House Sitting in Gloucester

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

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Top rated Gloucester 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: Wiktoria P.
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Wiktoria P.
Star Sitter
$139
total per night
4.9 out of 5 stars
18 reviews
5 repeat clients
2 years of experience
Gloucester, MA, 01930

Wiktoria was great. She stayed at my cottage with my big dog (~100 lbs) for a weekend. I received updates through the weekend and went above & beyond to ensure Monty had a good time. Came back to a happy dog and clean cottage.

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David G.
Sitter Profile Image: Jessica B.
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Jessica B.
$34
total per night
5.0 out of 5 stars
5 reviews
1 repeat client
16 years of experience
Gloucester, MA, 01930

About: I have 15 years of experience as a dog owner, and 16 years of experience as a cat owner. I've frequently fed, checked on, and played with neighbors' pets while they're on vacation. I'm always careful to politely introduce myself to new animals, and I'm excellent at pulling around feather toys as well as playing tug and fetch. I believe in using exclusively positive reinforcement (force-free) methods when interacting with pets. I'm available for dog walks, check ins, potty breaks, in-home pet care, and short overnight stays. I'm happy to clear my schedule for specific requests as long as you notify me 2-3 days in advance. I'll follow your lead on pet care instructions (you know them better than I do, after all!) All walks will be on-leash unless you recommend an enclosed area (ex. if you ask me to take your pet to a fenced dog park). I love walking on Stacey Boulevard when the weather is nice, taking more energetic dogs over to Ravenswood for a hike, and (October to April, on the correct days) visiting nearby beaches!

Sitter Profile Image: Crystal Z.
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Crystal Z.
$50
total per night
5.0 out of 5 stars
30 reviews
14 repeat clients
30 years of experience
Gloucester, MA, 01930

Crystal was able to help me on short notice and even was able to stay a bit longer when I was in a bit of a pickle.

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Mirek K.
Sitter Profile Image: Carol P.
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Carol P.
$84
total per night
4.7 out of 5 stars
16 reviews
1 repeat client
35 years of experience
Gloucester, MA, 01930

Carol was fantastic. She stayed in our house for 3 nights and gave us daily updates with videos, pictures, and audio messages. She did a great job taking care of the creatures (including a high energy 7 month old puppy) and leaving the house clean. We highly recommend her!

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Casey D.
Sitter Profile Image: Lauren D.
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Lauren D.
$50
total per night
4.9 out of 5 stars
21 reviews
6 repeat clients
20 years of experience
Hamilton, MA, 01982

I am very pleased to recommend Lauren as a house pet sitter. She provided excellent daily communication and shared delightful pet updates with photos, which truly put my mind at ease. Lauren was respectful of our home and followed all the pet care instructions we provided. Her sweet demeanor made her a joy to work with, and it's clear that our pets were well cared for during her stay. I highly recommend her for your house pet sitting needs!

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Elana S.
Sitter Profile Image: Ashleigh C.
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Ashleigh C.
$50
total per night
5.0 out of 5 stars
5 reviews
1 repeat client
6 years of experience
Gloucester, MA, 01930

Ashleigh took excellent care of our dogs on short notice during Christmas. She was very communicative and made sure our dog got his medication every day. We highly recommend Ashleigh!

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Hewson S.
Sitter Profile Image: Annabella I.
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Annabella I.
$78
total per night
19 years of experience
Ipswich, MA, 01938

About: I absolutely love dogs. I have cared for my own dog my whole life, and he is my world! I will care for yours the same way! I am a student and have plenty of time on weekends and between classes to care for and walk the pups! I love walks too! I will cater to whatever specific needs or requests you have. My schedule is very flexible as well so just let me know what you need and I can help you!

Sitter Profile Image: Jacquelyn R.
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Jacquelyn R.
$67
total per night
5.0 out of 5 stars
59 reviews
9 repeat clients
13 years of experience
Gloucester, MA, 01930

Jacquelyn took great care of my dog and my place while I was away! So happy to have found her! Would definitely recommend and book with her again!

