeat clients
12 years of experience
Enfield, CT, 06082

Aiden is wonderful! Enthusiastic and reliable, and our furry friends always seem very well cared for and happy when we return. Highly recommend!

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Brian S.
Sitter Profile Image: Annie D.
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Annie D.
$70
total per night
5.0 out of 5 stars
89 reviews
27 repeat clients
10 years of experience
Stafford, CT, 06076

Annie was so wonderful with Sunny -- giving lots of love and keeping us up-to-date with photos and messages. It was our first time away from Sunny and Annie made it easy. Thank you!!!

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Jeanne Z.
Sitter Profile Image: Heather M.
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Heather M.
Star Sitter
$150
total per night
5.0 out of 5 stars
39 reviews
11 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: Jillian C.
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Jillian C.
$50
total per night
1 repeat client
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: Sarah F.
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Sarah F.
$65
total per night
5.0 out of 5 stars
18 reviews
6 repeat clients
8 years of experience
South Hadley, MA, 01075

Sarah was so great with our 2 dogs! We have Australian Shepherds who are picky with who they like and they took to her right away! She was willing to stay in our home and dog sit our furbabies while we left for a weekend getaway. And she was available on such short notice!! We felt so comfortable with all the communication and updates she sent, including pictures while we were gone. She has a lovely personality and super easy to get along with. She left our house in perfect condition. We will definitely be using Sarah again for help out our family. Thank you so much Sarah!

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Melissa D.
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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.

Meet local sitters who will treat your pets like family

  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

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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 September 2026, there are 962 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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

  • 98% of sitters can help with special care needs
  • 99% can help with giving oral medications or injections
  • 95% 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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