House Sitting in Montgomery

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

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Top rated Montgomery house sitters

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
119 reviews
48 repeat clients
12 years of experience
Florence, MA, 01062

First time having Ash watch my two dogs. They thrived over the week, and enjoyed plenty of attention exercise and love. I appreciate that Ash sends communications and updates, it was a comfort to see and know they were in very skilled and capable hands. I will definitely have Ash work again for our pet sitting needs and look to set up some dog walking too!

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Jen C.
Sitter Profile Image: Saige G.
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Saige G.
$56
total per night
4.8 out of 5 stars
33 reviews
13 repeat clients
11 years of experience
Easthampton, MA, 01027

I couldn't be happier with the love & care Ziggy gave both my dogs & home while we were away for the weekend. Thank you so much, I will definitely be reaching out again!

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Sarah S.
Sitter Profile Image: Julissa A.
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Julissa A.
Star Sitter
$78
total per night
5.0 out of 5 stars
30 reviews
9 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: Katelyn S.
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Katelyn S.
Star Sitter
$36
total per night
5.0 out of 5 stars
5 reviews
2 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: 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 so great with Banner. She made sure to get him out for a walk or an adventure each day - something no other sitter has done. My boy is very high energy so he needs that stimulation she was able to provide! She updated me with pictures and texts each day which made me feel confident that Banner was in good hands. Thank you Erin for a great first stay with Banner!

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Megan L.
Sitter Profile Image: Robb C.
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Robb C.
$56
total per night
5.0 out of 5 stars
47 reviews
26 repeat clients
20 years of experience
Southampton, MA, 01073

Robb has been working with our girls for the last few months leading up to a bigger trip we just returned from. He really helped keep our minds at ease with constant updates and was always reaching out for ways to help our anxious babies feel better. He really did care! We have many tedious tasks that we ask of sitters and he completed them all without complaint. We will definitely continue to use his services in the future and highly recommend.

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Danica C.
Sitter Profile Image: Janet M.
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Janet M.
Star Sitter
$36
total per night
4.9 out of 5 stars
16 reviews
5 repeat clients
53 years of experience
Chesterfield, MA, 01012

Janet did a great job with the pups and with the house. Janet sent photos every day and kept us informed as to how the dogs were fairing. Both the dogs and the house were in perfect condition when we returned home. Thank you so much!

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Allison M.
Sitter Profile Image: Jessica B.
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Jessica B.
$50
total per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Agawam, MA, 01030

On time, informative dogs love her

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Renee H.
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 great! They showed up on time. Provided pics all night. our puppy was very well cared for. Will definitely use Ace again. Thank you Ace!

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Karen M.
Sitter Profile Image: Mary M.
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Mary M.
Star Sitter
$73
total per night
5.0 out of 5 stars
64 reviews
26 repeat clients
3 years of experience
Suffield, CT, 06078

Mary did an outstanding job of taking care of our fur babies! We were traveling internationally and our pupper had just had minor surgery and we were really worried about leaving him. She took outstanding care of him and they both seems to adore her.

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Jennifer B.
Sitter Profile Image: Kristin H.
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Kristin H.
Star Sitter
$84
total per night
4.9 out of 5 stars
25 reviews
9 repeat clients
3 years of experience
Northampton, MA, 01060

Kristin is fabulous- great communication, thoughtful, kind. I just got home and everything is perfect and tidy and the pets are happy and healthy. Highly recommended.

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Rebecca O.
Sitter Profile Image: Brianna O.
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Brianna O.
$84
total per night
5.0 out of 5 stars
10 reviews
1 repeat client
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: Julie G.
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Julie G.
$56
total per night
5.0 out of 5 stars
4 reviews
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
28 reviews
5 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: Amy H.
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Amy H.
$36
total per night
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Blandford, MA, 01008

