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: Ash T.
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Ash T.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 138 reviews
62 repeat clients
12 years of experience
Florence, MA, 01062

“Ash was wonderful with my anxious dog Charlie! Ash was so sensitive to reading Charlie's needs, took things slow, and within 24 hours they were fast friends! Ash was extremely communicative, providing multiple updates and pictures throughout the day. He took Charlie to his favorite dog park, and now we're going to pursue training with Ash to work on Charlie's confidence. The house was beautifully looked over as well. Cannot recommend enough across the board, but particularly if you have special needs dogs or a puppy who is anxious/with behavioral challenges.”

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Megan L.
Sitter Profile Image: Julie G.
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Julie G.
$59
total per night
5.0 out of 5 stars
• 14 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: Brianna O.
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Brianna O.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 24 reviews
5 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: Eryn P.
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Eryn P.
$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 so nice and our energetic dog instantly liked her. She was understanding and great with our dog’s leash reactivity and even gave her some Thanksgiving turkey while we were out of town over the holiday. Highly recommend!”

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Miriam K.
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: Brynn W.
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Brynn W.
$56
total per night
5.0 out of 5 stars
• 3 reviews
1 year of experience
Northampton, MA, 01060

About: I have experience taking care of pets with varying attachment styles - ranging from anxious, young dogs to elderly, affectionate cats who need lots of attention! I am very adaptable and can match a pet's energy levels well. I appreciate taking the time to get to know a pet in order to build a comfortable bond. I am a local graduate student, I mostly have classes in the mornings during the week and currently have limited responsibilities outside of school, so I have lots of time to dedicate to pet care. I like to learn pets' physical boundaries, so I ease into how I approach playing and petting with them. When I have cared for anxious pets who experience separation anxiety when away from their owners, I focus my care on maintaining a calm environment in the home while making sure they are fed and hydrated.

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: Kristin H.
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Kristin H.
Star Sitter
$84
total per night
4.9 out of 5 stars
• 36 reviews
12 repeat clients
3 years of experience
Northampton, MA, 01060

“Kristin was a wonderful cat sitter who took great care of my two kitties while I was away. She was conscientious and communicative, sending updates and photos keeping me well informed of everything happening back home. Highly recommended!”

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Stacey N.
Sitter Profile Image: Julissa A.
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Julissa A.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 31 reviews
11 repeat clients
15 years of experience
Chicopee, MA, 01020

“Julissa watched our three dogs today and did a fantastic job! All three of our dogs have severe anxiety and separation issues, but as soon as we left the house we received pictures and all three had settled right down and were very comfortable with Julissa. These three are very hard to handle at times and require someone with just the right personality and patience to handle them. We will definitely be contacting her next time we need a sitter.”

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Debra B.
Sitter Profile Image: Molly T.
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Molly T.
Star Sitter
$95
total per night
5.0 out of 5 stars
• 16 reviews
5 repeat clients
5 years of experience
Maple High-Six Corners, Springfield, MA, 01105

“Molly was wonderful with our high needs elderly dog. Molly was communicative, responsive, and sent many updates and photos throughout the day. We hope to have Molly watch our dog again and highly recommend Molly to anyone looking for a sitter!”

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Shira C.
Sitter Profile Image: Jennifer F.
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Jennifer F.
$56
total per night
5.0 out of 5 stars
• 6 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: Katherine N.
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Katherine N.
$67
total per night
5.0 out of 5 stars
• 14 reviews
1 repeat client
15 years of experience
Holyoke, MA, 01040

“Katherine was absolutely fantastic! She watched our pups for a long weekend and was incredibly attentive, detail-oriented, and communicative the entire time. She kept us updated with plenty of pictures, and it was so nice being able to enjoy our time away without worrying about a thing. She also went above and beyond in ways we never expected. She brought in packages, did laundry, washed the dogs’ bowls, and somehow left our house even better than she found it. Our pups were clearly well cared for and loved, and we came home to happy dogs and a spotless house. We’d absolutely book Katherine again and couldn’t recommend her more.”

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

“Ace is our go to person for our very anxious yet adorable Beagle. Our pup is so well taken care of by Ace. We have no worries when they are on the job!”

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Karen M.
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: 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: Eliza W.
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Eliza W.
$28
total per night
15 years of experience
Westfield, MA, 01085

About: I have had all animals of all kind since I was a little kid. I first started dog sitting when I was 11 and have worked as a farm manger and farm sitter throughout the last four years of college in South Carolina with my one year old Vizsla Juno. I have just moved back to Massachusetts, where I grew up, to attend law school and would love to spend time with your pups! I am spending the year studying for the LSAT’s and will be available during week days and weekends for walks and overnight pet sitting whenever you need. I have two very friendly vizslas who love to play and go for walks of hikes with other dogs. I have cared for all kids of dogs including elderly, rehabbing, reactive, and puppies. I am completely committed to keeping your dogs safe and happy life they are my own.

Sitter Profile Image: Katelyn S.
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Katelyn S.
Star Sitter
$36
total per night
5.0 out of 5 stars
• 12 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: Heather M.
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Heather M.
Star Sitter
$139
total per night
5.0 out of 5 stars
• 42 reviews
13 repeat clients
30 years of experience
Easthampton, MA, 01027

“We are grateful and appreciate Heather's conscientious care for our dogs and house! It was great to have daily updates and photos, to hear how things were going and put our minds at ease. We hate to have to be away from our pups, but were thankful we could attend an important family celebration and know they were well cared for.”

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Susan M.
Sitter Profile Image: Wendy A.
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Wendy A.
Star Sitter
$36
total per night
4.9 out of 5 stars
• 7 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: Deborah K.
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Deborah K.
$56
total per night
40 years of experience
West Hatfield, MA, 01088

About: I have Joyfully shared my entire life with pets for 70 years now!! I speak Fluent Feline and Canine and have been a pet parent to dogs, cats, hamsters, mice, turtles and fish as a child and provided daycare for birds. I am also a Certified Level ll Reiki Energy Practitioner. My services include Housesitting, Drop-ins and both dog and cat walking! My beloved Josie used to love going outside on a harness and leash since she and brother Shadow were feral-born barn kitties and then “indoor only” rescue pets for 15+ years! My “Platinum Spa” Services include pet massage and Reiki sessions for an additional fee for Housesitting and Drop In clients. My Passion to care for other people’s pets as a new career/business stems from the tragic loss of both my feline companions at the end of 2024. I have decided to no longer own pets myself and to get my “Pet Love Fixes” by Pampering My Client’s pets as if they were my own!! I have maximum flexibility with scheduling 24/7 for all services in the 5 Colleges Area of Western MA. I am also available to travel outside my local area to provide pet, plant and housesitting services upon request. I provide a full menu of services at client’s homes including multiple walks daily on leash, outings to local dog parks and hiking trails, specialized diets and medications, senior and disabled pet care, active playtime, basic training reinforcement, photos and text updates on how your pet is doing with each visit. My exclusive pet massage and Reiki treatments can enhance your pet’s health and happiness under my care!!

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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

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  • 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

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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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