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Karen G.
Sitter Profile Image: Matthew E.
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Matthew E.
$89
total per night
5.0 out of 5 stars
87 reviews
41 repeat clients
15 years of experience
Gloucester, MA, 01930

Matthew is an excellent dog sitter. Taught our pup some new tricks. Loved the communication and photo/video updates throughout our trip. I trust Matthew with our puppy and would certainly book again in the future.

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Daniel G.
Sitter Profile Image: Henry G.
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Henry G.
$56
total per night
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Wenham, MA, 01984

Henry was a perfect fit for my two little dogs and cat! He made sure to ask about any instructions, sent photographs to reassure they were being cared for, and managed to befriend two nervous pups quite quickly!!

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Alan E.
Sitter Profile Image: Matthew V.
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Matthew V.
Star Sitter
$88
total per night
5.0 out of 5 stars
43 reviews
9 repeat clients
25 years of experience
Salem, MA, 01970

We couldn’t say enough great things about Matt! He was beyond awesome. Not only did he take great care of our pups, communicate every step of the way but he also helped do some odds and ends around the house. We would highly recommend using Matt for your pup needs!

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Chandler F.
Sitter Profile Image: Susan W.
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Susan W.
$70
total per night
5.0 out of 5 stars
6 reviews
10 years of experience
Rockport, MA, 01966

About: I adore both cats and dogs and love opportunities to spend time with them. I have over ten + years of experience taking care of both. I also have experience taking care of pets in their senior years. I love the outdoors and I am very active, I want nothing more to enjoy the outdoors with a fur friend! I am available for house and pet sitting. I work in a restaurant a few nights a week, so I have all day until about 3pm for long walks and playing. I deeply care for animals well being, I do everything I can to make sure pets get enough attention, care and love while their owners are away. I have also been a caretaker for an estate for 12 years so I have a lot of valuable experience in basic home care and maintenance. I was also a farmer so I have your plants under control as well!

Sitter Profile Image: Kara W.
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Kara W.
$111
total per night
5.0 out of 5 stars
4 reviews
1 repeat client
11 years of experience
Manchester-by-the-Sea, MA, 01944

Kara did a very nice job sitting for our two dogs at our house. Dogs were well taken care of, and the house was in perfect shape on our return. We will definitely use Kara again. Bob

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Robert S.
Sitter Profile Image: Kerry G.
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Kerry G.
$67
total per night
5.0 out of 5 stars
9 reviews
4 repeat clients
10 years of experience
Manchester, MA, 01944

Kerry was absolutely amazing with our pup and seems like just an awesome human all around. We came home after a long day out with young kids to a happy and well exercised pup and even a cleaned up kitchen!

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Kate M.
Sitter Profile Image: Lila M.
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Lila M.
$111
total per night
5.0 out of 5 stars
14 reviews
2 repeat clients
16 years of experience
Gloucester, MA, 01930

Lila was wonderful with our newly adopted adult dog. We were nervous to leave Una alone for the first time since adopting her. On very short notice, Lila came over to meet Una and make sure she had all of the information needed to ensure a positive experience for her. She sent us photos and showed Una lots of affection so that when we returned, Una was relaxed and happy. Thank you, Lila! We very highly recommend your petsitting services!

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Caitlin S.
Sitter Profile Image: Meredith C.
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Meredith C.
Star Sitter
$73
total per night
5.0 out of 5 stars
46 reviews
17 repeat clients
9 years of experience
Marblehead, MA, 01945

We came back to a clean house and happy dogs, which is difficult because Coco is never happy with anyone. :) Coco must have had an especially good time, because she was in a very good mood. And my old lady, Maya, looked well cared for and clean, which is tough given her incontinence problems. The house looked well cared for as well. Meredith herself was extremely professional and responsive! I can’t recommend her enough!