About: Hello! I am a lifelong pet owner and animal lover with experience with everything from chickens and horses to cats and dogs. I have two canine family members myself: a medium-sized mix named Bonnie and a 10-pound Italian Greyhound/chihuahua named Rio. I know how hard it can be to find loving, reliable, and safe pet setters, which prompted me to open up my own home. My dogs love meeting new friends to play with. They get along well with others (though we always require a meet-and-greet before a sit) and are friendly with cats as well. My work-from-home career and spacious property allows me the flexibility to fully care for your pet without any interruptions such as commutes or 9-5 work hours. I am fortunate to enjoy a fully remote, flexible career, which means I am always present for your canine or feline family members. I can accommodate short or long-term stays, and am home throughout the day to maintain your pet's schedule, so they feel completely at home. I think it's important to a pet's sense of wellbeing to be able to keep to their usual schedule as best as possible while in my care. I live on five acres in a log home in a beautiful hilltown in Western Massachusetts, and have a fully fenced yard. I love taking my own pup on daily walks on our property or on nearby dirt roads, so if you have an active dog who needs exercise, I'm your person! If a less active lifestyle is better for your dog, I can fully accommodate that as well. Pets are allowed on my furniture and can make themselves cozy by my wood stove in winter or on my sunny deck in summer. I am familiar with using crates (if desired, but not required) and have a large finished basement perfect for playtime in the winter months.

Sitter Profile Image: Matt L.
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Matt L.
Star Sitter
$78
total per night
4.9 out of 5 stars
75 reviews
18 repeat clients
32 years of experience
Hadley, MA, 01035

We are happy with Matt’s overall professionalism in taking care of our dog, Gina. He was very accommodating and kept her safe and entertained. There were some unforeseen circumstances that Matt handled well. He communicated with us regularly and sent some nice photos. We felt comfortable having Matt take care of our dog and home while we were away for a week.

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Gerda L.
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: Kiara M.
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Kiara M.
$45
total per night
5.0 out of 5 stars
5 reviews
1 repeat client
6 years of experience
Chicopee, MA, 01020

This is our second time having Kiara in our home. She is wonderful with our fur kids.

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Shannon S.
Sitter Profile Image: Katelyn J.
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Katelyn J.
$56
total per night
3 years of experience
Westfield, MA, 01085

About: I’ve grown up around dogs and currently have a 6-month-old chocolate lab, so I’m very comfortable with puppies, high energy dogs, and daily routines like feeding, walking, and playtime. I understand how important it is to keep dogs active, safe, and on schedule. I’m very responsible and attentive, and I treat every dog like my own. I can handle everything from basic care to more active dogs that need extra attention and exercise. I’m also comfortable following specific instructions to make sure your pet stays happy and comfortable while you’re away. I’m currently a college student with a flexible schedule, so I have plenty of time to care for and spend time with your dog. I’m available most weekdays after classes and have more open availability on weekends. I’m used to managing a routine with my own 6-month-old chocolate lab, so I’m consistent with feeding, walks, and playtime. Your dog’s safety and comfort are my top priorities. I treat every dog like my own and make sure they are always supervised, safe, and well cared for. I have experience handling a high-energy puppy, so I’m comfortable with active dogs and different temperaments. I follow any instructions you provide closely to keep your dog on their normal routine and make sure they feel comfortable while you’re away.

Sitter Profile Image: Fiona B.
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Fiona B.
$62
total per night
15 years of experience
Huntington, MA, 01050

About: My family owns and operates a Labrador breeding business and kennel, located in a small slice of heaven in the hill towns. I have been living, breathing, and loving dogs for my entire life and find immense joy simply being around them! I have several years of experience at a boarding facility where I was able to expand my knowledge on any different breed, size, age, temperament and disabilities! I am comfortable with all dogs at any life stages, ranging from a few hours old to sweet elderlies. I am also able to react quickly to any situation and have a solid history of preventing and intervening real fights safely between several dogs. I am available at you and your pets desire! I am able to stay in home and/or overnight, or simply check in! My car is my main way of travel, and has safely transported many pups to their playdates! Care in my clients home includes purely love and sticking to the routine that your pet knows the best! My client will also receive the utmost amount of reassurance and open communication because I understand on a personal level how difficult it is to leave your baby in someone else's hands.

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  2. 2. Meet & Greet

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  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Montgomery is $55

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 house 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.

Sitters in Montgomery average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Montgomery on Rover as of Jun 2026 was about $55 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Montgomery house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 571 house sitters in Montgomery. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 83% of Montgomery house sitters respond in under an hour.

House sitters in Montgomery have an average of 17 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Montgomery.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Montgomery house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.