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Grace K.
Sitter Profile Image: Sarah W.
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Sarah W.
$62
total per night
5.0 out of 5 stars
6 reviews
2 years of experience
Wenham, MA, 01984

Sarah did an excellent job taking care of my dog and cat over a two night trip. They were clearly well cared for and my dog was super happy with all the walks! I highly recommend Sarah. She is prompt, professional and very kind with my pets.

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Robert M.
Sitter Profile Image: Sarah R.
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Sarah R.
$62
total per night
5.0 out of 5 stars
13 reviews
2 repeat clients
35 years of experience
Beverly, MA, 01915

Sarah is an attentive and caring sitter. She treated my home as her own and was so careful with my senior citizen and my little troublemaker. I wouldn’t hesitate to book with Sarah again!

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Deva D.
Sitter Profile Image: Aldonna K.
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Aldonna K.
$39
total per night
10 years of experience
Beverly, MA, 01915

About: 10 years of hands-on animal care experience I provide reliable compassionate care for dogs all breeds and sizes. Creating a loving environment while you’re away. I currently work driving a doggy daycare bus, which leaves me plenty of time in between to take care of any furry friends. I am available early morning, between the hours of 11 and 130 and then available for late afternoon after 3:30 for evening walks, feedings, etc.. I will come to your home and if you’re comfortable, I can spend the night. Making sure everybody gets fed. I have no problem with giving medication. I was a vet tech at one point so very adapt with all animals no matter what their situation is or their dietary restrictions. i’ll even water your plants if necessary.

Sitter Profile Image: Teri P.
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Teri P.
Star Sitter
$139
total per night
5.0 out of 5 stars
103 reviews
45 repeat clients
9 years of experience
Salem, MA, 01970

Terri took excellent care of our super senior Ezra. She provided detailed updates and photos, and kept Ezra's safety and comfort top of mind. She is an incredible caregiver.

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Bre D.
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Over 118
pet parents in Gloucester have booked house sitting

Gloucester pet parents share their Rover experiences

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5.0 out of 5 stars

Carol was fantastic. She stayed in our house for 3 nights and gave us daily updates with videos, pictures, and audio messages. She did a great job taking care of the creatures (including a high energy 7 month old puppy) and leaving the house clean. We highly recommend her!

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Casey D.
House Sitting
5.0 out of 5 stars

Sophie was so great taking care of our 4.5 month old puppy and our cat! She sent me tons of pictures and updated me along the way. She took poppy on long walks and to the beach to make sure she had plenty of exercise. She was very neat and left the house in great condition. We also booked Sophie last minute and she was able to come over and meet Wilksy and poppy before the wknd. Couldn’t recommend her enough!

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Carli S.
House Sitting
5.0 out of 5 stars

We love Wictoria and more importantly Katarina von Pickles loves Wictoria! Always responsive and takes great care of the house and our beloved princess. Our go-to sitter...

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Jessica L.
House Sitting
5.0 out of 5 stars

Crystal was able to help me on short notice and even was able to stay a bit longer when I was in a bit of a pickle.

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Mirek K.
House Sitting
5.0 out of 5 stars

Julianne took great care of our senior dog for three nights at her home. She easily managed his meds, gave him the good spot on the couch, and was accommodating with pick up and drop off times. We look forward to having her take care of him again sometime soon.

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Jennifer K.
House Sitting
5.0 out of 5 stars

Carla handled my sometimes sensitive dog, Charley, very well and left the house ship-shape. She even left some art work of Charley! I am grateful for the service she provided and would definitely use her again.

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Margot H.
House Sitting
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  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 Gloucester is $65

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 Gloucester 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 Gloucester on Rover as of May 2026 was about $65 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 Gloucester 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 May 2026, there are 731 house sitters in Gloucester. 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, 86% of Gloucester house sitters respond in under an hour.

House sitters in Gloucester have an average of 13 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 Gloucester.

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. Gloucester 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.